My Girlfriend Made Me A Sissy Part 2 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
For those who are reading my story for the first time make sure that you go through part 1



I woke up, stretched out and smiled as I felt the familiar sensation of my
girlfriend's panties rubbing on my cock. The feeling instantly brought back
memories of the night before: I had gone to a party with my rather dominant
girlfriend; been coerced into her panties; sucked my very first cock and
found out my girlfriend had fucked another guy whilst I was doing it. I
loved every minute of it, my sissy-cock was rising as I remembered it all
but I had to resist the temptation to touch it. Jess would kill me if she
found out I'd been jacking off without her permission. I got up and with
some effort of will took off the panties to go shower and get ready for the
day; I was ready not a moment too soon. I came out of the shower to find my
phone buzzing; I grabbed it to hear Jess' voice.

"Morning Sissy, I assume you're free today?"

"Yes Jess"

"Oh good, I need you to come over for a while", and with that she hung
up. I dressed quickly and ran out of the house; it wouldn't do to keep her
waiting.



I let myself into her house and ran upstairs to find her lounging on her
bed, just listening to music.

"Well you took your time didn't you?" She sounded pissed.

"I ran here as fast as I could Jess", it was true I was breathing so
heavily.

"Get over here bitch", she grabbed my arm as she sat up and launched my
over her lap "I can see I'll have to teach you a lesson"

I knew what was about to happen, but I didn't struggle. I was too tired so
it wouldn't help at all, Jess was pretty strong. Plus, I do think some part
of me was rather looking forward to it, that is until the first blow
landed. SMACK!

"Oww!"

"Shut up sissy, unless you're going to count them keep your slutty mouth
shut!" She slapped each of my ass cheeks in turn, I couldn't believe how
hard she could hit.

"2...3...4..." I started to count, hoping if I did it would please her and
she'd stop sooner. I guess I could have resisted but it didn't come to mind
at all once she got going.

"Oh look how pathetic you are slut! A real man would never have let this
happen to him. If Jack was here I'd probably be in your place! He
definitely wouldn't have been over my knee whatever happened"

The reference to the guy who fucked her the night before stung a little,
but the fact she so happily talked about it as if my feelings on the matter
were nothing actually just made me excited.

"OMG! Is my little sissy getting hard? Little is the word alright, I can
just about feel something pressing against my leg", the spanking eased a
little as she laughed.

"*gasp*...30!"

"30? Well I guess that's enough sissy", she pushed me off her lap. "I've
got you some presents, grab the white bag" She pointed to a white bag from
some high street clothes shop next to a rather ominous looking black
plastic bag. I ran to get and bring it back to her.

"Look inside sissy"

I opened it to find Jess had gotten me a lovely present, a frilly pair of
pale blue high cut panties and a matching bra.

"Oh thank you jess"

"Well sissy, put them on!"

I stripped off immediately and pulled my presents on, I couldn't believe
she'd done this for me. She called me onto the bed with her and we started
making out.

"Come here my little girl" She said as she pulled me towards her, I loved
it when she was nice to me like this between the commanding times. As we
kissed she started to rub my cock and balls through the panties, she was
lay on top of me; it made me feel so feminine.

"Spread those legs baby" I opened my legs a little and her hand dipped
further down, teasing my ass.

"Wouldn't you love it if Kevin could fuck you here?"

"God yes, Jess, I was thinking about it the whole time I sucked him"

"I knew it, how could a sissy like you dream of anything else?"

She grabbed some lube from the desk near her bed and squirted some on my
ass and her fingers. She held my balls in her left hand whilst she teased
my ass with the right. I felt some pressure on my little hole and I could
feel her pushing her middle finger in.

"Oh I love fingering my little bitch, but I know you love it too don't you
baby?"

All I could do was moan, I was in heaven whenever she played with my ass.

"Do you want to be a girl for me sissy?" She had that look on her face, she
had a plan. I nodded eager to do whatever she wanted, I knew I'd enjoy it.



She smiled, got off me and went to her wardrobe. She came back with a short
black skirt and a blue vest top.

"Put this on sissy, and then sit at my desk"

I pulled the skirt on and then the blue top and as I walked to her desk I
caught a look of myself in the mirror. I was thin, absolutely no muscle and
had oddly wide hips. I straightened my shoulder length hair and had,
without planning to, ended up sporting a very girly haircut in my day to
day life. My ass and legs looked really good in the skirt and apart from my
flat chest and my face, I looked like quite a convincing and maybe even
attractive girl.

