These are made in the USA and fit Jake really well. They are a great price point compared to other brands made elsewhere with lesser quality denim and fabrics.
Branded Denim
Stetson is one of the few brands that makes jeans with inseams as long as they advertise, plus they're great quality and hold up to a lot of wear.
Stetson Men's Jeans | Official Site
You can't go wrong with a classic Pendleton, just remember to keep it out of the dryer!
Plaid Wool Shirts & More - Men's Clothing - Pendleton
These shirts are super soft and fit Jake well.
All Tee Shirts - Men - Life is Good
Jake loves his Wolverine boots from the Little Red Shoe House, I think he's on his third pair or so over the years. Great quality!