How I Became A Sissy Roommate free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

Hi this is Jeet from Mumbai. It was the end of my 12th boards and I had gotten admission in an engineering college in Pune. It was always my fantasy to be a sissy slut for a guy and so I began to find people online who were looking for roommates on planet Romeo a gay social website. I found a guy named Paras who had a flat in Pune which was near my college and he wanted a roommate to split the rent. He was a 23 year old dominant top and wanted a bottom as a roommate. We discussed the rent and he asked me about my stats and told me to send naked pics to which he approved. He sent his pics too n I was looking at a dark 6 foot tall guy with a nice build and a nice thick 7 inches cock, whereas I was an average built fair guy with a 4 inches sissy cock. So the day arrived and I reached Pune. I was given instructions on how to reach and he had told me to call him as soon as I reached his building.

I reached and gave him a call. He told me to come on the 4th floor and he opened the door. He welcomed me in and gave me place to keep my bags. Then we talked about the things that we had discussed on the internet. He told me to get naked and I obeyed. I had shaved my face clean and my hair was long enough. He told me to turn around and he saw that I had hair on my chest arms and legs. He instructed me to go to the bathroom and he made me sit in the bathtub. He used a razor to shave all my body hair, it was very awkward for me but he finished in a few minutes and now I was completely hairless and smooth.

Now came the part where he told me I was to be his sissy slut and dress as a girl full time and behave as a girl too. This was a dream come true for me and so I agreed instantly. He took me out and made sit in front of the mirror. He brought in a few bags saying these were the clothes I was supposed to wear when I was at home and I wasn’t allowed to dress like a guy at home. He brought a small chastity device and locked my sissy cock into it and said I would be given the key to it only at the end of the day I won’t be allowed to cum till then. Now my cock was in bondage and I couldn’t masturbate so I would remain excited for a long time. He gave me pink stockings a lacy pink bra and thong panties to wear. Upon that I was given a short black skirt and a tight white top which showed the shape of my boobs and nice cleavage since I was wearing a push up bra. He gave me a makeup kit and tied my hair into two tight high ponies. I looked like a complete sissy girl. I couldn’t believe myself. It was a dream come true.

Now he told me to get up and took me in the hall and made me ramp walk for him, do a little dance steps. I could see his cock bulging in his pants and I wanted it badly. He got up and held me tightly and started kissing on my lips and fondling my breasts. He kept on kissing me deep with his tongue and I was in ecstasy. He removed my top and my skirt. My cock was trying to get hard but it couldn’t due to the chastity device. He removed his shirt and told me to get on my knees. I did so obediently. He brought forth his crotch and said you know what to do slut. Like a hungry slut I pulled his pants down and his 7 inch throbbing cock came right on my face it was nice and hot and oozing pre-cum.

I slowly licked the tip to taste the pre-cum it was nice and salty and I finished licking it off, then I took his warm cock in my mouth and started sucking it slowly. I used my tongue from the inside to lick the tip which made him crazy. I sucked like a pro and he was enjoying it. Then he told me to stop and he suddenly held the two ponies he has tied on my head and thrust his cock in my mouth deep. He held them tightly and started fucking my face. I made gagging noises as his cock went deep in my throat and it turned him on even more. This went on for a good 10 minutes and then finally without any warning he shot his warm load in my mouth in short but huge bursts. I could taste his warm salty cum and I drank it all.

He was exhausted and sat on the sofa. He told me to spread my ass in front of him and then he started applying Vaseline on my asshole. I had never been fucked in my ass so when he put his finger in I felt a sharp pain and flinched. He told me to stand steady and slowly he started fingering my ass with two fingers then three then 4 and I was in heaven. His cock was up and ready by then so he took me to the bedroom he had the mirror in front of the bed he told me kneel in front of the mirror so that I could see myself and he came from behind. I could see he was going to fuck me in doggy style. With one quick blow he was in me and I screamed he held me back and his cock was in my ass.

My ass got adjusted to his cock and then he started thrusting his cock slowly in my ass. I started liking the feeling and I saw in the mirror, I was like a girl in two ponies and a dark guy was fucking me in the ass it was a dream come true. He fucked me for a nice long 20 minutes and when he was about to cum he removed his cock from my ass and blew his cum all over my face. The hot cum on my face felt awesome and I licked it all off. When we were done he removed my chastity lock and my cock was rock hard the moment it was released. He held it and squeezed it hard and that was all it took me to cum and I blew a huge load which he told me to lick and finish.

