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When your dick is under 4 inches
Girl 1 : tony has a 3 inch dick.

Girl 2 : omg he's dickless
Dickless by Princess_Em1123 October 18, 2017
To not man up; not being the man your father is/was; being a bitch; to act like one who doesn't have a dick
Bro! Don't be so dickless!
Dickless by daddynovh December 3, 2018
That dude was born without a dick he is dickless
Dickless by your gaydad May 14, 2018
A term for a woman because they don't have a dick.
That's a hot dickless.
Dickless by Judge dredd7 December 16, 2011
Exactly what it sounds like.

Can also be used as an alternative, relatively more vulgar word for "coward".
"Ever notice how insert name never wants to watch even the shittiest of horror movies? Fuckin' dickless bastard."
Donald Trump doesn't have a penis, is dickless
Dickless by ShinJesus June 3, 2020