"Fun Bobby" (Robert) (Vincent Ventresca) - A boyfriend of Monica's. In his first appearance in "The One with the Monkey",[e 13] his "fun" is sapped at Monica's New Years party after his grandfather died. In "The One with Russ",[e 33] the gang discovers that alcohol puts the "fun" into Fun Bobby. Monica tries to wean him off drinking but regrets it when he turns out to be not fun in any way while sober, most likely suffering from depression as a result of his grandfather's death. It is revealed in the episode "The One with Phoebe's Husband" that the underwear on the telephone pole was Monica's when she was having sex with Fun Bobby on the terrace. He now plays Russ in 1 episode