Best approach to non-SD relationship to ask for a shopping trip before a vacation?
For context: He is NOT my SD, rather a man I have dated for a bit. He is 2x my age (looks amazing for his age tbh, I thought he was younger), is married, lives part time here and part time out of the country and has a few gfs (I don’t care about that part). Not sure of his exact financial status, but definitely very well off. Probably a multi millionaire.
We are going on a trip soon and I want new clothes for the trip. He has never given me money because I asked for it, but he has given me money just for the heck of it. (Not large amounts, total he has given me would be mid $XXX in cash. Obviously he pays for everything while we are together) Because this isn’t a SD/SB relationship, I am unsure how I want to approach asking for money to go shopping before the trip. I am unsure if being direct or a little more coy would be better, as I don’t want to scare him off.
In the past when I have been offered shopping trips and/or given large amounts of money by non-SD’s, i haven’t had to ask or negotiate with them.
I am leaning towards a more direct approach because it is true…I just want money to go shopping to get some new things, as well as pay my phone bill before I go and buy some other misc things like hair products, toiletries, etc.
SB’s: how would you ask a non-SB man for a shipping spree that is direct yet leaves the door open for him to say no?
SD’s: how would you want to be asked for money before a trip for shopping in a situation where you are taking a woman on vacation who isn’t your SB?