sissy baby Jenny is a cuckold
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How I Became A Sissy Baby Girl free porn video
"How I Became a Sissy Baby Girl"
By SubTonya
http://fetlife.com/users/1235591
"Well, here we are," I thought, as I parked my car in the driveway of the
house. Yep, the address was right: 136 Pinecrest Drive. Taking a deep
breath, I grabbed my bag, walked up to the front door, and pushed the
doorbell button.
After a few seconds that seemed like hours as I stood waiting, the door
opened, and a gorgeous brunette smiled at me. My breath caught; I had
seen her photos online, even some provocative ones, but in person...wow!
Tight A-Line black skirt, hugging her curvy hips, legs framed in black
hose--God, I hoped they were thigh highs with garters! Blue satin blouse,
unbuttoned just to the point where her cleavage began to show, but not
quite. Dazzling smile and eyes brimming with both mischief and promise!
"You must be Tonya."
Blushing slightly and ducking my head a little, I murmured, "Uh, yeah."
"Oh, how cute, you're actually blushing! Well, come on in."
Timidly I followed her in the front door and into the living room. She
sat down on the couch and patted the seat next to her. "Well, sit down.
Don't be shy." She smiled.
I sat down, dropping my bag to the floor.
"Well, Tonya, as you already know, my name is Sherry. Now, I'm not all
that strict, but you will never ever call me Sherry, right? It can be
Ma'am, or Ms. Sherry, or even Mistress. Oh, and at certain times, I
prefer Mommy, but you'll learn more about that later. Do you understand?"
A little confused by the Mommy reference, I nodded slightly. Sherry
raised an eyebrow. "Um, yes, Ms. Sherry. Sorry."
She smiled. "It's ok; I know you're a little nervous. Now, did you follow
my instructions?"
I nodded. "Smooth from the neck down; I used Nair and touched up any
patches with a close shave. Went to a salon and had a pedicure finished
off with bubblegum pink polish. And I'm, uh..." I stammered.
"Go on, you can say it."
"I'm wearing pretty pink panties."
"Mm, good girl! Ok, so show me. Go on!"
"Um, yes, Ma'am." I got up and started to remove my clothes.
"And do you have everything else in the bag?" she asked as she unzipped
it and started pulling things out.
"Yes, Ms. Sherry."
As I removed my clothes, she started setting things on the coffee table:
a tube of KY. A tube of Revlon Gentlemen Prefer Pink Lipstick. A package
of nude thigh highs. A slender pink butt plug. An auburn wig. A package
of tampons. A package of panty liners. A pair of DD falsies with a tube
of medical adhesive. And, finally, a red baby doll nighty.
Standing up, she held the nighty up to my chest and crooned, "Oh, this is
just perfect; you're going to be so adorable wearing it! Don't you think
so, Tonya?"
"Yes, Ma'am," I stammered.
"Good. You're doing a really good job, Tonya. You're very polite and
you've followed my instructions very well. I mean, there are a couple of
small patches of hair on your back, but I can take care of those later;
not your fault, although you could have had your back waxed. So, don't
take this personally because you've not done anything wrong, but I'm
going to have to punish you."
My heart leapt. It must have shown in my face.
"Oh, don't look so scared; it's just to firmly set in place who's in
charge, ok?"
I nodded. "Yes, Mistress."
She smiled at that. "Oh, you're doing so well." Sitting down on the
couch, she picked up an old-fashioned wooden brush that I hadn't noticed
sitting on the arm of the couch. "Ok, lay across my lap."
Awkwardly, I lay down across her lap, hoping she didn't notice my penis
stiffening. Of course, she did. "Oh, my little baby girl's clitty is
getting stiff, isn't it? That's ok. It's perfectly natural, and I'm glad
that it is; that means you're enjoying yourself, too!"
Sherry placed the hairbrush in front of my nose. "You know what this is
for, right?"
"Yes, Mistress."
"I knew; just making sure. We're not starting with that." The relief must
have been visible on my face. "Oh, and speaking of making sure..." I felt
a sharp sting as her hand struck my bottom; I yelped. "We haven't
discussed safe words. Now, I'm not one of those Dommes who will never
speak to you again if you use it; sometimes, we all need a breather and
need to proceed slowly. I do not want to hurt you, I want you to have as
much fun as I'm having. So, what's your safe word?"
I blurted out, "Peanut butter!"
