you are right, it seems like the latter outbouns tcp connection is already being opened by paint, and that is what is exploitable.

since it exposes no port, I’d assume it isn’t trivial to exploit, paint will chose its target (a microsoft domain or IP), the exploit must involve some error in destination selection, or simply allowing a mitm to impersonate microsoft.

this is inline with Attack Complexity High, attacker needs to be either in the network path (mitm) or control the erroneous destination of the connection (say mircosoft.com), possibly blocking (dosing) the higher priority genuine destination