Nice work. If you start by heading uphill, go easy until you're warmed up. Trying to push the pace right off the start is a great way to burn out long before the end of the ride. Regarding the discomfort, do you have decent shorts? Do you use anything like Chamois Butt'r? You're in the SFV, right? I ride from Sherman Oaks to Griffith Park and back a couple weekends each month. Usually depart around 7:30-8am. Slow and easy 25mi bike path cruises to hilly 45mi routes via Mulholland, depending on my mood. Occasionally I join up with some friends in Tarzana and loop around Chatsworth Lake as well. That group tends to be more about rest stops at Starbucks than hauling ass, though. Shoot me a PM if you'd like to join up sometime.