First Time Porn Stories
Page 493

The Pool

She always loved watching out her bedroom window down to the pool. It was not a scenery thing to her. It was where she watched her older b*****r clean it every week. She would sit beside her window and watch him for the whole duration. It had become her ritual. She looked forward to it every Thursday. Nobody knew she watched him either. She would close and lock her room door and just enjoy it. It was her little secret.

Dressed in nothing swimming trunks, she could see his muscles bulge in his arms as he swept the net over the surface water of the pool. He was tanned and trimmed and the sun ... Continue»
Posted by jaymz76jaymz 5 years ago  |  Categories: First Time, Taboo  |  
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First time with real British granny

This is 100% true you can choose to believe it or not but it is to date by a country mile my greatest sexual experience ever.

Couple of weeks before Christmas me and a couple of mates thought it would be a good idea to head into Leicester sq/ Covent gdn while all the work Christmas drinks where going on to see "if we could pull any girls" as expected every pub was rammed so we ventured off to a backstreet pub which was still quite busy. Without meaning to I make eye contact with a short grey haired older women in her mid 60s who's in a group of women who range from late 30s to mid 60s we bo... Continue»
Posted by Jason_4older 1 year ago  |  Categories: Fetish, First Time, Mature  |  
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Careful what you wish for

One night my wife and I where setting watching the TV when out of the blue I asked her if she ever thought of fucking some else. She looked at me for a minute and said where did that come from? I said well you are a hot sexy little gal and I know you have to get hit on alot. She is five foot four , one hundred pounds and thirty four B tits. Her hair is a dirty blonde but she bleaches it lighter and she has beautiful blue eyes. Her legs are what trapped me , she has the sexiest legs I've ever seen. Anyway, she said would it piss you off if I did get hit on? I said no, I think it's kinna hot to ... Continue»
Posted by woreout 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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first time sex experience

this is my first sexual experience. i was very young and it wasnt with a stranger babysitter or anything if you have a problem dont read it.

My first sexual experience was when i was very young and it was with my mother. she taught me a lot about sex, she never threatened or told me not to tell but for some unknown reason i never told any one except two people. the first time was only masturbation. we were living in an apartment in washington state. we were laying on the floor of the living room watching tv and she had just put my little s****r to bed. since i was older i could stay... Continue»
Posted by theholydiver35 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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Tranny Slave to BBC

I took a drag from my cigarette as I waited on my ride to appear. Looking around it was pitch black outside with only a waning moon and a few stars to light my way in the night. I had been waiting for about ten minutes when headlights finally appeared on the road in front of me, illuminating the sidewalk I was standing on and the stop sign beside me. I could barely contain my excitement. I had been waiting for this moment for a while. I had been fantasizing about it for around five years and I had been trying to get it to happen for about a year. It was a lot of effort, but Lord, I prayed that... Continue»
Posted by Slave_Alice1389 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Voyeur SON watches WHORE MOTHER



First of all, don't get me wrong..I wasn't BORN wanting to see my mother act like a slut but after you read my story, you'll understand WHY I do

what I do!

I had just started high school and both my parents worked so I was a "latch key" k** as they say. I got home every day around 4 in the afternoon

and my mom usually came home around 6, followed by my dad a few minutes later.

One morning, I wasn't feeling like going to school so I decided to play hooky and go back home after mom and dad had left for work. I was up in

my room hiding out and looking at some magazines w
... Continue»
Posted by funnsun2 1 year ago  |  Categories: First Time, Hardcore, Taboo  |  
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The first time I watched another man fuck my wife

The first time I watched another man fuck my wife was at a
swingers club in Phoenix. At the time she was 27 and we had
been married for 8 years. We had been going to the club for
a few months and up until this night she had not gone any further
than dancing and kissing. She was wearing a very sexy one
piece pull over with nothing on underneath. We were in the
hallway by the back rooms watching a couple fuck on the couch
when she whispered in my ear that she saw someone that interested
her, he must of heard us talking about him because he came
up to us and introduced himself, his name ... Continue»
Posted by azfunguy 3 years ago  |  Categories: Fetish, First Time  |  
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First Time with a Stranger

