Author's Note:
When I originally started on this sequel to Sissy Slut Ally's "Hypnosis
App," I was overwhelmed by the possible choices that were ahead of me.
James is a person with infinite power in this universe - shouldn't he be
doing something more interesting than wasting his time on petty torture
of his old classmates? I realized that there was an interesting
character arc that could unfold, starting with James' realization that
'getting even' didn't give him nearly the same satisfaction as he had
always imagined. I plotted out a personal journey for our protagonist
where he would cleverly use his powers of manipulation to change the
world for the better until the world was a utopia, when he would
revealed himself as the benevolent puppetmaster behind all its change.
This would beg questions as old as philosophy itself - is he right to
steal individuals' free will for the betterment of society as a whole?
Does the good he brought into the world negate all of the self-serving
evil he had committed when he first discovered the power to control
others? I realized I would have to practically write a thesis on
morality itself in order to explain how our hero could truly be
redeemable in a world such as his. In the end, this task proved too
daunting for my inexperience with writing. Instead, I chose to drop this
plot entirely and go with my second, simpler option: a story where James
made people put things up their butts.
This is that story.
-----------------------------------------------------------------------
Part 5: A Family Business
James drove Ally and I back to my new house, which was just a few blocks
from downtown about halfway between the mall and the high school. He
parked the sports car on the street in the front of the house, before
turning around to face me in the back seat. "Boy, this is pretty
exciting Lexi - while you've been going around town discovering your
newfound cock obsession, there's been some real work going on back here!
Notice anything different?"
I looked out the window of the car at the house we had moved in to just
a day earlier. Generally, things looked the same as they had that
morning. James noticed that I hadn't picked up on anything different and
offered a hint. "Warmer... warmer... oh c'mon Lexi! Look right above the
door frame!" I squinted at the house and saw that James wasn't lying:
just above the door frame was a wooden sign that read: 'Welcome to the
'Put-it' Inn!' I looked back at James in confusion, which he seemed to
relish. "Catchy name, huh? I came up with that one myself. I've got a
friend over at city hall who helped rush some paperwork along..." James
rustled through a pile of papers he had on his passenger seat until he
found the one he was looking for. "...And there we have it! Your house
is officially incorporated as a city hotel! The 'Put-it' Inn!" I was
worried about what this would mean for my family - did James expect us
to live on the streets? James picked up on my worried confusion. "Oh
don't worry your pretty little head, Lexi. I'll explain it all inside.
Let's head on in then!" I was suddenly less worried as I stepped out of
the car, though I knew it was really just because he told me to feel
that way.
We walked up the steps to the front door of the house and James grabbed
the door knob. "Ready, Lexi? Come on in!" He opened the door and the
three of us stepped inside my house. It was clear that there was a party
going on, as many decorations and balloons were lining the walls of the
entryway. There were a number of new furnishings that I could make out
from when I entered - there was now a counter near the entryway with
what looked like a modern hotel computer and cash register sitting on
top. The living room seemed to be transformed into a kind of den, with
our old furniture gone in favor of more standard hotel pieces. There
were many other small touches, like a small breakfast bar set up in the
dining room, with coffee and tea available. For anyone entering the
house for the first time, it would seem obvious that they were in a sort
of bed and breakfast - a carefully thought out and furnished one at
that. As we turned the corner to enter the new den, I saw the rest of my
family standing around with a few strangers holding drinks under a large
banner that read 'Grand Opening!'
My mother was the first one to say something to me as I showed my face,
still sticky with dried semen from when Ally made me eat the cum from
her ass not 30 minutes prior. "Oh there's Lexi! How was your first day
at school? Did you have a lot of fun with the boys?" She paused as she
noticed the drying jizz on my face, letting out a proud smile and giving
me a big hug. "Oh look at you! You're clearly such a natural little
sissy! We're all so proud!" I wasn't sure what to say in response to her
remarks, as the semen on my cheek began to rub off and stain her dark
blouse. "You know, James has been so helpful today! He helped arrange
for all of the furniture, permits, you name it! I'm not sure how we'll
even begin to thank him - but I've certainly tried to get a head start."
My mother winked at me as she said this, while James laughed and gave
her ass a spank as he walked past her. My mother continued, "Oh honey, I
hope you'll get to find out soon enough just how wonderful his cock is.
It's such a joy to suck on, but the real fun is when he sticks it up
your ass! His stamina is incredible, I must have 'thanked' him at least
four or five times today!" I stamped my foot in frustration at hearing
how James had abused my mother while I was out of the house. Was she
even in control of her actions or was she forced to act this way against
her will, like me? She giggled again and ushered me into the crowd, "I'm
so excited about all this, but I don't want to spoil it - he wanted to
be the one to drop the news!" Whatever James had planned, it couldn't
have been good. "And he helped introduce us to Ally's family as well -
who have been really helpful as well throughout this whole process. We
actually all have a lot in common! Lexi, meet Ally's mother!"
The woman that my mother had been speaking with extended her hand to me.
"Oh Lexi, I've heard so much about you! I'm glad you've decided to come
out as a sissy slut like my Ally. Between you and me, she was a little
hesitant at first too, but now she can never get enough yummy cock!
She's just like her mother!" Ally's mother covered her mouth in a
polite, feminine laugh before turning to Ally. "Did you two sissies have
fun today?" Ally shimmied left and right provocatively at the question.
"Oh, yes! I can tell we're going to be the best of friends! There are so
many new things I can do with a best friend like Lexi. She's almost as
insatiable a slut as me!" The three of them laughed at that joke as I
kept a straight face. They continued to drivel on about their sexual
ventures while I nervously looked around the room at the other people
chatting.
My sissy-father was dressed in the French maid outfit he had been in
that morning, chatting with a voluptous woman around his age.
Overhearing them speaking, I noticed that the French accent from that
morning was gone - perhaps Erica was just playing a part that morning as
the submissive maid. It actually made a lot of sense within the confines
of the rules of James' little world, especially considering the 'French'
lessons I had endured early that afternoon. Ally saw me looking at the
group and filled me in. "That's Candy! She's the maid at our place when
she's not on the prowl for men! She used to be my father a long time
ago, but Daddy helped me see how silly that was by making her have
surgery to make her the way she is - she even has a vagina! My daddy
makes us fool around every once in a while, but I'm not really into
women... could you even imagine? I'm too much of a cock slut through and
through! Daddy seems to think it's fun to watch though." I had a look of
horror on my face; is this what James had planned for my sissy-father,
or for me? Ally interrupted my thought by pointing around the room. "Oh,
and look over there - those are my little sisters chatting with Elena."
At her (perhaps unintended) command, I moved my head to where she was
pointing, to two women slightly older than Ally playing with my sister's
hair. My sister had a blank expression on her face as the two girls went
on about how she could style her hair to better attract boys. As they
went on to discuss the best way to show proper cleavage by grabbing and
handling my sister's breasts, I noticed that my sister seeemed rather
quiet. Normally she would object to this rude groping and conversation,
but right then she just looked kind of confused. Suddenly, James began
to clink a spoon against his glass of champagne, silencing the room.
"Okay, I'm so glad we're all here together for the grand opening of the
Put-it Inn! Today has been a lot of fun, and I'm so glad I've gotten to
know some of you better today." He turned to my sister and my mother and
gave a wink to each of them. My mother stifled a giggle and winked back,
while it seemed to take my sister a second to register the meaning of
the wink before she let out a nod and a dumb smile. "Now, get up here
Kate and tell us about the new hotel!" My mother put her drink down on
the coffee table in front of her and walked into the center of the room
next to James. As she stood next to him, James reached down and grabbed
her ass with a tight squeeze, which made her jump small bit and say
"James!" in a coy manner. She then cleared her throat to speak.
"I'm so glad all of you are here for our grand opening! I'll be honest
that I was a bit worried on how we were going to be able to afford our
new house since returning to town. Of course, I was upset to hear that
my husband lied about his 'big promotion' that prompted our return, and
that he was instead taking his dream job of being an office sissy slut
at severely reduced pay!" My sissy-father looked down at his feet,
embarrassed at being called out in the false narrative my mother was
describing. My mother continued, "It was so fortunate that James was
here this morning to give me the idea on how to supplement our income -
by turning our home into a hotel!"
Everyone clapped as my mother turned to kiss James on the cheek. So far,
nothing new had been revealed. Once the applause subsided, I raised my
girly voice to ask the obvious question: "Mom, this house only has four
bedrooms and there are already three that are occupied. How can we
operate a hotel with only one guest room?" My mother had an excited
smile on her face. "Great question my favorite sissy-daughter! That's
actually going to be one of our best selling points: all four bedrooms
are available for guests to choose - it's up to them! We've all got to
make some sacrifices, Lexi, so if a big man chooses your or your
sisters' room, you'll just have to make the best of the situation and
share it with him!" My face dropped. There would be no privacy for any
of us, even when we slept. My mother continued, "Of course, the guest
gets to pick which room he'd like to stay in, and it's our duty to make
sure they are as comfortable as possible in this house! The customer is
always right, after all! There are rules in this house! If you are not
the one fucking and sucking, you'll be helping cleaning up with Erica
here." James' eyes were locked onto mine with a terrifying grin as tears
welled up in my eyes.
"So far we've only got one guest signed up, he came by earlier today and
chose your sister's room - likely only because YOU weren't around to
greet him, Lexi! She'll be staying with him tonight, but I've got some
great ideas about how we can better manage our marketing - cam shows,
club sponsorships... we're all going to have a lot of fun getting this
business up and running!" James decided at that moment to interject.
"Great job, Kate - we're all very excited. I wanted to help catch our
little Lexi up on just one thing though: Elena was home all today,
right? Elena, can you tell us why that is?"
My sister stepped forward from her group of girls, looking like she was
concentrating hard on what she was about to say. After a few seconds she
began to address the room "Mr. Cartwright is really really smart. Like,
REALLY smart. Um, today, he talked to me... and now I know that I'm
just, like, really, um... dumb, I think. So I'm not going to go to
school anymore, you know?" She looked at James after she finished, who
was nodding his head in approval. She looked relieved to have done a
good job, and went back to her group of girls.
