Having someone paint your portrait is way better than getting a photograph. Wait a sec, isn't that what we tell our shy clients?
That said, I'm voting to get more than one. I'd hate to be pinned down by anyone's opinion, so I'd like more of a survey approach. I'll take one Odd Nerdrum, one Tony Ryder, and one Elizabeth Marie Vigee le Brun. That should about cover it; I can interpolate a perfected visage from those. Hey, this is for posterity right? I want my grandkids thinking I was a deep, subtle, interesting.... Well, hottie. To be perfectly honest.
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