Reddit mentions of Sorel Men's Caribou NM1000 Boot,Buff,10 M

Wait until you get here and buy:

1. Winter boots with a good tread and insulated. It rarely dips down to extremely cold, so you won't really need like snow boots (although it doesn't hurt), but a good pair of insulated Timberlands or similar will get you through most of what Toronto will throw at you.
   
   
2. Winter jacket ("Parka"). These have cold ratings. Men's jackets tend to be shorter but you'll be warmer if you get something that covers your hips. Buy something with a hood rimmed with fur (fake or real it doesn't matter). This will almost negate the need for a toque. But you will need both a toque and a scarf to keep the wind off. The scarf should be wide enough to wrap over your chin and mouth/nose if necessary. Again, there are going to be a couple of really cold days when this will be important if you're walking any distance. It's helpful to have the option of being warm.
   
   
3. Buy a pair of long underwear/long johns to wear under your pants. In Toronto, you might wear these only one week out of the year but it will make a huge difference to how warm you feel on those really windy cold days. I actually don't know what men buy for this. I'm a woman so I just use a pair of leggings.
   
   
4. Warm socks. You'll want at least a couple of good pairs of socks that cover your ankles to bridge the gap between your boots and your pants.
   
   
5. Gloves/mittens. I find that in a warm jacket, I don't need really thick gloves. However, again, there a few days of really bitter windy gold when you'll need something warm. Mittens are warmer than gloves. You don't need anything ridiculous, especially if your jacket has pockets, but just having a pair of insulated gloves/mittens for those cold days, your life will be a lot better. The rest of the time I just wear a relatively thin pair of knitted gloves, and use my pockets.