James took control of the room again. "That's right! Elena here realized
that she was living a lie - there was no way that she was smart enough
to keep up in her classes, let alone college! I called the school today
and let them know that she was going to drop out. Instead, she'll be
helping around at the new hotel!" The room was filled with another light
applause as some people gave small words of encouragement to Elena for
making the right move. James continued, "Obviously, without finishing
high school she'll be unable to go to that fancy college next fall. She
called up the admissions board and told them she was unable to attend,
clearly she was mistaken for someone else since she's such a stupid
whore! She offered to give them all a blowjob for the trouble if they
were in town, and I wrote down their names so she can make sure she
honors that if they come around!" Everyone again nodded in agreement.
"What was it you said I should look into yesterday, janitorial school?"
James said, taunting my sister. "Well, I'm not sure YOU'RE smart enough
for even that at this point. I'm sure you'll still have fun helping your
sissy-bitch father clean up the hotel between ass-fuckings Elena! I
reckon you'll be on your knees most of the time, either taking a dick up
your privileged little tail-pipe or scrubbing messy toilets!"
James had made my sister, one of the smartest people I knew, a
blundering idiot. I had no idea how much of her was still there, and how
much of it was replaced with a dumb, cock-hungry whore that James had
programmed. The one person that I could maybe have used as a confidant
was now just another in the line of people caught up in the machinations
of James' hellscape city.
James apparently had more to say, as he grabbed his pile of papers that
he had taken in from the car. "Now, I was discussing the plans for this
hotel with Kate and the best way to really show off its theme of being
all about family! When I was down at city hall today, I looked a bit
into your family history and saw something I think you all are going to
love. I had been curious how a family could be so naturally gifted at
taking it up the ass, that I thought I should look into it... As it
turns out, your family name was marked incorrectly this whole time,
maybe even for generations. Of course, an immediate correction had to be
made in order to register the new business. I've already got the
paperwork set, and printed new IDs - the 'Conally' family name was
always just a simple clerical mistake - your true identity has now been
corrected. You will all be rightly referred to as the 'Anally' family
going forward!" As the crowd clapped I let out a gasp - could he really
change my identity? James walked around the rooming with our new IDs,
highlighting to everyone the new family name. When he handed me mine, I
noticed that mine featured two photos: one of my face covered in cum and
the other with me bent over, exposing my asshole. Ally must have sent
those photos she took to James! On the top, my new name was present
alongside my 'gender': "Lexi Anally, Sissy Slut"
"It all just made so much sense," James continued, "it turns out you all
come from a long line of people who are natural butt fucks! Kate and I
agreed that you should all just embrace it - hence the hotel theme:
Anally is our way! From now on, Kate and Elena are only going to be
taking dicks up their ass in order to maintain solidarity with Lexi and
Erica. You're all one big family of anal-loving sluts!" My mother turned
to look at my sister. "So Elena, what does that mean for you tonight
with our first guest in your room?" My sister thought about it for a
moment, before lighting up and blurting the answer. "He has to fuck my
butt! My pussy is a no-no!" My mother smiled and beamed proudly as
everyone congratulated my sister on her correct response.
James spoke again, looking at Ally and me. "All right, I'm glad everyone
is so excited! Now to start things off I think we need to commemorate
things with a bang. Ally has been helping Lexi get up to speed with
being a sissy today, which we are all grateful for. Why don't you two
come in the middle of the room and put on a little show for us?"
Ally quickly grabbed my hand and pulled me into the center of the room
in front of both of our families. I was still hesitant and unsure what
to make of James' command to perform a 'show' but found myself following
Ally's lead. She began to kiss my mouth passionately, while guiding my
hand to lower her bra straps until her breasts popped out. I found
myself becoming very horny from this makeout session with Ally; after
all, she was a very attractive sissy. I think Ally could sense that I
was getting too into our fooling around, so she broke away and asked
James, "What do you want us to do for you, Daddy?" James looked at us
with lust in his eyes and answered, "Why don't you play a little with
Lexi's pretty rosebud?"
Ally then began to lower my skirt and panties until I was standing there
naked in front of the room. The onlooking crowd of my and Ally's family
yelled encouraging things like "Ooh get it!" or "show us how much you
love it!" along with other whoops and hollars. Ally removed the plug
from my ass and placed it in my mouth, much the same as she did during
my cam whore lesson earlier that day. She then stuck a finger in my ass
and prodded around. I let out a feminine gasp as she grabbed the back of
my head and pulled me down to suck on her nipple, while she began to
handle my hole more vigorously. James looked on approvingly as we
continued this game, finding ourselves in multiple positions until we
were both on our knees naked, with Ally's face just inches from my rear.
As I could feel myself getting closer to climaxing, James suddenly
yelled "Stop!" and the room fell silent. He came close to me and asked
gruffly, "Do you want to cum, Lexi?" I had been very close to achieving
orgasm, and still shaking from my horniness. I knew the kind of power he
had over me, and had no choice but to reply, "Yes, Mr. Cartwright. I
want to cum."
James smiled back at me. "Tell me your name then."
"Lexi Anally," I replied, quietly and humiliated. "I'm sorry, can you
speak up?" James taunted. "My name is Lexi Anally!" I replied loudly in
my high, falsetto voice. James laughed, "So Lexi, you're clearly into
taking things up the ass - I mean, look at your new tramp stamp! What do
you even need this little appendage for?" He asked, pointing toward my
clitty. I wasn't sure how to respond to such a question, and I was
afraid of the repercussions of my answer. "I don't know," I replied.
James seemed amused by my answer and continued his rant, "Well, if you
don't know then I guess it really doesn't serve much of a purpose?
You're a part of the Anally family! Just like your mother, your sister,
and your sissy daddy you have a pledge to be fucked up your butt! We
can't have this puny excuse for a penis threaten that goal, can we?" I
didn't like where he was going with this, and tried to stammer out some
kind of excuse. Instead, James cut me off again. "No, we can't have
that." He then reached into his bag and pulled out a pink contraption
that looked like a small penis-shaped cage. "So from now on, Lexi, you
are going to keep your 'clitty' locked up in a chastity device so you
don't get tempted." I wanted to object and yell out, but found that I
couldn't. Others in the room seemed enthusiastic about the idea. "What a
great plan, James!" My mother yelled.
James handed the cage to Ally and made her apply it to my limp clitty.
She not-so-delicately pulled my shaved sissy sack through a small loop
one lump at a time, then tugged on the tip of my dicklette to thread it
through as well. After struggling for a few moments the contraptions
ring was firmly against my torso with my entire little package propped
up and swollen from the pressure. My clitty was certainly not very big,
but the small, thimble-like 'sheath' of the cage still struggled to fit
over it still as Ally positioned it in place over the ring. As it
snapped shut, my appendage was red from the pressure exerted upon it.
James laughed, "Oh, and I made sure to get the extra-small cage, because
I knew that's what you'd need!" Ally giggled in delight as she put the
cylindrical lock in its slot and handed the key to James, who remarked:
"Honestly, I'm not sure yet whether or not I'll destroy the key. We'll
have to see." I was terribly embarrassed by having this pink cage over
my former manhood, and my horniness was making the trap incredibly
uncomfortable.
Seeing my discomfort, James decided to comment "So, where were we? Right
- you're definitely an Anally sissy-girl, and now you won't be tempted
to ever use anything but your ass and mouth for sex. But I've got one
more gift for you and your new best friend to help make sure you
remember where you fit in my society." With that, he picked up his phone
and tapped a few commands into his app. Just then Ally began to gasp and
looked down at her clitty. To my amazement and horror, her clitty grew
hard for the first time until it was a (relatively) respectable four
inches in length. Ally looked at James with tears forming in her eyes.
"Daddy, you made my clitty grow so big!"
James looked back at her and smiled, "Yes, my little slut, I wanted to
make sure that you have the most fun you can when you're playing with
your new friend. So now when you two are together, your clitty is going
to get hard, and you can use it to fuck Lexi! Make sure you spray your
sissy juice right up her little behind!" Ally's tears continued, but
seemed to be more like tears of joy. "Oh Daddy, I love it so much! Lexi
and I are going to have so much fun with this!"
I looked over at James with horror as he looked back into my eyes with a
dominating force. He came over to me, still on my knees from being
fingered, and whispered gruffly in my ear, "That's right, you're the
lowest of the low in my new town. EVERYONE gets to fuck you, even the
town whore gets to have her way with your little rump. Even she is your
superior." As her said this, Ally approached me with her erection. I
knew then that James was right; I was going to be the fuck-toy FOR the
town fuck-toy. Ally's degrading sexual habits of routinely being passed
around and raped by men anywhere only made my humilation worse, knowing
no matter what she did, I was beneath her on the food chain. She could
fuck me whenever she wanted, and force me to live out whatever sick
fantasies of hers she desired.
She got behind me and stuck the head of her engorged clitty at the
entrance of my slick asshole. Unlike the dildos and plugs that had I had
inserted earlier in the day, I felt her member hot against my skin. My
own clitty ached inside its cage as it tried to react, but to no effect.
She then grabbed my hips and began plowing her thick clitty inside my
asshole. The warmth of her member was much more pleasing than the cold
toys I had used earlier in the day, as I found myself bucking my hips to
match her thrusts. She cried out "Oh, Lexi - you truly are a big butt
slut! I love the way your ass feels. I love my sissy bestie!" James was
lurking above us, and between my feminine grunts I was able to look up
to catch him smiling at the situation he created. He typed something
else in his phone, and Ally began to pick up her pace, fucking my ass in
a frenzy and sending shock waves along my cheeks as she bottomed out in
my hole. She then began to make a high pitched squeal noise and yelled,
"Oh. My. God. I'm going to cum!!!"
The room erupted in applause as I felt Ally's clitty twitch inside me
and unleash waves of sissy juice. In the midst of all the lust, I was
surprised at the sheer volume of her fluid given how she had only let
out modest dribbles in our previous session. Was this something James
had made happen? Just then, my own orgasm came on, as I felt a euphoric
sexual wave wash over me, centering around the hot flesh buried in my
ass. My clitty dribbled inside its cage. As Ally and I both finished our
orgasmic screams and began panting, she pulled out of me. Instead of the
empty feeling I had with the plug being removed, I felt her load still
in my ass, some trickling out of my behind and down to my cage. Not
wasting a moment, Ally started to scoop up her juice I was leaking, and
inserted her finger again into my ass. She pulled out finger after
finger of her own fluid from inside me, alternating between giving it to
herself and feeding it to me. James seemed delighted and stated, "That
was great!"
