First Time Porn Stories
Page 491

First time milking my prostate

I don't exactly remember when I first got the urge to pleasure my asshole but I'll never forget how good it felt when I slid my finger up my ass for the first time. I have never been attracted to men in a romantic way but I do love cock and consider myself a bisexual when it comes to sex. But my first love is women and I just don't see myself ever being in love with another man or in a relationship. As I got older I began cumming in my mouth by lying against a wall and putting my legs over my head so I could aim my cock for my mouth. The first time I chickened out and closed my mouth before my... Continue»
Posted by Fatdick604 9 months ago  |  Categories: Anal, First Time, Masturbation  |  
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My Wife caught with older man 1

Hi my name is Manoj and I am a 30 years old and I have just caught my wife with a much older man while she was d***k at a pub this is the story.

I was sitting in the living room while waiting for my wife Ritu to get dressed. I had been waiting a while when she came down the stairs looking gorgeous. My Ritu is only 24 years old. She stands about 5' 6" tall, and is a size 10 with a 36C chest. Ritu has mid Brown shoulder length hair, and the prettiest blue eyes. She always manages to get a lot of male admirers. She was wearing a small white halter-top, which left her shoulders and most of her ... Continue»
Posted by cuteb0y25 2 years ago  |  Categories: First Time, Hardcore, Mature  |  
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I've Consented...

My husband and I have fantasized about so much, even video the fantasies we play out, but never have followed though with actually doing them. I know he wants to see me "Fuck A Black Man" bare back, and take his seed deep into my vagina. I also know he'll settle for me fucking an older man of any race, or me just doing anything to another man while he watches, films it, and gets off himself. This story is for him, you see yesterday being Valentine's day, one of my gifts to him was that I consented to giving a stranger a hand job, and letting the stranger play with my luscio... Continue»
Posted by Sheila101 6 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Caught!

It had been a bitch of a day. I was NOT in a good mood. I’d skipped out of the office early which meant I would not be getting sacked for smacking my boss in her over smart mouth. It was good driving along the motorway. I could let out some aggression when the road was empty but I knew the only thing to really calm me down was my wife.

I had the image in my mind of storming into the house, dragging her by her long auburn hair to the bedroom and r****g her like a cheap whore and making her do the dirtiest things I could imagine.

I could hear her voice in my ear, begging me not to ... Continue»
Posted by samvimes 4 years ago  |  Categories: First Time, Taboo  |  
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My first orgasm pt 1

I was a young 16 yr old just left high school and had the summer holidays down at my grandma's farm in the country to look forward too; I spent every spare moment there as I had freedom and being one of 4 k**s I got peace and quiet as I was second eldest. Cathy was 19 and not into fresh air, Barry was 12 and always into footy and Frankie who was 7 and a typical brat always taking the piss out of my ample tits and was always poking them but was always getting caught by my right hand across the head before I would get into trouble for doing it by mum, I had my own room at Nan's a huge double bed... Continue»
Posted by rodma 3 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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mom is my birday call girl (Not True Story)

Introduction: a guy orders a call girl for his eighteenth birthday and is surprised at who shows up on his door

Two weeks ago was my 18th birthday. My f****y celebrated with cake and a party, it was great. But tonight I was planning on celebrating my birthday the right way. I told my mom I was going to go hang out with my buddies but instead I went to a cheap motel and called an e****t service. I asked for the nastiest, naughtiest slut they had.

I felt bad about lying to my mom, because I’m really all she has. My dad walked out on us a few years back and since then she has been s... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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Teacher, Sexy Teacher


A new young teacher fights her desires for her handsome student.


Kayla Davis stood before her full length mirror in her bedroom. Her eyes took in her demeanor from head to toe. She was a 12th grade high school teacher who, after college, returned to her old high school to teach English Literature. Gazing into the mirror, she admitted to herself that she dressed the part well as she did all she could to hide her voluptuous body.

