I Was A Virgin Until... free porn video

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I'm going to discuss my first sexual encounter. I was 18 years old and at my grandparents house, nobody was home. I w as a pudgy boy with shoulder length hair. I was clean shaven and had secretly shaved my legs, confident nobody would see my bare legs for a while. I had crossedressed before but nothing major. But today was the day. Today I was going all out. I went into grandma's closet and tried on some of my grandmother's dresses and shoes. She wasn't very old but was slightly on the heavier side so everything fit, except her bra that I stuffed. She was quite stylish too. I had settled on a pink church suit, white thigh high nylon stockings, white classic 3in pumps, full makeup and perfume. I felt amazing. For the first time I had attained the femininity inside me. I put on her record of Barbra Streisand The Concert and sang along. Just then a knock at the door. I looked out the window and it was a cop.

He was tall and black. My heart sank. I was caught. This cop was going to make me the laughing stock of this town. At least it wasn't my hometown but what if he told grandma? Or grandpa? And then they told my mom and dad. They would tear apart my room and find the lingerie I had hidden. He peaked in the window and asked me to come to the door. I turned the music down and went to the door. He asked me to open the door. I was so scared. The color drained from my face but I had some rouge on. I opened. He asked me my name. I couldn't speak. He said that there was a noise complaint and that I needed to keep the noise down. His badge said "Walters". He had definitely noticed that I was crossdressing and young. He started to laugh and say he felt bad for blowing my spot and getting my freak on. I was still so nervous. He asked if he could come in and I was just paralyzed and opened the door, still unable to speak.

Finally I spoke in a whisper "please don't tell my grandma". I was ready to cry. "I won't tell anyone" he replied. "You don't need to be embarrassed, everyone tried it. I mean, you're on another level at this point. How old are you?". "18, I'm not from here." was all I could say, still embarrassed but what could I do? "That's a little old to be going through a phase like this. Naw, you're for real. You a full on sissy girl. Nah, shit. You a tranny." and he laughed. I started to smile a little "I just think I'm a girl inside. Like outside I'm a boy but today's the first time I really tried because my grandparents are in Florida and I got the key to water their plants so I thought I'd give it a try." He smiled "well you're succeeding. I like this little dress you got on. You look like a good girl. Are you a good girl?"

I smiled and my 18 year old cock stood at attention. I'm not big but not a baby dick either so he noticed. "I'll tell you what, you show me what kind of girl you are and nobody will hear a thing about this." he said as he started to unzip his pants. He pulled out his penis and it was the first time I had seen an erect cock in person. It was the first time I had seen a black cock as well. My mouth opened and all I could say was "WOW" as my eyes widened at this reveal. "Suck my cock girl, show me how good you are." I thought I was in a bad porno I had seen late night on tv when everyone was asleep. He wiggled his cock to taunt me. I got to my knees and grabbed a pillow from the couch. I grabbed his 8" black shaft and felt the weight in my hands. I couldn't believe how much heavier it felt than mine. I put my mouth on his cock and started to laugh. "I'm sorry I've never done this before" and we both laughed. "You want to thought, I know you do." He was right. I wanted to suck his cock. My smaller cock was throbbing in my grandma's panties. I could feel pre-cum on the panties. That was my first pre-cum experience. When I stopped laughing I opened my mouth again and started sucking.

His cock tasted like a very salty, warm, flavorless popsicle. My grandparents weren't very old but they would not approve of my homosexuality or interracial relations at all. That made it hotter. I sucked this penis as he moaned. I started moaning as well. Female moans. I had started to embrace the femininity of what I was doing. I kept sucking and I tried to deep throat his cock and gag so I could get more spit on there. I had studied how girls in porn had done it. I had no sexual experiences at all. No girlfriends and I hadn't come out yet so nobody knew I was gay and a sissy.

"You want to get fucked in your ass?" he asked. "I've never tried it." I replied, "but I definitely want you to fuck me." He pulled his cock up and said "Lets go into the bedroom. "Can I wear something else?" I asked his permission. "What you wanna wear some really sissy shit?" "Yes, she has some nice lingerie. I want this to be hot". His cock was throbbing now too. The thought of a girl like me doing things women should be doing was very arousing to him. Maybe he was on the DL and today was his lucky day too.

I went into my grandparents bedroom and picked out a pink babydoll chemise as he got a towel. Thankfully there was some petroleum jelly in the bathroom as well. He laid the towel on the bed and laid me down on it. He wanted me missionary. He scooped out some jelly and started rubbing my ass. He fingered me with one finger, generously applying the lube. It was hard and abrassive and I moaned and got a little soft. He pulled out and said "look at this" as he stroked his big dick and it kept me stiff. My asshole felt hot and painful. He waited, stroking his cock and I bent down to suck it more. He put his finger back in my asshole and by this time the pain had subsided. Now it felt weird but okay. He started rubbing inside my with his finger more and it started to feel good. Really good. He put in two fingers and kept going. I was moaning in pleasure as I sucked his stiff cock. I was ready. He pulled out of my mouth and took his position on top of me.

