Cumming while using a strap on while caged????

It's fantastic!

 

My dream for sure… have gotten close and had the mild build up before but ever tipped over the edge. We do frequent PIV with the strapon (little larger, little longer than me), and I’m starting to think she prefers the bigger one lol.

All that aside, if I ever can get there like this I’ll likely never be allowed out of the cage again!

 

Weirdly happened to me last night too.
I don’t know how long or how much your build up you need to feel that chastity is satisfying, and I get the logic: What’s the point of being denied if you can’t even deny yourself?

But here’s something you should remember, your sex life is supposed to be fun. Even if it involves a cage. Sounds like your partner enjoyed it too. So take this as a win, because without verbalising it you managed to show her just how awesome this all is for you.

Anyway, over long periods the frustrations somewhat plateau, you need the ups and downs to keep things exciting. Just minimise the activities that push you over the edge until you’re ready for that relief.

 

Sounds like a mix of compersion and being denied a long time.

Was it a full on Orgasm or more like a ruined one?

Either way it's sounds like a good time was had by all.


Iso.

 

I’ve been in same position. It’s pretty simple explanation why this happened to you. You were excited so much by this only thing you needed was little push. So when you’re caged there is pressure against your cage. That’s all you need to cum and have ruined orgasm.
If you were doing this first time and you liked idea so much this is probably what happened. One solution is to be unlocked but use strapon only. However it’s not so hot and I believe your dom or maybe even you don’t want you unlocked
Second solution is harder but again it’s very simple. Practice. Start before you get so much horny so you won’t cum immediately. There will be accidents. If you’re close to edge, stop. Take a break for few seconds. It’s like when you have PIV sex and you’re not allowed to cum. You have to stop. It’s same. You will get use to it and it become easier.
We had same problem and it’s basically solved now. Harder is having penis sleeve because there is always some movement in there even when it’s minimal. And there is where’s coming third option. My girlfriend V3r0nika loves to use numb cream on me before put on the sleeve. You won’t be in such pressure and make it easier for you. More frustrating and more fun Just make sure you get good quality numb cream. You’ll need it Anyway good luck on your new journey.

 

I’ve had close calls while using the strap on before, the pressure against the cage gets me going. My Wife has allowed a caged orgasm just from me thrusting against her bottom a few times over the years. It’s definitely a mind fuck when it actually starts pumping

 

I kind of get your point, but don't totally agree. The first point, "whats the point of being denied". That's where self control plays a part. We all know here that chastity cages and pretty much anything thing else we discuss here can be defeated. Nothing is 100%. I've discovered I can cum in a cage. Really pretty easily too. I don't need to find the key, I don't need to pull myself out. If my aim is to cum, I can, and no little gadget is going to stop me. The thing is, the little gadgets make me go through a bit more to get there. That, and my committment to chasity is enough to keep me from going there. So there's a big point in it all.

The second statement of your sex life is supposed to be fun. Yes, but fun comes in different sizes and shapes. I've asked you this question on one of your journal posts, but I take my goals pretty serious. This chasity thing I'm doing is fun, but that's not the point of it at all. Just because it can be fun doesn't mean that's the goal. and if I miss a goal, it is disappointing. Sometimes we make mistakes or have transgressions. I take those serious. I don't flog myself, but I don't let it happen again. If I can't control the things that happen that are related to chastity during my chastity time, then it is not worth doing. Said another way, if I had zero control over cumming while in a cage, to me, there' be no point in the cage (other than jewelry. It does look good if I must say so myself). The missing link in the OP's post is self control. In addition to wearing a cage, and using a strap-on, you must also control your orgasm some other way.

So a suggestion to the OP.

Yes. get some emla cream if you're in the UK, or get some Goosica cream if you're in the US or elsewhere. lather your dick up with it. let it soak in, do it again. Guaranteed you will not have this problem again. If so, I'll give you your money back.

 

I have had this occur twice while caged & servicing my wife with a strap on.

