Memoirs Of A Secret Sissy, Part I free porn video

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My name is Michael and I'm a sissy slut. I also have a girlie name, which I'll tell you about another time. I wasn't always this way, but strangely I never even questioned my sexuality until sometime after high school. I still remember the exact moment it happened. I was watching a video that a friend had lent me, one I'd watched dozens of times already but usually just for five to ten minute spurts.

In one of my favorite scenes, a blonde woman with a very nice tan and sporting an orange bikini is kneeling in front of a tall blonde man, whose hair is almost down to his waist. She playfully bites his huge shaft while squeezing his tight ass and then slowly deepthroats his cock. Watching this play out for perhaps the tenth time now, something suddenly clicked. I'd fantasized about having this woman many times but now I started wondering what it would be like to be this woman. What would it be like to actually be in her sexy skin and feel that big dick in my mouth? She seemed to be enjoying herself so much. From that moment on I considered myself bi-curious. But "curious" was never really the right description, because I just plain wanted dick.

In college I only dated women, but this "curiosity" was always there in the back of my mind, and it was a big part of my masturbation fantasies. Looking back on that time now, I don't know why I didn't try harder to explore these fantasies in real life. I suppose I just didn't know how I could. Until my final year, I was too young for gay bars, craigslist was only just coming into existence, and I had no connection to any gay scenes or communities on campus. Fear and social pressures definitely played a part as well, and it seemed like something that should remain just a fantasy.

But as luck would have it I was presented with an opportunity to explore my bi side late one night during my senior year when I found myself in the dorm room of a male acquaintance named Ben, along with his girlfriend, Crystal. All of us had had a lot to drink, but she was generally uninhibited to begin with. She wasn't all that different, physically, from the woman in the porn scene that had sparked my bi-curiosity. And Ben had long hair like the guy, although it was dark. Anyway, at one point, completely unexpectedly and in mid-conversation, she made it clear that she wanted both of us to fuck her when she started kissing him while feeling me up through my jeans. To my surprise, Ben's hand appeared right alongside hers, also trying to grab my now-growing cock.

"I want you guys to take turns on me," she whispered. Then she walked toward the bed and took two condoms out of a jar on the desk. They both stripped quickly and I followed their lead. That's when I first noticed that Ben was the proud owner of the biggest dick that I had ever seen in real life. He must have had at least eight inches of meat and a huge pair of saggy balls that I immediately wanted to put my mouth all over.

Crystal sat on the edge of the bed, spread her legs, and started playing with her pussy. The bed was low enough to the floor that Ben could kneel down and slide his cock right into her. I watched while I started to stroke myself. She moaned but kept her eyes fixed on mine while I played with my cock and listened to the sound of Ben's balls slapping against her ass as he fucked her. After a minute or two she gave another instruction: "Fuck my face while he puts his dick in me."

She lied down with her legs hanging over the edge of the mattress. Ben crawled up and knelt above her face, tapping his cock on her lips. "Open that mouth as wide as you can and say ah," he told her. She complied and was rewarded with a beautiful, glistening cock slowly penetrating her face. "Good girl," Ben added. For the second time in my sexual life, I felt something click. It was something I knew I could never undo, nor would I ever want to. I repeated the words to myself: "good girl." From that point on it became one of my most powerful triggers. I was obsessed with the notion of being a good girl and pleasing men. I wanted to do a good job: to suck well, and fuck well. In an instant, I was changed forever.

I wanted to suck his cock so badly, but he was using it at the moment and Crystal wanted to take two at once, which I was more than happy to help with. I knelt down in front of her and felt her grab my dick with two hands, easily guiding it into her now-extremely-wet pussy. I started to pump her gently while I watched him fuck her mouth from behind. I could see his ass moving up and down, his balls nearly reaching her chin as she tried to deepthroat him. I instinctively reached out to take his balls in my left hand while placing my right hand on his ass, gently encouraging him to keep going. "Oh, that's so hot..." he said, half moaning.

We continued like that for what seemed like many minutes. I was grateful that my level of drunkenness prevented me from cumming too soon while still allowing me to stay hard. Finally, Ben lifted himself up, turned around, and stuck his cock, which was just completely dripping with spit and precum, right in my face. Crystal slid herself off of mine and went to sit in a chair to watch us while she played with herself.

"Kiss it," he said. I kissed the head while moaning softly.

"Lick it." I complied, licking the shaft and head until it was slick and no longer messy.

"Suck my balls." I looked at him while licking my lips and then immediately took one of his balls in my mouth, sucking eagerly, while stroking his big cock. I moved to the other one and then took them both together, although I couldn't completely fit them in there.

"Now gag on that dick." I had imagined myself to be a talented deepthroater, not realizing that it required some training. The best I could do was get about half of the length into my mouth before it touched the back of my throat and I gagged. But I liked gagging on it. It made me feel dirty, and it was what he wanted. I repeated it over and over, feeling like I could cum at any second just from sucking cock.

"You like being a little slut?" he asked me. I kept his cock in my mouth and made an "mmm-hmm" sound, to indicate that I sure did. He put a hand on the back of my head and made me go a little deeper. At one point he touched the back of my throat without causing me to gag, but I was still a long way from deepthroating.

"Good girl!" he exclaimed. Oh my god, I thought, I was so hooked on this feeling. After a few more minutes he said: "I want to cum on both your faces." He got down off the bed and Crystal came over and knelt down next to me.

"Tongues out. Beg for it..." he instructed. Crystal and I both opened our mouths and let our tongues hang out.

"Yeah, feed us that fucking cum," she said. "Give it to us," we both said at the same time, smiling and giggling at each other when we realized what had just happened. It all felt so right, and so fucking good.

Ben started to breathe faster and deeper and then whispered "yes yes yes." I couldn't wait to taste his cum. He aimed it at Crystal's face first and hit her tongue and then her cheek in two quick bursts before quickly pointing it at me and shooting part of his load right into my mouth and some on my nose. I felt like I was ready to burst and started stroking myself again, getting ready to cum. I was in heaven.

"Can we do squeegee?" asked Crystal.

I looked at her curiously and then Ben said, "Sure, baby."

He took his cock head and started carefully wiping the cum off her face and into her mouth. She licked it off the tip, kissed it, and then proceeded to pass out on the bed. Ben tapped his cock on my lips a few times and then repeated the process, pushing the cum from my nose down into my mouth using only his cock. I finished myself off and came all over the floor at the same moment. It tasted like nothing I had ever tasted before. It was strange but I loved it because it made me feel so slutty. I swallowed it almost immediately and then regretted not savoring it longer.

My cock was still pulsating and dripping cum onto the floor.

"Do you understand what just happened?" he asked me.

"I'm not sure, but I loved every second of it," I replied.

"You'll always remember this moment," he explained, "because you just became a cumslut for life." I smiled at him. I felt so happy. He continued to tap his cock on my lips and cheeks. "That's right, you'll be a cum whore forever. You love cum. And you love that you love it."

I shivered with excitement. I knew he was right.

To be continued...

 

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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
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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
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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
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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...

1 year ago
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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...

3 years ago
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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...

2 years ago
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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...

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