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What? I'm so confused what IPs are allowed on your VPN "client" and "server". I think something is very wrong.

I know it's been a week, but...

I assume the machine you're using on your friend's network has a Wireguard client configured for Wireguard account/network info.

I don't use Wireguard, does it have it's own DNS mechanism to resolve Wireguard-connected device names?

For example, Tailscale has MagicDNS which will always resolve host names that use a fully-qualified Tailscale name to a Tailscale address.

E.G: My Raspberry Pi host name is "raspberrypi". Using just the short name it will attempt to resolve via local network DNS by appending local network domain to the end and querying the local DNS server.

If I append the Tailscale domain ("raspberrypi.tailscale2525.net"), the Tailscale client will intercept the lookup and resolve to the Tailscale IP and route through the Tailscale mesh, regardless of local IP range.

I assume Wireguard works the same (I've never used it). Mesh networks (somehow) see their own network differently than just an IP network.