Dizzyfish, as a guy I can only offer my own perspective and what others have told me.
1. I should a little like the guy you are with. I too, for some reason over the years have attracted lesbians who have either never been with a guy, or haven't for many years. I also have been accepted as friends with some very hostile (anti-male) lesbians. Something about my vibe that doesn't give off what I've heard described as "typical hostile male energy". I dated a girl who hadn't had a cock in 15 years.
I've also had been done by a strap-on many times by several different woman over the years. Yes it does feel amazing. However, all women with strapons are not equal. I have to say that the thrusting motion that it takes for a woman, or a man for that matter, does not come naturally to women. It's a different motion. Watch a porn sometime and watch the different. Doggie position is the best example. The guy is thrusting forward and backward, while the woman who is bent over is essentially thrusting up and down in relation to her body. The cock is being thrust UP into her abdomen, and the guy moving his pelvis forward.
It's a difference between horizontal movement and vertical movement at the point of "congress".
So it takes women a while to get the hang of this. If you watch some strap-on porno sex, some women get it and some don't. They look awkward.
During one of my early experiences with a beginning Domme, she didn't quite have the hang of it. A few years later, I can tell you she did.
But you are now fucking a man, so you are talking about comparing a man, to a strap on. If you get a skilled woman, then she can probably fuck you. However, I'm not sure just because it's a dildo its' going to feel better, except that you can try different ones.
Rather than just having your man's cock, you can try different size dildos, different shapes, I was fucked with a strapon that was shaped like a big black screw. It felt pretty good.
So there is potential for it to be amazing, but you have to try different things, and I would imagine different females. And that's the other half of it. It's super sexy having a woman do the fucking. Different personalities, different approaches. Having a very fem girly girl, or a very dykey dyke. All different.
I know a lesbian who really does not care for men, and had never dated a man. But about every 6 months, she gets what she calls "cocklust", and she starts looking at big cock porn, watching guys jack off on AFF and goes through this phase where she wants to play with a cock, suck it, swallow his cum, and get fucked vaginally and anally. Then it passes. Very odd, but very honest and functional.
