First select the style (listed above) that you are most comfortable with and gives you the best field of vision. Next check the skirt around the mask. High quality scuba diving masks will have a silicon skirt around the edge which will give you a more comfortable fit. There are even different grades of silicon. The more expensive models will probably have a higher grade silicon - the skirt will feel softer and more flexible than those on the lower grade scuba diving masks.

First select the style (listed above) that you are most comfortable with and gives you the best field of vision. Next check the skirt around the mask. High quality scuba diving masks will have a silicon skirt around the edge which will give you a more comfortable fit. There are even different grades of silicon. The more expensive models will probably have a higher grade silicon - the skirt will feel softer and more flexible than those on the lower grade scuba diving masks.

Check the fit of the nose pocket. The nose portion shouldn't be swimming around your nose, nor should it be tight. The nose pocket should not touch your nose. The right fit here will help you in equalizing and purging.
The last thing to consider is thestrap. Scuba diving masks typically come with a strap made of rubber or silicone. Straps with 2 parallel straps at the back of your head are generally more comfortable than a single strap. You can easily buy a strap to replace the one that comes with your mask. My hair tends to get stuck in the rubber straps so I buy a replacement strap that is padded and soft. Just make sure you'll be able to adjust the strap underwater if need be.