The Paint is peeling off of the plastic part of my front bumper. It's the Classic trim, so it's the same color as the body instead of the black plastic trim. What's the best way to patch/repaint? Do i need a special primer since it's a plastic surface?

 

the primer and paint need be formulated for plastic, primer maybe optional. The paint and primer may have special adhesive properties, and be more flexible than paint used on steel body. Some NAPA auto part stores offer color matched paint, they will even fill a custom aerosol can for you with the color you need. an autobody shop supply vendor can also help you get the correct paint.
Let them know the application i.e. a plastic bumper, and give them a sample or paint number or make model and year for color matching.

good luck

 

I took all the wheel well and rear bumper trim pieces off and repainted them. It 's a 98 Classic in Gun Metal. The fender trim retainers - 2 pieces per fender - all had rusted studs that either broke off or were stripped and unusable. I cut them off and drilled through the retainers where the studs used to be, tapped 10-32 threads in the holes and screwed in stainless 10-32 screws to replace the studs. Then I secured them by brazing each of them. There are 8 studs per fender. That took awhile to do making the actual prep and paint of the trim pieces the easy part of the project. The trim pieces were wet sanded down, primed and painted with a very closely matched color I got from Automotive Touchup. I was happy with the results but it was a lot of work that I did not anticipate due to the condition of the retainers.

 

Yup. Automotive touchup is a near perfect match. A much better match than Duplicolor. Automotive Touchup sells almost everything you need; base, primer and adhesion promoter for plastics. You will want to spend a few extra $'s on a 2K clear. SprayMax 2K is as good as it gets in a can. Rattle cans are plenty sufficient for Cherokee trim and bumper end caps. I did all of my trim and end caps with Automotive Touchup and SprayMax 2K clear to change the Sport trim to the Limited/Classic Trim. I also second the precautions with the fender flare and end cap fasteners. I just went ahead and snapped most of them and replaced them with bolts & nuts rather than the clip nuts.

https://www.automotivetouchup.com/

 

You did it really good compared to the way I did it.
I took the back of the stud to a bench grinder. Wore it down wafer thin. Put the retainer on a piece of would and whacked the broken stud with a hammer.
It pushed the back out a little so I could bench grind it a little more. At that point I was able to fish the stud out so I had just the hole in the retainer.
1 Bolt - M5x0.8X25 Hex Cap Screw 8.8
2 Nut - M5x0.8 Hex Nut
2 Lock Washer - 5mm
2 Flat Washer - M5
1 Flat Washer - 5/32 x 7/8
Take the bolt and small flat washer stick it in the bracket. Put on a small washer, lock washer, and a nut. Tighten good. Do the rest. Attach the fender flare. Put it on the Jeep. Take the big washer, lock washer, and another nut. Tighten. Once you get the hang of grinding you can whack out both brackets, on a fender flare, in about 5 minutes. It cost me about $6 to fix all the broken studs on my 2 rear fender flares.