I'm 37 and my 9 and 7 year old kids convinced me to try snowboarding this year. So the three of us are learning together. After a couple trips I was able to comfortably do greens. It took me a bit more to really get comfortable with toe side turns, but I'm there now.
I would recommend you swallow your pride and spend some time on the bunny hill/magic carpet before you try the lifts. And still expect quite a bit of falling the first few trips. After that it sort of clicks and you start cruising. Payong for a lesson will probably save you a few hard crashes the first couple of days.
It's actually just me this weekend so maybe I'll take a trip to the mountain and see how it goes. Maybe even surprise him out of the blue next weekend when we go depending on how things work out.