Hi, I've known this guy for about 2-3 months now and we're pretty close friends. I like him and would like to date him, but I would also like to just be his friend if he rejects me. We usually hang out in a group, (him, me, his brother, my sister, and sometimes my brother will join us as well), I think he may have asked me out on a date when he asked me to go with him to a festival near our house. I wasn't sure if he was asking just me, or my siblings as well. So I asked if his brother was going, and he said his brother couldn't because he was busy. So we were about to just go as the two of us, but my mom forced me to take my brother and sister with us. The fair lasted three days, and we decided to go the next day as well so we could see the fireworks. Again, he said his brother wasn't going to come with us, and I was forced to bring my siblings with me. Then, about a week later, I asked him if he wanted to go to the football game with me, he agreed, and I asked if his brother was coming (just in case), and he said his brother was busy again. So it was just going to be the two of us, but last minute, my mom told me to bring my siblings with me, so it ended up being a group outing. Recently people have started shipping us together, and whenever we go out it feels (and looks) like we are dating, but we actually aren't. I am not sure if I'm the only one who feels the tension between us, or if he feels it too. I'm worried because I have accidentally friend-zoned him before, he doesn't want to ask me out. I really don't know what our relationship is. How can I have a conversation with him about what our relationship is while letting him know I am open to dating, but also okay with being just friends if that's what he wants?
Before you talk with him, have a conversation with your mom. It appears she feels you're still just a little girl and not ready for dating. Tell her, "I've noticed recently every time I want to spend time with Guy, you seem to want my siblings to go along as chaperones. Talk to me about this. Share your thoughts and feelings, so I don't have to guess your intentions."
If she's open to you dating, talk with Guy. Say, "I realize my mom has been sending my siblings along as chaperones lately. I talked with her, and she says she's ready for me to spend one-on-one time with you, if that's something you'd like, also. I enjoy spending time with you. You're different from other guys, in that you are xxxx, yyyy & zzzz." Be specific in regard to how you see him as unique and special to you. You don't have to use labels, like dating or boyfriend/girlfriend. Just enjoy your time with him.
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Don't send mixed messages- ask him out and if he says you, say you understand and are OK with just being friends.
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Short texts, direct, and too the point. 3-4 sentences.
You just tell him that. Men are easily confused, so tell it like it is.
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Just do it line up and get the job done
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