Should I let this one go or see where it leads?

[Crossroads28]

I've name changed for this.

I've no idea if I am over complicating this.

I've been talking to a man I met OL and we have met a couple of times in real life. It's becoming quite obvious that we are worlds apart in terms of upbringing and the lives we lead.

I'm what I would say is normal ; live in small city, own flat, reasonable job, degree from mid table university.

He is amazing job, crazy lifestyle, fantastic upbringing, privileged education etc.

Note he doesn't brag about this but I can tell from what I know and have seen on social media.

There's chemistry but I'm not sure if I'm leading the whole thing. We have kissed but not dtd.

I don't want a committed relationship and am more interested in having fun. But I can see I could potentially be hurt here as it is all making me feel slightly inadequate!

Do you think I should carry on and enjoy his company/see where it goes or cut my losses now? The main issue is it's making me think my life is very boring in comparison and I'm questioning all that I'm doing/have done as it doesn't measure up.

Is HE making you feel inadequate or are you making yourself inadequate? If the latter, I'd carry on seeing him.

If you really are not after anything serious then it sounds like you could have a good time with him.

The differences in your lives might be a problem if you wanted something more serious.

I'm making myself feel inadequate!

My ex left me for a much younger model and left me feeling very low. I've spent a long time building my confidence back up on my own. This is the first guy I've really dated (I am by my own admission quite picky) and I was feeling amazing until I started digging about him (dangerous I know). Maybe I should just take it all at face value?

When I met now DH. We were from completely different backgrounds. He had a very successful business flashy car and a beautiful flat. I worked in a factory lived with Dd1 in a tiny flat. I used to make myself feel inadequate all the time. I also didn't want a relationship at the time.
Been together 10yrs now.
I would carry on seeing him and have some fun.
Good Luck.

Take it at face value. Enjoy it. Don't be so hard on yourself. sometimes our differences make the relationship work and maybe within the differences you'll actually find similarities

My DH and I come from wildly different backgrounds.

One of us has two factory workers as parents, grew up in a council house.

The other of us grew up in a four bed detached, parents banker + teacher.

I love the bones of him and he loves the bones of me. We've kind of met in the middle