Ep 99. Pete Wentz & Jason Derulo, John Caparulo, Natasha Leggero, Josh Wolf

Chelsea Lately is a comedic talk show hosted by comedian and actress Chelsea Handler, featuring a panel of guests who join her to discuss current events, pop culture, and celebrity news. In season 6 episode 99, Handler is joined by musician Pete Wentz and singer Jason Derulo, as well as comedians John Caparulo, Natasha Leggero, and Josh Wolf.

The show opens with Handler joking about the news that Kim Kardashian's baby was born via surrogate, saying "I'm just glad Kanye wasn't the surrogate because we all know he's a diva and would demand a bigger cut." She then introduces her guests and kicks off the discussion with Wentz and Derulo. They talk about their respective music careers and recent projects, with Handler jokingly asking Wentz if he's ever "made out with another dude" (referencing his earlier admission of experimenting with bisexuality).

Next, Caparulo joins the panel and Handler asks him about his tour and comedy career. They all share stories about touring and life on the road, with Leggero chiming in with her own hilarious anecdotes. The conversation shifts to the topic of dating and relationships, with Wolf joking that he's on his fourth wife and Handler quipping "I didn't know you could afford alimony payments." They also discuss the difference between dating when you're young versus when you're older, with Handler noting that "now you're just trying to find someone who won't steal your identity."

Throughout the episode, the panel takes on a variety of other pop culture topics and news stories, from Justin Bieber's DUI arrest to Lindsay Lohan's recent legal troubles. They also play a game called "Take the Hint" where they try to guess the vague hints Handler gives them about different celebrities. The episode ends with Handler thanking her guests and teasing the audience about the next show.

Overall, Chelsea Lately season 6 episode 99 is a lighthearted and hilarious discussion about music, comedy, and pop culture. The diverse panel of guests brings a variety of perspectives and comedic styles to the table, making for an entertaining and engaging viewing experience. Fans of celebrity gossip and humor will definitely enjoy this episode.