I stopped skating 10 years ago (I'm 37) after I rung my bell on the sidewalk. Both hands in pockets and got halted by one of those spiky ball tree things. It was all head and shoulder, more shoulder. I shot back to my feet ran for my board and laughed in shock at what just happened. I walked the rest of the way home and when I got home I decided that my body wanted a break (for life).
Now, if I had a friend with a mini ramp, I'd be all over that. Include beers and I'd be pushing children out of the way to ride it. I'd definitely rock a helmet, probably knee pads, too.
My old school setup would be: John Lucero deck , independents and bullet 66's.
And I would go down in a blaze of mediocre glory.