I am tempted to make this post private because it is slightly more obnoxious than the normal “woe is me, my rich hot boyfriend is too busy running his business to call me” bs. I know it was much more fun when I was just trying to close a deal and lose 35 pounds and get over the breakup with A.
But it’s not like you don’t know my issues if you read this, so this is just another facet . . .
Deep breath.
I had dinner tonight at a club with W and a couple perhaps 10 years older than us. Maybe more.
Throughout dinner, I was the center of attention, which is a difficult feat since the woman is a locally prominent socialite and political appointee, her husband a successful lawyer, and W who is a successful lawyer and socially prominent.
Because the last two or three years have been so personally and financially challenging, I often forget that I have been often the center of attention, a gravitational force around which other people orbited. I was on big boards in my early 20s, my mid 20s, and my late 20s and throughout my 30s. I have moved in prominent circles and been a confident to prominent people in each of the important “industries” in town. I stepped off the path a few times, which is why W and others were so excited by “my big comeback” with PPB.
The funny thing is: they somehow failed to recognize that I never cared to be on their path . . . I have been finding my own. I have always played by my own rules and made choices that W, JF, and E find inexplicable. But those choices have made me who I am. I have always known that I could reassume my previous mantle at any time, but with much, much better stories.
So now, I sit here in bed, reflecting back on a fabulous night of wine and food, and remembering what it is like to be me.
BFD was on my mind a lot all night. To dinner, I wore my favorite dress, which I wore on my first date with him. I drove his car past the spot of our first date, on which he drove this car. I drove past the restaurant where we had our first meal.
More importantly, I wished BFD had been there tonight to see that side of me. It was a conversational tour de force and reminded me of who I am and reestablished me as the center of attention. Even W was impressed with the careful name drops (casual, conversational references to my aunt, PPB who introduces me as one of her godchidren, and my political mentor), and the fact that my effusiveness was used to burnish W’s rep, not mine. My drops were offhanded and served the purpose of the conversation. For example, I mentioned very casually that W’s father had been the professor of a classmate’s father, who of course a very prominent person the couple knew well. That led us to mention JF’s equally impressive pedigree, which only made W a bigger deal in their eyes.
(BFD’s name-drops are often a bit ham-fisted, if adorable for their enthusiasm. BFD never seems to realize his name-drops serve to undermine his authority, but he has been such a big fucking deal since he was so young, he does not seem to realize he is such a big fucking deal. He’s still impressed by the gray hairs around him, while they bask in the glow of affection and respect from this very serious, very successful still youngish man. Yeah, I am in love.)
BFD does not know that side of me. He has never seen me in that environment. He suspects, I would assume, how it would be given my work background if nothing else. But perhaps not.
I writing this whole The Planner Rulez! shit to remind myself of who I am. I am not particularly good at remembering who I am and what I have done and how comfortable I am in any situation. I am a natural diplomat, as comfortable discussing great jazz shows and symphonic concerts I have attended as I am discussing the very cool job I used to/still do.
I often allow stress and fear to undermine me. I date or befriend or both very strong, very successful men who are often trying to mold me into a better version of myself as they see me. To do that, they often point out my weaknesses to enable me to confront and overcome them. Instead, they often shake the foundation of my self-image and strength. I am a strong, interesting, attractive woman. I have the ability to speak to anyone about anything. I have broken bread with some of the wealthiest and most powerful people in the country and been greeted affectionately by a billionaire in front of a room full of people honoring him. (It was thrilling and embarrassing and awesome.) And yet, I often allow my recent failure to define how I think of myself instead of embracing the me who is all of those things as well.
I am very me-centered, but I sometimes lose my grasp on why I am who I am. I am conscious in certain social situations of tempering my personality, pulling back a bit, allowing other people to take center stage. But part of me always knows that I could take over at any moment. For my friends, I am the coolest person they know. I am not even the coolest person in my own family, but I have the credentials to out-cool most people. I just don’t like to talk about it.
