broke bro explains why his girlfriend left (it's her fault for wanting feelings)

This mentality is self defeating. Your girlfriend is not your therapist and there's quite a bit of data that is showing they are tired of the job. You need to find better friends and maybe do some actual therapy. Women want partners, not emotional dependents. Reframe how you look at this or your potential mates are going to continue to date older guys not only because we have more money, but because we don't dump our problems in their laps.