So, for those of you who are already here in your journey, you will recognize this and nod along. For those of you on your path here, you’ll drool and hope and crave this. For those of you less connected to this lifestyle, you’ll nod along in disbelief. But that won’t make you correct in your disbelief. I get it though – I am not sure I’d have believed me if I read this a few years ago.
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Background: I have been on the premature side my whole life. When I was 18, I came in my pants while making out with a 26 year old on a hotel bed. Once, I came from my girlfriend just licking my neck. There was this girl in college who had an INCREDIBLY flirty almost overt sexually charged relationship for about 2 years, until I finally broke up with my then long-term high school girlfriend. I only lasted about 3 pumps inside her… having basically been edged for years by her and my dynamic. But there were also many times when I was able to last – sometimes too long… I guess my point is I’ve never been too in control of my orgasms.
As I got more and more into the cuckolding fantasy, I started to resonate with a few of the traditional reasons husbands in this kink lean into their wives with other men. Even though I wasn’t the smallest, I liked the idea that I was too small for her. Even though I didn’t have erectile disfunction, I like the idea I couldn’t get hard enough for her needs. And, even though I wasn’t consistently premature, I liked the idea that I couldn’t last for her.
What may be slightly more unique about my situation is that my wife genuinely likes and prefers me premature. She has a bit of a praise kink, and what greater praise is there than, “umm… my body involuntarily tried to make a baby in my pants at the sight and thought of you. That’s how much I want you…” So, even before the cuckolding fantasy really started to progress, she would still genuinely try to get me to cum prematurely in my pants. It never happened, but I got close so many times. And she knew I wanted it too, so she was more than happy to oblige.
Now, anyone down this rabbit hole knows two things about what’s possible around body conditioning. 1. As much as some may want it, chastity – even inverted chastity – does not really permanently shrink your penis. However, 2. You actually CAN make progress if you want to train yourself to be premature. I did the things – the hypnotube, the hands free orgasm practice, the chastity, the prolonged abstaining to live closer to the edge, the hours upon hours over days upon days of gooning to be so close to the edge of cumming that any little thing might tip me over the edge in my pants the next day. Nothing… I started getting into prostate play, and started working on my prostate orgasms with dildos and toys. Again, years of practice (not that I’m complaining lol). And, after all of that, my wife and I finally got to the place where she was actively chatting with, and we were starting to meet with other reddit men for her. One can imagine the perfect storm of all my years of practice, paired with the realization of a decades old cuckolding fantasy. It led to my ability to cum hands free in my pants. Its not any moment any time any place. But if I’m turned on enough, and its been sufficiently long enough since my last orgasm, and I’m in chastity or my penis is held tightly against my jeans in just the right way, I can just cum.
My wife knows this, and she absolutely loves it. And, when she is turned on, she comes over to me, gives me a tight hug, presses her pelvis firmly against mine, holds still, and whispers sweet nothings to me about how she wants (or has) another man’s alpha cum dripping from her pussy… and about 5% of the time, I cum! But it takes work. Clenching, breathing, eyes closed, allowing my mind to go there. She and I both know that as she does this, what she and I both want is for me to cum in my pants, so I try to get there too.
But this week was different. We have found a new guy, and we were pretty excited to meet him for the first time on Monday night. Different story for a different subreddit, but we met the guy, and we ended up back in his hotel room with him fucking my wife. Yay. That night, we came home and did our version of re-claiming. I had already eaten the cum out of her pussy, and when we get home, we like to lie together, me still caged, and both masturbate together with vibrators until we both cum thinking about and talking about the evening.
I only mention this because it had only been about 36 hours post my orgasm, which usually isn’t long enough to cum prematurely. We learned he was still in town Wednesday night, and he had a hotel room, and if we wanted to make it happen, I could watch the kids and she could get fucked once more this week. I had some decisions to make. Was I ok with her going alone? So far away? At night? In the rain? On such short notice?
So, we are standing in our entryway, mid-day, trying to decide whether she should go meet him that evening or not. We are standing there holding each other, talking, when she mentions two things she’d be interested in doing if she did decide to go. 1. She had a sexy French maid costume from Halloween – and she thought it would be fun to wear it under her coat, and say “housekeeping” when knocking on his hotel door so that’s the image he sees when he opens the door. Fucking hot, right? And, 2. And I’ll quote her here: “I know we haven’t done a lot of play with my wedding right, but I was thinking about letting him cum inside me and then I could send you a video of his cum leaking out of my pussy onto my wedding ring. Would that turn you on?” (spoiler alert: it would)
At that very moment, I took one breath, and then another and then I came in my cage in my pants. But this time was different. There was no clenching, no deep breathing or anything. Where I’m usually saying, “I think I might cum if you keep going…” or “you’re gonna make me cum…” this time was different. This time, all I had time to say was, “im cumming.” Like 2 seconds total between aroused in cage, and that twang under the head of my penis – the involuntary twitch, and that milky wetness.
So, as I say, making progress, and be careful what you wish for and work towards. You might just find what you’re looking for!