I was a MTBer before I got a roadie. Normal rides were around 10-18miles.
I got my roadie in 2005 (superbowl weekend) and joined some friends the same day, they took me on 56miles loop, I had no food, total newb to endurance. Flatted, tip over crash, stitches. I was about 250 something when I bought my Felt F90. Fell in love with the sport and adopted the life style of being on the bike often. I did 3-4 lunch rides a week plus at least on longer ride similar to my first ride. I still do the same schedule to this day....more or less
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Rule #10 // It never gets easier, you just go faster.