The Prom Bet

 

"Are you sure you can't give me any more extra credit, Mr. Webb?" "Why do you want to increase your grade so much? It's a 91." "Well, because of this bet I have with my best friend, whoever has the better grades wins, and right now, he has a 96. This is the only class that I can get a better grade than him." "Well, I'm sorry that I can't help you, Michael" "It's OK, Mr. Webb, see you next week." On my way to meet up with my friend, Jack, I thought about the bet. After returning from winter break, we made a little about how we're literally the only people in our class not in a relationship. We decided to do something about two rational teenage men. We made a bet whoever had the lowest grades for the last report card before Prom would go as the winner's female date. "Hey, Michael, what happened." "Well, I can't raise my 91, so I guess you win." "What really? I win cool, but you know you don't have to follow the best it's stupid." "No, you won fair and square. I have to follow the bet. Well, I guess I have a lot of shopping to do now, so see you later." With that, I drove home and told my mom about the bet and that I needed her help. "That's amazing. I always wanted a daughter to send to Prom. I mean, I'm sorry that you lost the bet." "No, it's fine, so do you want to go dress shopping tomorrow." "Yeah, I have tomorrow off, but only if you stop being so sour and we do this the right way you dress like a girl." "Really, mom, do I have to." "Yes, yes you do." "Fine." You wake up and find a stack of girl clothes panties, a bra, ripped skinny jeans, and a normal shirt with a pill that says take me. I put on the clothes and took the pill, and went to my mom's room. "Hey-wow, is that what I sound like as a girl-mom? I'm ready." "Not yet you are sit down with her." She said while pointing to her vanity. I took a seat, and she got to work and told me a lot about makeup and what and how you apply it telling me that by Prom I should be able to do this or else. I know not to test her when she says "or else." "Now you to go shopping" "Awesome." And with that, we left we first went to Victoria's Secret. "What are we doing here? We're only supposed to buy a dress." "Well, you need at least 2 or 3 outfits and a few panties and bras." "Fine." "If you keep that attitude, then you might spend the summer as a girl." That scared me so I put on a happy face and we did our shopping. I got 2 more sets of panties, 3 outfits, and I found a dress for Prom, and it was actually a lot more fun trying on all those outfits than I thought it would be. It was finally the day of Prom. I have early release, so I could get home in time and get dressed in time for my date with Jack. I put on the nice set of panties I got and my wig on, and I put on my dress which had its own built-in push-up bra. I did my makeup, and I took my Voicifer pill. "Hey, you ready, Michelle? Jack is here now." "Just one second," I said as I was making the last few adjustments to my makeup, and then I headed off. "Wow, is that really you, Michael… I mean Michelle." "Yeah, I know it's hard to believe." We headed off, and he was a gentleman to me, and we had a few dances. We even had a slow dance. When he was dropping me off, he kissed me, and before I pushed him off me, I kissed him back. And he said, "I'm so sorry, not about the amazing kiss, but I didn't tell you that I actually lost the bet. I had an 89. You won the bet." At first, I didn't know how to feel, then I realized. "I don't care." And I kissed him again.