First Time Porn Stories
Page 14

My GF first sex

In high school I felt like the only virgin around. All my friends were doing it, and while I went out with guys all the time, I never met anyone who I really wanted to fuck. I wanted my first time to be special, and all the guys I dated were just too lame.
Still, I was horny as hell. I masturbated all the time, in the morning, after school, at night, I even locked myself in a plane bathroom and fingered myself. I became obsessed with cumming, it just felt so good. I would go online read a nasty story, get all wet, and then lie on my stomach on my bed, and hump my right hand...Still, there was... Continue»
Posted by dhature93 1 month ago  |  Categories: First Time  |  


It was late September when I left the BART at Embarcadero in San Francisco. I managed to leave my coat on the train. I was 19, 6'1" , 190 lbs and no meat to protect me from the cold autumn air. There were a lot of tourist in this part of town and I wasn't interested in mingling with tourist. It was my first time away from home and I'd come to have adult fun. So I walked up Market St until I came upon a Woolworths Store. It was early evening and I knew there was a small diner inside and so I went inside to eat. I sat at mid-counter and order the meatloaf dinner. The diner was crowded and I st... Continue»
Posted by jimfiftynine 1 month ago  |  Categories: First Time, Gay Male  |  
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First time blow job from a guy

When I was 19 I met a guy at an offroad club that I was a part of. We chatted after the meeting about off roading and he invited me over to his place to take a look at his rig, and give him some suggestions. He was a nice guy, and had a lot of top shelf liquor that he said he had gotten for a party he had a few nights earlier. So we had several drinks, I talked about my girlfriend at the time, due to the fact that she was calling me non stop to come back to our apartment. Pretty soon I was a little too d***k to drive. He said he also had a girlfriend, and asked if I wanted to watch a porno of ... Continue»
Posted by bulrich663 1 month ago  |  Categories: First Time, Gay Male  |  
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Stefan's Blackmail

When I was about 19 I started to crossdress. I didn't have gay feelings or strongly identify as feminine but I felt strangely attracted to my older s****r's clothing. One day I tried on a skirt and I found this simple act feel so thrilling that at the next opportunity I tried on a two more things...a dress and and a pair of her jeans. I was always thin, especially when I was younger, and my s****r was only three yeas older than me, so I had little problem fitting in most her stuff. Actually the stuff at the back of her wardrobe, the stuff a year or two old that she didn't really wear anymore w... Continue»
Posted by tricked-sissy 1 month ago  |  Categories: First Time, Shemales  |  


One day when heading home from college I stopped at a gas station close to my house.
While getting gas I had the urge to use restroom and went to the one at the station.
When I finished something caught my eye written on the wall and it read:
[/b]For a good time call and listed a number, Love Mark.
had a pen in my pocket and used a paper towel to write it down on.
When I got to the house I took it out of my pocket and stared at it to the point I almost memorized the number!!!!!
It mad em so curious to who had written it and what the intention was and was hoping I was correct.
... Continue»
Posted by sissyfaggotroberta 1 month ago  |  Categories: First Time, Gay Male, Voyeur  |  
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Our trip to Belize

Last spring my wife went on a trip to Belize and rented a condo in San Pedro. She was 62 then but still very fit and attractive (her pics are on my profile). While we were there we went to happy hour at an upscale outside bar near our condo. The bartender was a very good looking friendly, probably late 20s early 30s black man and we became friends, him always giving my wife a hug every time we came in and they exchanged Facebook information.
She knows she has my permission to have sex with a younger black man since I can seldom perform any longer. On the night before we left he texted her and... Continue»
Posted by jimmielee65 1 month ago  |  Categories: First Time, Interracial Sex, Mature  |  
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How I became the woman I am today

I used to be a shy and innocent k** in highschool. No one really wanted to be my friend, no guy thought I was hot or something like that. I was feeling kind of down at some point. My parents were pretty worried that I was always indoors, and nobody else except my teachers called to contact me. I was frequently crying and feeling dissapointed. It was the loneliest time of my life. But oh boy, things were about to change in my senior year.

