Office Bet Stories

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The Bet

by zeke81 on Sep 1, 2017
Exhibitionist & Voyeur

Susan saw out of the corner of her eye that Eric and Kyle were whispering back and forth about something. She even heard a few muffled laughs. Curious as to what they were discussing she walked over to them. "Now just what are you two whispering about?" Susan asked. Caught...Eric and Kyle turned red, looked at the floor, and remained silent. "Come on now....

Wanna Bet

by Bootner on Sep 14, 2017
Loving Wives

She woke up slowly, with last nights drinking taking its toll, rolled on her side to touch him. His space was empty. His pillow cold beneath her fingertips and she felt the sharp pang of disappointment. Bobbie ran her hand across his pillow, "hmm," breathing in his after shave when her fingers ran across something out of place. It was a small business card...

Lady Gambler Ch. 04

by Sweetcheekss on Sep 16, 2017
Erotic Couplings

I got out of bed the next morning feeling refreshed but with a little bit of soreness in my thigh muscles. Ted had spread me hard last night, farther than my leg muscles were used to. I walked down to the kitchen to put on some fresh coffee. I checked the couch as I passed by it, to see if any of the cum stains remained. They hadn't but the couch's material...

Unwrapping a Present

by walkstar on Apr 3, 2019
Erotic Couplings

The Christmas Party, Mike hated the company Christmas Party. It was always an exercise in boredom that he could happily do without. But it was also compulsory to turn up. So he stood by the wall as bored as ever holding a glass of cheep beer. As always the party needed something to liven it up. But as always nothing was going to happen. He sipped on his beer...

The Big Wager

by StudHummingBird on Sep 13, 2017
Exhibitionist & Voyeur

Our betting dated back to a management seminar the two of us attended years ago. During the seminar Karen and I were pitted against each other in several of the training exercises. The trash talk over coffee and donuts led to a wager of dinner for the winning team. We took this competition between us back to the office. I guess one of the managers picked up...

A Really Stupid Bet

by staciliv on Sep 13, 2017
Mature

"This is a really good bet," I thought to myself. Over and over and over, I kept repeating to myself, "This is a really good bet. This is a really good bet. This is..." Of course I was trying to convince myself I hadn't made a serious mistake in judgment. Here I was sitting next to a man I barely knew, dressed like a slut -- or more correctly, barely dresse...

Vice Principal

by jt123 on Sep 19, 2017
BDSM

Dan prepared for the evening with an air of confidence and arrogance about him. He was nearing the end of his senior year in high school and, as with many of his fellow classmates, he was feeling nearly bulletproof. He was already accepted to college and knew that virtually nothing academically, short of actually failing a class, could have any impact on him...

Juan's New Job

by MattChancellor on Aug 30, 2017
Erotic Couplings

Juan had a good first week. Fresh out of college - not even graduated yet, technically - he'd landed a job at the second largest consulting firm in his home city. It paid $45,000 a year, with benefits. Juan had never made more than $12 an hour. The work was great. His manager threw a few clients his way on day one, and Juan seemed to really click with them...

Nan Pays Off Debt

by Shamus O Duffie on Aug 19, 2017
Erotic Couplings

Nan was our volunteer intern in the office, working with my social worker. She was about 50 years old, and overweight, and wore glasses. She had orange-red hair that looked real, but which I figured was a dye, cut in a short style that I, never-the-less, found attractive. She had a fair complexion, dressed fairly casually and big tits. I knew she was not mar...

My Fantasy Football Wager

by Azuldrgon on Sep 14, 2017
Erotic Couplings

This represents a fantasy of mine. Partially because of the actual game itself and partially because I would have loved for this to happen. Enjoy. Deep inside, Jeff bled burgundy and gold. Born in the District of Columbia during the early seventies, he was inundated with professional football. His first memories growing up were watching the victory parade...