Anal Porn Stories
Page 328

Just wanted to get used

Few years back I started to crossdress a couple times a month, and for a part timer I looked fairly passable. I was about 22 at the time 6'1 140lbs..long smooth legs, smooth all over as hairless always turned me on. I recall being extra horny this one Friday night so I decided to get dolled up and just go for it, I wore thigh high stockings with a garter, and a tight black skirt, that was so short, you could see the garter straps, I wore a pair of silk boy short panties, and a button down shirt, tied up to show my belly..nails, red wig, full make up..I was fucking hot, and I left no doubt..I... Continue»
Posted by smonkeys32 4 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
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Hotel Sex With Stranger

We met in the bar of the hotel lobby. I was killing time before going back up to my room, and he was wrapping up an after dinner meeting with clients. He wore a nice grey suit, blue tie, white shirt, and brown shoes. He had silver hair, and dashing features. He wore a very nice large wrist watch and I could tell he was full of class and charm. We initially made eye contact via glances from the corner of our eyes. Then, when I went to use the bathroom, he got up at the same time and followed me. Once in the restroom I made sure to stand a step or two back from the urinal so my large cut cock wa... Continue»
Posted by kbking64 3 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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Teaching the Taboo - Lesson 2

It's a shame I can't put her photos here; it'll be considered jailbait.

The morning after I took my cousin's virginity away I got nervous. "What if she tells someone?" I kept thinking to myself.

It was a Sunday so my mother was out with her friends, I was having a late breakfast when she came down. Her top's buttons are in the wrong holes, it was my fault, I tried to put her clothes back on after taking advantage of her.

We silently ate breakfast, after a while she looked at me and smiled. "Can I ask you something?"

I tried to play it cool. "Go ahead."

"What we did last night, w... Continue»
Posted by blu3rthanu 3 months ago  |  Categories: Anal, Taboo, Voyeur  |  
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I went back for a male massage....

After my last visit, as I said my head was spinning...I'm not gay, but I loved being used that day...have a cock in my mouth and in my ass??...but, I loved it...so here I was again...when I went in, I didn't see the same staff...it was asain women this time...???...ok, this can still be fun but...A very sexy asian lady asked me if I wanted a massage...she was smokin...great face...nice tits...very short dress....hmmm....but her voice??? a little deeper than I expected....
I undress in the room and wait...a few minutes later "she" walks in and as she walks to the head of the table, she runs h... Continue»
Posted by clvsdude 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Fleshless Captor

11 / 12 / 2011

My Fleshless Captor

I opened my eyes into a dark covering I sensed. My hands were above my head and binded and my legs were spread wide opened and restricted. Coolness kissed my nude body and I could feel the air move. I sensed a presence in the room. I trembled with fear wondering what all my captor would do to me. I felt a ….seemed like a hand but not a hand rub my thighs. It stroked my thigh up and down until it found its way to my pubes. It twirled strands of hair until they tugged painfully. The air felt so cool. I felt what seemed to be a finger stroking the... Continue»
Posted by REDnMIST 3 years ago  |  Categories: Anal, Taboo  |  
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Wet Wednesday

Wednesday is the day every week that I get a delivery at work, I'm on my own until the drivers turn up usually around 10am. When they knock I adjust my dress, the bottom a little higher , the top a little lower, I always go commando so that when i sit on the stool my wet lips can be seen. This week there were 3 delivery men , all muscular middle aged men all carrying heavy loads! I watched them going to and fro carrying in boxes, I rotated on my stool so they got a good view up my dress from all angles. One of them asked me if I needed any help unloading the packages , I replied that I am a ex... Continue»
Posted by bookers 4 years ago  |  Categories: Anal, Group Sex  |  
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Complete Stranger's Toy

I was 24 working at a bar in the bottom floor of a condo in Daytona Beach last summer. It was a small place with mostly the same couple of locals and the people staying in the condos. I could almost take a new peice of ass home every night witht the constant flow of d***k girls and guys coming in and out every week. I am a bi guy average build brown eyes and hair. I was working one Tuesday night which is always the slowest night of the week when a guy came in and sat down at the bar. I asked him what he wanted to drink and he ordered a crown on the rocks. It was getting close to closing ... Continue»
Posted by tim_likes 3 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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The machine fuck Continued

