My Best Friend Stories

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Infinite Scroll

Surprised AF

by loerics on Jun 26, 2018
First Time

No one under 18 engages in sexual acts. This is my first time writing in the Literotica First Time category. This is my entry in the National Nude Day (July 14) Contest. If you like the story, please vote. If you don't, please give me feedback. * I was eagerly pounding my hard cock into my girlfriend's warm wet pussy when she announced, "Josh, I invited...

Simon Pendleton Ch. 04

by zef4600 on Sep 15, 2017
First Time

Thanksgiving '08 Simon stood over Jodi's prone, unmoving form. A quick glance told him she was still breathing but would need serious medical attention soon. Blood dripped from what he assumed to be a broken nose and her left eye was swelling. He hurt all over. His hands, his knees, and mostly his head throbbed in time with his heartbeat. Once the adrenali...

Heaven is a Kiss and a Smile

by TheSexyGeek on Nov 26, 2019
Mature

Sometimes, things happen that you can see coming from a mile away. You can prepare for it and in some cases, you can handle it well and move on. It wouldn't be a terribly interesting story if this was about one of those times. ***** I shifted my rearview mirror. The back seat had become suspiciously quiet. As conventional parenting wisdom goes, noise is fi...

T-Girl Meets T-Girl

by SugarandSalt on Sep 18, 2017
Transsexuals & Crossdressers

It was a silent car ride home. He looked at her, she looked out the window. She looked at him, his eyes were on the road. Neither of them broke the silence. It stayed that way until he parked in her mom's driveway. The soft-spoken young man told his girlfriend, "Goodnight Ashley. I'll call you tomorrow or something." She turned to him, her eyes searching h...

Women's Studies Ch. 13

by Son_of_Battles on Sep 24, 2019
Transgender & Crossdressers

"Not this again," Abigail sighed. "What happened to being patient and waiting until the time is right?" "I have waited, and the time is right," Kennedy said flatly. "I still think we should wait," I said. "Do you know how long something like this takes?" "Yeah, I know exactly how long it takes," Kennedy said matter-of-factly. "I timed it." It seemed that...

A Special Treat Ch. 08

by flying_nugget on Sep 26, 2017
Group Sex

Darcie and Jen's lips were locked in a fiery kiss. The two M-cupped brunettes were making out with an amazing ferocity. Both hot ladies' gigantic breasts were pressing against one another. Their bare flesh was populated by goose bumps in the drafty air of the kitchen. Just as Heather came around the corner into the kitchen, she beheld the hot sight of Darc...

African-American Superhumans

by Samuelx on Sep 16, 2017
Sci-Fi & Fantasy

There is a certain rhythm in life. Everyone and everything has their place in the grand scheme of things. My place simply happens to be on top. Always. That's just the way of things. My name is Stephen Crawford. A six-foot-four, lean and wiry, brown-skinned and gray-eyed, thirty-something Black man living in the city of Boston, Massachusetts. That's what I l...

I Got More than I Bargained For Ch. 03

by flashgordon562006 on Jun 1, 2020
Erotic Couplings

Lisa called Ellen and invited her over for dinner and she accepted. Lisa fixed a delicious dinner with plenty of wine. After dinner, we went into the living room, wine in hand. We asked Ellen how she was doing and she said she was a bit lonely and bored. Then she laughed and said, "I shouldn't say this, but I miss Ed fucking me. He was bi and we had the b...

Kevin and his Roommates Ch. 03

by smalltitslovr on Sep 16, 2017
Group Sex

Hi everyone, Sorry it's taken so long for me to finish this chapter. I've had it written for a while now, but between life and lack of motivation, it took a while to get it edited. Big thanks to signorecalcio for helping with the final edits, and of course Captain_Ron for writing the original story, and giving feedback on this one as well. Enjoy! ***** A...

James & Maria Ch. 02

by enlb90 on Sep 14, 2017
NonHuman

"Good morning, Master Stanton." James opened his eyes as he heard his butler, Nelson, address him. Nelson Ashford never seemed like a butler but more like a friend which evolved into a grandfather figure while being in employed by Mr. Staton for over sixty years. Yes, the old reliable butler knew of his secrets as did all the other servants and staff of his...