Feminizing Bobby Pt 2
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Feminizing Sixth Step free porn video
Feminizing Sixth Step: Sissy Pool Party
(All characters are age 18+)
Today my mom was having her friends over for a pool party in our
backyard. They had been here all afternoon -mainly lounging around the
secluded swimming pool and patio area. Michelle had been first to
arrive. She was my mom's old roommate from university and came wearing
a black bikini and floral print sarong. Next was Kendra -a beautiful
Asian doctor my mom met through one her feminism-activist groups. She
was also wearing a tiny black bikini that matched her jet black hair.
And finally there was Brianna, another old family friend. A very
Amazonian woman, she was statuesque with a short blonde pixie haircut.
She wore a white one-piece that really showed off her well-toned arms
and her long, muscular legs. Mom had become friends with her at the gym
many years ago. Now, they went to the gym and their yoga classes
together almost every day. But, Brianna did not come alone -she brought
her daughter Ella.
Ella was not really her daughter. Brianna had run into the same dilemma
as my mom -Brianna had really wanted a daughter but instead had an
effeminate, submissive son. So as a single mom, she simply decided to
feminize her son. Over a period of many years, Ella had been
transformed. But based on what I saw, Ella was definitely more of an
"advanced" sissy than me. In fact, Brianna may have gone a bit
overboard with the feminization.
I stared at Ella as she walked around the pool. She was wearing a
skimpy pink bikini with thong bottoms. She practically looked like a
super model or something. All of her features had been beautifully
enhanced. Her ample breasts could hardly be restrained by her string
bikini top. Her lips had clearly been receiving injections. Her
bleached blonde hair, belly button ring, and makeup really completed
her look. And earlier in the afternoon, Brianna had shown off Ella's
new ass -curtesy of some Brazilian surgeon. I was envious. I too was in
a skimpy bikini -a sequined red one in fact. But I looked nothing like
Ella. Her body looked so perfect. A perfect bimbo doll. She was even
smooth down below -I still had a noticeable little bulge in my bikini
bottom. All the ladies had been fascinated by Ella as Brianna went over
the details of her feminization.
Not to be outdone, my domineering mom had also introduced me to all her
friends. They knew I was her sissy son. Michelle and Kendra were
particularly fascinated with me. However, Brianna was well aware of my
feminization -she had been giving guidance to my mom all this time. My
sissy hypnosis training, my former chastity cage, the hormone therapy
-they all came from her. Brianna probably saw me as a second project
after Ella.
Out by the swimming pool, the women spent the afternoon chatting and
tanning. I was tasked with serving them drinks and bringing out food. I
tried talking to Ella but she was very shy. Her face was expressionless
most of the time -almost as if she was in a trance, just mindlessly
gazing into space. I knew I looked the same way after watching too many
sissy hypno videos, but it usually went away. I wondered what had
happened to her. Was I becoming like her? A mindless bimbo?
It was late afternoon when the excitement started. My mom and Brianna
had been talking inside the house for about ten minutes before they
came back out to the patio. Both ladies were smiling, Brianna carried a
large gym bag with her. They came over to where Michelle, Kendra, and
Ella were sitting. I came over and stood next to their chairs.
"Ladies, I know you have enjoyed getting to know our sissies. But now I
want you all to see something even better," said Brianna.
Michelle and Kendra looked at each other and smiled. Noticing their
excitement, Brianna then walked over to me and put her arm gently
around my waist and looked back at the awaiting women. Her fingers
played with my thong's side straps.
"I have something extra-special for this sissy to wear. Something that
ALL sissies should wear. But something my Ella no longer needs,"
confessed Brianna.
With that, she reached into her gym bag and pulled out a pair of flesh-
colored latex panties. I could quickly tell that something was strange
about them. Holding them up high, Brianna showed them off to the
gathered women using both her hands to pull the latex garment tight.
Now it was clear. There was a fake pussy built into them! Right in the
crotch were tiny pink pussy lips. A cute artificial vagina. Totally
hairless. I could see my mom's eyes light up.
"Those are adorable! I love them! Where the hell did you get them?"
asked mom, practically licking her lips.
Brianna proudly replied, "Oh they sell them at a local sex shop in
town. I had to get a pair for my sissy son as part of his
transformation. But like I said, he -or rather she- no longer needs
them."
