I really have a hard time understanding why anyone would feel guilty about cycling. Feeling guilty about having a hobby, participating in a sport, contributing to a less polluted environment, and doing something positive for your health (both physical and mental) just doesn't make any sense. Why shouldn't you spend money on yourself, when it's something that has all of these positive benefits? I sincerely believe that most of this comes from the way a lot of women are socialized, i.e., don't ever do anything for yourself.
I guess I must have missed that message, because I never gave any of this a thought. I also had a ton of encouragement from my DH, my son, and my exchange student when I started riding.
I do agree, there are a lot of azzholes in the cycling world, but if you look around, it is possible to find someone who has similar cycling goals. I've always been firmly in the "too fast for the slow group, too slow for the fast group" camp, but I found both individuals and a group that are perfect for me to ride with. I have no interest in real "training" and I never wanted to race, but over the past 11 years, I've improved, gained confidence, become a ride leader, had years when I rode less/lost strength/speed, as well as buying/selling 7 bikes.
Am I perfect? Of course not. I'm still a wimpy descender, I don't like certain traffic situations, and my mechanical skills are minimal. But, I keep going and every year is more interesting.
2015 Trek Silque SSL
Specialized Oura
2011 Guru Praemio
Specialized Oura
2017 Specialized Ariel Sport