First Time Porn Stories
Page 484

Caught by Bobby's Mom

My best fiend growig up was Bobby. We were both 14 and had niether been past first base with a girl. His parents were divorced and he lived with his mom. One weekend I was staying over at his house Friday night before his father picked him up on Saturday morning for the rest of the weekend.

Bobby's mom was tall and slim with long curly blondish hair. She had very long legs and not real big boobs. I had always thought she was a little sexy but she didn't wear a lot of revealing clothes although she almost always wore nylons. I sometimes would catch a glimse of her boobs in the mornings when... Continue»
Posted by mnranger 4 years ago  |  Categories: First Time, Mature, Voyeur  |  
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First time milking my prostate

I don't exactly remember when I first got the urge to pleasure my asshole but I'll never forget how good it felt when I slid my finger up my ass for the first time. I have never been attracted to men in a romantic way but I do love cock and consider myself a bisexual when it comes to sex. But my first love is women and I just don't see myself ever being in love with another man or in a relationship. As I got older I began cumming in my mouth by lying against a wall and putting my legs over my head so I could aim my cock for my mouth. The first time I chickened out and closed my mouth before my... Continue»
Posted by Fatdick604 10 months ago  |  Categories: Anal, First Time, Masturbation  |  
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Willy gets laid

Willy gets Laid

Talk about the right place and the right time! I had waited so long to lose my virginity I had almost given up hope. I joined a dating site and went on a few dates but at 33 I guess my insecurity told and the dates went no further. I had always been so shy, too afraid to really talk to women or if I did I immediately adopted the ‘friend’ position. As such I have long been a shoulder to cry on and nothing more.

I had met a woman online, she seemed really lovely and we had gone out a couple of times, amazingly she said yes whenever I had plucked up the courage to ask her ou... Continue»
Posted by Matt4fun 4 years ago  |  Categories: First Time, Mature  |  
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Patrick

Patrick was tall and slim, with great brown eyes, a sallow complexion and long silky brown hair. He had the elegant hands of a concert pianist, with long fingers and manicured nails. He didn't play sports, preferring more intellectual things, books and music. He got a hard time from the other boys who regarded him as effeminate and called him Patricia, referring to himm as "her" and "she". It was cruel. He was shy as a result of this and never used the urinals, instead locking himself in a stall even to take a pee. He nevr used the communal showers, preferring to shower in his room.

His roo... Continue»
Posted by Hangdog90 4 years ago  |  Categories: First Time, Gay Male  |  
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first time with cousin......

When i was 13 (in 1980) my f****y took a trip to Mn. to visit my dads f****y. We were stay at my anuts house ( she had been a single mom for about 8 years) who had 8 k**s 3 boys all in there 20's and 5 girls. A set of twins 18, Mary who was 14 and another set of twins 11 (cindy and mindy). They all lived on a big farm with a pool and hot tub. Mary was about 6' tall with large breast for a 14 year old( 34D ), brown hair and legs that went for ever. I knew that sex with f****y was wrong but i would jackoff at night with thoughts of her.

We were swimming and playing other pool games when i hap... Continue»
Posted by Bri696901 4 years ago  |  Categories: First Time, Taboo  |  
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Doctor Peters

Doctor Peters I

Angela Meyers opened the door to the medical suite. Perspiration made her yellow cotton sun dress cling just under her ‘D’ cup breasts. It wasn’t that hot out. The perspiration was mainly due to nerves. She had not been to see a doctor in nearly two years. When old Dr. Griffin had retired his patients and files had been taken over by a young physician just out of med school. Angela had never met Dr. Cynthia Peters but she had received the letters informing her of the change. Now facing the most embarrassing problem of her life, she and Dr. Peters were about... Continue»
Posted by jw1137 5 years ago  |  Categories: First Time, Lesbian Sex  |  
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Mother in law

