First Time Porn Stories
Page 4

My first night with a man

This is the true story of how I lost my virginity. It happened a few weeks ago.

It was Wednesday morning and I was sitting in my car after having purchased a new bottle of nail polish at my local Walmart. I nervously hit submit on my phone, reserving a hotel room for later that day. I had made up my mind that it was time for me to truly live out my sissy girl fantasy to the fullest, and to me that meant being with a real man while I was as feminine as possible. I could hardly think of anything else that day, and mostly just counted down the minutes until it was time to leave and check i... Continue»
Posted by xJessicaCutiex 4 days ago  |  Categories: First Time, Shemales  |  
4063
  |  
99%
  |  13

Their First Time

She hadn’t seen him since graduation. They had started dating in December, but it had been long distance the entire time. She flew down to see him from Michigan. The Texas heat was already getting to her when she stepped off the plane. She walked into the lobby and looked around for him. She didn’t see him, so she headed out to the front. She caught a glimpse of a cowboy hat, but thought, “You’re in Texas, it could be anybody.” But, it was him. He looked up and smiled. She dropped her bag and ran to him. “Baby, I’ve missed you so much!”

“I missed you too!” he said picking her up off her fe... Continue»
Posted by fotisampini 4 days ago  |  Categories: First Time  |  
1575
  |  
100%

He want's it BAD! Pegging

He wants it. He wants it so bad that he’s facedown on his mattress with his legs spread waiting for me to give him what he wants. He’d be telling me exactly what he wants but he can’t, cause I strapped a gag around his mouth. I lock his hands up most of the time so he can’t touch me.

He wants it; he’s never wanted anything as bad as he wants this, at this moment. And I am going to give him what he wants — I always do — but first I’m gonna make him wait. I know that each second feels like eternity for him but he loves it and he’s getting harder and harder by the second. He always likes me to... Continue»
Posted by 425olds 4 days ago  |  Categories: Fetish, First Time, Hardcore  |  
1578
  |  
82%

Come and try out what a Big Black Man can Do

Angie's very attractive, just over 5ft tall and has worked hard to keep her slim shapely figure despite her three pregnancies. She has long dark hair in a frizzy perm.

She's well used to all the men giving her the once-over every time she walks by and she secretly enjoys the attention. She's been tempted many times when the fellow looked nice and she enjoyed playing around when she was single but, since they were married, she's always stayed faithful to Gary; -- until now. She's a very outgoing young lady; normally well in control of things, but this series of events got past her guard and ... Continue»
Posted by 425olds 4 days ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
2642
  |  
55%
  |  1

After the party

My Wife and I went to a block party on day. It was your usual block party. k**s running around parents kind of watching and a whole lot of eating and drinking. which we did a lot of drinking but only because we lived a few blocks away and walked home after. I get tired if I drink to much so I stop if I start to feel sl**py. I guess I'm a cheap date as my Wife says. But her she gets horny. I mean over the top horny. Ex: after we got married we moved into her friends Moms house who had an apartment up stairs and needed the extra money. Well we had just got home as My wife was pretty d***k and gr... Continue»
Posted by whorunwerun 4 days ago  |  Categories: First Time, Taboo, Voyeur  |  
3729
  |  
20%
  |  3

Give Him The Wife

I had always had the fantasy of sharing since I was a teenager who read the wife stories in magazines. I have always been keen to fully explore sexual experiences so when I got married to my hot wife, I of course wanted to share this with her.

I shared my sexual wants with her and she was reluctant at first but agreed to give it a try. The thought of seeing my wife fucked by another guy was just the hottest thing I could imagine, being helpless as she was inpaled on another mans cock being pleasured just filled me with mind blowing sexual desire. I searched the internet and found a guy wh... Continue»
Posted by komodocity 4 days ago  |  Categories: First Time  |  
2034
  |  
100%

The Sweetest of Office Temptations - diary entry 1

Being the relatively new girl in the office, Camila presents a demeanour of shyness that is tantalising alluring. There is a mystique about her that beckons to be discovered. I would guess her age at mid to late thirties and although I am some fifteen to twenty years older than her, I do look much younger than my actual age, so many people tell me. For that reason I live in hope that she might still consider me as mate material.

Oh how I long to hold her in my arms and feel her slender hips press against my body and to feel the firmness of her breasts cushioned against my chest.

