First Time Porn Stories
Page 464

Losing my virginity (an alternate ending)

Inspired by true events, but an alternative ending to how I might have lost my virginity.



I was 20 years old, and still a virgin. My will to get laid was insatiable, but somehow things just weren't materializing. I had never been much of a ladies man, and picking up chicks at the bar just wasn't my strong suit. So I headed online to see what I could find. I signed up for xhamster and then threw some pics up on craigslist once I got a little more brave.

After a few trolls/emails that never worked out, I managed to g... Continue»
Posted by drewdy91 2 years ago  |  Categories: First Time, Group Sex, Mature  |  Views: 1023  |  
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Kendra loves cocks...

Usually I go meet my 19 yo ex gf Kendra and her 19 yo bf Isaac for threesomes....but when Kendra invited me last week, she said Isaac was at home visiting his parents for the holidays. She wanted to try something different. She wanted to go to a bar and pick up a different guy to fuck along with me. We went to the college "strip", and with her looks (hot brunette with nice little titties and a great ass), she had no problem getting young guys to talk to her. I just sat and drank while she did her thing. She went over to a table where some guy who barely looked out of HS, much less old eno... Continue»
Posted by lion9655 2 years ago  |  Categories: BDSM, First Time, Group Sex  |  Views: 1356  |  
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An Unintended Seduction (pt 2)

Donna gets to look around my house.


Monday

Monday came around and I found myself, rather to my surprise, somewhat excited by the prospect of showing Donna around the house. I wanted her to be impressed and to like the place and I even spent some time helping to tidy up over the weekend.

I had seen Donna again at the shop since arranging for her to come around and we had agreed that she should visit before her usual trip to the shop after lunch. I could even help her with the bags afterwards if she needed a hand.

My wife went off to work as usual and I settled down to some ... Continue»
Posted by papa-echo 1 year ago  |  Categories: First Time, Mature, Taboo  |  Views: 2054  |  
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Fun With A Straight Jamaican Guy At Macys

So last week i went to macys to shop for my favorite perfume i love to smell good 24/7 especially in the summer,i get there around 6pm wearing my tight jeans wich shows my big juicy ass a tight shirt a little bit of make up some eyeliner and my cherry chapstick and my hat so i go to the womens perfume department and buy my perfume and as im walking around the store looking around i notice this tall black guy with small dreadlocks looking at me as i pass right by him and i keep on walking i notice from the corner of my eye that he turns and checks out my ass and he slowly starts walking behind... Continue»
Posted by SexyVanny 1 year ago  |  Categories: Anal, First Time, Interracial Sex  |  Views: 1036  |  
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Early experience with a guy (Pt 3)


After my second experience round at Ted's I knew the only boundaries were the ones I set myself and was entirely easy about what we'd done and the fact that he was as old as he was, and I was as old as I was, didn't bother me. I couldn't wait to go round and see him again and see what happened next, the mystery of what could possibly be in store was so exciting I got a tingling sensation when I thought about it and my penis stiffened.

I couldn't go round again until the following weekend, my f****y were in town shopping and I was pretty much left to myself. Although it had been six days ... Continue»
Posted by davidW1967 2 days ago  |  Categories: First Time, Gay Male, Masturbation  |  Views: 1767  |  
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My First Virgin

I was looking for my swimsuit. My husband had the k**s for the day and I wanted to spend some time working on my tan. I heard a sound behind me and turned to see what it was and there stood George the cabana boy. I was buck naked but not ashamed to let him see me. I am 42 years old and feel that I look better now than I ever had in my life. I had waxed and trimed, worked out all year to look good for this trip. After giving George a full frontal view I went back to looking for my suit hoping the akwardness would pass. George asked me if he could help and I told him sure if he did not mind my... Continue»
Posted by zimabean 1 year ago  |  Categories: First Time, Hardcore, Mature  |  Views: 3284  |  
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Joining My s****r And Her Boyfriend

