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Would jeans and a t-shirt be a turn off?
Depends on where you're going, but probably.
No, as long as it's not torn jeans and the t shirt is clean and ironed. Maybe go for a shirt instead
G-string
Clearly a zoot suit.
Wear a real shirt with nicer jeans and shoes, or at least a decent sweater (not sweatshirt)
The girl will probably try to look nice, why the heck would you show up with a t shirt? Do you think she will show up with a t shirt? Have some class and dress up at least.
From a women’s perspective - wear a comfortable blazer over the T-shirt for a casual yet classy appearance. Most would prefer this look over being over-dressy or just a t-shirt. Also, a jacket that looks tailored for you is a big win.
flak jacket
Try to match how she would look... You don't want her to think she is way out of your league. And if you get that thought, that she is out of your league, your confidence would plummet, and the date would spiral down. Classy gentleman is where you want to start at. If she goes naughty, you can too ;-)
Where are you going?