The BEST episodes of My Boys season 2

Every episode of My Boys season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of My Boys season 2!

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.

Last Updated: 9/15/2024Network: TBSStatus: Ended
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The Shirt Contest
star
7.81
147 votes

#1 - The Shirt Contest

Season 2 - Episode 3 - Aired 6/26/2008

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.

Directors: Barnet Kellman
Watch Now:Amazon
John, Cougar, Newman Camp
star
7.52
62 votes

#2 - John, Cougar, Newman Camp

Season 2 - Episode 9 - Aired 8/7/2008

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.

Directors: Betsy Thomas
Watch Now:Amazon
Take My Work Wife... Please
star
7.49
119 votes

#3 - Take My Work Wife... Please

Season 2 - Episode 5 - Aired 7/10/2008

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.

Directors: Barnet Kellman
Watch Now:Amazon
Dudes Being Dudes
star
7.45
118 votes

#4 - Dudes Being Dudes

Season 2 - Episode 6 - Aired 7/17/2008

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.

Directors: Arlene Sanford
Watch Now:Amazon
Dinner Party
star
7.34
89 votes

#5 - Dinner Party

Season 2 - Episode 2 - Aired 6/19/2008

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.

Directors: David Trainer
Watch Now:Amazon
Jack and Bobby
star
7.30
91 votes

#6 - Jack and Bobby

Season 2 - Episode 8 - Aired 7/31/2008

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.

Directors: Arlene Sanford
Watch Now:Amazon
Transitioning
star
7.05
92 votes

#7 - Transitioning

Season 2 - Episode 1 - Aired 6/12/2008

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.

Directors: Barnet Kellman
Writer: Betsy Thomas
Watch Now:Amazon
Opportunity Knocks
star
7.03
119 votes

#8 - Opportunity Knocks

Season 2 - Episode 7 - Aired 7/24/2008

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.

Directors: Rob Greenberg
Watch Now:Amazon
Spit Take
star
6.99
118 votes

#9 - Spit Take

Season 2 - Episode 4 - Aired 7/3/2008

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.

Directors: Paul Maibaum
Watch Now:Amazon