Cobolli, vying for a maiden ticket to a Grand Slam main draw, will mark the occasion permanently should his "dream come true" by escaping qualifying.
"I have a lot of tattoos, three for my football team, a few for my girlfriend. I go to the tattoo artist and never have a plan. I have one with a song on," said the 21-year-old, following his 6-4, 6-4 triumph over Lukas Klein.
"For sure (if I qualify), I will go get the Roland-Garros logo, let’s see."
The world No.159 isn't shying away from the main stage, should he made it into the elite 128 in Paris, Cobolli wants a box-office battle.
"It is one of the goals of my life to play Grand Slams. If I get to play (Novak) Djokovic, on a key court, that would be unbelievable."
Cobolli, a boys' doubles champion at Roland-Garros 2020 alongside Dominic Stricker, is playing with his "strongest ever" confidence, having reached the Munich ATP 250 quarter-finals all the way from qualifying last month.