First Time Porn Stories
Page 485

First Time with a Stranger

It was sometime around 1995, and I had just broken up with my first girlfriend. I'm almost 19, and I'm hanging out with some friends on a Saturday night outside a Denny's, smoking cigarettes and trying to decide what we're going to do next. This Latino dude, five or six years older than any of us, walks up to us with deeply stoned eyes, turns right to me and says:

"Gotta cigarette?" I handed him one and we returned to talking while he leaned up against the wall and smoked. Every once an awhile he'd pipe in with some non-sequester which kinda weirded us out. Eventually the rest of the guys d... Continue»
Posted by kbking68 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
1427
  |  
95%
  |  6

Caught with s****r in laws panties part 1 (humilia

Firstly let me start by saying that I've never really had a panties/knicker fetish they've never really done anything for me. Recently my wife's younger s****r split with her long term boyfriend and had moved in with us, we've always got on fine and I had no problem with her staying with us. What problem could I find with an attractive 25 year old woman staying at our house, lol. My wife Lisa really liked having her little s****r around, they could spend hours shopping and chatting about random things I had no interest in.

My story starts one afternoon when I had finished work early and b... Continue»
Posted by flynn888 3 years ago  |  Categories: Fetish, First Time, Taboo  |  
3979
  |  
95%
  |  14

First time dominatrix

We went on one of usual shopping adventures a couple days ago so my hot wife could show off her ass to me and everyone else. She wore a very short skirt and low cut top. We went to a large department store in the city, and my wife was making her way around the store. She then said, I want to shop in the mens department but I want you to stay way back almost out of sight. She said no matter what, do not come near me while I'm shopping. I was very curious to what she was going to do, so I just stayed back and watched.

After about 5 minutes I noticed one of the young salesmen was watchi... Continue»
Posted by mrrocknroll2012 4 years ago  |  Categories: Fetish, First Time, Voyeur  |  
498
  |  
95%
  |  10

Caught

Growing up in a strict household, I was the quintessential “good girl”. A bookish, straight A student, complete with nerdy glasses and no makeup, I cruised through school without so much as a date. It wasn’t until I was 18 that my body developed the womanly curves that I had craved for so many years.

My best friend and closest confidant in those days was David. Our parents’ constant arguing had forged a deep bond between us. When I decided to go away for University, David decided to transfer and he came with me. We found a great two-bedroom apartment near the University and began livin... Continue»
Posted by wpgmilf38 1 year ago  |  Categories: First Time, Masturbation, Voyeur  |  
4533
  |  
95%
  |  5

My life - It started with the neighbor

My sexual life started early in my t**n years. No one (not even myself) would've thought that it would lead to so many sexual experiences. I am currently in my early 30s and I can say that I have experenced most of the dirty fantasies that linger in my mind. This story is how it all started.

I moved to the United States from my native Country of Brazil when I was th*****n years old. My father had just divorced my mother and he and I moved out of the country in search of a new life. I do not recall the specifics for the divorce but I knew my dad was at fault. My father decided that th... Continue»
Posted by TS_LoverBoy 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
2336
  |  
95%
  |  1

sucking at the adult bookstore

My wife and I are swingers so I like to go and pick up some swinger mags and look for new local people, we are both bi but she doesn't know I am and how much I love cock. Well I go into the store one morning and started looking through the swingers books in the bi/gay section and I notice a guy watching me from the doorway to the video booths. So I smile and nod hi to him and go back to looking through the mags. Out of the corner of my I I see this guy doing somethin, I look over and he's got his pants open and his cock out.I'm thinking it would be so hot to suck a total stranger off, so I win... Continue»
Posted by middleman502000 3 years ago  |  Categories: First Time, Gay Male, Group Sex  |  
1921
  |  
95%
  |  23

First Times a Charm... My 1st love.

It was late August 2002. I was 21, and looking for a room to rent getting out of Baltimore to broaden my horizons. I wanted to start fresh with maybe some new friends, and seek new ambitions. My folks had split up, after a nasty divorce, so I had to get my head clear. I was an only c***d, and was very close to them except now I seemed to be estranged to the both of them. So, after picking up the Sun paper, I browsed the "shared housing" section. I called, and talked to a few people. Some for one reason or another didn't really fit my fancy. One woman I talked to had a whole laundry lis... Continue»
Posted by gurlinpumps 1 year ago  |  Categories: First Time, Mature, Shemales  |  
3359
  |  
95%
  |  8

My Husband Sucking Off Another Man

husband interested – husband sucking – expressed interest - watching husband

We are a married couple of six years. I am 5'4", 34C pert breasts and wear a bikini well. My husband is 5'10" with a well toned build. We have always been pretty open and honest with each other when it came to sex.

