I casually hung out with my neighbor (30M) who lives in my building. I guess you could say we went on a couple of “dates“. They didn’t feel like dates because sometimes we would just be talking and he would be like “what are you doing right now? Wanna go grab something to eat?“ And I would be like “sure.“ He would always offer to pay, but after the third time, I told him I wanted to pay for my own food.
One time we went out for drinks and ended up back in my apartment, where he confessed to me that he had always had a “crush“ on me, but didn’t think that I was interested. We ended up making out, but I asked him to leave because I’m not that type of girl lol. I just told him I’d drunk too much and wasn’t feeling good. I actually did this twice on two separate occasions.
After his confession, I asked him out for drinks thinking there might be a shift in our relationship. He said he was busy and we could do something on the weekend. My mind labeled this as a date. But when the weekend came, I didn’t hear from him all day, I reached out to him around 5pm and asked if we were still good to go out that night and he responded telling me that he was out with friends and didn’t drive but he would let me know when he got home. Around 830 that night he calls me and says “my friend is coming over and we’re gonna do shots and then maybe go out. But you can come along if you want.“ I told him no thanks and took that as a sign that he was not interested in me.
That happened a few months ago. Last week I met his brother (36M). My neighbor and his roommate had gone out of town and he had asked his brother to take his dog out while the roommate had asked me to take his dog out. It was very serendipitous and almost felt like a set up.
The brother ended up asking my neighbor (the original guy) for my number and we’ve gone on two dates since then. I have been feeling very awkward about it because the brother and I have a lot of great chemistry, but we definitely haven’t talked about the fact that I made out (tongue included) with his younger brother.
Tl;dr: should I tell the guy I just started dating that I briefly dated (and made out with) his brother?