Ally hugged me afterward, both of us still naked and with drying sissy
spunk around our bodies. "I love having a sissy besty so much! We're
going to have to do that way more often!" She said excitedly as she
shoved my plug back into my hole.
With the show now over, James informed us that we should all get a good
night's sleep for what was ahead. The crowd began to disperse, with
Ally's family and James going out to the car. Ally gave me another kiss
and told me she couldn't wait to see me tomorrow. In the middle of this,
our hotel guest returned from the street, clearly drunk. He looked to be
in his mid 40s and probably recently divorced given how he was dressed.
He stumbled in and grabbed my sister's hand to lead her upstairs while
saying loudly, "I hope you're worth the money, I didn't have to stay in
this dump." My sister just giggled dumbly at his comments, saying, "Oh,
well as long as you just put it in my asshole I think that's ok. It's,
really important or something. We like anal a lot!"
Ally left and I went upstairs to my room, hearing banging and moaning
coming from my sister's room down the hall. I saw when I entered that my
room had undergone a complete transformation. The sports posters were
gone, as were my video games and musical equipment. Instead the room was
coated in pink and featured posters of boy bands and male underwear
models. On my new vanity was plenty of makeup, as well as a myriad of
sex toys. I was too exhausted to really investigate these changes, and
quickly moved my way over to the pink bed hoping to get some rest. Today
had been difficult, but tomorrow was a brand new day, and hopefully
things would get better.
------------------------------------------------------------------------
--
Part 6: Things Get Worse
The next morning I awoke to a text on my phone. I sleepily reached out
my hand to see who would be contacting me this early. On the unlock
screen was a message from Ally: "Hey there sleepyhead! Don't forget to
take your plug out before you go to the bathroom, and make sure you
clean yourself up all nice just like yesterday! XOXO!" It was 5:25. I
was still exhausted from all the running about I had done the day
before, but was forced to comply with the orders that Ally had texted
me. I walked out into the empty hallway toward the bathroom, removed the
pink buttplug from my rear, and sat on the toilet in anticipation of my
morning 'gift'.
At exactly 5:30, I felt the same sensations as the day before build up
in my stomach as I began to empty my bowels of all the nastiness that
had been prevented from entering my colon the day before. I felt
relieved to have already been in position with my plug removed, as I was
able to move things along rather expediently. This new daily morning
debasement was truly one of the most humiliating things James was
forcing me to endure, and I resented that I was even feeling a sort of
pleasure from the relief I was experiencing on the toilet. After a few
minutes I was convinced there was no way I could have anything else
still inside me, so I wiped myself clean and looked over the new item
across from me: a more permanent enema fixture that James must have had
installed the day before. Following Ally's instructions to match our new
routine, I inserted the tubing from the enema into my anus, letting out
a small gasp as cold water entered my bowels. After holding it inside me
for a minute, I let it out into the toilet below me. Though it was still
clean, I washed my pink butt plug in the sink before coating it in a
large amount of spit and putting it back inside my ass. My clitty
twitched as the plug popped back into position, but the pink chastity
device James gave me kept it frustratingly limp, which worryingly
kickstarted the same horny feelings I had started getting used to as my
new normal.
From that point I continued with my feminine maintenance much like the
day before, showering, shaving my body hair, and applying girly perfumes
and heavy makeup to the best of my ability. In my room I found that my
wardrobe had been entirely thrown out, leaving me to put on one of the
outfits I had bought at the mall the night before. I slipped on a black
lacy thong over my plug and cage, with a matching bra. Looking in the
mirror, it was easy to tell that both were there from the small bulge my
caged clitty made in the front of the panties and the rectangular pink
base of the plug that peeked out from both sides of the tight string
running between my cheeks - it would be hard to hide. I completed the
outfit with denim shorts that barely went below my ass (making sure to
leave the top of my thong exposed), and a pink crop top that showed off
my new tramp stamp. Lastly I put on pink stilettos and gold hoop
earrings to show off my new piercings. Though I was trying to dress in a
manner most consistent with what Ally had picked for me the day before,
I also found the idea of wearing slutty girl clothes arousing in its own
sense. I wasn't sure which part of me was dressing up to obey Ally's
commands, and which part was from my own excitement. Now ready for the
day, I headed downstairs to get some breakfast.
As I entered the kitchen downstairs, I could see my mother and sissy-
father Erica participating in their new positions as hotel staff. My
sissy-father was dressed once more in her French maid outfit, cleaning
up the kitchen as she made pancakes and sausages for our guest. Our
guest was seated at the table, hungrily digging into his breakfast plate
with his pants around his ankles. My mother Kate was on the floor
between his legs, giving him a sensual morning blowjob as she alternated
between running her tongue along his member and bobbing her head up and
down on it. My sissy-father Erica paid little attention to the fellatio,
as she was clearly more occupied with getting things prepared for the
day, only stopping her running about to ask our guest if there was
anything else he needed as her former wife gagged on his cock.
The guest noticed me entering the room in my provocative outfit and
exclaimed, "Wow, you're quite the piece of ass aren't you? Too bad you
didn't come in before your mom started going to town on my cock - I
would've liked to use you too before I hit the road." My mother looked
up at our guest with his penis still in her mouth, offering him any of
my holes at his convenience through muffled words. He looked me over
once more, then explained that he'd rather give me a proper go next time
he was around than to rush things along that morning. My sissy-father
placed a bowl of oatmeal in front of me at the kitchen table, explaining
that we sissies need to watch our figures by eating a balanced
breakfast. "In fact," my sissy-father continued, "James told me last
night just how you like your oats, and I'm only too happy to oblige!"
She then hiked up her skirt and began tugging on her limp clitty while
pressing against the large dildo in her ass. I sat there awkwardly,
trying to avoid eye contact with our hotel guest as Erica continued to
masturbate over my breakfast. After about a minute, she gasped and sissy
juice began to shoot out of her clitty and onto the bowl in front of me.
"Eat up!" Erica said cheerfully as she lowered her skirt again.
I wanted to gag, but found I was unable to stop myself from eating the
entire bowl of oatmeal, one salty spoonfull after the other, even
licking my lips to get all of Erica's 'protein' into my mouth. The
entire time, our guest couldn't stop himself from staring. "Wow, you
really are a fucked up family of sluts, huh?" He remarked. As I was
about to head back upstairs in self-digust, Erica stopped me at the
kitchen entryway. "Oh no missy, you're not going anywhere until you
finish your breakfast! A little whore like you needs some fruit in her
diet!" My sissy-father hiked up her skirt once more, bending over the
kitchen counter and pulling the long, girthy purple dildo from her ass.
Bent over, her asshole formed a large gaping 'O' that she winked back at
the table a few times, before grabbing a peeled banana from the
breakfast platter on the counter next to her.
"Oh God no!" I uttered under my breath as I saw Erica delicately insert
the peeled banana inside her gaping asshole until it was gone. She
clearly had a strong control over the muscles in her sphincter, as she
clenched and brought the banana back to the edges of her anus until she
dropped it back into her open hand and smiled contently. "Oh that's
nice..." she said dreamily, "but I think we should dip it a few more
times for my growing sissy daughter!" She re-inserted the banana twice
more, letting it get sucked up her ass entirely and shitting it out into
her hand. On the final go around, she turned to me at the table and
demanded, "Give me your plate, Lexi." In shock, I watched as she
squatted over the plate and squeezed the banana back out one last time
until it landed on the plate with a soft *thud*. It was visibily much
more bruised than when she had started, and looked to be covered with a
slick, slimy substance under the light. She placed the plate back onto
the table in front of me before reinserting the large purple dildo up
her ass, licking her fingers clean of any leftover banana mush. She
stood back up as I stared at her with a look of disgust on my face,
which she responded to with a cheery smile and a "Go on, then!"
I grimaced at the sight in front of me, but again felt myself on
autopilot as I picked the slimy banana up from the plate and began to
suck on it seductively. 'This was revolting!' The thoughts went off in
my head. 'Why did she feel the need to sodomize herself with a banana,
and why was I now eating it? Did James specifically program this chain
of events to happen?' Each few thrusts of the banana into my mouth, I
would take a nibble and giggle seductively at the guest, who was now
staring at me wide-eyed from what had just gone down. As I finished the
banana our guest began to let out some low moans while pulling out of my
mother's mouth and cumming over her face and hair. When he was finished
he quickly zipped up his pants and let out a soft chuckle while saying,
"You guys are seriously fucked up. I'm definitely going to be back." As
he left, my mother motioned for Erica to come over and help lick the cum
off of her face. What made me especially nervous was that I was actually
jealous that I had not been invited to lick the cum as well. I was about
to get up from the kitchen table when Erica cheerfully said to me, "Glad
you liked breakfast sweetie! Tomorrow we're having sausages, served the
same way! James gave me a lot of ideas for recipes that a growing sissy
needs, and I'm glad my wet hole can be put to good use to help out!" I
nearly gagged as I headed back up to my room.
As I reached the top of the stairs, I heard a toilet flush down the
hall. My sister emerged from the bathroom, her hair disheveled, and her
ruined makeup still on smeared around her face from the night before.
She yawned and said, "Good morning, sis! ... Sissy sis! Sis sissy sis!"
She giggled at her accidental alliteration, clearly still under the
spell that made her a moron. As she walked over to me I noticed that she
was walking on her tiptoes with a slight limp in her step. "Owie, my
butthole is REALLY sore. That nice man last night wouldn't stop putting
his cock up my ass!" She stated, though it sounded less like she was
complaining and more like she was recalling it fondly. "Oh - I've got
something for you in my room!"
She hurried into her room and came back with a plastic cup that she held
out to me. "James told me that we have to try to help as much as we can
since you're just starting out as a sissy - so I put all the cum I
collected last night into this cup for you!" I looked into the red
plastic cup and saw that it was filled about one quarter with thick,
yellowy semen. Once more I felt the autopilot take over on my brain as I
swiftly put the cup to my lips, raised it above my head, and gulped down
its contents. I licked my lips and thanked my sister for the 'treat' as
I grimaced. She giggled again "You're such a natural lil sis! Next time
I'll wake you up and you can eat it right out of my butt, okay? We're
the Anally family after all!" I smiled politely back at her and headed
into my room, trying to get away from anyone else who may have tried to
get me to do something equally repulsive.
