First Time Porn Stories
Page 491

Debbie's New Lover

It had been a few months now but Debbie always got that glow when she “met him “online. Him being Mark a married guy but so much fun.

Mark would catch Debbie before she would go to work and always say the right thing or just made Debbie smile before she went off to her boring day ahead. Having by now got too know each other very personally and even talking over the phone Debbie had decided that it was now time to meet and final get to know “him” better than ever.

Debbie had arranged to meet Mark in the bar of a hotel and hope that they would get on as well in person as they it online. Af... Continue»
Posted by charlieboy2262 5 years ago  |  Categories: First Time, Interracial Sex  |  
513
  |  
95%
  |  3

Our first night

Good lord Michael! This week is amazing so far. I want it to last. I was hoping that I could get you in bed while you were but that first night was just how I remember you from as far back as I can remember. When I heard the doorbell, I threw the door open because I could not wait to see you. I am sorry I jumped at you like that, but the closer the time for you to be here got, the more I wanted to just take you in my arms and when you finally got here, I simply could not contain it any longer. You asked me why I was crying when Heather came over. Just seeing how much she loves her dad a... Continue»
Posted by BeckyInLove 4 years ago  |  Categories: First Time, Hardcore  |  
990
  |  
95%
  |  4

Mom's Special Offer 1


"When were you planning to tell me about these?" Lauren asked her son when he came home from school.

On the dining room table were different forms and brochures for college students looking to study abroad.

"I can't believe you've been looking through my stuff again," Tom replied angrily.

She sighed, "Tom, you know how much effort I've put in keeping our f****y together since your father passed away. Your grandparents and aunts and uncles all say that they want to see your more often. They obviously love y... Continue»
Posted by iincest 4 years ago  |  Categories: First Time  |  
2207
  |  
95%
  |  3

Winter Night Threesome

So the story I am about to tell you is about one of the best days of my life, also one of the most unexpected. The day started out pretty normal, my girlfriend Abagail and I had plans to go out to see a movie later that night. Fast forward to after the movie because that is where my story really begins to take a turn for the unexpected.
“Baby, I am starving can we please go get something to eat?” she begged.
“I don’t know what’s open right now honey its after 11.” I relied
So we proceeded to drive around town looking at the various fast food chains to find them all closed just like I had ... Continue»
Posted by waz94 3 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
2395
  |  
95%

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

FUCKING WITH THE HELP...PT 1

It happened during those 4 years that I was living in Alaska. Just like every 20 something year old guy I was in need of some money and willing to try just about anything to get it. One night I had a small get together with the usual crowd and a few new faces that my friend Kat brought along. We decided to play some cards and some drinking games. This is when the subject came up about making some extra money. One of the new faces in the crowd (Jeremy) told me about how an older couple hired him to take care of the wife. I asked him about the details of the job and about what exactly did ... Continue»
Posted by Mzkitty 5 years ago  |  Categories: First Time, Masturbation, Mature  |  
839
  |  
95%
  |  2

s****r And Me

This is a true story as told to me by my swinger friend RonJohn. Enjoy!
My s****r is four years older than me. We have always been close growing up. I must say that I have always loved women-and I mean from my earlist memory I can recall always trying to see my mom, s****r and any other woman naked.
I would walk in on mom right as she was getting out of the shower, suprise my s****r when I knew she was changing clothes. I would pop in on granny when she was in the bath. I even peaked at some of my friends moms. It seemed to not bother anyone as I was young and I think they all got use... Continue»
Posted by zimabean 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
9898
  |  
95%
  |  10

Seduced by New Neighbor

It all started a few weeks ago. I was walking home from school when I noticed a moving truck in the driveway of my neighbors house. I didn't really pay much attention to it since I didn't really know the previous neighbors all that well. I was more so curious to see if a cute girl might be moving in. To my disappointment it appeared to be a middle aged couple.

A little about myself. I'm an 18 year old senior in high school. I was held back in the first grade so I was older than most high school students. Growing up I was a shy awkward k** and consequently never really fit in with t... Continue»
Posted by jeffrey16 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  
10945
  |  
95%
  |  11

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 1 year ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
13625
  |  
95%
  |  8

Dangerous teen girl, has her ass opened

At senior high, during a sex education film,I sat at the back of the class and had a series of orgasms, I was f******n and found a love of sex, in particular, voyeurism and exhibitionism, two 'isms', that would define and shape my life as a woman, and it started that afternoon.

I managed in the darkness of the room to take my panties off, and perform whenever the lecturer was close by, he could see I was touching myself, and I brazenly did so as he watched.

At the end of the lecture I hung back, we were both high on sexual energy, and it was I, not him, that asked to be fucked, not direc... Continue»
Posted by MarieL 1 year ago  |  Categories: Anal, First Time, Taboo  |  
17573
  |  
95%
  |  6

Astronomy 101?

