jeepgrl

Hey guys! I am new to TFP and would appreciate any advice on the "love quandary" I am in. It involves an office crush. He also lives with another girl in our office. Our office is very "melrose place." I have had feelings for this guy in my office since Christmas. About 3 weeks ago, he and I decided that we would go see a concert together. We both are obsessed with seeing live music and always talk about it at work. We also have lots of other things in common as well and hang out after work within a group on a regular basis. So he, his friend, and me all went to the show and had a great time. We went out after for drinks. Monday he was telling me how much fun he had and invited to another show in two weeks. Of course I was all excited and was like sure! Well later that week, I learned that he is hooking up with his roomate who works with us. I am not one to judge, b/c I live with two and was hooking up with one of them when I first moved in. It only lasted a couple of months though. This is a little trickier. She likes him. She has told him on several occassions that she likes him, but he has told her it is only a "hook up."
Upon hearing this news, I was acutally surprised. I didn't peg him as a guy that would do that. Well I took all this in stride and didn't give up. This past weekend we went to the second show together. It was him, his friend, my friend and myself. During teh show he kept coming to stand by me and I caught him eyeing me several times. After the show all of us went to this great bar and ended up sitting there for 2 1/2 hours. So, he invited to yet another show in two weeks. This one is an overnight trip and as of now, it is only the two of us. My brain is telling me this is way to complicated and to drop it, but I like this guy a lot and I can't shake my feelings. My questions is, should I take the plunge and tell him how I feel on this trip?