First Time Porn Stories
Page 672

Str8 Guy Seduced By A Tranny (ch1)

Str8 Guy Seduced By A Tranny (ch1)

For a str8 friend here at xHamster... who is a fan of my writing and when I told him I would write a story with him in it... I'm not sure he knew what he was getting into..

Chapter 1

~~~~~~~~~~~~~~~~~~~~~~~~~

To say I was nervous was a bit of an understatement... but I was also very, very excited. This was my first time putting it out there in a big way.

Back home, I had gone out a few times and was completely passable... I guess I should explain more...

I am Lexi, that is my girl name... I was born a boy, or I should say... Continue»
Posted by TomStone90045 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
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My sexy neighbour - Beautiful mature

Two years ago (18 at the time) there was a hot summers day, a real scorcher, so I thought id crack on with some gardening, I grabbed the the lawn mower from the shed and plugged in the extension and proceeded to mow the lawn. I was getting awfully hot from the heat so I got a drink of water and I took my top off and continued to mow the lawn.

I got half way through when I heard a female voice calling my name, I thought for a second, realising I did not recognise the voice, I turned around to see my neighbour showing quite alot of skin, she is in her early 40s, she had a gorgeous low cut to... Continue»
Posted by olie4054 4 years ago  |  Categories: First Time, Mature  |  
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BBW ADVENTURES

I was at the club chilling. Just had a smoke of some bob marley jammin on the dance floor to that rude boy reggae.the bass. Was hittin and there she was!!short busty and thick in the right places latina!!we made eye contact and I instantly knew it was gonna happen!!we continued this serious eye contact as the music began to fade away as I concentrated on this fine ass woman and she was doing the same !!!laughing with her girls giggling... I finally seen my chance to make my move...I got up from the table I was sitting at an walked towards her ..befor I walked by her I reached out and took her ... Continue»
Posted by oneluckydude4bbws 4 years ago  |  Categories: First Time  |  
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first anal with Ex girlfriend

Another true story, this time with my old girlfriend.
This is the chick I worked with at the factory from previous stories.
We were sitting around watching tv after dinner one night at her house and had not really been dating all that long. Out of no where she asked, " You ever try anal"? I said yeah a couple of times with the ex-wife to that she replied "Well, I'm not into that" I said it's ok, I like it but we don't have to do it if you don't want to and that's all there was to it. We went to bed and had our normal good sex then went to sl**p.
A week later, we were at my house and ... Continue»
Posted by cooterliker 4 years ago  |  Categories: Anal, First Time  |  
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My crush turned into to my sex doll pt 1

This is a true story all of my stories are true unless said otherwise, It all started 9 years ago when i was 14 in summer school,i was very sexually experinced cuz i lost my virginity at 12 with a 18 year old and she taught me alot nd i learned from plenty of prn at the time. (i failed math lol). It was the first day of classes and i was already pissed that i was going to waist the the whole month of July of my summer , being stuck in a bullshit class, but that all changed very quickly when she walked in. Her name was Karithy, a thick not fat but thick Indian girl with a big ole booty and b... Continue»
Posted by alwaysfresh 4 years ago  |  Categories: First Time, Taboo  |  
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My Sexual Fantasy

I try to open my eyes but all I see is darkness, blindfolded I'm guessing. I never heard them come in, normally I'm a very light sl**per but for some reason I didn't wake up until I was bound, gagged and blindfolded. I could feel the ropes around my wrists and ankles, the ropes were soft so at least my captors were considerate by not using the harsh nylon stuff. The only thing I can hear is whispers because the music they have playing is drowning out any sound, probably to muffle any screams that may escape my lips, as if I could scream anyway with the gag in my mouth. New thought, the gag... Continue»
Posted by justthe2ofus 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Confessions of a chronic Masturbator!!!


Ever since I was a k**, i heard stories from the other girls in school about the penis. To me the penis became somewhat of a mystery that I wanted to be a part of but never had the courage to be a slut like the others. Mostly because I was overweight and did not have a great clothing sense.

I went online almost everyday and checked out pictures of guys showing off their "dicks", It was amazing how everyone seemed to have a different kind. Some thin and long, some short and thick, some bent like a banana and some with a big fat head. There was no shortage of guys who were showing them off ... Continue»
Posted by chuckwentfishing 4 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Spanish Teacher

When I was 18, still a virgin in my last year in High School, I took Spanish, a class I had taken for the previous 6 years. But there was more than one reason for that though.

