Tighter Than Dick's Hatband 

An old southern idiom. Could be used to identify a place that is empty, a person who is wound up, or any number of situations where the word "tight" is used. Nobody seems to know who Dick was. Apparently he had a tough time keeping his hat on his head.

I went and checked that place you told me about. They've closed up tighter than dick's hatband. Have been for years.

Tighter Than Dick's Hatband by kiteless. June 12, 2013

Tighter than Dick's Hatband 

Refers to Dick Tracy's Hat. He could jump out of a plane and his hat wouldn't move.

That lid is tighter than Dick's hatband

Tighter than Dick's Hatband by Luckydogboats September 27, 2021

Tighter Than Dick's Hatband 

"Tighter than dick's hatband" should be "tighter than a dick's hatband" and could be written as "tighter than a detective's hatband". A phrase referring to the band on their hat and has nothing to do with the male anatomy. I believe this is a Prohibition Era phrase.

It fit tighter than dick's hatband. This should be "It fit tighter than a dick's hatband".

Tighter Than Dick's Hatband by TGadgetS February 18, 2017

tighter than dick's hatband 

A lot of people don't seem to know what dicks hatband is. It actually refers to a male penis, the hat being a condom and the the band ofcourse being the rubber band at the base of the condom.

Bro, she not gonna let you hit. She keeps that shit tighter than dick's hatband.

tighter than dick's hatband by sdotx January 20, 2015