The Drew Carey Show
Check Out Drew's Old Flame
S2 E16:
Drew's down-payment on a car bounces because of a bad check at a garage sale. He finds out the woman who wrote the check was Kyra, his junior-high girlfriend. She claims her roommate wrote checks from her account to cover his gambling debt. Drew invites Kyra to stay with him but begins to doubt her when his car is repossessed after her second check bounces.
Starring
Ann Magnuson, David Drummond, Daryl Keith Roach