So true! My oldest DS was very much like this. Just wanted to have everything handed to him with no effort on his part.
Incidently, his younger sister is totally the opposite.
We cut off his fun money by the time he was 16. I don't pay for date nights, gas, speeding tickets, or clothes from Hot Topic. Even at 16 he learned that he had to work, whether it was at Kroger or pulling weeds for the neighbors.
OP, I agree with other posters who say send him to college without the extra funding. I promise you, he won't starve. College students are very resourceful if they have to be. Consider it a life lesson for him. Pack him a care box with cheap shelf-stable foods, some cleaning wipes for his bathroom, a bowl & a coffee cup. Believe me, when he gets there and finds out that girls don't look twice at a guy who doesn't have any money,that will be the greatest motivation in the world.
He may have to go a whole year without a job, but too bad. It won't kill him.
When I was in college my parents couldn't afford to give me any money at all. I learned to stretch a dollar til it squealed! I didn't have a car or cable tV or phone or even a fridge in my room(we had to rent them.) I ate a LOT of vanilla wafers with PB--vanilla wafers hold up longer than bread. I had a small hot pot that i could make instant soup in. But I didn't have money to buy beer, waste on video games, or eat anywhere other than the cafeteria for that first year. You can bet I found a job over the summer--I worked on a cancer ward, cleaning up sick & dying people 11pm-7am 5 nights a week. Hardest job I ever had, but when I went back to school I had enough money saved up for the entire school year.
Good luck with this. Parenting isn't for sissies. You can show him some tough love--he's not going to crumple. In fact, he will feel very proud of himself when he realizes that he doesn't need Mommy & Daddy to make his life unfold. He might really surprise all of you, if you give him the chance.