A very risky maneuver when you go out on the swamp and find yourself a gator. Once you get on that gator, you risk your tootsies by dangling them over the mouth hole of that gator.
In gaming, a surboss is a boss battle fought after a main boss, as distinct from a superboss which is, as a rule, vastly tougher and more powerful than a regular boss and may stand alone, like a regular boss, and contrasting with a subboss that is fought BEFORE a main boss.
Heard most commonly in the Beyonce song "Drunk in Love", Surfbort is a sexual position where a male lays in the tub with his knees bent. The woman straddles him with her back towards him so she can ride his dick by holding onto his thighs, much like holding onto a surfboard and bobbing through the ocean.
Bob: Hey, buddy! How was your weekend?
Buddy: Oh, you know. Just hanging ten on a southern surfboard.
Bob: Damn. How many toes did you lose?
Buddy: surprisingly, only 2. Garry Gator is getting used to me.