 

It depends on the partner, but some might view that as confirmation that you really don't need to ever be unlocked to enjoy sex. If you can cum just fine in the cage, maybe that is the best way. No worries about pregnancy for her, she gets to be satisfied with whatever her favorite strap-on is, and she is free of any guilt she might otherwise have of denying you pleasure since you've proven that you can cum in your cage while satisfying her.

 

Not sure I'm sharing the excitement here. You are locked for a reason, you are using the starpon for a reason. Somehow I don't believe the reason is for you to cum. I would bet that it is the other way around.

 

I suggest prostate milking before hand
or being teased until you have lost a lost of precum
then rest a little while for yourself to calm down
then try doing what you were doing before with your Lady
you will find that if you done it sufficiently the likelihood is that you get all the frustration of wanting to cum without the volume to be able to, or if you do, insufficient volume for you to get get much pleasure from it

of course you could work on developing some tantric techniques but you will need to research what is the best approach for you yourself.

I have reached a stage where I could have what felt like quite powerful orgasms with no release even though it felt as though I was.. and after it was as ready and willing to go again as though nothing had happened

 

I think what happened to you was very mental. You were excited and have been denied and frustrated for a long time. Just like having a wet dream and you cum in your sleep. You came from being very mentally stimulated from the act of being caged and using a strong on for sex. Remember the mind is the most sexual organ we have. I'm sure the pressure from the cage played a part as well or your cage rubbing against her or the bed, but I'm betting most of it was mental stimulation and being very excited mentally and very in your mind about what you were doing

 

That has happened to me twice. I have even had it happen to me while going down on my gal. When she get excited, turned on and moaning, it gets me so turned on and spurt. There it goes.
She loves that I can cum from her pure excitement and pleasure.

 

I remember when I was first experimenting with chastity for a lengthy period, I managed to cum in the cage one day when I was very aroused. It was explosive. I tried to repeat that multiple times during the next month and was frustrated because I was unable to. You may not experience this again any time soon. But ymmv.

 

This story reminds me of my first time of cumming in my cage... I was really horny and I decided to tease myself with a HOT porn video... Unfortunately (or fortunately - depending on your point of view), the video was a little too hot and I ended up just bursting in my cage. I was actually a little confused because I thought the cage was supposed to prevent me from cumming at all... I was wrong!

A couple weeks later, same thing happened... I was watching some porn that was a little too hot and I succumbed to desperation and decided I was just gonna cum and release all that pent up pressure. But, I didn't have time to get up and get the key out of the safe on the other side of my residence, so I just let happen in my cage. Turns out a caged orgasm has a similar effect to a ruined orgasm (in my experience). It was very frustrating and left me wanting... So, instead of "resetting" my desire levels, they carried over into my next session and made things even more intense, leading to genuine desperation for the last week of that session.

I couldn't get myself to cum in my cage at the end of my last session (I guess the conditions just weren't right), but we'll see about the end of this session, which will be even longer.

 

So did you orgasm or just ejaculate? I've had one without the other so was just 'checking'?

 

So you achieved what I am dreaming off for very long time and where I only get close to, but never over the PONR.

Congratulations!

Be thankful to her, that she made you so horny to get off just because of imagination.
This is great.

My wife loves this. I read her your text and she absolutely share my thought.
It shows your deep inner binding to her, and the control over you.

And "Brainfuck!"

Is what she said several times now, while mixing dough for christmas cookies and that she also gets off from pegging me, and that I need to prepare for pegging as fast as possible.

My goal is to cum while pleasuring her orally. Close and closer i get. But couldnt achieve it.

 

Happened to me several times. Just short of two hours ago, in fact.

 

You know what, it happened to me the other night with very little arousal (was looking at sexy wallpapers for my PC) and that was enough to make me burst right then… Happened again this morning but with no arousal at all. That’s got me confused and a little nervous quite honestly because I almost feel like my body is going haywire while adjusting to this lifestyle.

I mentioned in other threads that I’ve been hyper-sexual since puberty and until I started chastity just a few months ago, I was jerking off an average of several times per day for years. So I guess my body doesn’t know what to do with itself when I can’t grab myself like I had for years.