While engaged in anal sex, the male spits on the females back, so she thinks he spent his load. She looks to see if this is the case. He then proceeds to ejaculate in her face.
Tom: Dude what did you do last night?
Steve: Me and Dani were doin' it, and then I gave her the Boston Fakeout.
Steve: Me and Dani were doin' it, and then I gave her the Boston Fakeout.
by Steven T. May 30, 2006

while in the sitting position or on their knees holding a measuring cup in their mouth by the handle. the male shoots a load of cum off the females forehead head and into the measuring cup.
by allen bak February 22, 2008

When a guy ejaculates in a girls mouth then pours chocolate milk or melted chocolate on her head, it forms a Boston cream. Originated from the doughnut called Boston cream
by FUZZCCF April 24, 2010

A pancake made in the city of Boston, Massachusetts. It may also refer to pancake shops or other related eateries based in and around that location.
Eric: Joe, this pancake is delicious! Where did you get it, Philadelphia?
Joe: No, this is a Boston pancake.
Eric: Nice...
Joe: No, this is a Boston pancake.
Eric: Nice...
by Chigglywiggly January 12, 2010

by EddieMcD May 3, 2006

A sexual act among gay men where one places progressively larger objects in ones urethra with the goal of broadening the duct to the point where intercourse is possible with the penis directly.
Dang Jeff pees weird, but that's probably because he has a Boston Popsicle. last I heard he was up to a roll of pennies.
by SunKukong May 6, 2016

The practice of spurting gonorrheic discharge ("gleet") into a vagina ("filling the doughnut"), and then eating it out. This is usually accomplished first by acquiring the bacteria neisseria gonorrhoeae from a promiscuous partner and letting it fester for a period of at least six weeks. Next, the unsuspecting female victim is wooed into engaging in sexual intercourse without ever having been told of the existence of the penile colony ("the Mayflower"). Finally, the vagina is filled with creamy yellowish hate (which ultimately oozes out much like a Boston Cream doughnut), to be enjoyed through a bit of cunnilingus.
"I gave her the Boston Cream last year, and after the lawsuit settles, I'm going to chow down on a second helping."
by monster.co.ck June 13, 2009