So this was the first day with my roommate. Stay tuned for more adventures where I was introduced to BDSM how I was fucked by two guys and how I went out as a girl with my roommate. To contact me mail me at I am situated in Mumbai.

0
0

24.01.2023
33
0

Category:
Gay Male

How i became a sissy slut

2 years ago
0
46
0

My Sissy Roommate

4 years ago
0
29
0

My Sissy Roommate

4 years ago
0
25
0

Same as How I Became A Sissy Roommate Videos

The White Sissy Slave Society A Walk into Sissyhood

The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...

How I became a sissy

How I became a sissyRecently someone asked me how I became a sissy. I told him about my development from a curious young man, who just wanted to try something new and how this ended up first in submission to a dominant lady and finally in transformation into a sissy. I never thought at this time that being a sissy caught me for the rest of my life. Other sissy girls, which are now at the beginning, will be hopefully encouraged to acknowledge what they will be for the rest of their life....

How I Became A Sissy For BBC Part 2

Look at my profile for part 1! Leave comments if you want to hear more!So there I was watching my girl rub her ass all over this guy. I watched him run his hands up and down her legs and grab her ass. She was watching me, smiling. She danced with him and let him buy her a drink. They talked at the bar. She laughed and I just watched. She was being so flirty, she kept touching his big arms and he kept on putting his hand on her ass and she didn’t stop him even though I was her boyfriend. As they...

How I Became A Cuckolded Sissy Part 3

HOW I BECAME A CUCKOLDED SISSY - PART 3 By willow619 I slept on the floor next to the bed that night, still in the lingerie and sundress I'd worn the day before. Allie and Mike, of course, slept together in the bed. As I drifted off to sleep I kept thinking about the events of the evening. I had been put in women's clothes by my wife, Allie after she found a magazine I forgot to hide. The magazine showed a transvestite being tortured and humiliated by a couple. Allie, who...

How I Became A Simpering Sissy Slut part 3

How I Became a Simpering Sissy Slut Part 3 I was wearing a leopard print bodystocking, with cut outs for my huge GG breasts and my little 3 inch clitty. I had a pair of 8 inch platform heels on my feet and my blonde hair was teased out and piled on top of my head. My make up was trashy and over the top, and I was on my knees and surrounded by three naked men. They were all staring at me lustfully and I was returning the look with one of my own. "Why don't you boys come a little...

How I Became a Cuckolded Sissy Part 1

How I Became a Cuckolded Sissy: Part 1 By willow619 Allie and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Allie felt that way, too. You see, my cock is, at best, 5 inches. My touch, or my tongue, on her clit seemed to be much better received than my cock in her cunt. I've always been a crossdresser. I can remember being in first grade and...

How I Became a Cuckolded Sissy Part 2

How I Became a Cuckolded Sissy: Part 2 By willow619 "Now the preliminaries are over, and it's time for the entertainment part of our evening!" That was what Allie, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Mike. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completed the transformation. Allie had found a magazine I'd left on the bedroom floor, showing a...

HOW ROBERT BECAME SISSY ROBERTA hottest Crossdre

Long before Robert L. even reached puberty, the seeds of his impending Sexuality were deeply implanted with strong personality molding roots. This by his single parent mother Bee, whose only real wish in life had been to give birth to and to raise a cute little cuddily sweet girl. So while all of the other boys in his small rural country town grew up playing army, sports or flirting with many of the interested and suddenly budding young girls, a poor and very sheltered Robert was made to spend...

How I Became Mistress Mischelles sissy maid babette

How I became Mistress Mischelle's maid babette sissy babs This is the beginning of a multi-part story that I am working on with my wife. She wrote the part "Mischelle's maid babette's training" and submitted it to Fictionmania. It was added on 7/24/2007. I suggest that you open up another Internet window and have that story ready but don't read it until the character in this story is reading it. After reading my wife's story then return to this one but...

How I Became A Sissy For BBC True Story

I started watching a lot of interracial porn when I got my own house. I also started taking a lot of Adderall which made me really horny all the time. I somehow stumbled onto sissy porn and got really into it. Before long, I wanted to dress up myself. I went out and bought some panties, stockings, and a garter from Adult World and began wearing it around my house. When I was particularly horny, I would take pictures and post them on Craigslist. I would always get a ton of replies, but I was...

