First Time Porn Stories
Page 485

My UPS Man Picnic

I had honestly forgotten about telling my UPS guy we could go on a picnic so when he brought me another package and caught me once again laying out in the nude I grabbed my robe and signed for the package. He was walking away when I remembered and I said hey when we doing this picnic? His turned around and his eyes lit up I said do you got time for a quick soda or iced tea?. I feel like a cold one but don’t want to drink alone. He looked at his watch and I could see him calculating his route. I went in the house and brought out a cold dr pepper and said here you go. I sat down but made s... Continue»
Posted by xhamporn 6 years ago  |  Categories: Anal, First Time  |  
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My first time!

I want to tell you the story of my first time. Though it was over 15 years ago, I still remember it like it was yesterday. I was 19 and still a virgin. It was something frustrating which I didn’t like at all. All of my friends had girlfriends and had already their first sexual experiences.
Then came this day in spring, just 3 weeks after my 19th birthday when Carmella bought the neighbor’s house. Our neighbor had died six months ago. He was an old friendly man who sometimes gave me some extra money. I really liked him. Carmella was a divorced Latina woman and started a new job in the library.... Continue»
Posted by PornApocalypse 4 years ago  |  Categories: Anal, First Time, Mature  |  
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First time with dad - Pt. 1

As you can well imagine, talking about their ‘sexy’ families really gets people hot and so, so turned on, and what I’m about to tell you will explain why I am no exception to that rule.

I’m sorry but to be able to tell you what dad and I did, I’m going to have to take off my jeans and panties so that when I really get runny, it won’t be any bother for me to play with my little cunny and rub it until I explode.

If there are any breaks in what I write, I will try to cover them up but if you notice any, you will understand that I’ve had to take a break or two either to calm down a bit or if... Continue»
Posted by pinks43 4 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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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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Sex With Aunt Sulatha

Sex With Aunt Sulatha

I am RAHUL with a hot encounter with my distant relative and neighbor aunt Sulatha, who was a fuck worth. In the year 2000 I was studying my graduation. At that time I lived in a small village with my parents.

Our house was located near the farms, only two houses were around my house. I was only the boy for the three houses. Remaining families had girl babies only. I used spent my time by visiting the both houses. In one house a couple resided with only one daughter. I had an affair with the girl also. I will explain you in another story.

In the second hou... Continue»
Posted by nana414 6 years ago  |  Categories: First Time, Mature, Taboo  |  
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Granny's House

My granny was in her mid sixties and lived on a huge ranch. Her and gramps raised horses. When I was young we would always go and spend a month with granny on the ranch. We had ggot out of that habit for several years, but now I was going to stay the summer with granny and gramps. Being in my mid teens and racing thru puberty I really wanted to stat home and hang by the pool.
The was very beautiful and they set me up my own room. Granny is and always had been a very pretty lady. She maybe weighs in at ninety pounds and maybe four and half feet tall. She has grayish blode hair and big blu... Continue»
Posted by zimabean 3 years ago  |  Categories: First Time, Hardcore, Mature  |  
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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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My journey into crossdressing.

The following story is 100% true. Only the names have been changed.


About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle.
We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex.
The first day we met, we ended up sl**ping together. As we lay in bed afterwards, we started talking about what we liked and didn't like in bed.
She told me that she liked to finger a mans anus while she sucked his cock. I wasn'... Continue»
Posted by awesomesuperballs 5 months ago  |  Categories: Anal, Fetish, First Time  |  
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Teenage Neighbor

Teenage Neighbor


With my wife and k**s out of town, I had planned a great Sunday for myself. I slept until about ten and finally rolled out of bed. I made a pot of coffee and drank most of it while I read the Sunday paper from front to back. I smoked a joint and had a really good buzz when I decided to take a little nap on the couch. Just after I fell asl**p, the sound of knocking on the sliding glass door woke me up. “Great”, I thought, as I sat up, “my first nap in a long time and somebody’s already disturbing me.” I stood up from the couch to see Shannon, our friend’s teenage daughter,... Continue»
Posted by adel5000 4 years ago  |  Categories: First Time, Voyeur  |  
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Lonely Mom's Passion

I was going home during a school break to see my mother. My parents split up when I was five and even now at twenty, I don't know what happened to my father. My mother doesn't like to talk about it although I want to know what happened between them. My Mom now lives in a small house along a lake front. I am not sure how she can afford the house as she only works part time or when she wants to. I pulled up to Mom's place and I went to the front door.