What can i say about her, Peg, well she is a very selfish woman, but at 67 still has a good body on her. I used to go to her house and do different jobs for her one day i waas cutting the hedge in the dark stupidly, and when we were clearing up i fell in the fish pond....it was deliberate, i knew i'dhave to shower and dry my clothes...she thought it was very funny. I showered and she put my clothes on the radiator in the dining room and i poured a glass of wine from the bottle i had bought with me..... i drank it fairly quickly and followed this with another, i had on nly a towel....she alway... Continue»
Posted by sumotoad 5 years ago  |  Categories: First Time  |  
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My First and Only Gay Expirience

I am not sure if anyone will ever read this but I would like to start off by saying a few things:
1) This is story is real.
2) I have never shared this with anyone and I feel that the anonymity of this site and the nature of its content is appropriate for me to share this without fearing any real repercussions.
3) Although this is a story that talks about a homosexual experience, I wouldn't call myself gay. I believe sexuality is a spectrum and I lie closer to the heterosexual side of that spectrum (although i do enjoy watching gay porn from time to time).
4) This story ended up being lo... Continue»
Posted by sam_i_i 11 months ago  |  Categories: First Time, Gay Male, Masturbation  |  
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The niehgbor boy

It became a rutine, every saturday when my parents left, I would spend hours and hours playing with a toy I had gotten from old unused stuff in my house, sucking it, deep throating it, ramming my ass with it. Though the rest of the time, I was strait, even had a girlfriend, and had sex with her, it was lovely. Still, saturday nights, I would be in my room fucking my own brains out with my toy for hours and hours, and eventually we broke up.

When I was 16, we moved away from there, and somehow my toy was lost, for months I went without my ass being touched. I was able to make friends with m... Continue»
Posted by suckmedry69 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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wife's first black cock

My wife was never into black cock even though I tried talking her into it so many times just wasn't her thing, anyway we decide to try a swing house not too far from where we live the gentleman they have show us around happened to be black and his name was Chris as we're taking the tour I bring up how she's never been with a black guy before of course he gets a big smile on his face she just gives me this dirty look..lol..
Anyway after showing us around he said hope you have fun and he leaves I keep teasing her and she just says not going there over and hits me.. I take her into a room with a... Continue»
Posted by ranmanrd 1 year ago  |  Categories: First Time, Interracial Sex  |  
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My s****r gives my first bj

I was 16 and aching for my first sexual experience. My dick would grow hard at the mere sight of an attractive girl but I couldn't get the courage to ask one for a date.
I felt like I was somewhat attracitve; I was 6'1" at the time and I was on the swim team. I had quite a bit of muscle definition.
My s****r was 17 and one of the attractive girlas at school; long brown hair, cute face, tight ass and medium sized boobs. She dressed conservatively but I got to see her in her pajamas. She had quite a body.
Both of our parents worked so we had the house to ourselces in the afternoons. One day I... Continue»
Posted by bufffreak 3 years ago  |  Categories: First Time, Taboo  |  
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first time sex experience

this is my first sexual experience. i was very young and it wasnt with a stranger babysitter or anything if you have a problem dont read it.

My first sexual experience was when i was very young and it was with my mother. she taught me a lot about sex, she never threatened or told me not to tell but for some unknown reason i never told any one except two people. the first time was only masturbation. we were living in an apartment in washington state. we were laying on the floor of the living room watching tv and she had just put my little s****r to bed. since i was older i could stay... Continue»
Posted by theholydiver35 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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Busted

I know you're married and you have k**s and stuff, but sometimes I wish you didn't so that you and I could be together." I was speechless and unable to respond. "Do you ever think about me that way? I mean, what it would be like to be with me?"

"Yes," I finally admitted. "I do sometimes."

Jenny closed her eyes and lifted her face closer to mine. I knew I should push her away, tell her no, take her home and forget all of this had ever happened. But feeling this nubile teenager so close to me, knowing how badly she wanted me, I was powerless to do anything except close my eyes and lower my... Continue»
Posted by koolstuff 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Three's Company!

Well, one night a group of friends and I had decided to go out for a night of drinking and dancing. Mostly girls I worked with but a couple of the guys tagged along too. We started off with something to eat, then started club hopping. Drinking and dancing from bar to bar, getting slightly more loose as we went. Late into the night/early morning, a few of the girls decided to go to a club that didn’t even open until 2am to finish out their night of partying. I was pretty lit by this time and was really wanting to just go back to the apartment we were all staying at that night.

