For the last 5 months, I have been hooking up with my best friends brother. In the begining we we went out on a few dates (he asked me out and was very persitent and this was after we already slept together) when I was home for the holidays for two weeks, but I was away at school after so our relationship was just super casual and we'd basically just hook up when we saw eachother and we talked a few times a week. But now I'm back in town and Im living with his sister so I see him all the time, since he lives close. I have started to get feelings for him and I do like him, care about him. He told me he thinks Im a cool girl to hang out with and that we really hit it off. I want to stop being just a casual hook up thing with him though because I dont want to continue hooking up and getting hurt in the end. Im not sure how he feels about me either... I want him to take me more seriously but I don't know if he will since we have already slept together:( But I have stopped sleeping with him currently but he always iniatates kissing me when were drinking or even just when were alone hanging out. We're both kinda weird around eachother and I guess I would also be to blame because I dont really show him interest when were together (Ie im not very touchy or flirty with him, but he's not either? I feel he might be a bit shy?) But when were in a group of people he gets quiet with me and barely looks at me, unless he's had a lot to drink then he'll kiss me infront of everyone hold my hand etc. But he'll always do things like sit right next to me. But he hasn't really asked to hangout just us two, he did a couple weeks ago and offered to drive me home so we could be alone and kissed me on the drive home. I dont want it to turn into just drunk hooking up. How to stop and avoid that from happening? and I usually reach out to him first, so maybe I should just cool it and see if he'll reach out to me first?
Most Helpful Guy
Have an open and truthful dialog with him. Tell him how you feel, that you like him and desire more. He could be feeling the same way and I suspect he is.
You say he is shy but he was very persistent about asking you out. When he has been drinking he gets bolder (as many people do) and is openly affectionate with you in front of others. Clearly he is not ashamed to have people know how he feels about you.
I think he needs you to give him encouragement. Lead him gently into this relationship and you may find what you are looking for.0
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