Anyhow, after years of pillow talk and her going back and forth on how she feels about the idea, she just recently allowed herself to consider being with another guy. It was all she could think/talk about for a couple days - and not all good things. She's conflicted about it and I would never ever rush or pressure her into things. I would be entirely satisfied with our sex life if we kept doing what we are now. We have sexy 2-3 times a week, and for busy professionals with young kids I know this is great. We graduated from dildo play to sleeve play - which absolutely scratches, at least partially, the itch I have to see her with another guy.
She's a super outgoing, extremely confident social woman but at the same time has traditional/conservative views on marriage/fidelity/monogamy. While we have great sex, she doesn't have exhibitionist/slut tendencies - never had a promiscuous phase in her life lol. She can be very flirty with men - and enjoys the banter - but in the most vanilla way. That said she's been willing to entertain this kink of mine for years and, as much as it is two steps fwd, one step back, she seems to be heading in the "right" direction.
So for the time being I am going to her continue to process the idea of IRL play. At the moment she actually seems to have rejected it again - which is totally fine with me. I'm just here to enjoy the ride.