Shemale On Guy Stories

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His Brother

by TarynCarrow on Nov 26, 2019
Group Sex

"Dave and Maggie broke up," Charlie told me, as he set his phone down on the counter. "Oh, I liked Maggie," I said, with a mouthful of my morning Cheerios. "Eh, she was a bitch," Charlie replied. "Ok then, haha," I said. "Well, Dave's pissed. I guess she cheated on him." "Oh yeah, fuck that bitch, then. Is Dave doing ok?" I didn't really care how Da...

Rachel and Me Pt. 12

by schmoe90 on Dec 30, 2019
Exhibitionist & Voyeur

I'd come up with a plan of action, and I called Rachel and said I had something I wanted us to do. She arrived, early, wearing her bib overall shorts and a striped T-shirt. I took a look at her outfit and grabbed her hand. "Come on, we're going shopping." We walked to the store we'd had a bunch of fun at recently, and headed in. "What panties are you wea...

Black On Black Pegging: Work

by Samuelx on Sep 11, 2017
Fetish

With a strange look on his handsome face, Jacques Marcelin got on all fours, face down and ass up. The six-foot-six, broad-shouldered and heavily muscled, light-skinned Black man stuck his ass in the air, offering himself to his Dominatrix. Mistress Nadege Jean-Pierre caressed Jacques's sexy buttocks. Although she dominated men and women of all races, this w...

First MMF Threesome

by LISABABYDOLL on Sep 12, 2017
Group Sex

As always, a completely and utterly true story. After our threesome with Tamara, you would have thought it would be me who'd be saying "Okay, we've had a threesome with another girl, what about another guy!" but it was actually Francis who was the first the suggest this. The greatest thing about my husband sexually is that what arouses him the most is when...

A Non-Traditional Love Story

by HerLittlePiggy on Sep 19, 2017
Group Sex

Allison was by far the most gorgeous girl I'd ever dated. She was only 25 years old and 5'5'' tall with long strawberry blonde hair. She had a beautiful face that was highlighted by ice blue eyes and a warm inviting yet mischievous smile. Her body was incredible with perfect natural c cup tits topped with long sensitive nipples, a narrow waist, full hips and...

Black Cuckold's White Wife

by Samuelx on Sep 16, 2017
Interracial Love

Greetings, people. My name is Nikki O'Shea-Winters and I'm a happily divorced woman living in the City of Brockton, Massachusetts. Six feet tall, red-haired, green-eyed, athletic and alabaster-skinned, that's me in a nutshell. For over a decade, I was happily married to a tall, fine-looking African-American gentleman named Isaac Winters. We have two lovely m...

Discovering Rayne Ch. 01

by Big_Red_Stick on Sep 16, 2017
Interracial Love

In order for you to fully understand how I could get myself into such situations as you will be reading about, first I must tell you a little about myself. I'm 30 years old. I've been divorced once. I've since remarried and now have two beautiful children. I like to drink and when I drink, it's a lot. Some may consider me an alcoholic, which I don't deny. It...

Swinging Lifestyle Initiation Ch. 02

by Sweetcheekss on Sep 14, 2017
Group Sex

I didn’t see Sheila at work until about mid-morning. She was wearing her usual friendly smile and of course her trademark partially unbuttoned blouse just to tease the guys. “Want to do lunch again today?” she asked. “Yes, most definitely!” I think she could tell by my reply that we’d have a very interesting chat while eating. Today though, I’ll have to...

Hookups with Trina Ch. 01: Weed Guy

by RobertJElmhurst on Mar 10, 2020
Erotic Couplings

Charlie my weed guy knocks on my apartment door with an ounce to sell. I pay the price of admission, and he rolls us a joint on my couch. You know guys like Charlie, heavy but not fat, his red hair and beard long and messy but somehow appealing. He goes everywhere dressed in long sleeved tees and baggy camo shorts, like he's looking to join a latter-day nu...

Becoming Roberta

by kinki1 on Sep 12, 2017
Transsexuals & Crossdressers

Years ago, I went out with a girl who was very kinky. I can't use her real name, because she is married now, but I will call her Christine. I liked a lot of the kinky stuff we did, especially being dominated and humiliated. She always wanted to see me have sex with another man, but I was very hesitant, and I never did. Yet she made me curious, and, over the...