I’m not the last man to have sex with my wife [cuckold] [humiliation]

So, feel free to explore my profile if you are looking for a deeper dive into our journey in the cuckolding, hot wifing, chastity world. For context purposes, we are less than one year in and are learning as we go. She has had a few partners in search of a potential long term one. We found that my interest in chastity was useful in these pursuits, as my wife would suggest I lock up about a week before any date she/we were going to have to ensure I stayed on edge, aroused, avoiding post-nut-clarity.

My wife, being a fairly competitive person, on about October 5^th, discovered what Locktober was. Her immediate question was “how come you're not doing locktober?” I shared that I’d be happy to do it if that was her preference. So, locktober began, a few days late. We completed the month, and because I have finally found a cage that fits well, and I built up endurance and comfort, we now know I can do long term chastity. The orgasms I have in the cage don’t ease my horniness nor do they give me PNC, so I leak and drip often when I’m on the edge for long periods. That’s ok with me. I like the feeling of wetness in my undies. There is a feminization aspect to this that I enjoy. The feminine things I HAVE to do because I’m in chastity – not just because I want to; things like needing to sit to pee, needing to wipe after peeing, and getting wet in my undies instead of hard when I’m aroused.

Now, long term chastity, before Locktober, was never an interest of hers. But something funny happened. We met a guy, and she fucked him. But I never reclaimed her. We had reconnecting sexual time, but not penetrative sex. And then I ended up locked up, busy, traveling, and the next opportunity, weeks later, to be with this guy came up. And apparently, she LOVED the fact that I was not the last person to have been inside her – he was.

Fast forward to today, and she decides, because she might see this guy in January, she should probably start saving her pussy for him. It was a playful jab. So, a few hours later,  she is straddling me as I sat on our couch. Facing me. Both of us fully clothed – just a moment to share a kiss and an embrace. I mention, “you're really getting into this pussy free thing. You’ve had sex three times with two different guys since I was last inside you, and you just decided to save yourself for one of those guys until January. Are you starting to enjoy this? Are you starting to actually like denying me your pussy?” Mostly, I believed she was enjoying how her denying me was making me feel – but that she was doing it for me and my kink – not because she organically and independently thought denying me her pussy was hot.

She replies: “I think I am… its not that I like denying you. I just think its so hot, and turns me on so much, that no matter when you ask me, you are never the last guy I’ve had inside me. And when you have been inside me… boooorrrrinnngg. Everyone’s husband is the last guy inside them. Not me!”

I think I might be in for quite a journey… careful what you wish for!