Literotica His Friend Flirts With Me Stories

370,785 results
Orientation
Length
Source
Infinite Scroll

Flirting

by Earthgoddess on Sep 16, 2017
Letters & Transcripts

To Whom It May Concern, I have spent long years watching and listening and learning, about men. Even through marriage I still work. Finding things out, slowly teasing confessions, nervous laughter and then watching, eyes wide and slowly they reveal. I have flirted since age twelve, my first victim my dear friend, best buddy for life, and it began so sweetly...

Four Pieces Pt. 02

by Just_Words on Nov 20, 2018
Loving Wives

I never intended a sequel to my earlier story. Sometimes it's just that moment in time that I want to examine. Then I got to wondering what kind of man has an affair with a married woman? That led me down this road and I hope you find it interesting. ***** "God, no, you don't understand... Wait a minute. I'm sorry. I'm sorry. I shouldn't say 'God' like tha...

My Fantasy Comes True

by mcnabb376 on Sep 17, 2017
Loving Wives

My girlfriend, Cara, and I are both 19 years old, still in college. We've been dating for about a year and a half, and she is everything I've ever dreamed of. She is 5'1", a hundred and twenty pounds, blonde hair and blue eyes. For a small girl and former dancer, she is curvy in the right places. Perfect ass and nice 36d tits. I am 5'10" brown hair brown eye...

Mr. Flirt’s Virginity

by Heavy Bone on May 15, 2019
Amateur

Author’s Note: So I have a general outline of a story in mind. However, it is a very rough outline without any real directions or path set out yet. I have decided to make this story public so other writers can add in their own ideas to the story. On to the story. Jonathan Summers is a 18 years old high school senior. Short sandy blonde hair, clear blue eyes,...

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She Agrees to be a Hot Wife

by Joncarver on Feb 4, 2020
Letters & Transcripts

EMAIL RESPONSE I'll try it but we are going to do it my way. You have been asking me to agree to completely cuckold you for months now. I still don't understand why you want me to do this but I trust you. You said you wanted me to feel more empowered and free. I don't need that but I hear how much it turns you on in your voice when you tell me about your fa...

Bustin' Out

by YDB95 on Sep 15, 2017
Fetish

Laurie's chest ached and she was short of breath as she rushed down the corridor to her last meeting of the day. Having been bound in public since she was twelve -- nearly fifteen years now -- both were a fact of life that she had long since begrudgingly accepted, but of course they worsened when she had to run up a flight of stairs, as was the case now. At...

Terri's Teasing Torments Epilogue

by teasemeplz on Sep 14, 2017
BDSM

Those were the events which led to our new life. Since our first night together, David and I have not spent a night apart. The feelings I get from seeing him aching and frustrated have grown more intense, almost like an addiction. I need to see him that way, and he needs to feel it. It has been three years since that fateful day when I bought the T-shirt an...

A Tryst with a Stranger

by Hearts_bound_angel on Sep 12, 2017
Loving Wives

It had been a long week. Everyday stress had weighed heavily on me, but I had something to look forward to this night. The kids were all with their “other” parents for the weekend. I got home to an empty house. I headed upstairs and took a long hot shower to wash away the stress of the day. I carefully shaved and groomed myself. I gave special attention to m...

Fun in the Spa

by billyfreedom on Sep 16, 2017
Group Sex

It was a good night, me and Bob were out on the town and discussing our wives and sex lives over a few beers. Bob is always going on about how he is a voyeur and would like to see his younger wife have sex with another bloke. I always tell him I would give her one he just has to ask, ha ha. I think he would like it to happen but is concerned as us and our wi...

Opportunity Knocks Dance Club

by katsilvry on Sep 19, 2017
Group Sex

"Nina, what do you think of this color?" Kat says brandishing a sparkly pink blouse. Nina, dark as Kat is fair, turns and looks at the blouse her friend is indicating. "Oh Kat, that will look great on you!" Nina replies. The two friends are shopping for their night on the town. They have been working lots of extra hours lately, and have greatly looked forw...