First Time Porn Stories
Page 495

First Time With Mike

(Names have been changed to protect the identity of some people involved.)

Mike is a bartender at the casino where I work. He is one of the sexiest bastards I have ever seen. He’s 24 years old, 5’5” tall, stocky and muscular, with really short dark hair. One night, I went on break and happened to run into Mike in the bathroom/locker-room. He was changing clothes in a changing stall, and he greeted me. “Hey Bill.” he said, and I returned his greeting. He was wearing black work pants and a white tank top. His nipples were hard and his chest hair was obvious. He p... Continue»
Posted by HBCBill 6 years ago  |  Categories: First Time, Gay Male  |  
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Deal or no Deal ( creampie eating )

so when i was in college, i had a very very attractive yet suuuper kinky girl friend .. she was a hair stylist, rode dirt bikes, drank beer, partied with the best of us, and was just a delight. she was 5'5, 100lbs 36C tits, and had a perfect ass.. she could fuck for hours, loved sucking me off anywhere any time, and loved getting fucked. on the outside she was shy and kind, but on the inside she was a fucking sexual freak. i didnt reallly have any idea what i was getting myself into when i first met her, but i soon found out. we started off with just some regular causal fucking, but somethi... Continue»
Posted by fukthisprettyboy 4 years ago  |  Categories: BDSM, Fetish, First Time  |  
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American DV part 1

It's possible the we roped him into it. When I asked Tom about fucking my girlfriend, he had that look of hesitation in his eye. It certainly wasn't because he didn't want to fuck her. No, in retrospect, it was just a fleeting second of disbelief, when his eyes shot down and away. When he looked back up he knew I wasn't k**ding.

"So, is that a yes?" I asked.

"Yes", he nervously replied

"Alright, here's the thing. She really wants to be double penetrated, so no chickening out or anything, ok?" I look for an answer before I continue, and he nods in the affirmative. "And… ok do... Continue»
Posted by RockHollywood 3 years ago  |  Categories: First Time, Group Sex  |  
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book store heaven


So after a long week, I decided to stop by the local bookstore. I walked in paid my $6.00 for the video card. Walked out the back door made a right to the video booths. There were the typical guys walking around and looking into the video booths. I found an open booth and sat down and started to browse the different channels. Came across a couple good tranny channels and started to rub my aching cock through my jeans. I had gone commando today in case there would be someone willing to suck my cock good.

As I was sitting there getting a good rub on, I heard moaning and shuffling from the... Continue»
Posted by riverrat_jim 3 years ago  |  Categories: First Time, Group Sex  |  
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Gave my 1st Blowjob

If any of you have read my previous posts you'll know ive had a fantasy of sucking cock. Ive had it for quite a while, but i never felt i could meet with a man on his own, I would rather it be with a couple. In my head it just wouldnt seem as "gay" if there was a woman present, it would be just something that happened in the throws of passion. I could suck his cock for a while and if i didnt like it i could move away from that and go back to fucking his wife.

But as some of you can imagine its hard for a single guy to get a chance of a threesome, there is plenty of men to chose from. Plus i... Continue»
Posted by thetbone 2 years ago  |  Categories: First Time, Gay Male  |  
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My Introduction

We were new in town, Mom and I had moved here because she'd gotten a pretty good job and this would be a good place to start over again. Our lives had been in constant chaos since my father had been killed by a d***k driver couple of months before and we were still trying to make our life adjustments. I was a fairly new driver and mom letting me use the car to hunt for a job was an unexpected treat. I went to the downtown area and applied for jobs at each and every fast food & grocery store I could find. I wore a short sleeved button down sky blue shirt with a Blue stripe tie, Black s... Continue»
Posted by Keith_Walters 2 years ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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The slut wife of my dreams. Part II : Keeping it i

