I was thinking of asking a lady I've seen 4 or 5 times if she was interested in just a "modeling" session. I know I'm weird sometimes, but I think it would be fun just to have her model in some sexy lingerie, bikini or just bra and panties while I pleasure myself. Is that too weird ?
I've been to the "jack" shacks before......and they are just a little too seedy.
Also, what would a fair rate be for a 30-45 minute modeling session.

So 45 minutes of checkers costs the same as 45 minutes of fucking

my guess is she would probably really get into her performance and be
inspired to get you off.  most chicks like to watch a dude cum!

This may be true to some (or most) ladies, but it is not true for all. Some ladies charge different rates for massage and full service. Some ladies charge different rates for GFE and PSE. Most ladies charge additional for greek or other fetish activities for the same duration.

Especially if u provide the outfits not inappropriate at all. Ive had a few girls do sessions like that where the guys took pics & they had fun ofcourse it were the girls that have done porn