Nostalgia can hit us in funny ways. For me personally it can be a great source of warmth and inspiration, but sometimes it can be downright painful when I realize those effortless times can't be recreated. There's so many circumstances that are out of our control that can contribute to things going "right" where we get to experience the magic of having great crews/friends and spots. Like someone here already mentioned, it's best just to be extremely grateful that these moments were part of our lives.
"I wish there was a way to know you've in the good days, before you actually left them"
Skated this morning with an old friend who is going to be a dad come September. Getting as many session as we can in before his life is diapers and 2 hours of sleep a night. Passed him some shoes and a board, was hoping he would skate them today but he's the kind of guy to skate his deck till its a toothpick.
Making friends can be difficult as you get older, but at least you and this group of (now) strangers have skateboarding in common.
I recently tried to reconnect with an old skate friend, we lost contact when he got into a motorcycle accident and both his legs were destroyed. One of the most technically gifted skaters and friends I ever knew, taught me so much of the fundamentals I still practice today and try to impart on kids when they as me for advice on XYZ trick. Got his number from a park local, triple confirmed it was was him and sent him a long ass text; apologizing why I didn't keep in contact all these years and thanked him for making a positive impact on my life. He said I got the wrong number, and was referring to another dude, despite me checking with another 2 people on his identity. It stung a little but I guess he's moved on with his life and doesn't want to be reminded of that past.
TLDR: make an effort to keep up with your friends and skate crew