My girlfriend decides to take a couples vacation. She tellse it's a surprise and I go without question, as I desperately need a break from serving her friends. On the plane ride I fall asleep.
A loud buzzer sounds, waking me up along with everyone other man on the plane. I'm strapped to my chair completely naked. I look down and see a small steel cage locked around my cock. The sounds of destress coming from the other men sound like they are in the same predicament as myself. The screen on the seat in front of me turns on. A beautiful brunette woman wearing nothing but a bikini bottom speaks.
"welcome to chastity island. Here, all women live in paradise as men serve. You will not be allowed to get hard, voice your opinion, or control your life. The lady's here have no dress code, where as you beta pigs must always wear your chastity cages. It's not like you have a choice. The cages are locked on. All of your wives and girlfriends are waiting off the plane. You are expected to treat every woman you see as your mistress, as they are allowed to use and abuse any man they want. For good behavior you may earn cock milkings, but bad behavior will receive swift and painful punishment. You are here for as long as your mistress wand, so be good boys!"
With that she blows a kiss, bounces her tits, and the screen powers off. The restraints are automatically undone and the men file out of the plane. The doors automatically open to reveal tons of women wearing varieties of clothes. Some wear fetish gear while others wear swimsuits or absolutely nothing. It's all designed to make them feel sexy and powerful while keeping us incredibly horny and denied.
My girlfriend finds me and orders me to kneel. She wears nothing but heels. She tells me to lick her ass while she speaks to another woman. I crawl behind her, noticing how the other men around service their mistresses, all looking horny and uncomfortable. I pull my mistresses ass apart and start licking the sweat off her asshole, feeling my cock try to get hard in it's tiny cage. I try desperately to ignore it and just think about being a good boy. This is going to be a long trip..
After the break Mistress G asked me if I knew what the best way to put a strap on was. I of course feeling a little cheeky said to have me put it on for you.... this was met with a stern look and a devilish smile.
'Dont move I'll show you' as I sat there and the realization of what was going to happen I regretted my comment.
Mistress G walked back in with a harness and an assortment of dildos one bigger and thicker than the next.
'Open' I knew instantly what she expected and opened my mouth.
'Dont you dare close it'
Nodding and watching as she took the smallest and started pushing in my mouth. All the way in. She laughed.
'I can see you've done this before'
Next size up, again a laugh.
This went on for another 2 sizes when I started gagging.
'That's better' was her words when she fed an 8 in red monster into my mouth.
'So you want to put it on me right. You think I'm gonna allow you to get close to touching me. Only men touch me not caged boys.... but I will allow you to help'
With my mouth still open she put the strap in the harness and then pushed it into my mouth. Mistress G had me gagging on her big red cock while she was doing up the straps. Wonderfully humiliating and seeing her in that stance and the power she dripped was mind blowing.
I was led still cuffed back to the previous spanking bench. This time however only my wrists and ankles were cuffed to it. I could still move around quite a bit. Luckily
Mistress G then kissed my forehead put her cock in front of my face and told me to kiss it.
Walking around to my exposed ass I felt the lube I felt her fingers and then all in one I felt the head of her cock stretching my ass. With the head in..... 'fuck yourself' without hesitation I moved back onto her cock as deep as I could. Her hand on my ass the other around the leash.... 'more' I went back further moaning 'more or I'll do it' that was the deepest fuck I've ever had.
Mistress G laughing at me as I moaned a groaned and laughed harder as I welped as her nails dug into my balls.
A rampant fucking of my ass started I could feel my full balls bouncing around I could feel Mistress G's nails digging into my back I could feel her power and authority seeping into my spine.
Then I could feel nothing just a gaping empty hole behind me.
Breathing hard drool pooling in front of me. My mental state questionable. I opened my eyes to see a flesh colored cock in my face and without hesitation started sucking it. 'Slowly her voice soft and gentle I slowed down and sucked realizing that it was a water bottle with a cock shaped lid. Feeling the cold water in my mouth making me realize that this scenario had been and hour and how thirsty I was.
Final 40 min.
Kneeling on the floor in front of Mistress G a bowl of water in front of me and her with a bottle of water in her hand.