I was over at the college dropping off Maggie, my daughter, for her late evening class when I saw a young-appearing woman trip and fall, spilling the contents of her carry-all as I was leaving my parking space. I hopped out of the car and rushed to assist her, making sure she was okay and helping her gather her things. It turned out this was her first-year as an instructor at the college and she was from out of town. I thought she was very pretty - she had sparkling green eyes and deep auburn hair. She was dressed in business attire, but it was more than obvious she had a fantastic figure.... Continue»
Posted by enc_gal 5 years ago  |  Categories: First Time, Mature, Taboo  |  
1375
  |  
95%
  |  21

Tranny's First BBC

Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me.

Normally it’s just the usual crowd of guys but several weeks ago a big muscular type African guy in his mid 30’s kept going past me and looking at me out of the corner of his eye. After about his third walk past I gave him a little smile. When I could see him coming down the hall the next time, I got up and slowly walked around the corner into the next hallway so he... Continue»
Posted by kbking64 4 years ago  |  Categories: Anal, First Time, Shemales  |  
1539
  |  
95%
  |  4

Mrs B part 1

I spent most of my school years in boarding school as my parents lived in a different country so I'd only go home at the end of term.
During “Out” weekends I'd often go to friends and one in particular. I'll call him Darren. He had just moved down to the coast with his recently divorced mom.
Mrs B, was about 5'2", a really petite frame and prominent D-cup breasts. She had dark skin and long dark hair and stunning brown eyes. Even though back then she was just a little shorter than me she often wore high heels that made her taller than me.
Over the course of the 2 years that i knew spent wit... Continue»
Posted by Kalahari_Surfer 3 years ago  |  Categories: First Time, Mature, Taboo  |  
3423
  |  
95%
  |  8

Sometimes it just happens

It started when she asked me to come over to her house to check out her computer. Marcia said her computer was running very slowly, and sometimes it wouldn't even boot up at all. I told her I had the same problems at work and had found some great software that could address the issues. My wife, Patty, and I had known Marcia for many years. She even worked with Patty at the hospital. We had been married for fifteen years (we were in our mid-forties), but our relationship was extremely routine and practically without passion -- just going through the motions. I guess we both knew it, but w... Continue»
Posted by cranfordmason 5 years ago  |  Categories: First Time  |  
3015
  |  
95%
  |  8

My s****r asked me to draw her

My s****r loves the movie Titanic, I guess she was watching it recently because she texted me last weekend and asked me for a favor but only on the condition that I agree beforehand. I was a...bit..skeptical at first but when she told me I realized it wasn't because the favor was something I wouldn't want to do...but because she was testing my dedication, obedience, love..and affection, testing if I would do anything for her no matter what.

Her request was to, like in the movie, draw her naked. I'm a halfway decent artist, doing digital art professionally and what not. I began to wonder if... Continue»
Posted by MichDye 1 year ago  |  Categories: Fetish, First Time, Taboo  |  
5304
  |  
95%

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  |  
7663
  |  
95%
  |  6

Breeding Lynn

Chapter 1: Old Enough to Bleed

Lynn was a 19 year old newlywed. Sweet and innocent. I learned that she was a virgin when she got married only months before. Very attractive, friendly and outgoing too. She worked for me part-time at my commercial real estate business and since I was a one man shop, she did just about everything for me from secretarial work to closing deals. I was 45 and divorced with two grown c***dren who were older than Lynn.

Lynn was attracted to older men. Her husband was 16 years her senior and had a big time job with a law firm. Lynn was his fourth wife and his firs... Continue»
Posted by magas911 2 years ago  |  Categories: First Time, Hardcore, Mature  |  
3665
  |  
95%
  |  5

How Nick became Nicki. A sissy story

This is the story of Nick. Nick was straight.
It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her make up too, as well as she could, a little eye shadow and a cherry red lipstick. Her stomach was af... Continue»
Posted by ilgreturns 7 months ago  |  Categories: First Time, Gay Male, Shemales  |  
5948
  |  
95%
  |  12

Learned Worship

My heart was racing, just 2 days earlier I was your average straight white 30 something, pussy always on my mind. Then I made a financial blunder and needed to come up with a couple grand fast. I couldn't borrow that amount from anyone and regular work would take at least a month or more to make that. I was lost on what to do. I needed to go for a walk and clear my head, hoping for my eureka moment. When it came it wasn't what I had expected.
I decided to stop in my favorite bar for a drink. As I sipped my drink I looked around the room and in a booth seat I saw Roger. I had met him a fe... Continue»
Posted by Johnnytames69 4 years ago  |  Categories: First Time, Gay Male, Taboo  |  
1200
  |  
95%
  |  3

Tales of a cheating husband part 1

Experiences of a cheating Husband part 1

Well I decided it was time for me to write about some of the experiences I had whilst cheating on my now ex wife,

It all started 10 years ago after a stag night for which I had to spend the night at my parents house. I left my mates about 1 in the morning to head home for the night which only took me about 20 minutes to walk and stagger my way there.

I got in to the sound of the tv being on and knew it had to be my little s****r as my folks where away for the weekend, as I walked into the living room I tripped over an empty bottle of vodka so k... Continue»
Posted by stewartuk 4 years ago  |  Categories: First Time, Hardcore, Taboo  |  
1258
  |  
95%
  |  5