Here's a link to the Reed Pitch thread. There are more photos somewhere on the forum. Turns out its been done by more than just a few. Done the hand crack tons of times and never even thought to go into that black hole. Crazy looking climb.
Cloud Tower in Red Rocks is a memorable one for me. On the 5th(?) pitch you climb a widening crack until you can squeeze yourself into it, then you downclimb on the inside ~15 feet to the belay ledge. My partner only brought the wide pro for the pitch and ended up belaying me on a carabiner chock with a body belay backup. The next pitch (pictured) was this short solo to the next belay up a squeeze then out a small cave in the back.
Super Squeeze on the Dome in Boulder canyon. If you want to know what it feels like to be a piece of protection..... If you've put on a few lbs, then you get to go scary, outside. And oh yeah, the key hand jam is basically a fist full of bird goo. I've heard it called everything from 5.9+ to 5.11, what it is is 5.weird/desperate in my book.
There's an old climb that no one does that goes to the base of the lowest Watkins Pinnacle from Tenaya Canyon. It's mostly quite easy, but one section requires a long horizontal jump, and isn't mentioned in either the green or red Roper guide. After reading the Sierra Club Bulletin account of the first ascent, however, I was relieved to find the first ascent party mention the pitch as "Air Flight Delight." I think Al Steck and Dick Long, among others, were part of the FA party. Pretty entertaining!