RedLemon: Thanks for the links, I had checked the first one earlier but felt like they were mostly men responding in either a very positive or very negative sense. I wondered if there was a better way to ask the question that would measure how many people are in the middle and are curious, but too shy to say so. I'll check out the other link you gave, too...
ShaniFaye: what kind of strap-on do you have? You can go to ktspktsp's original post and see the link to the one we have ("Bend Over Beginner"), but I didn't come close to cumming with it on. I tried different positions and even pushed the mini-vibrator to different spots, but as I said earlier, the vibe sort of got in the way (pressing into my pubic bone), so not too comfy. Any ladies out there with tips?
Charlatan: thanks for the Aneros help, your explanation helped me visualize how this position might work. Looking forward to trying it sometime!
Trache: Wow, thanks. Very detailed, which is good. Your girlfriend had an interesting reaction; I wonder if any other women have felt the same? I did feel somewhat awkward being the initiator, and also jealous that I didn't have a prostate!...

but at the same time I knew we were the same two people who loved each other, with or without strap-on, and no sex toy would change that. I think it helps that we have talked in-depth about our own sexualities and where we are on the "continuum," so that helps us be more open and trusting. I did feel more "normal" when he was willing to have vanilla sex soon afterwards, that the anal sex wasn't somehow more fun than being inside me (an intimacy issue). So I think that as long as you keep reassuring your gf that you love her, and feel loved by her willingness to try this (that you aren't just falling in love with the strap-on and forgetting about how fun her body is), I can't imagine her not opening up to the idea again after a while.