Help with hubbies next release

If you have a butt plug and a wand, keep him locked, plug his butt, and slowly move the wand between his ass and the base of his sack until he's emptied.

 

You only promised to release him, not that he would get any relief...
You don't say if you promised how long he would be released. Perhaps let him masturbate but only for a few seconds...
If he gets relief, then definitely recommend having him eat his cum and immediately lock him up again to keep him submissive.
Insist he dresses up for the occasion, panties, bra, stockings etc.
Have him use a dildo on himself to associate anal stimulation with getting relief.
Turn his release into a learning experience!

 

Read this the other day, looks like it may fit the bill:
.......took her husband, with his hands tied behind his back, blindfolded into the bedroom by his collar.
Took off his chastity cage, just a single word "kneel" She had jammed the fleshlight between the mattress and the box spring.
She grabbed some lube and brought him to full attention after being locked in the cage for a month, it took just seconds. he was half way there the second she unlocked him. With her whip and her hand she guided her hubby into the opening of the fleshlight, she had warmed it up in a sink full of hot water so he was a little shocked by what he felt. "Just the head" she said. He waited for what seemed like an eternity, colour flushing his face.
She whipped his ass and said "IN" he gasped and pressed his bulging cock into the fleshlight right to the bottom. Whipped him again "OUT", she kept this up for a few dozen strokes, watching him intently knowing after being locked for a month it wouldn't take much. "Heating up are we?" "Yes miss"
"Let's see if we can't get you to a full boil shall we?" She jumped up on the bed he was leaning in front of and placed her feet right next to his face. "Lean forward and lick what you find" While he sucked one foot, she slapped his face with the other foot and said "OUT" then "IN" and proceeded to start thje process over. Then she put her pussy which was now quite wet in front of him and kept up the IN/OUT process again "DOn't cum without my permission slave or I'll lock you up until Christmas" After some good oral from Hubby she thought she would have some fun and grabbed her favorite dildo and made him suck that while she whipped his arse anew In...Out...In ... OUT. Hubby was reluctant. "Get that thing deep in your throat if you want to cum today slave" Hubby started sucking vigoursly. After she had humiliated him enough, she positioned her ass where the dildo had been. "Ok love ready for the big finish? Got a month worth of cream for me do ya?" "Yes Miss" was all he could say as he breathed so hard.
"Ok love here are the rules, you get that tongue in my arse and start licking and when I say "CUM" you have 15 second to shoot your spunk into your girlfriend down there or you get locked back up for three months.......Ready? Steady....GO!!!

 

You are a very nice Mistress for promising that! Perhaps there should be a cost to getting his release, cumming doubles the time to the next one, or you can't promise he gets a release next time?

 

Well if you promised that release = orgasm, ...then technically release means something other than being unlocked. Maybe you can give him an Orgasm without unlocking him.

BTW if you did promise to also unlock him, ...Since you asked, Numbing cream that is around 5% Lidocaine works really well if it has time to take effect. On me that usually takes about 30 - 45 minutes but sometimes up to an hour.

 

I think there are any number of ways to make his first orgasm in months be 'special', as others have outlined already . What would be important to me, is that the event is still centered on you. You are the more important person in the relationship. So even if he's getting to cum, he still needs to focus on you. Whether that is some sort of oral worship, or getting verbal permission to cum, or being cuffed while you play with him. I also like the suggestions that he must eat his cum. That is a good reason to cuff him, so his lack of submissiveness after climax does not stop you from feeding it to him. Whatever you choose, enjoy it too and good luck.

 

I’d say make him clean up, if you are having PIV it’s easier as you just sit on his face (0: no real time to think on his part, unless you make him promise to eat it or you will stop playing lol.

plug and cum might be humiliating but might also be very enjoyable, same with dildo and self milking.

make him ruin his own orgasm, just be prepared to physically stop him (temptation to keep going lol)

or cum while being locked up, very very frustrating.

if he isn’t into a certain type of porn (ie gay or something like that) then let him cum while watching it lol.

 

I also think that making him eat his own cum is a great way to meet your requirements. From what I’ve read here, and my own experience, many men have that desire, but as you say, the second we orgasm the very idea of eating our cum is off-putting. And yet, maybe an hour or so later we regret not having had the opportunity!

So if you have him bound so that he has to, and you create the scene where he has no choice, even if it is simply the force of your will, then I’d bet money he will be grateful for the opportunity. Yes, it will be difficult for him to submit to that in the moment, but he did after all ask you to be more “mean” and strict.

It’s a great fit for many men, it you know his limits best.

 

I was also going to say chained or cuff him. Try the 4 corners of the bed. Then you bring him off and catch his cum in a small dish. To get un cuffed he must first be locked back up and YOU hide the key. Secondly still tied you have him in a position to eat his cum. When finished untie him after telling him next release maybe New Years Eve but if he is a bad boy it will be 4months not 2months

 

tie him spread eagle face up on the bed. tell him he needs to lick you clean after you mount him. tell him he needs to lick up and swallow all your juices and his cum. He of course won't want to do it after he orgasms but nothing brings me back to submission faster than being "forced" to clean her up... I suggest you make it a rule that he needs to consume his sperm after every orgasm - this will condition him back into submission quickly.

