Danny and Justin face-off after Justin has the Backstreet Boys help him with a surprise. Meanwhile, the gang teams up to help Candace get something back from her ex-boyfriend, Trent.
Brett is preparing to take the U.S. citizenship test, but loses his lucky American flag sweater that his mother knit for him. When Danny and Justin find a street dancer wearing the sweater, they try to win it back by having the bar crew (as "Danny's Boyz") challenge the performer and his crew to a dance-off. Meanwhile, Burski wants Danny to prove his friendship by helping him find the perfect birthday gift for Leslie.
Danny is distraught and confused when Charlotte rates him only a 6 out of 10 in the bedroom. After Charlotte explains that Danny is great at sex but not so good at "making love", Justin resolves to teach his friend about intimacy. Meanwhile, Candace gets advice from both Charlotte and Leslie on how to act sexier for Justin.
Danny gets mad when Justin plans to set him up with an old high school acquaintance, only to find out that it's Charlotte (Whitney Cummings), a bridesmaid he just hit on from the bachelorette party in the bar. Meanwhile, Brett meets the "gay male friend" at the bachelorette party and sleeps with him, but he later learns the man is the groom.
Jackie (Christa Miller), the older woman to whom Danny lost his virginity when he was 17, is returning to town. While Danny assures his friends that Jackie can no longer control him like she did when he was younger, it quickly becomes clear that she can still get him to do whatever she wants.
The gang all learns that Mike (played by Bianca Kajlich's real-life husband Mike Catherwood) is going to propose to Leslie. Danny is tasked with keeping Leslie distracted, only to hear his sister say she thinks Mike is way more serious about their relationship than she is. Danny then leaks the secret about the ring, making Leslie angry.
Candace and Justin walk in on Danny as he prepares to have sex with a woman he just met. Candace engages the woman in conversation, which embarrasses Danny and causes the woman to walk out. Danny is furious with Candace, and tries to put Justin in the middle of their argument. Justin is about to side with Candace when Danny, for the first time, says Justin is his best friend. Conflicted, Justin retreats to his office, and can only be coaxed out with a Grease sing-along.
Danny Burton is a 30-ish carefree single guy who has watched most of his friends move on to serious relationships. When his last remaining friend Shannon moves out to get married, Danny searches for a new roommate. A promising candidate is Justin, the owner of Black Eyes Bar in Detroit (frequently mispronounced "Black Guys Bar"). Justin and his friends - the nerdy Burski, oddball Shelly, and recently out-of-the-closet gay guy Brett - all have certain qualities that make them appear "undateable".