Human beings arrange ourselves in status hierarchies. Self esteem has a virtually 1 correlation with dominance hierarchy position. You're basically having the male version of the "your ex was prettier than me and I don't know if I can compete!". Men tend to have hierarchies based more on things like fame, success, etc.
Once you see through this game for what it is, you'll be able to escape it. If you compare yourself to others in a dominance hierarchy fashion. Or you can recognize that one thing is as arbitrary as the next in terms fo comparison, and that there's probably a lot of things that are highly valued (they must be, she's with you--not with him) that you have that he doesn't.
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