For the adventurous type, take him skydiving. If you’re a good friend, you’ll probably know if he has any real phobias, so avoid these if you can (don’t want to freak him out any more than he already is)! Seriously though, skydiving is an awesome way for your friend to scratch something off his bucket list, while realizing that there’s nothing he can’t handle in life if he can survive jumping out of a plane.