Today C... Continue»
Posted by zhain1 5 days ago  |  Categories: First Time, Interracial Sex  |  
1541
  |  
100%

Opening His Ass Pegging

Prior to attempting penetration with a strap-on you will need to help him relax and to prepare his anus by enlarging it. This can be achieved by penetration with fingers and/or a small toy.

As you keep working on his cock with your mouth, push gently to make him lie back on the bed. Spread some lube on your middle finger and slide it between is cheeks. Don’t push it in yet, just massage the rim of his anus with your fingertip. You will feel him get tense for a moment but the smooth massage movement should relax him again quickly.

Opening his ass and stroking his cock

Have him lift his... Continue»
Posted by 425olds 6 days ago  |  Categories: Fetish, First Time, Hardcore  |  
1008
  |  
74%

Pegged and Dicked

For years my wife and I have enjoyed imaginative role-play. Usually I was her Master, ‘forcing’ her to submissively please me in many ways. I guess I went a bit too far when I suggested another woman, our neighbor Karen, join us. Oh, not for real. We just pretended she was there and my wife had to play the passive role, describing how good her tits felt, and begging to eat her pussy. It was pretty hot for me to listen to my normally shy, demure wife get into the lesbian thing, and I thought she kind of enjoyed it. Later though, she said she felt degraded.

Occasionally I’d encourage her to ... Continue»
Posted by 425olds 7 days ago  |  Categories: Fetish, First Time, Hardcore  |  
1290
  |  
67%

Pegged and Dicked

For years my wife and I have enjoyed imaginative role-play. Usually I was her Master, ‘forcing’ her to submissively please me in many ways. I guess I went a bit too far when I suggested another woman, our neighbor Karen, join us. Oh, not for real. We just pretended she was there and my wife had to play the passive role, describing how good her tits felt, and begging to eat her pussy. It was pretty hot for me to listen to my normally shy, demure wife get into the lesbian thing, and I thought she kind of enjoyed it. Later though, she said she felt degraded.

Occasionally I’d encourage her to ... Continue»
Posted by 425olds 7 days ago  |  Categories: Fetish, First Time, Hardcore  |  
1326
  |  1

now i:m a tranny cook sucker

THE DRESS UP PARTY.

Its my own fault for being a horny little sissy slut now i know why god put me in a mans body well my friend was having a dress up party girls was dressed as men and men was dressed as girls well me being the slut that i so crave to be i decided to put my red and black bra and thongs plus my garter and black fishnet stockings on then i got my short mini skirt out which ad loverly ripples going down then my black thight top from morgan then i rushed to my wardrope got my thigh high boots whith a 7 ince heel now i was ready i got my bag and of i went feeling like ... Continue»
Posted by deonslut4748 7 days ago  |  Categories: Anal, First Time, Group Sex  |  
934
  |  
100%

My Sluttiness Revealed



\
My name is Nisha (not my real name), a telugu girl born and brought up in bangalore, fair colour, 5 feet 3 inches and stats of 32b-24-34.

I had sex for the first time when I was 18. Till now, I had lot of sex experiences which includes ffm, mmf, group, threesome lesbian, group, submission and much more. I used to share this only with my friends and while sex chat on fb. One of my boyfriends gave this
... Continue»
Posted by anitha24 7 days ago  |  Categories: Anal, First Time, Group Sex  |  
1088
  |  
100%

First time cheating .. (nearly...)

I am going to share my experience with my friend (Rashida) and……..
Rashida is not only my colleague but a very good friend with whom I can freely open my heart (and.. ). Although she if from Pakistan and I am an Indian, with both of us from the same religion background help us understand each other better. We know ALL our personal details. She is aware that I am not fully satisfy with my husband and even though her husband is satisfying, she is not getting enough from her hubby.

One day at work, she told me about a new toy she bought for herself, which provides double satisfaction (front... Continue»
Posted by Sh4bnam 7 days ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
1263
  |  
54%
  |  1

First time being cuckolded

This is a story of my cheating ex-girlfriend (gallery on my page "cheating ex girlfriend" is of her) that turned me onto the cuckold lifestyle. It is 100% true, with only the boring extra details left out:

It started when I was dating a girl about 2 years ago. She was 22 and I was 21. We had been dating about a year when I discovered that I was her cuckold.

