I feel like I've never had the good fortune to experience a tailwind- it's always headwinds and crosswinds. The crosswinds are the worst, IMO, and are my biggest fear. This is because I was going downhill fast on a roller on HWY 1 last spring, when a huge crosswind gust blew me across the double yellow line (luckily no oncoming traffic), and I almost lost control and crashed. I've been mentally scarred since then and go way too slowly descending in the wind now. I hope I eventually get over it!