Anal Porn Stories
Page 13

Older Lover

Thick. Juicy. Delicious. The first words that come to mind when I imagine the woman I've been dreaming of getting my hands all over for the longest time. The thought of her lips wrapped around the tip of my throbbing cock with suction that would rival that of the strongest vacuum on the market. Her tongue wriggling and writhing like a ferocious snake on the under side of my shaft and head. The look in her eyes as she gazes up at me as I lay my fat, heavy meat on her beautiful face, my big swollen cum-filled balls filling her mouth, her eyes on either side of my shaft as she sucks and swallows ... Continue»
Posted by JamesReady25 1 month ago  |  Categories: Anal, Hardcore, Interracial Sex  |  
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Back to 1965, Danang, Vietnam

An Officer but no Gentleman

This is a follow-up to the Danang, Vietnam story of 1965; the one about getting the 2 big black cocks. Getting my ‘cunt’ stretched by them became a regular thing following the first time. Since the original story was posted I’ve found out just how small the world is; I had another guy contact me who was stationed there at the same time. He and some friends had heard the rumor that there was a younger foreign guy working as a prostitute at the Bamboo Bar. A guy that would take any sized cock and had taken 2 huge black ones.

I had only taken one huge one, the o... Continue»
Posted by swat412 1 month ago  |  Categories: Anal, BDSM, Gay Male  |  
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I THINK I MAY BE WEIRD

Today started like any other week-day. I got up, showered, got dressed and went into the kitchen to prepare mine and my wife’s breakfast. At six-thirty I went back to the bedroom and woke her.
We had breakfast, I took her lunch and dinner down to her car, (she has a class tonight and won’t be home for dinner) wished a good day.
It was like any other day until finally it dawned on me that it wasn’t like any other day. She wouldn’t be home until 8:30; this would be a party day. Party day after I did some deck staining that is.
I retrieved my dope form its hiding place and loaded up a bowl. I ... Continue»
Posted by justluvtrans 1 month ago  |  Categories: Anal, Gay Male, Masturbation  |  
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Dressing Up

My name is Brian and I would describe myself as bi curious with a heels and stockings fetish. 57 years 210 lbs. with a 7" shaved cock that I like to think I know how to use. Stockings and heels are my thing, so much my thing that I have a couple of pairs of heels some garters and nylons and love to wear them when I jerk off. Sadly my wife is not into my desires in any way... My favorite fantasy is to meet a couple and have all three of us dress up in nylons heels and garters...Then "help" them have sex. Insert butt plugs for them, guide his cock into her pussy and ass and finally have the ... Continue»
Posted by heels4u 1 month ago  |  Categories: Anal, Fetish, Group Sex  |  
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My Town's Story III

Becky pulled me down to her and kissed my mouth. My eyes remained fixed on the picture of her daughter Debbie. My mind was reeling as I tried to reconcile what had just happened.



Debbie Stewart was the girl at school that I wished I had the nerve to talk to. Like most young guys I had trouble thinking of anything to say when the pretty girl that I jerked off thinking about was standing there. Now I had just fucked her mother!

"Wait a minute! Becky's last name was Robbins! Maybe Debbie was not her daughter!" I thought to myse... Continue»
Posted by mooremike 1 month ago  |  Categories: Anal, First Time, Mature  |  
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Wife WebCam affair with Husbands black co-worker 2

This is an continuation of Wife WebCam affair with Husbands black co-worker 1. Please read the first part to understand the characters and the situation and how this story is carried forward. Enjoy the story. Thank you :)

When I got to work Monday morning I was waiting to clock in when Dwane walked in the door. The second he saw me standing there he got a big ass grin on his face. I knew exactly what he was thinking the moment he saw me. That he has fucked my wife while I was gone. Something he has been wanting to do for a while now. He had no idea I knew what they had done or that I had a... Continue»
Posted by sexozingguy 1 month ago  |  Categories: Anal, Hardcore, Interracial Sex  |  
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Someone to wipe her tears

Fall in Slovenia, approaching winter. Bleak, rainy weather, typical for season. I was driving towards Cerknica, to a party that was taking place in a hunting lodge, outside of Cerknica. I was vaguely familiar with the place, since I used to party there with my friends some years before. This party was unrelated, my ex-school mates organized it, and I was looking forward to seeing them again. I arrived at the lodge, after following road signs on tarmac road and into forest utility ways.

