First Time Porn Stories
Page 463

Making the Rounds

Ever since I was a little k** every summer I would go stay with my grandparents. And almost everyday I would go with granddad to "make the rounds." Granddad was a handyman. He had a little pickup truck with some tools in it and he carried a toolbox with a few tools and people would call him to come by and fix stuff or do some odd job.
As I got older I noticed that sometimes granddad would take his tool box inside some houses and other times he went in without it. Most of the time that he did take the tool box I was allowed to follow him and watch him as he worked. The times he did take t... Continue»
Posted by zimabean 3 months ago  |  Categories: First Time, Mature  |  Views: 2748  |  
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Aunt Christine

I was coming home in the summer of 1958 from a night out with my buddies. I was 16 and horny as a toad! I was a virgin and had a constant hard on. My parents were on vacation and my Aunt Christine was staying at the house to make sure that I didn't get into trouble. She was a surprising choice because she supposedly had a checkered past. She liked her booze and her men. We lived in a duplex so we always used the back door. As I walked past the living room window, movement caught my eye. I stopped, looked through the window, and saw people wrestling on the couch. After a closer look, ... Continue»
Posted by dollarbill365 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 7443  |  
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Breaking in a New Guy

Years ago I had a young guy answer an ad I had placed online. He saw my ad and thought I seemed sane and cool so he sent me his stat and a faceless pic of his body. He was 19, 5'7", 130, and had a cock that looked to be maybe 5" cut and thin. He said he was straight but curious and really horny and liked my ad. We Emailed for a few minutes, chatting about what we liked, etc. He was nervous and had only had sex with a couple of girls, neither of which sucked his cock very well and didn't swallow. I asked him what got him curious and he said that one time, not too long ago, he was on CL he was c... Continue»
Posted by kbking70 1 year ago  |  Categories: Fetish, First Time, Gay Male  |  Views: 1171  |  
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My real first gay experience

I was 15 at the time and a friend from down the road came over to my place that evening. He (Chris) and I were going to wake up early and head out fishing the next morning so he stayed over to get an early start. He was only a year older then me and taller with a thinner build then me.
We got talking about girls and a girl that lived down the street from us. We both wanted her bad but neither of us had been with a girl yet. I had some porno mags and asked him if he wanted to look at them. Now we had looked at them before and jerked off in front of each other but nothing every happened.

Thi... Continue»
Posted by saddatey 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  Views: 2064  |  
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Jilnar Jardaly جلنار جردلي Fucks a Schoolboy

Hi guys!

I've always loved young cock. I'm a very lucky girl to have a junior a high school just down the street. There's nothing like fucking a nice young teenage boy, taking his virginity and giving him an experience he'll never forget!

I watch the clock all afternoon and, soon as school is out, I'm out on the front yard getting wet and sudsy washing the car in my white see-through dress (with no underwear) or bending over picking my flowers (with no panties) giving them a horny eyeful as they pass by.

When they stop I always entice them in seductively offering them a cool drink or ... Continue»
Posted by JilnarJardalyLustCum 1 year ago  |  Categories: Celebrities, First Time, Taboo  |  Views: 1423  |  
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My first time - a true story

I was young and had lived a very sheltered life as a youth. I'd never considered myself gay nor even entertained thoughts of sex with men. As I graduated from high school I decided to join the military and was only 17 when I went to boot camp. By the time I graduated from boot camp and transferred to my first permanent duty station I had only barely turned 18. My first unit was in Germany, thousands of miles and an ocean away from the safety of home. I flew into Frankfurt and then was transported by bus to my unit. I made my way into the company barracks and checked in with the charge of q... Continue»
Posted by fordmed 2 years ago  |  Categories: First Time, Gay Male, Interracial Sex  |  Views: 4792  |  
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first threesome with my girlfriend and my best fri

Id like to tell a story of my first threesome experience, this is my first story so please be gentle and comments are much appreciated. The story was between me(22), my girlfriend(21) and my best friend (22). I have changed the names but the story is true.
My girlfriend Katie and I have been together for three years and are totally happy with our relationship, we have great sex together and love trying to new things. Lately we had talked about have a threesome, she wasn't too adament about inviting another girl which was okay with me because I was really interested in watching her with ano... Continue»
Posted by fisher4890 1 year ago  |  Categories: Fetish, First Time, Group Sex  |  Views: 6464  |  
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Soccer Mom's Big Discovery

