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The name of my crush; the hottest person on earth.
Me: Hey, Oakly!
Oakly by Kshsjajs September 21, 2021
free speed

running joke in rowing - crew if you’re american - that oakley sunglasses are free speed as the rowers that wear them tend to be fast (because the glasses are expensive so you have to be serious about rowing to buy them)
that crew are all wearing oakleys! they must be fast

wearing oakleys in the boat is free speed
oakleys by liptonhummus July 6, 2023
The only acceptable sunglasses for any single 20-30-year-old male to wear while on a snowboard (or, in semi-rare cases where the 20-30-year-old male grew up in a gated community, ski) vacation.

It's an obligatory rite of passage for this demographic drop at least one pair of Oakleys while riding a ski lift. Especially snowboarders.
Oakley wearer: *drops Oakleys*

(former) Oakley wearer (talking to person in ski lift going opposite direction: Oh my God, bro! You see this! I dropped my dope-ass sunglasses, now I gotta buy a new pair... bro, oh my God, bro, bro, you see this, right??

Person on ski lift (talking to person next to them): *avoids eye contact with former Oakley wearer* wow, look at that tree.
Oakleys by someone malignant December 26, 2024

oakley👅 

oakley is a big black nigga that will fuck you if you pet him, hes an alpha negro
oh shit its an “oakley👅”
oakley👅 by aloce227 May 7, 2025

Oakleaf Cluster 

Oakleaf Cluster refers to a mans ball sack or nuts.

Genitalia
I love it when she holds my Oakleaf cluster when I toss a wad.
Oakleaf Cluster by TrialbyTested February 26, 2011