Sherry laughed. "Peanut butter? Really? That's a good one; I doubt that'd
ever be used accidentally. Ok, let's get started."
And she did, oh, did she! She pulled my panties down and started with a
vengeance bare-handed. Some blows were fast and sharp, others were
deliberate and strong. She alternated cheeks, occasionally hovering her
hand over my ass and then pulling back. I was yelping and gasping in
surprise regularly. I lost track of time: it could have 15 minutes,
thirty, an hour; I had no idea. Finally, she stopped.
'You're doing really well; I'm impressed. Very good girl!" I blushed. She
picked up the hairbrush. "Normally, I wouldn't use this the first time,
but I can tell you really do enjoy this." My pen-, um, clitty jumped.
Smiling, she said, "See? And you know it too. But again, I don't want to
hurt you, so two licks, just so you know what it feels like. Ready?"
I swallowed. "Yes, Mistress." And, then, even surprising myself, I said,
"Please."
I could hear both surprise and approval in her voice. "VERY good girl!"
She lightly rubbed the hairbrush on my bare bottom, so slowly. I felt it
rise and come back down softly. I bit my lower lip, the brush rose and
fell...ow! The pain shot through my whole body.
"Are you ok? I can stop."
I shook my head. "No, please, don't stop." I felt the arm go back and
again it hit like the proverbial ton of bricks. This time, I couldn't
help it, I cried out. Almost immediately, Sherry dropped the brush and
pulled me up into her embrace.
"There, there, it's ok, baby girl. Mommy didn't mean to hurt you."
Oh my God! I was actually crying! Sniffling, I said, "No, you didn't; I
really did enjoy it."
She pushed me back and looking into my eyes, smiled. "Yes, I can see
that. Lay back down across my lap." I did and I felt her squirt something
cool across my bottom and start rubbing it in. I hissed a little as I
drew in a deep breath. "Hush, it's ok, baby Tonya. It's just an arnica
gel; it'll help with the bruising and rubbing your cute little bottom
will help it heal faster. You're beet red down there; do you really feel
ok?"
I craned my neck back to try to see. What I could barely see was as red
as a Solo cup. "Well, it feels hot and still stings a little, but no, I
don't really hurt."
"You are a good girl. Mommy is so proud of you. Here, sit back up," she
said, slipping my panties back over my bottom and pushing me up and back
against the arm of the couch facing her. "Mm, I see you really did enjoy
it." Looking down, I blushed as I noticed that my, uh, clitty was stiff
and poking out of the top of my pink panties; the front of my panties
were also drenched in pre-cum.
"I should have put one of those liners in your panties before we started,
but hindsight is always 20/20," Sherry giggled. "But what's done is done.
And, since you've already made a mess of your panties and you've been
such an exceptionally good girl for Mommy, I'm going to give you a
treat."
I looked at her puzzled.
"I'm going to let you make cummies!" I blushed scarlet, probably as red
as my bottom was. "Ok, go ahead; I want to watch. And you'll get another
treat when you're done!"
Hesitantly, I started to reach in my panties and grab my penis. "No, not
like that." I stopped. "A girl doesn't hold her little clitty and stoke
it like a Man does his cock. You rub yourself through your panties with
two fingers at the tip. And pull your panties up so you're completely
covered."
So, that's what I did. It felt weird at first; different, but good in a
different sort of way. After a few minutes, I shuddered and came in my
panties. As I did, Sherry beamed, "Good girl! You made a mess but that's
ok, it time for that treat I told you about." Leaning over, she kissed me
passionately, her tongue penetrating my mouth as I gasped in surprise.
With a smile on her lips, she leaned back and scooped some of my cum out
of my panties. "Open wide, little girl, for your treat."
I was dumbfounded but I opened my mouth as she pushed her cum-smeared
finger in. "Close and suck it off my finger like it's a little cock. Good
girl!" she said as I did. "Tastes good, doesn't it? Here, have some
more." Again, she smeared her finger with my cum and inserted it in my
mouth, pushing it in and out this time. "I bet you just love the taste."
Did I? It was salty, sour, maybe tangy was the right word; yes, I really
did like it. I began to wonder what a Real Man's cum would taste like,
shooting into my mouth from a real cock. I nodded a little hesitantly.
"My, my, you really are just what the doctor ordered! I'll bet you're
thirsty; let me get you a drink." She left me sitting on the couch as she
went to the kitchen and returned with a large sippy cup of apple juice.
