Spencer is the pickup artist on the team and when Damien challenges him to pick up Lily his autographed Sidney Crosby jersey is on the line, as so is his heart. His only dating rule is no virgins. Lily is Georgia-country and this is her first time away from home. She's looking for someone to be her 'first'. She's sworn off jocks after her high school boyfriend, a soccer player, dumped her and married the next girl he dated. Spencer has to figure out how to win the bet and keep his jersey. Sound complicated?