When you cum in someone's hair.
Ben liked Meghan's new haircut so much that the next time she gave him a blowjob, he gave her a Charlotte's Web.
by Buffaloes February 02, 2010
An amazingly awesome sex poistion which is similar to when two girl "scissor". The term "scissor" (in all forms) should be avoided during your sexual encounter, to avoid killing the mood. To truly appreciate Charlotte's Web, the couple should start in a rather boring position (preferably missionary style). This will heighten the anticipation, and give each person a true appreciation of what Charlotte's Web is all about.

Although it may seem inappropriate, at some point during the missionary position the female should say "You know what I want.. I want Charlotte's Web". This must be in a seductive tone, or all romance is lost and the situation turns comical. This is called the trigger phrase, and it signals each partner to assume the Charlotte's Web position.
The female lies on her back, tilting a little to one side - while the male should be totally on his side, interlocking legs. Once Charlotte's Web is established, it is necessary to ease into the thrusting motions. Allow each participant to become acclimated with the new position to really get a feel for what is going on. This is called the introductory period. Once you have passed this period, it's time to take a trip to pleasure town. To get the true effect, the female should arch her back, as if she is trying to unsnap her bra. (please note, the bra should already be removed at this point).

Few things in life are better than Charlotte's Web. Use at your own risk - not for amateurs.
"I understand that your grandma died today and you have just been diagnosed with terminal cancer - but you got to do Charlotte's Web last night... So I don't understand what you're so upset about??"
by EBgames October 24, 2011
A very crusty, disgusting asshole that looks like a spider has been there or should be there. The asshole must contain a rediculous amount of hair, both in the actual hole and on the butt cheeks as well. It can also be found with lower back hair.
Jose: Hey man, you wanna see Charlotte's Web? (reveals Charlotte's Web)
Innocent Bystander: Whoa, that is the most disgusting thing I've ever seen. I think I'm going to throw up.
by surprisebsex November 08, 2009

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