"Here's a perfect treat for my little girl," Sherry said as she handed me
the cup.
I was a little confused but I was thirsty so I started sucking on the
sippy cup. "Ok, gather up your stuff and come with me." I scooped my
stuff back into the bag and, still drinking the apple juice, I followed
her down the hallway to a bedroom. It was made up like a 6 or 7 year old
girl's room. Lots of pink and Disney Princesses bed clothes and even a
Barbie doll house. "Take off your panties and sit down on the bed."
Completely naked, I got up on the bed.
"Well, since you made a mess in your panties, you can't wear those, but
I've got something for you. You can't wear my panties, because although
you're kind of small, you'd still stretch them out a little in front.
Opening up the night stand, she pulled out an adult-sized disposable pink
diaper with a princess design on it and a bottle of baby powder. "I do
have these however, and since you are making messes...." She also
rummaged around and got the plug and KY out of my bag. "Ok, lay down,
baby Tonya."
Slightly stunned, I murmured, "Yes, Mommy," and lay back.
Smiling, Sherry grabbed my ankles, lifted me up, and slipped the diaper
under me. Then she put on a latex glove and started lubing up two of her
fingers with KY. "Now I need you to put your feet on my shoulders and try
to relax." I nodded. I felt her start probing my hole with a finger and
working it in and out. I could feel my...clitty getting stiff again.
Smirking, Sherry said, 'Somebody's getting excited again. Keep drinking
your apple juice all up, little girl."
After a little bit, she worked two fingers in, and it really did feel
good. Picking up the pink plug that she'd lubed up earlier, Sherry slowly
pushed it into my bottom. It hurt a little but not too much.
"There we go. I expect you to be a good little girl and wet your diaper
while you're here, but not any messes. That's yucky and the plug will
prevent that from happening." As she was talking, she powdered my bottom
and front and taped the diaper up. "Let's get you finished."
Sherry tsked about the state of the wig, but got a Styrofoam wig stand
and brushed it out. Then she put it on me and applied the Gentlemen
Prefer Pink lipstick to my lips as well as the DD breast forms. Then she
had me put on the baby doll and the breast forms.
"Looking really good. Sort of like a little girl and sort of like a slut.
I approve." Blushing, I looked down at my feet. "Now it's time for me to
have some fun. Go lie down on the bed on your side." I did and watched as
she got undressed. First her blouse and then her skirt. And I was right!
She was wearing black garters and hose with a matching bra but no
panties!
"Mm, my naughty little girl has made me very wet." Taking off her bra she
lay down on the bed facing me. "Let's let you nurse for a bit," she said,
pulling my head to her breast. Eagerly, I began to lick her nipple softly
and then started to eagerly suck on her breast. She moaned loudly,
holding my head against her breast. "Yes, that's my naughty little whore.
Oh, God, I'm so wet. I need your tongue in me."
Sherry pushed me down to her waist, opening her legs and pushing my head
into her groin. Holding her sex open with two fingers, she pushed my face
into her pussy where I began licking and tasting her sex. She was moaning
loudly, especially when I nibbled and sucked on her clit, and time lost
all meaning again. After an eternity of what seemed like Heaven, she
pushed my head away and said, "Enough. That's enough now." Down by her
feet, I looked up and saw Sherry, almost glowing and radiant like a true
goddess.
Sherry pulled me back up and embraced me. "That was magnificent. You
really are quite the little minx. I'm practically purring. Tell me,
though, what's one thing, you'd really like to do? Something you've
always been afraid to do." She pulled back a little and looked me
straight in the eyes.
Lost in her eyes, I found myself blurting out, "I've always wanted to
suck a long hard cock." Oh my God! I felt myself turning scarlet yet
again.
A slow grin appeared on Sherry's face that quickly turned into a smirk.
"I knew it. When we first started messaging I knew you were a cocksucker!
It's ok; it'll be a secret." She winked. "Right now, I have to run to the
lady's room. I'll bet your bladder's a little full after cumming in your
panties and then drinking all that apple juice, huh?"
Actually, I did need to...tinkle? Where had that thought come from? I
nodded.
"Well, remember what I said. No little girl's room for you. If you need
to potty, you have a diaper. Back in a few!"
