What are the cons of having a relationship with my roommate?

I would say the 2 biggest "cons" are:

1) If it doesn't work out the aftermath could be really ugly
2) The pressure on the relationship dynamic

There are other cons but I would say these are the biggest 2. The closest I had to this situation was I had arranged to move in with this girl and this guy had arranged to move in with her at the same time. It was to be a 3 roommates type situation. There was more to it but that's the basics. The guy and I started dating a week and a half before we were set to move in and neither of us wanted to back out so we still moved in together. Can you imagine moving in with a girl after dating for only a week and a half?! That's a little insane, no? Well if you date this girl technically you will be "living together" from the very first date. It's hard to maintain the normal "flow" and dynamic of a relationship in those circumstance.

For me and my guy it worked out. A week after we moved in there was a huge falling out with the 3rd roommate and we moved back into our prior situations. Though neither of us was happy about it. And since we had already lived together it was a little weird to NOT be living together and trying to go back to a casual "dating" situation where we just saw each other a couple times a week and talked on the phone. That only lasted another 2 weeks before we said "to Hell with this" and moved back in together just the 2 of us. We're married now and quite happy. So it worked out for us, but I can see how INCREDIBLY hard it could be if it hadn't. And like I said. hard to follow the normal "flow" of dating when you are already living together.

if it doesn't work out, you could lose a roommate, a friend and if she happens to start dating one of your friends you'll lose lose all mentioned plus that friend.

I once dated a roommate I was really attracted to and she was really attracted to me. We had 3 other roommates also at the time, so it was easier on our relationship - we didn't have to feel pressured to hang out with each other all the time at home because there were 3 other people to hang out with. If there had only been the 2 of us, I think it may have been different because there may have been more pressure on us to begin a relationship of some type, but as it was, we were able to just see each other with no pressure. It was one of the best dating relationships of my life. We actually fell in love but she was transferred in the military and I never saw her again and only heard from her for a few months after she left. I never forgot her because of the great time we spent together.