Old Trannie Gets A Boys Virginity free porn video

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Oh dear I’ve been a bad, bad old trannie. I let a teenage boy seduce me.

I normally only go with guys over 30 at least. But this teenager contacted me on a dating site. I gave him the normal “Thanks but I’m in my 40’s you’re a bit on the young side for me” reply. However he kept contacting me on the site. He was very curious and quite sweet. I chatted with him online and he said that he would really love to meet me.

I told him if he wanted to meet me that he could find me at my local sex club. He said he couldn’t go there. After a deep thought I said it would be O.K to come round on the weekend but not to expect anything. Right on time on Saturday night he turned up. I had dressed rather conservatively that night not wanting to give him too many ideas. I opened the door and here was a very young man who must have only just turned 18.

Welcoming in I told him to sit down on the couch and got him a cup of coffee. Sitting down next to him with my legs tucked under me and my skirt covering my legs I had a close look at him. Only about 5.7” tall and very skinny. Short brown hair and clean shaven (probably only needed to shave once a week if he was lucky).

We chatted about this and that and soon got started talking about sex. I asked him honestly if he was a virgin and that it’s O.K if he was. He said “I’m still a virgin both ways” and I thought I would clarify it a bit. “Never fucked or been fucked?” he said “No”. “ How about oral sex?” He said he hadn’t done that either. Damn here was a real virgin. “Have you ever even kissed someone?” he said a couple of girls but it “didn’t seem right”. “So you like tgirls then ?” He replied that “for some reason I don’t’ really get turned on by men but something about trannies gets me going. He moved a bit closer to me and put his hand on my leg. He looked at me and asked “Is it all right if I kiss you?” After a little hesitation I told him O.K. He leaned over and gave me a somewhat awkward kiss. I told him to calm down a bit and told him to open his mouth slightly and not to rush things. I then gave him a nice long passionate kiss with just a hint of tongue. I felt his hand move along my thigh and k pushed it back a bit. He took my and moved it towards the front of his pants for me to rub his cock threw them. As I was rubbing the he unzipped and put his cock into my hand. We continued kissing while I started to give him a hand job. He pulled back from kissing and asked “Can you please suck me?”

By this time it was a case of “oh what the hell”. I got him to lie back on the couch and pulled his pants around his ankles and got my first good look of his cock. He may have been only a small guy but not his cock! A nice cut 8” absolutely rock hard. I got off the couch and got on my knees next to him and started my work licking and kissing the head of his cock. I put my lips fully around the head and rolled my tongue all around it. Then bam! He blew!Damn he had only lasted about 1 minute! I wasn’t expecting it that fast and the cum mostly flew down the back of my throat. I looked up in total surprise and he apologized for blowing so fast. I told him “That’s O.K sweetie it happens”. Then he said something really surprising. “Can we keep going?” I had forgotten how much energy teens have. Oh well I went back to working on his cock and it didn’t’ take long for him to get hard again. This time I squeezed the base of his cock putting pressure on so he wouldn’t come so fast. “You like this?” I asked looking up at him. He’s eyes where closed and I could see him biting his lip. He got himself a bit more composed and said “I love it thank you”. I continued to suck and lick up and down when he reached down and pulled up my head. “Can I fuck you?” he asked. Thinking about for a second or two I decided “well I’ve gone this far wit h him” I told him that we should go into the bedroom. I actually had to try and not laugh as I took his hand and he shuffled into the bedroom behind me with his pants still around his ankle.

Standing by the bed I took his shirt off. Oh he was so thin with a totally hairless chest. I would have to be careful I didn’t kill him ( I can get very energetic) I went and got the condoms and lube out of the draws next to the bed and put the condom on him and gently massaged the lube on it. I told him “O.K sweetie now you need to very gentle doing this at first” I then got on the bed and presented myself to him doggie style with my skirt over my waist. He got behind me and I could feel the head of cock against my ass. He kept trying to push inside me but couldn’t quite get the aim right. I reached round behind me and took hold of his cock. “Just stay still for a second sweetie I’ll help” and guided his cock onto my hole and pushed back on to it while telling him “that’s it just push forward a little” He finally got inside me and I took firm hold with my ass and to push myself back and forth on to his cock.. He put his hands around my waist and started to get the rhythm. It didn’t take long for him to get more excited and push harder and faster. “Come on baby fuck me” I told him for encouragement. “You sure you’re a virgin?” I could hear him breathing heavily. It really only took 4 minutes or so before he yelled “I cumming” and with one last thrust I heard him groan and shudder as he blew his load while still inside me.

