stiffy is an erection pill for erectile dysfunction, from also a slang word for erection or boner or hard-on
I got a hard erection after taking a stiffy pill
by drduro June 8, 2012
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What happens when you take a girl out to dinner and she orders $40 worth of food and only has a 20 dollar bill. She claims she needs the 20 to get onto the turnpike.
Don't take that girl Crystal out, she will pull a stiffy.
by hotchick880 December 1, 2010
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A stiffy is an insistent raging boner.
I've got a real stiffy - think I'm gonna jack it off!
by USAF Cadet February 10, 2021
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Nickname derived from the name Stephanie. Was formed modeling the way fob people said her name. Stiff-anie. Hence the name Stiffi was born. She is the coolest person you'll ever meet.

Many derisions followed:
and boner.
idiot: what kind of name is stiffi?
cool guy: a name for a sexy person.
idiot: how does that work?
cool guy: her real name is steph and she's hella sexy
by ridiculousteph May 29, 2008
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Stiffi(s), a strange extraction from the name Stephanie, tend to be very athletic, good looking and have a passion for their beliefs. Usually engaged to a michelle, stiffi's are very lucky humans. Despite their name, they do NOT have sexual tendencies. Likes making rumballs and breaks in her spare time. She rather likes explaining linear equations to a certain "pimp".
boy one: Is that who i think it is?
boy two: It couldn't be! How could we be blessed with such an honour?
boy one: i think it is..
boy two: IT'S STIFFI!
by an untouchable PIMP September 10, 2006
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A stiffy is a snowboarding trick
or a word for children for an erecton.
"i did a 180 stiffy yesterday"
"have you ever had a stiffy?"
by Triggy January 23, 2005
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