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My classical guitar has a plastic bridge with pre-drilled or precast holes gauged for standard nylon classical strings.

I got some silk strings which are a bit higher gauge and don’t all fit by just small amounts.

Can I drill plastic? It’s hard to even get a drill at the right angle. Or is there another tool?

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    Because of the position of the bridge and angle of the holes on a classical guitar it is difficult to position a drill to make the holes larger without the body of the guitar getting in the way. You may even damage the guitar if you’re not careful. It’s not worth it for a set of strings. Commented Sep 11, 2023 at 23:08
  • I got 5 of the strings in and tied properly. Used some oil on a couple ends. The lowest string is strung in a weird way but has held for 2 weeks. So all strings are set up, even if one is tied weirdly. Commented Sep 12, 2023 at 18:47
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    I’m glad you made it work. I was going to suggest a very small diameter round file if you could even find one. Commented Sep 12, 2023 at 19:55
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    It could also be a good idea to take it to a luthier; if the holes can be enlarged safely, then they can do it. Commented Sep 12, 2023 at 20:53

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It is not recommended to attempt modifications to your instrument without knowledge, practice, and the correct tools.

To answer your questions:

You can drill safely through the plastic used in guitar bridge construction. Carbon fiber and composite graphite can also be drilled, but more care would have to be taken to avoid splintering or chipping.

Standard multi-purpose or wood bits will work.

to get the correct angle, extra long drill bits, often used with an extender, may be used. The top would need to be protected from the bit and extender when drilling, as you need to drill across level to the face.

It is good practice to put in a stop plate or sacrificial piece of wood on the other side of the holes to stop tear out and slipping through to damage the bridge.

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