I’ve shaved my legs (and tried many other hair removal techniques) for over 30 years.
Only shave if you’re ready for it to become part of your ritual. Shaving your legs needs to be done regularly if you come into physical contact with a significant other. Prickly legs are no fun to come in contact with. Depending on how much your hair grows, most guys can count on shaving twice per week at a minimum to keep your legs smooth. I shave 2-3 times per week.
As people have identified, the reasons for doing so are to help with clean-up after a ride, wound cleansing and healing after a crash, making massages more comfortable and easier for the massage therapist, and also makes application of sunscreen easier and more even. For mountain bikers, it makes tick finding and removal a lot easier too. I find that cycling shorts are more comfortable around the leg grippers too. If you use chamois cream, it makes it easier to put your shorts on without getting goo all over your legs.
Technique: Start with electric clippers to get most of it off. Invest in a Gillette Venus razor. They are by far the best. Never shave the night before a big event. You’re better off giving your skin a day to relax. If you do get a bit of irritation, it will be extremely uncomfortable during your ride and will get worse and worse.
Alternatives to shaving. I found hair removal creams (Nair and the like) irritated my skin. I found waxing did too. Interestingly I found that using the old EpiLady hair removal system was extremely painful, but didn’t irritate the skin and after using it 4 or 5 times my hair grew back less and less. Even now, 20 years after stopping using the EpiLady, my hair is still much more fine on my legs than it used to be.
I’m a slob. I don’t worry about shaving my face so much. I’ve only had road rash on it once and I don’t usually get a massage there. I shave my face once per week… or twice if I’m going out with my wife mid-week. I almost never let my legs get even slightly stubbly. It just feels bad.
Hope that helps a little.
Pete