PJ's love life heats up when she meets a fellow sportswriter from a rival paper, but her tomboyish attitude complicates matters.
Bobby sends PJ mixed signals when he gives her a signed baseball for a gift, only to throw her a curve by dating a blonde yoga instructor. Meanwhile, Mike plans to woo the woman Kenny hopes to date.
When Mike's friend Amad is introduced to the gang, PJ thinks he'd be a love match for her girly pal Stephanie. Alas, Amad thinks otherwise. Meanwhile, Mike grows jealous of Bobby and Kenny's budding friendship; and Brendan dates one of his fans.
Brendan, Kenny and Mike try to break out of their collective romantic slump by going to a pickup joint---but PJ insists on tagging along, complicating matters. Meanwhile, Stephanie presses PJ to be more feminine.
PJ's romance with her new boyfriend blossoms---but that's bad news for the gang, who enjoy hanging out at her place. Meanwhile, Brendan considers taking his sputtering relationship with Wendy to a new level; and Andy's wife pushes for a move to the suburbs.
PJ tries to initiate her new boyfriend into the group. Meanwhile, Kenny brings along an overeager pal, and PJ is invited to have drinks with Wendy---someone with whom she has nothing in common.
The gang competes in a five-night series of nonathletic games, which are marred by Andy's poor playing skills. Meanwhile, PJ goes on a work trip with Bobby, which sorely tests her relationship with Hank.
Mike's fetching new girlfriend beguiles the guys but annoys PJ. Elsewhere, a hotshot sportswriter plagiarizes some of PJ's work. Also, Andy and his wife enroll in a wine-tasting class.
Andy is a guy gone wild with his wife out of town, but his untamed behavior frazzles PJ. Elsewhere, Kenny dates a beauty and Stephanie goes on a bizarre diet.
Trouty schmoozes to get PJ and Co. into an elite new nightclub---but the hot spot's owner aggressively pursues PJ. Elsewhere, Stephanie's new dating strategy falters; and Andy shudders at the thought of his imminent move to suburbia.
PJ's offbeat Aunt Phyllis arrives for a visit, but she rattles PJ by getting too close to Kenny. Meanwhile, Mike and Bobby meet one of their idols, a former Major League hurler; and Brendan's bumpy romance with Wendy falters yet again.
PJ is unwillingly drawn into a dinner date with a geeky former classmate, but events turn worse when he fails to call her back. Elsewhere, a reorganization in the Cubs front office could spell the end of Mike's job; and Brendan's broken romance causes him to swear off alcohol.
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.
A past kiss between PJ and Brendan continues to stir up tension. Elsewhere, Kenny scores a new girlfriend, and Andy acclimates himself to suburbia and its tiresome commute.
PJ is called on to be a guest on a local-cable sports show. In other events, Stephanie tries to persuade PJ to go on a sojourn to Italy, and Andy grapples with his long commute to and from suburbia.
Brendan lands on Chicago's Top 50 Sexiest Bachelors list. Also on the list---surprise!---self-absorbed hipster Trouty. Meanwhile, PJ is thrown a curve when sparks fly between her and a new Cubs pitcher.
Cash-flow problems plague Stephanie, so Andy taps into his accounting skills to help her. Meanwhile, a secret about Bobby bubbles to the surface; Mike enrolls in a yoga class; and Kenny's new girlfriend proves to be shadowy and enigmatic.
A dormant romance might spark back to life for PJ when an ex-suitor, a war correspondent, blows through the Windy City. In other developments, Mike struggles to find a job and resorts to working for Kenny; Stephanie runs afoul of a tormenting debt counselor; and Brendan neglects his girlfriend.
PJ's college gal pal breezes into the Windy City from New York City with her three friends, but they prove to be a flighty, snobby crew. Worse, they seem to be heavily influenced by the “Sex and the City” gang. Meanwhile, Brendan begins to act like an egotistical jerk; and Andy tries to evade his overly friendly neighbor.
The gang heads to Andy's housewarming party. There, Andy panics when he learns that Meredith is pregnant. Meanwhile, PJ meets Evan, who could turn out to be a date to go to Italy with.
PJ's date joins the gang's poker festivities, but he ends up feeling completely neglected. Elsewhere, Andy decides to buy a boat, but there might be nasty ripple effects when he fails to inform his wife about the purchase; and the guys compete over their respective pain thresholds.
In the first-season finale, PJ and Stephanie's trip to Italy draws nearer, as a dateless PJ mulls over which man she'll ask to join her---botanist Evan, roving reporter Thorn or baseball player Matt. Elsewhere, the gang takes in Chicago's tourist sites; and major changes come Andy's way.
PJ's dream trip to Italy continues with her mystery date. Back in the Windy City, Brandon fears the changes being made at the radio station, and Andy holds court as a corporate lawyer. And the gang becomes banned from the hangout when Mike sleeps with a waitress from Crowley's.
PJ throws a singles dinner party in hopes of finding her Mr. Right. Meanwhile. Stephanie becomes an author when she pens a relationship-themed book. Andy hires a comely nanny with an annoyingly healthy lifestyle.
