Originally Posted by
gumiibear
I feel kind of confused because it seems like a compliment, but at the same time, why would he ask that question?
Yes, it is a compliment. He said it because he wanted to give you one. Or maybe he didn't have better things in mind to chat about.
Why does it matter to him if my roommates are attractive or not?
It doesn't. It was just banter.
I just feel kind of insecure about the whole thing.
Indeed, I suggest you work on your insecurities before they cause you more confusion or even grief.
Am I making this into a bigger deal than it needs to be?
Most definitely.
I hope this helps
You can't buy love, but you pay heavily for it.