Mom greeted me with a big hug and I put my bags in her small spare bedroom. My Mom was just in her mid-forties but she could pass for younger. ... Continue»
Posted by ajbasu 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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Lodgers Surprise

I had started my first job after leaving university. Having moved to a small town where I knew no one I had taken lodgings with a couple who had a large house a short walk from my office.
The couple were called Jenny and Mike. They were both in their fifties and had retired early and took in the occasional lodger. Jenny was about 5 foot 2 and was plump and sexy. She had good tits and fine legs which I often admired when I thought she wasn’t looking. To my joy she always wore nylons either stockings (I could see the garter bumps) or tights when she was wearing tighter clothes.
Mike was 5’11” ... Continue»
Posted by maninnylons 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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His Wife finds out - Now she my Whore - An Adult S

I am 24 and live near the ocean and love my single life. I never want to get married because the women in my neighborhood are to good to give up. I'm still in pretty good shape. I still have my athletic frame from high school. I am 6ft 4in and work on cars for a living. I fuck many lonely women in my shop as I work on there cars. Sometimes I trade sex for repair work. My friend Dave came by the other day. He is married. He just had a baby about a month ago with his wife. You think he was all settle down but he still helps me fuck some ladies who want more than one dick. It had been a... Continue»
Posted by buckkelly123 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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My First Time Getting Fucked ( real story 100%)


When I was a young boy I had my first cock inside of me. I wasnt sure what I was doing but it felt so good.

One of my older b*****rs friends usto go to our house to chill. he didnt look gay or act gay, he looked like a thug, he was handsome and had a great body. him and my b*****r would always talk about fucking girls, from then on I was so intrested in sex. I always wondered how girls felt to get fucked, how a cock tasted and I always imagined getting fucked, but never thought it would happen since I didnt consider myself gay or bi.

I always fantasized about cocks, and how they taste... Continue»
Posted by jbenz12 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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Sibling Rivalry

Hi, my name is Dan and I’m 20 years old. I’d like to tell you about a very close encounter with someone very dear to me, especially now, my twin Jodie.
We are both very sporty people and very competitive, always trying to out-do each other, not just in our sporting lives but in pretty much everything we do; and it’s this competitiveness that brought about what happened that evening just over a year ago.
Our parents had hired a cottage for a weekend and asked us to come and join them. Jodie and me were away in college, not the same one, and they thought it would be nice for us all as we hadn’... Continue»
Posted by granger59 4 years ago  |  Categories: Anal, First Time, Taboo  |  
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Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
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1st Time gay

It has been a fantasy of mine for some time, that is for a man to fuck my arse.

Well it finally happened.

I was travelling back down from Scotland, I needed to take a leak so I pulled into a layby, in it were 3 other cars. I got out went to the bushes and had a pee, as I finished I turned and bumped into this guy, he was about 50, he just said casually do you want anything.

I looked at him and replied yes but not here, he said there is another place down the road give it 5 mins and follow me down I'll wait for you and show you where it is. OK I said.

I drove down the road and sur... Continue»
Posted by yg55slo 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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let's double fuck

i have twin b*****rs parker and bryan they're 24, a year older than i am.we're all in college,all fairly good students,and i still can't explain what happened the other weekend.i just know thati want it to happen again.our folks were out of town for a romantic anniversary weekend or some such shit,and it just happened that all three of ushad gotten screwed over by our saturday night dates.

we decided to invest in a box of wine,which was probably a unwise decision,because we got silly and started talking about stuff that b*****rs and s****r should not talk about.finally i came... Continue»
Posted by sfgman40 6 years ago  |  Categories: First Time, Group Sex, Taboo  |  
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Cooking With Mom (Part II)

If you already read the first chapter you know that my mother Jennie, and I have already had sex in the kitchen. After that day, outwardly, things looked the same between us but at least 3 nights a week we would spend the night in her bed fucking like rabbits and finding new ways to love each other. She taught me a lot and I was an eager student. Mom seemed happier than ever with more energy and always a smile on her face. After about a month and after a particularly wild Sunday morning of sex where her eyes rolled back in her head when she came, we were lying there against each other and I... Continue»
Posted by fl44bothways 6 years ago  |  Categories: Anal, First Time, Taboo  |  
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Me and my s****r

-This is my first story, so if you guys have any comments to help please comment on how to make my stories better-


It started in my sophomore year in high school. My s****r is 4 years older than me, so when i was 16 she was 20 and in college. i had always fantasized about her. She was a beauty. She used to be on her high school track and swimming team so she had amazing curves around the hips. She had an a perfect ass, and her tits were at least a D cup. And she was a tease. She would always walk around in tight clothes that showed every curve she had, wore short shorts to show off her be... Continue»
Posted by cainne 5 years ago  |  Categories: First Time  |  
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Kinky girl gets an anal surprise

I had just finished a long day and was about to head home but was dragged at the last minute to a bar round the corner. I told myself I would have one drink and then head off but well one turned into two and we all know the story.

 Well as the night went on I started to notice this amazingly beautiful woman staring at me. She had a body that would make you cum because you even got close to her, tits like perfect orbs and an ass so tight, all I could think about was squeezing it really tight. 

 She was obviously out with friends as a group of people I didn't know surrounded her. But I kne... Continue»
Posted by red_writer 3 years ago  |  Categories: Anal, First Time, Voyeur  |  
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