When I entered my room, I saw that I had missed a few text notifications
from none other than Ally. The first one helped explain my behavior that
morning: "Hey bestie! Wanted to catch you up on a change my daddy made
to your profile!" followed by a screenshot of James app that read "Lexi
will behave in accordance with her family's expectations of her in the
Anally household." Well, that explains me scarfing down the banana and
jizz that were up my sissy-father's and sister's asses. Following that
there was another text from Ally: "Oh, also we can't pick you up today.
Why don't you text Ron and see if you can convince him to give you a
ride to school? ;)"
I groaned at the suggestion, but found myself sending a new message to
Ron as the minx in my head took over: "Hey cutie, could you pick me up?
I promise I'll make it worth your while! xoxo Lexi" Within 30 seconds I
received my reply: "Yeah, I guess. Just don't make me late you dumb
slut." The thoughtful part of my brain was angered by the dweeb's
arrogance, but I couldn't help but feel butterflies in my stomach from
the pet names (slut, fag, whore) my 'boyfriend' would call me. I packed
my pink backpack with makeup supplies and stood out on the porch,
waiting for Ron.
Ron showed up at the front of the house ten minutes later; I felt my
heart skip a beat when I saw him pull up. He was driving a beat up old
Hyundai, which looked to have a few body panels the wrong color and the
upholstery ripping up on the seats. The brakes squeaked loudly as he
stopped and parked. He was wearing a ratty T-shirt and plaid cargo
shorts, and clearly hadn't combed his hair. My prince had arrived.
He honked twice before rolling down the passenger window and shouting:
"C'mon, don't make me late you stupid whore!" The honking got the
attention of my family, as my mother came out on the porch to wish us
off. "Oh, isn't he handsome! Make sure you thank him properly for the
ride Lexi!" I skipped down the steps and turned back toward the house as
I grabbed the handle to the car door. "Thanks Mom, I got it covered!"
When I got in the car, I put my backpack between my legs and looked over
at Ron, who was playing on his phone. As much as I hated it, I felt
swept off my feet being in his presence. He looked up from his phone and
said dismissively, "You know you're not even that close to the school?
It's going to take us like, 15 minutes to drive in." I let out a pout,
genuinely sad that I had let him down. "I'm so sorry... what could I do
to make it up to you?" As soon as I said it, I regretted leaving my
offer so open-ended.
Ron smirked and reached over to rub my knee. "Oh, I guess since you
offered, you could start me off with some road head." My mind was
repulsed at his suggestion - I was still getting over sucking his dick
the day before! But instead of telling him off, I felt my familiar
horniness crescendo around my plugged ass once again, and the sissy side
of my brain began to take over. I hadn't had a chance to cum since last
night when Ally blew her load in my ass - getting Ron off would probably
guarantee me another orgasm of my own. Feeling the romance in the air,
combined with my wanton desire have another orgasm, I unbuckled my
seatbelt and knelt on the passenger seat of Ron's beat up old car,
positioning my face in his lap and using my hands to free his cock. "Now
that's more like it." Ron said smugly, as he put the car into drive and
I remained bent over. My family waved goodbye to me, with my short
shorts presenting my nearly-bare ass and thong pressed against the
window for all to see.
I inhaled the sweaty, masculine aroma coming off his cock before I
plunged my mouth down onto him. I bobbed my head like the day before,
trying to copy my technique from the last time I got him off. He drove
the car with one hand, while pushing my head up and down with the other.
His warm, salty cock moved in and out of my lips as I heard his feet
moving the car pedals and wheel. At one point, he took his right hand
off my head and moved it toward my shorts, lifting up my short shorts
and moving my thong to one side. Seeing my new tattoo upside down, he
read the flowery calligraphy out loud between glances at the road "Buh-
Butt, ...Slut? Ohh... Butt slut! Oh I like that! That tells me all I
need to know!" he said as he laughed. I felt incredibly fragile and
sexy, hunched over sucking off my 'boyfriend', with his rough hands
feeling up my soft, feminine behind. He began to use my butt plug to
repeatedly sodomize me while I blew him. "Oh, you like that, huh?" He
asked me between my muffled moans. Not taking my lips off his cock, I
mumbled "Mmmhmmph Uh yehh, Imm yur littul whoo-ore".
At the intersection close to school we hit a red light and I heard a few
cat calls coming out of the window. One person apparently recognized Ron
and yelled, "Hey, way to go man! Who is that?" Ron did not stop playing
with my plugged ass while he calmly replied, "Oh, it's that new sissy,
Lexi Anally! She sucks a mean dick, but apparently her ass is where it's
at!" I continued blowing Ron while this conversation happened, red in
the face from embarrassment, but unable to even look up from his lap. I
could hear some guys laughing and whistling from behind my ass in the
window, the exposure just making me hornier and more enthusiastic during
my blowjob. Just as we were rounding the corner into the school, I felt
a few twitches in Ron's cock as he inhaled a few sharp breaths and
exploded into my mouth. I moaned on his hard cock, careful to keep every
drop in my mouth as I began my own orgasm. Ron had stopped moving the
plug in my ass as he ejaculated, but I made up for it by humping the toy
he still held in his hand as I had an orgasm of my own.
As he parked, he pulled his hand out of my pants while I placed his cock
back in his shorts and sat up in the passenger seat. In a daze of post-
orgasmic bliss, I looked at him and batted my eyelashes in faux-
innocence and opened my mouth to show him his load coating my tongue and
teeth. He stared in amazement as I took an exaggerated gulp, reopening
my mouth to show there was none left. He chuckled softly and said,
"Well, damn. Maybe I'll give you a ride more often. Shame I still
haven't gotten to try that ass yet, though." As I got out of the car,
the same concerns I had in the mall returned - what part of that blowjob
was James' programming, and what part of it was me? Would I reach a
point when there wouldn't even be a difference? As I walked toward the
school I felt a cool breeze on the drying spot on my panties where my
clitty had leaked through its cage - a dull ache in my groin reminding
me I would be unable to get hard even during an orgasm.
Walking toward the school, Ron got a few high fives from some of the
boys who saw me sucking him off on the drive in. Many catcalled me,
telling me how much they were looking forward to the same kind of
treatment. Ron took opportunities to forcefully grab my ass a few times
in front of the other boys as we walked in, digging his hand between my
cheeks and pressing against my plug through my thin shorts. Some of the
boys noticed my new tramp stamp, pointing out the perverse message that
was now permanently displayed on my lower back.
Inside the school, Ron slapped my ass and headed down the hall toward
his first class. We still had about twenty minutes until school started,
but it sounded like he was still worn down from his morning blowjob and
wanted to catch up with his friends. I turned and walked toward my first
period class, Women's Studies, worried about what the day's lesson plan
might bring for me. As I turned the corner, I was surprised by running
right into Ally. She looked ecstatic to see me, and threw her arms
around me in a big embrace.
"Lexi! I'm so glad I ran into you. I take it things went well with Ron
in the car?" I was still embarrassed from my sexual acts earlier that
morning, but I was also relieved to run into a friend in the harsh halls
of the school. I nodded my head, which made Ally squeal with joy. "Oh
yay! Tell me, did he fuck your mouth or your butt? Let me smell your
breath!" I opened my mouth and exhaled into Ally's nose, much the same
as I had done before. "Oh, I'm surprised he wanted you to suck him off
considering how nice your ass is! You're becoming a regular blowjob
queen!" I blushed at the compliment, both in shame and a twisted sense
of pride.
Ally's demeanor changed slightly as she leaned in to whisper in my ear.
"You know, that's not the only reason I was so happy to see you. We've
got about 20 minutes until first period, and I just so happened to run
into my friend Jamal before you got here." What did she have in mind?
That pit returned to my stomach as I wondered where she could be going
with this. She grabbed my hand and led me down the hall, explaining on
the way. "Jamal is one of my oldest friends at this school - he's one of
the first boys who ever made me sissygasm from buttfucking! He's got a
really nice, big black cock - you should totally give it a ride
sometime!" She continued to lead me around the school, going on in
detail about the specific things she loved about Jamal's penis.
"Anyways, this morning he was giving me one of his usual fuckings in the
men's room on the other side of the school when he asked me to talk
dirty to him. I started going on about our little adventure in the mall
bathroom last night - you remember, right? When I made you eat all of
that old guy's cum out of my asshole? Well, he thought that was really,
really hot. He came inside me almost immediately! He liked it so much,
actually, that he kind of wanted to know when we could do that for him
in person..." My heart skipped a beat and my stomach sank as I realized
we had stopped walking directly in front of the men's room, as Ally
continued, "I told him I'd go look for you, and we could do it right
now! And how fortunate I was that you were right around the corner!"
As I tried to voice my objections, Ally opened the door to the men's
room and pulled me inside. The large room was filled with at least 10
boys who were apparently called by Jamal to see the show. Others were
apparently still in the stalls with girls, as we could hear the banging
and moans from there that I had come to expect as normal. I continued to
try to talk my way out of this upcoming humilation as she pulled us into
the center of the room. Ally immediately corrected my behavior by
playfully stating, "Oh, shush Lexi. We all know you love it." At that
moment I hated knowing that she had made something else come true - I
felt so humiliated and dirty for what I was about to do in that bathroom
in front of all those boys. With her command, that humiliation acted as
a motivator: I did love it. I loved feeling like a filthy, cheap sissy
whore. I wanted to be used and covered in cum, lying on the bathroom
floor. 'Oh fuck, do I really like this kind of shit?' I thought while I
anxiously awaited what would come next. I hated that I wanted to be
abused so badly. With my newfound desire to be used in such a dirty way,
I felt my heartbeat increase as I got more and more horny. She didn't
even have to ask as I lay down on the floor near the drain, waiting for
her to perch over me like at the mall.
"See how eager she is? Okay boys... who wants wants to seem me coat
Lexi's face with my ass cum?" The boys in the audience cheered and
shouted calls like "Yeah, do it!" Jamal himself looked on approvingly,
clearly engaged with the spectacle he had organized even though he had
recently cum inside Ally's backdoor. Ally lowered her skirt and panties
and squatted over my mouth, blocking out the bathroom light. Like the
day before, she had apparently not reinserted her plug after being
fucked. I could see her red, used slit was coated in another glossy
layer of jizz, which bubbled slightly as she began to push. "Ooh, I
think I've got a lot for our little sissy here!" Ally said delightfully
as she squeezed her sphincter and a long string of cum oozed out of her
like a broken spigot, landing on my chin.
