Free Sex Stories

Fucked a sissy last night (first time)

First TimeShemale PornFetish

I never thought this dream would come true. I talked to her on another dating site and finally agreed to meet. She's hot, but I wasn't expecting her to be even hotter in person. She was so feminine and smooth. She had long brown hair and her green eyes were outlined with the absolute best wing tip eyeliner ever. She was shorter than me, about 5'5" or so, slim, with the sexiest hips and ass. After some awkward chat she made the first move and kissed me. I figured we may as well cut to the chase since that's why we were meeting. We started feeling each other all over, rubbing, kissing, biting. S… Read more

Posted by beardie2020 7 hours ago 1 1,396 94%

How I Came A Gay Escort

AnalFirst TimeInterracial Sex

When I was in college in Valdosta, Georgia, I worked at the mall in a shoe store. I hated the job because it was minimum wage and I never had any money. One day a black man came in and was asking about some shoes. He was well dressed and looked to be around fifty. While showing him a pair of shoes he asked me if he could talk to me. I said sure not knowing where there was going. He asked if I had a girlfriend, which I did. He then asked me if I had ever fooled around with a guy. I nervously laughed and said no I hadn’t. He laughed and said that he bet guys I hit on me before. And I told him y… Read more

Posted by wheelchairsuck 8 hours ago 993 92%

Being married to a Slut

MatureFetishHardcore wife is a slut. Ok....I get that, but many people think the word “slut” is extremely derogatory or for whatever reason think that a “slut” is someone who is poor. My wife is just the opposite. She is very religious, very well known in her community and we are certainly not poor. Gracie will often proudly refer to herself as a slut! Plain and simple....My wife loves sex.....alot of it. I like to see her have sex...alot of it. Men ask me all the time...”What is it like being married to a slut”?....or they state “I wish my wife was a slut, like your wife”. Let me tell you, it is not… Read more

Posted by MammaGracie 8 hours ago 1,911 100%

BBC Contract

AnalInterracial SexShemale Porn

I, Tramster16 agrees to the following rules, and will adhere to them faithfully: I will submit my mind, body and soul fully to Big Black Cocks (BBC) as often as possible from now on and for the rest of my life in all of the following ways, as well as those not listed. 1. I am no longer dressing for myself. I am no longer dressing for my gender. I am no longer dressing to pass as a woman as most sissy boys are prone to do. I am dressing for other men, Black men. I am dressing to attract and please Black men. I will dress the part always. I agree that I will, 24 hours a day, 7 days a week, 365… Read more

Posted by tramster16 8 hours ago 348 100%

Mercy Sucking


[ With a slightly different take on the cuckolding lifestyle---I offer this (hopefully) interesting alternative point of view regarding those husbands who no longer are engaged, sexually, with their wives. We've heard of 'mercy-fucks', well this is about 'mercy-sucking!' I hope this finds an audience with both men and women readers! ] My name is Tiffany, and starting last year, and happily with the assistance, and support, of my husband, Chuck, I started a 'service' of sorts (I can't think of an better word for it) helping married cuckolded guys, who's wives are happily fucking other guys wh… Read more

Posted by DickLover59 9 hours ago 1 800 100%

"Paula, at 29"

First Time

"Paula, at 29" A Short Story By russell-ville-man ~~~ I found her in the arrivals area. A handheld black board stated: "RUSS!" "What are you doing with that sign, sweetheart?" She was giggling. "I was waiting for you, Russ." "Come, girl." Paula handed the board back to the limo driver she'd borrowed it from and shifted into my arms. "You came to see me, Russ." Her whisper. "Yes, baby. I came to see our girl." ~~~ She quickly melded back into my arms as we drove thru the streets. "I couldn't wait to see you, Russ." I laughed softly as we traversed… Read more

Posted by MichaelCasting 9 hours ago 385 100%

Sherri's Tijuana Trip


I had known my wife Sherri was a bit of a sex fiend since before l married her. Her confession to me about her past and the things she had done did not push me away, rather it attracted me to her even more. She had a need to degrade and humiliate herself in various ways that usually involved groups of men in different scenarios. But really, she was down for pretty much anything, and it became my job to help her find outlets for her needs. Let me also preface this story by saying that Sherri was not into b********y at all, but rather she was a very sexual and uninhibited woman. Her need to be d… Read more