I was so hot for my Spanish teacher, Mrs. Monica. She was in her late 40's and was a little on the heavy side but that had it's advantages. She was fairly short but had enormous tits and the biggest ass you'll ever see. I used to masturbate about having anal with that fat ass every time she bent over, in fact, she was the first person I jacked off too when I was 12. But, of course she was a teacher and this was just a... Continue»
Posted by Cumforu10 4 years ago  |  Categories: First Time, Hardcore, Mature  |  
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A House party and my girlfirends young teenage cou

This is a story about something that happened to me when i was in my early 20's, i haven't shared this story before but after reading so many brilliant stories, i felt compelled to write more.
It was a Hot & Humid summer Friday after work and my girlfriends f****y were throwing a house party to celebrate my girlfriends dad's birthday. All of my girlfriends f****y were there her s****rs, her cousins, aunts & uncles. In paticular her two teenage cousins were there, these two teenage girls dressed beyond their age and seemed very permiscuous. My eyes would wonder over to the legs and cleavag... Continue»
Posted by romeoke30 4 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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My time in prison.

So I was in prison for about 4 years on some false charges, I was 18 when I first wen in, about 5'9", the months while the trial was going on I worked out, thinking it would help me in prison, because I figured I was probably losing. With long dark brown hair, and almost hairless body, it just made me look like more of a pretty boy. Anyway, I lost, and had to go to prison.

They threw me in a tight cell, just 2 bunks with thin matresses, 1 blanket, 1 pillow, a sink and a toilet. I looked at my new cellmate, Billy, who was just reading a book, he was huge, probably 6'3" and arms as big as my ... Continue»
Posted by suckmedry69 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Early years part2

Following in on from last post I now put plans to catch parents fucking .I had trouble getting spy holes sorted first I managed to make small hole in living room corner this I was please with & waited chance to use it. Finally as i said dad worked away & came home only at weekends.Come Friday evening I could see mum was hot for fucking & I managed to catch her at washing machine she was rubbing her cunt on the corner & when it moved to spin she went crazy & let out loud groan.I ran in making out I had not been watching & asked what was wrong she was very flushed & said nothing.
That night Dad... Continue»
Posted by parentwatcher 4 years ago  |  Categories: Anal, First Time, Voyeur  |  
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FUCKING AT THE BAR AFTER CLOSING

I JUST WATCHED A VIDEO WITH VANESSA CHASE THAT BROUGHT BACK A VIVID MEMORY OF A NIGHT THAT I FUCKED LORI IN THE BAR AFTER CLOSING TIME. I WAS TENDING BAR AND LORI AND HER 'OLD MAN' (HE WAS 50 AT THE TIME, SHE WAS JUST 21), ANYWAY THEY WERE REGULARS AND SHE ALSO PLAYED 3RD BASE ON THE GIRLS SOFTBALL TEAM THAT I COACHED. WE SPENT A LOT OF TIME FLIRTING AS I GOT TO SEE HER ON AN ALMOST DAILY BASIS. SHE AND HER BF ALWAYS TOOK THE TWO SEATS AT THE END OF THE BAR NEXT TO THE STOREROOM. MANY TIMES THE JOINT WOULD BE PACKED AND SHE WOULD BE STANDING AT THE BAR OPENING AND I'D HAVR TO SQUEEZE BY TH... Continue»
Posted by vukey 4 years ago  |  Categories: Anal, First Time, Taboo  |  
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Our best vacation EVER! (Revised)

Hello my name is Mike, and with me is my wife Kate. We are new to this site, but would like to share one of our best vacation experience ever. Me and Kate were to meet up with some friends at a beach house in another state below us. We were meeting our friends Jake and Kim (the names have been changed to protect their identity). So these friends of ours are kind of a bore. They have no fun ever, and have no sex life at all, but me and Kate think its because Kim is really over weight and her boyfriend is super skinny, so they never have sex. Anyway when we meet up at the house its great! Three ... Continue»
Posted by Mikekate10 4 years ago  |  Categories: First Time, Group Sex, Voyeur  |  
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The Dream - Part 2

“Take your little pink tongue and lick me.” Hanna gave a little whimper then took her tongue and lightly ran it over the tip in her mouth. The salty, heady taste exploded over her taste buds. Without wanting to she noted that he tasted good. He tasted of virility and of aroused man. Her teeth grazed over the head lightly and she heard his sharp intake of breath. She thought he would ravage her lips with his massive cock then, but he surprised her by sliding out slowly and then drawing her to her feet. His kiss was gentle; tender even and Hanna could take no offense. Her thoughts and fe... Continue»
Posted by parkerprose 4 years ago  |  Categories: First Time, Hardcore  |  
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Sex, d**gs and... Part II

She had a serious look on her face and made me promise. She probably had the same uncomfortable feelings as I did about the whole thing.