'What do you think'. It sat on the arm of an old chair, my eyes firmly focused on the straight hard dildo sticking up from it centre, 'Bid cock', I muttered, my tongue moistening my lips, as they suddenly dried and my heart pumped harder.
I made the last few strides to be alongside it and immediately put my hand around the firm but soft shaft, my fingers could barely close around it's soft rubber girth, its veiny lifelike feeling causing my pussy to contract as I imagined it penetrating me to its maximum length.
'Do you mind', his interruption breaking my sexual train of thought, I turned to... Continue»
Posted by MarieL 3 years ago  |  Categories: Anal, BDSM, Voyeur  |  
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Conundrum (BBW, M+/F)

Part of this story was borrowed from another story. However I don't recall the title or author. If somebody reminds me I'll be happy to provide credit to the author

Trying to explain how things have ended up like this is difficult. How do you explain to somebody, say a marriage counselor, standing in your home office holding an SD card with nearly 12 gig of video of your wife being gang banged by 4 men for nearly 2 hours from 4 different HD cameras? This is the thought that occupied Greg's mind as he stood in his office in middle of the night. His wife didn't know that he had se... Continue»
Posted by bentspoon 2 years ago  |  Categories: Anal, Group Sex, Interracial Sex  |  
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My Father In Law - Part Four

After making love this morning Doug told me today was going to be a very special day. First he took me shopping.
He took me to a shop that has all very sexy & erotic clothing & shoes. When I asked him if there was anything special he wanted to see me in he said yes. He told me they had a sexy little bride’s outfit he would love to see me in. I smiled and said OK lets try it on. The skirt was short and came a little below my butt, the top very nicely showed off my breasts, actually the top replaced the need to wear a bra and additionally could be pulled down to reveal my breasts. Doug also had... Continue»
Posted by iamawatcher 4 years ago  |  Categories: Anal, Taboo  |  
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Hypnotize

This is not at all true.

The woman next door had a catalogue of all kinds of greating cards , so one day i called round to borrow it ,she said i need it back before tonight so i can place the order .
Around mid day she knocked on my door ,i let her in ,she asked if i had seen any thing ,i replyed i was still looking , on the tv there was a hypnotist on " i used to do that " i said for some silly reason " can you still do it " she asked ,well it must have been 5 years since i last did it but hey why not try .
I told her i would have a go - i told her to relax then started in seconds sh... Continue»
Posted by tattooed1 3 years ago  |  Categories: Anal, Mature  |  
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I was fully straight before this incident

This is a true story..


It was back in college days, i had lesson and asked teacher if i could go toilet. He allowed me and off i went.

I had to go to the main reception to get toilet keys (toilets neve stayed open during lesson times). Got key and unlocked door and entered toilet.

As i was washing my hand another boy David a year below me came in, he was just washing his hands looking at me, i thought nothing of it, then Ben a boy a year older entered toilets as well. He was a big guy and everyone was scared of him, including me.

David the younger boy just smirked at me and start... Continue»
Posted by madmax2k12 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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FUCKING AT THE BAR AFTER CLOSING

I JUST WATCHED A VIDEO WITH VANESSA CHASE THAT BROUGHT BACK A VIVID MEMORY OF A NIGHT THAT I FUCKED LORI IN THE BAR AFTER CLOSING TIME. I WAS TENDING BAR AND LORI AND HER 'OLD MAN' (HE WAS 50 AT THE TIME, SHE WAS JUST 21), ANYWAY THEY WERE REGULARS AND SHE ALSO PLAYED 3RD BASE ON THE GIRLS SOFTBALL TEAM THAT I COACHED. WE SPENT A LOT OF TIME FLIRTING AS I GOT TO SEE HER ON AN ALMOST DAILY BASIS. SHE AND HER BF ALWAYS TOOK THE TWO SEATS AT THE END OF THE BAR NEXT TO THE STOREROOM. MANY TIMES THE JOINT WOULD BE PACKED AND SHE WOULD BE STANDING AT THE BAR OPENING AND I'D HAVR TO SQUEEZE BY TH... Continue»
Posted by vukey 4 years ago  |  Categories: Anal, First Time, Taboo  |  
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A fine f amily pt4

Wendy was sitting in her room on her bed, clutching her phone to her chest. She had built up the courage all day to take that picture of her pussy, and she had made sure to play with it a lot so it was as wet as she could get it. It didn't take much, as she pictured what had happened with Mr. Fine that morning. It had felt so good when he sucked on her pussy! Her insides were on fire just thinking about it...

