It may seem counterintuitive that being attractive or wealthy can hurt you in dating, but there are downsides to everything. In a nutshell, someone who is attractive or wealthy may not fully develop themselves as a partner if they realize it's easy for them to get another partner. Let's consider each case separately.
The attractive person usually realizes relatively early in life that they are attractive to many people and develops confidence as a result, especially with regards to romantic settings. They get smiles, people they approach are willing to talk to them because they're attractive, and they often get compliments. It's hard for those things to not go to your head, and since it's so easy to get dates and partners and there are benefits to being associated with an attractive person, these people sometimes do not work at other aspects of attracting and keeping partners such as communication (especially listening), sharing, and spending quality time. Or they may not fully develop their personality or pursue a steady career.
A wealthy person also doesn't have any trouble getting dates and partners, but, again, since it's so easy, they may not work on themselves either. This is as applicable for women as for men. And in some cases, it may not even be their wealth that is what is most attractive about them- perhaps it's their confidence or other halo effects. And if a wealthy person is also physically attractive these effects are amplified. The wealthy person presumably also has the easiest time of all, since their wealth and the derived attractiveness from it isn't necessarily going to vanish with age (although it might to a particularly clever gold digger), and therefore they have to do even less to attract and keep a partner unless they want to get married and for that marriage to work.
An athletic person may also encounter this, but athleticism is even more associated with youth because a portion of the athletic person's attractiveness is their ability to monetize their athletic ability, and that ends at an earlier time in life than even looks often do.
But what do you think? Are there other types of people that actually see some downside from things coming too easily for them in dating?
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