First Time Porn Stories
Page 463

Girlfriend gives up her ass for the first time

I love my girl Chloe we have been dating since we were Juniors in High school. We are eighteen year old seniors now. Chloe is really hot at 5’5 with dark brown hair and green eyes. One of her better features is her smile. She has a big beautiful smile and her lips feel wonderful wrapped around my cock. Her breasts are B cups and her build is petite. Her ass has a beautiful shape with just the right amount of curve to it. Her pussy and asshole are waxed smooth and there isn’t a stray hair on them.
This is the story of how I finally popped Chloe’s ass cherry. Our Senior year of high school had ... Continue»
Posted by rollinger 1 year ago  |  Categories: Anal, First Time  |  
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My First Man Sex

While married to my second wife, we began swinging with other singles and couples, but it was one couple especially that impacted me: Sean and Lorie. Lorie and my wife loved making out with one another and so, on one occasion when they were doing so, Sean pushed me down onto the bed and began sliding his hard cock against mine; I had never done that before and found myself getting harder than I had ever been with a woman! What my wife and Lorie were doing totally disappeared! All I cared about was feeling Sean's dick sliding against mine.

Just as I was about to cum, Sean pulled me off the c... Continue»
Posted by ssbbwluvr93 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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A gay bar

I went out to a gay bar after too much drinking at another bar to cruise for a guy to suck. I usually try to set up encounters over the internet but it was very late in the night and I wanted a cock in my mouth as soon as possible, my mouth was watering at the thought of one being in my mouth.

After buying a drink and standing near dance floor hoping a man would come up and take my head and put his cock in my mouth it wasn't happening. I walked around and tried to make myself look like I was really trolling for it... It finally worked!

I've never had been with a black man before so I w... Continue»
Posted by uniquet 2 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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iCarly: iSlut

It was ten o’clock in the morning when Spencer Shay, a tall, dark-haired, twenty-something-year old man stumbled out of bed with inspiration in his mind. Quickly he ran to the living room of his apartment and hurried into the kitchen. Grabbing all the aluminium foil as that he possibly could, the man ran into the room he had just raced through and quickly began to construct what he had imagined in his dreams.

An hour later, an alarm clock rang upstairs. It was a Saturday and Carly, Spencer’s 15-year-old s****r, awoke slowly, having slept late that morning like she had planned. Restfully, sh... Continue»
Posted by bobcox69 1 year ago  |  Categories: Celebrities, First Time, Group Sex  |  
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Allyson the Sissy Whore 1

Kevin was your prototypical mid 20s guy. He had a decent job and lived on his own. He had good friends and whilst he was single he didn't find any problems getting what -- or who -- he wanted in the bedroom. However he had long been fascinated by glory holes and by being serviced in them but by being the one servicing.

He was convinced he was straight and loved having sex with women. He was disgusted by the thought of being with a man in the bedroom but yet he watched so much glory hole porn and always found himself imagining that he was the girl and not the guy.

For years this had gone ... Continue»
Posted by luv2cum71 1 year ago  |  Categories: Fetish, First Time, Voyeur  |  
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first time with my black neighbor

i was about 15 and hes was 14, we had seen eachothers dicks before but never really done anything.
we were outside when i started looing up porn on my ipod so we decided to jack off together, we were both very hestitant to take out our dicks but once he did i saw his absolutly amazing giant black cock, and we both started slowly stroking to the pictures i had copied.
of course i got hard very quick just seeing his black cock but he was having trouble so i offered to start sucking him to speed us up. it took me awhile but i finnaly convince him to let me, so in the middle of the woods i got o... Continue»
Posted by hardy45 4 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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A dancer sucks my cock in the vip room

There is a club just south of West Palm, Fl. It is full nude and the girls are very hott. I was working in a town 30 minutes north and decided to take a ride south after I took a shower in the hotel room. I have been to West Palm many times and have been to all the clubs there but I was looking for a new club. I ended up finding this strip club by the Lake Worth airport and it looked like it was happening from all the cars outside. So I pulled into the parking lot and entered the club. As soon has I got in there they were running a special dance so a girl wasted no time on hitting me up. She s... Continue»
Posted by gilttester 3 years ago  |  Categories: First Time, Hardcore  |  
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My first Crossdresser - Part One

When she walked in to the restaurant I knew I was in trouble.

