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Tyler comes up with an ingenious plan to create the perfect woman for Milo, by helping him find love online.

A homeless man decides to bully Milo to the point of no return. Neal is convinced that he needs to make a relationship power grab, and Amy isn’t having any of it.

A new editor is picked up at Full Steam Magazine, and the boys all do their best to impress her but with not much luck.

Amy gives Gibbs a puppy to look after and he reluctantly falls into puppy love. Milo gets caught up in a relationship that is moving too fast for everyone to handle.

Milo decides to break up with Molly, but he doesn’t want to leave on bad terms.

When Tyler decides to be adventurous and date a woman with kids, he unexpectedly ends up bonding with her ex-husband.

Gibbs’ nephew Donald comes in town for a medical school interview, but a long night of partying throws off his plans. Meanwhile, Milo and Tyler begin fighting over a vest that they believe, brings good luck to whoever wears it.

When Tyler’s new girlfriend Rachel is revealed to be a girl that Gibbs once had a threesome with, they do their best to hide the truth from Tyler.

Milo and Gibbs have a date-off with a beautiful friend of Amy. Tyler and Rachel try to stick together through the hassles of a long-distance relationship.

The guys are invited to P.J’s wedding where, Tyler and Milo continue fighting after Tyler oversteps his bounds with their apartment.