"Why?" blurted out Kendra.
"Oh... you'll see why later. But first, I thought this other sissy here
could use them..." replied Brianna. And with that reply, she turned
towards me. In fact, all the women began looking at me. Even Ella was
staring. My mom put her wine glass down and approached.
"I agree with Brianna. My sissy would look great in them." My mom put
her hand on my waist and stared down at my bikini with its tiny bulge.
Now she and Brianna were standing on either side of me.
"Now kitten, stop embarrassing me and pull your bikini down. Let's see
how they fit on you."
"Do I have to do it now mom... in front of everyone?" I nervously
asked.
"Come on. Don't be shy. Nothing we ladies have not seen before," said
Brianna as she gave me a light, playful spank on my ass.
This was like d?j? vu all over again...but not wanting to upset them, I
pulled down my sequined bikini bottom and let it fall to my ankles. My
little cock and balls sprung free and dangled in front of every one. I
honestly expected more laughter at the sight of my hairless, tiny
appendage, but Kendra and Michelle just giggled and whispered to each
other. Brianna didn't say anything, but I could see a big grin on her
face. She and my mom knelt down and pulled the tight latex briefs apart
next to my feet.
"Step into them dear. We'll help you put them on," said mom.
It was only when I stepped into the outstretched leg openings did I see
the surprise waiting for me. Built into the panties were two hollow,
rubber tubes. One tiny one and one large one. Before I could ask, the
women quickly pulled the panties up my legs -the latex squeaked as it
moved into position. Before they got the flesh colored garment in place
around my tiny waist, the two women repositioned themselves.
"Here, I'll get the back tube, you get the front one," said Brianna as
she reached her hand into the panties.
"Ok. Right... I see how this works now," replied my mom.
In the back, Brianna slowly inserted the large hollow tube into my ass.
I could feel the flexible tube slowly work its way inside me
-thankfully it was only a few inches long. Meanwhile, in the front, my
mother slowly inserted the tiny rubber tube into my penis -a sort of
miniature catheter I suppose. I felt a little pinch as the lubricated
tube slid into my penis, but the pain went away immediately and I was
left with a strange tingling sensation. Satisfied that both hollow
tubes were inserted into my orifices, both women pulled the latex
panties up even further. They were going to be tight! When released,
the panties snapped loudly into place around my groin. The flesh
colored material was thin and contoured perfectly to my petite body.
The color tone was a near match as well. When I looked down, my
hormone-shrunken sissy clit was gone -replaced by an artificial pussy
with its own clit. My heart began to race. I finally had a pussy!
Something the sissy hypnosis tapes kept conditioning me to want and
desire...
The two women stepped back to admire their work. I could tell from
their faces, both seemed very pleased with their handiwork.
"Wow! They fit perfectly on him!" said Brianna. She crossed her arms
and nodded with satisfaction.
My mom agreed. "Yes they do. Finally, his gross boy parts are gone. In
seconds, they accomplished more than months of this onerous hormone
therapy. Should have done this sooner. But you live and learn."
Kendra mockingly asked me, "Aren't you happy to finally have a pussy?
Now you're just like us!"
"Uh... yes Miss Kendra, it's just...how long do I have to wear them
mommy?"
Mom turned to Brianna with an inquisitive look on her face. Brianna
understood and replied, "He can really wear them for days. He can
satisfy all his bodily functions while wearing them. Well...apart from
one." She made a jerking motion with her hand. The ladies laughed.
Little did they know that I couldn't really do that anymore anyways.
"For days? Really?" asked mom.
"Yeah! You will have to take them off every now and then and do a
thorough cleaning. When Ella wore them full-time, I would let her
shower in the mornings without them. It's no big deal. Your sissy's
clit is impotent, right?"
"Yes of course."
Brianna continued, "Perfect! Then no worries. It's really that simple.
The tube in the back allows your sissy's ass to be open and available
at all times...if you know what I mean. The panties will not get in the
way of a good ass fucking."
"Ha! That's a relief! Did you hear that girls?" asked mom as she turned
towards Michelle and Kendra.
"Delicious!" said Michelle.
