Out of my league

[Haoreog]

This is not self deprecation, I think of myself as a handsome man.
But I've been on a few dates with a guy who is more handsome than me, the sex is pretty good, and has quite a large dick (not that that matters, not really).
I like him for the most part, but we don't really have anything in common.
Socially, emotionally, how we react to negative stimuli, entertainment we enjoy, etc. it doesn't feel like we have very much we'll see eye to eye on.
However, he's very interested in me, and I really feel like he won't take it very well if I tell him I don't think we'll match.
I'm not disinterested in him, but I worry about making further attempts at getting closer to each other if it's not going to work out and he puts more of his heart in it.

I want to keep trying to see how compatible we really are, but I don't want to lead him on if I'm already unsure.
Thoughts?

 

[Lois supermarvel]

This is not self deprecation, I think of myself as a handsome man.
But I've been on a few dates with a guy who is more handsome than me, the sex is pretty good, and has quite a large dick (not that that matters, not really).
I like him for the most part, but we don't really have anything in common.
Socially, emotionally, how we react to negative stimuli, entertainment we enjoy, etc. it doesn't feel like we have very much we'll see eye to eye on.
However, he's very interested in me, and I really feel like he won't take it very well if I tell him I don't think we'll match.
I'm not disinterested in him, but I worry about making further attempts at getting closer to each other if it's but going to work out and he puts more of his heart in it.

I want to keep trying to see how compatible we really are, but I don't want to lead him on if I'm already unsure.
Thoughts?

That is a thought thing to do to see if y’all would be good as a couple but not wanting to go all the way just in case you don’t match. I suggest taking it slow and try to explain in a gentle way?

 

[Brodie888]

If you have nothing in common, suggest to him that you see him more as a good friend and ask him what his thoughts were.

Looks fade, if his personality is incompatible then you are wasting both of your time that you could meet someone better suited.

 

[deleted2780451]

As a young black openly gay man who exclusively dates older white men who are frequently Conservatives who are in the closet or just aren't open, I struggled with this in my early adult years. My problem was I tried to make conventional connections with the kind of men I'm attracted to knowing that there's nothing conventional about my attractions and how I developed them.

I don't base my relationships on deep spiritual chemistry because I'm more than likely never going to develop one with the kind of men I like. I like submitting to powerful, confident older men with big cocks and as long as we're not so different that we can't even have casual conversations without it being uncomfortable or hostile, I can and have had joyful, satisfying relationships with guys I only align with sexually.

 

[theplayerking]

This is not self deprecation, I think of myself as a handsome man.
But I've been on a few dates with a guy who is more handsome than me, the sex is pretty good, and has quite a large dick (not that that matters, not really).
I like him for the most part, but we don't really have anything in common.
Socially, emotionally, how we react to negative stimuli, entertainment we enjoy, etc. it doesn't feel like we have very much we'll see eye to eye on.
However, he's very interested in me, and I really feel like he won't take it very well if I tell him I don't think we'll match.
I'm not disinterested in him, but I worry about making further attempts at getting closer to each other if it's not going to work out and he puts more of his heart in it.

I want to keep trying to see how compatible we really are, but I don't want to lead him on if I'm already unsure.
Thoughts?

People in any relationship have the potential for getting hurt. That’s unavoidable. The ethical course is to be honest and upfront about your feelings and intentions, with the understanding that they may change over time. In the meanwhile, enjoy your time together. Memories last a lifetime. I still jack off thinking about hot guys I’ve played with.

 

[ChicagoPole]

This is not self deprecation, I think of myself as a handsome man.
But I've been on a few dates with a guy who is more handsome than me, the sex is pretty good, and has quite a large dick (not that that matters, not really).
I like him for the most part, but we don't really have anything in common.
Socially, emotionally, how we react to negative stimuli, entertainment we enjoy, etc. it doesn't feel like we have very much we'll see eye to eye on.
However, he's very interested in me, and I really feel like he won't take it very well if I tell him I don't think we'll match.
I'm not disinterested in him, but I worry about making further attempts at getting closer to each other if it's not going to work out and he puts more of his heart in it.

I want to keep trying to see how compatible we really are, but I don't want to lead him on if I'm already unsure.
Thoughts?

Whether he takes it well or not is not your problem. I understand it may be a concern, but it is not your job to shelter him from your feelings. Sheltering him from your feelings is a denial of you, yourself.

I have some good friends that I thought would be good BF's but we never got to that point because we could just 'feel' that things wouldn't work well in that direction. And there are plenty of reasons to be interested in someone - they don't always have to end up in your bed.

For you, it's either present or it's not. Chemistry, right?

For him, either he can accept it or he can't. And if he can't accept it, then he may sever contact entirely. These things happen. It's no one's fault.

 

[HotDad4Twink]

This is not self deprecation, I think of myself as a handsome man.
But I've been on a few dates with a guy who is more handsome than me, the sex is pretty good, and has quite a large dick (not that that matters, not really).
I like him for the most part, but we don't really have anything in common.
Socially, emotionally, how we react to negative stimuli, entertainment we enjoy, etc. it doesn't feel like we have very much we'll see eye to eye on.
However, he's very interested in me, and I really feel like he won't take it very well if I tell him I don't think we'll match.
I'm not disinterested in him, but I worry about making further attempts at getting closer to each other if it's not going to work out and he puts more of his heart in it.

I want to keep trying to see how compatible we really are, but I don't want to lead him on if I'm already unsure.
Thoughts?

Better to nip it in the bud before feelings get seriously hurt