Anal Porn Stories
Page 313

Helping a Friend....part 2

I had seen Anna at work for the past two weeks…not a word of what happened at her house, when I fixed her sink. What a great night that was……………the night I found out she was a shemale!
I fantasized about Anna all the time, yet nothing from her. It was our secret, and I dare not blow it with her.
Finally one Friday Anna walked by and said she needed part of her wooden fence repaired, I told her I would be there first thing in the morning.
I got there early, Anna greeted me at the door wearing a short skirt and red top, smiling, all the stuff you need is on the back. She gave me a quick ... Continue»
Posted by edukateme 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My UPS Man Picnic

I had honestly forgotten about telling my UPS guy we could go on a picnic so when he brought me another package and caught me once again laying out in the nude I grabbed my robe and signed for the package. He was walking away when I remembered and I said hey when we doing this picnic? His turned around and his eyes lit up I said do you got time for a quick soda or iced tea?. I feel like a cold one but don’t want to drink alone. He looked at his watch and I could see him calculating his route. I went in the house and brought out a cold dr pepper and said here you go. I sat down but made s... Continue»
Posted by xhamporn 5 years ago  |  Categories: Anal, First Time  |  
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Sex With The Workplace Madonna

When my place of work had a dress up day one of the women there always got involved.This particular time she dressed as Madonna.She had a Black frilly lace top on,black lace panties,stockings,and she topped it the outfit off with the famous conical bra.Although she is in her fifties she looked absolutely fantastic.In fact she had a figure that women half her age would love to have.This was probably why she was being whispered about.When we sat down at coffee time she remarked on this and i said to her that they were just jealous.

'They are jealous that you have a figure that enables you to ... Continue»
Posted by toyboy2 2 years ago  |  Categories: Anal, Mature  |  
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Fucking a Hermaphrodite

I had my first sexual experience after one of my parents’ parties; not only was it my first time having sex, but it was also the first time that I fucked a BBW AND the first time that I was with someone with both tits AND a cock. Let me explain.

Mom and Dad often had small parties at our house, and so I was exposed to a variety of people who were usually d***k. My own mother and s****rs were skinny, but for some reason, I was always attracted to very large women.

One of their friends was a woman named Sherry; Sherry had a great sense of humor and played around with me and my s****rs a ... Continue»
Posted by luvnssbbw 2 years ago  |  Categories: Anal, First Time, Taboo  |  
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First Time Anal

I have always been intrigued to see how it would feel having some kind of toy or dick in my ass.

I am a 24 year old male who has only ever been with girls but has always had an urge or a curiosity for guys. My girlfriend is sometimes a bit shy when it comes to the bedroom department where as I am always horny and always up for trying something new and different. My girlfriend knows of my feelings in regards to men and is 100% fine with them.

Recently I brought up the idea of anal play. She is against any anal being performed on her but said that she would try it on me if I was really wan... Continue»
Posted by thehearts 5 years ago  |  Categories: Anal, First Time  |  
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Twice 1 day

Yesterday my boss came in to tell me that he would be leaveing and taking some of the office staff with him and that i would have one other girl and thats it. The DHL man had come to drop off some stuff as he was telling me he was leaving.
The DHL man walked in to have me sign for the boxes and ask "what did he mean you would be the only one here" I told him what was going on and where every one had to go. He just kinda smiled and said "oh" said thank you and walked out the door.

Well the next day i had to go to the Dr for the good ol'allergies acting up well the girl that was left in the... Continue»
Posted by pleaseme_01 3 years ago  |  Categories: Anal, Gay Male  |  
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Becoming Emily - Part IIII

My heart raced when I heard the knock at the door. I checked myself in the mirror again and found myself hoping that he would like the outfit I had picked out. I chose a deep blue corset type top that was covered in sheer black lace. It really hugged my body and made my tits look even bigger. The matching g-string was pulled tight against my hairless mound and all but disappeared into my round ass. The black fishnet stockings encased my legs from the upper thigh down to my toes which were now covered in a pair of black platform heels. I looked hot. I looked slutty.

“Perfect.” I moaned as I... Continue»
Posted by taboo_daddy 2 years ago  |  Categories: Anal, Mature, Taboo  |  
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Taking one for the Team - Chapter 2: Extracurricul

A few days had passed since the incident on the first few days of school when my new friend James was harassed by Dan, and Dan ended up getting was was coming to him.

James was lucky enough to have a pool in his backyard and he invited me over for some extra after school practice, and just some genuine fun, non-competitive swimming.

I pulled up to his house and his dad answered the door. His dad was wearing a tank top and a bathing suit. I guess he was going swimming as well. Over the course of the few weeks I had known James, I found out his parents were divorced and he lived with his ... Continue»
Posted by mike_oxbig 2 years ago  |  Categories: Anal, Gay Male, Mature  |  
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1st Time gay

It has been a fantasy of mine for some time, that is for a man to fuck my arse.

Well it finally happened.

I was travelling back down from Scotland, I needed to take a leak so I pulled into a layby, in it were 3 other cars. I got out went to the bushes and had a pee, as I finished I turned and bumped into this guy, he was about 50, he just said casually do you want anything.

I looked at him and replied yes but not here, he said there is another place down the road give it 5 mins and follow me down I'll wait for you and show you where it is. OK I said.