The threesomes continued as usual. We would wait until my parents fell asl**p. We had bunk beds. It would of made too much noise. Blush and I started fucking on the carpet. My b*****r would watch us getting it on. At times we could hear him jerking off. I asked blush if he can join. She loved the ideal but didn't want to get excited for some weird reason. I started to wake him up (as I fucked my girlfriend at the time). He continued to act tired. I told him to stop playing and help me fuck her. She suck my cock while he drilled her doggy style. She started to moan uncontrollably. My parents... Continue»
Posted by virus2 6 months ago  |  Categories: Anal, First Time, Taboo  |  
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I lost my virginity to my mother

*AUTHORS NOTE: Some of the events entailed in this book have actually happened, and others are completely fantasized.

I HAD SEX WITH MY MOM.

Here is the story of my sexual experience and encounter with my own mother.
It was a cool september day, and I had just turned 15. For my birthday, I had gotten some makeup, a couple T-shirts, and a condom as a joke from my older b*****r, joking around that I'd be having sex soon. Which I thought was never going to happen for a long time, I was 15, and had only had one boyfriend, and the farthest we ha... Continue»
Posted by editorinchief 5 years ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  
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Desert was great!!

I had been managing a well known restaurant for about 3 years when the supervisor moved me to another one to help it get its sales up. I liked it there, but it was not the same as my old one. I made friends with at waitress there named Debbie. We worked one really slow Sunday and spend some time sitting in the dining room talking. She starts to tell me about this one hot cop that ests there. He was Italian and about 6ft 3 and hot... according to her. I thought.. maybe the transfer might be a good thing.
That following Wed night, Debbie and I were closing.. She come running back to the k... Continue»
Posted by dripinwet 5 years ago  |  Categories: First Time, Taboo  |  
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MY FIRST REAL BLOW-JOB JUNE 2004 True

MY FIRST REAL BLOW-JOB JUNE 2004 True
Don’t shoot the writer, it’s my first attempt! ~ and this is TRUE.

It finally happened and it only took 45 years! My cock was in someone’s mouth and I Came in a mouth for the first time with absolutely no hesitation and only a little bit of panic. .

It was Saturday around noon. I had taken the opportunity to escape the wife for a quick wank, and had just started to get comfortable in the video booth, in the Centrefold Video on Stony Plain Rd. A handful of tokens had been inserted, the channel selected, my belt clicked open, my pants were un-zippere... Continue»
Posted by mike1949 4 years ago  |  Categories: First Time, Gay Male, Mature  |  
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Sex with my sexy long hair aunt......

Hi i am ravi raja....u can get my intro from my profile..
“It was during the summer days ....... As usually i go to my cousin aunt house since my summer vacation........
oh i forgot real intro of my aunt......
She is vry pretty...
her figure is.. 38-34-40
As i entered her house she was looking same like i had seen her last summer......
Only the thing had changed that last year her hair was short but this time her hair were too long till her knee........ I was fond of girls with long hair so i was shocked to see her in long hair braided........... At that time only i decided that this tim... Continue»
Posted by raviraja00 1 year ago  |  Categories: Fetish, First Time, Interracial Sex  |  
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Beloved s****r Kiran


by Kiran Ali


I was going 18 at the time and my Kiran was almost 20. We are 18 months apart. She was the kind of s****r that no b*****r would have dream of before all our relation changed. I was on a fitness training to take entrance examination into a military academy that involved physical test like fitness, swimming and interview. So I was on almost top physical condition besides I was the school's soccer team. She was always picking up on my study. Something like peeking into my room to check whether I am studyin... Continue»
Posted by cuckoldswife 5 years ago  |  Categories: First Time, Taboo  |  
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You've Got Shemale.

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.



I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.

