Gay Waitress Stories

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SMITH & Uncle Cal

by jphanck74 on May 16, 2018
Gay Male

It turned out that the waitress had grown worried when I didn't return to the coffee shop and she had alerted a passing patrolman in case something had happened to me. He knew what I'd been doing, as the spunky evidence was still running down the wall and glistening on the floor of the cubicle and told me I was lucky not to have been caught in the act. He di...

Five in One Night

by jordan80 on Aug 18, 2017
Gay Male

When I walk into the bar there are only a handful of people inside. The bartender gives me a grin and a nod; guess that happens when you're a regular. The waitress comes over to take my order and I admire her uniform. This place is attached to a very nice hotel, so the waitress's uniform is a cross between professional and slutty. For some reason, that turns...

Troy Story

by Robert_Furlong on Aug 18, 2017
Gay Male

Part of the 'Butt Monkey' series of stories by Robert Furlong === "We were on a hiking trip up in the Pennines," Troy began quietly after the waitress had taken our order. The coffee shop, which was hidden away among a few takeaways and convenience stores across the road from the college, was deserted in spite of the time of day. He asked, "I don't suppos...

Voyeur Girlfriend

by PrettyStoryLover95 on Apr 23, 2019
Gay Male

I was home that Saturday evening when Fynn, my boyfriend, wrote me a message asking if I was home. I usually waitress on Saturdays, so it was normal that he should ask. I told him I wasn't home, even though I was, because I wanted to surprise him with a chocolate cake that I had bought for him and put in the fridge. I hid in the kitchen until I heard the fr...

Four Weddings 01: The Uncle

by WilliamGuppy on Mar 2, 2020
Gay Male

This is one of a set of four 750-word stories, each told from the perspective of a different wedding guest. The order: Uncle, Groomsman, Aunt, Waitress. The first two are Gay Male and self-contained. The last pair are Lesbian and are also self-contained. My wife and I prefer young lovers. For this, weddings are perfect. Young. Impressionable. Aglow with rom...

Four Weddings 02: The Groomsman

by WilliamGuppy on Mar 3, 2020
Gay Male

This is one of a set of four 750-word stories, each told from the perspective of a different wedding guest. The order: Uncle, Groomsman, Aunt, Waitress. The first two are Gay Male and self-contained. The last pair are Lesbian and are also self-contained. * He closed the door and stepped closer to me, his hand running up my left side. He said, "Separate roo...

Mason's Chance

by VaRiverWriter on Sep 25, 2017
Gay Male

The snow was lightly falling as I pulled into parking lot of the Dogwood Diner. I pulled up the hood on my jacket over my light brown hair as I headed inside. "Sit wherever you like sweetie." The hostess said as I walked in the door. "Happy Thanksgiving." "Thanks." I answered as I walked towards her. "Happy Thanksgiving." I smiled as I walked by and found...

Caught Ch. 04

by mikec1010 on Sep 14, 2017
Gay Male

Ruthie pulled in to the parking lot and as she was getting out of her car she saw Shirley pulling. Shirley was four years younger than Ruthie and was a petite blonde with blue-eyes and a 32b in chest. The two women moved toward each other, hugged, and went into the restaurant. Ruthie asked for a small quiet booth and the two women were led to a spot by the...

The Boarder

by canaigle on Sep 4, 2017
Gay Male

Chapter One I live in a small hick town and yes, at 20 years of age I am still living at home with my mother. We own a small three-bedroom house, nothing out of the ordinary yet mom and I fixed it up to be quite cozy and comfortable. My mom has been working as a waitress at little diner located at the other end of town for quite a few years now, the money s...

Born to Suck Ch. 20

by rmdexter on Sep 19, 2017
Gay Male

Sven drove to a diner that he knew of that was only about five minutes away. There was a big sign out front advertising "All Day Breakfast" and as we pulled in, it looked like a real nice homey kind of joint. We grabbed a booth again with me sitting next to Sven as usual. We had a buxom young waitress named Casey that the guys had fun flirting with; both of...