It was around 6pm and she just got home after having dinner at the local diner. She was very tired from nine hours of teachers meetings and teaching her class... Continue»
Posted by adel5000 4 years ago  |  Categories: First Time, Mature  |  
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Cock Tease Taken at Party

Cock Tease taken at party


My wife and I had been married 4 years when the following incident happened. We have been married for 30 plus years now. At the time Sue was a lovely sexy woman, a lovely wife and a mother of one c***d. She was 5 ft 7 inches tall, roughly 130-140 lbs, 36C breasts and a redhead. The names have been changed to protect the guilty.
I was attending a technical school and getting ready to graduate. A fellow student, Tom, was having a party at his apartment. Tom shared the two bedroom apartment with his girl friend (at the time, they later got married) Anne. So the pa... Continue»
Posted by dwayne369 1 year ago  |  Categories: First Time, Voyeur  |  
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My First Bath House Experience (Crew Club in Washi

Since everyone else seems to be lending an opinion on Crew Club I figured maybe I'd give it a go.

Disclaimer: I'm a 20 y/o, versatile, slim, black guy with a healthy appetite for older white guys of all sorts. This was my first visit ever to a bath house of any sort. I have done orgies of all sorts but haven't done this.

So I arrive into the smoky doors of Crew Club around 2:45pm on last Sunday afternoon after 33 minutes of locating a parking spot anywhere remotely close to the entrance.

I am immediately greeted by a cool guy who buzzes me and my buddy into the door where we paid for ... Continue»
Posted by sfboy90 3 years ago  |  Categories: First Time, Gay Male, Group Sex  |  
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Losing my mouths virginity (true story)

This is the first sexual encounter I ever experienced with a grown ass man who I had just met for the first time that night. As a c***d growing up I happened to be a very rebellious girl and I gave my f****y hell with my attitude and behavior. Because I grew up with basically a lot of freedom I would do as I pleased when I pleased and even though I knew I would get into loads of trouble I didn’t really care. I must have been around the age of 12 at the time of this incident and I happened to be going through some pretty hectic shit at home. I hated being at home (normal early teenager behavior... Continue»
Posted by jenny08 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Adopted Daughter

Ted and Brenda had found out early in life that they couldn't have c***dren, so they adopted a girl from an Asian Country. Little Mai Lian arrived to them when they were both in their early 20's. Mai was a small c***d. They raised her as their own, and she led a very happy f****y life with her adoptive parents. When Mai turned 18, Ted and Brenda were both in their early 40's. Ted and Mai's world collapsed when Brenda was killed in an accident.

Ted and Mai grew quite close after the accident. Ted would watch the 18 year old as she strutted quite sensuously through the house. They weren't bl*... Continue»
Posted by pornofiend 4 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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I remember my first getting my first time blow job

we lived about two blocks from the rail road tracks and i had to cross them on my way to school and back home.I was bout 14 yrs old at the time. i had gotten out early and was my way home. I noticed that there was these big bushes that one could hide in, i stopped by to check it out and I saw a hobo there and he was drinking a bottle of wine, he asked me if i wanted a drink, i said yes and sat down on a milk crate and took a big sip. we just talked a while, then the wine was gone, but he pulled out another bottle from a bag, off ered me another drink and i a took a drink. after awhile, he was ... Continue»
Posted by 1superhornyguy 2 years ago  |  Categories: First Time, Gay Male  |  
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s****r In Law

Oh my sweet s****r in Law


I read a number of stories about how guys have a fling with their younger and old s****r in laws. How they enjoy fucking other member of their f****y and how hot they are compared to their wives. But my story is truly true and to this day I still can’t believe what happened between us.

