"South Park" creator Matt Stone says growing up as a Jewish kid in Colorado in the '80s wasn't always easy. He also dishes on a milestone moment that happened on Senior Ditch Day. The funnyman lost his virginity to a girl he calls "Lucky Lucy" on a camping trip, and says that what she said to him after has stayed with him: "thank you."

Michael Rapaport sits down with his favorite stickman.

Alan Cumming shows us the difference between Americans and Europeans.

Perez Hilton shows us what you do when faced with a 5 year dry spell.

Adam Pally gives John the lowdown on first love and fat kid nipples.

In this episode, Roastmaster General, Jeffrey Ross, tells us why even Jewish boys can love Christmas.

John finds out when Casey Wilson falls, she falls hard.

Allow Michael Ian Black to introduce you to his friend, Shamu.

When "Newsroom" actress Olivia Munn turned 18, she knew she was ready to lose her virginity. And she had a very easy test for her high school boyfriend to know that he was "the one." She just wanted to know if he loved her. The funny story doesn't end there.

John’s old friend Bob Saget reminiscences about smuggling Playboys in the house and an awful game of poker.

In this episode, Michael Vartan tells us not who, but what he lost his virginity to.

"Bridesmaids" Director Paul Feig admits to some girl trouble in high school: "I was too awkward." So awkward, in fact, that he waited until he was 24 years old to lose his virginity. And even then, he had to fake it.

In this episode, Eliza Coupe dates her brother’s friend and gives us the history behind the French manicure.

In this episode, Denise Richards looks back at her high school dating life. Her first obstacle was dealing with an overprotective dad and his unconventional punishments -- including tapping her phone and taking the door off her bedroom. It's no surprise that Denise still managed to get a boyfriend. ...

In this episode, comedic actor and "Saturday Night Live" alum Chris Parnell counts his dates in college on one hand. He also makes a big confession: His age when he lost his virginity. The experience "was embarrassing," he admits? If you think he's being dramatic, wait till you hear what he said as ..

In this episode, TJ Miller runs around the house and prays to Santa for some assistance.

In this episode, Shiri Appleby overshares her virginity with anyone who will listen.

In this episode, Stacey Dash recounts her first time with the most romantic dirtbag she’s ever met.

As Hollywood legend has it, Alanis Morissette wrote the angry rock classic "You Oughta Know" about ex-boyfriend Dave Coulier, of "Full House" fame. Is it true? Coulier gives a cryptic answer but overshares on something else: losing his virginity.

In this episode, Wayne Brady tells John just how clueless his next door neighbor really is.