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CYOTF (Human)

One Last Wager

added by ThisIsNoOne 2 years ago TG O

We played a few more games while I teased Sam about all the things that could happen to her in the costume store. I pointed out that just trying on a costume might turn her into what the costume is based on. She really looked nervous when I told her I would dress her up like a slutty cheerleader so that she could hang out with her old bro’s on the team. Luckily for her, I was mostly just messing with her. I had actually grown to enjoy this version of Sam and I didn’t really want to mess with her too much. I had turned her into a really fun young woman who seemed like she was going to be a more productive member of society than her old self.... So that was kind of like me doing a good deed, I guess.

“You ready to head out?” I asked Sam after she beat me in some shoot ‘em up type of game.

“Wait! Before we go, one more wager? Please!!!!” Sam said batting those big brown eyes at me. I tried to resist, but I just couldn’t say no when she turned on the cuteness.

“Okay. Fine, but new bet. This time winner picks the costume you try on.” I said not wanting to give her the chance to choose the sporting goods store. Before Sam could give me an answer I interjected, “Wait, let me reword that. Winner picks what women’s costume you try one.” As soon as I said female I saw Sam bite her lip, knowing that I just closed a loophole on her.

After thinking about it for a few more seconds, Sam hand shot out. “Deal! But we are playing skee-ball.” I shook her hand to seal the bet.

We decided on the best of three. I put up a decent score in the first round, and felt pretty good until Sam started nailing the 50 point hole. By the end of her turn she had almost doubled my score. Sam pumped her fist and spun back to face me as the last ball dropped into the 50 point hole. “Booo Ya Bitch!” She said with the biggest shit grin on her face. I hadn’t counted on her retaining the original Sam’s hand eye coordination.

The second game went worse that the first game for me. My score was almost 100 points less than the first game, and Sam started off her turn nailing a 50 point hole. She spent the rest of the game nailing 50’s and talking shit. As the last one dropped through the 50 point hole Sam spun back to face me. “Looks like I win.” She said biting her lip. “Guess I better start thinking about which costume I want to try on.” She said with a big grin on my face.

All I could do was nod my head and accept the loss. Sam began to walk past me towards the exit. As she passed me she slapped me on the ass, “Let’s go to the costume store.” She said confidently as she grabbed my hand and led me towards the exit.


What do you do now?


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