I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little selection and those that were in that range were surprisingly stuc... Continue»
Posted by MysticDude 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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My big old principal

One day in school i was noisy on a lesson and my teacher got angry on me, so she sendrd me up to my principal, mrs margot!
Mrs margot is a black 60 yo woman and she weight at least 130 kgs and shes very angry. And this time wasnt the first time i was upsent to her. This day she wore a short tight skirt and her red-painted lips were fat . She told to lay on the floor and i became totally suprised, but i fid what she told me. Then she took of my pants and spanked me hard and then i started to cry.then she took of her skirt and panties. She did put her big nasty panties in my mouth and totaly... Continue»
Posted by sweboi1337 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
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Living Like a Bull

Living alone in a city where you have come to work is exciting but it gets boring after sometime. the few initial months are fun, the whole living alone experience is very liberating and fun but only for a few months but then your daily life becomes monotonous and boredom takes over. You start search for hobbies but none come to rescue. Your mind wanders specially if you have a mind like me which thinks about sex 24 hrs of the day either you spend time masturbating or watching porn. Either ways you endup spending your load.well i digress, coming back to the story i go from one site 2 another ... Continue»
Posted by voyeurexy 3 years ago  |  Categories: First Time, Group Sex, Interracial Sex  |  
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Consoling Comforts...

John was sitting on the couch moping over his latest break up when Grandpa walked into the house, “What’s the matter boy? Did you break your favorite video game or something?”

“No, my girlfriend just broke up with me because I kept asking her to do something she thought was disgusting.”

Grandpa got a slight smile on his face and instantly had an idea what that was as most girls don’t like sucking on a cock let alone swallowing a load or two in the process at least not the good girls.

“That’s normal John most good girls don’t like to do that to begin with and asking just turns them o... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: First Time, Gay Male, Mature  |  
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my pain

I was in pain. I'd been having pains for several months. At first they were minor, just twinges that came and went but, as time went on, they became worse and worse and lasted longer and longer. The pain was always in the same place, just under my abdomen. I'd tried aspirin and paracetamol and ibuprofen but nothing seemed to work. Now there was hardly a day went by that I didn't have the pain at some point.

That day I'd gone to work as usual. I work in a small solicitor's office. There's just me and Mr Benson, the solicitor, and Mrs Allinson, his clerk. Mr Benson is very nice. He's an older... Continue»
Posted by stif266 8 months ago  |  Categories: First Time, Hardcore, Taboo  |  
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First time with an anal plug

I've always enjoyed ‘first time’ stories, so I thought for my first story I would tell one about one of my best first time experiences.
This isn't my first anal experience though… that happened long before (and I may tell that story someday too if this gets a good response from people). I had tried other anal toys before this, some of them were my own creation, but they were all fairly thin and small mainly just to get to my prostate for direct stimulation and that was it. This short story is about my first time with a thick plug and also the first time that my girl was involved. So I’ll star... Continue»
Posted by FearlessAddict 3 years ago  |  Categories: Anal, First Time  |  
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Me and my Bhabhi

I started to think of my bahbhi as my bed partner the very next day of her marriage. I wished she was In my bed for suhagraat and slowly desire arose In me to have sex with her and at last and I succeeded In It last month and this story Is about how I made her like me and have sex with me here the story starts.

We live In Mumbai as (parents, me, b*o & bhabhi). When my b*o got married, I was 25 years In age 5.10 man, natural big build with 8.5 of manhood and my gorgeous bhabhi SAVITA was 26 years old she had a decent figure of 34-28-36, she Is very sexy and typical UPwali CHAMIYA. But as yea... Continue»
Posted by rj_soni80 3 years ago  |  Categories: Anal, First Time, Taboo  |  
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Nice GH Experience

After last night's self-pleasure session on web, I had a full day of client service today. Having closed out the business day, I took a drive to a neighboring city. There's a suburb of that city that has a nice, clean, well-managed adult emporium. I've visited several times in the past 3 years, so am familiar with the "toy store" on one side, and the video arcade on the other.

Some of the video booths have glory holes. I try to get into one of them, in case a "connection" can be made. I tend to expose myself well as I watch a selection of videos. This gives a "neighbor" opportunity to catch... Continue»
Posted by goinstrong 3 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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