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push the envelope 

to push it to the limit. to see how far you can go with something without getting caught.
Whoa she pushes the envelope in her risque music videos.

push the envelope 

"stretch the limits" - to go further (in any field) than anyone or any group has done before. perhaps doing something that wasn't previously thought possible.
dude, that quadruple-backflip double-twist one-handed going backwards while blindfolded and sucking a lolly (deep breath) surf manoeuvre was really pushing the envelope.
push the envelope by Smiff November 3, 2003

lick the envelope 

She asked me to lick the envelope, and then I mailed that shit.
lick the envelope by akgirl November 20, 2009

Stuffing the Envelope 

The sexual manuveur to take one's cock and balls and put or stuff them both into the woman's vagina.
Man, the new bitch at the office is so loose I ended up stuffing the envelope last night.
Stuffing the Envelope by Yerby August 17, 2006

Seal the Envelope

When hooking up with a really drunk girl and she passes out before you cum, turn her over and blow your load all over her ass crack. When it drys, it will seal her butt cheeks together and she will have to pry them open the next day - hence, sealing the envelope.
Man this girl was so drunk last night, I just had to seal her envelope.

sealing the envelope 

the act of splooging in a partners anus and having them fall asleep. The next morning they wake up to the surprise of a glued butt hole
ben not w sealed chloes envelope