Lonny and Carolyn will finally have a night alone together now that Chet, Lonny's roommate, is going out for the night. Will Lonny and Carolyn take "the next step" in their relationship, or will something get in the way?
Lonny met a girl named Bethany at a bowling alley. They're going to chill in Brooklyn for the day, but it's not a date. Are they a match for each other or will Lonny strike out again?
Lonny wants to impress Bethany's friend, Megan, because Bethany respects and cherishes her opinion. But when Lonny turns on the charm during an afternoon brunch, he realizes his true talent.
Lonny is meeting up with Bethany for their first "intimate" date. However, his good buddy, Declan, has some words of wisdom before he makes any big moves.