It took several days until the ship arrived at the harbor of the first city near to Noxus. The pirates seemed to be glad about that as well and it wasn't even dark outside and night when the crew left the ship to visit some pubs. About this time they all might sit at a bar-tabel, banjaxed.
Both boys waited until it was night. Then they left their hiding place together. The only pirate they found while sneaking away was a poor man, damned to watch over the ship while everyone else was having a good time at a bar. This guard was sleeping soundly with a bottle of rum in his right hand. The stowaways left the ship without problems and without being seen. It was nice to have some solid ground under their feet after all this days and hours on the ship.
"Our ways will part here, I guess", said the other boy.
Tobias nodded. "You always meet twice in a lifetime and I promise I will find out your name next time."
The other one smiled. "Ok, see you." And then he turned away and walked into one of those dark harbor alleys.
This was the second time for Tobias to stand at the edge of some water with no clue where to go next.
In the following weeks, months and years Tobias travelled through Runeterra, perfectionating his skills and tricks as an independent cheater and thief. He earned not only the cold, which he needed to survive, he earned some angry foes, thirsty for revenge, because he took their gold and their secrets, as well as a thick bunch of police records.
No law enforcement officers could ever have catched him. The cheater vanished into thin air as soon as a situation got serious and was gone without a trail to track him down. A few times the police was lucky enough to throw him into a cell but he was always gone before the next morning, leaving nothing behind but a card, taunting the detectives.
In all this time he could never find an opponent, being worthy of playing against him.