Porn Lessons - Becoming A Sissy For Men free porn video

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I disagree with those that say porn has no educational value. I learned how to deep throat, I learned how to prepare my tiny pink hole, I learned how to apply make-up and dress like a little sissy slut all before I turned 16, just from watching porn and most of all, I learned that daddies love it when I pay attention to detail and do as I’m told.

I was 18 the first time I went out in public dressed up as a little sissy boi, heels, stockings, garters, silk panties and push up bra with inserts, platform heels, short skirt, plunging top and my blonde hair in pig tails. I waited until after dark to go out, it was exciting being checked out by men. I went to a park known for cruising and followed the path to a bench furthest away from the lights. I lit up a joint and smoked some, saving it for later. I saw a large man walking towards me, I looked away shyly, looking at my shoes and he stopped in front of me and stood so close that when I looked up at him with my blue eyes, his crotch was just inches from my face. “I’ve been watching you, do you want to share that with me?” pointing to the joint I had laid next to me on the bench. I nodded my head and handed it to him, he lit it up and took a big hit, held it and exhaled before taking another hit and finishing it off. I must have looked a little disappointed as he said to me “Don’t worry little girl I have something you will like”. He pull out a small brown vial from his pants pocket, which shifted his cock around in front of my face. I looked at him and asked what that was “You’ve never seen this before?” I shook my head no, “Well you’re going to love this then, watch me first” he unscrewed the top, put one finger on a nostril to block it and inhaled deeply through the other, held it for a few seconds, exhaled, switched nostrils and inhaled again. “Now you try, inhale, hold, exhale, switch and inhale again.” I did as I was told, holding it in until I had to exhale. I found out they were called poppers and this brand was called Rush, it sure lived up to its name. My head started to spin but not out of control and my blood was rushing through my body.
“Did you like that?” he asked, I nodded my head my body tingling from the lightheadedness and my blood rushing through me. He put his hand on my head and said “Show me how much you enjoyed it” I didn’t need an invitation I reached up and unzipped his pants, pulling out his thick, fully hard 8” cock, I began to lick it and kiss it, I had never felt this horny or desperate for a cock in my life before. He pushed his cock against my mouth forcing it in, I began to get it lubed up so it would slide down my throat easier, slurping and slobbering all over it until my spit was running down my chin, all the time he was feeding me more and more cock. I heard him take another double hit of Rush, he let me pause for a moment to take a double hit. He sealed up the vial and put it in his pocket before grabbing my pigtails and pulling them out to the sides. He began to pump his cock down my throat. The poppers had made me more relaxed as he fucked my mouth. I was enjoying his balls slapping on my chin, when they tightened up and he pulled my face all the way down his cock. I could feel his cum shooting down my throat but I couldn’t taste it as he was too far down. I finally got a small taste as he pulled his cock out and squeezed the last few drops on my tongue.

“You are a good cocks sucker, sissy. Would you like some more Rush and cocks?” I eagerly nodded my head saying I would. “Let’s go back to my car, I’ll take you to a place to get your fill.” We got to his car and he opened the trunk and pulled out a butt plug still in the package and some lube. He had a lot of other sex toys in a box. “Pull down your panties” I pulled them down to my ankles and he bent me over and began to lube my ass, before pushing the butt plug in my ass. “Now pull up your panties and tuck you clit between your legs. You’re going to keep that in your ass until I tell you to remove it”. We got in the car and offered me the poppers, I took them and had a snort. We drove downtown to an adult bookstore and parked behind it. “I own this store but you can’t go in the front way” He unlocked the backdoor and we went to his office. It was almost 11:00 PM. He had a bank of monitors for the security cameras throughout the store. He brought up one that looked down from the ceiling in a video booth. “That booth is locked and only I have a key for it. I am going to lock you inside without your clothes. There is a glory hole on one wall, I’m going to give you your own bottle of Rush and I expect you to service any and all cocks that are put though the hole. If any cum drips on the wall or floor you will lick it all up. You will keep that butt plug in your ass the whole time, I will be monitoring you. Now let’s put your cock sucking mouth to work.” We walk down the back stairs and there is a door at the bottom, no handle, just a key hole. I stripped and handed him my clothes as he opens the door for me. It is a dimly lit room, the walls are painted black and one has a hole in it. He closes and locks the door behind me, no handle or key hole on my side.