How I Became a Sissy Slave Chapter 1

This man was Anthony, or at least that's the name he'd given me when I asked. We'd met online a couple weeks ago on a gay dating site. For a few months now I've been exploring my feminine side. Actually, I haven't been "exploring" so much as diving right in. After a bad breakup I had last year with my ex girlfriend I went on a self exploration binge and discovered I was pansexual. Shortly after coming out, I began to discover more and more about myself, such as how fascinated I was by...

How I Became A Simpering Sissy Slut Part 2

Author's note: Thanks for all the positive reviews Lady's, Men, and Gurls! It fills me with joy to see that people enjoy my little twisted tale so far, and it makes my clitty hard just thinking about the fact that someone somewhere has wanked to something that I have created. Without further delay here comes part 2! How I Became A Simpering Sissy Slut Part 2 When I woke up I was in a large 4-post bed covered by luxurious pink satin sheets. My head was pounding so hard it...

How I became a Sissy

This is a true story some of the actual words may have been altered slightly but the events are the same Please feel free to email me with any comments you may have Kelly is interested in hearing them. Thanks. How I became a Sissy By Britney Hi my name is Dave and this is the story of my relationship with my girlfriend Kelly, and some unexpected changes that occurred between us. I guess I shall start around the time period just after my 23rd birthday. Kelly and I had...

How I Became a Simpering Sissy Slut Part 1

How I Became A Simpering Sissy Slut Part 1 I had been a closet crossdresser for most of my life. Ever since the first time I had stolen a pair of my mother's panties and jerked off with them I became obsessed with female clothing. I loved it all, panties, skirts, blouses, dresses, heels, the more girlie the better. Satin items were my favorite! I just loved the feeling the soft, silky material sliding across my skin. By the time I was 18, I had a whole chest filled with female...

How I Became a Sissy Baby Girl

"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...

Sissy RoomMate

You finally did it, You got through all the headache of fixing your academics at community college and have been accepted into a UNI across the Country to finish out your degree. It took a lot of hard work to make up for the type of student you were but man was it worth it. Now you just need to find a place to live near by that you can afford with the money you have saved and your parents were able to scrap together, the grant and loans you got will only cover so much and this town is priced so...

Transsexual

How I Became A Cuckolded Sissy Part 4

HOW I BECAME A CUCKOLDED SISSY: PART 4 It was now Saturday afternoon. Last night, after I'd returned home from work I had been dressed in women's clothes by my wife, Allie; introduced to her lover, Mike; been made love to by him myself; been subjected to physical and emotional torture by the two of them; and had it all captured on video. This morning I had had all my body hair removed and had painted my own toenails while watching Mike make incredible love to Allie. I was...

How I Became A Sissy For BBC

This is part one of I became a sissy white crossdresser obsessed with black cock! If you want to hear part two comment and let me know!! It stared when I was 20. I was dating a girl named Andrea who was very beautiful but also very dominant and could be mean. She was not shy to tell me what was on her mind about me. At that time I had not had many sexual experiences and I hadn’t really thought about my ability to make a girl cum. One night Andrea and I were starting to make out and feel each...

How i became a sissy fuckslave pt1

How i became a sissy fuckslave.It all started after a series of failed relationships led me alone.Having always been a closet crossdresser, i started dressing more and more often and posting pics and vids of me on a website called xhamster.In time, i started posting vids of me toying my sissy ass, and also gradually building up my fem wardrobe. After several months and many pics and vids, i met a man who offered to train me online.This was mustually pleasurable to both of us and as time went by...

How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

How I Became a Sissy Husband

It all started when I was 18 years old. I used to hang out with my buddy next door and his sister, Sue. One day I snuck into his sister’s room and looked at, and then tried on, Sue's panties, garter belt and stockings. I then kept them on and went home. I remember one hot summer day, when I was dressed up in her panties, garter belt, stockings, and wearing some high heels I purchased. I heard a car door slam so I grabbed my clothes and ran downstairs to the basement bathroom. I just barely got...

