Did I Just Milk Myself?

food milk liquid drip

My wife keeps me locked in permanent chastity. She controls the keys, and she only ever unlocks my cage when I engage in full contact sports. Otherwise, it stays locked and I’m expected to derive all of my sexual pleasure from pleasing her, and I only ever orgasm if I get so excited from pleasuring her that it causes me to orgasm inside of my cage.

When we have sex, the focus is entirely on my wife’s pleasure. Once I bring her to orgasm by performing oral sex on her, she almost always masturbates in front of me until she has enough orgasms to feel fully satisfied. She does tease me through my chastity cage occasionally to ensure that I’m always horny and frustrated, but generally I must get all my pleasure from pleasuring her.

Sometimes I find myself wanting some additional stimulation, and my wife doesn’t mind if I incorporate some activities for this purpose. One of our favorites is that she’ll simply roll over onto her stomach to invite me to rim her. I can actually get so excited just from licking her asshole that it’s enough to make me cum inside of my chastity cage, so I always let her know if I’m approaching orgasm so she can decide whether to let me cum or to put an end to the proceedings. I also will sometimes use a remote controlled vibrating butt plug, with my wife controlling it from her smartphone. This is a ton of fun, but rarely makes me cum. The other option is to wear a butt plug.

The other day, we opted for the butt plug option. I lubed it up and inserted it to wear while I went about my afternoon. As the chastity cage was firmly locked in place with the key in my wife’s possession, there was no concern. It was certainly arousing, but nowhere near enough to bring me to orgasm. It was fun and thrilling to go about my day feeling the butt plug inside my ass, and I resolved to do it again.

After working on my computer for a while, I got up to go to the bathroom to pee. I was quite surprised when I pulled my pants and underwear down to pee and removed the butt plug, I felt some liquid squirt out of my penis. At first I thought it might be some urine that escaped, but that would be quite unusual for me. I could see some of the liquid on my underwear, and I was surprised to discover that it resembled semen. It even smelled like semen, and the quantity and consistency was in line with this assessment. After I finished peeing, I cleaned things up. 

Having experienced prostate orgasms before, I could immediately tell what happened. It seemed clear that the butt plug had been massaging my prostate while I was sitting on it, and when I got up to use the bathroom and relaxed my muscles, the semen that had been building up from the prostate massage escaped. I could even feel the slight sense of relief that I remembered from this type of ejaculation.

When I inserted the butt plug earlier that day, I only intended for it to add a little “magic” to my day, and it did. It’s always a lot of fun walking around with a butt plug. But now that I know it can be used to milk my prostate, this opens up some interesting possibilities. One concern my wife and I have is that permanent chastity won’t provide enough opportunities for ejaculation to keep my prostate healthy. But with this new development, it’s not a concern. Also, milking can offer some relief when I’ve gone a significant amount of time without any ejaculation, even though I’ll still be left horny and sexually frustrated even after a prostate milking.

We’ll see if it will be possible to milk my prostate regularly with this method. If it is, this will give my wife the option to keep me locked in chastity much longer without having to be concerned with my ability to ejaculate for prostate health or a sense of relief. It will also make me very glad to be able to remain locked in chastity for her for as long as she likes. I love feeling horny for her all the time, always ready to pleasure her whenever she desires, and she loves this too. This new development could have lasting consequences for both of us, enabling her to keep me locked in permanent chastity without ever needing to unlock me again.