A jack shack is a place like a seedy massage parlor or "modeling studio" or "gentlemen's spa" where you can get a hand job for a reasonable price, and little fear of getting arrested for soliciting.
Hey buddy, gotten your rocks off at the jack shack lately?
Usually specific to soldiers, or other people who are forced to live in close proximity for long periods of time without either sexual activity or privacy, a jack shack is a small shack made out of blankets, ponchos or poncho liners that is erected so that the builder can masturbate in relative peace. It is often explained away as a means to block light, or provide privacy to change, despite being erected almost exclusively around one's sleeping quarters.
He had only been in Iraq for a week, but he had already built an intricate and comfortable jack shack.
An establishment that provides cost effective massage treatments of the sexual variety. Also known as a massage parlor
Jonathan frequents jack shacks because; (a) he's drunk, (b) he's horny, (c) he loves the smell of Clorox, or (d) champagne rooms are too expensive.
A semi-private location used to relieve one's self while on Big Brother 7/AllStars.
Howie and Mike both used the jackshack because they needed to get their rocks off.
A building which sells sex toys and porn videos and has 25 cent peep shows in the back room.
Hey mom, gimme a roll of quarters so I can go down the jack shack and rub one off.
When your wife/girlfriend is menstruating (i.e. on the rag) and the only sexual release available to you is masturbation.
(This is a tribute to the late comedian Robert Schimmel, who coined this phrase before his death in a song of the same name.)
John: "Hey. You alright, man? you look tense."
Ray: "Yeah. The wife is on the rag, man.. Gonna be a long week in the Jack Shack."
John: "Ah. Gotcha."
A place where people go to have a jack attack
and consume large amounts of Jack Daniel's whiskey.
Bean and Sloot couldn't wait to go to the jack shack!