As the stream of cum continued out of her asshole, I moved my head so
that I could catch more of it in my mouth - eager to make the boys happy
and engage in my own humiliation. As she pushed multiple times the
stream would start and stop, making it difficult to collect it all. I
ended up with a trail of cum coating my face and even in my hair by the
time she had finished removing the bulk of it. Ally let out orgasmic
moans as she did this above me, clearly still operating under the same
command James had given her to love this kind of sex act. One of the
boys took this as an excuse to get involved in the action, putting his
hard dick inside Ally's mouth as she continued to spew cum over my face,
muffling her continued moans. Much like the day before, the last few
pushes practically created shotgun blasts of semen over the entirety of
my face, as her anus rippled and sputtered whatever drops remained in
her rear. She lowered her ass down onto my face and she began to grind
her hole on top of me until she reached orgasm at the same time as the
boy in her mouth.
When she got off my face, I saw that she had even more semen in her
mouth. She instructed me to sit up and not to swallow. Then to the
ecstatic cheers from the crowd, she kissed me passionately, as we
swapped cum between our lips. After a few minutes the boys had all left
except for Jamal, who grabbed my chin to look up at him and asked,
"Damn, you're really into some dirty shit, aren't you?" I tried my best
to have doe-eyes and bat my eyelashes, horny from not having a chance to
cum myself. I smiled at him and said in an innocent voice, "I can't help
it, I just love to eat Ally's cum farts!" I could tell this comment
turned him on as he grinned and replied, "You've got one hell of a
bright future here, sissy. Stop by any time and I'll give you some of
this BBC, okay?" He then left.
Ally was excited to hear Jamal compliment me. "Oh my god, did you hear
that! I was worried people wouldn't warm up to you so quickly, but
you're such a dumb whore that I think it'd be impossible NOT to want to
fuck you!" She giggled and pulled out her phone again, snapping a
picture of my cum-coated face. "Oh, James told me he wanted some
pictures of you being used throughout the day. You look so pretty
covered in jizz!" She then pulled her large butt plug out of her
backpack and inserted it back up her anus. "All right Lexi, I'll catch
up with you later, or else I'm going to be late! See you soon!" She
exited the bathroom quickly with her backpack. Looking at the time, I
realized I only had a few minutes to get to my own class and quickly
picked up my pink backpack before heading back across the school toward
Women's Studies.
By the time I reached the classroom, I had already missed the bell by
about 30 seconds. I opened the door to the closed classroom slowly,
hoping the lecture hadn't started yet so I could sneak in.
Unfortunately, all eyes in the room were trained on the door, waiting
for me to make my appearance. "Miss Anally!" My teacher said as I opened
the door, while some of the girls giggled at hearing my new last name.
"What is the meaning of your tardiness?" I knew that I had to think on
my toes if I wanted to avoid the wrath of my female classmates, so I
tried to come up with an answer that fit the themes of the class.
"Oh, I'm sorry teacher - I didn't want to be late! I was too busy
entertaining some boys... you said it yourself that it's our duty to
never let a cock go unsatisfied!" Internally I cringed at my degrading
excuse, though I hoped it would be humiliating enough for her to forego
real punishment. "Hmm... you are correct that it is your duty to be a
man's cocksleeve, and I can tell you aren't lying from all the drying
jizz still on your face," my teacher deduced. I myself had forgotten
about the semen I was wearing on my face and clothes, considering the
hurry I was in and how I was getting so used to the smell in the last
couple of days.
"I'm glad you're such an eager slut, Lexi, but that doesn't mean we
can't let your tardiness slide. And I think I know just the thing!
Sarah, could you come to the front of the class?" I shuddered as I
watched Sarah playfully skip to the front of the class, memories still
fresh from the day before when she had forced me to lick her asshole
clean like a bidet, and later encouraged girls to piss on me in the
showers after gym. She glared at me with a mischeivous grin. The teacher
continued, "Sarah was telling me this morning about how she put our
little Lexi in her place by using her like a bidet, and then later like
a toilet! I heard a number of you girls joined in as well in the
showers. For that, I'm granting you all extra credit on our next
assignment, with Sarah getting a bonus for the idea, of course."
Everyone in the class seemed happy with the news, and proud of forcing
me through such humiliation.
"Now, I think we should let the sissy here experience the same kind of
treatment for the rest of the period - who here needs to use the
toilet?" A few girls raised their hands in the classroom, some giving me
an evil side-glare as they did so. "Oh, good! Now, how many of you need
to get cleaned out from a morning fuck?" A couple of more girls raised
there hands, while a few with hands already raised smiled and announced
they needed both. "Excellent, that's got to be at least ten girls from
this classroom who are going to need your help, Miss Anally!" Sarah had
both of her hands raised in the front of the class, and was looking over
at my wickedly. The teacher continued to describe the terms of my
punishment. "Now, ladies - you can do what you have to with Lexi here in
the bathroom. Some of you may be feeling shy about letting her clean
your bum or drink your piss, but just know that no matter how you act
with her you are still infinitely more lady-like than this dumb faggot.
Now that you know that, feel free to do whatever dirty things you'd like
with her - with one caveat: we can't have her getting sick! This means
that you can see her as a toilet, or a bidet, but keep it clean, okay?
Now, two of you go along and accompany Lexi here to the bathroom while
we continue our lesson." She turned to me as Sarah and another girl
approached me in the doorway. "I hope this makes you think twice about
coming late to my class, little sissy!"
Each of the two girls grabbed an arm and began to forcefully move me
though the hallways toward the girl's bathroom. Sarah seemed delighted
by the situation, and did not hesitate to tell me why. "What did I tell
you yesterday little Lexi? All of the girls are going to love using you
as the new ass-cleaner! I'm so happy to have this be part of my new
routine!" We turned the corner and entered the girls' room, finding it
was totally vacant. Sarah turned to the other girl and asked if she
could have a turn with me first, which the girl agreed to. She threw me
onto the floor over the drain, and revealed her plans for me. "So...
yesterday I had you lick me clean after I had already cleared out all
the cum from my ass. It seems pretty obvious that was a waste. Lucky for
you I've got some more! I'm still on my period so George gave me a
pretty deep fucking before class!" She turned around so her ass was
facing me as she lowered her leggings and panties to the floor. "Now,
spread my cheeks and put your tongue right against my hole, you little
faggot!"
Like yesterday, she held the back of my head against her as I inserted
my face between her ass cheeks. The other girl from my class giggled at
the sight of my discomfort. "Here it comes! I think he really came
pretty deep up in there!" With a bit of straining, cum began to dribble
out of Sarah's asshole as I licked it up with my tongue. This was the
second time that morning I had eaten cum from someone's ass, but there
seemed to be considerably less in her than in Ally. I guessed there
probably was something to how much more excited and virile the men were
when they fucked a sissy - a fact which probably fueled the girls'
sexual jealousy. When she squirting the last bit of semen into my mouth,
she instructed me to swallow and continue to clean her hole as a bidet.
I obeyed, making sure to leave a slick trace of saliva over her hole and
around the inside of her cheeks so I wouldn't be blamed for missing a
spot.
About a minute into my cleaning I heard Sarah began to giggle with the
other girl as they traded whispers. "Check this out - are you ready?" I
heard her say, right as I felt her asshole tense up on my tongue and a
hot stream of air came over my lips with a loud, wet *pffft* noise. She
had just farted into my mouth! The girl and Sarah started laughing as I
coughed on her gas. "Oops, sorry Lexi! I guess George must've really
forced a lot of air up there or something!" Sarah stated as she giggled
again. After another minute, I grabbed a wad of toilet paper and wiped
her ass. The other girl instructed me to lay on the floor near the drain
as Sarah pulled up her leggings again and turned to leave the bathroom,
saying, "Thanks for cleaning me Lex! I'll be sure to let the next girl
know how good you are!"
I lay on the bathroom floor as the other girl pulled down her pants and
squatted over my face. "Open your mouth," she said to me coldly, but
without the cruelty that seemed to be behind each of Sarah's demands. It
seemed that she was not very interested in torturing me, but instead
just saw me as a receptacle to be used as she cleaned the semen from her
vagina and put it in my mouth. Sometimes the semen would drip out of her
by itself, other times she would have to use her finger to scoop it out,
wiping it on the inside of my cheek or against my tongue. Afterward, she
pissed into my open mouth, filling it nearly to the brim before
commanding me to swallow it all.
As the period went on, each time a girl was finished using me she would
return to class and send back another girl. Most of the girls were not
particularly cruel, but just saw their actions as simply earning extra
credit by helping to dole out my punishment. Most girls made me eat cum
from either their pussy or ass, while others pissed into my mouth like a
toilet. A couple of girls thought it was funny to use the actual toilet
for a shit before making me wipe their ass for them, finishing with the
bidet treatment I had given Sarah. A couple of the girls had caught word
of Sarah's actions and took the opportunity to fart in my mouth as I
cleaned them, usually bursting out in laughter as I gagged behind them.
As the period finished, I worried about what kind of precedent I was
setting for these girls and how often they would try to use me in this
way. When the bell rang, I tried to dry myself off with paper towels and
headed down the hall toward my music class.
As I walked toward the music room, I realized what a mess I must have
been. Boys were cat calling me and grabbing my ass more than usual,
probably from hearing about my escapades with Ron and Ally that morning,
but also because of my ruined makeup from the drying layers of piss and
cum on my face. I walked in to the music room and immediately spotted
Ally in the corner with a boy. She was giving him a kind of lap dance,
smiling and biting her lower lip as she gyrated on the boy's lap while
he reached around her front and fondled her breast over her tanktop. Her
eyes lit up when she saw me approach, giving me a wave and beckoning me
to come over.
Ally did not stop her lap dance as she started speaking to me. "Ooh,
look at you! Someone really made a mess this morning, huh?" My face was
burning red in embarrassment from my humiliation. "Well, you can
probably see that I'm a little busy with Tim here right now... but that
doesn't mean you shouldn't go have fun! I have a secret to tell you!"
She continued gyrating her hips on the boy as she motioned for me to
lean in so she could whisper into my ear. "Your favorite boyfriend is
downstairs waiting for you in a practice room. He couldn't stop talking
about how good you are at blowjobs, but I think it's time to up the
ante!" I involuntarily began to shake my head as I predicted what she
was about to say. "I mean, How are you supposed to claim your title as
the school butt slut if you just keep sucking dick? You need to go
downstairs and let Ron fuck you up your little ass! I know your butt can
swallow dick so much better than your mouth, and now it's time to prove
yourself and get someone to cum wayyy up inside you! Now, go on, get out
of here! You've got work to do!" Ally said as she giggled and slapped my
ass, never pausing her lap dance.