It started when I was dating my wife and we went to visit my now s****r in law in another town , My wife and I had not been sl**ping together so I got to sl**p on the couch in the f****y room while she slept in the spare bedroom . My now b*****r in law was away on a busi... Continue»
Posted by bigcityguy 5 years ago  |  Categories: First Time, Taboo  |  
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Me, My Girlfriend, And Her Mom

Part 1:

Ashley rode my rock-hard cock, moaning like a banshee. Her huge round tits bounced at the same rate as he long blond hair. Ashley was my girlfriend, and had always been somewhat of a nymphomaniac. My name is Zach, and since we were both 19 and it was hard to imagine that we would be able to go to the same college, we were trying to enjoy our relationship as much as we could… by fucking at every opportunity.
As she rocked back and forth on my cock, I was rubbing her pussy with the thumb of my right hand and squeezing her round tits with her left. As I squeezed them hard and pinched ... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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First Time Bisexual (Threesome, MMF)

This is a true story of my first bi experience.

It was the spring of 2010, I was living at the time with one of my best friends. I was 26 and he was 25.

My room mate "Matt" was about 6'3" kinda dark and muscular. I am 5'9" light and thinner. I have always considered myself straight and had never been with a guy, however I did often check out gay and tranny porn. I never really found myself attracted to Matt, until this incident.

Matt was dating a girl named Lindsay at the time.

She was 23, very cute, small about 5'2 maybe 100 pounds with dark brown hair and very small breasts.

L... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: First Time, Group Sex, Gay Male  |  
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The Affair

My "affair" with my mother got started in a very unusual but exciting way. Exciting for a young teenager anyway.

From what I've read and from personal accounts from acquaintances, most mother-son affairs start with "accidental" encounters like the mother catching the son masturbating or the son walking in on the mother stepping out of the shower. Then things just happened. I've also heard or read about planned encounters where the son or mother purposefully expose themselves to the other or make overt sexual advances toward the other.

My story is a version of the "accidental" encounter, ... Continue»
Posted by whybea10 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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My best sexual experience.

This is my personal, best sexual experience. This is a true story, and all from my own memory. I'm 18 years old, so if teen sex isn't your thing, this won't be for you.
Hope you all enjoy it.

Me and this guy liked each other for a while, we never dated, it was just one of those flirty relationships, no strings attached kind of thing.
One night he asked me to come round to his house, quite late. His house was empty, as his f****y had gone away, so it was just the two of us. I knew all this before hand, so I knew by him calling me to come round this late, it wasn't just going to be to ch... Continue»
Posted by cheekygirl18 4 years ago  |  Categories: Anal, First Time  |  
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You CAN'T Fuck a Teacher


…I’m Jason. I was only half listing to my girlfriend Trina talk about her big crush on

the schools male drama teacher, Mr. Miller. I was more interested in feeling her

nice tits as I had my hand under her T-shirt and feeling them. I was getting her hot

and the hotter she got, the more she talked about her big crush.
I decided to mess with her.
…..“Have you ever thought about what his cock feels like?…what it would be like

if he made a move on you?…kissing you and feeling you up?” She giggled all

embarrassed and said: “Well…I guess I have…. a little. “ I said: “You CAN’... Continue»
Posted by adel5000 4 years ago  |  Categories: First Time, Hardcore, Mature  |  
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The cab driver told me to

The cab had just dropped me off a good 15 minutes away from home. I wanted to walk, let the ears recover from the noise of the concert.
I was the middle of the night and the street was empty, not in a scary oppressive way, but rather in a very calm and quiet fashion.

I could hear an car engine running and I saw it was the cab, he had parked somewhere between the drop off point and my house. I though he might have been counting the money or just writing something down. But boy, was I mistaken.

This being a sex story I'm sure you've guessed by now, he was masturbating.
He was into it,... Continue»
Posted by MoriartyWho 4 years ago  |  Categories: First Time, Gay Male, Mature  |  
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My Girl Amber - our first meeting

It started the same way as I met Jessie. Amber was online and we talked for a long time. She was nervous about being with someone my age as I was 10 years older than she was, but she had these deep cravings to be treated like a naughty girl and get punished for being naughty.
Amber changed her name about 4 times during our conversations and she changed email addresses just as often. She was extremely nervous about anyone finding out that she was on a sex site looking for older men. We talked for a few months after she finally shared her real name (not like I believed her at the time) and he... Continue»
Posted by kinky_mn_man 3 years ago  |  Categories: First Time, Hardcore  |  
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