If you’re not familiar with “Will and Grace”, a show about Will (gay lawyer), Grace (interior designer and Will’s best friend), Karen (a rich socialite who’s never sober), and Jack (a flamboyantly gay struggling actor/singer/dancer/fill in an occupation), you should be.
During its run from 1998 till 2006, the show won 16 Emmys, and made it easier for other “gay-themed” shows to air in the U.S.
I never get bored from watchin this show. Karen has to be my favorite character! She is unruly, disrespectful, obscene, a bad mother, and an unapologetic alcoholic!!
Here’s a classic episode where Jack likes a guy (played by How I Met Your Mother’s Neil Patrick Harris) . But the guy Jack likes is now a straight “ex-gay” man trying to convert Jack to straight. You gotta love Jack & Karen in this one!
Many celebrities have guest-starred on the show: Britney Spears, Madonna, Jennifer Lopez, Michael Douglas, Sean Penn, Sharon Stone, Glenn Close, Cher, Janet Jackson, and many many more.
Here’s Britney’s cameo appearance on the show (2006). She plays Amber Louise, a conservative Christian & “hardcore lesbian” who becomes Jack’s sidekick on his talk show.