Laying there alone, I thought about it; could I? I really needed to
tinkle, I mean piss, or pee or something. It seemed like Sherry was gone
forever, but it was only a few minutes, right? I squirmed thinking of the
pressure on my bladder, trying to relax and let go. Eventually, with a
sigh, I felt my bladder release into my diaper. Almost immediately,
Sherry came into the room.
"Oh, did Mommy's little sweetums go tinkle? Good girl! Let's give you
another treat." Laying down next to me, she pulled my mouth to her
waiting breast again. I latched on firmly, "nursing" again as Sherry
started to rub my clitty through my wet diaper. Surprisingly, my clitty
started to stiffen up again.
"That's a good girl; Sissy Tonya needs to learn that pleasure comes from
sucking, licking, rubbing, and diapers. Good girl!"
After a little bit, I came again and, with a smirk, Sherry got up and
changed my diaper, making sure the plug was still in place. Then she told
me to sit on the bed while she got redressed and brushed out her hair.
When she was done she turned to me.
"I have one more special treat for my good little baby girl tonight! Yes,
I do! And this one will ensure that you really are a baby sissy girl.
Came with me."
Sherry walked me back to the living room and told me to lie down on my
belly. I did so and then Sherry knelt beside me holding some rope. "Just
relax, Tonya. This'll be fun. Trust me."
She began tying my arms behind me and then looped back and tied my ankles
together leaving me in a u-shape on the floor. As she finished tying the
knots, a car's headlights swept across the living room window as a car
pulled into the driveway. Sherry smiled. "Perfect timing as always," she
said, as we heard the sound of a car door close. Sherry left to answer a
knock at the door.
"James, come on in. Looking good! She's in the living room."
"She?" I thought, as I heard steps approaching. Well, I was dressed like
a girl.
"Tonya, I'd like you to meet James. James has two traits that you're
going to enjoy. First, when he's hard, his cock is a good nine inches
long or more," she said, running her hand across the front of his tight
jeans. "What was the phrase you used? 'Long hard cock?' Yes, this
definitely qualifies. Second, he just loves face-fucking little sissy
girls, don't you, James?"
With a self-satisfied smirk, James started walking my way, unbuttoning
his jeans as he walked over. Jesus, if Sherry was a goddess, this was a
god! Tall, dark, and handsome is overused but, as Sherry said, he
definitely qualified. Curly dark hair, gorgeous dark eyes, broad
shoulders, and I just knew that the stomach under his shirt was a rock-
hard six pack. Stopping in front of me, James dropped his jeans and
boxers and, if the cock that sprang out was an inch, it was ten!
Unconsciously, I licked my lips and bit my lower lip,
Looking amused, Sherry asked, "Do you have anything to say, Tonya? Like
something you put in a sandwich or the main ingredient in Reese's cups?
Last chance before your mouth is too full to say anything, girly-girl!"
I slowly shook my head no.
James chuckled. "Ok, Tonya, is it? I know you're perched kinda
precariously there, and you can't use your hands to help, so just relax
and let me do the work, ok?"
I nodded, and James grabbed me by the sides of my head and pushed that
beautiful cock of his forward. As I opened my mouth, he slowly slid in
and said, "Close you your lips, not your teeth. Suck just a little and
breathe through your nose. You'll be fine, sissy."
I closed my mouth, watching the teeth like James ordered. And then he
began to thrust into and out of my mouth, slowly at first, but picking up
rhythm and speed. He started going deeper, but, tied up like I was, my
mouth and throat were in an almost perfectly straight line. I almost
gagged and chocked a couple of times as James deep-throated me, his balls
slamming against my chin. But, my God, it felt so good!
Never had I believed that having a Real Man's cock in my mouth would be
so exciting, but as I knelt there in a diaper and red baby doll with my
hands and feet bound together, I began to enjoy his cock as he slid in
and out of my mouth. I wanted him to fill me with his sweet milk and, as
he breathed louder, I worked him deeper into my warm, wet mouth. I wanted
to taste his cum in my mouth, to feel it fill my nasty slut mouth.
I felt him tense and then breathe heavily as he shuddered, pulled out,
and shot his gooey cum all over my face and in my hair. Sherry yelled,
"All right you go, girl!" clearly pleased with my work.
James looked down with a smirk. "God, you really are a sissy, aren't
you?"
Blushing, I nodded slightly. It was true: I was now a sissy baby girl.
Myra
- 20.06.2021
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