replacing installing spark plug wires misfire

[97240SXSE]

I changed my plugs and wires the other day and the wires kept popping off the motor when I was driving. I had a friend come over and we ended up having to pull off the insulation and expose the wire itself. We made the connection with the wire to the plug first, and then slid the insulators down, and boot covers on top.

My question is: What are the symptoms of a misfire or bad connection besides rough idle? Are there any visual clues? The engine runs smooth now, but I've never changed the plugs myself before and I don't have full confidence in my work. I've driven about 30 miles since and noticed the boot on cylinder one lifts about 1mm or 2mm off the motor. Is this ok? Should it be flush?

edit: sorry wrong forum

My friend said the job should not have been that difficult and that plug wires usually just "plug in" with no problem.

I'd appreciate any insight regarding this.