<P> Roy was Pam Beesly's fiancé for over five years until she broke off the engagement . Roy brought along his brother on his first date with Pam, a minor league hockey game; the brothers forgot she was with them and left the game without her while she was in the bathroom . During their long engagement, Roy, on more than one occasion, has seen Jim Halpert flirting with Pam . He claims not to mind, as he likes how Pam is less talkative after having spent time with Jim . Pam's mother and Roy seem to get along ("Sexual Harassment"). </P> <P> Roy is often bored and does not like company get - togethers, particularly when there's no open bar ("Casino Night"), and is seen on more than one occasion leaving office parties early . In the episode "The Fire", he states that he would "do" Angela while playing "Who Would You Do", and throughout the first three seasons Angela is shown to have a crush on Roy too, indeed Roy is the only character with whom Angela interacts that she never indicates any form of disapproval towards, describing him at various times as being "strong and capable", and that he has "character". He vehemently refuses to let Pam apply to a company training program that could advance her talents as an artist . Although generally regarded as boorish, inconsiderate, and selfish, his character is somewhat less cruel and verbally abusive than his UK counterpart, Lee . Roy drives a dark colored Chevy pickup truck, and spent a sizeable portion of the wedding money on two jet skis . Roy selects Kevin's band Scrantonicity to perform at his wedding reception . </P> <P> After Pam breaks off their engagement, Roy's life goes into a tailspin when he stops taking care of himself, starts drinking, and is eventually arrested for driving under the influence . Now recovered, he intends to win Pam back, regretting how he took her for granted and wanting to make it up to her . In "Phyllis' Wedding", Roy talks to Pam about their history together and pays Scrantonicity $20 to play "their song ." They dance and leave the wedding together . </P> <P> Later, in "Business School", Roy is shown with his brother Kenny at Pam's art show . And as they leave shortly after arriving, Roy tells Pam that "your art was the prettiest art of all the art", but asks her to leave so that they can go home . </P>

When do roy and pam get back together