I disengaged myself from him and sat on the side of the bed. Gave him a kiss and told him that he had very well for a first timer. I could see he was a bit embarrassed and he quickly got dressed and said “I have to go” and got out as quick as he could.

He gave me a “Thank you” message on the dating site but I never heard from him again. Well if nothing else at least I gave him a memory that will last (or haunt) him forever.

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When I returned to college after the holidays I had a new roommate. Surprise, surprise. My old roommate, Lauralee, had decided over the break to drop out of school and join the Air Force. She wanted to fly. It didn't take long to find out my new roomie had a definite fear of flying. Mary's mother and father helped her bring in her things as I walked in the door. I watched in horror as they unpacked the stuffed animals. She didn't look like a college student. No, Mary looked like Anna...

Lost Virginity

Hello, my name is Nazneen, and I just recently celebrated my eighteenth birthday a few days ago. I am a small girl with nice curves and perky boobs. I'm about five foot two in height, and weigh about 40kg. I have long black hair and black eyes. My girlfriends are jealous of me. They say guys are always checking me out because of my nice round butt. My stats are 34 28 34. I graduated from high school with honors and about to begin college at a very prestigious Institute. I didn't pay much...

Interracial

Real story How I Lost My Virginity

This is a real story about how I lost my virginity.I noticed her on the stage at my university, she was alone, wearing zippered jeans that amazingly went all the way around, from ass to cunt. I had never seen anything or anyone so sexy. As a new sophomore I was one of those guys that was still a virgin, but I was really horny and hoping that I’d get my chance soon! I was a shy guy, so it took all my bravery to approach her. I had no idea what I was going to say to her. With my heart beating a...

Nepal Beauty Virginity

Dear ISS readers!!!! This is VK from Mumbai. I have written many life time experience as few episodes by the name of Abroad encounter with Anamika!! And have got much good feedback and now back with another episode in my life when working in Nepal!! Any hot aunties and unsatisfied souls can write to me Now coming to my next episode in Nepal, let’s call this Nepal beauty as Anamika again as I don’t want to disclose the name of my beauty. Basically, she was my trainee in my firm while I was...

My First Encounter With My Facebook Friend And Losing My Virginity

Hi friends, this is Ravi (name changed due to my privacy)from Hyderabad. I am 23 years old working as a software engineer in one of the mnc. Don’t worry I will reveal my company name also I don’t care about others what they will think about myself from my company. My company name is CGI. Coming to myself I am fair looking and horny guy naughty guy having 7 inch cock.I always want to suck pussy and ass each and every thing in women body with my lips. I loves sex a lot. I am a regular reader of...

Taking My Nieces Virginity

My siblings and their spouses were inside the house with my parents and Hailey and I were just sitting on the lawn watching the sunset over the horizon. We could hear the horseshoes clanking behind us and it was a beautiful March evening. The temperature that day was mild for March in Pennsylvania and Hailey had on these tight shorts. I must admit out of all my nephews and nieces, Hailey was my favorite. We kidded around, she had my dry sarcastic humor and sometimes I couldn’t tell if she...

Drunk And Fuck Parties 8211 Part 2 Losing Virginity

Message from the Writer: Guys this is a fiction story. None of the characters mentioned in the story exists in real life. The story is written just for fun. I request you all not to mail me asking email, phone number and location of a story character. I was furious all the time at the experience I had at Suman’s house. But then I was back to normal. I started to behave normally. It was the end of December. It was vacation time and out of nowhere, Suman showed up. She didn’t come to me but...

Taking Sues Virginity

Part One: Sue was a sweet kid of 16. She was in 10th grade and decided to try out for the cheerleading squad. Sue was a very cute redhead but was still boy dumb. She had been asked out on dates but always refused them because she was afraid she would make a fool out of her self. On Thursday after school, she headed to the gym for the first day of cheerleaders tryout. She was not that good but her looks gave her just the edge to make the team. Unfortunately, one of the girls from last years...

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