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My guess would be that you have dried out seals/gaskets taking away from the overall compression. This will either get better with use as everything lubes up or you will have to replace all that are leaking.
Does it feel like your kickstarter is slipping perhaps?
Check the spline teeth on the kick start pedal.
It's possible it's the shaft that slipping and not that you're not getting compression, since that would normally be constant, or not. I don't think you have a compression release but it's possible. I had the TTR250 (and loved it). Check on the top of the cylinder and see if you see a small cable being moved. I've usually only seen this on larger CC models, and not the smaller units like a 90, but worth checking.
If your kickstarter pedal is slipping then you may just need to tighten it, if it hasn't slipped/shaved off too much of the splines. If it's the shaft that's slipping that's going to be a bigger job replacing.
Sounds like the spring came loose on the starter, There is a tab on the spring that catches, and when you took the clutch apart that night have loosed.
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