"I'm going to do some make-up for you sissy, and then you'll look perfect"

We spent the next 20 minutes with her doing my make up most of it was
fairly discreet just to make me look more girly. However she outlined my
eyes fairly obviously in dark eyeliner and did my lips a dark red colour, I
couldn't stop smiling when I saw myself in the mirror: I looked for all the
world a flat-chested girl.

"Back soon dear", she took the black plastic bag and left the room. I sat
on the bed and just waited for her to come back.



She re-entered the room a while later, wearing some fairly baggy jeans and
a plain black top, I had no idea why she'd changed to such a dull outfit
but I was about to find out. She pushed my so I was lying on my back and
climbed between my legs.

"You look so hot, sissy" She started kissing my lips and neck between words
"In fact I can hardly say sissy, everyone would just think you were a girl"

I loved this, I had no idea why she was being so nice to me and I didn't
question it. She reached under me and I felt her pushing at my hole
again. I started to moan as she pushed one finger into me and then two.

"Oh you look hot baby, do you like it when I finger your sissy pussy?"

"Yes...Jess..." I manage to get out between gasps and moans

"I know you'd love a cock right now...", I moan louder "...and I've done as
best I can"

She held my hand and brought it to her jeans, I can feel something in
there.

"Get my cock out baby"

I opened her jeans and pulled out a flesh coloured dildo, it was about 7
inches long and rather thick looking: she was wearing a strapon.

"Stroke me" I grabbed hold of it and started to pull on her "cock", I was
amazed she'd gone this far for me.

"Oooh!" I moaned, taken by surprise as she forced a third finger into me.

"Mmm you're good at that bitch, now let's see how well you suck", she
straddled my face and started feeding me the cock. Reality struck at that
point, I was a 16 year old boy looking like and completely dressed as a
girl sucking my girlfriends plastic cock and oddly enough, loving it.



We got into a 69 with me on top and she started playing with and licking my
ass, completely ignoring my cock but that just seemed right. Hers was so
much bigger and if anyone was the man in this relationship it was her, I
was just a sissy. I lay there happily sucking her cock, having to idea of
time passing until suddenly she stopped and told me to stay where I
was. She slid out from under me and slapped my ass.

"I think it's time we made you into a woman, sissy"

I started to feel nervous but I was so excited, I knew what was coming
next. She got up on the bed behind me and flipped my skirt up exposing my
panties. These were pulled down just enough to give her access to my sissy
ass, and she started fingering me again

"So sissy, are you ready to get fucked"

"Oh yes, Jess please fuck me"

"You really want it don't you slut? You're just my bitch aren't you?"

"Ooooooh yess I'm a slut, I love cock and I want you to fuck me because I'm
your bitch, I just want to serve you all the time Jess" I somehow managed
to say between moans.

"Wow sissy, I wasn't expecting that, but I'm sure you've been expecting
this"

And with that, I felt her fingers leave my ass and something much bigger
being pressed against my hole.

"Get ready sissy" and slowly, slowly she started to push the cock into me

"Oooh my godddd, itsss soooo biiig!" I'd never had anything so big in there
and it started to hurt a little

"Jess, it hurts! Please just take it out"

"No way sissy! You wanted this, just relax and you'll love it soon" She
managed to get the whole thing in my ass and then stopped. She reached
around and started to play with my balls, occasionally brushing my
cock. The pain left quickly and I started enjoying it again, when I began
to moan from her attention to my balls she slowly started to move the cock
in and out of me.

"You have no idea how hot this looks sissy. Your ass is just eating my
cock"

I was moaning aloud again and reached down to play with my cock

"Hands off that little clit sissy, I'll tell you when you can come"

I moved my hand away and just lay there taking her cock, it was obviously
getting her off because I could hear her moaning and occasionally the speed
picked up and then dropped as she came.

"Oh god this is getting me hot sissy"

She wasn't the only one, I was pushing my ass back to meet her every thrust
now and moaning into her covers. I loved the feeling of her big cock inside
me and I never wanted it to stop

"Oooh fuck, this is good" She was really building up for a big orgasm, I
could see it coming and that just got me hotter. I really started pushing
back on to her cock, I forgot it was jess, it was Kevin. Kevin, fucking me
faster and faster getting ready to cum in my ass.

"Fuck me harder! Cum in me please, cum in your sissy"

"That's right bitch, I'm fucking your sissy ass. I'm gonna cum in it and
make you mine"

"Oh yes! Cum for me baby" I can't believe I was saying these things, but it
was certainly working on Jess. She was moaning louder and louder before
suddenly ramming her cock all the way into me and rapidly moving it in me.

"Here you go sissy! I'm cumming in you, cumming in my little"

I was moaning like crazy as she collapsed on top of me, obviously she'd
decided it was time for me to cum yet.