 

After Ready your post a perfect plan came to my mind. This is one of those times where your Chastity relationship can be tested to see how serious he really is about being Locked and Serving you this is something my Mistress has done to me.

Take him out to a very nice restaurant for his birthday. You order everything starting with a simple salad. Than pass him the key and a small container and tell him to “ Go to the washroom and get his salad dressing” if he follows through with the task make sure he cleans up all his salad. Keeping him unlocked for the evening and giving him an other orgasm at home ( how you choose) before relocking in the morning.
If he doesn’t follow through you could give him a birthday strapping at home and keep him locked. If he doesn’t follow your directions you’ll need to discuss the future of his LockUp.
Good Luck @Miss stacy

 

Like a few have said, he should absolutely clean up his cum. I like the idea of keeping him locked 4 months instead of 2 if he refuses to eat it. Perhaps doubling each time you release him. Eventually he'll willingly lick it up. My Wife has allowed me to cum while She rode me. It's such a turn on watching Her slide up to my face after I've cum and She tells me to lick Her clean.

 

Bind his hands behind his back have him collared and leashed and only let him cum by rubbing his cock on your boots then make him lick it off.

 

Add Biofreeze to lube and edge him for a while, break every 15 minutes and run a pinwheel over his cock and balls...... put him on all fours and ruin his orgasm into a cup of coffee, or on a small “birthday cake” which he must consume..

 

When I was kept chaste for longer periods (1-3 month) I really got into the submissive state, and I started to really enjoy chastity and to feel her power. When I had an end date (like my birthday) I secretly hoped that she would decide to not let me cum. Because I knew that I would change after cumming. I wouldnt care about chastity anymore.
After a month of chastity, it feels a bit like you have a crush on someone. You got butterflies in your stomach

Of cause I wanted to cum, badly! But I didnt wanted her to let me cum. I wanted her to be mean, I wanted her to abuse her power. I hoped she would just wait until the end date of my chastity, just to edge me for hours and then tell me "sorry, but I decided to not let you cum". Of cause I would have begged, but secretly I would have been in total love with her! In such moments, you can really feel the power in the air!

In my mind, I would make fantasies of her telling me that I cant cum at my birthday, but she will let me cum on my next birthday! Wow, that would have turned me on so much! It would have been totally scary, but still so cruel and hot!

And that is the paradox of chastity. I enjoy the feeling of chastity, I enjoy the feeling of having no control, I enjoy the cruelity of her, I love her abusing her power to make me go way over my limits, just for the fun of it. But I cant ask her for that. I cant ask her to not let me cum on my end date. I cant ask her to make me go longer and longer. Because that would destroy the "magic". I want it to be her idea, her decission. And so I were very often in the situation that I was allowed to cum, but somehow I really hoped she would say "no" in the last second. I tried to delay my orgasm as much as possible, to give her the chance to say no. Its really paradox what happens in a chaste mind. I was afraid of the after-orgasm state, of loosing all my chastity, of being free of her power.

So ifhe asked you to be meaner, maybe he has the same things in his mind as I do? Maybe he would really like you to not let him cum? And that his only way to "ask" for it.

 

There was a time I my life where I was only allowed to cum on the floor in front of my wife who would then watch me lick it up, no hands allowed. It was a very DS thing that we both got something satisfying from.

 

My lady let me ruin my orgasm on a small birthday cake en have me eat it indeed. It was her birthday by the way. It was a wonderful experience!

 

handcuffs behind his back till he’s cleaned up enough to your satisfaction (0:

 

Mistress uses a collar with my cuffs chained to it. That keeps my hands out of the equation and I am only left to get off my rubbing against something or begging Her to help release me. That usually happens into my doggie bowl. THe worst part is afterward, She doesn't free my hands or lock me up until I am able to return to an erect state. Then She locks me up and denies me.

 

sounds good and hard at the same time lol

 

Cuff the hands behind the back. Submissiveness can only follow from here.

Another vote for making him consume his ejaculate. Perhaps adding some fantasy ritual to the 'event' by making him BEG to eat it before his orgasm is allowed.

"Do you want to cum? Ask me to cum. Not good enough. Beg me to cum. Well, that will be messy, maybe I should make you eat it. Beg me to lick it up. No, really beg me. If you want to cum, you have to convince me that this is what you want."

Try and time it so that he is in a round of begging to eat his own cum when he ejaculates.

Now every second he waits to clean his mess is going to be that much worse. You can decide how long you let it go before you make the ultimatum, "You'll stay in those cuffs until you clean that up and are back in your cage."

 

Sounds like you have a great plan, and something that works for both of you. Well, you primarily! LOL.

I do hope you let us know how it all turns out.