The following videos are not safe for anyone.

10. Rebound » Sons of Anarchy
Fox wouldn't let me upload this scene elsewhere, so you'll need QuickTime to view it.

9. The Bigger They Come, The Harder They Fall » Nip/Tuck
Oh Nip/Tuck, I wish I knew how to quit you.

8. "Anal's great for when you're constipated. It totally loosens you up."
» Zack and Miri Make a Porno

7. Hump a Server, Save the World » Control Alt Delete
I couldn't excerpt the scene, but you glimpse it in the trailer at 2:40.

6. Area Woman Breaks into Gay Stalkee's Flat, Fingers Herself on His Bed » Skins
You don't see girls masturbating very much on television.

5. First Time » The Wackness
According to director Jonathan Levine, Olivia Thirlby and Josh Peck improvised the crying bit.

4. Sex Wars » Forgetting Sarah Marshall
Pardon the obnoxious prelude.

3. Death by Donkey Punch » Donkey Punch
Urban Dictionary: donkey punch

2. The Third Act Clipped Along » South Park
Wait for it…

1. Vagina Dentata » Teeth
You never forget the first time.

related: The Top 5 Deaths of 2008