It was sometime around 1995, and I had just broken up with my first girlfriend. I'm almost 19, and I'm hanging out with some friends on a Saturday night outside a Denny's, smoking cigarettes and trying to decide what we're going to do next. This Latino dude, five or six years older than any of us, walks up to us with deeply stoned eyes, turns right to me and says:

"Gotta cigarette?" I handed him one and we returned to talking while he leaned up against the wall and smoked. Every once an awhile he'd pipe in with some non-sequester which kinda weirded us out. Eventually the rest of the guys d... Continue»
Posted by kbking68 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First time dominatrix

We went on one of usual shopping adventures a couple days ago so my hot wife could show off her ass to me and everyone else. She wore a very short skirt and low cut top. We went to a large department store in the city, and my wife was making her way around the store. She then said, I want to shop in the mens department but I want you to stay way back almost out of sight. She said no matter what, do not come near me while I'm shopping. I was very curious to what she was going to do, so I just stayed back and watched.

After about 5 minutes I noticed one of the young salesmen was watchi... Continue»
Posted by mrrocknroll2012 4 years ago  |  Categories: Fetish, First Time, Voyeur  |  
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Caught

Growing up in a strict household, I was the quintessential “good girl”. A bookish, straight A student, complete with nerdy glasses and no makeup, I cruised through school without so much as a date. It wasn’t until I was 18 that my body developed the womanly curves that I had craved for so many years.

My best friend and closest confidant in those days was David. Our parents’ constant arguing had forged a deep bond between us. When I decided to go away for University, David decided to transfer and he came with me. We found a great two-bedroom apartment near the University and began livin... Continue»
Posted by wpgmilf38 1 year ago  |  Categories: First Time, Masturbation, Voyeur  |  
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My life - It started with the neighbor

My sexual life started early in my t**n years. No one (not even myself) would've thought that it would lead to so many sexual experiences. I am currently in my early 30s and I can say that I have experenced most of the dirty fantasies that linger in my mind. This story is how it all started.

I moved to the United States from my native Country of Brazil when I was th*****n years old. My father had just divorced my mother and he and I moved out of the country in search of a new life. I do not recall the specifics for the divorce but I knew my dad was at fault. My father decided that th... Continue»
Posted by TS_LoverBoy 3 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
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First time with a boy

Well I was 12 at the time I had my first encounter with another boy my age. My name is brad, He was my best friend; his name is Conner
and has dark brown hair and a firm body, 5 foot 1 inch, he’s 12 as well. I have blonde hair and blue eyes and just have a little baby fat
left on me. I’m 5 foot 2 inches. We are both circumcised and have a purple scar around our shafts. We had the same doctor
circumcise us as our parents were friends and saw that we would get the same circumcision operation. High and tight.

Any way one day we were at the swimming pool and chilled out there for a few ... Continue»
Posted by bradderz38 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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Massage To My Innocent Chachi (aunty)

Massage To My Innocent Chachi (aunty)

This story describes sex with my chachi. It happened when I was 20 years old. I, with my parents, went to my grandmother’s house which is in a village. My uncle also lives there. He is not much educated and run a shop. My chachi is illiterate and does house work. She has a son. She has got attractive figure. She has curvy waist with average size boobs and fleshy thighs. Her skin colour is whitish. She always wears saree. I was dying to have sex with her.

When we reached there, we were made sit. Then my chachi came with cold drinks. As she bend... Continue»
Posted by nana414 4 years ago  |  Categories: First Time, Masturbation, Mature  |  
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Breaking in a New Slut

At the end of my freshman year, I was elated because I knew that my time in that horrible little college in the middle of nowhere was at an end. I had been accepted to another college and, while still small, the college was in the middle of a large city.
Of course, there was a downside. Jaime and I had grown very close that year and he would not be coming with me. My nights exploring the pleasures of man-man love made the time in that shithole more bearable and I had fallen pretty hard for him as he had for me. Jaime had transferred to a large university in his home state and, despite our pla... Continue»
Posted by kbking70 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First Times a Charm... My 1st love.