One day, I was sitting in front of my highschool, reading a magazine. All those celebs made me wish ... Continue»
Posted by JolieAmellie 1 month ago  |  Categories: First Time, Mature, Taboo  |  
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Finally Nailed Soumya

Hi, Readers.. Its me Kritagya again. I am now 29 years old, married and still on the hunt for women, girls and housewives who have an appetite for hard core no strings attached sex.. For those who have enjoyed reading my stories : ” Finally Nailed My Aunt” & “Finally Nailed Shalini Bhabhi” (Which was not posted by ISS due to some copyright issues but is available online) here comes a new offering from my end. Trust me its not at all fiction and is based on true events.

I hail from the city of Joy. I have been undertaking a professional course here and that’s when I met this Girl Soumya duri... Continue»
Posted by just_vibe2 1 month ago  |  Categories: First Time, Hardcore, Taboo  |  

Teens in sex wonderland.

I am a married girl. My name is Lubna. My marriage is arranged by my mother-in-law. Her name is Zareena Bano. She saw me in a shop with my elder married s****r, Najma. I was, then, sixteen and in full bloom and robust health. She talked to my s****r Najma and made her friends. In a few days, she invited us all over evening tea. Mutual ladies took liking to each other. In both families it is the Moms that are the driving f***es. I had just passed my school studies and had no idea of marriage. The proposal, however, seemed too good to my mom to let go and I found me most welcome in my new home. ... Continue»
Posted by Shermohammd 1 month ago  |  Categories: First Time, Mature  |  

The Anniversary Party

My mom had sounded very disappointed when I told her I wouldn't be able to make
it to their home for their 30th wedding anniversary.

"But, Richard, your b*****r can't be there either."

"Sorry, mom, but I can't get out of the trip I've got scheduled. And I'm not
responsible for Ross's life. What about Marie? Will she be there?"

"I haven't talked to your s****r yet so I'm not sure" I could hear the hurt in
her voice and it was hard to keep the secret of the plan we three siblings had
agreed to.

Ross, Marie, and I had already discussed mom and dad's anniversary and had
dec... Continue»
Posted by brianbigdogsmith 1 month ago  |  Categories: First Time, Mature, Taboo  |  
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Laura Learns the Law

My name is Laura. I am 22. I find older men attractive. For as long as I can
remember I have found older men so much more attractive and interesting than
boys my own age. I have been fascinated by their experiences, their wisdom, and
their confidence. There is a stability about older men that I always found
comforting. And to be perfectly honest, I liked the fact that older men had
money. Younger guys, my age, were either broke or spending ridiculous amounts on
fixing up cars or buying huge stereo systems for them. I enjoyed being spoiled
from time to time by the older men I kn... Continue»
Posted by brianbigdogsmith 1 month ago  |  Categories: First Time, Taboo, Voyeur  |  
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Melissa and Her Loving Sons

My name is Melissa. I am 45, about 5'4", shoulder length red hair, and have
managed to keep my body in very good condition. I am a little plump, but my
curves are womanly as a woman should be. It isn't easy, but I have managed to
keep my figure to 38-26-36C with exercise and dieting.

Since being left a widow 10 years ago, my time has been devoted to providing a
home for my two sons, Kevin, 20 and Patrick, 18. They were just boys when their
dad was killed by a d***k driver, but they pitched in and helped me in every way
they could. The three of us became quite a team.

I wasn... Continue»
Posted by brianbigdogsmith 1 month ago  |  Categories: First Time, Mature, Taboo  |  

First Night of the Rest of My Life

The arrival of my 50th birthday loomed like a dark cloud on the horizon.
Milestones like that lend themselves to introspection and self-evaluation. My
life was good, for the most part. I was a successful real estate agent. I had a
wonderful and thoughtful son, Brent, who was 28 and lived nearby. I had been
married for almost 30 years. Oops. It was at this point that my evaluation of my
"good" life ground to a halt.

My marriage of almost 30 years wasn't anything I wanted it to be. It had started
as new, exciting, and passionate, but moved quickly into thinly cloaked
indiffere... Continue»
Posted by brianbigdogsmith 1 month ago  |  Categories: First Time, Mature, Taboo  |  
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Just Another Sunday Afternoon

"That was a delicious dinner, Monica," my husband, Roger, complimented me.

"Yeah, mom, your fried chicken beats the colonel all to hell" my son, Rick,
added and laughed.