On nights like tonight, when I am the center of attention, controlling the flow of information and releasing just the right amount to be awesome and yet modest, it just feels so good. It’s currency. I know that about my conversational skills.
Again, I wish BFD has been there to see it, to experience me at my best. He will someday and he will realize what he suspects to be true, that I am a worthy partner to him, that I have the skills to help him in his life, and that I fit in everywhere.

You are very strange to me….but I don’t mean that in a rude way. It is just that you live such a different life! I think it would be very interesting to meet you in person, however I am but a lowly English teacher, with no names to drop
I am not sure why most things you say/do/achieve have to be in relation to BFD and your ‘worthiness’. You seem like you have done a lot (it is hard to tell cos you are very anonymous in your blogging, which I understand) and are very successful.
….I am not sure where I am going with this comment!
So I will leave it there!
GYL, I love your comments because they zero in on the heart of the matter. You’re right that I am fixated on my worthiness with respect to BFD.
I have been successful, but I am coming through a rough patch in my life when everything fell apart. The related post listed right under this one “Business and Love” is 4 months old, but the issues I was struggling with then are the same issues I struggle with now.
Because I have fallen for this man, I want him to embrace how absolutely amazing I am, to know that I am his equal, and ultimately to believe that we should settle down together and start a family (which is what we both want, and are trying to figure out if we want it together).
I get frustrated because I feel he has never seen me at my best, to see me where I am most comfortable. He doesn’t know me successful, he knows me struggling and that makes him nervous when considering our long-term viability.
Despite that, we are still together. And happy. Perhaps I should just relax about it since I am obviously doing something right.
I love this post because it somewhat reflects my new found philosophy of living life to the fullest…and that means being 100% you, the good, bad, and the GREAT. If this is your life, celebrate every last bit of it.
If you revel in how great you and your life are, who can’t love that? If someone doesn’t, they aren’t for you.
This bit ‘worries’ me a little bit:
“I get frustrated because I feel he has never seen me at my best, to see me where I am most comfortable. He doesn’t know me successful, he knows me struggling and that makes him nervous when considering our long-term viability.”
….as much as I can worry about someone I don’t actually know
It would seem that your self-esteem and love-life as very closely entwined. I find those two things hard to marry as my brain doesn’t work that way.
To me, a guys has gotta love ME, regardless of my success. However I do know that there are certain things that will attract a person to another that our not purely physical or emotional…..but to me, those two have to be the top priority. And I am guessing this philoposphy would work in the very different circle you move in to mine because it is unlikely you will be hanging with ppl ‘below’ you so to speak. ( I am not being snobby…well…I am…but we all date within our ‘level’)
If BFD doesn’t already think you are amazing and equal to him (emotionally rather than financially) well, shit – you are wasting your time!
BFD has seen you on dates, at his place, in BED – if those places are not where you are most comfortable………I mean, that is where you will interact with him most, not in a business sphere.
N e hoo – there is my 2 cents worth
Hope I haven’t crossed any lines. I fear there is a danger when commenting on ppl’s personal lives!
It’s funny, I look at this post and it’s a bit of a breakthrough for me. All of the comments definitely made me think.
I realized when I thought about it that he does think I am amazing (because I am) and he does pay attention to all the things I think he doesn’t. He has known all of this all along, and I have been too dumb to realize that he is crazy about me.
The stability thing I expressed inarticulately. My financial success has an impact on our long-term viability for a practical reason: he wants to know that I can support myself (and any children we may have) were something to happen to him, which given his lifestyle, sport, and hobbies is more than a passing concern. He wants to know, he says, that no matter what happens or where he is that I will be okay, with or without him. This is all very important to him. I appreciate that is an issue for him in general, and that it is something he is actively advising me on.
He also wants to know I want to be with him for him, and not for what he can do for me. This has been a source of constant irritation for him in previous relationships, and I understand that very well.
It’s not that my self-esteem and his opinion of me are tightly coupled, so much as my concerns about whether he wants to marry me depends on his opinion of me, and I do worry about whether I measure up.
I know realize that I do and I have, but these were my fears.