Free Sex Stories
Page 1766

First Time Fucked.

This is the true story of the first time I was ever fucked by a guy:

I started having gay sex when I was 18. My first experience was with a guy I met through a female friend with benefits while I was still in high school. He was not the first guy who fucked me in the ass. He did teach me how to fuck a guy in the ass with my cock though. He taught me the importance of holding back until just the right moment to cum. He also gave great blow jobs and taught me how to give them and how to swallow cum without gagging. I had sex with him and other men as a top for about 2 years in the early 1990'... Continue»
Posted by bigiowa7 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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the glory hole dad

The Glory Hole and Dad

It was really the first time I had ever gone to the park
restroom and sucked a cock through a glory hole. I had
thought about it and fantasized about it, but until that day, I
had never done it.

For weeks, I had been as horny as hell just thinking about
it, but then again, what 18-year-old isn't horny at least 24
hours a day?

I'd known I was gay for the past two years. Ever
since I started to fantasize about my English teacher. I used
to go to school and get a hard-on first thing in the morning,
just thinking about him and waiting for his class to begin.... Continue»
Posted by john1195 3 years ago  |  Categories: Gay Male  |  
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SONS GIRLFRIEND PART 5

AT HOME AFTER HOLIDAY[sex heaven]
My day off Wednesday and this week is when a girl comes round for her spanking session . Clare my sons girl is at home also mmmmm this could be difficult as Clare doesn't know about this spanking thing .
Anyway Clare comes down dressed very sexy in tight jeans , a backless shirt with a plunging neck line in pink and a pink lacy bra , with her bronze skin and long blonde hair she was sex heaven.
Hi Clare what you doing today babe"waiting for my friend Maya to come round dad"she says with a sexy look in her blue eyes. Oh god there is two of them "Maya is ver... Continue»
Posted by nipkor 3 years ago  |  Categories: Hardcore, Taboo, Voyeur  |  
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Shemale Next Door Pt. I

(Note: This is an excerpt from "The Shemale Next Door" on sale on Amazon now)

It was a warm Saturday afternoon, one of the first really hot days near the end of spring and right before the beginning of summer and Ken was waking up late like he always did on the weekends and found the trashcan in their house completely full. He sighed to himself and was going to call to Roger to take care of it until he remembered that Roger had gone away for a week to visit his f****y and that he had left this morning. This one was all on him. He sighed as he cinched the plastic handles up, tied them... Continue»
Posted by rehumanize 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Step Mother

My mother moved out of state when I was s*******n years old but I decided to live with my father for a lot reasons. It was my last year of high school and who wants to change schools that late in the game, my friends and this is where I grew up.

Not wanting to change schools this late is what convinced my mother to let me stay with my dad but one day I woke up and decided I was done with school and never went back. The school would call every day to inform my dad of my absence and I had an excuse about why I missed it even though in reality I just was not going.

One weekend my father w... Continue»
Posted by ndamood4sum 2 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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A Day At the Beach

A Day At The Beach

We had carefully walked down the very narrow path from the high bluff to the beach below. The waves were crashing in and the winds were high as they always are on this stretch of the PCH. She made me promise to take her to a nude beach and after many conversations and searching we finally agreed to go today. The sun was bright and very warm and the beach was empty except for some really big boulders and what appeared to be mini-forts out of white washed wood propped up by some rocks. We found a spot next to this very large boulder, spread the blanket, and Beth stripped of... Continue»
Posted by flyboyB4 4 years ago  |  Categories: Mature  |  
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The Truckers Reststop

I had to work yesterday, it was Saturday,I had made plans to spend the day being the slutty little whore for the whole day, but work got in the way. I came home felt tried so I soaked in the tub, shaving my legs and puss yass and gurly clit. The weather was bad all day, when I finally decided to Fem myself up it was already 8pm, so I thought what the heck I'll drive up the Interstate just north of Seattle to a truckers rest stop I have gone too before. The weather had cleared up a bit, so I was hoping for some fun. I dressed in my short wrap around skirt, red thong panties, red Bra, and a shea... Continue»
Posted by cd_lorretta 5 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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MY BBW AUNT

Back in 2008, when I was about 22, I had the greatest year of my life. It all started when my aunt and I were texting each other. She, at the time was living in Florida, and I was living in Seattle. I hadn't seen her in years. It must have been about 13 years. I saw her last when my father took me down for thanksgiving. She and my grandmother loved cooking. They always made great food for thanksgiving, probably because they were from the south an I don't really have southern food often. Anyways, before I get off track, she was telling me about how she would love if I visited. 