Posted by SherriT 9 hours ago 1 1,258 100%

The sagent years later

First TimeInterracial SexGay Male

Well I finished my school and headed out to repair systems for the army, but as fate has a way of happening I was reasigned back to El Paso as an instructor at the school. This time I was an sargent and married to a lovely young lady we were quitly enjoying our time together making love as young couples do. We moved into base housing my wife was concerned because she didn't know anyone. I told her to give it time it would happen. I came home one day to a very excited wife saying she had met the nicest young black lady living across the street. I was glad she had found someone she could hang wi… Read more

Posted by deadwood321 10 hours ago 779 83%

Double Dare P5


So my cousin Josie was getting married. It had been a few years since our college days, we had graduated now, and gone on to the start of fairly successful careers, and like what always happens, we now barely saw it each other apart from birthdays, Christmas, and other special occasions. Then my hot blonde cousin, announced one day she was getting married to a guy she had met at her work, and had fallen in love with. I was happy for her, and agreed immediately to give her away, the day she asked, because her own father had died a few years earlier, and my father really didn't want to do it. Th… Read more

Posted by bighornycock123 10 hours ago 1 1,285 86%

The Greatest Neighbor Ever!

Shemale PornAnal

It was an early Friday evening and I was incredibly horny, so I decided to call an escort service, which I randomly picked from the Yellow Pages. My only request was for a lady with huge tits! I left my telephone number and within 15 minutes an escort named Susan called me back. She was available to see me in 30 minutes and as it turned out she lived right around the corner. Susan lived in a small home. I parked on the street and walked to the door. Before I rang the bell a woman answered wearing a see through robe and panties. She was around 45 years old with 42DD tits, blonde hair, and a ni… Read more

Posted by cdkristalslut 10 hours ago 1,742 100%

Rachael ... part 3

Group SexHardcoreTaboo

Less than 24 hours after meeting and helping out Rachael after her car had a flat tyre she and I had shared a pleasant meal followed by a night of hot sex and now we had just enjoyed a sex session on her dining table with Joanne her estate agent who had called at the house early in the morning to show it to an older couple who were interested in buying it. I had filled Joanne’s pussy with a load of cum while Rachael had sat on her face and then she had licked my cock clean and sucked as much cum as she could out of Joanne. Joanne had decided to call her office and tell them that she wasn’t f… Read more

Posted by PeterPiper65 11 hours ago 2 624 100%

Pervert Wanker – a day in the life

First TimeMasturbationVoyeur

I always spend time looking out my window, hoping to see girls walking along, but I have to be careful at the week-end if I’m going to the pub(s) tonight – no, not drinking with friends but to see go-go (60s & 70s style). My excitement’s grown all week as I anticipate my trip to London, to the Green Man. I love go-go, and when it was on the telly a few years back those girls would make me spunk my pants every week. Seeing it for real is even better, I don’t feel too out of place in my long jacket, in fact I’ve even once or twice seen other pervy-looking blokes who go all funny-eyed when S… Read more

Posted by gorpur 11 hours ago 2 369

Hayley 4.


Oh my God! Hayley stood before and as I drank her image in, Kate steeped to one side, smiling. Hayley was the same height as me now - the heels she wore were about 6" tall! Her shapely legs were clad in black, skin tight latex boots which stretched up to her firm thighs. She wore a tiny latex skirt of the same colour and her torso was squeezed into a black, latex corset - her considerable tits bulged over the top of the neckline. I knew straight away that it was Hayley even though she wore a latex, 'cat-woman' style mask and blood red lipstick! In her one hand, she gripped a riding crop and fi… Read more

