Routing issues - multiple clients on one server

[montem]

I want to connect two single hosts to pfSense in a client-server fashion so I setup an OVPN server with the following settings

Server mode: Remote access
Device mode: tun
IPv4 tunnel network: 172.31.0.0/24
Topology: Subnet

The first client works as expected with 172.31.0.2 on tun0 which also shows up in the routing table in pfSense as:

172.31.0.2	link#13	UH	0	1500	ovpns3

The second client connect successfully with 172.31.0.3 but the routing table in pfSense is not updated and therefore the second client is not routable further downstream. Is this expected behavior or am I doing something wrong? Should I instead create a new server with unique subnet for each client to support my setup?