It's not until you're faced with something that scares or challenges you that your brain has to reorganize.
Maybe he just went the way of Seth Powers and got lured off by a particularly attractive basketball.
This is suggested when Adam mocked her during the game for this, saying Jess would have to put down 50 fingers for the amount of times she has had sex.
Perhaps it indicates what they spent in legal fees as they attempted to scrub the Internet of the nude photos.