But now that she was alone, she couldn't stop these feelings of arousal and attraction from growing. Her fingers couldn't leave her juicy little cunt, and she had brought herself to th... Continue»
Posted by vtevte 11 months ago  |  Categories: Anal, Hardcore, Taboo  |  
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My Husband, My Dad and Me....

My husband is in the military and was deployed overseas and was returning home to a base in New York. They were having a big welcome home ceremony and i so wanted to be there but was afraid to make the drive alone. I asked my dad to take me for a few days and he agreed so this is where my story begins....

We got there early in the morning and rented a hotel suit for 2 days. We unpacked the few things we had brought with us and decided my hubby and I would have the bedroom and my daddy would sl**p on the couch just on the other side of the bedroom door. We were off to base for the ceremony w... Continue»
Posted by kandyland1970 3 years ago  |  Categories: Anal, Group Sex, Mature  |  
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s****r in law on the cruise ship

I was just getting ready to step into the shower when the knocking at the door started. I had just finished a run and soak in the spa and was enjoying some time to myself. We had been on the cruise ship for five days of a ten day Alaskan cruise and everyone was going in and out of the cabin all day long.

I grabbed my sweaty shorts, slipped them back on and went to open the door. My sixty year old s****r in law was standing there with a glass of wine in her hand and a stupid look on her face. Nine A.M. and already drinking I thought to myself Mark (my older b*****r) you have one hell of a w... Continue»
Posted by sukmeinvegas69 3 years ago  |  Categories: Anal, Mature, Taboo  |  
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The day I found out I was a bottom when it came to

I invited my friend round one day after school just to play xbox, hang out and smoke some weed.
We sat down on my bed and watched tv before switching on the xbox. I bent over to turn it on and he put his finger against my asshole. This didn't bother me as we are both comfortable with our sexuality and are always naked around each other.
As we started playing i noticed he had a raging boner, he has a MASSIVE dick, its bigger than most things in porn. At least 10 inches. When we play xbox the winner always makes a bet for the loser. I won our game and I dared him to let me suck his cock, as I ... Continue»
Posted by wantingboy 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My first gay experience

I have always had fantasies about being dominated, some guy or shemale just grabs me and does what ever they desire! So imagine my surprise when my fantasy came true. I was in a nightclub dancing when I noticed a well built man staring at me, every where I went in the club he followed, at first I thought it was creepy but when I went to the toilet he followed me again, I stood by the urinal and slowly brought my cock from my pants, to my surprise I was pretty horny and my admirer had noticed. He moved to the urinal next to me, looked over his shoulder to check we were alone then reached his ha... Continue»
Posted by robgerrard 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Uncle Bob & Me

All characters and terms including boy and lad refer to people age 18 and over.


My Mum had gone away for the weekend with her mates which meant me and her boyfriend had the house all to ourselves. He’s brill, my Mum’s boyfriend. He’s like a mate. He’s in his 40s but he’s well cool.

Anyway, it was Saturday and we had a great night in, lots of cans, a spliff…brilliant.

Round about 11 o’clock I said, “Right. I’m off to bed. See you in the morning, Uncle Bob.”

I always called him Uncle Bob.

“You off for your bedroom wank then?”

“Yeah well I’m 18. I’m young and full of ... Continue»
Posted by RobbieW 2 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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First time 2

My cousin and I had been having a great time blowing each other for the last year. We were sucking each other off at least twice a day. We both had gotten really good at sucking the others cock and learning new techniques to make the other feel good. We had mastered the act of deep throating and we were both able to swallow the cumshot and have no evidence left for my aunt to find later on our sheets. We were getting very good at it. Something needed to change, we needed something else to take us to the next level. It started in Nashville when we were on vacation with my aunt and uncle g... Continue»
Posted by MRmaster 4 years ago  |  Categories: Anal, Fetish, Taboo  |  
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