My favorite pair is ten inches larger than my waist size and has a hammer holster, a tiny pocket that is the perfect size for my iPod nano, and four other normal-ish pockets for maximal storage possibilities.
Jeans should be too big. Not like baggy, but just a little too big so they fit over boots, so you can wear a cool belt, so they stop ripping at the crotch, and so you can easily store things in the pockets.
i am so thankful we killed it dead. i love men’s carpenter jeans aka pocket city! i have a pair with 9 pockets and if i’m having an active day out they’re so great. also, wearing a bootcut or bell bottom in high school and middle school was grounds for being burned at the stake but they are SO flattering and will take a casual look up a notch. i also am a sucker for any (well made) patchwork jean. in essence, loose and pockety for the win…loose enough to keep you cool in warmer months but thick enough to keep your legs warm in the winter. oh and preferably a lower rise as i’m 70% leg and high waists make me feel like that one family guy still (see attached)