As the ladies continued to talk, my hands had begun to explore my new
predicament. The latex felt cold to the touch. I could barely feel my
cock under all the compression. The new pussy looked so real! I
couldn't help but stare down at it in fascination. My first pussy. Part
of me hadn't wanted to resist putting these on. Part of me wanted to
have a pussy. And now I did... in a way...
With the demonstration over for now, the party resumed. I wasn't
allowed to put my bikini bottom back on, so I spent the rest of day
wearing just my red bikini top. From a distance, I was seemingly naked
from the waist down as I served the women at the party. I got drinks,
hors d'oeuvres... anything they wanted. As I walked around, many wanted
to have a closer look at my new vagina. Michelle got a kick out of
sticking her fingers in it. In no time at all, the panties felt like
they were a part of me. Almost like a second skin. Deep down, a piece
of me never wanted to take them off. Something just felt right.
After a few more hours by the pool, I thought the party was about to be
over. Turns out, it was just getting started.
I was sitting in a wooden Adirondack chair, adjusting to the new
intruder in my ass when I noticed Brianna get up from her beach towel.
Motioning towards the women, Brianna said, "It's getting late... I
think it's about time... gather around girls, my darling Ella has
something to show you all. A little sissy surprise before the night
festivities begin!"
The other women started gathering by the patio chairs. They made
themselves comfortable on the cushioned seats and poured themselves
more drinks. I knelt next to my mother's chair as directed by her,
eager to see what Ella had to show us. I knelt on a towel so the
concrete wasn't too painful on my knees. Again, I felt something shift
in my panties and tried to discreetly readjust them. But no luck.
The show was starting. Brianna took Ella by her hand and had her stand
in front of the semi-circle of chairs and waiting ladies. Satisfied
that her sissy son was now the centerpiece of the party, Brianna sat
down herself and grabbed a glass of champagne. Ella stood before us in
her glimmering pink bikini and nervously played with a strand of her
blonde hair. I was falling in love. She really was beautiful. Her
plastic surgeon was very gifted.
"Now you girls know that my daughter has been a bit of a "project" for
me. I mentioned some cosmetic surgeries before... but I have something
else to show you! Something I know you will appreciate," bragged
Brianna.
Looking back at Ella, Brianna pointed to her daughter's tiny bikini
bottom and dropped her finger, motioning towards the ground.
Ella was well trained. She dutifully obeyed this command, and with her
thumbs prying at the bands of her thong, she leaned down and pulled her
tiny garment down to her feet. She kicked the pink thong to the side
and remained standing in front us with her hands at her hips and legs
spread shoulder width apart.
I gasped at the sight of her. She was just like me! Or really... a more
"enhanced" version of me. Her little sissy clit was on full display. I
almost "oohed" and "aahed" like the other ladies. Ella playfully smiled
back, unashamed at her nudity -almost taking pride in it.
Her cock was just a little nub. I had never seen one so tiny! She was
even smaller than me. But something was off...something was missing.
Wait! Where were her testicles? I wasn't the only one to notice this
interesting development...
"Oh my god! What a sight! I would never have guessed!" Michelle blurted
out.
"I suspected something. But still...oh my god!" agreed my mom.
"But where are her balls?" asked a clearly stunned Kendra.
Ella's mom made a snipping motion with her fingers. Some of the women
started giggling, others clapped.
"No way! Really!?" cried Kendra.
Brianna, with a mischievous smile, replied, "Absolutely. I had her
castrated last year."
"At the same time you had her butt implants done?" asked Michelle.
"No. No. A different time. I had castrated at home actually. It really
was not a huge procedure or anything. In fact, we just used local
anesthetics... I wanted her awake for the whole thing."
"I'm sure you had your reasons Brianna. But still... why?" asked
Michelle again.
"I just got tired of the endless hormones and injections and pills. It
was never ending. This makes life so much simpler for her and for me.
Just a little snip and she is my ball-less sissy forever. Should have
done it years ago. And I really should have invited you over to watch.
It was a beautiful ceremony. Just me and the nurse and Ella," Brianna
proudly stated.
"I wish I had been there. But I agree. Ella is so much better off
without them. She looks adorable. Right Ella?" teased Kendra.
"Yes Miss Kendra. My sissy clit looks so much better without those
gross boy parts," replied Ella. Ella then shifted her stance, causing
her surgically enhanced butt to jiggle ever so slightly.
Brianna looked at Ella and proudly added, "See, that's a good girl!
