A sailing wind...
After a few years of sailing the wide-open seas, Pipsqueak returns to Equestria's Skylion Harbor.
During his stay, he finds out about the Iron Pony Fighting Cup, and not missing a chance to see her Princess Luna, and also a chance to see what the ocean has done to his fighting and survival skills, he signs up without second thought.
Wielding his cutlass Luna Marina, he's out to prove to landlubbers that he's no longer the Pip they knew back at Trottingham and Ponyville.
This is a fanmade Splash Art only. In no way is Pipsqueak confirmed for Fighting is Magic!
This is done as requested by

, who has the grown-up pipsqueak as his favorite pony.
Fighting is Magic Splash Art style is by Mane 6.
MLP:FiM is by Hasbro and Affiliates.
just out of curiosity, how did you get the hexagons inside the lettering?