So my bf (20) and I (19) are currently staying in a aibnb. We are staying there for 3 nights. The first evening, we made a bet. If I won, I would get to pick our vacation for the summer. If he won, he could fuck my ass anytime he wanted until sunrise. The bet was pretty unfair because he was sure he would be the winner. We had a bottle of vodka : the first one who couldn’t continue to drink would lose. Well, I won.
We do this sort of bets pretty often. Usually I win and we go to a restaurant, sometimes I lose and I get fucked really hard. Tonight we made another bet. He would get my ass. I would get ice cream (paid by him). I had 10 minutes. If I succeeded in making him fuck me, I won. He set up a timer and I went down on him just a little. After that, I asked him to get on top of me. His dick was on my pussy, just at the “entrance”. I started playing with it, mastubating with the tip and giving him a handjob. I talked about breeding and did everything he likes but it didn’t work. I lost the bet.