Through the magic of advanced planning, Phyllis Fletcher joins Bobby for a listen back to a pair of Luke’s cringeworthy stories from 2009. Between the awkward phone call from his alleged fiancée’s best friend, to the woman who insisted on helping him pay for some Dick’s, these gems from the radio days will really make you think about the perception of people around you, and that moment in time when the truth sets in. Not to be outdone, Bobby shares his own pregnant pause, and we break down the perils of a casual dress code.