What are some tips to apply matte lipstick cleanly?
Your lips should be as smooth as you can get them. When you wash your face, use a washcloth to gently scrub your lips to remove stray skin. When not wearing lipstick, use a lip balm to help keep your lips soft and supple.
After you have lined your lips, start filling in from the lipline, not the inside. If it is a full size lipstick, use the edge for more control. I recommend buying a pencil style matte lipstick for ease of application.
The only other thing I can say is practice when you aren’t going out. Matte makeup is a lot less forgiving to mistakes.