To give some background, I was off at college at the time and she had decided to take a year off out of college and got an apartment on her own. We would spend most weekends together, but we were both very busy during the week to see... Continue»
Posted by whatitdo22 7 days ago  |  Categories: Fetish, First Time, Voyeur  |  
1447
  |  
82%
  |  1

Summer after College

His hand stroked furiously. The pressure was building and he began to feel the tingles deep in his chest. He clenched his jaw and his ass cheeks. Tight. His left hand held the windowsill for support. The only way to keep upright. A small grunt escaped his lips and he f***ed his mouth closed. He continued to pump is turgid cock with all he had. In the garden below he watched the two young women, oblivious to him watching their every beat.
Flowing hair. PumpPump. Round shoulders. PumpPump. Pale legs. PumpPump. Uncovered feat. PumpPump. So tight. So hot… Almost…
His right hand arm was burning,... Continue»
Posted by 9819763 7 days ago  |  Categories: First Time, Masturbation, Voyeur  |  
1298
  |  
50%

Delivery

I was happily married, 2 k**s 2 dogs living the American dream. She was in a relationship. I was a truck driver that made deliveries to Naval base where she worked. The first time I saw her, she smiled shyly. I knew I had to crack her.

I made my move after several weeks. I found her social media page. From there, I found a common interest, an rpg. I sent her a message and asked her about her gaming style. Her answers were detailed, she definitely knew how to play. I couldn't keep talking to her. The thought of her body sitting in front of mine, my hands reaching around her as she played. Th... Continue»
Posted by sexykamel 7 days ago  |  Categories: Anal, First Time, Hardcore  |  
1480
  |  
100%

A Nice Surprise

*Comments are welcome - thanks!*

* * * * *

My name is Karen and I am guilty.

Completely and without a doubt, I am guilty of seducing my father-in-law, Tom.

This September, we had a f****y reunion, of sorts, in northern Vermont. Tom's father (my husband's grandfather) had rented out an entire wing of a small Inn nestled on the slope of a plush green mountain. Most of the f****y arrived on Friday night. My husband, Rich, tried to keep me up to date on who was there and who wasn't, but even he got lost in some of the names. All in all, there were over 20 people there all related in o... Continue»
Posted by sexykamel 7 days ago  |  Categories: First Time, Hardcore, Taboo  |  
2210
  |  
100%
  |  1

Bah Humbug

Bah Humbug

Nikkie Silk


Ben wasn't sure if he had heard the first knock on the door as he was
concentrating so hard on what he was doing. It was probably only the
second knock which penetrated his thoughts, making him sit back and sigh
in frustration. Shit, he thought, I don't need this interruption. His
research paper was due in a few weeks and he needed to focus on it.
He pushed back the chair from the table and with a frown on his face,
walked to the front door. As he passed the hall window, he saw the long
predicted rain had arrived. It was already mixed with sleet, and snow
... Continue»
Posted by nikkiesilk 7 days ago  |  Categories: Anal, First Time, Shemales  |  
1516
  |  
100%
  |  19

Court Ordered Spankings

Growing up in a small town you know everyone and everyone knows you. I started a summer job at the local diner as a waitress to earn a little extra money between school terms. The local Sheriff, John Stone and my good friend Judge Bob Mahoney eat breakfast every morning at the diner and were pleased to see me serving them. Mrs. Martins that owns the restaurant supplies us girls with a simple uniform dress. The dress fits me real tight around my hips since my measurements are 35-22-37, a fact that does not go unnoticed by the patrons. Mrs. Martin watches as the men are always looking at my ... Continue»
Posted by spankingjenny 7 days ago  |  Categories: BDSM, First Time, Mature  |  
1308
  |  
100%
  |  9

Amanda our Cleaner


I did promise I would let you know how my regular sessions with Amanda came about. She and her mother are our regular cleaners coming in once a fortnight to clean through. We are about equal in height standing around 5 10 in our stocking feet, Amanda is a lovely slim girl and very easy going, cheeky as well. With the Emerald Green eyes and light blond hair tied up in a bun. Sadly, she has not got a lot of bust but little is plenty as they say. My girlfriend has been around when the cleaners are in so our patter never raises a concern for jealously although I have to say I we are alone even f... Continue»
Posted by Ashfordman22 7 days ago  |  Categories: First Time, Hardcore, Mature  |  
1386
  |  
100%