Theodinspire asked: Top five portrait paintings. (Super Specific Request, I know)
Oh hey, this is a neat one! Thanks for such an interesting question. :D It’ll be the last one for today, I don’t want to spam y’all.

1) Portrait of a Roman Couple (Artist Unknown; fresco from Pompeii) —When I was a kid, I was obsessed with two things: Pompeii and the Titanic. I used to check out the same three books about Rome over and over. So I grew up seeing this portrait quite often! Then in my art history classes I learned that this couple was probably educated, and were proud of it. I’m at an age now where I look at them and see two people who look like my peers, who are painted in a manner that is startlingly contemporary and largely lacking in idealization. I want to be friends with them.

2) Braids (Andrew Wyeth) — I’ve always been attracted to the glow of her skin against the black background; it reminds me of the severe beauty of Flemish portraiture (which I also adore). The textures in this are fantastic, too. I love carefully and precisely the details of her hair and sweater are rendered.

3) Self Portrait in a Straw Hat (Elizabeth Vigee Le Brun) — Look how fresh and pretty she is! I think I like this so much because I identify with how she has painted herself; she is most confident and comfortable in her identity as an artist, but she is also given to romantic embellishments (such a jaunty feather!) and even bits of dun-give-a-fuck (check out that natural cleavage, no corset there hon hon hon).

4) Madame X (John Singer Sargent) -- This one (and the story behind it) is pretty well-known, so there’s not much I can add. That line from her neck down to that twisted hand is one of the most elegant things in the Western canon to me.

5) An Old Man in Military Costume (Rembrant van Rijn) — This fellow is like an old friend. I go to the Getty at least once a year, and I always make sure to visit him. I love his rheumy old eyes and consternated expression and ridiculous feather. You can really see Rembrandt’s mastery when you get up close to the shiny bits; the base color, shadow, reflected light and highlight are laid down with such economy and confidence.