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Shakespeare Circle





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98% of customers say this fits as expected

Runs Narrow Runs Wide

"needed a pair of casual shoes,have two other pairs of your shoes and they are very comfortable. I wear orthodics and they fit very well in your shoe width options."

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Item: K53879


The craftsmanship of the Shakespeare Circle is evidenced in its hand sewn construction, lending these loafers their classic, quality styling. Inside, truTECH® sport technology in the footbed helps provide highly shock-absorbent cushioning to protect the heel at impact. Adding to the slipper-like feel is the durable outsole, flex grooves for forefoot flexibility, and lightweight, resilient cushioning that helps reduce foot and leg fatigue.


  • truTECH® shock-absorbent cushioning protects the heel at impact
  • Padded collar and tongue for comfort
  • Full grain leather is durable and easy to clean
  • Flex grooves in outsole provide forefoot flexibility
  • Breathable polyurethane cushioning for moisture absorbency and odor resistance
  • EVA helps provide lightweight shock absorption to reduce foot and leg fatigue

Item: K53879

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Review Snapshot

Shakespeare Circle is rated 4.3 out of 5 by 63.
Rated 5 out of 5 by from liked the style needed a pair of casual shoes,have two other pairs of your shoes and they are very comfortable. I wear orthodics and they fit very well in your shoe width options.
Date published: 2019-10-14
Rated 2 out of 5 by from Looks good I love the look of this shoe, which is why I've persevered..... The first pair I bought was size 8.5. All my Rockports have been 8.5 but these shoes felt tight. I thought it may be that the leather is rather stiff and needed to wear in. After a reasonable trial I decided that I really needed a size bigger so I ordered a size 9. The size is a little better but this is the first time I have ever had to 'break-in' a pair of Rockports, the others have always been comfortable from the word go. They are still not comfortable but I'm hoping they will become so with wear - I also hope I won't suffer too much in the process.
Date published: 2019-09-29
Rated 5 out of 5 by from Love this shoe, have bought many over the years I love this loafer and have it in both black and burgundy. Great fit, holds up well.
Date published: 2019-05-18
Rated 5 out of 5 by from Excellent loafer The burgandy color is awesome and the leather is great quality. True to size and good looking.
Date published: 2019-04-12
Rated 4 out of 5 by from Good Shoe Overall great shoes! The left shoe is very tight, even after being worn several times. I ordered the wide size, but will get the extra wide next time. Other than the tightness of the left shoe, I am very pleased with the shoes.
Date published: 2019-04-11
Rated 5 out of 5 by from Comfortable out of the box! I love these shoes. They feel like you've been wearing them for ever on day 1. Great cushioning and look great too. It's the only dress shoe I'll ever buy.
Date published: 2019-04-01
Rated 1 out of 5 by from Poor quality penny loafers Purchased 3 weeks ago - leather seems to stretch and buckle sideways so looks weird and after a month they now feel overly loose. Mediocre cushioning at best. Had other rockport penny loafers that looked and lasted much better .....
Date published: 2019-03-09
Rated 5 out of 5 by from Love these shoes This is the 2nd time that I've bought the same 2 exact pairs, black and burgundy for work. They're extremely comfortable, look good and work the money that I paid this time around. 2 pairs for $100 including tax and shipping, you can't beat that anywhere.
Date published: 2019-02-08
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