My name was Josh, I was a normal 18 year old lad who lived in a quiet village with this parents. One Sunday morning I awoke as mom entered my room. She walked towards my bed in her normal morning attire, a shortish robe that looked a little worse for wear held together by a tie round the middle. My mom leant over as she was leaving a cup of coffee by the side of my bed. As she leant over her robe splayed open a little at the top allowing me to get a quick glimpse of her big tits hanging free in her robe. Now don’t get me wrong my mom isn’t a model or anything, actually she is in her early 40’... Continue»
Posted by PornApocalypse 1 year ago  |  Categories: First Time, Mature, Taboo  |  Views: 9695  |  
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Lunchtime cock worship

I was a boarder at a private all male school in Ireland. There was this guy called Oliver who was on the swim team same as me. He was very well endowed, in fact the biggest in our school I reckon. But he was always making homophobic comments.

One day when we were in the changing room after practice he caught me peeking at him - I was fascinated by his size and girth, he was much bigger than I was. He said I was a dirty fag.

Then I asked him how ong since he had a bow job and he said not since school started in September when he last saw his girlfriend - it was halfway thru October and ... Continue»
Posted by Hangdog90 2 years ago  |  Categories: First Time, Gay Male  |  Views: 1240  |  
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Pillow Princess

“Hey Bran.”
I looked up from my studies just in time to get hit in the face with Suzu, Amy’s teddy bear. I blinked in shock as she screamed, “Bear attack!”
“Jerk!” I squealed, and threw it back at her. She caught it cleanly and grinned wickedly, rearing back to throw it again. I scrambled to sit and get my hands up.
Amy had lettered for four years in softball in high school, so the match wasn’t very even. She took it easy on me and I managed to block it. I tried to fake her out, but she was too good and caught it again. By this ti... Continue»
Posted by alsosprachzar 4 years ago  |  Categories: First Time, Lesbian Sex  |  Views: 1760  |  
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Sally and Scotty

Scotty was in his room studying for the big exam, when his s****r walked in. Scotty looked up and seen his s****r in her very thin white night shirt. Sally stretched across his bed, to chat for a bit. She looked at some of his books and asked if he needed help with studying.

Scotty said she could help him by asking the multiple choice questions. Sally said ok, and had made it a fun game of strip answers. If he got the answer right, she would have to take clothes off, if he was wrong, he would remove clothes.

Note: Sally has on, a bra, panties, socks and night shirt. Scotty has on s... Continue»
Posted by loloishorny 2 years ago  |  Categories: Anal, First Time, Taboo  |  Views: 2449  |  
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Dad and Me

I lived with my dad after my parents split up. One night my dad was out drinking, so I figured I might as well have some fun, I was in my room, totally naked, looking at one of the many porn mags my dad has lying around. I was 14 and realized that it turned me on looking at the men as well as the women, but had never seen or touched another mans hard cock in real life.

This book had lots of guys in it and they all had big sexy hard cocks, one was bigger, and better looking then all the rest, and I was looking at a full page close up of this guys cock, stroking away wet and hard as hell and ... Continue»
Posted by trysexual 4 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 6704  |  
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First true cuckold experience.

This is the true story of the first girl who really cheated on me.
I had experiences before this. I highly recommend reading my first story posted on my profile.
You'll have a lot more information, and will be able to get a better understanding of, where I am coming from.



This is the first time a was a true cuckold.
It was about 5 or 6 months after my experience with Celina, I had moved on a little but not really.
I was still hanging out and skating with Colton and Christian(Who is Celina's little 8roth3r)
School had started we were all trying to adjust to the new pace, trying to f... Continue»
Posted by Fiveinchreach 25 days ago  |  Categories: Fetish, First Time, Voyeur  |  Views: 4340  |  
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Mike

His name was Mike and I had known him since he had started delivering my paper at the age of fifteen. Since I was only twenty at the time and I was comfortable with teasing him about his heartbreaking good looks, he quickly realized that I was gay and dedicated to corrupting him. He was 5’9” 140 lbs. with dark eyes and dark shoulder length hair on a tanned and leanly muscled frame. I was looking forward to his coming of age.

