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Hi Evan,

I’m a very successful, 37-year-old black/mixed race female who had over $40,000 worth of plastic surgery 4 years ago. I won’t lie: I did it to hopefully land a “top quality” guy. Here’s the problem: It actually worked. The surgeon was very skilled and I ended up a much prettier and younger version of myself.

Pre-surgery, very successful men have always found me attractive enough to date. But it was my “personality,” I was often told, that they were attracted to. But wedding rings eluded me, and these men soon broke my heart and went on to marry hotter girls. And the black men I wanted ended up marrying white women. (Yes, yes, all the clichés.) Now, with my new looks, these same types of alpha males behave quite differently: they call regularly, talk about a future together, and yes, some have even proposed.

To give men some credit, I have to say that I’m also more fun to date. Because when a guy always treats you well, it’s easier to be confident, sweet and lighthearted. Here’s my dilemma: I am currently with a “great catch”: early 40’s, tall, black, very successful, treats me well. He wants to marry me and have a family. He tells me that he was initially attracted to my looks, but it was my personality that won him over. Thanks to me, he is now all about family values and want to raise a strong black family. (Prior to me, he had mostly dated blonde women.)

But I can’t seem to say yes. I can’t shake the feeling that should my looks fade, he might change his mind, and I will end up divorced in 7 years, with young children. What I really want now is “that nice guy who would have loved me with my flaws and all” — the kind of men you encourage strong women to give a chance to. Even though my boyfriend tells me he loves me, even he admits that had he met my former self, he might not have given me a chance in the beginning, but now it doesn’t matter because he sees me for who I am. What to do? Dump him and start looking for that “nice” guy who might not show up in time for me to have children? Stay with this guy and live with my fears? Help!

Martine

Dear Martine,

Not only have I already written a treatise on how difficult it is for attractive women to trust men, I’ve had at least 3 girlfriends who lost over 40lbs before dating me. I can pretty much guarantee you that I would not have given them a second look at their former weight.

This doesn’t mean that I’m shallow — at least no shallower than anyone else in the world.

It means that I have preferences, same as you reading this. And as much as I preach being open to all sorts of possibilities, the fact remains that all of us are as valuable as our options.

All of us are as valuable as our options. If you have 500 men in your Inbox on Match.com, you be afford to be choosy…

If I prefer women who look like Barbie, but am not particularly tall, rich, charming or charismatic, I’m probably not going to get many Barbies. I can theoretically hold out for the Barbie of my dreams…or I can consider dating a curvier woman who has everything else that I’m looking for in a partner. Same thing goes for women. If you’ve got 500 men in your Match.com Inbox, you can afford to be as choosy as you like. If you determine that none of them are suitable because you want a six-foot-tall man with dark skin who loves dogs and Glenn Beck, then, well, you may be waiting for a while.

What you’ve done through your plastic surgery, Martine, is made yourself more “valuable” and desirable to the opposite sex, thereby increasing your number of options.

This is nothing to apologize for, as it’s had its intended effect. And if you’re doubting whether your boyfriend is being “real” with you, I don’t even think that it’s the right question. The issue here isn’t about your boyfriend: it’s about you and your own self-esteem. The fact that you’re not positive you “deserve” this guy is just beneath the surface. You’re looking for an excuse to run instead of delighting in your successful relationship.

This reminds me of a girlfriend of mine who never quite believed that I could be attracted to her — not while I was attracted to the women in Maxim and Internet porn. I couldn’t have been crazier about her, yet she broke up with me three times because she just didn’t feel safe. She had a fat girl complex — from how she treated me as a constant threat to cheat, to how she fumed that men were gawking at her new body in the gym, as if it’s their fault that she was once 40lbs heavier.

I’m no therapist, but, in layman’s terms: you eventually have to get over it.

Do you think ugly rock stars spend much time worrying about WHY women like them?

Do you think rich men squiring golddiggers around are losing sleep at night?

The truth is that we are the sum of many parts. Some of them are what draw people in… some of them are what keep people sticking around forever.

Do you think ugly rock stars spend much time worrying about WHY women like them?

Attractiveness is a sales tool — nothing more. You’ve probably heard the expression, “See that hot woman over there? Some guy is getting sick of screwing her right now.” It acknowledges a basic truth — looks can only get you so far. Personality, emotional stability, playfulness, generosity — those are the things that keep men hooked on you. This is a central tenet of “Why He Disappeared”. Yes, he has to be attracted to you, but long-term relationships are forged in something much deeper.

Every man knows that there will always be someone younger, hotter, and thinner than his wife… He makes a choice to forgo those women because of what he stands to lose.

Your concern is a real one, Martine. Rich men with nothing going for them WILL lose their golddigger wives when they lose their money. Hot chicks with nothing going for them WILL lose their shallow husbands when their looks fade.

But that’s not you. And it’s not your boyfriend.

He only knows you as you are now — smart, strong, successful, and, after $40,000 in plastic surgery, a lot more physically attractive. Take heart in the fact that you were able to afford the kind of changes necessary to increase your dating pool, and don’t spend anymore time second-guessing how you got there.

Your very reasonable insecurities only stand to mess up the good thing you’ve already got going. Please report back and let us know how it goes.