What to wear on a casual first date. Daytime dates tend to be more casual than evening dates, so jeans and a nice top is a fail-safe option. Its a good idea to wear flat shoes too, just in case there are any impromptu romantic strolls.

What do I wear on a first date?

Go Through My 21 Trending Outfit Ideas on What to Wear on a First Date:Wearing Vintage Tee with High Waisted Jeans. Simple Skirt with Camisole for a Teenage Girl. Midi Dress with Sneakers for a Date. Dressy Blouse with Relaxed Jeans. Wearing Jeans Shorts with Silk Cami on a Date. Full sleeved high-necked solid black top.More items •18 Jun 2021

Should you sleep with someone on a first date?

A: The obvious one is that its OK to sleep with someone on the first date. A recent survey of 1,000 18- to 35-year-old women found that over 83 percent felt that men will lose interest and respect if you hook up with them too soon. But 70 percent of men said thats not true – if theyre interested, it doesnt matter.