My name is Aaron and I am sixteen years old. I live with my mom, dad and s****r Jade who is only a year older then I am but god does she like to act like she is the oldest person in the house. My mom and dad are hard workers and I guess they have to be to afford the nice house, cars and stuff but for some reason when my mom and dad started working nights they decided to let Jade be "In charge" and my god she really enjoys it. Jade is the kind of person who is polite around our parents and other people but as soon as its just her and I she loves to go into boss mode. Anyways the first couple ni... Continue»
Posted by xXSecondCitySaintXx 4 months ago  |  Categories: First Time, Gay Male, Taboo  |  Views: 7249  |  
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The conversion of Beth in 3 parts. Part 1 of 3

Beth was sweet girl and by all accounts most everyone liked her. She was bright, a hard worker but, just a little naive, especially when it came to sex. Sometimes the girls in her office would get together for drinks after work on Friday and they would always invite Beth but she would always decline saying she had to get home. One friday afternoon her friend Mary invited her to happy hour and she said she had to get home Mary said to her "Get home to what your cats? come on come with us once, the other girls think you're a snob". Beth reluctantly agreed to go with her friends for one drink.
T... Continue»
Posted by Jerry04 3 years ago  |  Categories: First Time, Interracial Sex  |  Views: 648  |  
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Fucking Dawn and her s****r too... part. 1

It was 1976 and I was 14 years old.I had a girl friend named Dawn who I met at the roller rink, she would show up with her younger s****r Julie who was 12.
The first time I fucked dawn we were on the couch watching good times after weeks of only as much a finger fuck and suck her B size boobs she finally let
me get her jeans off. There 14 yrs old she was lying on the couch with only her
lemon yellow panties on. Her bush was was shaved on the sides but super thick
and I could see her bush through her panties. after removing her jeans I began kissing her inner thighs,with her fingers running... Continue»
Posted by joecool1962 2 years ago  |  Categories: First Time  |  Views: 4359  |  
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The day i got fucked on a park

So it was a saturday night about 1am, i was round my friends house having a few drinks when a friend who had always been interested in fucking me rang me. He asked me if i wanted to meet up with him and do dirty things with him.. and me being the whore i am said yes of course..

next thing i know im standing in front of him our tongues touching eachothers, we were really going for it. I was a bit concious that people may have been looking so i suggested we went somewhere else, a bit quieter. There was a small park on the street of where my friend lived and he grabbed my hand and lead me to i... Continue»
Posted by fuckmehardbaby 3 years ago  |  Categories: Anal, First Time, Hardcore  |  Views: 1617  |  
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Mature get's BBC!

I'm a 44 year old married woman with 3 k**s, I'm 5.6, would say I'm in pretty good shape I take good care of myself hit the gym, got good strong legs firm Ass and Big Phat Tits. I have a bit of a belly from having k**s but hey, 3 k**s and 44 I'm OK with that! I work in a small bargain store in town. One weekend we received a shipment of inventory and we were running behind so my boss asked if I could stay late and get the product from the back onto the shelves. He said Jerome would stay but he wanted someone a little older to stay and keep an eye on things. Jerome was a 18 year old Black Man t... Continue»
Posted by Justal 9 months ago  |  Categories: First Time, Interracial Sex, Mature  |  Views: 3995  |  
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i love my mom

This is a true story, after reading some here it has motivated me enough to share my own.

The physical relationship with my mother began a few months ago, although the fantasies had been there for years. When I was younger and talked to friends I had realized that the attraction I felt towards my mother was different, it was not just son-mother love, it was more. I didn't know how to act, the only way to get through this was to mimic others and their normal f****y relationships. It had always only been my mother and I since I could remember, she was extremely caring and for someone viewing... Continue»
Posted by marioxtz 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 3828  |  
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Bi Club gloryhole


Up until I was about 40 I had assumed I was only straight. I had been to swingers clubs and watched couples fuck and had watched guys wanking as they watched. I had of course wondered what it would be like to touch a cock but at that point I didn’t take the next step.

However, during some meetings with couples I had started to touch and caress the man’s cock and then sucking them at the request of their wives. Then in Miami I had been by myself for a short while and found a book store with gloryholes. I had a great couple of nights playing with cocks and was even brave enough to stick my... Continue»
Posted by nigeltallguy 2 years ago  |  Categories: First Time, Gay Male  |  Views: 2136  |  
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babysitting

this happened when i was 23. i have neighbours that live 2 doors away from me, a mother and her 2 daughters, aged 14 jade and 13 rosy.