I drove down the road and sur... Continue»
Posted by yg55slo 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My Father In Law – Part Eight

Doug is visiting Brad and me again. As a special for the k**s Brad’s Mom is took them for the weekend.
Actually the special treat was for me. The three of us went out to dinner to a nice cozy place know for its dim lighting and the fact it was known as a lover’s hangout. You can see all sorts of foreplay there. It was romantic and both Brad & Doug made me feel very special especially when I danced with either of them. I wore six inch heels, a short dress that barely covered my butt. Of course no panties as usual. The front of this dress was low enough so the half bra I wore just about showed ... Continue»
Posted by iamawatcher 4 years ago  |  Categories: Anal, Hardcore, Taboo  |  
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The office girl

Tamsin was the new girl in the office and she was clearly shy. Unlike the other girls who splattered make up all over their faces and spent hours on deciding which dress to wear, Tamsin was rather plain. Her typical outfit was a smart suit. It became very clear very quickly that she felt very awkward in the new environment, so I thought I'd try and help her settle in.

Over the next few weeks we quickly became close friends, often laughing at each others jokes while our co workers were still trying to work out the punchline.

Out of the blue a office night out was arranged. I asked Tamsin ... Continue»
Posted by kinkymister 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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Getting What She Wanted

There had been the better part of a week since the last time I got any off any of the f****y. We were all getting really comfortable with the idea and with the secrecy system we implemented so that we would say where or when we had been with one anotehr and what we have done. My parents had gone out for the night and my b*****r was staying over at a mates house as they were heading to a gig. That left Rachel and I in the house all by ourselves for a good few hours before anyone was due to be coming home. To begin with it was just like any other night however I could see by her face that there ... Continue»
Posted by TheStoryMaster 4 years ago  |  Categories: Anal, First Time, Taboo  |  
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Turned into Jasmine by BBC :)

It was just another warm Sunny weekday morning like any other in summer. My wife kissed me goodbye as she left for work, I took my usual pervy glance at her as she wiggled her hot behind out the door, I was setting up in my home office, ready for another day of working from home.

I listened to the car roll out the driveway then the gate closed, I started working through the usual emails and meeting requests.. I got bored of work after a couple of hours I decided to go into our bedroom and rifle through my wife's huge array of skimpy clothes and sexy Lingerie as we had just had a very steam... Continue»
Posted by JasmineSissyCD 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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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 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Happy Birthday

“Jack, your father and I will be gone all weekend. You can have your friends over for your birthday party, but your Aunt Peggy next door will be keeping an eye out so don’t let it get out of control. You are 17 now so we expect you to start acting like an adult. You need to take care of your s****r too. I am leaving you enough money so you can order out if you want but there is plenty of food in the refrigerator.”

“Okay mom, we will keep it down to a low roar. There are only a few friends coming over so it will be okay. We can take care of ourselves. I’ll keep an eye on the munchkin so she ... Continue»
Posted by bigdick2012h 3 years ago  |  Categories: Anal, Hardcore  |  
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Stag Night Tranny Gang Bang

I really still don't know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!!

I'd met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn't dress himself and described himself as an ardent 'admirer'. He'd approached me at the bar one night and we'd got talking. Although I was much much older than him it only seemed to encourage him even more. The first night that we met I'... Continue»
Posted by joannacd1 5 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Savagely Sexed in School...6

My butt hole was so sore and tender that with every little movement of Daniel's huge cock my thighs and legs trembled and shook violently and uncontrollably. Daniel's huge cock head, slowly and deliberately, inched painfully further into my anal cavity.

I could not take full breaths due to the pain of my anal muscle being stretched wider than it ever had been. I found my self clawing at the air, since Bruce and Charlie firmly held my wrist, I could only claw at the air.

Daniel painstakingly worked his cock, a little at a time deeper and deeper into my anus. My inner anal sphincter ... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
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unexpected night of pleasure

My mate’s wife went to bed early and I was asked to go and give her a goodnight kiss by her hubby, and when I got there she was led on the bed with her legs wide apart sliding her fingers in her pussy
So I crossed the bedroom and climbed onto the bed and joined her, she was so wet; she grabbed my hand and slid it onto her pussy. I knew what she wanted as she reached forward and released my throbbing shaft from behind the jeans I was wearing.
As she undid my jeans and pulled my cock out, she flicked her tongue over the end of my cock and played with my balls. I wanted to press my cock deep in... Continue»
Posted by trythisone 3 years ago  |  Categories: Anal, Group Sex  |  
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My Bestfriend And Me -Part One- (True Story)

(Note:Sorry if there are any mistakes I have dyslexia I have tried my best to make it perfect Thank You)

I was walking home from High School with my best friend Liam I was staying over at his tonight his parents were on a business trip and his his b*****r and s****r were staying at his nans.

I noticed Liam was really quiet today in school wich made me concerned because he was not the type to be quiet he's normally loud and hyper but today he seemed low I just gatherd it was cause his parents were away he's 14 and they leave him in the house alone he never likes being alone so he allways ... Continue»
Posted by Joseph-Jones 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First time at club. Part 2

Continuing our adventures at a club for the first time.


After our first taste of what the night could bring we went back to the bar to grab a beer and see if anyone else took our fancy.

Tru sat at a table in a secluded area where we could watch the goings on. As she sat down she squirmed into the chair and told me that she loved the feeling of the guys cum soaking through her thong, my cock was hard again when she slipped a finger to her pussy and slid a finger over her cum soaked thong then put her finger in her mouth and tasted the guys cum. She giggled sexily and I could tell that ... Continue»
Posted by confusedjedi78 2 years ago  |  Categories: Anal, Group Sex, Interracial Sex  |  
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