Some scenes in film and television go from sexy to awkward faster than you can say threesome with two grandads! That's right, these scenes all push the boundaries of comfortability by featuring great nudity coupled with a completely embarrassing set of circumstances, sometimes involving beloved character actor John C. Reilly.
Kathryn Hahn has tough time with a guy who sucks at dirty talk on the HBO series Mrs. Fletcher, while Alison Brie has a break with reality in the flick Horse Girl and casually walks fully nude through her place of employment!
On Masters of Sex, Rose McIver waits until after she bared all three of her beautiful Bs while having sex with a guy to drop a bombshell on him, while a fourth wheel has a difficult time committing to an already in progress threesome with Eliza Coupe and Teri Andrez on Casual.
Also on this list, you'll get nudity from the likes of Kate Lyn Sheil, Rebecca Perle, and Kendra Jade, who ends up in that aforementioned threesome with two old geezers. Siwan Morris gives future X-Man Nicholas Hoult a fully nude show in a locker room on the original Skins!
The L-Word's Katherine Moennig coaches Cybil Shepherd's real life daughter Clementine Ford through her first lesbian encounter, Amanda Swisten gives the late Fred Willard an eyeful in American Wedding, and Joanna Going has a hard time taking a compliment in Kingdom!
Sarah Mannien falls asleep during sex in the aptly named My Awkward Sexual Adventure, while Nicole Rodenburg attempts to help Rebecca Blumhagen find herself by feeling her up on The Girl's Guide to Depravity!
All this and more await you in our most awkward playlist yet!