It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.

Convincing she was not, a crossdresser without question. But pretty, really pretty. And the way she walked, shit, I was getting hard just watching her. She wore a tight bla... Continue»
Posted by abend 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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muslim tailor fuck my wife infrnt of me

So I suggested her to get her dresses stitched in lieu of taking some ready-made ones. She agreed. So next afternoon we went out in search of a ladies tailor’s shop who could deliver her dresses in two days. Our house is situated on Stadium Road, and in that locality we found no such tailor who could deliver things so early.

my wife asha posing with her milk filled boobs to the two muslim tailors and me
However, it was around 4 o’clock (afternoon). And incidentally, we were the only two customers at his shop at that time. The senior tailor instructed my wife to enter the shop’s anteroom /t... Continue»
Posted by cuteb0y25 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Finally losing my Virginity at 25 years of age.

My first “attempt” at losing my virginity was a nightmare, which, looking back, I can now smile about.

I was a late starter in life due to having epilepsy when I was younger and it didn’t stop until just before I reached 22. Thus girls were frightened off and I was low on confidence.

Anyhow, when I was 24 I had tired of the fun taken out of me due to still being a virgin and after talking this over with my mate, he offered his girlfriend as a virgin-buster. Yeah, you heard right. He offered her to me so I could lose my virginity.

She was pleasant enough, not very bright (which is prob... Continue»
Posted by OralGiver47 3 years ago  |  Categories: First Time, Mature, Sex Humor  |  
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Birthday Spankings from Mike

Well, where to start. I have been getting birthday spankings for the past ten years from a wonderful f****y friend, Mike Wellby who lives just down the road. My Mom has asked him to give me my birthday spankings every year and every time I get more and more excited to see him come to the house, knowing that I will soon be over his knee feeling his stinging hand on my bare bottom. This year would be different though because this year I turned eighteen and Mike hinted to the fact that since I was a big girl now I should get big girl spankings. I asked my mom what this could mean but she onl... Continue»
Posted by spankingjenny 1 year ago  |  Categories: BDSM, First Time, Mature  |  
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Bi Beginnings

I remember finding Squirt.org while doing a search on Dallas Gloryholes. The thought of being
on my knees and an an anonymous cock poking through a hole into my waiting mouth really turned me on to no end. I've been bi-curious since my twenties and it's time I started making fantasy into reality.
I started by placing an ad on Craigslist and literally had to beg to find someone to let me blow him, I never imagined it would be so difficult to find someone to use a warm, willing mouth but finally a cute little Hispanic guy came by. I had him drop his pants and take a seat and I walked over and... Continue»
Posted by lttexxxan 1 year ago  |  Categories: First Time, Gay Male  |  
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swapping the wife

I would like to tell you of something that happened many years ago, hoping you will enjoy it as much as I did.
Let me set the scene I was working for a security company and had heard of a female guard, who was an easy lay and was any ones for a few drinks, I had also heard she was fantastic in bed, as I bought her home one night from a site I asked her out for a drink, excepting I dropped her off and told her I would pick her up in about 1½ finishing off I shot home and got ready picking Michelle up dead on time, as we drove to the pub we chatted arriving at the pub I got our drinks and sat... Continue»
Posted by rodma 1 year ago  |  Categories: First Time, Masturbation, Voyeur  |  
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The Many Misadventures of Young Adults pt. 4

Harry Potter: The Many Misadventures of Young Adults pt. 4 - Hermione's Cherry Chapter 2: Christmas Presents

It was Christmas morning and the Gryffindor dorm was empty except for Ginny and Ron Weasely, Harry Potter and Hermione Granger. Harry always stayed at Hogwarts because he and the Dursley’s, the Muggle f*mily he lived with, both preferred it that way. Ron and Hermione usually stayed to keep him company and this year, at Hermione's suggestion, so had Ginny. This year the girls had some special "presents" planned for the boys.

