I will only ride in tailored sportmans. I love them so much, once I got a pair I could never wear anything else. I know that sounds really snobby LOL. They are really expensive [i got both my pairs for $135] so I have one pair that I only show in and one pair that I ride in everyday.
I have Devon-Aires and On Course breeches, but I LOVE my Kerrits Sit Tight breeches for those rides when I know I'm going to need the extra security- like when I take good ol' Charles on a trail ride, off the farm, or haven't ridden him in awhile. I was worried they were going to hinder my riding, like posting or jumping, but they're really comfortable once they're broken in. Saved me from more than a few falls also, so more than worth their price tag!