I have had several disputes through paypal for different problems. Thing is, I always won and that's normal because I always do thing correctly and keep proof etc.
One of them was that the buyer claimed he did not received the package (buyer was in Bangkok, Thailand). It was a Dior Jeans.....
Parcel was shipped with tracking and signature and no insurance (have no choice about this criteria).
Buyer opened a dispute for item non received. I made an investigation on my side, opened a "file" with the local post company but it takes one month at least for them to investigate and see if the parcel is lost or not. I also asked them to send me the historial of the tracking, which they did so I can send it to paypal.
I called french customs directly to see if they could tell me if the package had left France. They gave me the bag and manifest number in which the parcel left France. From this point, it was not my responsibility anymore because package had left France. Thailand post was responsible...
I never spoke directly the buyer, I only gave the information paypal asked me for. I don't know if the buyer made any investigation on his side.
After 1month and a half, maybe 2 I don't remember exactly, nothing happened, we never knew where the package had gone. Looked that it was nobodies' fault. Paypal refunder the buyer.
If you start a paypal dispute, it will last AT LEAST one month, they don't do anything in a hurry at Paypal. If you send the parcel with all criteria necessary and keep proof, you basically risk nothing in sending them. It will just take time...and your paypal account could be locked. Can bother if you want to sell items and your paypal account is not available.
That's why I never leave money on my paypal account, in case of dispute, they hold on your money, if you don't have any, they put your account in negative.