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I use moisturizer on my face both day and night, and I don't sleep with makeup on.
I use Rodin Luxury Face Oil at night, and it keeps my skin hydrated and refreshed for the day - not tired from all the makeup.
Every day of the year where the water is 76, day and night, and the waves roll high, I take my sled, without runners, and coast down the face of the big waves that roll in at Waikiki.
I know a lot of people who don't wash their makeup off of their face at night, and I think that's the worst thing ever. So my thing is, if you ever have a day that you get dolled up, you have to wash all of that makeup off.
I never really wear any make-up on my face, like foundation or anything - and I really wouldn't advise that you leave that on your skin at night - but I do often leave on my eye make-up overnight. I actually prefer it the next day; it looks more worn-in.