In almost all cases baggy jeans will make a man look shorter, fatter and older. Those are all bad things, unless you're 6'8", 120 pounds and 15 years old; in that case you should rock regular cut dad jeans to bring some balance to your life. For everyone else, wearing jeans that fit will make a big difference in your overall appearance. If you want to transition into some better fitting jeans focus on how they fit at your thighs, knees and ankles.
President Obama looking shorter, fatter and older than he actually is, and being really happy about it.
As you can see from the picture above, things really spiral out of control from his mid-thigh down. With all of that room the guy on the left, in the light blue cargo shorts, could probably put his leg in President Obama's jeans and avoid any man leg touching. This is not good. But making that jump from baggy jeans to well fitting jeans is something a lot of men aren't very comfortable with.
If you're comfortable wearing jeans that leave you susceptible to a ferret crawling up your leg, you're going to need a slow transition. It will probably be too much to go from parachute pants to skinny jeans. To help with the transition out of dad jeans I would recommend a slim straight cut to start. This will leave some space around the thigh, then taper down to a smaller knee and opening. Giving you a much better fitting jean while avoiding a 'skinny jean' feel.
Making your way down to a slim straight cut like Washington Alley's Websters is a significant improvement over baggy dad jeans. These will take the average male, who has just normal denim game, and give him a really well fitting jean. They will fit nicely from the thigh all the way down to the opening making you look taller, thinner and younger. All good things.
A nice fitting pair of jeans will change your entire appearance.
Check out Washington Alley denim sizing guide for even more information on sizing.
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