Sidi On Road Gortex is great too. Very protective, totally waterproof, very high quality and fits well, not cheap though.

 

Boots are like lids... what fits well and provides great comfort on one person, may be an agonizing experience to another. And then there's the whole, rather subjective, issue of aesthetics. You just have to try them on.

Currently I am usually wearing a pair of Timberland Pro 6" boots with a titanium composite toe. I replaced the stock insole with a pair of green Superfeet and they are super comfortable on and off the bike.

 

I do not own any but I have read nothing but positive comments about Cruiserworks boots. They have been made outside the US for several years but I understand that they are now changing to a US bootmaker. Sidi On Road Goretex are also very positively commented upon. They are made in Italy and you can check them out at most any non Harley bike shop.

I wear HD and Wesco boots. The Wesco are top quality, expensive, and I don't think they will be soft enough for what you want.

 

i wear whatever work boots i have on at the time. i don't dress for the occasion of riding my harley. usually wolverine's with the duralast sole. i do have some which one of my little buddy's calls "buckaroo banzai kung-fu biker boots", but they're actually chuck taylor converse sneakers.

 

you MUST look at Danner Recon's. the greatest boot in the world. made in the USA. my first pair last 7 years...

 

Justin slip ons.

 

Sears Duty 6" or 8" with side zippers is what I wear most of the time !!!

 

Police tactical boots are great for riding- excellent traction, comfort, and some are waterproof. Original SWAT, Hi Tec, etc- just check out any police supply store or on line.

 

You might try some of the HiTech police style boots. They are light weight and very reasonably priced. Some are waterproof, and all have non-slip oil resistant soles. I wear them to work often (Sears Craftsman, only $50 on sale).

I also ride with them on work days. I wear engineer boots on most rides.

 

U.S. made Red Wing loggers. Lots of guys don't like laces, but I like the adjustable ankle support you get with traditional loggers. 250 bucks for a pair, but they will last many years.