"Mom, I'm gonna weigh 200 pounds if you keep feeding me like this" my daughter,
Angie faux-complained. Since she weighed probably no more than 120, I didn't
think she had much to worry about.

Amy, our other daughter, just rubbed her tummy and blew out her cheeks to show
how full she was. I had to laugh at her funny expression.

I enjoyed cooking for my f****y. I enjoy doing things for my f****y and with my... Continue»
Posted by brianbigdogsmith 1 month ago  |  Categories: First Time, Group Sex, Taboo  |  

I didn't know I liked heavy mature women 2

In case you haven’t read part 1 of this story yet, I suggest you do that before reading part 2. (part 1)

She had her full weight on me. I could feel her enormous belly and heavy breasts press down on me. I had trouble breathing and I was afraid that the weight of her body could crack my ribs or even break my back. I had never felt that kind of pressure on my body before. And by the way she was breathing, I could tell that she was loving it. I don’t know how she did it, but she had removed my pants and my boxershort while stayi... Continue»
Posted by giandro84 1 month ago  |  Categories: Anal, First Time, Hardcore  |  

Episode 57: Jenny and Blue

Regular readers of my Jenny episodes can skip this paragraph – you already know who is real and who is fictional.
Jenney (Cumslut) and Rob were ch1ldhood sweet-hearts – fucking each other’s brains out since High School. Unfortunately, now they are married to two different people and Rob’s rare army leave the opportunities for a weekend of bliss are limited. Rob’s wife Ana knows all about Jenny and hates her with a vengeance; Jenny pretends that her husband John is blissfully unaware of her sexual exploits with Rob, her b*****r (who I call Cliff) and most of the male (and fe... Continue»
Posted by dasx2 1 month ago  |  Categories: Anal, First Time, Lesbian Sex  |  
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young toms

To begin with, my husband, Ted, has a twin b*****r Fred
who is married to Susan and they live near by in our
small town where it is difficult to do anything without
someone else knowing. With all that said, we have the
usual evils in our little town, the bars where men hang
out looking for women and women hang out looking for
men. Of course some of the women make a living off the
men. Each of us couples has a teen-age son and they
were born in the same month and the same year.

All four of us went to high school together and dated
together and even were married in the same... Continue»
Posted by kinghut 1 month ago  |  Categories: First Time, Hardcore, Mature  |  

It started with a simple request

I had been laid up from a snowboarding accident. Nothing terrible, but my own stupid move that kept me home on the weekends until I healed. It was a blessing Matt was there. He was my best friend, best man in my wedding, fishing and drinking buddy, lots of laughs, always there - a true friend. Just lucky we found each other. I will never find a friend like him again. Outgoing to my introverted style,  brilliant technologist, plays drums, knows everything, loves fast cars, but has a selflessness to him. He was always there. Also, he worked out and was in amazing shape. You could say I had a "ma... Continue»
Posted by loves2serve 1 month ago  |  Categories: Anal, First Time, Gay Male  |  

Helped by my coach

To be perfectly honest, I was a bit ashamed and felt like a weirdo when puberty hit. I was pretty late bloomer, but when puberty hit it did so with f***e. My voice changed very quickly, my body got a lot more muscles, and most of all my cock grew huge. My trouble started when the other guys in my sport teams saw my cock in the shower. Funny how someone's body part can make other people either hate you or admire you, some at the same time.
I felt like an outcast, since my cock while soft was still more than twice the size of most other guys. Of course, what the guys saw in the shower got out a... Continue»
Posted by happy_manwhore 1 month ago  |  Categories: First Time, Mature  |  
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Lover’s First Fuck!

Natalie had been on her way to the bus when she saw Jake slip into the girl's locker room. She decided to follow him in. She watched as Jake was discovered and then as the three hot cheerleaders used him as a sex toy. She was rubbing her pussy as each of them sat in his face, sucked and then fucked his wonderful cock.

Ever since the brief episode at the bus stop where she had felt that big cock with her own hand the horny girl wanted nothing more than to be Jake's willing sex plaything. The thought had made her so hot she had f... Continue»
Posted by mooremike 1 month ago  |  Categories: First Time  |  
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