Key West Boomerang 

When a man inserts the end of his penis into his own asshole.

That dude is so gay that he gave himself a Key West Boomerang just to get a piece of ass.

Key West Boomerang by Mr. Clit June 11, 2006

Key West boomerang 

When a man inserts his own penis into his own asshole.

Dave was amazed Troy's cock was long enough to give himself the Key West boomerang.

Key West boomerang by JulioSilverwolf October 17, 2010