Mommy's castrated sissy. And I have more in store for you..."
I was watching in a mix of envy and fear. Part of me was envious of
Ella. Deep down in me, something yearned to be just like her. My cock
getting hard in its confines. I could feel my little nub straining
against the latex. Did I want to be castrated too? My heart was racing.
I nervously swallowed and tried to calm my breathing. But my mother had
noticed me practically panting at the sight of Ella. She couldn't
resist letting everyone know.
"My kitten is getting all hot and bothered! I guess she is having penis
envy!" she blurted out.
All the women laughed. My face must have been bright red. Even Ella
was giggling!
Brianna then said, "Are you planning to have her "fixed" soon? If so, I
can recommend an excellent nurse practitioner from the city..."
"I honestly had never really considered it till now. I mean... maybe? I
don't know. My sissy son has made so much progress from where he
started..."
"Oh come on! Just do it! I should have done it years ago. Trust me, you
won't regret it."
My mom relented, "You're probably right. Tell you what, I'll text you
later about this. Okay?"
Brianna nodded in approval and took a sip of her champagne. I knelt
there silently, wondering what was in store for me and my poor sissy
balls. The other women were busy refreshing their drinks, but I could
tell they still had questions about Ella.
Michelle playfully raised her hand and looked over at Brianna and said,
"I have a question, Brianna"
"Ask away dear," Brianna replied.
"Can she still cum? Like a boy?"
"Great question! Ella, can you still have boy orgasms?" Brianna
mockingly asked Ella.
"Yes mommy. I can still have boy orgasms. But...but I prefer my
sissygasms."
Michelle didn't miss a beat and asked, "And what are those exactly?"
Brianna replied, "She means orgasms but with her ass. Analgasms I
guess? Doesn't matter. Ella has been trained to only cum with her ass.
Using dildos, real cocks, buttplugs... no preference."
"Really? That sounds hot! I bet she does enjoy a good ass fucking!"
added Michelle.
"Does she ever! Seriously, it's a bit of a problem. I may have gone a
bit overboard with the sissy hypno videos and mental conditioning. Ella
can be a horny little slut."
Ella was nodding in agreement! She wasn't embarrassed at all.
Brianna continued, "But like Ella said, she can still cum like a boy.
But I honestly can't remember the last time... I think we tried it once
shortly after she was "snipped". I wanted to see what would happen. It
took a while but she eventually did a little squirt for mommy."
My mom was now curious and asked, "What did that look like?"
"Well, it's kind of hard to explain..." Brianna looked up, trying to
find the right words, but when she glanced back down, her eyes landed
on me and lit up. Brianna smiled and clasped her hands together.
"I think Ella can demonstrate for us right now," she said. "But first,
I think she will need a little helper."
Brianna gave my mom a look. The next second, I found both of them
staring at me. Their minds had been made up. The women worked quickly.
In no time, Ella was sitting in one of the patio chairs, legs spread
wide and tied to the chair legs. I found myself kneeling on the ground
in front of her -her tiny cock right in my face. Around us sissies
stood Michelle, Kendra, Brianna, and my mom.
"I must confess my sissy son is a bit of a blowjob virgin," said my
mom.
"What a coincidence! So is my mine! Unfortunately for him, he was still
a virgin when I had him castrated... but oh well!" confessed Brianna.
"Mind if I film this?" asked Michelle. She was already reaching for her
phone.
"Go right ahead," said Brianna. "Just remember to send me a copy.
Something for the scrapbook."
With my face between Ella's outstretched legs, I could see her cock up
close. A tiny pink scar was visible where her scrotum once was. I was
breathing heavily. Her perfume was intoxicating. Something else was
making me salivate. This would be my first blowjob -something I never
knew I wanted... until recently. Reinforcing images from the sissy
hypnosis tapes and videos began to flood my mind. Something began to
pulsate in my latex panties. The urge was too strong. I wanted this
more than anything.
Tired of me delaying, someone put a hand on the back of my head, pushed
me forward, and yelled, "What are you waiting for!? Suck it sissy
slut!"
