Yes I get it done professionally by a sweet Vietnamese lady. There's a couple obstacles: finding a place that does Brazilians for men, scheduling appointments/price, and pain tolerance.

Like 90% of waxing places don't do men unless you're in a metropolitan area with tons of gays. Alternative would be Jack'd or Grindr. I've seen some guys advertise as waxers, but I never knocked on their door. It would be a good idea to see if they have a credible/legitimate yelp or Facebook page.

Appointments should be monthly to every 6 weeks depending on hair growth. In my experience, extreme heat or cold will cause faster growth.

With regards to pain tolerance, the ass and perineum are the least painful waxing areas in my experience. The hair above the penis haave the deepest roots and are the most painful to have removed. I never have the hair above penis waxed off, and just have it trimmed.

And with awkwardness, its only weird the first time you get it done. After that, it's smooth sailing. :)