Luckily, ... Continue»
Posted by Hottmom1975 7 months ago  |  Categories: First Time, Group Sex, Hardcore  |  
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first time with my ex girlfriend

I had a frustrating and long relationship with a girl in high school. Her name was Megan. She was 5'3, 115 pounds, blonde hair, and a truly beautiful girl.

Anyways, to make a long story short, she ended up finding another guy, and they began dating shortly into my senior year of high school. I was devastated, and began hooking up with other girls, but truly still loved her. We kept texting, and remained very close, almost too close, and she was in a relationship with someone else.

It was winter break, and I had just returned home from our holiday basketball tournament, and she texted m... Continue»
Posted by cutedave24 5 years ago  |  Categories: First Time  |  
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The Awakening during a Fishing Trip

I was entering High School this Fall and I had never contemplated or even considered any type of relationship with another boy.

Consequently, when a friend of mine and I headed away on a fishing trip for a few summer days, I had no expectations of other then a great time on the river catching plenty of fish, cold beers, and generally having a great time together. The first day on the river was absolutely magnificent, glorious sunny skies and calm winds.

That evening, we had a great meal of fresh fish, some cold beers, and were completely happy in each other's company simply looking at th... Continue»
Posted by kbking70 3 years ago  |  Categories: First Time, Gay Male  |  
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Teacher, Teacher Ch. 02

I awoke Sunday morning to bright sunlight streaming through the open window and stretched my tired and surprisingly sore body, my morning wood quickly bringing back memories of yesterday. I stroked it a few times, my hard-on once again totally invigorated and ready to go until I realized how bad I had to pee. I looked at the clock and realized I had been asl**p for almost ten hours and didn't remember getting up during the night to go to the bathroom as I normally would.

I stretched again, feeling my back muscles tighten up slightly and pushed myself out of bed. As I stood, my back ached ev... Continue»
Posted by Itheswag 2 months ago  |  Categories: First Time, Mature  |  
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My First Time

I was at a f****y wedding, at the age of 1*yo,and had a few glasses of wine n champagne, to be honest I was as we say 'bladdered', my dad's friend David, about 47yo offered to take me home so as not to spoil the party for the others, I ended up in his car half awake and he stopped in a lay-by asked if I was ok? then he told me I was a beautiful girl n really sexy in my white silk blouse n grey skirt, a real hottie as he put it, then he leant over and kissed me on the mouth, half concious I kissed him back ,I sort of remember him pawing my tits and then he put my hand on his lap and ... Continue»
Posted by AJBBWUK 4 years ago  |  Categories: Fetish, First Time, Mature  |  
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Unexpected visit

It was a warm summer day and I was sitting at home bored, so I put in a porn video to watch. After about ten minutes, I hear a knock at my screen door. Suddenly realising that I had left my door open, I scrambled for the remote to turn it off. I stood to answer the door and saw that it was my next door neighbors daughter Ashley. I had known her for years and she often did odd chores around my yard for a little extra cash. I invited her inside and offered her a soda to drink. "No thanks, I'm fine", she answered politely. Embarased about what she may have seen on my tv screen before I turned off... Continue»
Posted by moviemonster 4 years ago  |  Categories: Anal, First Time, Mature  |  
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I remember my first getting my first time blow job

we lived about two blocks from the rail road tracks and i had to cross them on my way to school and back home.I was bout 14 yrs old at the time. i had gotten out early and was my way home. I noticed that there was these big bushes that one could hide in, i stopped by to check it out and I saw a hobo there and he was drinking a bottle of wine, he asked me if i wanted a drink, i said yes and sat down on a milk crate and took a big sip. we just talked a while, then the wine was gone, but he pulled out another bottle from a bag, off ered me another drink and i a took a drink. after awhile, he was ... Continue»
Posted by 1superhornyguy 2 years ago  |  Categories: First Time, Gay Male  |  
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