Parking place next to lodge was full of cars, and people were already drinking and having fun, all engaged... Continue»
Posted by FreeAssService 1 month ago  |  Categories: Anal, First Time, Hardcore  |  
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The Sissy Trainer Part 1

This is my fantasy on being broken in by an older gentleman that is a sissy trainer…

I was finally ready to meet my first real guy. After talking to him for over a week on Squirt, I knew he was the right guy to break me in. Ken was in his mid-50’s, had a nice body over 6 foot. He knew I was new to crossdressing. The agreement was I would follow his instructions and never question him. He told me what to wear before his arrival. Black wig, black & pink high heels, black tube dress that tightly covers my butt and black thigh-high nylons. I was to be fully shaven, not a speck of hair, full mak... Continue»
Posted by MatureBrownMan 1 month ago  |  Categories: Anal, First Time, Gay Male  |  
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Exercising with Lucy

Exercising with Lucy

Alex watched his petite girlfriend sliding her tight little asshole back and forth on his peter. Lucy was on her hands and knees in front of him. Her head drooped, sweat was dripping off her nose, and she was grunting like a racehorse mid-gallop. It was her favorite way to sex. He was trying hard to think of something other than her tight rectum so he could last long enough to make her climax. He thought of their first meeting…

Alex’s f****y lived in a Co-Op in NYC. It had a gym on the top floor which was rarely used. He originally went up there to look out at... Continue»
Posted by tankengine123 1 month ago  |  Categories: Anal, First Time, Taboo  |  
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Older Daddy Cock

I'd been secretly crossdressing and keeping my body and little cocklet hairless and smooth for about six months, having recently discovered internet shopping and blitz shopping for wigs and slutty lingerie and bigger and more challenging toys. My ass pussy was stretched and always aching to be played with. I had been lurking on Craigslist for a few months when one day I suddenly worked up the courage to place an add searching for an older daddy to fuck me senseless while I played the panties sissy slut. A guy answered back within minutes that happened to live nearby and from his pictures he ha... Continue»
Posted by SissyKatie86 1 month ago  |  Categories: Anal, First Time, Gay Male  |  
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Fucking his Girlfriend while he watches and barely

There's something about fucking another man's wife or girlfriend in front of them that I can't resist. I find it extremely exciting and a huge turn on. I started talking to this couple from a swingers site that I'm on. They express interests and after I checked out their pictures I was more then interested. We swapped numbers and began texting back and forth. I was dealing with the male half of the couple as he's very protective over her which is fine with me. I'm wasn't trying to break their thing up, I just wanted to join in every now and then. Things where looking well, he sent more pictur... Continue»
Posted by matb0169 1 month ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Rare chance

I needed to go into work to complete a project, on a Saturday, expecting to be the only one in the building. When I got there, I was the only one there. It was a single story building ad the windows were closer to the ceiling so no one could see in or without climbing on something first. It held only two separate businesses, one related to advertising and one was for insurance.
I had worked for about an hour when I heard a knock on the door. Since I was alone, I asked who it was. And it turned out to be Jeff, one of the younger Insurance agents next door. I opened the door and Jeff was sta... Continue»
Posted by RShandyman 1 month ago  |  Categories: Anal, Gay Male, Hardcore  |  
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fucking for money

This story was shared to me by one of my friends. She is a tall busty blonde, she has a nice ass and a pretty face.
She was f***ed into marrying someone she did not love for financial profit. Her father established that she'd marry one of his business parteners.
She found out this about a year before the wedding. Her parents left her to finish her studies and even gave her total fredom.
At first she was just partying with her girlfriends but one night she met a guy. He was a rich guy, a "bad boy". She knew hes bad news but she insisted on getting to know him. She tolk me that in the same n... Continue»
Posted by pussyhealer 1 month ago  |  Categories: Anal, Hardcore, Interracial Sex  |  
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butt rub

