I'm a bounty hunter and I sorta had this happen to me yesterday.
I saw three bounties traveling together, they appeared to be going up mount chillead so I got a buzzard and headed their way. I quickly split all 3 of them apart with rockets and picked off two people who slid off the sides of the trail and got amazingly sniped by the other guy. I then called for my Canis Bhodi and my stupid mechanic brought my entity instead. 0_o
Well I took the entity up the mountain and to those that state supercars go up mountains really fast, yeah I concede that is in fact correct, R* should patch supercars to handle like sh*t offroad honestly... aside form that, I got up the hill real quick and then proceeded to snipe the last bounty. I then got killed by the no longer red dots and spawned in a crevasse area. I parachuted down to safety but one of them had apparently gotten a buzzard and wasn't done with me. so I booked it to Fort Zancudo where I got a jet.
I proceeded to shoot down the chopper, along with another one and then made my way back to the mountain cause I could still see a red dot. I stupidly crashed my jet trying to shoot a the guy so I split and got another buzzard. Went BACK to mount chillead where all 3 of them were in a chopper again (not abuzzard though). So I was like sweet, easy pickings... Unfortunately I was incorrect because they ALL jumped out and started parachuting down. It was quite neat actually seeing 4 ppl parachuting all in the same general area. It was tough to isolate the sole red dot in there but I managed to figure out who it was and got him with a rocket as he landed on the side of the mountain.
With that I was done and proceeded to fly away. I wasn't 2km's out when they placed a bounty on themselves again to make me come back... Which I did.
TLDR: peeps kept protecting bounties, and they kept putting the bounties back on after I collected them. So they enjoyed being hunted / killing the hunter. I was killed several times but I think I killed more of them. I definitely made more money...