After a few minutes she recovered and was her usually crazy self. She
pulled out of me and ripped off the strapon.

"On your back sissy", I rolled over and lay on my back. My panties had come
down around my thighs and my cock was making a little tent in my skirt. She
kneeled with one leg on either side of my head and lowered her pussy down.

"Eat my pussy bitch, you've had your fuck and now you better say thank you
properly"

I didn't need telling twice, I was full of enthusiasm as I started to lick
her pussy but she wasn't in the mood for anything too special. She just
wanted to ride my face and pretty soon I was mostly holding my tongue out
and flicking it as she rubbed her cunt over my face. I felt like she was
just using me, anyone would do and I loved it. Then her phone rang.

"Don't you dare stop, sissy", she said as she answered her phone. She
started talking but I could only hear her side of the conversation and that
was muffled by her thighs as she continued to ride my face.



"Hey baby, I didn't think you'd call.... what am I up to? Nothing really",
that stung but I didn't stop eating her and I was incredibly horny for some
reason.

"You want to come round? Well... my boyfriend is here I don't think he'd
like it... yeah, it's the boy I left with the other night... Does he know
about us? Well yeah I told him, he doesn't seem to mind all that much..."

Mind? I was lying underneath her, eating her as she spoke, I certainly
wasn't acting pissed off

"Well yeah he's a bit pathetic to be honest" She really started grinding
down on my face "He's nothing like you, you're a real man... you know I
think he was off with that Kevin guy at the party when we fucked... yeah
the gay one... Yeah it is a bit odd, I guess I'm just going out with a bit
of a sissy!"

She laughed and then covered the mic on her phone as she came.

"You're coming over anyway? Mmm that's why I like you, you're so commanding
nothing like this pathetic wuss. What's he doing? He's actually eating me
as we speak!"

I was mortified, how could she let him come over? And I was so embarrassed
he knew what I was doing as they insulted me.

"Well you can teach him a lesson or two, but don't hurt him... Why? Because
even if you do come and fuck me more often I'm keeping him... Why would I
want a pussy like him? He's happy to just do as I say, it's like having my
own slave. He could even serve us both... We'll see what you think once
you've seen him baby, bye now".



"Did you hear that sissy? Jack's coming over to fuck me like only a real
man could, maybe he'll let you watch! You'd like that wouldn't you?" She
raised herself off my face

"Yes Jess, I'd love to see a real man fuck you"

"Hahaha you really are pathetic. Now when he gets here you will only call
me mistress and if you're a good sissy I'll see if he'll let you clean him
off after he's fucked me. I'm going to go get ready, stay here"



She left the room and left my lying there on her bed. My face was covered
in her juices and I was still dressed like a girl, I couldn't believe what
was about to happen and I couldn't imagine what I would be expected to
do. Yet, despite everything I was still kind of excited, I was certainly
hard and my main issue was that I hadn't been allowed to cum not that my
girlfriend was planning to let some guy fuck her and see me dressed

Same as My girlfriend made me a sissy part 2 Videos

1 year ago
  • 0
  • 14
  • 0

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

2 years ago
  • 0
  • 16
  • 0

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

3 years ago
  • 0
  • 40
  • 0

Girlfriends Sissy Cousin

Jarrod Rodgers didn’t mind that his live-in girlfriend had a relative moving to town. But he did mind that Amber’s cousin had to stay with them for about a month. This meant he could not walk around the house in just his boxer briefs like he usually did. It was a Saturday so he was watching college football. He also had a beer in his hand.Amber walked out of the bedroom and announced she was heading to the bus station to pick up her family member. She left the apartment and started up her black...

1 year ago
  • 0
  • 17
  • 0

Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

3 years ago
  • 0
  • 29
  • 0

Sissy dannis birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

2 years ago
  • 0
  • 15
  • 0

Sissy Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

3 years ago
  • 0
  • 13
  • 0

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

2 years ago
  • 0
  • 9
  • 0

My Wife Made Me A Sissy But That Is Not The End Of the Story

MY WIFE MADE ME A SISSY, BUT THAT IS NOT THE END OF THE STORY. BY Betty Noone At one point in my life, my wife made me into a sissy. And I was a sissy for a long while. I resisted it at first, but then I began to love being a sissy. Eight months ago if anyone would have called me a sissy it would have been cause for me to try to punch him out. I was a heterosexual male, and was raised by my parents that men are men and women are women. But somehow, after being a sissy I...

1 year ago
  • 0
  • 14
  • 0

Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone...

