Anal Harem Stories

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A Sissy Surprise

by nancyallen on Sep 16, 2017
Transsexuals & Crossdressers

I got home early from my night out with the girls. Jeff wasn't in the living room watching tv so I figured he was in the bedroom jerking off so he wouldn't have to bother me with a request for sex when I was toasted. I decided to surprise him and slowly made my way up the stairs. I walked into the bedroom and stopped dead in my tracks. My boyfriend was on...

My Little Jewish Neighbor Ch. 03

by ellisbecker on Sep 13, 2017
Anal

In the weeks since she drunkenly sucked my cock, Alyssa and I had gotten pretty close. Well, close in the sense that we fucked a lot. Pretty much whenever either one of us got a moment’s free time, we went at it. I began to realize that I’d underestimated the “sensual glint” in her eye. I assumed she was a little repressed. But I had no idea she was such a...

The Executive Mile-High Club Ch. 02

by Comoros7 on Sep 15, 2017
BDSM

The two men relaxed in their own post-orgasmic silences for a few minutes. Mike couldn't avoid staring at the three Business Class beauties going about 'normal' stewardess duties: preparing the bar, preparing a meal, and dancing in their underwear, apparently. "Jo." John motioned for the ebony flight attendant to come over. As she strode across the cabin, M...

Ass Play, Rim Job & Tossing Salad

by SusanJillParker on Sep 11, 2017
Anal

Bill tries to go where no man has gone before, Susan's ass. Usually humping her while feeling her big tits through her blouse and bra, today Bill tried something a little different with his girlfriend, He felt Susan's ass through her short, navy blue skirt, as she stood by the sink washing dishes. "Hey, what are you doing? You almost made me drop a dish,"...

Exploring Their Fantasies

by BrettJ on Sep 13, 2017
Anal

"I thinking about divorcing Nicholas," Nessa Simons told her best friend as she mulled over whether or not to have a third glass of wine. Silvia Ford immediately shot up in her chair, nearly spilling her second glass of a lovely Chablis. "What are you talking about? I've always thought you had a wonderful marriage, Nicholas is so loyal and rock-steady." "H...

Butt-Slut's Gratitude

by Dracthyus on Sep 11, 2017
Anal

I chose my route home from work with some care, because I like to look at the hookers by the airport. I usually count the obvious ones, the ones that are dressed to sell themselves and are looking for a score. I just like to look... the thought of tempting fate by hiring one is a little bit much for me. You never know when you're picking up a cop on a sting...

Betty Jean Gets Used Again

by midwestgirlbjb on Sep 1, 2017
Group Sex

The following is a continuation of the Betty Jean Saga. You will have to read my previous stories to fully understand the characters that have taken us to this point. I am not a writer! My stories are part fact and part fiction intended for enjoyment and entertainment purposes. If you don't like them don't read them. My name is Betty Jean an eighteen year...

She Gets More Than She Asked For

by Aprilfirez on Sep 16, 2017
BDSM

I lay there, finally living out one of my fantasies. I was tied to the bed wearing only a satin scarf around my head, used as a blindfold. The ropes were pulled tight, the knots a little tighter than they should have been. They hurt but since I had been pestering my boyfriend, Jake, to do this to me for a while now, I knew better than to complain. He had don...

Me, My Wife and an Anal Impaler

by fuck1me1now on Sep 26, 2017
BDSM

Me, My wife and an Anal Impaler Backstory: I went on the extreme restraints website to see sex toys and the reviews on some products were just their experience with the product and this is where I got the idea for this story. My wife Jess and I have been together for 9 years, we have a great sex life but we wanted to take it to the next possible level....

My Wife's Big Assed Girlfriend

by micjammusic on Jan 13, 2018
Erotic Couplings

I have always been fond of Susan, my wife, Maxine's best friend. I even nicknamed her, "Wife number 2" Max and Susan have known each other since they were little girls. Susan and her mum lived above Maxine and her family in a small block of flats. I was taken with Susan from the first time I met her. She is a sweet woman, with a great sense of humour an...