I don't believe I have ever seen a DHCP client that supported that option. But your point remains that it could work. In fact, the bridge could do some packet modification to DHCP packets to help its clients use it transparently. I don't think we'll see that happen, though. It would have been nice if the 802.11 folks could have provided the ability to have multiple MAC addresses going over a single connection.
Here's the log from the DHCP server across the wireless bridge from the two PCs that are using it for their config:
dhcpd: DHCPDISCOVER from 00:18:8b:a7:bf:42 via 10.0.0.144
dhcpd: DHCPOFFER on 10.0.0.6 to 00:18:8b:a7:bf:42 via 10.0.0.144
dhcpd: DHCPREQUEST for 10.0.0.6 (10.0.0.2) from 00:18:8b:a7:bf:42 via 10.0.0.144
dhcpd: DHCPACK on 10.0.0.6 to 00:18:8b:a7:bf:42 via 10.0.0.144
dhcpd: DHCPDISCOVER from 00:13:72:6a:8f:5c via 10.0.0.144
dhcpd: DHCPOFFER on 10.0.0.4 to 00:13:72:6a:8f:5c via 10.0.0.144
dhcpd: DHCPREQUEST for 10.0.0.4 (10.0.0.2) from 00:13:72:6a:8f:5c via 10.0.0.144
dhcpd: DHCPACK on 10.0.0.4 to 00:13:72:6a:8f:5c via 10.0.0.144
10.0.0.2 is the wired DHCP server on the far side from the DD-WRT,
10.0.0.[46] are the bridged clients plugged into the DD-WRT, and
10.0.0.144 is the DD-WRT bridge itself, performing the DHCP-relays.
Very slick!