Re: This ain't New York City....
Gentlemen. Im not in my 40s yet but I am in my 30s.
My word of advice is wear something nice. I look at it this way. When I go out I tend to go out to a college party area. All the ladies are in their early to mid twenties on an average.
When I look around I see the same damn thing. Dudes wearing shorts, tshirts, sneakers, sandals, baseball caps and so on. I on the othe hand wear fitted jeans (NOT SKINNY JEANS) dress shoes, well fitted dress shirts and either a kangol hat or a fedora. I wear a very nice watch to compliment my clothing, and a bracelet. I have tattoos so ai roll my sleeves to just below my elbow. A lot of the times the girls are the ones who open me (the fedoras do this a lot).
What Im getting at is who gives a fuck how old you are. I will admit at first I feel odd because of the age difference but I quickly realized its weird if you make it weird. Further, dressing to impress will set you over the top. Think Christian Troy from Nip/Tuck. Old dude still pulling girls of different ages. It's all attitude, how you carry yourself and dont blend in with the rest of the chodes at the venue.
The ladies take their time to dress up and sell themselves when they go out per say, so they will defenity appreciate just seeing A MAN who does the same and will at times approach you because of this.
Hope this helps.
To my bros who served with me.
"When it comes your time to die, be not like those whose hearts are filled with the fear of death, so that when their time comes they weep and pray for a little more time to live their lives over again in a different way. Sing your death song and die like a hero going home.”