Dating out of your class

As someone who’s educated themselves and has goals it’s pushed me into different places in life, and with that I get to spend time with different types of people.

People with more money.

I don’t spend a great deal of time with them but they’re not flat out rejecting my presence like they used to. They still see themselves as above me for the most part, but the younger generation has taken a liking to me.

Sometimes they think I am one of them even though I’m confused as to why. I need to ask one of them one day. To be honest given a choice between working, middle and upper-class people — I’d take the upper class as it’s more interesting, but trashy upper-class people specifically.

But this is about dating them and how awkward that is as a man. Men are expected to be the breadwinners, and even if we’re not we’re expected to at least have some cash. I don’t. When you’re dating a woman of a higher class — the money is just different.

It’s not someone who’s broke asking you to spend a fortune on stupid shit so they can appear rich, it’s the entire culture and lifestyle. They do shit without thinking that would set me back 6 months.

I can’t travel at will, go out all the time, and if I make any big financial decisions I have to think about it. I also can’t move like they do as I’m not one of them. I don’t understand the social cues and the fact people with money hate all their friends but also like them.