Trust me bank tellers don't care what you do with the money you withdraw. They are not calling LE and telling them that you just withdrew several hundred dollars and asked for large bills. Relax.

As for the gal's preference all I can tell you is that no girl I have ever seen has stated one. I see my ATF a couple of times a month. Most of the time I pay her in hundreds, sometimes in 20's and 50's.  She doesn't seem to care. As long as the money didn't come from a monopoly game I doubt any lady will.

but the later in the evening it gets, the better Grant and Andrews look to me. If I want to go to the hotel restaurant, I'd rather not pull out Ben (I don't eat THAT much and I don't drink, so Ben feels too conspicuous). If I want to visit a local Dutch Bros. and I haven't had time to break a large bill, then I'm SOL for the coffee.

Other than that, I've never told anyone either.

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Honey,it all spends the same!

As long as it is accurate I do not have a preference.

go big or go home

all kidding aside....I always use big bills, so that a quick glance at the envelope can confirm it is all there.  I try and give the lady a moment in private to check the envelope, while I use the restroom.  It would be a real turn off for me to walk out of the bathroom and see my date flipping through piles of 20's trying to make sure it is all there.

and never had a request either for specific bills.  I usually take 50's.  I think they would be easier to break than 100's.  I make my w/d's at the bank in person, and I have never had a teller make a comment.  IMHO, that would be totally unprofessional on their part, and besides, it's none of their damn business anyway.

Swim

Just tell her that you are headed to an antique flea market sale.

This is what I do, as the teller at my bank is someone who knows my company and family.

I'm known for going to buy jewelery at these things, so it makes for an easy cover story.

Dealers at these shows do accept credit cards, but offer discounts of up to 10% for cash, for various legit and illict reasons; so cash is often the currency of choice at these.

...in case she needs to buy gum.

I really don't have a preference, sometimes some small change can help, like a mix of hundreds and smaller bills. I once had to keep a cab driver waiting outside a store while I ran in to break a $100 to pay him.

Thanks everyone for the input!  Sounds like it won't cause too much drama either way.  The responses are much appreciated.