Guess what? ALL pressure on wood whether it's from wood screws or washers, will compress the cells of the wood over time, making things feel loose. If your strap pin/lock is loose, you should also check the nuts on all the bushings (the output jack is easiest!) and snug them up. Make sure you remove the knobs correctly when you check the pots.
If you are reseating a straplock/pin, it's best to fill the original hole and drill a new pilot hole. At least that's how we do it.