Tyler works with Milo to try and find love for Milo. Gibbs finds out the crazy side of Neal.
The boys look to impress their new editor. Tyler tries new things regarding his dating technique.
Milo's life changes when Lisa returns.
Tyler and Gibbs pretend to be a couple to get a cheap gym membership; Neal's plan to set Milo up backfires when his old friend ends up going for him instead of Milo.
Milo's (Danny Masterson) attempt at generosity lands him in a battle with a crazy subway station panhandler. Meanwhile, as Neal (Adam Busch) asserts himself in his relationship with Amy (Meredith Hagner), Tyler (Michael Cassidy) looks to take advantage of a case of mistaken identity in order to land a date.
Gibbs agrees to a green card wedding to his British girlfriend. Milo's dating a girl who works with her same-sex ex. Tyler wants their new boss to like him.
An app teaches both Tyler and Gibbs a lesson; Neal and Amy start roleplaying in the bedroom; Milo's new girl is kind of a loon!
Milo is forced to move in with Tyler.
Tyler finally lands a photo shoot featuring his childhood idol, but when Gibbs starts to get buddy-buddy with Tyler's icon, things don't go according to plan. Meanwhile, Neal serves as Milo's guinea pig for an invention that goes terribly awry.
Tyler scores a photo shoot asGibbs has a fallout with Tyler's idol. Milo does an experiment on Neal that goes wrong.moreless
Things become tense between Milo and Gibbs after they participate in a "Devil's Threesome". Tyler gets in touch with his feminine side with help from Amy.
Milo tries to play it cool with the ladies; A sex therapist gives Tyler and Gibbs a run for their money; Neal's new hat is a point of ridicule.
Neal has to cut costs when his father-in-law visits; Milo gets locked up for during a drug smuggling piece; Tyler has to track down an annoying director; Gibbs steals coffee.
Tyler and Milo crash the wake of the grandfather of someone that Tyler thinks could be the one. Gibbs and Neal have a geeks night out but Gibbs ends up having an encounter with someone unexpected.
Milo is dumped by his girlfriend so his three friends push him right back into the dating world. Gibbs crossing the line when he starts dating Tyler's maid. Neal attempts to talk dirty to his girlfriend Amy.