I quickly became frantic and panic-stricken. "Please not so hard, I can't stand it! It hurts horribly!" I begged. But this only seemed to cause her to spank me even harder and faster. We're not supposed to like it " We're not supposed to be able to stand it. It's supposed to hurt HORRIBLY. Spankings hurt."
PRISSY…I’M WAITING WHY DO YOU HAVE A WET SPOT ON YOUR PANTIES???? Are you lusting?? Don’t lie…you whine about wearing the crotchless panties and I relented and let you wear a full covered panty and now you soil them…NO..NO..begging and curtseying will not get you out of this…you have promised not to lust…WHAT MY FAULT??? Is it my fault you keep failing and losing your chance for a little dribbly squirt?? Do you think I’m too strict?? OH, not strict enough..LOL..well you are proving that..Ok so l’ll help get this lusting under control…first we’ll be upgrading your cage w/spikes..then we are back to the crotchless panties..and punishiments will be doubled and that’s not just spankings..LOL..yes chastity extensions…
What do you think??? Revisit this issue in three months??? More?? OH, now you curtsey..Five Months it is..LOL I guess you do want me strict.
I expect perfection…chores, uniform, and contolling your little clitty. ahh thanks for the nice curtsey..stop shaking or I’ll add bells..back to your chores Miss Priss.
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..
You lock it up. First it's plastic, because over time the resting state gets smaller. Months in, you switch to metal. At some point, there's a Prince Albert, to keep me secure.
You restrain me and blindfold me when you take it off to clean me, which grows to feel incredibly intimate. You say you want me to forget what my dick looks like out of the cage. I crave these moments it even though you smack my balls if I get hard, and use ice to shrink me when it's over.
My orgasms get rarer and rarer. At first, sure, it's a restrained hand job every couple weeks, but that stretches to a month, then six or eight weeks. You smear my cum on my face, then into my mouth. Sometimes you lick it up and spit it into my mouth.
You decide I should get pegged to cum from now on, and so I am. You caress me as you rail me, stretch me. You discover a dildo that tickles my prostate. I have a weird kind of orgasm that way -- I dribble cum, but I get no release. You tell me it's "medically sufficient" and so real orgasms get even more rare, as long as you make me "cum like a little bitch" every month or so.
Then you get creative. If I don't need a regular orgasm anymore, than you want to make them more significant. And you decide you want me to be afraid of them. You tell me that in six months, you'll give me the best hand job of my life, but that afterwards I'll get punished for it. I know you mean it. I know you know that after I cum, my tolerance for pain is low. I know this excites you.
The first time you set a date, it's been over a year since I had a real orgasm. I'm desperate to feel your hand around me again, to really get off again. But you tell me that afterwards, you're going to cane me, and I'll have no safeword. You tease me when you say this. You make me desperate for it, but also terrified.
The day comes and you tie me down, bent over the spanking bench. You kiss my lips and whisper your excitement into my ear. With your sex close to my face, it's easy to smell your own desire. The cage comes off, and I'm loose again.
You lube your hand and start stroking. A bit, then a break. A bit more, and a break. You cup my balls, gently, then firmly. You tease my ass. Delicate fingers on my glans, just enough to make me twitch. But then you start talking about how much you're going to hurt me when I cum. You tell me this is the new way, and you need to make it so bad I fear orgasms. You want me to beg you to never give me another one, and the only way to do that is pain. My animal brain doesn't care. My dick is throbbing. You squirt more lube and stroke the full length of me once, twice, three times, and I explode before you start the fourth. I'm immediately terrified.
You smear up the cum from the floor and feed it to me. "Eat it up, little bitch boy." You smile. "Now it's my turn."
There is no warmup. The strokes start strong and come steady, with suitable pauses between them, but continuing inexorably, rhythmicly, brutally. I'm in tears quickly. I'm begging. I'm pleading. I'm apologizing.
"Oh, I know, honey. But this is how you learn. You'll be very, very sorry when I'm done. But that won't be for a while, and then you'll know what your nasty little orgasm cost, won't you?"
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