This can be used for either a male or female when their significant other is currently incarcerated. When they go on a "date" they will get the customary visit with the inmate. People that consider a jailfriends a real relationship are usually either major losers or fucked in the head so bad that somebody in the outside world wants to be with them.

Bob: Is your wifes friend Tina single?
Scott: Yes and no. She has a Jailfriend she goes to visit every once in a while.

That chick can't find a normal guy to put up with her bullshit so she went and got a Jailfriend.

Jailfriend by Therealdeal1984 May 3, 2012

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Jailfit

The appearance of looking ripped as hell like youve been working out in jail for six months.

Dude that guy looks jailfit as fuck, i wonder if he killed somebody.

Jailfit by Surfsupnj May 24, 2015

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jailfingers

When you use your fingers to get the best bunk in jail

I’ll drop jailfingers on the the neighbors

jailfingers by Jail finger November 13, 2023

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Shuffle