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1.
1) A gelded feminized male who believes his elitist position in the world, as well as his privileged life makes him the authority on everything.

2) One who believes he is higher and mightier than the rest based on how much his parents spent on his college education.

3) Snob.

The word is mostly used as an insult by real men (even those with a college education) to differentiate between themselves and the castrati.
Vinny: You got a problem College Boy?

Wesley: No, but I am smarter and richer than you.

Vinny: Really College Boy? Then why do I get more trim than you do?

Wesley: What is trim?

Vinny: Exactly my point, College Boy!!!
by Pepper April 20, 2006
 
2.
The male half of the student population at any university. Have huge egos and generally aren't afraid to toy with all the girls hearts. Khaki pants.
I really thought he cared about me but...alas, he's a college boy who only cares about all the fucks he doesn't give.
by humus rulz 101 March 26, 2014
 
3.
Term of derision generally used by uneducated individuals. Usually is intended to imply that the subject of the insult is a "sissy" or an "egghead."

This of course is merely indicative of envy on the part of the individual using the insult.
Schmuck: "Man, look at that punk-ass college boy. What a pansy, he thinks he knows so much."

College Boy: "Man, look at that schmuck. It must suck to work so hard for so little money. He should have gone to college."
by BlatantElitist August 26, 2004
 
4.
Dressing as a college student with a hip hop twist.
Kanye West dresses college boy
by D money June 29, 2004