Cuckold

How i became a sissy fuckslave pt3

At this point my entire body was in agony, my feet hurt from the ballet boots, my nipples were stretched at least an inch and felt like they were on fire, my balls had a deep ache in them from the weights and ball stretcher, my sissy cunt felt like a gaping hole and hurt like needles were being poked into it.i really hoped Sir would give me a little break before He started working my sissy cunt with His fist but alas this was not to be. He returned just a few minutes later wearing an elbow...

Samanthas Journey To Discovery With Her Roommate

Samantha awoke in the middle of night to a soft kiss on her lips and the feel of a hand moving across her breast, gently caressing her through her silk nightgown. She opened her eyes to look into the eyes of her long-time roommate. She started to say something, but her roommate just lightly placed her finger to her lips to silence her. Then her roommate replaced her finger with her lips and resumed her kisses, softly placing them on Samantha’s lips, and she couldn’t help but respond, even...

Lesbian

How my girlfriend turned me into her sissy bitch

Her Perfect Ass And Evil Sexy Dirty Looks Mind Fucked Me Into Wanting To Be A Girl Rather Than Fuck One......as this naive, innocent, christian, bible believing 20 something gave me the best sex of my life with a reach around, as I would cum, she would whisper "Not bad for a cock sucker. LOSER!" and then push me away, stand up, look at me in disgust with those evil sexy eyes that would become so powerful as she threw me the meanest, 'fuck you, loser' look ever, then she would leave, her perfect...

How Nick became Nicki A sissy story

This is the story of Nick. Nick was straight. It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her...

How Nick became Nicki A sissy story

This is the story of Nick. Nick was straight.It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her...

How To Build A Better Sissy Part Deux

How to Build a Better Sissy Part Deux by: Missy Satinpanties I spent the rest of the night sleeping like a rock in my diapers. Maybe sleeping like a baby? My new master came in to the room several times to check my diaper, and changed me once. Finally, around seven thirty in the morning, he came in, and gently pulled the curtains back, and opened the mini blinds over the window. I was told to get a shower, and to put something pretty on, while he ran out to get us some...

How to Build a Better Sissy the Conclusion

How to Build a Better Sissy The conclusion by Missy Satinpanties So, there I was, peach colored silk bikini panties, matching camisole and garter belt, white stockings, white ankle socks, high heels, covered up (?) by a long, sheer peignoir with satin trim, and nothing else. My Master gestured to me to put my hands behind my back, where they were quickly cuffed. Again, he asked me if I...

How i became a sissy slut Part 2

Part TwoKnowing that i should not ask, but i did anyway. Who was that Mistress? She smiled at me as She leaned over towards me and firmly grabbed my crotch and said, “you will see soon enough”.When we got out into the parking lot, She pushed me up against the car and started rubbing my crotch until She felt me get hard. Then She started dry humping me right there in front of anyone who passed by. “You drive” She said. i got into the driver’s seat as She got in on the passenger’s side. As we...

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...

How I Became A Sissy For BBC Part 3

Parts 1 and 2 are in my profile!!So after I had been exposed to Andrea as a sissy I knew I had to just give in to my urges and finally try going out in public as a girl. It was made even more clear when Andrea started to text me pictures. She was sending pictures of her text conversations with her friends where she was telling them what a small dick I had and was showing themthis picture she took of me naked. At the time she had told me to pose naked for her and cover my dick with a sticky...

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...

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...

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...

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...

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...

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...

Katiersquos Roommate

Katie’s Roommate1 Katie KendalKatie Kendal was extremely proud of the fact that for more than three years, she lived by herself in an rented house and paid all the bills on time. It was difficult, and at times she barely made ends meet. Worse than that was the fact that she was terrified of being alone. It had been the most difficult decision she had ever made when she decided at twenty years old to move out of her parents house and into the real world. She hated living by herself but she knew...

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...

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...

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...

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...

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...

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...

How i became a sissy

Hey guys im a 24 year old boy-girl and i felt like i needed to post about it in some place, since i was young back at highschool after gym class some guys would mock about my size wich is really really small and thin, and they would call me horny names like size queen, sissy bitch, but most of them did that just to humiliate me the funny thing was i got so excited that sometimes i had to lock myself in the shower so they wouldn't see me going hard (i was a little ashamed back them) but after...

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...

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...

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...

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...

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...

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...

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,...

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...

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...

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...

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

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...

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...

Porn Trends