It was late August 2002. I was 21, and looking for a room to rent getting out of Baltimore to broaden my horizons. I wanted to start fresh with maybe some new friends, and seek new ambitions. My folks had split up, after a nasty divorce, so I had to get my head clear. I was an only c***d, and was very close to them except now I seemed to be estranged to the both of them. So, after picking up the Sun paper, I browsed the "shared housing" section. I called, and talked to a few people. Some for one reason or another didn't really fit my fancy. One woman I talked to had a whole laundry lis... Continue»
Posted by gurlinpumps 1 year ago  |  Categories: First Time, Mature, Shemales  |  
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My Husband Sucking Off Another Man

husband interested – husband sucking – expressed interest - watching husband

We are a married couple of six years. I am 5'4", 34C pert breasts and wear a bikini well. My husband is 5'10" with a well toned build. We have always been pretty open and honest with each other when it came to sex.

One night, while making love, my husband expressed his desire to watch me fuck another man, one with a large cock. I told him that I indeed was intrigued with the idea and that it turned me on. As I wondered why he wanted this man to have a big cock, I asked him if he was more than interested i... Continue»
Posted by naughty_bi_interest 8 months ago  |  Categories: First Time, Group Sex, Gay Male  |  
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Drink Daddy's Piss


As the light began to filter in through the blinds, Daddy's Princess began to stir. She was sl**ping as she always slept, with her cheek on Daddy's chest, her leg d****d over his and her shaven cunt pressed warmly against his thigh. His arm was wrapped around her, holding her firmly and protectively to him. As was normally the case, she could feel his morning erection pressing against her and the warmth and the strength of his hard cock never failed to get her little cunt starting to flow, especially on Saturday and Sunday mornings when he didn't have to leave her for work. On the weekends, ... Continue»
Posted by pornofiend 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Mother in laws dream comes true

The local paper prize – a naturist holiday for 2, but no one to go with her and so she invites me, her son in law to be.
To set the scene a little first. My name is Chris, I was a 24 year old man at the time who had been with my girlfriend (Leila) for almost 5 years. We had a good relationship and were on the verge of engagement to be married (although I hadn’t asked her at this point). In previous relationships I had always got on well with my gf’s parents, I was well spoken with a good job and so the dad’s were always happy, also I had a look that for some reason older women found very han... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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Ashleys First Time

I did not write this story this is a true first time story





I was only in sixth grade when it happened! I was over at a friend's house for a sl**pover (no one else was there except her parents) and it was getting pretty late. My friend's parents told us we had to get ready for bed, so we went into my friend's room. She had a TV with a VCR in her room, and since we wanted to stay up even later, we decided to watch a movie. We both got on her bed to watch it, and sooner or later I fell asl**p. For my pajamas I was just wearing panties and a T-shirt.

I woke up what see... Continue»
Posted by motherof2 6 years ago  |  Categories: First Time, Lesbian Sex  |  
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How I learned about my gag reflex.

About a year ago i was out with some girlfriends. We had dinner and drinks and then went bar hopping. After a while we ended up at a dance club in the city. My friends and I danced with some guys and hung out at our table and drank and shared stories. We are a pretty attractive group of women. I'm 23 (was 22 at the time) 5'3 125lbs. I have brown wavy hair and blue eyes. I am fairly well endowed for my size (34d) which usually gets me a decent amount of attention, which isn't always wanted. My friends are also cute girls so guy had been stopping at our table most of the night and we had been c... Continue»
Posted by Jll178 1 year ago  |  Categories: Fetish, First Time, Interracial Sex  |  
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