One night, while making love, my husband expressed his desire to watch me fuck another man, one with a large cock. I told him that I indeed was intrigued with the idea and that it turned me on. As I wondered why he wanted this man to have a big cock, I asked him if he was more than interested i... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: First Time, Group Sex, Gay Male  |  
7011
  |  
95%
  |  24

BIG s****r

My s****r Nikki is four years older than I am, and more than a little
attractive. That's something I noticed early on, maybe when I was
around ten. I know that seems awfully young to notice such a thing,
but that's the way guys are. Even though at that age they may not know
exactly why such things are interesting (and they certainly want
nothing to do with girls their own age) they're still interested in
girls who are old enough to be developed. Especially when they're
developed in the chest area. That described Nikki all right -
developed, especially in the chest area. She was an am... Continue»
Posted by brianbigdogsmith 1 year ago  |  Categories: First Time, Taboo, Voyeur  |  
11247
  |  
95%
  |  3

A night with the Dancer

The wife and k**s travelled to an unnamed resort in Central Florida a few years ago because one of the k**s was performing there with her dance troupe. Typical f****y fun, but after the performance we bumped into one of the dance teachers as we were leaving for the day. We invited her to join us as she was by herself and didn’t want to do rides by herself. I love rides but the wife really doesn’t like them very much.

We were having a great day. It was nice to have the company of a really nice person, that also was pure eye candy. At 24, Kayla was a newly graduated from college, blonde hair... Continue»
Posted by slapnuts69 10 months ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
13625
  |  
95%
  |  8

Playing with fire: My wife and BBC

*disclaimer* as of this writing this is a fictional story. It is my most raging fantasy and hopefully one day becomes reality.

My wife and I have been together for 12 years, married for 2. She is a gorgeous 5'6 145 lb with long hair and 34d tits. We have the best sex together and she is open to everything. She is hot, and a slut in the bedroom. It seems like forever ago at some point we started talking about adding another someone to our sexual adventures. Couples, women, men, we talked about it all and whenever we did, it made the sex even hotter and spicier. For her though, it seemed like... Continue»
Posted by cumslutcouple 6 months ago  |  Categories: First Time, Interracial Sex  |  
6944
  |  
95%
  |  6

Mother in laws dream comes true

The local paper prize – a naturist holiday for 2, but no one to go with her and so she invites me, her son in law to be.
To set the scene a little first. My name is Chris, I was a 24 year old man at the time who had been with my girlfriend (Leila) for almost 5 years. We had a good relationship and were on the verge of engagement to be married (although I hadn’t asked her at this point). In previous relationships I had always got on well with my gf’s parents, I was well spoken with a good job and so the dad’s were always happy, also I had a look that for some reason older women found very han... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
12284
  |  
95%
  |  14

How I learned about my gag reflex.

About a year ago i was out with some girlfriends. We had dinner and drinks and then went bar hopping. After a while we ended up at a dance club in the city. My friends and I danced with some guys and hung out at our table and drank and shared stories. We are a pretty attractive group of women. I'm 23 (was 22 at the time) 5'3 125lbs. I have brown wavy hair and blue eyes. I am fairly well endowed for my size (34d) which usually gets me a decent amount of attention, which isn't always wanted. My friends are also cute girls so guy had been stopping at our table most of the night and we had been c... Continue»
Posted by Jll178 1 year ago  |  Categories: Fetish, First Time, Interracial Sex  |  
3744
  |  
95%
  |  17

Ashleys First Time

I did not write this story this is a true first time story





I was only in sixth grade when it happened! I was over at a friend's house for a sl**pover (no one else was there except her parents) and it was getting pretty late. My friend's parents told us we had to get ready for bed, so we went into my friend's room. She had a TV with a VCR in her room, and since we wanted to stay up even later, we decided to watch a movie. We both got on her bed to watch it, and sooner or later I fell asl**p. For my pajamas I was just wearing panties and a T-shirt.

I woke up what see... Continue»
Posted by motherof2 6 years ago  |  Categories: First Time, Lesbian Sex  |  
1992
  |  
95%
  |  5

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  |  
7415
  |  
95%
  |  12

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  |  
5204
  |  
95%
  |  3

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  |  
1110
  |  
95%
  |  6

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  |  
1063
  |  
95%
  |  10

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  |  
5142
  |  
95%
  |  6

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  |  
3650
  |  
95%
  |  14