Another reason lipstick can be intimidating is that eventually, despite your best efforts, it will likely rub off somewhere. Little lipstick stains all over the place are certainly annoying, but really not that big of a deal once you know the best ways to remove them. You probably have all these products in your home already!
Here's a quick list of what to do if you find a lipstick stain on your...
Apply hairspray to the stain and let it sit for a few minutes. Yes, hairspray! Wipe the hairspray off and the stain should come off with it. Your shirt can now be washed as usual.
Stains on glassware can be particularly hard to remove. The ingredients designed to keep lipstick in place on your lips are fairly resilient on glass as well. You can erase any marks easily by rubbing salt on the stains before you wash the glass.
I don't think I personally know anyone who uses cloth napkins, but blotting lipstick stains with a little bit of petroleum jelly before laundering is another useful trick to remove stains from cloth.
Silk (Or Other Fabric)
You can also take a piece of clear tape (masking tape will do as well), place it over the stain, and yank it off. Sounds odd, but the stain should also come with it. If you're dealing with a more stubborn stain, sprinkle a little bit of talcum powder and blot until the powder and the stain are gone.