As the boys came down the steps into the c... Continue»
Posted by FrankSinner 5 months ago  |  Categories: Celebrities, First Time  |  
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Young and Willing - Part Two

Young and Willing – Part Two

The shower brought me back to life. As I reflected on all that just happened, I was anxious to find out what would be next. I didn’t have to wait very long. As I was toweling off, I heard the bedroom door open, and Harry walked over and leaned against the open bathroom door, watching me. He came over behind me, took the towel and began to dry off my back. Then he threw the towel into the corner, and told me to bend over and put my hands on the edge of the bathtub.

He knelt down in front of my damp, clean ass, and immediately spread my cheeks... Continue»
Posted by billy69boy 6 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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The night we went fishing

It was the middle of summer after a long week of working we decided to spend the afternoon at her s****rs house fishing, she had a pond not too far from her house. we were joined by her s****r, her husband and their two sons, we spent the whole afternoon and into the night fishing catching mostly frogs which the boys enjoyed playing with. It was starting to get late and the boys needed to be in bed so they left leaving me and my wife who were still trying to fish but not catching anything.

After a few minutes I noticed my wife no longer fishing but sitting on the hood of the car, her shirt ... Continue»
Posted by 2krups 4 years ago  |  Categories: First Time  |  
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b*****rly lust Part 1

Ben walked past Scott’s bedroom door on his way to the shower, the bedroom door was open just enough for Scott to get the slightest glimpse of his younger b*****r slip past his bedroom door , Scott who was lying on his bed in his tight white Calvin Kline cock hugging briefs was already semi hard the sight of his b*****r’s smooth hairless chest got him harder he began rubbing the form of his cock through his briefs, as his imagination kicked in, Scott could hear the shower running and his mind began to wander, he could imagine his younger b*****r standing under the running warm water as he soap... Continue»
Posted by talesofted 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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An Afternoon with Kimberly

Newspaper Carrier Route
My name is Will Jones and I'm forty-five years old. I got laid off a job that I'd held for twenty years and due to a slow economy I was having a difficult time landing a job in my field as a computer software consultant. Just to pay the rent and eat, I worked at many odd jobs. I got a few computer jobs as a temporary, but just didn't get enough work so I took on a job with a local newspaper delivering papers to the company's carriers with consisted mostly of boys and girls in the ten to twelve year old range. There were a few teenagers too, but most teens worked at fas... Continue»
Posted by fotisampini 1 year ago  |  Categories: First Time, Mature  |  
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First trip to Vegas, first bbc's4us, first pu

this is the full story. and its all true. We had decided to take a trip to Vegas and spend some alone time together.. We started off with dinner, then went to hit the tables.. My husband was on a winning streak, and then the tables had turned and his luck began to run out.. and before I knew it, he had lost the money we had to get back home.I was so mad that i had to just walk away. About 15min. later I went back to where I last saw him but he was not there.Just as i was going back to the room I saw him at the bar with a high roller guy that had taken most of our money at the poker table.... Continue»
Posted by goodwifebad4black 4 years ago  |  Categories: First Time, Group Sex, Interracial Sex  |  
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birthday party

I was turning 33 tomorrow I thought as I drifted off to sl**p. My life has been good so far as I have two great k**s and a good husband of going on 14 years. I awoke to a birthday breakfast in bed with my two k**s and hubby. My husband kissed me softly and told me happy birthday as the k**s bounced all over the place.
As the morning progressed a shower and getting dressed my Husband told me to dress a little slutty for work today as he was planning to pick me up after work and go out. He had laid out an outfit for me but I quickly noticed that there was no bra or panties and a skirt that was ... Continue»
Posted by aki4u23 3 years ago  |  Categories: First Time, Hardcore  |  
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