"I'd love for... Continue»
Posted by jkjkram 4 years ago  |  Categories: Anal, Fetish, Mature  |  
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Week Alone With Old Man Pt.1

In addition to my previous story about my first time with an older man, I will continue on the stories of our fun.

Since the first time that he had suduced me and sucked me off and I the same to him, we hadn't really had any time or chsnces to play again. Due to his k**s and wife being around most of the time. We never wanted to chance getting caught but there were times I was over the house were I would sneak in a jerk off and leave my load of cum in his wife's dirty panties in the bathroom. He knew what I was doing in there and would enter the bathroom after I had left. One time while eve... Continue»
Posted by bigdong6969 2 years ago  |  Categories: First Time, Gay Male, Mature  |  
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HER PRETTY LITTLE PUSSY

Her Pretty Little Pussy

It was small with curly hair that lightly kissed her sweet pussy lips.

I met Jody my third year in college. From the first time we laid eyes on each other we knew that we would be life long friends. While we were in school we took a small one bedroom apartment off campus. My life with Jody allowed me to explore a side of my personally that I always kept hidden away.

Growing up in a traditional African- American home where the thought of fucking someone outside the compounds’ of marriage was never to be thought of, but taking a same-sex lover would b... Continue»
Posted by christydee 6 years ago  |  Categories: Lesbian Sex  |  
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Dirty Mother in Law

hen you get married you get a new mother and it’s your mother in law, it’s nice but it’s even better when your mother in law is a real turn on and all you want to do is to fuck her ass….

Click here to view the gallery

We were just lying and talking with Kate who is my mother-in-law. I asked her how many guys she had been with in her life.
- “Not as many as you think, none in the last six months.”

I asked her if I was the youngest one.

- “You’re probably surprised. But no, you’re not! I shouldn’t even be talking to you about it.”

But of course she kept on telling me the whole st... Continue»
Posted by gregger123 5 years ago  |  Categories: Mature  |  
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School Daze part 1

It was a Friday afternoon,and as my class lined up in the hall,getting ready to go home,I heard Mr.Wilkins call my name.
"Stevie? Stevie Cochran. Would You come here,please?"
"What's He want with You?" Amy whispered. "You're not in trouble,are You?"
I glanced over at my best friend's wide,blue eyes,and shrugged my shoulders.
"How should I know? I don't think so." I whispered back.

"Stevie,I asked You to come here. Please." He repeated a little more fo rcefully.

"Well. Bye!" Amy gave me a worried look then yelled over her shoulder "Good Luck! Come by when You get home. O.K.?" and she ... Continue»
Posted by dongerdoug 3 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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The Training of Jennifer 3

A continuation... Please read first two installments.

Consciousness arose like a tiny bubble from the depths of her being. Jennifer’s first sensation was that she was naked, snuggled on his lap. Secondly, she perceived that he too was naked and she felt his cock trapped between her outer thigh and his belly. She smiled to feel it moist and pressed against her. Thirdly, she was aware of the foreign object still inserted in her ass. She clenched and released her anal muscles evaluating the object, judging its girth and length. She loved it as a symbol: a symbol of his dominance and pos... Continue»
Posted by ThomasWaller 4 years ago  |  Categories: BDSM, Fetish  |  
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Letting them watch my wife (true)

I've been happily married now for 3 years to a great woman who loves to fuck. Her name is Lindsey and she's about 5'5" slim but not skinny with long thick auburn hair. The sex just keeps getting better and we continue to explore new things together. I'm very into being watched and watching others. We've talked about it a lot but only ever done it once

Before we were married we went on holiday to Majorca, I would have been about 24 and she would have been 21. We had been there only a few days before our first big night out.

