Should I take it as a compliment?

Okay, so I recently met this guy in my Spanish class ((yes he is cute)), but we don't talk much. He always tells me I look very fashionable. The first time he told me, he also added in the fact that "I weigh like 10 pounds." How the conversation went:

Him: You're such a fashionista.

Me: Aww thanks.

Him: How many people's feet have you stepped on with those shoes? (combat boots)

Me: None intentionally.

Him: They weigh as much as you.

Me: Oh please they aren't that big.

Him: But you weigh like 10 pounds.

...

Was he trying to compliment me, or trying to make fun of my shoes? I asked some of my friends (guys and girls) and they both have had mixed opinions. "He was just looking at your body... It's good he thinks you're skinny... It sounded like he was insulting your shoes..."