Should a guy continue dating the women he could get when he was poor or should he start dating women that were always out of his reach now that?

He's successful? There's a guy who would go out and approach numerous women. He would get rejected by all but the overweight women. The overweight women were attracted to him and he at first rejected them, but then he trained himself to look beyond their looks and give them a try. He accepted his lot in life and started dating them then after years of hard work, he becomes successful and now women who aren't overweight and women ranging from the slightest bit of looks to the ones with very good looks are now interested in him. Should he go with them or stay dating the types of women who dated him when he had little to nothing aka down since day 1? Why or why not?


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Most Helpful Guy

  • If I were you I'd stick with the girl that loved you when you had nothing and didn't care much for material things.

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    • Bingo!! the only person with sense on here.

What Girls Said 2

  • he should date the women he wants to date. if i were him i would go for the bad bitches. sooner or later he will find the right woman when he is ready to settle down. who knows, the woman he falls in love with may be overweight, she may be a hot girl or she may be somewhere in between. but right now why not have some fun and date your fantasy chick?

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    • Because she only wants him for money. He might as well just go and get a high end escort. At least the reason why she's fooling with him is honestly for monetary gain. That would be better than dating a woman with false attraction to him.

  • Well I'd assume as your money change and grow it's called for you to be around people in the same bracket.. so it's only a matter of time for you to start dating women with in ur financial bracket

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What Guys Said 2

  • He should date someone he likes. If that is one of the 'new' women, that is totally fine. Here is no reason why he should limit himself to some selection of women in my opinion.

    Settling for someone you don't fully like or are attracted to is bad for high him and that girl. Both deserve someone who they like and who truly likes them back.

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  • Now that his options are increased I would suggest he finds a woman, regardless of her size and appearance, that makes him feel happy and loved and that he loves. Everything else is just cosmetics.

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