Similar to the concept of paratroopers designed by the military to be dropped behind enemy lines, knowing that they will fight harder when they have no option to retreat, paratrooping is when you go to a bar in another city intentionally not having a place to stay that night, because you will work harder if you have no choice but to go home with a girl.
"I really wanted to trade up to a hotter girl, but I had to take the sure thing because I was paratrooping"
After flying in from out of town, the act of foregoing a hotel room and going straight to the bar with the sole intention of hooking up with someone so you have a place to stay for the night
"I hear you're going to Vegas this weekend. Where are you staying?"
"Not sure yet. The boys and I are paratrooping it straight from the airport."
Hooking up with someone so you have a place to stay when you visit from out of town. Also known as "banging for roof"
(Made famous by the How I Met Your Mother episode "The Naked Man")
I didn't have a place to stay at Dewey Beach, so I went "Paratrooping" for girls at The Starboard.
When you're in an unfamiliar city and go to a bar with the sole intention of hooking up with somebody just so you have a place to sleep for the night
I went paratrooping in Indianapolis and was able to save myself at least a hundred bucks by going home with this six I met that night. Score!
sleeping with someone when your out of town just so you have a place to stay instead of paying for a hotel room.
Let's go to the bar to do some paratrooping tonight.
Ejaculating from an elevated platform.
When two friends share bunk beds, the person on the top bunk ejaculats over the edge sending his sperm paratrooping down to the surface below.
When you're in another city and you go in a bar with the sole intention of sleeping with somebody just so you have a place to stay.
Joy: So, which hotel are you staying at in Boston?
Steve: Actually, I think I'll just go paratrooping this time.