I’ve had anal sex many times during the 20 years I’ve been seeing SPs. It is enjoyable, but not what it’s cracked up to be, in my opinion. If the WG is really into anal, then that certainly heightens the experience and, even nowadays, the ‘naughtiness’ of the act still adds to its piquancy. But even some of the SPs who freely offer it don’t necessarily show exuberance for the act.
I’ve tried DP twice in those 20 years, both times with the SP and her partner/husband. The first just didn’t work. As Thephoenix says, “it takes practice to get it right,” and it was difficult to get a fit! But the second time was an altogether different experience. Not quite up to porn video standards, but pretty close.