Anal Porn Stories
Page 320

1st time gay sex / did that happen 2 me?!

If anyone has been to Fantasy Fest in Key West, you know that anything goes, for a whole week. It's like an adult playground in the streets of Key West, with practically no holds barred. This was or first time there, and I was in for a suprise I had never experienced before or expected!
My wife and I had gone to a party Monday night, and drank quite a bit of alcohol. Both of us were struggling to maintain a somewhat sober edge, but we were losing. After the party, LATE that night, we went to a 3 story bar (to remain nameless) to do some dancing on the rooftop bar. I might add that this "clu... Continue»
Posted by curious2view 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My first anal

Preamble:
This is the story of the first time I did anal. I wrote it on vacation at my parent's house, got a little carried away reliving the experience in my mind, and got very excited ... so sorry it is so long. I got so excited that I actually soaked through my panties and my sweat pants. I have posted a pic of me after writing this story, wetness and all, and a pic of the guy from the story (well, at least his cock, which took alot to talk him into letting me take it).

My First Anal:
I was never interested in anal until I started dating this guy John about 8 months ago. John ... Continue»
Posted by OhSoWet 5 years ago  |  Categories: Anal, First Time  |  
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Woman of My Dreams - True Sex Story


Last April I bought two tickets to the ****llica concert in Sacramento.It was on a Tuesday.It's a two hour drive from the town I live in,so I burned two vacation days for Tuesday and Wednesday.There was no way I was driving back that late and going to work the next day.I planned on taking a buddy of mine,but my wife said she wanted to go.

I asked her, "Are you sure? This is going to be hardcore.Not the 3 or 4 hits you hear on the radio." She said she wanted to go.So we reserved a hotel room close to Arco Arena and thought nothing more about it.A week before the concert she says I'm right ... Continue»
Posted by salahgabr 3 years ago  |  Categories: Anal, First Time, Mature  |  
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Our 2 new toys (a Feeldoe and a Belladonna fist di

My wife's got a small selection of strapon dildos which she likes to use on me and other women. The smallest is only about 5 inches long and pretty slim, while the largest is 10 inches and about 5 1/2 inches round at the head.

While she loves to bend me over and fuck me with all of them, the problem is that there is no spontaneity with a strapon. OK, I live to be her sex toy, but there are times when we decide mid game that she's going to fuck me when she hadn't planned for that, so she has to stop for a little while while she gets a harness and cock out of the cupboard.

We were looking ... Continue»
Posted by garyw 5 years ago  |  Categories: Anal, BDSM, Fetish  |  
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The finale of The Nasty Old Man Stole My Virginit

Where the fuck have you two girls been!" mom yells! The girls hesitate at first. They both have guilt written all over their beautiful teenage faces. "Mmm we went down the street like I told you mom." Sarah explains."You know the old hermits house." "It took you this long to get back here. Did you two even go to practice?" " The girls shook their heads no and waited for their scolding. " Just go to your room Sarah. I will deal with you later and Lisa you join her!" The girls rushed up the steps, while mom sat on the couch trying to figure the situation out. She wondered what in the hell could ... Continue»
Posted by fillmeup2 4 years ago  |  Categories: Anal, Mature, Taboo  |  
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My Mother in Law, My Slut

My wife’s last words before going through airport security were “Keep an eye on my mom.”

Over the next week I did just that.

I decided to check in on Helen on my way home from the airport. My mother in law is slender, about five-two, and in her late sixties. We’d been going through a heat spell and she doesn’t have air conditioning, but I was nevertheless surprised to find Helen still in her nightie at 3:30 in the afternoon.

