abridgerI've worn my 550's with glasses and the comfort was fine. These headphones have a particularly low clamping force(They don't squeeze your head very much).
The ear cups are pretty massive on these so they'll cover a good portion of the side of your head.
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So the way your glasses are designed/fit will come into play.
I will also mention that the sound changes if they have a poor seal against your head. It was even called out in the review here http://www.innerfidelity.com/content/wonderfully-competent-akg-k550-sealed-headphone
If i was wearing a slim frame (flat metal) this wasn't a big deal. If i had on a more round frame it was noticeable.
abridgerNot sure if this is going to work with the K553s as the earcups are quite large, but I generally set the earpieces of my glasses on top of the earcups. I've also had some amount of success by just suffering through until my glasses make an imprint in the earcup foam.