If I get some time I can fire up a hyper-v on windows 10.. But today not looking good, got lots of real work meetings.. And tonight is football ;)
I currently don't have it enabled - not really a fan of it ;) I normally run all my vms just on my nas. And if needed something on my pc, I would just use virtualbox. I had it up and running awhile ago to help with someone vlan question.. But in general I avoid using it ;)
I have vmware player on my work machine - but they have that so locked down.. Your only allowed to passthru another nic to the vm, which has direct control over it.. So no bridging done, etc.
If pfsense doesn't see the dhcp request, from mac xyz - then no its not possible for pfsense to offer it an IP to use. So concentrate on why in hyper-v your virtual machine mac is not being seen on your network that is attached to pfsense from the vm host.