Wanting to paint a plastic barrel not spray paint....
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gosh, I've done quite a few projects for outdoor things this year with spray paint and they look amazing. However, since you are against that, here's a pretty cool link: http://homeguides.sfgate.com/paint-plastic-rain-barrels-86637.html
If not using a spray paint for plastic, you should use a good latex paint. Clean your barrel first, and then use a latex primer. Let that dry and then paint with your latex paint. It might take 2 to 3 coats to get good coverage
there are paint formulated for plastic items. ask at reputable paint store.
I believe Rustolem has a paint for plastic.
Yes, Rustoleum has a great plastic paint. Good luck!