Okay, in my somewhat limited experience, here's my input to your questions.

I'm 5'8 and found the best fit on a WSD. Why? Long legs, very short torso. I just simply couldn't reach the handlebars on a men's bike. I ride a 56 cm bike that has a short top tube to address that issue. Besides a little toe overlap (toes potentially touching front wheel when I turn), it's been great. It just comes down to your size and proportions, whether you are most comfy on a WSD or men's bike.

Other than that- I will echo the advice above. Bring a road bike with you to college..... and then ride it OFF campus and guard it with your life. Buy a $50 "beater bike" to commute with or to cruise campus with- then you won't be heartbroken when someone steals it.