Years went by and we never did talk about it. I thought about it often, and two things began to bother me: we didn’t have actual sex, and that we pretended the whole thing didn’t happen. Especially after that final warm hug, how could we walk around and live our lives and not acknowledge it once, ever? You mean to tell me it was just a one night aberration? I know we’re b*****r and s****r, I get it, to someone reading this they might be thinking, “Gross!”,... Continue»
Posted by jaymz76jaymz 4 years ago  |  Categories: First Time, Taboo  |  
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The Dream

She was dreaming again and she knew what was going to come. One minute she was working, trying to stay awake and keep the nightmares at bay. The next thing she knew she was in a room lit with firelight and waiting…for him. The air was sweet from scented candles; a storm outside moved the trees in a haunting rhythm. Everything was so sharp, so clear that for one brief moment Hanna thought that she was awake after all. But then, from out of the corner of her eye, she saw the shadows converge into the shape of a man. A frighteningly stunning man with long hair as black as night and eyes li... Continue»
Posted by parkerprose 4 years ago  |  Categories: First Time, Hardcore  |  
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Mature ex mother in law (The Story)

ok well .....i met her daughter 5 years ago and got married 3 years ago. the whole f****y got along fine with me. we went on trips and did a lot of stuff as a f****y. until a year and a half ago her daughter cheated on me with one of her co workers. her mother (widowed) was ebarrassed at the fact that her daughter cheated on me, and also stated "i didn't raise no daughter to be a slut". she told me i was her best son in law and i didn't deserved to be cheated on. so months later her daughter and i got divorced ..but her f****y are still in good spirits with me and i still get along fine with t... Continue»
Posted by putoricanxl 4 years ago  |  Categories: First Time, Mature  |  
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Cyn's Seduction - Part Three

Dinner was quiet with Cyndi not really looking at us or participating in the conversation. Zach and I took pity on her and kept up lively stories of fun with the f****y in our youth. These she seemed to enjoy and I saw her finally start to relax toward the end. After cleaning up I saw her tense up again for the night was young and there was really nothing to do. She excused herself and went up stairs early.
“She’s wound up tighter than a spring.” Zach noted and I grunted an agreement as I built a fire in the fireplace. The nights were still a little cool. “Any more and she might exp... Continue»
Posted by parkerprose 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Aunt Ljubica

Unready to me slowly woke me draw sheet. Trying to hide the smile that pretended sl**p.''After my d***kenness d**garmi's wedding took me to sl**p at a friend's Marina.''further and pretend sl**p.I felt like caressing and playing with my dick, I moved up, down. With a hand squeezes the eggs. I just keep quiet and enjoy.I felt like pulling my foreskin back forward, then felt the humidity and heat of her mouth. Slowly I began to smoke but you can not recognize. The desire to put the faster was stronger than that of pretending sl**p. When I opened my eyes I felt a shock.It was Marina but mother an... Continue»
Posted by LostFucker 4 years ago  |  Categories: Anal, First Time, Mature  |  
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Young Explorations (Part 2)


The next morning when Helen got on the bus, she said hello as every morning. In reply I just said: “now it’s your turn”. You looked at me questioningly and I explained that now that she has seen and touched my cock, it’s only fair that I see and touch her pussy. She said it’s impossible, not in the bus. She went to a strict convent school and her uniform went down to well below her knees. Then she suggested something. “I can cut my pocket for you.” It took me a few seconds to understand how that is of any use to me. Without replying, I fished a pair of small scissors from my bag. She said “n... Continue»
Posted by KeiranX 4 years ago  |  Categories: First Time, Voyeur  |  
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