Captain Cronus,
Set a course for www.scaboots.com. They have 3 styles of cuffed "piraty" boots for blokes and one style for wenches. Sail on over and check 'em out. Best of all, their boots are all under $100 so you'll still have plunder aplenty left for carousin' and debauchery.
Here's luck,
"Broadside" Long
1st Mate,
Cutlass Supreme