Gary Unmarried

- Season 2

(2009)

Gary decides to call up his old friend Curtis who works at a local radio station, and is thrilled that he is offered a job, thinking he is going to become the next sports newscaster.

Gary makes a promise he can't keep to Louise when he tries to one-up Allison's rich new boyfriend (Ron Huebel) in gift giving.

Gary, desperate to become a radio sportscaster, tries to get Sasha to listen to his demo tape.

When the guys decide to go on a "boys' night out," Gary is determined to prove he can handle a one night stand without getting attached.

When Vic gets arrested because of public indecency that cannot be detailed here, Gary gets his chance to host the show. But he doesn't want Allison to know. She, meanwhile, is bothered by why Tommy spends so much time in the bathroom.

Gary overextends himself when he tries to juggle two kids and two careers.

Allison is jilted when her new "friend," Sophia, prefers Gary's company over hers.

Gary turns to Allison after he makes a disastrous attempt to prepare a fancy Thanksgiving feast for Sasha, Curtis, Jack and the kids.

When Gary lets Louise attend the popular girls party, he tries to keep it a secret from Allison. Meanwhile, Sasha contemplates having more than a working relationship with Gary.

Gary tries to make an impression on Sasha with gifts, a movie and a dinner, but Allison has an emergency. Sasha says it's okay for Gary to leave from their date, but is it really? Tom and Louise get accepted into a party for the cool kids.

When Melissa, the girl Tom likes, is impressed by another boy's family boat, Gary decides to help Tom by taking the teens on a trip on the yacht... of Allison's new boyfriend.

When Gary and Allison worry that Tom is hanging out with the wrong crowd at school, they take it upon themselves to probe into Tom's personal life. Meanwhile, Sasha flirts with professional surfer Laird Hamilton.

Now that Gary and Sasha have taken their relationship to the next level, Gary must decide whether or not putting his career on the line to date his boss is worth it. Meanwhile, Allison tries to teach Tom a lesson in responsibility.

After Sasha gives Gary an awesome Valentine's Day gift, he tries to outdo her by giving her the perfect gift. Meanwhile, Allison tries to bond with Tom and Louise.

When Gary's plan to help Tom land a spot on the wrestling team backfires, he challenges the coach, a former high school nemesis, to a wrestling rematch in an attempt to settle their score.

When Mitch returns home from overseas, Gary tries to help him figure out what he'll do for a living.

When Gary finds out that he and Allison's divorce papers were never filed, he uses the information to manipulate her into giving him his stuff back. Meanwhile, Allison's sister Rachael comes to town and gives Mitch a makeover.