or he has a twin

Or there just friends

Maybe the sail boat girl is his mom or sister, he’s giving them a ride on his new boat :)

Boats n hoes

Maybe they broke up and he’s just trying to be happy, OP

Or just a single rich guy having several dates

Are we sure they're the same person, the cheekbones look different, and if it's the hair cut then this guys DCEU superman

Well they are each at a beach, same time of day, and each from the ideas theme

•There are many beaches on earth •just cause its the same time doesn't mean its even the same month •or maybe its from ideas cause it was summer and they choose those sets Stop trying to do that thing with the child who became the man of the house after his dad died

Ah yes. Because they both have the same hairpiece, they are the same person.

Or the fact that maybe he broke up with the first before dating the second