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A Lenny short for Lenny Dykstra, meaning Dike or Lesbian. Dike comes from the the way you pronounce Dykstra's last name. You say Lenny for a Dike as a way to conceal you are speaking of a Lesbian.
Did you see that "Lenny" working out next to you? I bet she could bench more than you.
Lenny by Mas Fueg0 April 10, 2009
A stupid retard with a skinhead. Doesn't have that big of a brain and is very short minded. Often seen yelling "HEEERRRR" and "GET OUTTA MOI WAY!"
Lenny
Lenny by Shark_Attack July 30, 2018
The forever hated ..The most plastic ever girl in my school, i hate her living ass
4ever hated....what a fucking pussy ass bitch, that is so plastic, and i think she thinks that everyone likes her and she is ALL THAT and she's NOT!
Lenny by Lenny hater November 22, 2004
Slang for millennials. This term is used to disregard them when they speak out of entitlement and make no sense. It is the opposite of "Boomer".
Boomer: "You are late for the 12th time in less than 90 days of employment. Why?"

Millennial: "Well, you see, I leave home at the same time everyday..."

Boomer: "Ok Lenny, you need to leave your house earlier to get to work on time or your ass will be fired..."

Millennial: Crying....
Lenny by MuayhThaiYogi February 4, 2020
A douche bag, typically a business owner, his daughter will be smokin hot and will get pregnant at a young age.
Dude his daughter totally pulled a lenny
Lenny by Thatguyjoe February 18, 2020
“Lenny why are you so bent
Lenny by Lovely kids October 31, 2020