Time and time again we find ourselves asking the same question: Why do people make bets involving tattoos?

Saturday's superfight between Floyd Mayweather and Conor McGregor sparked a lot of betting action. But while most people usually gamble with their money, some gamble with their skin. Following Mayweather's win, one McGregor fan shared an image of a tattoo he had to get after losing a bet with a friend.

Hopefully he at least kind of likes "Pretty Boy Floyd," because he now has to look at his face inked onto his body each and every day. Larry Brown Sports spoke with Grayson Gregory, and according to him, he doesn't regret making the bet at all.

Gregory says he was sitting around in his office with his business partner 5-6 weeks ago talking about the fight. Gregory is a big MMA fan and was so confident “in Conor’s belief that he could win,” that he was convinced to make the tattoo wager, he told Larry Brown Sports over the phone Monday. 

Gregory bought into McGregor’s confidence so much that he took a straight-up wager even though McGregor was viewed as a heavy underdog entering what was his first professional boxing fight. 

He doesn’t regret making a straight up bet, though he now cheerfully acknowledges that he was full of “pure bravado” and “just being an idiot with it” when he made the wager. (Larry Brown Sports)