Let's say your roommate has a friend who you have just met recently but expect to see pretty regularly in the future because they hang out together a lot (maybe once every one to 2 weeks). You kind of like him but don't know him well enough to commit to anything. If he asks you out, do you say yes (keeping in mind the many ways that either answer could make things awkward later)?
Two things are against the scenario.
1. I don't have and never would have a roommate because it causes just too much issues and problems.
2. I would never in my life interact with a friend of a roommate, simply because this also is the source of a lot of problems. If I was forced to have a roommate, then it would be a straight girl for obvious reasons. If that girl brings in a friend on a regular basis, then I would feel totally uncomfortable and kind of pushed out of my comfort zone because that guest is become very intrusive by being in my place so often.
I would never mingle with the friend of a roommate because of the issues that will create. This is definitely not how I perceive the definition of a roommate.
I would have to have a roommate agreement ready, just like the one Sheldon Cooper has prepared for Leonard Hofstadter in the Big Bang Theory.
u That is going to depend on whether I get along with the person or not. It would take some time to get to know them before I would agree to a date. Just because they are friends of my roommate doesn't mean anything. I would at least ask my roommates opinion. Even though they are friends, that doesn't mean roommate would automatically think we were a good match or that the friend was good dating material. Seeing as how it is a friend, there aren't any boundaries being crossed in my opinion.
Maybe a coffee date just to get to know him better.
It can't necessarily be awkward
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