Re-potting a houseplant

[CarolWilks 0]

I have some plants that sit on my desk in my office. It is time (prob past time) for them to be re-potted. One of the plants is in a beautiful pot that I would like to now put the smaller plant into. The thing is, the original plant was not really planted in the pot - it was in an ugly plastic container which just sat in the beautiful pot. The beautiful pot has no drain holes. 
 

What would you do?

Keep in mind, this pot sits on my desk which frequently is covered with papers. I can’t risk leaks. 
 

I can drill holes in the bottom of the beautiful plant, but that means I would need a catch basin of some type. I don’t have any old plate that I sometimes use for this purpose. (Prob used them all up on my at-home houseplants.) I’m afraid of the ugliness factor of an old plate. The plastic catch basins are fine for my big plants that are on the floor, but these plants will be at eye level when someone is sitting in my office. Again with the ugliness factor  

I can put gravel underneath the soil before adding potting soil. Does this really work? It seems the water is still going to stay there and I risk overwatering. 
 

What would you do?

[SherlynPadilla 0]

I’ve shuffled plants between pots a bunch, and the trick that saves me is doing a quick root check first. If the plant in the pretty pot is root bound, I loosen things gently and add fresh soil so it settles into its new home without sulking. If you ever want a better fitting plant for a specific pot, indoor plant delivery can make it easier to match size and vibe without running around town.