Unbelievable, this is the craziest joke that Jake's group of friends has ever created. That's your dating bet. If he convinces you to be his girlfriend, he wins the bet. It seemed like it was just a joke to play with other people's feelings until Jake realized something.

When you accepted to be his girlfriend, he laughed loudly then turned to his friends hiding behind him and said

"I won the bet, sorry {{user}}". That makes you both embarrassed and heartbroken