An HTTP/S connection will use a single pair of proxies and will present a single masked IP address to the origin. Beyond that, there are no hard constraints on different HTTP/S connections having to use the same servers or, even when that is the case, those connections sharing the same masked IP address. For example, if a user is connecting to the same origin (3ptracker.com) from two different Chrome tabs, those two might not use the same servers and might not share the same masked IP address.
An HTTP/S connection will use a single pair of proxies and will present a single masked IP address to the origin. Beyond that, there are no hard constraints on different HTTP/S connections having to use the same servers or, even when that is the case, those connections sharing the same masked IP address. For example, if a user is connecting to the same origin (3ptracker.com) from two different Chrome tabs, those two might not use the same servers and might not share the same masked IP address.