Hm . . . I had hoped this whole thread was a joke, but I'm not sure now.
Oh well, just for the record, I bike to work in gym shorts and a very old blue sweat shirt. My bag is held to the back rack of my bike with a bungee cord. My bike is a little too small for me. I wear beat up skateboard shoes and white socks. Sometimes I wear ski gloves if it is cold out. If I go to the store on my bike, I strap two "old lady" style plastic baskets to the rack.
I still arrive at my destination and feel good about it.
OK, so you had a bad ride with somebody. BF is probably not the best place to vent about it. And if it is the best place to vent like that, then maybe I'm in the wrong place.
andy