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c#sslimapself-signed-certificatesslstream

How to enable imap clients to use self-signed certificate of the imap server?


I am creating an IMAP server in C#. I need to enable SSL connection security in it. I am using Thunderbird as an IMAP client to test my server. I tried following Microsoft link to enable SSL in IMAP server application https://learn.microsoft.com/en-us/dotnet/api/system.net.security.sslstream?view=net-5.0

I got the " An established connection was aborted by the software in your host machine.." error On the read and write function of SSL stream. I tried using the stream reader and writer as well.

SslStream SslStream = new SslStream(TcpClient.GetStream());
SslStream.AuthenticateAsServer(ServerCertificate, true, System.Security.Authentication.SslProtocols.Tls12, true);
StreamReader Reader = new StreamReader(SslStream, Encoding.UTF8);
StreamWriter Writer = new StreamWriter(SslStream, Encoding.UTF8){ AutoFlush = true };

I created the SSL certificate using the following commands in openssl command prompt:

openssl genpkey -algorithm RSA -out private.key
openssl req -new -key private.key -out csr.csr
openssl x509 -req -days 365 -in csr.csr -signkey private.key -out certificate.crt
openssl pkcs12 -export -in certificate.crt -inkey private.key -out certificate.p12

The above commands created a p12 type certificate I also tried a pfx type certificate. I still faced issues on sslstream.Read function. I get this error "Unable to read data from the transport connection: An existing connection was forcibly closed by the remote host.." on sslstream.Read function. I tried using pfx type self signed certificates as well. but SSLstream does not work for me.

the SslStream.AuthenticateAsServer(ServerCertificate, false, System.Security.Authentication.SslProtocols.Tls12, true); function works fine but for some reason, the string line = await reader.ReadLineAsync(); function keeps getting stuck.

I found this NetCoreServer package that can be used to create SSL server. It also has example code to use SSLServer class for SSL connection. But looks like Thunderbird does not accept self-signed certificate given with it. The session gets connected and disconnected immediately without creating a handshake.

Can someone help me how to enable my imap server application to create a successful SSL connection with imap clients like Thunderbird with self-signed certificates?


Solution

  • The server certificate is validated by the client to ensure, that it is communicating with the expected server and not some man in the middle attacker.

    It would be terribly insecure if a server could make the client accept arbitrary self-signed certificates - because an attacker would then be able to do the same thing and by this undermining the reason certificates are used in the first place.

    Instead the server needs to use a certificate, which is trusted by the client. This can be done with a certificate issued by a publicly trusted CA, because then the client can verify the certificate using existing trust relationships with this public CA. In case of self-signed certificate the certificate must instead be explicitly transmitted to each client in a secure way and imported in each client as trust, before it can be used for validation by the client.