I for one LOVE a man in skinny jeans. Of course the boy in question needs to be of the slim, athletic variety. 'Bulge-huggers' are also not a good look and belts are a must to avoid the dreaded plumber's crack!
I found this cute video scouting the streets of NY for skinnies-wearing men.
And this gorgeous pic from my favorite favorite The Sartorialist. Love this whole look!