Gabi and Josh's friends-with-benefits relationship is jeopardized when one of them meets someone else. Meanwhile, Elliot battles with a squirrel he discovers in Josh's penthouse, only no one believes the squirrel is real; and Sofia uses Gabi and Josh's relationship drama as fodder for her first article at Clik'd.
Gabi and Ms. Wilson feel down on their shared birthday, so they go on a road trip to Las Vegas to meet Ms. Wilson's former boyfriend. Meanwhile, Josh is desperate to figure out why Gabi is upset about her birthday; and Yolanda and Elliot scheme to keep Gabi's forgotten birthday gifts.
Gabi and Sofia scheme to convince their high-school frenemy to make them her bridesmaids after hearing that she's throwing a lavish destination wedding with all expenses paid. Meanwhile, Elliot pretends he's fielding a job offer from a multimillionaire after feeling unappreciated by Josh.
Gabi goes behind Sofia's back to get rid of an ugly couch that her boss gave her. Meanwhile, Elliot drags Yolanda to a weight-loss group, where she reconnects with the rabbi from Elliot and Alan's wedding, but he's scared to introduce Yolanda to his mom and admit that they're dating.
Josh's dad struggles to find common ground with his son, so Gabi brings him to Josh's softball game, but he assumes that Josh is gay since he's filling in on Elliot's team in a gay league. Meanwhile, Yolanda recruits Sofia to sell cookies so they can win a cruise.
Josh's father contacts him and asks to meet for the first time, but Gabi intervenes after Josh refuses to see him. Meanwhile, Yolanda is convinced she'll die at the same age as her mother, so she goes on a strict diet, but it's Elliot who may be at risk.
Josh and Gabi volunteer to dog-sit for a celebrity chef who Gabi admires. Meanwhile, Elliot's promise to Sofia and Yolanda for VIP tickets to a Beyoncé concert falls through, so he tries to convince them that they attended the show and can't remember it.
Gabi and Josh assume they can skip Valentine's Day, but they each grow convinced the other bought a heartfelt gift; and Gabi turns to her neighbor for advice. Meanwhile, Elliot and Alan have different ideas about how to spend the holiday; and Sofia and Yolanda hold an anti-Valentine's Day celebration.
In the Season 5 premiere, Gabi and Josh try to prove that they can remain friends with benefits without their feelings getting involved. Meanwhile, Yolanda's work ethic lands Elliot and Josh in trouble; and Sofia tries to gain her co-worker's affection, but Gabi and Josh's situation disrupts her plan.