“It’s been a lazy sort of day,” she said as she greeted me with an on-the-mouth kiss and a big hug. I could feel something stirring in my crotch area as I held h... Continue»
Posted by sprman89 3 years ago  |  Categories: Anal, Mature, Taboo  |  
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Cruising and Swinging 3

Blackmailed
It was about an hour after dawn on the third day of our Mediterranean cruise. I’d left my wife Melissa, asl**p with our neighbour Roger in his cabin. We’d spent the previous day fucking with Roger in the ship’s sauna and in his port-side cabin. I awoke to watch Roger and Mel making love, but once they went back to sl**p I was wide awake and slipped out to go for a swim.
I had swum about half a mile and was looking forward to the rest of the day as I walked back to our cabin. When I got there, our Brazilian maid, Maria, approached me looking concerned.
“Meester Jac... Continue»
Posted by lankybacon 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Happy Anal Anniversary to Jilly

My son is banging a neighbor house full of sluts. Trying to get back in his wife's good graces he drafts me.... Hang on for what happened next!

~~~~~~~~~~~~~~~~About two months before their third anniversary, my son called and asked if I would be willing to help him surprise his wife by helping him build a deck on the back of their house.  I agreed and over the next few weeks we measured, made plans and I even pre-made the railings and a few other features for it in my shop.
 
So last Saturday was 3 days before the anniversary and he had managed to get her to go shopping with her mother... Continue»
Posted by imornery81 1 year ago  |  Categories: Anal, Hardcore, Taboo  |  
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Bi Cuck

My wife likes to role-play her favorite game is for me to be a nasty boy and she is the teacher. It usually starts out like this, she will go out on the town and come home about 1 A.M. I know she is out fucking and sucking other men but it turns me on to know that she will be home nice and horny and will share her sexual adventures with me.

A typical night will go like this: She will come home and release my cock and balls from my cock cage. I am not permitted to play with my cock, and the only time I can masturbate is when she is watching. Then I must get down on my knees and ask her to ha... Continue»
Posted by kinkybipaul 3 years ago  |  Categories: Anal, Fetish, Taboo  |  
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Vero's Secret Revenge

Vero's Secret Revenge

By billy69boy

(This story is a sequel to Vero's Secret Desire)

I was up bright and early the next morning. I could hardly wait to be in the company of my nieces, Vero and Mon, for another episode of videotaped depravity and illicit sex. I smiled to myself as I drove to my nieces' house, thinking of all the kinky acts that might happen, as I continued to use my blackmail video as leverage against my sweet young playthings. I loved the fact that my nieces had invited me over for a morning romp, after all that I had put them through the day before.

As I walked... Continue»
Posted by billy69boy 3 years ago  |  Categories: Anal, Group Sex, Taboo  |  
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Taking My MIL's Ass...For The First Time!

The warm night was finally winding down at my in-law's house. We were visiting for a few days. My father-in-law stayed out at his "buddies" drinking and said he wouldn't be home tonight. We all knew his "buddies" was really code name for his cute little girlfriend. And so did his wife. My mother-in-law, Cindy, knew all about his exploits and had long given up on caring. She is nice woman, 5 ft 7, around 160 lbs. Shoulder length blondish gray hair with big tits. I suspected she had long given up on sex.

But her curves were well rounded, almost like a sculpture. Cindy's skin was beautifu... Continue»
Posted by abigfan 1 year ago  |  Categories: Anal, First Time, Taboo  |  
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MY GIRLFRIEND HAS A PENIS???

I met Gina at a club she was by herself at the bar and when I looked at her I was smitten I knows that sounds cliche but it was like that for me! I sat down a few seats down and ordered a drink a whiskey sour I believe it was took a few pulls to get up my courage then I offered to buy her a drink and she looked over at me with these incredible sea green eyes and actually smiled at me "Ok " she said and ordered white wine which she sipped so sexily I asked her if I could sit beside her and she patted the seat next to her I couldn't believe my good luck to find such a babe here and she likes ... Continue»
Posted by laceysgirl 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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a long time with mom

My Long Weekend With Mom

Growing up, it had always been just Me and my Mom. She had me really young, when she was in the middle of doing school. From what I know, she was in a relationship with my father at the time, but it had always been unstable and she left him shortly after finding out she was pregnant. She has always been Superwoman in my eyes, but looking back; I don't know how she managed it all. With raising a k**, finishing her Master's degree and being a working Mom being just the biggest of her concerns; she always seemed to find a way to make things work. I can remember the han... Continue»