Both girls are in school, and id only notice how both always wear really short skirts to school and quite alot of makeup, jade looks really grown up and has extrodirly large breast for a 14 year old which is why i notice her alot.

It was a Saturday and the mother wanted to go out of town for the night and so i was asked to babysit, she told me she would pay me but i insisted i would do it for free. she agreed and i arrived at the house at 8pm just as jade... Continue»
Posted by madmax2k12 2 years ago  |  Categories: Fetish, First Time, Taboo  |  Views: 12072  |  
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My Best Friends Mom

When i was in 8th grade I started to hang out at my best friend's house. I had known him since pre-school and we were real close. His mom is a cute older woman. She is about 5'4 with short, shoulder length, brown hair, 36c tits and an average body. She only really has one problem she is really annoying. She enjoys talking and usually annoys us when she talks because it is about stupid stuff.

I dealt with it all through middle school and high school. Me and my friend finally were about to graduate high school. Both of us were 18 and eager to get out into the real world. Neither of us had had... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature  |  Views: 3850  |  
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Daddy Shoots Deep

I remember distinctly when things changed between me and my daddy. It didn't happen slowly over time. It came to me in a rush. I didn't realize at first exactly what was happening to me. I guess since I had never experienced sexual feelings before, I couldn't identify them as such right away. I do know that I was confused at first. Very confused. In my head I knew it was wrong – so wrong for me to have such feelings about my father. In my mind I was ashamed and afraid – but, between my legs, it felt so good that I could not resist.

It happened on my 18th birthday. The first time I became w... Continue»
Posted by fotisampini 1 year ago  |  Categories: First Time, Taboo  |  Views: 5160  |  
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Kissing Cousins Part 2

I woke up alone in my bed, Mo had gone to his room. I wanted to crawl in his bed so that he could hold me more, but I knew that it was wrong and what we did was a one time thing and it could never EVER happen again.

There was a light knock on my door, “Are you going to school today?” My mom asked through the closed door, she respected my privacy and always knocked before coming in.
“No, mom I don't think so, today is my bullshit day, just two art classes and study hall.” Senior year for me was easy I had taken all of my necessary courses early in school so I could get an advanced diploma.
... Continue»
Posted by qkumberqt 3 years ago  |  Categories: First Time, Masturbation, Taboo  |  Views: 2239  |  
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Valentines day in the city!

It was valentines day and we had nothing but $20 to our name,but I was determined to make this the best one yet! You see we've been together for about 8 years and the past ones weren't exactly the best.I head over to the computer and print out addresses and directions I wanted to take him tonight. I don't have a DL,so he would be doing all of the driving. First stop is the movie Tavern. I order chicken tenders,and he orders chilli cheese fries. We went to see Safe House with Denzel,but of course I have no idea what the movie was about because as soon as the lights dimmed,his hand was on my thi... Continue»
Posted by GiveItTooMeNow 2 years ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  Views: 1326  |  
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Dorm Dick Discipline

I had always been a respectable girl, fairly modest
and not at all forward. Not that I was a virgin or
anything, but hardly what anybody would call
promiscuous. So how was it that I was now being taken
by three boys at once, while a fourth was standing over
them and whipping my naked back with his belt?

It had started out as a typical fraternity bull session
in the dormitory. It was Mike, Tom, Bill, Holace and me,
sitting around doing nothing. Holace was a perv, usually
looking at porn on his laptop, or trying to pick up chicks
off craigslist. He was no more than a bit ann... Continue»
Posted by LaureLeeFix8d 2 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 997  |  
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Still can't believe this happened!!

Something happened three weeks ago at a f****y get together. More specifically, my wife's f****y get together. They were celebrating one of my wife's nieces birthdays.
Now it's not that I don't like my wife's f****y or anything, because most of them are actually pretty cool. The reason I wasn't looking forward to getting together with them was because this time we had to pick up and drop off my mother in law and her crabby asshole husband. My father in law had pasted away two years prior to meeting this new husband of hers that was on it's forth year of marriage. No matter how much you tried ... Continue»
Posted by Porkchopdork 1 year ago  |  Categories: First Time, Mature, Taboo  |  Views: 2819  |  
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