As he entered my ass I couldn't see it very well but I remember his hand guiding his cock in. It tickled my taint so I started giggling. When he had fully entered he moaned and I started laughing. He started slow, moving in and out maybe twice every 10 seconds. When the laughter subsided we both started moaning. I kissed him but he pulled away and said he didn't want lipstick on his lips. It had mostly rubbed off on his cock so I think he just didn't want to kiss a boy. My world was being rocked. I had no idea it would feel this good. I started to cum after about 30 seconds of fucking. It was earth shattering. He moved fasted while I came and I remained hard for the duration of our coitus. He was moving fast now, fast like how a guy fucks a girl. I was his girl. He pulled out and came all over my face. The cum shot out of his cock so hard and fast and it landed right in my face. There was so much cum. I was freaked out by it. It got in my mouth, hair, eyes and chest. The whole thing probably only lasted about 3-5 minutes but it was intense and amazing. He stood up, put his uniform back on and laughed at what he had done to me. "Gotta check in, keep quiet" he ordered me. I couldn't tell if he was just being a guy or if he was disgusted at me. He checked in, made sure he didn't smell or have any lipstick or errant cum on him and said he had to go. "Don't think you'll be taking a girl to prom hahahaha" he said as he left. He was right. I would never experience a woman. I'm the woman now. It felt amazing. I started to masturbate when he left and came.

"I need to get a dildo" I said. I was addicted. The first time was great and something I'll never forget. I never knew I wanted black cock until I had it. I was an obedient and submissive girl and he was my strong daddy. I wiped off his and my cum and started singing more Streisand for the rest of the night.

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08.08.2020
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The music pulsing through the house stirred the figure’s ancient soul. Though the music was modern, made with electronics and possessing alien sounds, the beat it created was primal. Something passed down and down and down through the generations of men from dim antiquity. The figure wanted to dance. To revel in the music and to indulge in the teenage hormones permeating the room. The figure was crashing a teenage house party. High school students flocked around, drinking beer and smoking...

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Deloris looked like any normal soccer mom, except she didn’t have any k**s. In fact, she wasn’t even married. Yet, you could find her at the local community college, helping out, raising money for the school, always with a welcome ear to listen to the students’ problems, quick with a solution. She had been doing it so long that no one ever questioned her. If someone ever asked about her k**s, the conversation was quickly changed until all forget the original question.She was in her late...

Katie is not a Virgin Anymore

They were watching a movie in the living room, and it was boring. “Can we watch something else, Uncle Dave?” she asked. “This is boring! It's for kids, ya know?” “What do you want to watch, Katie?” he asked. “I'm not really into cartoons, either.” “I don't know.” she answered. “Something for adults!” “What?” he asked. “What are you asking?” “You know...” she said, smiling slightly, knowing she was being naughty. “Something from one of the adult channels?” “Do you even know what you're...

The Devils Pact Chapter 18 Virgins

by mypenname3000 Copyright 2013 Chapter Eighteen: Virgins Visit my blog at www.mypenname3000.com. Lucifer's semen burned in my cunt as he ejaculated. and another orgasm rolled through my body. Hatred and shame burned inside me as Lucifer pulled his cock out. “Always a pleasure, Lilith,” Lucifer said, pleasantly. Then, like I was his dog, he reached out and stroked my hair before he descended deeper into the Abyss. After my attempts to seduce Mary and turn her against Mark had...

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Larissa also got up early. She took a shower and went through her swim suits looking for the one that she wanted to be seen in by this guy. She didn’t want it to look childish so the suit she selected mattered. She then was debating what she could wear and not look too suspicious to “the step mom” leaving the house. She didn’t want John to only see her in work out wear but she couldn’t really dress up very much either without drawing a lot of attention to herself. She decided on a sun...

Forbidden Fruit 2 The Beach House Virgin no more

Introduction: This is the second chapter in the continuing story of the forbidden romance of John 33 and Larissa 16. After kissing John more passionately then she knew two people could kiss Larissa returns to prepare and share a lunch with him. But he has more then lunch on his mind. Read on to find out how far it goes. The next day John got up early and started getting things ready to prepare lunch with Larissa. He had thought about her almost constantly since she had left. He couldnt stop...

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Doing the rounds No longer any sort of virgin. A Fantasy about women removing a mans virginity. Bob was an attractive young nineteen-year-old. He attended Freedom College and was a handsome young man who was however still a virgin. Two terms at the college had not managed to get off with any of the attractive young women and it made him very depressed. He made friends with girls but it never seemed to develop. One evening he got very drunk and made the mistake of mentioning it in...

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Going Back Home to Lose My Virginity to Virgins

Introduction: First this is a story about how I lost my virginity to my best friend, there is a part 2 to this that I might post depending on how I feel. However, PLEASE REMEMBER YOU DO NOT HAVE TO READ THIS STORY AND LEAVE ME RUDE COMMENTS. I KNOW FOR A FACT THAT I MAKE MISTAKES AND I AM NO ENGLISH PROFESSOR! I write the way I speak and my English does NOT stand up to certain individuals standards OH WELL thats life. ENJOY THE STORY AS MUCH AS I ENJOYED WRITING IT! Have you ever given the...

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How I seduced and devirginized a shy girl from church

Cindy was my best friend’s sister, and we had gone to Sunday School together for years. I had noticed that she was a pretty girl with long brown hair and very large breasts, especially for a 18 year old. But she was a shy and quiet little loner who also seemed devoutly religious. I didn’t know her very well. So, imagine my surprise when I came in from school one day and my mom asked me if I would like to take Cindy to a movie. As mom explained it, she and Cindy’s mom were...

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