Posted by savita009 4 years ago  |  Categories: Anal, Hardcore, Masturbation  |  
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Biker Bitch 4

We returned from Holidays and were just sitting around relaxing and the phone rang. It was one of Rick's friends he told me that Rick wanted to Fuck her again and he gave me the name of the hotel and room number. I called my wife and told her that was Rick and he wanted us to meet him so that he could fuck her. My wife got an excited look on her face and we headed for the hotel.
We found the room knocked on the door and were let in. There was Rick naked on the bed stoking his cock a look of excitement came across his face as we entered the room. He told my wife he could not wait he had to... Continue»
Posted by albertaman24 5 years ago  |  Categories: Anal, Group Sex  |  
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Cousin with benefits part 3

So after railing my d***k wife in the ass, cumming in her and leaving her looking like a crime scene, I go into bathroom to clean up. I was hoping to just colapse from exhaustion as I had gotten great head from my cousin who was staying with us from out of town earlier that day. And now my wife's 'whore' alter ego was unleashed with the bottom of a wine bottle.

I flick on the bathroom light to find my cousin spread eagle on the toilet with her fingers working in and out of her cunt. she moaned, "I love the way you fucked your dirty whore wife. You made her cum like your whore, and made me ... Continue»
Posted by Cousinlover 4 years ago  |  Categories: Anal, Fetish, Taboo  |  
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The trannt from work

I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up e****ts here in town just to see how far I would go. Finally one day, I got the nerve to do it.

Her name was Angelina. She was about 5'4". Say 125 with some hugh tits. Say 38 D or so. I had seen her where I worked. Would of never thought she was a tranny. Just always saw this hot chick with a huge rack & a hot ass. Everytime she came in the store, p... Continue»
Posted by radec_24 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Theatre, Part 2

After I cleaned up from the BJ, I went back into the theatre. I stood at the back and watched the movie. I was quite horny and I decided to move forward and stood behind the last row of seats. I undid my pants and stroked my dick. I was there what seemed like a long time, then I felt two arms around me and heard a whisper saying “you look great and you are just what I want”. With that I felt two hands reach up my t-shirt and start to pinch my nipples. He then told me to push down my shorts and underwear to my feet , which I did. As I stood up he knelt behind me and pulled my cheeks ap... Continue»
Posted by cltfundad 5 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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Assfucked by Ex Son in Law

This "mother in law Fantasy" ex mother in law actually is more an ex son in law story and differs from most you'll read in two ways. One it's coming from the Mother in Law, two, it's actually true.
First, quick background. I was a fairly young mom and my ex son in law was a few years older than my daughter so the age diff is only 15, I am now 58 he is 43. She left him for another and nothing other than some flirting ever happened when they were together.
I always thought he was attractive and in great shape. From day one something was there but again, not going to happen. I had remarried an ... Continue»
Posted by justmell 5 years ago  |  Categories: Anal, First Time, Mature  |  
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Fathers Day - Pt. 6

He let me lower my upper body on trembling arms and must have felt my hair touch his thigh. I need his cock, I need his cock in my mouth NOW. I had my head turned to one side, lying on his abdomen, and I was just sucking away like a nursing baby.

He did the same to my little clit, occasionally pausing to push his tongue as far as he could into the tiny opening of my cunt. I was so hot by this point that I just lay there, sucking him at one end, and pulsing into an orgasm every half-minute or so at the other end.

The flow of my juices never slowed and it must have given him an idea.... Continue»
Posted by pinks43 3 years ago  |  Categories: Anal, Hardcore, Taboo  |  
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Should never have said it 3

It was nearly 2pm when Amanda’s car drove into the driveway, I felt somewhat relieved they were home though I had no reason to think anything might have happened, a few moments later Amanda and Susan came into the house carrying bottles of wine and booze and I knew right away that all was not well, Susan acknowledged my cheery hello but in a subdued manner and Amanda just said nothing but stormed past me into the kitchen, I looked at Susan who whispered “I will tell you later but she is really pissed with me for last night” I said nothing in return at that time but later got the story from Sus... Continue»
Posted by KingPE 5 years ago  |  Categories: Anal, Hardcore, Mature  |  
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