My favorite classic work pumps are made by Cole Haan and Rockport. A few different models, all about 2.75" heel. I can't find exact matches online, as I've had them for a few years.

http://www.colehaan.com/chelsea-pointy-low-pump-sandstone/D39894.html?dwvar_D39894_color=Sandstone&dwvar_D39894_width=B#cgid=sale_womens_shoes_pumps&start=4
http://www.zappos.com/rockport-comfort-craving-pilot-path-mt-black

I don't have these, but they look like a good option:
http://www.zappos.com/rockport-lendra-pump-black-patent

Ivanka Trump Janie in black http://m.zappos.com/ivanka-trump-janie-black-patent

Anonymous wrote:The ros h's look matronly. Are they comfortable?

Agreed. Not cute at all.

Anonymous wrote:Looking to replace mine which are looking rough. Comfortable/stylish without being dowdy or sexy. Thanks!

What is the heel height you can comfortably wear?

I'm the first Ros PP, and while I don't think they are the cutting edge of fashion, they work well at my conservative office. I don't want trendy with these shoes because I wear them for a while. I have lots of foot issues and these are fairly comfortable.

Anonymous wrote:The ros h's look matronly. Are they comfortable?

Yes, they are. I am 53yo and can no longer tolerate any pumps that are not reasonably comfortable.

The ros h's look matronly. Are they comfortable?

Anonymous wrote:+1 on Ann Taylor Perfect Pump.

+2

I have good luck with Ros Hommerson pumps. These are comfortable:

http://www.amazon.com/Ros-Hommerson-Womens-Cabernet-Pump/dp/B004Z4I6I0

+1 on Ann Taylor Perfect Pump.

These go on sale for $39.99 every so often.

http://www.6pm.com/cole-haan-air-talia-mid-pump-black-leather

I have a pair of Ros Hammerson that are similar to these and are very comfortable (for heels).

http://www.roshommerson.com/product/valeda.aspx

They have held up extremely well over the 3 or so years I've had them, but I try not to wear them for walking around outside, generally keeping them in my bag or at the office and only wearing them outside when I have a lot of meetings/appointments to go to.

They used to carry them at Zappos but I didn't see them there anymore.

I've found a lot of great shoes lately at Banana Republic. Most of them have memory foam in the insoles so they're pretty comfortable. Looks like right now they have a few ranging in heel height from 2.5" to almost 4". I've also had good luck with Ann Taylor's Perfect Pumps in the past but I think they changed their lining so they're slippery now.

J. Crew Valentina, Mona, Everly, or Sloane

Kate Spade Karolina

All made in Italy w/ leather sole

Looking to replace mine which are looking rough. Comfortable/stylish without being dowdy or sexy. Thanks!