Selfhosted
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Pihole seems to upstream your requests although there is a local entry for that domain in your settings. Maybe it has something to do with using IPv6? Maybe your device prefers the cloudflare IPv6 over your local IPv4 address.
Or Maybe your device queries your pihole as well as your Router to get the IP. Check your current dns server on your device:
ipconfig /all
(Windows)Looking at the output of that command I get the following for my ethernet network interface
Using nslookup on that IPv4 address tells me that all of those addresses are pointing to my pi-hole
I've added another local DNS entry on my Pi-Hole which points the domain I use to the same server but this time uses its IPv6 address. That doesn't seem to help though or it takes some time to update. I flushed the DNS cache on my machine after adding this entry though.
I think I fixed the issue by enabling the
Never forward reverse lookups for private IP ranges
option in Pi-Hole. After that I flushed my dns cache again and called tracert for my domain name. I only get one hop directly to my server now. nslookup also shows only local addresses now.