Heard this riddle on the radio, no googling the answer

He could have arrived at the town limits at 11:59:59pm on Friday night. By the time he got to his hotel, it would have been Saturday. If he stayed five days, that would have taken him up to Thursday, and if he was slow leaving the town (i.e. leaving at 11:59:59pm on Thursday night), it would be Friday again by the time he got back to the edge of the town.

I know it's not the answer you wanted, but it was a bit of lateral thinking.

His horse was called Friday.

Thats so old, I fell off my dinosaur, last time I heard it. 🐊

That was the name of his horse.

His girlfriend was called friday?

friday was the name of the horse.. this is an old one ^_^

His horse is called Friday yeah ancient