I once gain felt compelled to obey her command as I headed downstairs,
mentally preparing myself to be fucked up the ass by the class loser.
Two days ago I would have smacked Ron Davidson across the school if he
had the gall to approach anyone in my family; today I was about to let
him take my virginity anally. I went downstairs into the practice rooms
and turned the corner, finding him sitting in the same spot as the day
before when I sucked his cock. "Oh, hey look who it is!" He said with a
greasy smile. I was still revolted by him at my core despite giving him
multiple sexual favors in the last 24 hours. Unfortunately, I also
seemed to enter a state of bliss from his presence as I walked into the
practice room and closed the door, anxious to please my 'ruggedly
handsome' boyfriend.
I sat next to him on the piano bench much as I did the day before, and
looked at him expectantly. "Let's pick up where we left off from
yesterday - what do you remember about... um, what was it? Major
scales?" I vaguely remembered that major scales were indeed a real
thing, but I was totally lost on what they may mean in this context.
Either way, I knew it was just a matter of time until he would begin
'teaching' me and I would be driven mad with lust. He grabbed my hand
and placed it somewhere on the middle of the piano, helping me clumsily
play five notes up and down the ivory. "See? You're a natural!"
In my lower stomach I could feel the wave of horniness returning, as I
began to run my hands over my nipples and thighs. Ron was quick to
comment, "Oh, you don't take long, do you? Might as well get started
with the real lesson then!" I quickly grabbed his belt and forced open
the fly of his pants, once again letting his hard cock out into the open
air. In a horny frenzy, I shoved my mouth down on his hot member,
bobbing up and down on it until it was covered in a thick coating of
saliva. Meanwhile, Ron pulled at the plug in my ass, recreating the
scenario from the morning road head I had given him. I heard him yell
encouragements as I sucked his cock, telling me that "I was the queen of
blowjobs at the school," and that "he was going to cum down my faggot
throat."
The last comment he made set off an alarm in my head, as the horny side
of my mind actively started to fight with the side that was obeying
Ally's commands. He couldn't cum in my mouth! Ally had instructed me
specifically to have him fuck my ass! I paused my passionate blowjob for
a minute and looked up at him gingerly, spit still running down my chin.
"Oh Ron, you've got such a great cock, wouldn't you like to put it right
up my little sissy ass like you've been saying all this time?" Ron
looked down at me, clearly weighing his decision on how he would best
like to use me. After a moment he looked back at me and responded, "Nah,
babe, I think I'm good. You sure suck a mean dick!"
Alarm bells went off in my head. I began to feel very anxious, even
somewhat sick. So far Ally had not given me any tasks that I could not
complete, and now that I was faced with the likelihood that I would fail
her, I panicked. Something in my conditioning made it so I had to please
her, and not doing so would have some terrible negative ramifications,
even if only in my mind. I looked back up at Ron and made a second
attempt. "Oh, pretty please Ron? Wouldn't you like to ram your cock
right inside my pretty hole? Cum deep inside me?"
At this point, Ron looked more annoyed than anything else and coldy
responded, "No - enough. C'mon you dumb whore - finish up with your damn
blowjob already!"
Shit. Shit, shit, shit! Things were not going as planned for me - what
could I do? What would happen if he didn't use me the way Ally said he
would have to? Fuck! I coudn't let that happen!
"Please, Ron. I'm begging you - I NEED you to cum in my asshole. I can't
explain why. Just please, PLEASE fuck my little sissy butt!" Ron paused
for a moment, clearly confused as the why I was so persistant.
Unfortunately, he caught on to the desperation in my voice - and he
apparently understood the art of negotiation.
"Well... maybe we could change things up... but I don't know, should I?"
he said with a mischeivous grin. "How badly do you want me to plow your
cute little pooper?" He asked with a soft chuckle. "I'd do anything!" I
replied quickly - cringing as I realized the extent of the leverage I
had given him. "Anything, huh? Hmm..." He pondered for a second before
it seemed an idea popped into his head. "You've done a webcam show
before, right? What am I saying! I KNOW you have! I jacked off to that
video of you riding that dildo just last night!" I gulped as I looked up
at him with big eyes, unsure of what he was going to say next. "You're a
real talent, you know that? I think you should be putting on those shows
more often, maybe a few times a week. And I want 25% of whatever you
make in tips! No wait, make it an even half!"
I felt like I was going to be sick - I was going to be forced to become
a cam whore like in class the day earlier, and multiple times a week?
And I wouldn't even be able to keep all I earned?! I considered telling
him no, that he'd have to be insane to think I'd take a deal like that,
but the urge to obey Ally's command won out. I couldn't risk disobeying
her. "Urgh... eh... Done!" I said, struggling to believe what I had just
agreed to.
"Hot damn!" He said excitedly. "No more burger flipping for me then!" I
let out an annoyed groan, aware of the irony that I was still stroking
his dick as I did so. "Also, I want to be something of a manager... I
get to say what goes in the videos here and there... Oh, oh! And you
have to make me a private video every week, leaving your dirtiest, most
deranged acts for my eyes only!" Okay, enough was enough - he was
getting carried away and I was getting tired of this act. The very
notion of disobeying Ally sent chills down my spine, however, as I eeked
out another angry notion of agreement, "Ugh... fine!" I couldn't believe
the lengths I had gone to just to obey Ally. "Now will you fuck me?"
He looked elated once more as he got up off the piano bench, his
springing cock bouncing as he got behind me. I began to breath more
heavily - I found I couldn't help but purr as I lowered my shorts and
panties and sprung up onto my knees on the bench, so that my hole was
lined up right at the level of his cock. 'Oh shit,' I thought, 'This is
really happening! I'm about to be railed in the ass by Ron Davidson!' I
pulled out my pink butt plug with an audible *pop!* and laid it across
the piano keys, feeling the cold air on my gaping hole. I was both still
horny and satisfied that I had found a solution to obeying Ally's
command. He started to tease me by rubbing his warm cock between my
cheeks, as a pleasurable chill ran down my spine and goosebumps formed
along my skin. I was breathing heavily and expecting the imminent
penetration when I heard him make one last demand - "Oh, and how about
you have to come over to fuck and suck me whenever I want for a year? No
matter what?"
Having already conceded so much, and not about to give up with his cock
right at the entrance to my awaiting hole, I couldn't help but give in
to his final demand in a loud, breathy moan, "...Yesss! Fine! I'll come
fuck and blow you whenever you want! I'll be your obedient little cum-
hungry minx at your beck and call! Now, please, for the love of God,
FUCK. MY. ASS!!" Ron laughed loudly from hearing my impatient cries,
saying, "All right, you dumb slut - You're the boss!"
I could feel the tip of Ron's cock line up with the entrance to my anus,
teasing my delicate hole for a moment. He slowly pushed on my hole with
more pressure until the head popped inside me, resulting in a low grunt
from him and a sharp inhale through gritted teeth from me before an
involuntary "Oh... fuck!" My clitty strained against its hard plastic
cage, painfully unable to react to the sexual energy surging through my
groin as I was penetrated. Only his tip was inside me and I could feel
my asshole stretching painfully around his penis. My plug was
considerably smaller than my lover's dick, and had clearly not prepared
me for this moment. The dildo I used to put on a cam show the day prior
was around the same size as the meat now being forced into me, but its
rubbery texture meant it was able to squeeze into my tight hole with
relative ease. Ron's penis, on the other hand, was hot, fleshy, and rock
hard.
He slowly inched his way further into my ass as I clenched my sphincter
tightly, feeling every inch as his phallus made its way past my hole and
up my rectum. He was hurting me - but I couldn't help but let out a low
moan of pleasure. Despite my throbbing hole, I felt a sense of euphoria
wash over me as I lost my anal virginity. I wasn't sure what part of it
was the butterflies from being deflowered by my new 'boyfriend' and what
part was my sexual excitement from being filled and used by a real man.
In that moment, I wasn't sure that I even cared. I knew Ron bottomed out
when I felt his hairy testicles brush up against my taint. He held it
there for a second, collapsing onto my back as he began to pinch my
nipples with his fingers. I gasped at the sensation of having my chest
groped and molested with a hot, hard cock up my ass. He stood up again
after a moment and commented "Damn, I can't believe how tight you are!
Your hole was made for fucking!"
I knew I should have been upset with his humiliating comment, but I
couldn't help but blush. Ron slowly began to move his cock back out of
my hole, until only the head remained inside, before moving it back
inside me again. My anus was throbbing, but the pleasure I felt was
undeniable and overwhelming. As he bottomed out on me again, he finished
his thrust with an extra push against me, forcing a not so unusual
feminine 'yip!' from my lips. As he continued to push in and out of me,
I began to move my hips in rhythm with his thrusts instinctively, hoping
to somehow get his cock further up inside me. He picked up his speed
until he was sawing his hot dick in and out of me as fast as he could,
his balls slapping against my lower ass and taint with each thrust. As
he let out stuttered, deep groans, I couldn't help but moan continuously
and more loudly as we went on.
After a few minutes, I felt something change, as I heard Ron began to
breathe in more sharply and his cock felt even harder inside me. "Oh...
Fuck! I'm going to cum in your ass. You want that you sissy faggot?" In
that moment, bent over on a piano bench being fucked up my aching
asshole, I couldn't help but reply enthusiastically. "Yes! Please, Ron,
please cum inside me! I want your cum up inside my girly butt!" I felt
Ron tense up inside me as he began fucking me faster and faster, until
he grabbed both of my hips and pulled me in and held me on one deep
thrust. "Oh, fuck!" He yelled as he came deep inside my bowels, the
first few waves of hot semen erupting while he was fully inserted and
holding me stationary. My own sense of sexual euphoria seemed to boil
over at that point as I clenched my sphincter down onto him tightly and
had a ruined orgasm of my own. "Oh, oh, ohhhh!" I cried as I tried to
hump my ass against him, my little clitty leaking a few spurts of watery
jizz onto the reflective black paint of the piano bench.
As he continued to pump his load inside me, I continued my own release.