Moving forward, I opened my mouth and took in all of Ella's miniature
cock. It was only five centimeters or so in length. And it was only
semi-hard but I didn't care. It was more like an erect nipple than a
cock, but it made no difference to me. I was in subspace. Bobbing my
head back and forth, I could hardly notice the photos being taken or
the words of encouragement from my audience. My tongue lashed out
around the tiny cock head, swirling back and forth. I looked up at Ella
at one point -she was gazing right back in complete ecstasy. She was
losing her virginity too. This thought snapped me back to the real
world and I could hear the women talking.
"She's a natural!"
"More like a bitch in heat."
"Definitely has a real talent for it. I could put her to good use at
the club..."
"Yes! I should introduce her to some of my special friends."
Without bothering to look around, I remained fixated on my task. I
began to taste precum in my mouth -delicious! This caused me to
salivate even more. I was practically drooling all over the place. I
didn't want to stop. And after about a minute more, I began to notice a
change. Ella began to moan and tense up in the chair -pulling against
her leg restraints. Her cock became stiff in my mouth. I couldn't stop
now... I wanted more.
Noticing the change, my mom said, "Oh my god, she's about to cum!"
"I'm honestly amazed Ella's lasted this long. She hasn't cum using her
sissy clit in a long, long time," said Brianna in agreement.
"Remember... don't swallow! Do. Not. Swallow," added Kendra.
Again, I felt a hand placed on my head, forcing me to stay pressed on
Ella's cock. Ella began moaning louder and louder before she finally
exploded in my mouth. She let out a high pitch shriek and arched her
back. I was ready for it. With my eyes closed, I savored the moment as
her cock swelled in my mouth and began squirting warm jets of cum over
and over again. My secret desire had come true and it was everything I
thought it would be. Her cum filled my hungry mouth. As her cock
softened and shrunk away, I sucked off the last dribble of cum and
backed my head away. I opened my eyes and looked up. Ella was still
arching her back, now with her head tilted back over the end of the
chair, staring at the sky. I rose off my knees and saw the four ladies
looking back at me with admiration.
"See girls. Like I said, my Ella can still cum like a boy," stated
Brianna. "And now, let's have the proof."
She raised her eyebrows at me, and I knew what to do. I opened my mouth
and stuck out my tongue as far as I could. Ella's sissy juice was all
over my tongue and mouth.
"Never would have believed it," admitted Michelle.
"There's less of it than I thought. But still. All from a castrated
sissy...amazing," said an equally stunned Kendra.
Mom gave me a proud look and looked down on Ella. She was still out of
it with a vacate look on her face.
"Go ahead kitten. Have your treat," said mom.
I closed my mouth and swallowed. My first blowjob. Something definitely
had awakened in me. The taste, the feel...I craved more.
"Thank you mommy," I replied.
The women mockingly applauded as I swallowed the rest of Ella's sissy
juice. Michelle stopped recording and put her phone away. She seemed
particularly excited. With the euphoria ebbing away, my senses were
coming back to me. I could feel a sticky dampness on my inner thigh. I
looked down. Precum! It must have leaked out through the built-in
catheter tube in the panties. I hoped no one would notice.
Ella was released from the restraints and was allowed to put her bikini
bottom back on. Giving us no time to recover, she and I were forced to
go inside the house and wait in my mother's bedroom.
"Now go back inside the house and wait. Remember, no talking! Mommy and
her friends have one last surprise for you two," said mom.
"Go Ella. Be a good sissy and do as she says. We ladies have to get
ready," said Brianna.
Ella and I looked at each other and walked back to the house. We were
holding hands. We made our way to my mother's bedroom and sat on the
edge of her bed. Twenty minutes must have passed. We nervously waited.
Ella kept playing with her hair and readjusting her bikini top. I
shifted on the bed as the rubber tube in my ass kept tickling my
prostate. Another ten minutes passed.
I was about to go back outside, when I heard loud footsteps coming up
the stairs. Finally! What took them so long? Ella took my hand and we
looked nervously at each other as the ladies began walking into the
room one by one. First, Michelle then Kendra then Brianna and then
finally, my mom. Each was dressed as a dominatrix with lots of leather,
corsets, spike heels, and collars. And each brought with them a massive
strap-on! Their big dildos swung from their harnesses as they walked
into the room. The ladies smiled at us and began approaching the bed.
Ella squeezed my hand and I looked at her. Our night was just
beginning...
*********************************
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Liesl
- 09.05.2021
- 26
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