So what was the bet? You all keep asking so I guess I'll tell you. Me (Jen), Valarie and her boyfriend were watching Pretty Woman last week because they'd never seen it. We were talking over the movie and when it got to the blowjob scene I asked her boyfriend if he'd like that and he said he would. So I asked Valarie if she was gonna do it or if I should. She's a virgin though (for now!) and never sucked a guy's cock before, so I said I'd do it and she said no way, so I said wanna bet? He didn't even hesitate so since I sucked his cock she lost and has to pay the penalty! I chose this to help her loosen up (in more ways than one!) before going all the way with her boyfriend. She is my friend and I like her a lot, so this is all in fun, but don't let that stop you from fucking destroying her!
Match 1: Keiler made her strip in front of me then let me edge her with a vibe for half an hour. She didn't last half that!
Match 2: Jack Straw played with her for EIGHT HOURS. He even cheated and talked me into subbing along with her, and I ended up naked riding a dildo with a plug in my ass right beside her, what the fuck? I won't be letting that happen again!
Match 3: Clive Overstreet barely even got her naked then up and quit! What a waste of time!
Match 4: Rizz kinda went off the script a bit, which is fine, but ended up forgetting what he was asking and ended up with her tight little ass getting stretched a bit too far and ended things early. Pay attention next time!
Match 5: Dev P had her play a surprise match over lunch! It was short but very fun as she was shocked to even have to play, and had to go out afterword wearing slutty clothes, no bra or panties, and a butt plug. Now he is giving her homework to keep her entertained between matches! This is fun so from now on anyone else who wants to send her homework is welcome to!
Match 6 Jeff decided to let her pull up my skirt, pull down my panties and spank me with a paddle, and then let her quit the bet! WTF?
So I couldn't let her off that easy. What kind of a friend would I be right? So I arranged a little party. I had already invited her over with her boyfriend this weekend so that she could play a game with him here to watch and maybe participate! Since the bet was off we were just going to hang out and watch movies and stuff like normal. What I decided to do instead though was invite a few of my other guy friends (with benefits!) over to spend some quality time with us. Her boyfriend didn't seem to mind the idea of sharing her, but of course she wanted to back out, so I gave her a choice, and I'm sure by now you all know what that was! I told her one of us was getting fucked by all the guys and she got to pick if it was me or her, but whoever didn't was back to playing here as a sub! As you probably guessed, I was the one taken to the bedroom by one guy after another for 4 hours and she's back on the bet!
I did add one new rule, this time no quitting! If she gets to quit, I have to play until I can convince someone to let me quit, and then she has to play again. Still you guys better not let her quit, because I am not a sub! I would rather Domme if I had to play but she said that wouldn't be fair, so you guys better make sure she stays the sub, or if somebody messes it up let me quit right away so the bet switches right back to her! The only way this ends now is if we both agree to stop playing!
Match 7 Jack came up some weird memory guessing game about clothes or something. Not sure what that was all about. Anyway he did manage have two of the best ideas yet! First, he had me help her put a butt plug in, and told her good girls wear them all the time! He was kinda being a pussy about it after he said it, but I decided she's gonna have to keep this rule. So from now on she's going to be wearing a butt plug full time! I've ordered her a nice metal one which should be more comfortable for long term wear, but until it gets here she's stuck with a much larger silicone one she has to lube every few hours. He also made another suggestion, but not really a rule, which was that she should wear a wearable vibrator when going out. I liked this so much that I ordered one. She doesn't have to wear it yet, but maybe soon someone will change that!
Match 8 James played with her a while and gave me a chance to try out the new strapon I got on her! He left her with a large butt plug fucking herself with a dildo while I played a match with him as sub! Now he's stuck in chastity wearing a butt plug until he can convince someone to let him stop. Not the way I expected the match to go, but sure, why not! I'm happy to Domme, just don't try and make me sub!
Match 9 Davion had some fun with her. Nothing special really, but it is always fun to watch her squirm!
Match 10 Lucky 8 offered a second match in one day for her! First time for that, but she was surprised to have to play two in a row. He had her put on a nice show for me and really got her on edge. No cumming for good girls though of course!
Match 11 Ali played very nicely with her, and I got to really enjoy making her squirm, but then he had her strip me, pin me down, and use a vibrator on me! That isn't how this is supposed to work!
Match 12 John was the first lucky guy to get Valerie and her boyfriend together! Unfortunately he got really interested in me for some reason. WTF? So it didn't take much to get me stripped and using a vibrator, while all she had to do was go into the bedroom with her boyfriend and make out with him for half an hour. Now I have to try and get them both here to play again! She thinks she shouldn't have to, but at least he didn't let her quit the bet, so she's gonna have to keep playing! Maybe next time someone will destroy her properly!
Match 13 LFCJustin got a match with Valerie and her boyfriend. He started right off making her strip and then let him come in and see her naked for the first time! They put on a great show making out together, and he made her finish up by sucking his cock and letting him cum all over her face. I had such a great time watching that I let him talk me into another game after the two of them left. He was supposed to play the sub for me, but he ended up stripping me and making me cum! What the fuck?
Match 14 Janet finally managed to do it! With Valerie's boyfriend waiting in my bedroom she let me have a little fun playing with her and getting her stripped, then invited him in already naked and ready for her and I got to watch him take her virginity right in front of me! I was pretty happy to let the night end there, but Janet wasn't! She let Valerie quit the bet, making me the sub, then let her boyfriend fuck me in front of her! Now I'm stuck playing as a sub until someone can let me quit this bet and make her sub again. Send me a message if you're willing to help me out!
-Jen
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