No this SHOULD NOT (in the RFC meaning of "SHOULD NOT") work, as documented in RFC 6125 (Representation and Verification of Domain-Based Application Service
Identity within Internet Public Key Infrastructure Using X.509 (PKIX)
Certificates in the Context of Transport Layer Security (TLS)):
If a client matches the reference identifier against a presented
identifier whose DNS domain name portion contains the wildcard
character '*', the following rules apply:
The client SHOULD NOT attempt to match a presented identifier in which the wildcard character comprises a label other than the
left-most label (e.g., do not match bar.*.example.net).
If the wildcard character is the only character of the left-most label in the presented identifier, the client SHOULD NOT compare
against anything but the left-most label of the reference identifier
(e.g., *.example.com would match foo.example.com but not
bar.foo.example.com or example.com).
[...]
Putting these two together:
- you can't have a wildcard elsewhere than the leftmost part (separated by a dot) of the certificate: an inner wildcard is invalid.
- you can't have a wildcard certificate match additional label part (ie: separated by a dot) on its left: again that means that if a valid single wildcard were used, nothing with an additional left part can match (so hello.world.thost3.de can't match the certificate *.thost3.de).
What you can do is issue a certificate with a lot of SAN parts possibly themselves with a (valid) wildcard. But I'm not sure at all that you can get this accepted by Let's Encrypt.
EDIT: *.stackexchange.com
is signed by Let's Encrypt with multiple SANs having a wildcard.
Example:
$ openssl s_client -connect stackexchange.com:443 </dev/null 2>/dev/null| openssl x509 -noout -text | grep -A1 'X509v3 Subject Alternative Name' | tr ',' '\n'
X509v3 Subject Alternative Name:
DNS:*.askubuntu.com
DNS:*.blogoverflow.com
DNS:*.mathoverflow.net
DNS:*.meta.stackexchange.com
DNS:*.meta.stackoverflow.com
DNS:*.serverfault.com
DNS:*.sstatic.net
DNS:*.stackexchange.com
DNS:*.stackoverflow.com
DNS:*.stackoverflow.email
DNS:*.superuser.com
DNS:askubuntu.com
[...]