1 year ago
  • 0
  • 12
  • 0

My Girlfriend Made Me A Sissy 2

My Girlfriend Made Me A Sissy - 2Thank you to everyone who sent me messages about the last story, I've tried to include things people wanted to see in the sequel. Hope you enjoy-------------------------------------------------I woke up, stretched out and smiled as I felt the familiar sensation of my girlfriend's panties rubbing on my cock. The feeling instantly brought back memories of the night before: I had gone to a party with my rather dominant girlfriend; been coerced into her panties;...

Bisexual
4 years ago
  • 0
  • 15
  • 0

My girlfriend made me a sissy part 2

Before reading this make sure you have gone through part 1I woke up, stretched out and smiled as I felt the familiar sensation of mygirlfriend's panties rubbing on my cock. The feeling instantly brought backmemories of the night before: I had gone to a party with my rather dominantgirlfriend; been coerced into her panties; sucked my very first cock andfound out my girlfriend had fucked another guy whilst I was doing it. Iloved every minute of it, my sissy-cock was rising as I remembered it...

3 years ago
  • 0
  • 21
  • 0

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

1 year ago
  • 0
  • 24
  • 0

My Girlfriend made me a sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

3 years ago
  • 0
  • 23
  • 0

My Girlfriend made Me a Sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

1 year ago
  • 0
  • 8
  • 0

My Girlfriend Made Me A Sissy Part 3

Here's the 3rd part of my story, I hope I didn't make youguys wait too long. Hope you enjoy, its best read one handed ;-) My Girlfriend Made Me a Sissy - Part 3 ------------------------------------------------- I lay on Jess' bed waiting for her and wondering what wouldhappen for ages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, a shortblack skirt and a blue vest top. With my make up done to show off...

Bisexual
2 years ago
  • 0
  • 22
  • 0

The family ndash Sissyrsquos Babysitters Part

The family – Sissy’s Babysitters Part-2Sarah had left, I heard the front door close and her car drive off.....I couldn’t believe what was happening. Sarah and me had done some things, had fun with others, but she had dressed and prepared me not for ‘our’ fun...to leave and let her parents use me, they obviously knew about ‘our’ pleasures....it was James & Helen the couple that I sat with, talked to before marrying their daughter...was it something they always knew, or something they had...

3 years ago
  • 0
  • 15
  • 0

Mommy Made Me a Sissy

I was about 5 or 6 when my father left, leaving me with just my mother. A mother that I came to love very, very much. Maybe, I loved her too much. And Mommy definitely loved me too well! A quick family history would be appropriate right now. My parents got married when Mom was only 18, and Dad was an old man of 20. Pregnancy either occurred just after, or just prior to the wedding. As a result, I still had a young, and very pretty mother. As I said, about five years after the...

2 years ago
  • 0
  • 5
  • 0

My Girlfriend Made Me a Sissy

This is my first attempt at a story so any feedback would be greatlyappreciated. Feel free to email me about anything: feedback requests orjust to chat.When I was 16, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this...

Bisexual
3 years ago
  • 0
  • 31
  • 0

2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

2 years ago
  • 0
  • 20
  • 0

Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
  • 0
  • 30
  • 0

Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

1 year ago
  • 0
  • 25
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
  • 0
  • 22
  • 0

The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

2 years ago
  • 0
  • 11
  • 0

The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

3 years ago
  • 0
  • 21
  • 0

A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
  • 0
  • 16
  • 0

Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
  • 0
  • 13
  • 0

Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

1 year ago
  • 0
  • 17
  • 0

Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
  • 0
  • 21
  • 0

Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

2 years ago
  • 0
  • 17
  • 0

Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

2 years ago
  • 0
  • 13
  • 0

Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 years ago
  • 0
  • 18
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
  • 0
  • 27
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
  • 0
  • 19
  • 0

She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
  • 0
  • 16
  • 0

100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
  • 0
  • 25
  • 0

Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
  • 0
  • 16
  • 0

Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
  • 0
  • 15
  • 0

A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
  • 0
  • 27
  • 0

407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
  • 0
  • 17
  • 0

Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
  • 0
  • 16
  • 0

Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
  • 0
  • 12
  • 0

Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
  • 0
  • 22
  • 0

Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

2 years ago
  • 0
  • 15
  • 0

Sissy Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

3 years ago
  • 0
  • 23
  • 0

Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 21
  • 0

Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
  • 0
  • 17
  • 0

My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
  • 0
  • 15
  • 0

Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
  • 0
  • 19
  • 0

My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
  • 0
  • 30
  • 0

Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
  • 0
  • 35
  • 0

Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
  • 0
  • 14
  • 0

My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
  • 0
  • 15
  • 0

Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
  • 0
  • 15
  • 0

The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
  • 0
  • 15
  • 0

Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 years ago
  • 0
  • 18
  • 0

Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 18
  • 0

Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
  • 0
  • 24
  • 0

Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

Porn Trends