I had always been helpful to my neighbor, Mrs. S., a widow thirty years my senior. She would have me doing things that she couldn’t handle herself and couldn’t afford to pay for. I was glad to be of service. I was middle aged and she was really up there. As people often do, we often talked about ailments, aches and pains. One day when she sensed that I was holding back, she insisted I tell her what was troubling me. I finally told her. I had been troubled for months by an itchy butt, that at first I wiped myself too hard, then, later wiping was not enough. I would often have to get up... Continue»
Posted by dollclothes 1 month ago  |  Categories: Anal, Mature  |  
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The Internet Acquaintance

After being gone for more than six months, I was looking forward to being able to relax and lounge around the house, naked as always. The wife and k**s had all left and I was finally alone. I quickly stripped off my pajamas and enjoyed the wonderful feeling of being naked. I walked into the computer room and sat down, anxiously looking forward to playing online and stroking with privacy once again.

I logged onto the computer and quickly went to my favorite websites, including this one. I was planning on getting on Yahoo and doing a little webcamming as well, but I figured I’d surf for a... Continue»
Posted by luvbennude 1 month ago  |  Categories: Anal, Gay Male, Masturbation  |  
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video booth takes a turn

This happened when I was in college and changed me forever. My girlfriend at the time was a virgin and never finished me off. After spending all night dry humping her to frustration, I would visit the local A.B.S. and get my dick sucked by who ever was there. The gloryhole was great because I didn't have to interact with anyone. (just their mouth) As soon as I blew my load, pants were up and I was out of there. I wasn't interested in small talk or reciprocation of any kind. One night when I arrived, there were two large guys standing in the hall outside my normal booth. I decided to go down ... Continue»
Posted by runner1nj 1 month ago  |  Categories: Anal, First Time, Gay Male  |  
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True Story Mostly: Sivi

True Story Mostly: Sivi

If I remember right Sivi and I fucked the first night we met. Pretty sure meeting either at Cousins or E/Js. Around the same time I was still connected with Brittany/Roger but barely. I know it was really because I’d get her high but, what the hell. I was going to get high anyway why not share. I remember slipping off the futon and situating myself between Sivi’s legs so smooth and dusty chocolate brown. Just enough licorice stick and shaved cock and balls I was in heaven. We do it doggy style with me half off the couch wiggling my skinny ass as I love... Continue»
Posted by villager2502 1 month ago  |  Categories: Anal, Gay Male, Interracial Sex  |  
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how did i lost my virginity

The storie start like that i was always goving to a secret place during day off and week ends for crossdressing and taking sunbathing
For many years i always go to this place and i never so anyone there !

But this time when i entered the forest i forgot to look behind me and this was my mistake and i will pay the price for that mistake !

So i walk true my secret place but a guy was following me but i didont see is
As usual i arrived t8 my place so i open my bag put a blanked on the floor and sited down and started to dress slutty and makeup sexy !
I was ready for my sunbathing so ... Continue»
Posted by sissyslave78 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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stuck up s****r in law pt2

Having fucked Shelley in her kitchen I retired to bed feeling quite pleased with my self, getting to fuck that big titted slut in her own house, In bed I climbed in next to my d***ken wife, Her totally unaware that not ten minutes earlier I had fucked and slapped her s****r around the kitchen. I slept soundly awakening with a ragging hard on from the previous nights activities. I rolled over and lightly rubbed my wifes firm nipples feeling them stiffen, mmmmm was the slight moan from her lips. I moved my hand down to her neatly trimmed pussy, as I slowly stroked and teased her pussy she slowly... Continue»
Posted by JOHNFINASMITH 1 month ago  |  Categories: Anal, Taboo  |  
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Stuck Up s****r In Law

Although my wife and i have been happily married for quite a few years now, it hasn’t stopped me playing around. It was some five years after I married her that I had my first conquest with her older s****r. In fact she has two older s****rs but I will come on to the other later.

Di, my wife and I were invited to a Christmas party at he s****rs house. Shelly and Tony had been together for four years and at times she could be a complete bitch, a right stuck up cow always superior and putting any one down with a flippant remark

Half way through the evening I happened to walk past the front... Continue»
Posted by JOHNFINASMITH 1 month ago  |  Categories: Anal, Taboo  |  
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