After fucking a girl who's on her period, as you cum, you titty fuck her. Extra props for being able to form the letter A.
My girl was on the rag, but I fucked her anyways, and then I finished it with a Scarlet Letter.
by Hester Prynne November 06, 2006
Jailbait. A hot underage girl.
Cause you were Romeo, I was a scarlet letter,
And my daddy said stay away from Juliet.
- Taylor Swift, Love Story
by x1n December 19, 2010
A visible symbol of something you have done wrong and regretted, or a stigma of a past mistake you made that follows you.
The Puritans required adulterers to wear a scarlet letter, the letter "A" (with a scarlet red color) on a necklace as a penance for their wrongdoing.
by jakk765 November 14, 2013
When a male is having sex doggy style with his significant other. She is menstruating (heavy flow) and he pulls out before he is about to ejaculate. He ejaculates on her butt. Then takes the tip of his bloody penis and writes the first letter of his first name on her right butt cheek.
I would like to take you out to a seafood dinner, perform a scarlet letter, and not call u the next day.
by Cheeky Swamps November 16, 2014
a forbidden woman; someone with a shady past who is ostracized from the community.

From the book by Nathaniel Hawthorne, The Scarlet Letter.
"Stay away from Juliet, she's a scarlet letter."
by katerdidit December 02, 2008
stigma related to the infamous incidents
For example, if you were caught to have a sex deal with a prostitute in China, your passport may be stamped with a seal of "lewd worm". This infamous seal is the "scarlet letter"
He bears the scarlet letter for his frivolous indiscretion in the past
by vanderpol August 01, 2010
the most gayest book you will ever read.
Shaniqua: Have you read the Scarlet Letter?
Shanaynay: Yes, it is the reason I cut my wrists.
by alina is freaking amazing September 30, 2007
A threesome with two guys and a girl, where one guy is hitting it from behind, and the other guy is getting a blow job. The guys are high-fiving over the girl to make an A shape. also known as the Eiffel Tower.

Did you see how the Reverend Dimmesdale and Roger Chillingworth were giving it to Hester Prynne? She loved getting the scarlet letter.
by Governor Bellingham October 01, 2007

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