You should go to a pro. The placement of a lip piercing depends on your anatomy. If you pierce it in the wrong spot, it could really irritate your gums and cause injuries. Not to mention an increased rate of gum/enamel erosion. Beside placement issues, you really don't want an infection and permanent scarring on your lip/face. Just go to a professional.
To get a ring in your lip.
No
No.
No
yes yes
get a monroe
Because it looks hot.
everywhere.
Don't do it yourself. Go to a person who knows how. This is not something you want to do wrong because it could ruin your lip for the rest of your life. But if you were to pierce it yourself pierce it from the outside going in.
Nope. They just pierce it. Anything they could use to numb your lip would cause it to swell up, making it hard to pierce you accurately. Besides, it doesn't hurt very much.
No you need to go to a professional piercer
You should go back to the shop you were pierced at. They may need to stretch or re-pierce your lip. Mouth piercings close very, very quickly once you take the jewelry out, no matter how long you have had them.