Boyfriend's Friend Stories

144,316 results
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The Mixer

by dysfunctionaldreams on Sep 16, 2017
Transsexuals & Crossdressers

The night was going to be interesting. I was in the basement with all my fraternity brothers and we were all dressed as girls. The theme of the mixer we had agreed to was a crossdressed mixer with one of the local sororities. They had some of the hottest girls on campus, so to throw an element of sexuality into a theme was not a bad plan. I had gone over to...

The Best Man

by GreyGoose on Sep 11, 2017
Group Sex

The soft yellow glow of lampshades lulled Charlie to sleep in the late hours after the guests had gone home. His roommate, Kevin, clanged the last of the empty wine and beer bottles into the bin before retiring next to him on the couch. Kevin yawned drowsily when he noticed that his friend had dozed off. He sank into the plush cushions and gazed wearily at h...

Sophie's Ultimate Fantasy

by The_shadow_rising on Sep 26, 2017
Erotic Couplings

Part three of the "Sophie" series Josh Seymour sat on the leather sofa opposite the TV in his lounge holding the cordless phone and dialing his friend Ben's number "Have I got a surprise for you old friend, you'll be so jealous!" He thought as he smiled. The phone began to ring. "Hey Josh, how's it goin' man?" Ben said as he answered the phone. "Yeah, eve...

Wife's Friends Anal Ch. 07

by Ilovetoeatsperm on Sep 19, 2017
Fetish

My wife comes in the bedroom after our guests left the party. I'm just lying there naked stroking my cock and fantasizing about what they possibly could have said. She looks at me with my huge hard on and says to me "keep stroking because you are going to love to hear this." I slowly massage my cock and ask her to please tell me. She says, "All of them cou...

Perils Of Love

by jessy19 on Sep 1, 2017
Group Sex

Fantasies. We all have them one time or another. I know I did. But I learned sometimes it's best to keep fantasies in your imagination rather than actually making them come true. After you read this, you'll understand why. My name is Eva, and I'm 26 years old. My story goes back to last year. I was living with Chris, my long time boyfriend of three years. H...

When the Birthday Present is You

by writingn00b on Nov 21, 2018
Group Sex

Some girls are super uptight about nudity and frequently by extension (though not always) about sexuality as well. But some girls don't think nudity is a big deal... some like being seen. Confidence and comfort with nudity is a spectrum and Patrick Bernard had dated across this spectrum in his life. A successful trader on a trading desk at a mid-tier investm...

Valestock Ch. 03

by The_shadow_rising on Sep 19, 2017
Erotic Couplings

~Chapter Three: Fill Her Up~ The day promised to be one of the warmest yet as the sun beat down on the already milling crowds at the Valestock festival. It never truly became silent, nor empty, however as Claire awoke, smiling happily to herself as she felt the heat of the rising sun suffuse the tent, she felt a tingling in her stomach. Today was the day A...

Dora's Boyfriend's Naked Roommate Ch. 04

by TenuousMasculinity on Jul 14, 2020
Exhibitionist & Voyeur

"What are you doing here, Explora?" This time, when Dora entered Allen's apartment, a couple things were different. Firstly, it was noon on a Wednesday. Secondly, she didn't waste any time taking her pants off. The ever-naked Grant was sitting in his usual spot on the couch. The laptop on the table in front of him was undoubtedly host to any number of painf...

Valestock Ch. 02

by The_shadow_rising on Sep 19, 2017
Interracial Love

~Chapter Two: More To Cum~ Waking up early the next morning to the sounds of laughter and partying outside, Claire got up and threw her hoody and trousers on from the day before, and then picking up a few things from her bag she headed out of her and Michael's 'room' while her boyfriend still slept soundly. As she walked to the front flap she noticed that S...

Justin's Secret Ch. 08

by ameliawrites1 on Sep 19, 2017
Transsexuals & Crossdressers

It had just gone past twelve o'clock in the evening, and Jason was sure that Justin was sleeping. The little twink's mouth was slightly open and small, cute snores escaped it, his eyes closed lightly. The second movie they'd decided to watch was almost over, not that they'd paid much attention to either of them. If they weren't making out they were talking...