First Time Porn Stories
Page 479

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  |  
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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  |  
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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  |  
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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  |  
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Neighbor, Mom, And Me pt.4

As I drove to the restaurant, I could see in the rearview mirror that mom and Janet were talking back and forth to each other but, I could not hear what they were saying, which told me they were whispering to each other.

Once I was parked in a parking spot at the restaurant and was getting out of the car I could see that mom and Janet's dress' had rode up more on their thighs, making it easier to see their bald pussy.

When I opened the back car door to let mom out of the car, I saw that the hem of her dress was just past the very bottom of her butt cheeks and I could see her pussy from t... Continue»
Posted by HankWilliams1956 10 months ago  |  Categories: First Time, Taboo, Voyeur  |  
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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 4 years ago  |  Categories: First Time, Masturbation, Mature  |  
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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  |  
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First Blowjob

I'm a tgirl and have been crossdressing for as long as I can remember. Once when I was 17 I went to a Halloween house party dressed as a hooker. (yeah, yeah, been done before but it's true). I wore a short and tight low cut black spandex dress, a silicone padded bra, black patent 5" pumps, and fishnet stockings. I added a long blonde hair extension to my naturally long hair, and did my makeup on the slutty side with false eyelashes, heavy eyeliner, and deep red glossy lipstick. Big hoop earrings and long fake acrylic nails completed the outfit. I have very soft and feminine feat... Continue»
Posted by KrissyMorehead 6 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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Ruth - continued

While fucking Ruth, I'd noticed two things (other than her great breasts) which
turned me on. First, while grasping her ass I noticed it was considerably
bigger and firmer than I had realized, and secondly that she had a big, thick bush.

After the quick stand-up fuck we sat back, still drinking, where she told me
more about herself. She had married young, been with her husband over 40
years and had only had sex with two men other than him. More about that later.

As she talked, I couldn't help but play with the glorious hair on her cunt,
fingering her hole and ticklin... Continue»
Posted by joebobwahr 6 years ago  |  Categories: Anal, First Time, Mature  |  
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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  |  
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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  |  
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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  |  
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Learning to Love Cum with Deb and Nikki

It was Friday night. I slammed the book shut and said to my girlfriend Deb, “Why the hell did I take Marxist Thought as a senior year elective?” It was late April getting toward the end of my senior year. I’d been studying all week and had hardly spent time with Deb. My balls were blue and I was looking forward to unloading them with her couple of times that night.
Deb’s roommate Nikki was out for the night, probably for the weekend the way Nikki worked. A couple of times Deb and I fooled around late with her in the room. I swear I could hear her mushing fingers into her pussy as we were pla... Continue»
Posted by drtang 3 years ago  |  Categories: Fetish, First Time, Group Sex  |  
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s****r and I

In the late 60’s when I was 16 years old I lived in upstate New York. My dad got transferred by his company to Miami. It was a big promotion for him so he didn’t want to turn it down. We were three k**s in the f****y. There was little s****r my big s****r who was three years younger than me and me. I was in my first year of high school and did not want to leave my friends behind to start in a new school in Miami. It took a lot of convincing but with the help of my grandparents I was able to convince my parents that I could live with my grandparents while going to High School and co... Continue»
Posted by henryh8 6 years ago  |  Categories: First Time, Taboo  |  
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Personal Assistants first Orgasm

I had taken on my PA when she turned 18. Jenny was the daughter of a very good friend. I have a good solicitors practice and employ a wide variety of people. All are good looking though. No old and crusty people will work in my office. People want to look at good people and that sells.

Jennys first day was a big eye opener for her. She wasn't used to a fast paced life and the demands I put upon her. Towards the end of the day I saw her coming out of the toilet all teary eyed. I waited until most people had left and called her into my office. I asked her what the problem was. She was say opp... Continue»
Posted by Sarah-longlegs 3 months ago  |  Categories: First Time, Lesbian Sex  |  
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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  |  
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The OC - Marissa showing Summer what it is like be

Marissa Cooper's eyes blinked open after hearing the voice of her best friend
Summer Roberts.

She had spent the whole night partying with her friends and was d***k out of
her mind. It wasn't unusual for Marissa and Summer to stay out until all
hours of the night but this night had been special because it was Summer's
birthday meaning both of them were finally 18. Ok, so they were still
technically won't supposed to be drinking that they had both matured quickly
and the rich of Orange County could always get what they wanted.

Even though it was Summer's birthday had be... Continue»
Posted by Kate511 4 years ago  |  Categories: Celebrities, First Time, Lesbian Sex  |  
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Did my wife know?

My neighbor, Mitchell, stood next to me at the window looking out on the gathering below in the garden. "She's pretty. Your wife, I mean. She's very sexy," He said.

"You mean for a guy like me?" I asked half jokingly. He put is large hand on my shoulder and laughed. "You scored with her Rob," he said. "Don't know how you did it, but she's a looker."

My wife, Jill, was scurrying around the garden attending to her guests at the barbeque. She wore a pair of lime green shorts that emphasized her curved ass and a thin white cotton t-shirt that didn't quite reach the waistband of her shorts. A... Continue»
Posted by tcg 2 years ago  |  Categories: First Time, Taboo, Voyeur  |  
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b*****r And s****rs Bond

I stood in front of the refrigerator with the door wide open. I wasn't really hungry but I was sweating and hot. Grabbing the carton of orange juice I closed the door behind me and drank straight from the carton.

"Mom would kill you if she saw you do that!"

I turned around to see my four year younger b*****r, Chris, behind me. At barely 18 he stood just over 6 foot tall with a muscular frame. He had wavy brown hair and crazy wild blue eyes. I always marveled at how his eyes changed with his mood and they were like a wild blue ocean today.

"Well Mom isn't here now is she," I said sar... Continue»
Posted by loki3663 4 years ago  |  Categories: Fetish, First Time, Taboo  |  
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Big Dick Uncle Mike pt1

This is my true story as I remember it...


My f****y and I finally arrived to our hotel in NC for our f****y Reunion. We settled in after we greeted some of the f****y that had arrived and ate dinner. At was around 8pm when my uncle Mike bangs on the room door
(sounding like the police or an extreme emergency). My father answers the door and damn near cuss out his b*o-in-law for banging on the door like that but they were really close so it was all jokes when he saw it was "Hulk". Everyone called uncle Mike by his nickname "Hulk". They called him that because of his build and demeanor. Un... Continue»
Posted by nympho9 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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