Take Up an Illegal-ish Hobby:
We've all seen and admired Steve McQueen in the Thomas Crown Affair, and applauded Pierce Brosnan for his above-par remake of the movie (all remakes should be this good!). Running an international conglomerate and outwitting your opponents at every turn, all the while bedding some of the most attractive and alluring women in the city, can be quite a dull and mundane profession. You can take over companies at massive profits to yourself only so many times before it becomes just another boring routine to toss on the auto-pilot
work practice. This lead Thomas Crown, the protagonist of the story, to develop a somewhat unorthodox hobby, elaborately stealing rare pieces of art, not for money's sake. Thomas Crown was stealing works of art to prove to himself that he can, to fill a void of excitement and adventure not offered by his lucrative job. If this is something that interests you, you can also be an international art or jewelry thief. All it takes is some affluent knowledge of the specific industry, a little common sense, a lot of street smarts, and a couple of big brass balls... of courage. There are introductory classes you can take which will teach you the basics of pick-pocketing and lock-picking, two essential skills you will need as an international thief. Sure it might not be the most legal of hobbies, but it sure will bring a level of avant-garde to your life your job won't be able to fulfill. (Dapper New York does not condone nor encourage illegal activities... much).
This might not give you the fast-acting reward as the other items on the list might, but the benefits are unique to it. You won't necessarily get the excitement as you would from jetsetting across to a different city every week. You won't get the same thrill as you would from driving a 1965 Jaguar E-Type on the windy streets of St Tropez. And you certainly won't get any material value for what you gave back, minus maybe your tax deduction. That being said, the personal sense of satisfaction and accomplishment you get from giving back, is something you won't get from any other experience, and the benefits are humbling to say the least. There's nothing like giving back to your family, community, or loved one, without asking for anything in return.