The boys are on pins and needles when Kenny, Mike, Brendan and Bobby decide to compete in a shirt creation contest. The stakes are high as the prize for the winner is free drinks for a month. Meanwhile, PJ is hoping to write a book about a baseball player, Andy spends long hours at his job, and Brendan wants to learn to become a bartender.
Andy inspires to become humorous by joining a comedy improv class. Elsewhere, a down Brendan becomes introspective, and looks to become self medicated. Also, Bobby's girlfriend is haunted by visa problems, and Stephanie's book back-cover biography is full of more fiction than facts.
Andy tries to prove a rumor is false in which he is having an affair with a coworker. Elsewhere, Bobby's family is making a disaster of the wedding plans; Kenny's winning streak when it comes to romance continues; Brendan works as a temp at a mail room; and Stephanie's new book includes references of the gang.
The Chi-town boys want to throw Bobby a bachelor party, but can't decide who will be paying for it. Meanwhile, Stephanie's new book steals the headlights when she and PJ attend Elsa's shower, and PJ corners Andy into revealing information on his relationship with Jo.
Bobby's brother, a reputed womanizer makes romantic advances towards PJ, who deliberates on whether to embrace his overtures or fend him off. Elsewhere, Bobby is rattled by the hectic wedding arrangements, Andy and his wife begin counseling for couples, and Mexican Freddy makes a visit.
The gang head to Bobby's father's ranch for Bobby's wedding. While there, tensions tighten between siblings Bobby and Jack, who woo's PJ. Meanwhile, Mike and an older woman become involved, bobby's father is flirtatious, and a kidney stone fells a member of the wedding party.
The second season finale focuses on Bobby's wedding rehearsal. Bobby reveals his choice for a "best men" and Mike makes discoveries about Maggie. Meanwhile, PJ hopes to repair the damage between Bobby and Jack, and PJ and her boys discuss how the status quo will be upset by Bobby's marriage.
Dramas are swirling around Bobby and his impending marriage to Elsa, the Swedish nanny. Meanwhile, PJ's fling hits an obstacle with Bobby's brother; the boys compete in a mustache growing contest; and Andy welcomes a new member to his family.
PJ is glowing over her new romance, but discovers it is difficult in keeping it a secret. Meanwhile, Brendan works on plans for the nightclub. Now that the mustache-growing contest has ended, Mike decides he is keeping his.
PJ is uncertain of why she received her new promotion, was it for her work or because of her looks? Elsewhere, Mike and Kenny get a look at the lusty life of club owner Brendan. Also, Andy gives Bobby pointers concerning women.
PJ and the gang are ready for their annual board-game contest, but PJ finds out that Bobby thinks she is too competitive. Elsewhere, he boys are used as Stephanie's guinea pigs for an article, which probes how men behave when women are not around.
Brendan lets PJ make all of his decisions for a week.
Spring fever hits the Windy City as springlike warmth during the middle of winter prompts PJ and Bobby to hold a picnic in the park...but a crucial life decision complicates the outing. Meanwhile, Kenny begins a new relationship, and Mike tries vainly to emulate actor Mathew McConaughey by buying a dog and a Jeep.
The guys figure how to make Facebook and the internet work for them, but a romance may need to be rebooted after Bobby learns way too much information about PJ on there. Elsewhere, Mike and Brendan each try to find out as much information on a comely woman as possible, Mike by use of the internet and Brendan by use of old technology.
The gang's dynamics are stirred up when PJ forms a bond with one of Stephanie's friends. Elsewhere, Kenny and Mike make friends with a customer, a counselor which Andy can't stand. Meanwhile, Brendan deals with a new business partner who is unreliable.
The gang head to Arizona to watch some spring training baseball. P.J. writes about the beginning of baseball season in order to keep all her bases loaded, but comes down with a case of writer's block. Meanwhile, Brendan has caught the eye of a player's girlfriend, and a lonely Andy remains back in Chicago.
PJ and the guys look for a replacement for Andy, while reminiscing about how they all first met.
PJ, Bobby, Kenny and Stephanie go out to a nice dinner like adults. Brendan and Mike, who are not invited, decide to dress up in suits and go out on their own.
It's Mike's birthday and he wants a really fun surprise party. Instead, they all agree to a pub-crawl. Meanwhile, a movie producer is interested in Stephanie's book.
The gang discusses what it is to be a man these days. PJ has a list of things men should know how to do for Mike and Kenny. Meanwhile, Bobby has moved in and starts to fix things around the house.
PJ fears the passion in her relationship with Bobby may have fizzled. Meanwhile, the guys are trying to keep secrets from one another.
Bobby is pondering a new career. Kenny discovers he's talented at closet designing and Brendan decides it may be finally time to move out of PJ's.
PJ and Stephanie take on the challenge of finding solid, stable women with which to build a relationship for Mike and Brendan.
Crowley's is being taken over by obnoxious college grads and the gang decides they may need to find a new bar. Meanwhile, as things between Mike and Marcia progress, we learn that he's keeping something from her.
Mike wants to throw a birthday party for Marcia and recruits the gang to help him plan, but PJ is suddenly immersed by work. Meanwhile, Stephanie has a great career opportunity in London and Brendan has a very important decision to make.
P.J. and friends reunite virtually almost a decade after the final episode of My Boys. Part of EW's #UnitedAtHome series, and charity special for Kids in the Spotlight