MG: 'Thank you James this was fun'
j: 'Thank you Mistress Gail you're amazing'
MG: 'I know, drink your water'
I spent the next 20 min talking to her. How I felt what I enjoyed what she enjoyed how we felt the session went etc. A cool down if you will.
She then made the offer of helping her house slave clean up or being bound while he cleaned up.
In two minds about it. I chose ultimately being bound.
I quite literally have not had that much straps chains and locks on me ever. I was essentially mummified in a combination of leather and chain I lost count for the locks at 15.
Mistress G's house slave dutifully cleaned up and wiped down washed as I stared on unable to move an inch.
When he was done Mistress G called him over to me winked in my direction. Pull down your pants which he did... pink frilly panties and the smallest dick I've ever seen was on display.... look Sammy his caged dick is bigger than yours if you had a dick that size ( take note I'm not particularly well endowed I'm around average) maybe we could also find you a cage.
He bowed his head and nodded.
The next 30 min or so was unstrapping me. Showering getting cleaned up checking the welts putting cream on. When I was finally done. I met Mistress G in her powder room there were 2 cups of tea waiting.
She was a vision of calmness. We spoke for a while about how Jess and I were exploring and how Jess had made all the bookings and how long I'd been in the lifestyle. And how long she had been a professional.
As I was leaving she handed me back the envelope with my cage keys in I saw the seal was broken she laughed and said she was keeping one of the keys in case I came back, then she could make me really cry.
I laughed she laughed
I got into the car and checked the envelope and yes one of the keys was missing lol guess she knew she'd have a repeat customer...
Her Ladyship was waiting for you. Not a good sign.
Is it cruel or kind to ruin the male orgasm?
Ruined orgasms make little sense if the male is a dom. He gets pure enjoyment from it, it feels great, and afterwards, he will still be in the proper frame of mind to remain dominant. Nothing is lost in the process.
But what of the submissive male? He has been a good boy all week, so you decide that he deserves an orgasm. You remove his chastity device and tease him into a frenzy. At that moment, he needs to cum so badly, to the point where he would do humiliating things he probably wouldn’t normally do to achieve it. He is as submissive as he will ever be as you decide that you have teased him enough, and you send him crashing over the edge. The only problem is, his submissive feelings crash as well, as his body releases prolactin during the full male orgasm.
Suddenly, your good boy goes through a drastic change. He loses most of his lust for you, his owner, which inspired much of his subordinate behavior. He may even balk at being relocked in his chastity cage. What the hell just happened? He has been feeling so submissive to you but most of that feeling just got flushed from his system along with his semen. What he wanted, needed, maybe even begged for a few seconds ago is immediately regretted by you both. Why?
As a domme you will feel peeved by his sudden change in demeanor. You think his submission to you shouldn’t change just because of a momentary bodily function. Are you just a kink dispenser for him? He should be submissive no matter what. And you know what? A truly submissive male will agree with those thoughts, feeling guilty and disappointed with himself over it. His heart will be filled with dread and self doubt. He will regret having that orgasm just as much as you now regret giving it to him.
Not only does he enjoy serving and obeying you, he also loves the general feeling of being submissive. It is a part of him, a part of who he is, how he identifies himself, and he has just lost that. The release of prolactin ruins his submissive frame of mind making it hard for him to submit afterwards for a few hours, to even a day or two. He feels bad, but has no control over the process. But working in collaboration with you, as a team , it can be controlled.
The ruined male orgasm. Is it really ruined, or is it simply improved upon? After all, it is still pleasurable to him, just not as powerful and intense as a full orgasm. The important part is denying the prolactin release. If successful, not only will his submissive feelings remain, his horniness and lust which are pleasurable to him in their own right will continue (subdued) as well.
Are a few seconds of intense pleasure worth it in the end? Or is it better to trade that short burst for a much longer but still highly enjoyable experience? After all, he isn’t really gaining anything by orgasming. He is trading one pleasure for another, his submissive feelings that can last days for a quick burst of intensity that lasts only seconds, and ruins everything else.
We have decided that ruined orgasms will be the answer in the foreseeable future. It’s just better, for both of us.
How was your boss’s plan to get everyone back into the office 5 days a week going?
You tell me, you’ve been at her feet since 8am.
Assertive Young Ladies #4
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