EPISODE 3X5165 THE SIXTEEN YEAR OLD VIRGIN

Jenny contemplates taking her relationship with Damian (recurring guest star KEVIN ZEGERS) to the next level, and Nate and Serena clash over how to handle the situation. Meanwhile, a bogus lawsuit threatens to shut down Chuck's hotel, and he suspects his uncle, Jack Bass,is behind it. Chuck's doubt that his mother (recurring guest star LAURA HARRING) may not be who she claims to be could destroy their newly formed bond. Plus, Dan and Vanessa attempt to define the different "zones" of their relationship, and Lily and Rufus try to trust one another.

Airing, Saturday 05.03.2011