Over the next three years, we brought the art of flirting to a new height. Of course by this time I had pretty much resigned myself to the fact that he would neve... Continue»
Posted by joeblow370 3 years ago  |  Categories: Anal, First Time, Gay Male  |  Views: 823  |  
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Milf & 2 Boys

Tim and Jeff had hated Billy for the longest time. Ever since grade school they looked down on him with nothing but scorn and envy. They were both bitter, hormonal teenagers, 18 and angry at the world. Since he was little, Billy had led a carefree, happy life.

Billy's mother, Amy Robertson, was an attractive woman in her mid 30s, who loved her son very dearly and walked him to school every morning. It was this kind of smothering which led Billy to have quite a sheltered and wimpy personality, which Tim and Jeff loathed him for. They had always been bullies and "fish" like Billy were easy pi... Continue»
Posted by pornofiend 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 1998  |  
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Best Sex with My Best Friend

I bet you have read a lot of stories where happiness is the ending. I am sorry to tell you this but this story is not one of those happy endings. It is a rather sad story.
(Fictional story)
Let me begin by painting a picture for you.
It was the time of the year when c***dren started waking up early to be sure they wouldn't miss their bus. Those who were fortunate enough to have to chase after the bus because they wanted to continue to enjoy sl**ping in were able to get their exercise in early as well. Luckily for me, I did not have to catch a bus. I was able to drive myself to school. As I ... Continue»
Posted by totalrandom 1 year ago  |  Categories: First Time, Gay Male  |  Views: 2200  |  
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My friends mum. Kate and Me.

The following tale happened to me when I was 17 years old.

I was sl**ping at friend’s house, as we got d***k at a party earlier that day. I got slightly too d***k for my liking and decided I would make my way back to his on my own and call it a night; though they made fun of me for not being able to hold down my alcohol I secretly didn’t give a shit as I wanted to be with his mum as she is hot as fuck.

Kate was going through a divorce at the time and lived alone and liked me due to always lending a hand when she needed so we got on well. On my way back the heavens opened and it started t... Continue»
Posted by twitch_ed 3 years ago  |  Categories: First Time, Masturbation, Mature  |  Views: 4579  |  
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One of my favorite fantasies

I was sitting at the bar at a local nightclub ,just watching everybody having a good time when I notice a blonde couple at the table closest to me .the bartender hands me a drink and says that the couple bought it for me and invited me to join them at their table . They introduced themselves as Don and Tiffany we talked for a while ,and then Tiffany asked me to dance,I look over to Don and he gives me a nod.We went to the dance floorand danced to a classic rock song when it ended a slow love song came on so I turned to leave She grabbed me by my balls and turned me around and gave me the most ... Continue»
Posted by diamondave65 2 years ago  |  Categories: Anal, First Time  |  Views: 1863  |  
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My b*****r and Me, his first time making luv

My b*****rs first time

Me and my b*****rs first time was very special. This is a true story. I do have a i****t life, its just who I am. To me its beautiful. My b*****r had just turned 18. His b day was two weeks prior to this happening. But we was hanging out on the couch at my house watching shows on netflix. We got into talking about our relationships and what our status is and who we are dating…….etc. it turns out that he was single as well as I was. But I don’t date because to me relationships always turn out to be about sex. Wrong guys always chase me anyway. But as we talked he tol... Continue»
Posted by meickaa 2 years ago  |  Categories: Fetish, First Time, Taboo  |  Views: 8722  |  
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Krista's 18th birthday

My 19 yo ex-gf Kendra's parents were on vacation last weekend, so I was able to go to her house instead of having the usual hotel meeting with her and her bf Isaac. I was happy because I'd save some money anyway. I got there early Saturday...Kendra had just dressed and said she had to run to the store to get some things for her s****r Krista's birthday party. Krista had turned 18 yesterday, and Kendra and Isaac and some friends wanted to throw her a party before her parents got back. Kendra left and I turned on some porn to watch until she returned. Kendra had lots of group sex dvd's :) ... Continue»
Posted by lion9655 1 year ago  |  Categories: First Time, Group Sex, Taboo  |  Views: 2590  |  
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