I knelt in front of the hole and a cock pushed through right away as if he was expecting me, I took a hit of poppers and begin to start sucking his cock. It was a nice sized cock, about 6” with a fat head on it. Sticking my tongue out and letting his hard shaft slide across my tongue as I wrap my lips around it, I can hear him moaning through the wall as he pumped his cock in my mouth until he shot his hot thick load down my throat. After I squeezed the last drops of from his cock, he pulled his cock out of the hole only to have another one appear, taking a quick hit of poppers, I begin to service the next cock. This continued for an hour, sniff poppers, suck, swallow and repeat. After an hour I was let out to go to the bathroom and have a larger butt plug inserted into my tight pink hole. This was repeated every hour, a 10 minute break, new butt plug and back to work.

By 3:00 A.M. my belly was full and my jaw sore but I was so cum drunk I didn’t want to stop, so he let me continue until the store closed at 4:00 AM. He let me out and took a flashlight to the room and saw no cum anywhere in the small room. We walked up the stairs to his office and there was a large black man in his office. He smiled when he saw how small and petite I was and dropped his pants, even semi erect, I could tell his cock was not just long but very thick. I got on my knees and I couldn’t even get my mouth around it. He stood me up and turned me around and bent me over the desk that had been cleared off. The butt plug was removed from my ass, padded cuffs were put around my ankles and wrists as my arms and legs were strapped to the four legs of the desk. The owner pulled out his poppers and had me snort some as he pulled his pants down, with his cock in my face once again. I started to suck on his 8” cock just as I felt the huge monster cock being forced inside of my hole. It really hurt as he continued to push in deeper, stretching my hole wider. He must have been 13” long. He grabbed hold of my hips as my head was grabbed and the two of them began to pump their cocks into me at the same time. The two of them roughly pumped their cocks faster and harder, calling me a slutty lil cum sucking anal sissy. I was almost ready to pass out when they both came. I swallowed his cum without spilling a drop. When the black man pulled his cock out of my gaping hole, they both began to take pictures of my butt. I could feel cum leaking out and going splat on the tile floor. After a few minutes cum stopped leaking out and the butt plug was reinserted inside of me. I was uncuffed and told to lick up all cum on the floor, I hungrily licked up all the tasty cum off the floor.

I was told to get dressed and I was given a ride back to the park. When he dropped me off he said “Be here tomorrow night at the same time if you want to do this again.” After he left I went home and crawled into bed without even cleaning up. I fell asleep with the butt plug in me and began dreaming about what I should wear tomorrow in the park.

Published by tightpinkhole now retired

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Phase 1: Softcore, then hardcore vanilla porn is discovered. Nowadays, it begins at an extremely early age thanks to the Internet (fortunately… or unfortunately)!Phase 2: Shemale porn is discovered by happenstance. Nowadays, the popularity of Shemale porn increases one’s chance of exposure to it. Traps (posted on 4chan /d/) influence the younger generation. At this stage, the fapper imagines himself strictly as a Top or perhaps a little “heteroflexible” (for Shemales and Traps only). After much...

1 year ago
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Transformation Pt3 The Sissy

The Sissy. I open my eyes and stare into the mirror. It is a male face but distinctly feminine. I am just applying the last touches to my makeup. Bright red glossy lipstick. I pucker my lips and think. "Beautiful cock sucker red lips." I notice the ever present band around my head with its glowing lights. My makeup is rather slutty, dark eye shadow, big eyelashes and my cheek bones rouged to accentuate them and of course the cock suck red lipstick. I can hear the boys getting...

3 years ago
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Forcibly transformed into a sissy

It was a warm summer?s day when it all began; I was a successful 34 year old, businessman man, with a large house, flash car, and a beautiful wife.As it was a Sunday I was out for any early morning walk, having just finished making love to my 27 year old wife Lorna, when suddenly a large black car screeched to a halt just before me.In a flash 4 burly men jumped out and I was unceremoniously shoved into the back.At the time I thought it may be some kind of kidnap attempt, little did I know...

1 year ago
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Forever Her Sissy Chapter 2

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 2 (By Purse Sissy) The drive home was uneventful and quiet, when we arrived I carried her bag in as usual...

4 years ago
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A Lesson in Sissy Protection

A Lesson in Sissy Protection -Josephine, I'll test your sissy expertise. Tell me, what is a sissy supposed to wear on her first date with a real man? -A sissy is supposed to wear enough make up to improve her appearance but not too much as to look like a whore. A sissy should definitely wear a girly dress and a puffy petticoat is strongly recommended. Also, a sissy should wear pretty lingerie because, even if she is not having sex on her first date, she needs to feel at her most...

