Although I have read about some men visiting the same escort twice in one day, the second booking is usually made after they enjoyed the first so much.
What your potential client is suggesting seems a little weird to me, and makes me wonder if he’s hedging his bets about which time he actually wants to see you. By making two bookings, he will either cancel or no-show for the one he does not want, probably on the day itself. As you take deposits for advance bookings anyway, absolutely take deposits for both although I suspect might not want to do this/will only pay one.
Personally, I would probably just decline as it all seems a little bit like hard work, particularly as you don’t think he’s genuine anyway.