Nice pair of boots but my legs were swimming in them. The boot opening is huge compared to my calves (I'm 5'6" 110lbs 13.5" calves). I should have paid more attention to the boot opening dimension. Everything else seems great though: comfortable, relatively accurate sizing (they are on the larger side), good traction, quality leather/hardware, etc.

Overall these boots are amazing. Great value for the money. I've received many compliments on them and would recommend them to others. I have athletic calves and narrow ankles and my biggest gripe with most riding boots is the bunching that inevitably occurs around the ankles after normal wear. I am noticing less of this with the Penny Riding Boot but it still feels to be a bit loose around the ankle.

Update: After wearing in 1.5 winters I can say the quality stands and my only negative comment would be that the leather in the foot bed seems to stretch a little bit. If you’re between sizes then size down so your foot doesn’t slide around later.

Pros:
- beautiful, premium quality and overall fit
- very comfortable
- true to color
- soft buttery leather
- easy to zip on and off
- elastic detail on shaft provides a little wiggle room to fit boot socks or thick leggings

Cons:
- Small amount of bunching around the ankle (for those w/ narrow ankles)

I have a boot addiction. I bought these boots in search of a Frye lookalike boot but with more comfort and stretch. I purchased these boots in grey and they were beautiful and crisp coming out of the box. The inside of the top of boot is shorter than the outside part of the leg which leaves an asymmetrical appearance that I like. I am a typical 9.5 in boots and a size 10 in shoes. I have small calves and long, thin legs and these fit mine perfectly. Good boots like these will stretch with use. I am already noticing a bit of stretch around the ankle after only 2 wears. I hope this doesn't continue too much because I don't want them to appear baggy at the ankles. There is a touch of black shadowing along the base/sole and heel, which gives a classy look. There is a thicker patch of leather behind the heel that adds a nice effect as well. I like the zipper up the back with snap across. My only complaint is that the foot is pretty tight in width and I have extremely narrow feet. I do have bunions, however, which is likely causing the problem. The area around my bunions feels the tightest and is already starting to show the knot through the leather. If you have bunions, I don't recommend these in comparison to other boots I own.

Update 11-16-17: I’ve now worn these boots about 10 times and they fit perfectly. The stretched out gradually and have molded beautifully to my feet. The are so comfy that I find myself wearing them all day, even when I’m home from work! Very impressed with their durability and high quality leather.

I have these boots in black so I knew what to expect. I ordered a brown pair but theyes are different shades and it's noticeable.

I wanted to like this boot, but there were several issues. The right side fit ok, but the left side was smaller and more difficult to zip up (both are showing as the same size). These are advertised as being made with leather (I ordered the black leather), but the outer material looks synthetic and is pretty thin. I could also see some of the glue where the leather meets the sole - it looks like it is already starting to separate right out of the box. I have never bought this brand before, so I am not sure if all their shoes are made this way. But based on some of these other reviews, it seems like these may be knock-offs. The price and quality just don't match up. I decided to return them rather than taking my chances wearing them outdoors.