PJ starts to date the new guy on her softball team. Brendan tells everyone that he and Wendy broke up.
Bobby sends out PJ mixed signals when he hands her a signed baseball for a gift, only to hurl her a curve by dating a blonde yoga instructor, in the meantime, Mike plans to woo the woman Kenny desires to date.
PJ tries to setup one of Mike's friend, Amad, with Stephanie. The situation ends up with kisses, but not the way PJ expected.
Brendan dates Traci, who's not exactly bright, and of course, not ugly.
The group finds out about Bobby and PJ.
Mike, Kenny, and Brendan attempt to break out of their assembled romantic slump by going to a pickup joint---but PJ importune on tagging along, perplexing matters. In the meantime, Stephanie pushes PJ to be more feminine.
P.J. and Hank advance their relationship to the next level, when he stays over, But how will the guys react when P.J. would rather spend time with Hank than them?
PJ attempts to induct her new boyfriend Hank (Eddie McClintcock) into the group. In the mean time, Kenny adds along an overeager friend (Johnny Galecki); and PJ is asked to have drinks with Wendy, Brendan's girlfriend, a person whom she has nothing in common.
The gang vies in a five night series of non athletic games, which are defaced by Andy's poor playing skills. In the meantime, PJ departs on a work trip with Bobby, which painfully test her relationship with Hank.
P.J. isn't happy about all the guys falling over Mike's new girlfriend, an innocent young blond. But is she really innocent after all?
Andy finally gets to be himself when his wife is away for the weekend.
Trouty (Johnny Galecki) schmoozes to acquire PJ and Co. into an selected new nightclub---but the hot spot's owner (Colin Ferguson) roughly goes after PJ. Elsewhere, Stephanie's new dating strategy stumbles; and Andy shivers at the idea of his close to hand move to the suburbs.
Mike and Bobby meet one of their baseball idols and have a bad experience. PJ's offbeat Aunt Phyllis arrives for a visit and has a fling with Kenny. Brandon and Wendy have conflicts over the wedding and marriage.
Mike could lose his job with the Cubs. PJ goes on a date with a nerdy former classmate.
PJ and Co. take Andy to the friendly confines of Wrigley Field as his wife prepares a party for him at the gang's hangout. Meanwhile, PJ and Brendan's romantic history is exposed; and Kenny is haunted by a figure from his past.
The gang has its annual Fantasy baseball draft. The kiss between PJ and Brendan last year still causes tension between the two. Kenny has a new girlfriend, Bobby has a new job.
PJ is invited to appear as a guest star on a local cable sports show, while Stephanie tries to convince her to go on a trip to Italy in October with the boyfriends they hope to find by then. Andy tries to find a solution to his commuting issues for poker night.
PJ debates whether she should start a relationship with the Cubs new pitcher. Meanwhile Brendon makes the 50 Sexiest Bachelors list of Chicago. Trouty returns in a surprising place.
Stephanie has some cash-flow problems and Andy helps her with his accounting skills. Meanwhile we learn a secret about Bobby, Mike joins a yoga class, and Kenny's new girlfriend proves that she's very shadowy and enigmatic.
PJ's old boyfriend from college come to Chicago. Mike is hired by Kenny to work at his sports shop. Brendon is still acting like a jerk since he made the sexiest bachelors of Chicago list.
A new friend of Brendon is starting to change his personality. Mike buys something strange for Kenny's sports store. PJ's college newspaper editor comes to Chicago along with three friends.
Everyone goes to Andy's house in the suburbs. He learns his wife, Meredith, is pregnant. PJ meets Evan and considers taking him to Italy.
The guys try to best each other by comparing their pain limits. Evan plays poker with the group. Meanwhile Andy buys a boat and doesn't tell Meredith.
PJ is still alone with her trip to Italy with Stephanie just days away. The guys pretend to be tourists. Andy has some shocking news.