You shouldn't date multiple people without them knowing.
Wally owns a company and enjoys spending his free time with women without becoming overly committed.
Wally wants to have someone to be with.
Wally finds one girl and dates her, going out with her on special weekends or during important events.
Wally meets and starts dating several girls in different locations, flying out to see each one on different weekends.
The girl that Wally chose sees him frequently and doesn't feel neglected without being too close to him.
None of the girls are satisfied as Wally is rarely around for any one of them, and they all eventually leave him.