During early outing as Rhonda, lipstick scared me. Here is the scenario; As someone who would cross dress on trips, I learned that some shades of lipstick would stain my lips and be nearly impossible to completely get off the next day. The “you made out with a hooker all night look”. I had no concept of what looked good or the big question, how to shop for lipstick.
To learn the proper application techniques and color, I had professional make-overs at salons and department store beauty counters. I highly recommend this and I learn something new every time.
One thing I noticed early on was I was blessed with talking and eating habits that meant my lipstick would stay put. I would watch as women would retire to the restroom to “freshen” their lipstick after dinner, and as I checked my lipstick, it was still there. An application early in the evening is typically still fresh when I return home at the end of the evening.
Rhonda was out with several girl friends for a long evening of laughs, wine, and dinner and it was pointed out to me late in the evening, my lipstick was still there. I was asked point blank, what lipstick I used and what I did to keep it in place. Just drugstore lipstick and on the how, no clue. Yes, a blessing and a curse.
Back to how to get it off - One trick I used to both remove makeup and lipstick was cold cream - yes the old PONDS brand the my grandmother used. It does the job well. However for the really tough bright red lipstick, scrub with toothpaste. To remove eye make up, I still use baby shampoo; no tears. Here are some other good lip stick removal hacks.
Also I learned over time that when I choose the proper color for my skin type (cool, warm, or neutral) the lip color residue, after removal, matched my natural lip color. It would blend in and I was safe. So as you experiment with colors keep this in mind, especially when the clean look is needed the next day.
If you really want to get into the science of the process see this Wiki How to Choose the Right Lipstick for You.