r/TIFU • posted 5 hours ago by u/nowhasboobiesthrowaway

First off the obligatory “this didn’t happen today” but actually took place somewhere in the ballpark of 3 years ago at this point. Also this is a throwaway account because my family knows my main account on top of the fact that I KNOW that some of you kinky fuckers will end up DMing me nasty shit.So before I begin, some background: at the time of the FU I was 23M living in the western US. I had a nice job in the city for a tech start up that was really delivering on its promises of rapid growth. I was happy with my job and absolutely everything about it. I was close friends with all my coworkers including this one girl who I’ll call Sabrina.Sabrina was just like all the guys in the office but way better. She was attractive, funny, and probably the smartest person there, BUT she had a problem. Despite the city setting we lived in and the avid night life that came along with it, Sabrina had trouble meeting guys. She was signed up for like all the dating and hook up apps and only got a handful of dates to show for it.Now here’s the FU: one day in the break room I was listening to Sabrina as she vented about her love life. She complained that she had trouble getting with guys even when she was just looking for someone to fool around with, no commitments or anything. She thought most guys would jump at the opportunity of being with a girl without any of the extra baggage. I, being the charming smooth talker that I was, decided to give some kind of advice mixed with a pick up line? I’m not really sure, but I ended up saying something along the lines of, “I think I’d be able to land loads of guys if I had a body like yours.”I regretted the words as soon as they left my mouth. What I intended to say was that Sabrina had a nice body and perhaps her strategies were a little off. Of course, that’s not what came out at all. Sabrina, much to my surprise, seemed amused by my comment. She asked me if I would be willing to bet my life on my statement if it were theoretically possible for me to have a body just like hers. I was so confused by Sabrina’s reaction. I didn’t want to upset her and I new that of course it was not possible for such a thing to happen, soooo I said yes. I explained that I thought that maybe I could have more success as a woman with Sabrina’s looks than she was if I used some more aggressive dating tactics. Sabrina smiled and extended her hand as she asked me to make the bet official. I humored her, still completely confused as to what was happening, and shook her hand.Turns out Sabrina was a witch and the theoretical bet she proposed wasn’t so theoretical after all. I went home after work that day and finished my normal routine. I went to bed and woke up finding things to be a little different… As soon I stepped into my bathroom I noticed that the person in the mirror above my sink wasn’t me. It was Sabrina. I was in shock. I had her dark hair, her deep blue eyes, and her incredibly curvy body. I was at a complete loss and had no idea what to do. I knew I couldn’t go in to work looking the way I did and I did not feel entirely comfortable showering as someone else (it just felt like a kind of invasion of privacy, you know?).I called up Sabrina. She answered and asked me if I was ready to put my body where my mouth was (cheesy and a little odd, but fitting). I asked her what the hell she did and she explained that she was a witch and wanted to have a little fun with the bet we made. She said that she would change me back if I was able to sleep with more guys than her in a single month, any month from this point forward. I apologized and begged her to let me out of the bet, but she wasn’t interested in the slightest. She liked the idea of there being two Sabrinas going around competing over guys and asked if I would like to go over her place that night so she could show me some of the basics of being a girl, an offer that she believed to be very generous.The last three years have been a roller coaster. I’ve been with so many people and have become very close with Sabrina. It is strange being around her since most people identify us as twins when we are really just two copies of the exact same body with different consciousnesses, I guess. She’s helped me find some dates and get over my (completely justified) initial fear of sleeping with guys.I have not yet been able to best Sabrina in our bet and I honestly don’t think I ever will. After Sabrina changed me she stepped up her game and went on at least a dozen dates in the first month. She hasn’t really slowed down since.Me, I think I’ve been on two or three dates in the last four weeks. The guys were nice but it didn’t lead to anything in bed so none of them actually counted toward the bet. I know that I could be doing better and as much as I miss my old life, I’d be lying if I said that I was actually trying to beat Sabrina.The two of us still work in the same office. Sabrina and I convinced our boss that my male self mo away but my current self, who we said was Sabrina’s twin, was a competent replacement. The guys at work treat me differently. Instead of getting invites to bars to shoot pool I get cheesy pickup lines and inquiries about my relationship status and if I’d like to change it. I really don’t mind that much. The attention is nice and I kind of enjoy life as a woman. Still, I think that making a bet with a witch that I probably won’t ever win is enough for me to consider the whole thing a FU.EDIT: I KNEW you people would send me creepy DMs! NO, I will not send you pictures of myself, and NO I do NOT want help winning the bet.EDIT 2: Thank (some of) you for your supportive comments! Having lived life as a man and a woman has been interesting to say the least. I’ve been trying to get through all your questions but there are just so many of them and I do have to get ready for a double date I have set up with Sabrina tonight. I might host an AMA sometime in the future if people are interested