Are we talking about the same game??You can't seduce Bailey on payday. You can do it on the day before (If Sunday then Saturday) by talking to Bailey in the office. Although successfully doing so will only delay the payday by 1 day.
You can only seduce Bailey on payday. There is no other meaningful interaction with this asshole.
Whenever you succeed, payday is delayed by 7 days.
You can delay payday infinitely by trying to not meeting Bailey. But there is no such thing as "delay by 1 day".