I watched her get ready, walking around in her underwear, she al... Continue»
Posted by lovestospooge1 3 years ago  |  Categories: First Time, Hardcore, Voyeur  |  
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Sophie's Choice

“Dad, can I talk to you?”

I looked up from my paperwork at my daughter. She was growing up fast. Too fast some may say but I’ve never met the man who didn’t like the looks of a pretty young girl and Sophie was pretty. Very pretty. Classic English Rose. Slim, blonde and with a beautiful complexion. Her blue eyes were pale and hypnotizing. Her smile was radiant and seemed to light up the room. I know she’s my daughter but I’ve heard some very favourable comments from people not realising that fact and very graphically describing what they’d like to do with this young girl! I was slig... Continue»
Posted by samvimes 4 years ago  |  Categories: First Time, Taboo  |  
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Night With A HOT Sissy!

June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my b*****r is a cop and my s****r is a lawyer, and im the law breaker. Anyways, enough about who i am. My buddies johnny, brandon, timmy, and danny have a hell of a party planned for tonight. Big bon fire out in the back woods of where we live. Must be 200 people were expecting. We set everything up, fire pit, band equipment, cha... Continue»
Posted by CDboy9097 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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KAT gets another one

My wife and I are at a highschool football game when she spots this women about 36yrs. old she is talking to her daughert a cheerleader and I can see Kat's dirty mind go into overdrive, she is watching them real close and tring to hear what they are saying. It looks like a small fight about after the game and the curfue time, findly it is over and the women goes to set down Kat drags me over to set next to the women and they start talking (the womens name is Gail she is 36yrs. old married to a man that is a salesman and on the road alot she hads the girl and a 8yr old boy too) after the fris... Continue»
Posted by shotguner 4 years ago  |  Categories: Anal, Hardcore, Lesbian Sex  |  
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My Train ride home

I was traveling down to London from Manchester late one night, it may have even been the last train south, and enjoying the quietness of the carriage at the late hour.
We didn't stop too often, so there were hardly any passengers around me.

The carriage was totally empty by time it pulled into the next station, and two guys got on. One was about 24, the other nearer 44, and despite the emptiness of the train, the older guys sat beside me.
He started reading his book, but stopped and asked me if I had read it, to which I replied no.
Occasionally he would look towards where the younger man... Continue»
Posted by rodrace 2 years ago  |  Categories: Gay Male  |  
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MY FIRST SEX: I love Pink

My First Sex: I love Pink

Note: These events took place with minor alterations. The names of people and places have been changed to protect the promiscuous.


DEDICATED TO A GREAT AND WONDERFUL LADY

I was working in a shoe store before my last year of high school, a job I loved since I love ladies with sexy legs especiallyin stockings and sexy. I was 17 years and quite shy. I do have a slight speech difficulty.

It was late on a Friday when this beautiful lady, well dressed wearing and pink satin scarf walked into the shop. She had quite a lot of shopping from other st... Continue»
Posted by Acompanname 3 years ago  |  Categories: First Time, Hardcore, Mature  |  
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My girlfriends boss.

I had been seeing Stacy a while now and popped over to the place where she worked for a lunch date.
When I arrived at her office she wasn't there and after a few minutes of waiting I decided to leave, then a door opened and Stacy's boss walked in.
"Oh hi there, you came to see Stacy?" she asked seeing me sat at Stacy's desk.
"Yeah" I replied politely.
Stacy's boss Lynne was kind of a Milf, a hot mature woman that seem to have a hell of a body and a large cleavage under the business suit she wore.
"Oh well I had to send her out to do a couple of errands" she then said.
"But you can wait i... Continue»
Posted by bighornycock123 1 year ago  |  Categories: Hardcore, Mature, Sex Humor  |  
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