Makeup or no Makeup?

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I look alright without makeup. No major skin issues so no need for foundation. My facial features are fairly prominent so I do minimal contouring. I use it to add color to my face. My makeup skills are quite amateurish.

I would say my face is above average...not near the top but enough so that random strangers will comment on it in public. Makeup just amps up my face. I have had some women express insecurity when I choose to wear it so I get self-conscious whether or not I wear it.

Then you too are blessed with neoteny I'd wager. Wish I lacked major skin issues though because I do have one. If I don't treat it regularly my forehead makes David Icke look like he's got a legitimate point about reptilians being a thing. Other than that though, if I keep myself clean shaven and deal with the gray hairs I have I can easily pass for a High School Student even though I'm 30+ years old.

Since you sound like a girl I'd give this advice. Makeup on the first date, then slowly "forget" parts of it as time went on. By the fourth or fifth in your mind you just forget it entirely. See if he notices. If he doesn't, he's probably fallen hard for you. A man in love will see even 5-6 HB's as 10's. Personality matters, be significantly nicer than the HB 10 bitchy supermodel to him and you'll see just how wrong those crazy Karen's were/are about "Toxic Masculinity" and how we only care about looks...