CC-

same story here. I had not been on a bike in many, many, many years when I decided I wanted to add cycling to my exercise regime. It took some courage to go to the LBS for test rides. I admitted to them right up front that I had not been on a bike in a long time, had no idea how the shifting worked and would have many questions for them. My LBS guy was an angel. He just laughed and said I was the best type of customer because he would not have to unteach bad habits. Then proceeded to walk me through the gearing, the test ride, what I should check, etc. First time I got on the bike, he was not steadying it, but he stood close enough that I knew I wasn't going over if it I tottered. I did not buy from them but I was grateful to him and I even wrote a short thank you note to his manager after the fact.

I don't know if it is an option for you, but I took time off work during the week for my test rides because I knew the LBS was much busier evenings and Saturdays and I wanted as few witnesses as possible. Most times during the weekday, I was only one of a few number of customers.

I have only had my bike 3 weeks and from the time I decided to buy to now, every step of progress has been a baby step. Every one of them I have documented and celebrated.

go for it!