All of the original trim in our 1885 Stick Victorian is intact, but painted.  It is painted with that old kind of oil based paint that had a really high gloss, almost enamel, finish.  I like the look of it and want to give it a fresh coat of white. I can see that someone has tried to paint over it in one room with water based paint that didn't adhere well and peels right off.

Two questions:

1. How do I prepare and paint it so that the paint will stick this time?

2. What kind of paint will give a similar glossy finish like the old paint?

BTW....no, I am not going to strip the paint.  Just too labor intensive to be practical.

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If you want it to stick, then you will need to take the gloss off of it, which is best done with a sanding sponge.  Dipped in water, it will not put out much lead dust (but still where one of those Home Depot hepa masks and close off the room while doing it).  Then paint over it with a primer if you are going to topcoat with water borne or latex.  Or, I believe that Benjamin Moore still sells a pretty nice oil trim paint, satin impervo.  I used that in my dining room 10 years ago, and it brushes on nicely and gives that more enamel look.  The downside is that you have to wait longer on dry times, and you have to throw out the brush or use a lot of solvent to clean it (you can wrap in saran wrap and put in freezer between coats, though).  

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