I know how bad a bad haircut can make you feel! i have short bob like hair right now too. But I like it and have found many ways to tame it. First in your helmit, try a band of some sort to pull it back. I use a bandana in mine as well as a buff http://www.terrybicycles.com/detail.html?item_no=1718. It works well for that situation. And if you want to pull your hair away from your face I use not sure what they are called.....they are like two claws that are spring loaded and grab the hair? But anyway they work well for me. But I have super thick hair too so... I don't know what kind of hair you have.
I am lucky I have a really good hair dresser! She is hip and knows her stuff. She is always taking classes to learn new stuff. I am lucky. And it does cost a lot to get your hair done these days. Mine always cost $110. + tip. But she takes care of me. I hope you went back to your s and told her you were not happy? you didn't recut it yourself did you?