My Boys follows PJ, a twenty-something professional sportswriter who is looking for love within her world which is dominated by her group of male friends. Her tomboyish, no-nonsense approach to relationships tends to freak out potential suitors which leads her only female friend to advise her to dress and act more feminine.
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.Watch Now:Amazon
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.
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.
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.
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'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 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 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.
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.
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.
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.
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.
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.
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.
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.
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.Watch Now:iTunes
PJ fears the passion in her relationship with Bobby may have fizzled. Meanwhile, the guys are trying to keep secrets from one another.Watch Now:Amazon
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.
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.Watch Now:AmazoniTunes
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.
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.
PJ and the guys look for a replacement for Andy, while reminiscing about how they all first met.
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.
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.