29M what am I doing wrong? Constantly failing at love. While rest of my life is in order.

I have always dated women from all walks of life. I have never tried to look at their pasts, and always enjoyed them for who they are. My last ex was a waitress, and I think it bugged her that we were so different. I never cared. I encouraged her to give her best no matter what. She would never bring me to her friends though. And rarely liked being around mine. We broke up after I met her best friend. All her friends had a similar educational background to hers (HS or some CC). No reason given. 6 months.

One before that was a Japanese masters student. We would work out, cook, study do all sorts of things together. She said she didnt know where she would be after she graduated, so called it quits. ~8 months.

Latin girl. I traveled multiple times to her country. Spoke fluent Spanish. Got along great with her dad. She didn't like the uncertainty of moving around a lot. 5 yrs.

Theres a few more that are 6mo+ Those are the most recent.

My flaws are time management (I get lost in my work/me things). I have a bad habit of interrupting people. I tend to focus on people I care about more so than myself. I smoke pot (is that a flaw?... its getting me a PhD lol). I am scatter brained (I have lots of interests/hobbies). I get very into what other people are doing. I am hyper competitive. I plan way too far into the future. I do not sleep much. I wear essentially the same clothes every day (I have 10 pairs of the same jeans... varying shades... and 45 of the same brand polo in every color.... almost cartoon like... flaw?). I dont know the latest songs/movies (but I will go to the movies/concerts). I have been described as a grandpa... does this mean I am boring? I am sure there is more. Are those really that terrible?

/r/relationship_advice Thread Parent