1 year ago
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Forced to be a Sissy II

Forced to be a Sissy II By Cheryl Lynn This is a work of fiction and contains forced feminization! So if you do not enjoy forced stories, please do not send negative commentary. Commentary on story line and grammar are appreciated. This story is down loadable for personal enjoyment only. Permission for other purposes or for pay sites is strictly prohibited. Forced to be a Sissy II Matilda entered his room without knocking and quickly reached his side where he had been writing...

4 years ago
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Are you a sissy Have you worn panties befor

I have known my masterbatrix lesbian dominate almost 6 years. All started in her pool one hot night. I shocker fingered her and made her convulse when she came. After waves of ecstasy pulsed through her, she grabbed my dick, pulled my trunks down and started laughing. I dont have a small cock, but it wasnt big enough for her. She led me into her bedroom, made me strip, opened up her top drawer of her dresser. Found a pair of nylon pettipanties and threw them at me, stared me in the eye and...

2 years ago
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Becoming a real sissy for guys pleasure

Well I have been working allot and this whole week I have been just extremely horny for a hot guy to fuck me. I got home on Friday and I proceeded with getting fully dressed up as a girl to go to the bookstore / theater fully dressed so I can get guys to have sex with me as a girl as usual. it didn’t quite work out as i wanted as I couldn’t get one of the private rooms. I still went anyway and had some extreme sex with some guys in the theater side and did allot of showing off in front of...

3 years ago
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Sissy Stepson 9 Forced to Suck

Part 9 - Forced to Suck "Get over her you bitch NOW!" screamed and angry Maryann. Caroline's aunt grabbed his limp red puny dick and put the knee high. "What's a matter limp dick sissy, can't get it up for a woman, maybe you need some perversion or more man cock" crowed Aunt Maryann. "Look sister, he's getting a little stiff, he must love to be degraded" said his stepmother wickedly. "Lay down in front of my feet and Phil put a knee high on your cock and start jacking off in front of...

3 years ago
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Forever Her Sissy Chapter 1

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 1 It was It was quite an opportunity to be on this special team dedicated to a multi-year market research...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

3 years ago
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Sissy Girl Forever chapter 2

Sissy Girl Forever Part two. No going back now. Mistress was going to be certain that there would be no turning back for me. Over the next few weeks she made certain that I used my hormone cream daily. No my breasts haven't started to grow yet but I could notice some slow down in hair growth. My male wardrobe seemed to be dwindling, with more camis, blouses soft pullovers and ladies pants taking there place. Of course I have only had pretty panties and tight girdles for...

3 years ago
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Becoming a sissy slut part 4

He also had me wear a special headset with two screens to cover my eyes and speakers placed over my ears. Continuous loops of different hypnosis tracks and videos would play over and over for hours destroying any sense of my former self with the special key words planted deep in my brain. Larger breast forms were attached to my chest to allow me to get used to the different weight they presented. He told me that one day I wouldn’t have to wear them as I would have a genuine pair of my own,...

3 years ago
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Becoming a Sissy Maid for Mark and Rebecca Part One Ms Rebecca Initiates a Discussion

Becoming a Sissy Maid for Mark and Rebecca, Part One: Ms. Rebecca Initiates a Candid Discussion "I'm so glad you came over tonight Stevie," Rebecca said as she sat opposite me on another couch, a large glass of white wine in her hand. She was wearing a long, tight skirt and a pair of black, four-inch pumps. The back of her skirt had a long slit that revealed her amazing legs and the black pumps she was wearing revealed just the hint of her toes which were painted with dark red nail...

4 years ago
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I finally become a sissy gurl

When I travel for work, I have often fantasized about meeting another sissy or a daddy from the internet. But I am usually so busy that I don’t have the time or the nerve. Time can be worked around, but I worry that they may have an STD and don’t disclose it. You can get herpes from sucking cock. Some back story – For years I have been a sissy. I sucked the cocks of a core group of three friends in high school. I got really good at it. But none of them would ever agree to top me. Also, they let...

2 years ago
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Chrissie Becomes a Sissy Chapter 2

Chapter 2 Chrissie becomes a sissy It was Friday morning and I was sitting in the doctor's surgery waiting to be administered my weekly dose of oestrogen and my three month shot of Depo-Provera, which is the drug which chemically castrates me. I have been on Depo-Provera for the last three years and I could tell the last dose was wearing off as my mind was increasingly focused on submissive sexual fantasies. Nevertheless, Friday is my favourite day because I have begun to view the...

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...

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