Retired at 35

S02E04 The Grifters

While shopping at the grocery store, David encounters a charming woman named Jenn (Danneel Ackles) and fabricates stories about his job and finances. Meanwhile, Alan and Elaine grow suspicious, believing Jenn has ulterior motives concerning David. In a separate storyline, Amy and Jared decide to cohabitate, but after Alan shares his thoughts on the matter, Amy inadvertently frightens Jared with talk of future marital obligations.