Date Stories

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Bar Fantasy

by CaliVal on May 15, 2019
Exhibitionist & Voyeur

I sit on my bed, with my makeup and hair just perfect. I know my dress is showing the just the right cleavage, and it is just barely covering my ass. Just like I know the guys like it. Reaching down I pick up my knee high boots and slide them on, thinking how hot it will be when they come off later tonight. I stand up and feel my plug tight in my ass. I know...

Testing a Theory

by SquiresBoy on Aug 19, 2017
Exhibitionist & Voyeur

"You're crazy," he laughed as he ran his finger around the rim of his glass. "I'm serious!" I said. We had already finished dinner, so we were in the 'idle chitchat' part of the date. The restaurant was emptying out, leaving only us, a waiter and two businessmen sitting across the room from us. The waiter was standing in the doorway of the kitchen looking b...

Practice Date with Kim

by ScottArroy on Sep 14, 2020
Romance

Copyright ScottArroy August 01, 2020 https://www.literotica.com/s/practice-date-with-kim This was my first story written on Literotica. It has been revised for improved reading. My sister asked me to help out her best friend. Now I have known Kim since she went to kindergarten. She is intelligent, kind and sexy and if she wasn't my sisters bestie she woul...

Formal Dinner Delights

by kandie on Sep 1, 2017
Group Sex

As they take their seats at the candlelit table, he can see that she is dressed for the occasion. Her simple black skirt is short enough to show her black nylon stocking tops. Her low cut blouse lets him see her very lovely breasts almost to the nipples. The waiter arrives to take their order. She looked at him and was surprised, here was this tall muscular...

One Sissy's Night Ch. 02

by Devient_Mind on Sep 16, 2017
Transsexuals & Crossdressers

While my date sat back and relaxed with a drink while the limo continued down the freeway, I smiled that I was able to please him. It made me feel so good that I was able to make him cum so much. Here I am, this man's man by day, a man that runs a company that employs over a thousand people, dressed as a slutty MILF in a limo with a stomach full of a black m...

The Opposite of Love is...

by sirsemega on Sep 17, 2017
Loving Wives

I knew he had gotten over me. I just wish that I had gotten over him. Six months of craziness and bad decisions and I had been paying for it ever since. My life as I knew it was over that very first time when Chaz slept with me, I just didn't know it then. Now, eight months after the divorce, I sit here at my table, on a first date with some guy from work, y...

Michelle's New Profession Ch. 03

by robertl on Sep 26, 2017
Loving Wives

This story follows directly after Jacqui's Wedding, Chapter 2. Thank you very much to Shygirlwhore for editing assistance. ***** Monday after I got home from work, Michelle and I had fun going through her escort service e-mails. If they had the words 'fuck', 'cock', or anything comparably crude in the subject line we deleted them. Michelle loves romance. S...

Not Scuba Diving Ch. 02

by tanglosax on Jan 8, 2019
Loving Wives

Thanks for all the comments, positive as well as negative, on my first attempt. Look forward to more comments on this effort. I did not title the first story as Ch 1, but you should read it to make better sense of this ch. 2. ***** Late Tuesday night Julie and I arrived home after I rescued her from her initial attempt to go on a date -- a date with anoth...

The Ranch Ch. 04

by heryankee on Sep 12, 2017
Mature

Foreword: Sometimes I have to let a story lay dormant for a while before I continue it. This story took more time before I found a way to continue it that would make me happy. Please me for the long hiatus. I hope you will enjoy the following chapters. * The next morning as James and Allison walked toward the office he saw what looked like a 15 year old gi...

Dinner Service

by zarathrusta39 on Dec 11, 2018
Fetish

She got out of the shower and he dried her down, rubbing her back, then her legs, and gently caressing her breasts with the fluffy towelling. He led her to the bedroom where, now dry, he helped her into her silk panties and bra set. Then he placed her garter around her and as she lifted each leg slowly rolled up her stockings and attached them to the garter,...