Who- Shoto Todoroki x Tenya Iida
Canon Status- NOT CANON
Personal Opinion- Friends please
This would be just like an arranged quirk marriage.
The Todorokis are rich.
The Iidas are rich.
Both would be unhappy with each other but Endeavour would be the only one satisfied as the two families combined would be, probably, the richest in Japan. ISN'T BEING THE NO.1 HERO ENOUGH FOR YOU ENDEAVOUR?!
Seriously though.
This would give off too many Quirk Marriage vibesthen actual love.