Office Bets

The cold air of the office gives you goosebumps. Most days the temperature doesn’t bother you. However, most days you’re wearing clothes; today you’re not.

You peer out from the window in your office to see your coworkers stealing glances at you. The desk you're sitting behind covers all the important parts, but you have to get up eventually and they know that.

Normally, you wouldn’t mind an intimate moment with one of your colleagues. By some stroke of luck, you're the only man in an office full of beautiful women. So, the idea of being naked with any of them has always been an appealing one. The only thing is you never thought you’d be the only one naked.

A ping from your computer alerts you to a new email. Bits of confetti burst on to the screen with the words “Happy Monday!” in the center along with the signature of the CEO of the company, Alexandra Cooper, at the bottom. This is your office's weekly memo. Most of it is business as usual except for the ending which reminded everyone to sign the office’s new terms of agreement for employees, specifically when it comes to wagers and forfeits.

Unlike most offices yours has specific rules for bets between employees. Specifically, wagers must be put into writing so both parties can agree upon them beforehand, wagers including money are prohibited, and nobody has to fulfill a wager if they don’t want to but they are not allowed to work for the company until their debt has been paid.

Bets involving money had apparently led to some issues in the past so those were axed all together. This meant that with money being out of the picture people went for the next best thing, pride. So, the wager for most bets ended up being something embarrassing for the loser. You’ve always been fond of wagers and games, so you took naturally to this unique work culture. This led to some delightful situations like one of your gorgeous colleagues having to work in lingerie or even be your secretary for a day.

No one wanted to welch since that meant giving up their job and the salaries here were quite lucrative. This allowed you to get your sexy colleagues into compromising positions that they didn’t want to back out of. After all, what was a bit of embarrassment in comparison to a six-figure salary with benefits in this economy? They could also wait to get you back or at least see someone else avenge them. Many tried to avenge their fallen comrades, but none succeeded. You fancied yourself the king of the office, embarrassing your colleagues one after the other, seeing their blushing faces as they exposed parts of their bodies or did some degrading task for you. However, even if you were the king this office has a queen and she plays for keeps.

One day, Alexandra Cooper herself challenged you to a pool game. This was after work hours when everyone had gone to hang out at your office’s favorite bar. You’d just won a couple of wagers with your coworkers leading to one of them being your personal half-naked waitress for the night. Alexandra bet she could beat you at pool and that when she did you’d have to be her half-naked serving boy. You were already riding high from your recent victory, so you quickly agreed.

The game went perfectly. Alexandra got a few shots in, but you quickly took over the game. In no time at all, you sank your last ball and grinned over at your boss, eagerly awaiting your winnings. The CEO looked slightly panicked and insisted she couldn’t do something like that in public or it could damage her reputation. You weren’t going to let her off the hook easily, though. So, she offered to play double or nothing, where the loser would worked naked the next day.

In hindsight, the whole thing was a huge red flag. You should’ve known that your sexy boss making a bet with you in your favorite game after seeing how good you were was too good to be true. You definitely should’ve known that when she quickly offered to work naked the next day if she lost. However, the idea of Alexandra Cooper, a woman you’d fantasized about since getting hired, working naked in front of the whole office was too tempting to pass up. So, you got out a spare contract your office kept around for bets, signed on the dotted line, and didn’t think twice.

If the first game was perfect, then the second was a disaster. Alexandra broke, and from there, she never missed a shot. Before you knew it, the game was over, and all the women you’d embarrassed were looking over at you like the cat that caught the canary.

What’s worse is that you didn’t read the fine print. The contract stated that you would naked after you gave all the clothes you had on you to the winner to keep. It never stated that the winner had to give them back, though. So, you were now stuck naked in an office full of beautiful women who were hell bent on embarrassing you for , and you had nothing to wear once the day was over. You also couldn’t figure out why you had a semi-permanent hard on since you stripped down. What was up with that?

[Note: This story is meant to be played in game mode so be sure to press start game to get the full experience. The actual game part gets started after the next few chapter finishes setting up the premise. Once that’s done you’ll have more free reign to explore the office and get into embarrassing situations.]