He and I both finished our orgasms, as I felt his cock soften inside me
slightly. He unceremoniously removed his penis from my asshole, and I
couldn't help but feel somewhat sad from the sense of emptiness I felt
in my bottom. He grabbed my panties off the floor and began to wipe them
to wipe off his cock from the semen, saliva, and general slime that
coated him, before tossing them back on the floor and getting dressed
again. I could feel his semen begin to ooze out of my anus, as I laid
down on the piano bench exhausted. Ron chuckled to himself before
finally saying something. "Oh, man. I guess you really are a butt slut.
That was great!" I smiled from the compliment as I reached a hand behind
me to scoop up some of the cum that had leaked from my hole, collecting
as much as I could before placing it in my mouth. Ally had not
instructed me to do this, but my after-sex relaxation and my new
fondness of semen made it seem natural to me.
He got his things ready and went to exit before calling to me again.
"Oh, and I'm going to send you some ideas on what your first few cam
shows should look like - I'll be texting you if I'm horny, too." I
frowned for a second - I had forgotten about the deal I made to get him
to fuck me. He continued "I'm so happy to enter into business with you,
Lexi Anally! To be honest, I was probably going to fuck your ass anyways
while we were down here. But boy am I happy you were willing to sweeten
the pot! See you later then!" He exited the practice room, without the
courtesy to even close the door. What a bastard! I was throwing myself
at him, and he toyed with me like that! I was angry at how much badly I
had stood up for myself, but also concerned that I was secretly kind of
excited to become his call girl.
I decided to let my horniness overtake my anger as I grabbed my plug
from the piano and put it back inside my ass. I hadn't cleared all of
the cum from the fucking, but I was happy to plug up Ron's seed inside
of me for the rest of the day. The thought made me horny enough for my
clitty to twitch, though it hurt against its little pink cage. I grabbed
my panties off the floor and put them back on with my short shorts,
feeling the stiff and moist areas from the drying jizz and slime Ron had
wiped on them after sex. To be honest, being forced to wear his dick rag
against my clitty and ass for the rest of the day excited me. As I got
up and packed my things I couldn't help but feel simulaneously proud and
scared - I had now passed a significant milestone in my conversion to
another of James' depraved sexual experiments. I had lost my anal
virginity - what else did I have left before becoming a total submissive
sissy whore? Was I already there? These thoughts were giving me real
anxiety for a moment, but then I also felt overcome with a sense of
pride and warm happiness as I felt Ron's slippery seed pool against my
plug inside me; it seemed the sissy side of my personality was winning
and probably not going away anytime soon. All I had to do was figure out
if that was a good thing.
The bell rang as I exited the practice room and I quickly scurried
toward my next class. In French, I wasn't surprised to see that our
class structure followed a very similar outline to the day before. We
were forced to speak the entire class in ridiculous fake French accents
while the teacher showed us how to better fit cliches around being a
stereotypical Parisian whore. To my surprise, the closet in the back of
the class actually contained around 20 French maid uniforms, which we
were expected to change into. Supposedly each Friday was considered a
'dressing' day, where we would play out the fantasy of being a French
maid in full uniform. After I changed into my outfit, I felt
subconscious about not filling out the uniform nearly as well as most of
the girls in the class, the large cups from the uniform sitting empty
over my flat chest. I must have looked ridiculous in that frilly apron,
practicing my low dusting on the shelves to show off my ass. Worse, the
teacher insisted that the girls in the class 'help me' by giving me a
spanking if I didn't show off enough of my ass as I bent over. By the
end of the class I made sure that my skirt was hiked up high each time I
bent down, so that my well-spanked red ass could be seen clearly
contrasting with my tight black thong.
After I had changed back into my normal clothes, I made my way toward
sex ed. I was certainly nervous about what might have been in store for
me, but I also figured it couldn't have been much worse than the
humiliations I'd already faced that day - I had eaten cum from a dick,
multiple assholes and pussies; I had even been fucked up my back door.
As I took my seat, I was surprised to see that Ally was back in the
class. She waved at me excitedly and came over to speak with me. "Hey
little Lexi! Sooo, the teacher totally loved the cam whore video I
helped you make yesterday. Can you believe they asked me to student
teach this class for the rest of the semester? Of course, it wasn't much
of a challenge to teach a very eager student like you!" I looked at her
politely and smiled as she continued. "Oh, how was your first butt
fucking? Did you LOVE it? You're such a slut!" she said with a giggle. I
laughed politely back and meekly said "Yeah, it was... great." Ally
laughed again and continued, "Don't be coy! I heard you were BEGGING for
it! I heard you even promised to be Ron's personal little slut for a
year, and that you were going to make him a manager for you new cam
show! That's great! I've totally got some ideas to help you get started,
by the way! I think you're going to love it!"
How did she know about the deal I made with Ron? She must have talked
with him after we fucked! I only even made the deal because I was forced
BY HER to do literally ANYTHING to make him fuck me! I was annoyed, but
I couldn't risk showing it, lest she make me do something even more
degrading. I simply knew that with Ally's endorsement there was no way I
was going to get out of my deal with Ron now.
As the class started the teacher revealed that we would be continuing
with our cam whoring module from the day before. Specifically, we were
going to learn about audience interactions and tips. Good, I thought. I
would need to earn lots of tips going forward considering I would be
sharing my income with Ron. As the classroom began to work on their
lessons, Ally approached me with a new toy in hand. "Do you know what
this is?" she asked as she extended the toy out to me. The bright pink
toy was unlike one I had seen before: it had a long, slender tail
leading to what looked like the head of a butt plug. I shook my head to
Ally, indicating that I didn't know what it was.
"Today's your lucky day then!" Ally said with a gleeful smile. "This is
a vibrating plug, that gets set off with a remote control! Normally
you'd have this set up so that it would vibrate when a guy sends you a
tip, but for now..." She said as she giggled and held up her phone with
her other hand, "for now I'll be controlling it with my phone!" With
that she tapped a button on her phone screen and the toy began to
vibrate loudly in her hand. She pressed the button again. "So go ahead
and take out your plug, because we're going to have some fun with our
new toy up your ass!"
With my shorts and panties around my ankles, I pulled out my pink butt
plug and placed on the table in front of me. Ally motioned for me to get
on all fours on top of my seat as she inserted the new pink toy into my
hole. I felt it get swallowed up inside me quite a bit further than my
plug had been able to reach, but fortunately I felt the long tail of the
device still reach out of my hole and run down between my legs. Just
then, I felt a powerful ripple take place in my rear as my eyes went
wide and my hips began to shake. I loudly yelled out "Oohhhhhhh!" as the
vibration suddenly stopped. I was suddenly aware that my clitty had
leaked slightly in its cage, a few clear drops of sissy spunk dribbled
down my nub and onto my taut, tormented little sack. Ally giggled above
me as I remained bent over. "See? I told you you would like it!"
Right at that moment the intercom in the room sprang to life as I heard
a loud, gravelly voice call into the system. "Lexi Anally, you are to
report to the principal's office immediately. Please send Ally
Cartwright down as well." I looked around the classroom dumbly as Ally
began to pick up her things, urging me to do the same. As I went to
replace the toy in my ass she grabbed my wrist and put her fingers to
her lips with a wink, whispering, "Why don't you just leave that in for
now? It'll be our little secret!" I put my normal plug in my backpack as
I pulled my thong and short shorts back up, feeling the string from my
new vibrating plug dangle out of my hole and between my cheeks. We left
the classroom in a hurry, heading down the empty hall to the principal's
office.
"What's going on?" I asked Ally as we walked down the hallway. "Oh,
probably nothing - I'm sure the principal just wants to check up on his
hot new sissy student!" She laughed as she tapped on her phone again for
a second, which resulted in a quick vibration in my rectum as I let out
a "Yip!" and jumped. Ally laughed, "I'm sorry, that's just too much fun!
I'm sure you have nothing to worry about though! The principal is really
a pretty nice guy!"
We walked into the school reception, past the secretary who seeemed to
pay us no mind as we entered the principal's office. Opening the door,
the principal looked up from his computer and motioned for us to sit
down, saying "Miss Anally, Miss Cartwright, I'm glad to have you both in
my office." I wasn't sure where this meeting was going, but so far
things the atmosphere in the room seemed to be relatively calm. "I'll
cut to the chase. I've heard some troubling news about your tardiness
this morning, Miss Anally. I'm not sure you're really giving it your all
when it comes to being a sissy at this school. You're expected to be
here and be on time, do you understand me?" I looked at him dumbly - I
had already been 'punished' that morning for being late to women's
studies, what else was left? I quietly replied "Yes, I understand. It
won't happen again, sir."
He looked me over for a minute, seemingly trying to judge the sincerity
of my response, before standing up and addressing us again. "Yes, it
certainly won't be happening again. I'm going to make sure of it. I need
you to prove your devotion to being a sissy at this school; we have a
reputation to manage!" I gulped, as it dawned on me where this was all
going. "You're very lucky to have a nice friend like Ally here who is
our top student when it comes to anything sex-related. Earlier this
afternoon, while I was giving her a tit-fucking, she came up with an
idea on how to keep you on the right path. You are going to join her for
a "study" session with me in my office, every day. She is going to help
you be the best sissy you can be, with my help of course. We see a lot
of potential in you, and we think it's worth our time to make sure
you're the best cock sucker around!" As he pulled his cock out of his
pants, Ally looked over at me excitedly, saying, "Isn't this great?
We're going to be able to spend so much time together this way!"
The principal walked around his desk and pressed his semi-erect penis
against my cheek. His masculine aroma wofted off his member as I
suddenly found myself very aroused. He grabbed my chin to look up at
him, saying "We're going to do this every day you're in school.
Sometimes you'll suck me off, other times I'll bend you over my desk and
fuck you. We're going to keep this up until we're confident you've
learned your lesson about slacking off. The way I see it, I hope that
takes a while." He smirked at me as he slapped my face with his cock. I
gingerly reached my hand up and began to stroke his shaft, breathing in
heavy, staggered breaths from my excitement. Ally seemed to be more
impatient. "Come on, Lexi, suck him off already! We all know you want
to!"
With her command I plunged my mouth onto his cock and began to suck
vigorously, moving my head up and down at a dizzying rate. Ally saw her
cue to come over and began to massage his testicles as he let out a
groan of satisfaction. "Boy, using the both of you at once is really
something else!" As I continued the blowjob, Ally snuck her phone out of
her purse. In the middle of a stroke I felt the plug in my ass burst to
life, making me moan loudly on the principal's meaty dick in my mouth.
