I'd post a photo in my oldest jeans and tattered flannel shirt, except, meh.

How hard is it to wear khaki pants and a nice shirt on a first date?

I look terrible in khakis, so very, very difficult. I get all self conscious and stressed out, and no one has any fun. Nice shirts are easy, though.

First date with my wife I wore jeans and a tee, so did she - but they were tee's that actually meant something to both of us.

I like my beard and my wife loves it. I don't tell her what to shave and I get the same courtesy back from her. But a manitail? No thanks.

Amen. I was not raised by my father but you know how I was raised? From the moment I attended First Grade... I received for xmas party and for end of school year party... a whole ensemble from shoes, socks, suit, shirt, tie. Up to this day I own over 20 pairs of shoes, over 40 ties, suits, sport jackets, dress shirts. I am retired, I have no reason to own the wardrobe I got other than that is how I was raised. Even on my college days when I dressed like a hippie... come the weekend and the venue was a disco... I will wear Givenchy, Pier Cardin, Yves St Laurent suits, expensive shoes... I used my scholarship money in Elegant Suits. I will always going to be grateful to my parents for creating that line of thought in me. I bypass any fashion that do not cater the Gentleman in me. I am proud of being Old Fashion. I Dress for the Ladies because I Respect a Well Dressed Lady and I know that is a Lady that will Appreciate how I Dress for Her. I Love Beautiful Women, I learned early on my teens that in my culture... even if you don't have money, despite not being handsome if you can Dress or if you can Dance you can have that beautiful woman you want by your side... at 66 that is still a True Statement. You can bet your last nickel that I Dress and I Dance and because of that... my life story is full of well groomed ladies that appreciated how I carried myself. True Romance is two way street or in other words... Quid Pro Quo after all... Amen.

because they still act like they are 16?

In general, American men have a poor sense of fashion. The common look is often a form of lowest common denominator thinking.

No taste