Posted by bigelectroking68 11 hours ago 237 100%

In need of the taste

Gay MaleMasturbationAnal

As far back as I can remember I have longed to feel another mans cock. Being I am 40 now, that is at least 30 years of daydreaming on the daily of what a older mans cock would smell like, taste like, feel like an how the nerves alone would probably make me pour jizz all over the place. I spent my entire teens an 20’s cross dressing an praying a older masculine man would catch me through the windows and come in to offer me his man meat, dropping to my knees an allow me to learn how to properly gag an deepthroat while making sure to gently suck his balls, for his balls will be the provider of th… Read more

Posted by chuckcdadmirer 12 hours ago 2 628 67%

Raven at Hammond's Ranch

AnalHardcoreShemale Porn

Raven at Hammond's Ranch The transformation on the property had been completed for 2 weeks with 10 trailers occupied. Rick's well check's revealed they were all horny and willing to pay. He set them all up with one lie. They grumbled about not having women, he showed them a cell picture of Raven, they said no women allowed, he told them she wasn't, she is a Dick Girl. They were all interested in her, he told them she was also a Hammond employee so he didn't know how she could know. They all gave him money to put in a word for them. He said he would but she probably wouldn't respond since she… Read more

Posted by GurlTown 12 hours ago 243 100%

My first time with a complete stranger

AnalFirst TimeGay Male

So, after my initial bisexual experiences, my curiosity was definitely aroused (along with my cock). But, I wondered how far I was willing to go to explore this newfound aspect of my sexuality. Whilst I now had some exciting fantasies in my head involving me and hard cocks shooting cum all over me which always resulted in me wanking myself to a strong orgasm, I suspected the reality of trying to achieve them might not be so easy. And I also wondered about letting a man fuck me (it was never about me fucking a man, always the other way round – I would later find out that that made me a bottom)… Read more

Posted by onguy70 12 hours ago 1 819 100%

My Thai MILF 5

HardcoreMatureInterracial Sex

After a rest and a cold drink we decided to help Gan to her room and to bed. She was very wobbly but had the same 1000 watt smile of here daughter. As I caried her up the stairs and into her room she was smiling and whispering to me that I could fuck her anytime I wanted. she even asked me about my pool and if I swam naked. I told her I had a pool and yes I swam naked and sun bathed as well. as usual my cock was hard and bouncing off her naked ass as we traveled. I carefully placed her on the drawn sheets and went to get her night shirt. Gan stopped me and said that she liked to sleep nude in… Read more

Posted by PinwheelQ 13 hours ago 656 100%

The Enabler Chapter 4

BDSMInterracial SexVoyeur

“ Now go in the closet doggie, be a good White boy. Do as you are told. Be quiet so the big bad well hung black men don’t find you and decide to fuck you too.” She said with a wink. The closet was situated behind her bed. Venetian blind accordion doors that didn’t fully open sandwiched behind Mary’s bed. April had the identical set up behind her bed but with more respected space so the doors actually did open all the way. But Mary obviously brought her own bed and the dorm room style bed that she should have had was mysteriously absent. Missing, to accommodate the kind of bed you can really fu… Read more

Posted by Mommiescuckold 13 hours ago 267 100%

My Thai MILF 3


After a while we decide to go into the hot tub to relax and recover from our festivities. She reached over and got her phone, for what I thought was to check for message , but was really for me to take a picture of the cum leaking out her ass. I ended up taking quite a few on her phone. I handed it back and she checked out and commented on the picture then I heard a switch followed by a ding. It seems that she had sent them to her best friend under the title "Look What I Did". It seems that the two share everything and are very close in all ways. I few minutes later while we were getting into… Read more

Posted by PinwheelQ 13 hours ago 315 100%

Viola's Mechanical Ordeal

AnalGroup SexHardcore

Viola’s Mechanical Ordeal Viola had been corresponding with Lydia who she met on the internet. Now she had agreed to meet her in person. She rang the bell of the small house. A middle aged woman with dark red hair answered the door. She greeted Viola with a heavy Russian accent. "Hello Viola. I am Lydia. It is very nice to finally meet you in person. I am so glad you could come by and help us out.". “I am glad to help. So, tell me more about this new product you are testing?" Viola asked “Well my brothers and I are all engineers. We are designing a... well…a fucking machine. But it is n… Read more

Posted by Frimster 14 hours ago 572 100%