Ally would play with the settings in the plug as I continued to suck,
increasing the speed or vibration level as I felt my clitty swell in its
cage and dribble a few drops of sissy juice, even though I had not
orgasmed. As the principal grew harder inside my mouth, Ally seemed to
detect the same thing I did as she pulled his dick out of my mouth and
continued to stroke it. She positioned his cock over my face, as he
erupted thick, white ropes of cum that landed over my mouth, nose,
forehead and into my hair. He came a lot - much more than I had been
expecting. I'm sure part of it had to do with having alone time with two
cock-hungry sissies at once. I was disappointed - I felt intensely
turned on from being coated in his sticky jizz, but I had not been
allowed to cum myself because I had not technically been the one to make
him orgasm.
I went to wipe the cum from my face as the principal stopped me. "Wait!
Miss Anally, you are to keep that cum on your face as you go to your
next class, do you understand? Everyone needs to know what a total
faggot you are!" I got up to leave the principal's office with the
promise that we would be seeing him on Monday for my next daily session.
We went to the girl's bathroom, still having some time until the bell
would ring for our next class. In the mirror, I could see what I mess I
was - my makeup was smudging from the cum on my face that was still
collected as it had fell on me. I had been instructed not to touch it,
however, which was difficult because some was starting to drip into my
left eye. Ally reached into my shorts and took the vibrating plug from
my ass quickly and without asking as I looked at myself in the mirror.
"Hey!" I shouted as I felt the suddenly strange feeling of my empty ass.
"Oops, sorry! I'm just excited... you really proved yourself in there!
I've got a little gift for you!" She opened her backpack and pulled out
a glittery purple butt plug that looked to be about 2 inches longer and
an inch thicker than my pink one. "This is for you! You're graduating to
a bigger plug! Pretty soon you'll be taking big dicks of all shapes and
sizes! I'm so proud of you!"
She handed me the plug and motioned for me to put it inside. I squatted
over the bathroom floor and worked the plug into my ass - the length
wasn't so bad, but the diameter was a struggle as I grimaced until it
popped in and my asshole swallowed the rest. Ally clapped in glee as I
pulled up my thong panties, the tiny string doing very little to cover
up the obvious rectangular base of my new plug. Even with my shorts
pulled up, the bottom of my new plug tented against the light fabric.
Anyone passing by would know that I had something in my ass. The bell
rang and Ally gave me a hug before heading off to her next class as I
walked the opposite direction toward gym. As I went I was reminded of my
new plug with every painful step, surely giving me a funny walk. A plug
like this certainly would have been unthinkable just the day before, so
my consolation was knowing that my hole was at least getting looser the
more it was used.
I walked into the locker room at gym class as some of the girls were
already getting changed. They saw the cum pooling around my face, and a
few of the girls from my last class were whispering to each other and
snickered. As I pulled out my stripper's uniform from my backpack I
could hear the jeers of the girls behind me. "Ooh la la, look at Lexi!
Looks like the principal really had his way with you!" and "Don't act
like we can't all see that giant plug up your butt, you dumb whore!"
were a few of the comments, as I tried to change my clothes as quickly
as I could. When I was completely in my stripper outfit there were still
a few minutes left before gym class began. Unfortunately, Sarah sensed
that I was getting antsy surrounded by all the girls and approached me
from behind with a big *SLAP* across my ass, the palm of her hand
painfully pushing the my new plug a little bit farther into my rear.
"Looks like little Lexi Anally is really working on stretching out her
ass these days, huh?" Sarah stated as some of the girls around us
giggled. "I've got to say - I'm kind of jealous! I thought she was
supposed to be focused on OUR asses, being the new bidet and
everything!" She leaned in close to me and scooped some of the
principal's drying cum off my cheek with a smirk, before licking her
fingers clean. "It's no fair that you get to have all that cum for
yourself though - I think you ought to share. And your reward is that
maybe we'll go a little easier on you in the showers after class. On
second thought, probably not!" She said with a laugh as she backed off
and other girls filed in to scoop a fingerful of cum off my face, some
pausing a moment to laugh at me or slap my ass before they walked away.
I kept my head down toward the ground as this happened, trying to avoid
more trouble with them. When the bell rang we headed out into the gym
for our pole dancing class.
Much like the day before, I wasn't very good at pole dancing. I
certainly did not have as much practice as the girls who had been taking
the class the entire semester, which was proved quickly by my awkward
movements. I settled mainly on center the pole between my ass cheeks and
grinding up and down - even if it wasn't an impressive move it was
certainly provocative, and it also felt nice for me. Some of the girls
who had mastered their routine were allowed to try giving lap dances on
a volunteer boy from the nearby math class, but I was forced to stay on
my pole and practice my movements instead. The teacher was growing
impatient with me, and let me know a few times with a harsh slap across
the face when I was fell behind everyone else. By the end of class she
simply sighed and remarked, "Oh Miss Anally, you're never going to
impress anyone with a show like that. You'd do much better just staying
in the back room somewhere where you could just stick to sucking and
fucking!"
When class finished we went back into the locker room where we changed
out of our stripper outfits and went to the clean off. Much like the day
before, I found myself unable to sneak away as Sarah grabbed my arm and
lead me into the showers. One by one the girls took turns pissing into
my mouth and on my face, after which they took their shower and left.
Some girls made me lick their assholes clean like I had done in first
period. Sarah was harsh in particular, being the last girl to use me
after everyone else had had their turn. She held her ass cheeks wide
open and made me put my tongue against her sphincter while she once
again farted into my mouth. The girls all laughed at my expense, as I
coughed from the hot puff of air she sent down my throat. When she was
satisfied with my job as a bidet, she also pissed on my face and took
her shower. I lay on the cold tile floor of the showers after each girl
had left, reflecting on all of the vile things I had been forced to
participate in that school day. I was on the brink of crying like the
day before, when I heard the door open to the locker room and Ally came
inside.
"Oh Lexi, there you are!" She could see that my face still seemed to be
wrought with confusion and sadness. "You know, you've got to get used to
the idea that the girls are going to piss on you after gym... that's
just part of being a sissy!" I wasn't sure if she meant to give me
another command by saying that or if she was being genuinely helpful,
but I immediately felt my mood change. I knew on some level that being
used as a toilet by the girls in my class was wrong and disgusting, but
all of the sudden I didn't mind the idea. In fact, I felt like it was
just a part of my duty as a sissy faggot as a strange sense of pride
began to fill my head. 'Oh, what the fuck,' I thought to myself as I
realized that in a matter of moments I had become 'used to the idea'
like she had said. I looked up at Ally full of these new feelings and
smiled.
"That's more like it!" Ally said happily. "You're such a good sissy,
it's honestly kind of hot how much of a little whore you're becoming!"
Ally giggled and grabbed my chin, towering over me as I still lay on the
shower floor. "Seeing you there covered in drying piss and cum gets me
pretty turned on, actually..." Through Ally's skirt I could see her
clitty hardening, her short sissy stick just barely poking the front of
the cloth to let you know it was there. She was getting aroused at the
sight of my humilation, as she ran a hand over her breasts that moved up
and down with each heavy breath. She bit her lower lip and commanded,
"We've got some time before Daddy picks us up... let's have some fun!
Get on your hands and knees - I want to fuck you!"
Like she commanded, I got up on my hands and knees on the tile shower
floor as Ally dropped in behind me. I could feel her breath against my
naked bottom as she pulled my large new plug from my ass and began to
lick around my sore, tender asshole. With the larger plug removed, it
seemed as though my ass was somehow looser than it was before. My gaping
hole felt larger as Ally's tongue worked around its rim. I heard her get
up and position herself behind me as she pushed the plug into my face
with a simple command: "Suck!"
She shoved my new purple buttplug into my mouth all the way to the base.
The length of the plug touched the back of my throat, but it seemed like
I had no gag reflex, just like with my blowjobs. The widest diameter
went in my mouth just past my teeth, so that I had to clamp down on it
slightly to keep it in place. With only the square base hanging out of
my mouth, I could taste and smell the plug's rubbery texture and the
mixture of lube and semen that coated it. Regardless, I did as I was
told and sucked on the large toy as though it were a pacifier as Ally
entered me from behind.
"Oh your ass is just so cute and fuckable!" Ally stated as she pushed
her clitty inside me. I moaned on the plug in my mouth, careful not to
stop my rhythmic sucking. Ally's clitty was relatively small compared to
Ron's cock or my new plug, so I found that her thrusting did not give me
same sense of fullness that I had experienced previously that day.
Instead, her little stick moved in and out just past the border of my
now-loose sphincter, and began to edge me closer to an orgasm little by
little. By the time she started spurting inside of me, I was ready for
an orgasm of my own, though it was a gentler, more feminine orgasm that
had been teased out of me from her comparatively light playing and
prodding of my sissy hole.
"Oh... I'm... gonna... CUM!!" Ally shrieked as I felt her began to pump
her sissy juice into the shallow depths of my asshole. I whimpered
softly on my plug while simultaneously releasing a few thin drops from
my dicklette through the front of its cage. I was grateful for having an
orgasm, though it wasn't nearly as hard as it had been earlier that day.
As she pulled out of my ass, I heard her rummage around her backpack and
take a picture with her phone. "Ooh, your hole has such a cute gape! You
can see all my sissy juice around the edges and inside, I'm sure James
will want to see this!" I heard the *click, clack* of her typing a
message followed by the *whoosh* as it was sent. "Okay, he's going to be
here to pick us up in a few minutes. You're going to love what we have
planned today, I know it!" 'Well,' I thought, 'it's not like I have much
choice.'
Ally demanded I take the plug out of my mouth again as she made me clean
her deflated clitty with my tongue. Once she was satisfied, she scooped
the sissy spunk out of my asshole and fed it to me, sneaking in a few
licks of her own every few handfuls. She made sure to tell me that I
should relish the opportunity of letting a man's cum stew inside me, but
that I should clean myself of fluids from other sissies ASAP. Once I was
cleaned, I painfully shoved the plug back into my ass and rinsed off
quickly in the shower as Ally helped me soap up my body. By the time I
was finished and dressed, Ally had received another text that James was
waiting outside the school for us, ready to unveil his big plans for us
that afternoon. I had been through a lot already, but I shuddered to
think of what new tortures James had arranged.