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i like making my boy stick his tongue out so I can give it a little smack with my strap before it goes down his throat.

Enter gently from the rear

Could you do Sydney Sweeney with pegging and chastity please

Hmm... that's a good request.

You lost yourself for a minute as you stared at Sydney. It was still kind of surreal to be here with her... again. She used to call you only a few times a year. Inspect her chastity cage, then fuck your ass for hours. Then when you woke up, she would be gone.

This time though, she'd called you up again a few days after your last 'session' with her. She got interrupted by call and had to leave you unfinished.

You got quite nervous when you got that call from her so soon, this your body still got crazy hot and now that you stood there in a hotel with this bombshell of a woman you were trembling with nerves.

After you entered you found in her elegant black dress looking just absolutely stunning. The dress put her ample assets on display which made your caged up dick more that excited. It throbbed and ached in its cage. The keys were hers. The only orgasms you had were given to you by her.

"I'm glad you came." She spoke up, breaking the silence that had taken a hold of the room. She took a step or two away from the windows, grabbing the curtain before pulling it close, her now only dimly lit by the few lights in the room.

"Of course, Miss Sweeney." You replied, remaining polite even through your nerves. Even though you'd been here plenty of times before. A sweet smiled formed on her face.

"Always so sweet and polite." She noted as she walked toward you. She placed a hand on your cheek, gently caressing you. Her eyes darted up and down. "and so -fucking- submissive." She purred sending a rush down your spine.

She took another step closer then she pulled you in for a kiss. You froze on the spot. She had never kissed you before in any of these hookups. You were just a little fuck toy for her.

It didn't take long for you to be swept up into a passionate exchange. Sydney kept her lips planted on yours as she started taking off your clothes. You helped her out and soon you were naked and being shuffled toward the bed. Sydney's hands were all over your back and your ass before she pushed you onto the bed leaving your breathless.

There were something in her eyes beside the usual hunger. She usually would make a little show when taking off her clothes but this time she rid herself as quickly as she could revealing her naked perfection underneath.

Your cock strained as you watched her. She crawled onto the bed and she laid her body against yours and started kissing you again. Your heart was melting quickly and she turned your brain into mush.

Sydney pulled off again after a while, chuckling as she saw the lovestruck expression on your face.

"Miss Sweeney?" You spoke up softly as she stepped away to slide into her harness.

"Yes, my pet?" Her words made you shudder. Another thing she had never called you something like that before.

"I.. uhm.." You tried to look for the question that had just escaped your brain as soon as she turned around and you saw her cock dangling there ready to take your ass.

"Lost your tongue my sweet boy?" She teased you, stroking her toy for you. Your mouth was still open but you still couldn't speak.

"Turn around." She commanded and your body obeyed without thinking. You felt Sydney get onto the bed with you. then her strap found its way onto your ass and like the well trained little slut you were it easily spread you open and filled up your boy-hole.

"Oohhn.. God..." You moaned as inch by inch entered your ass until you felt her deep, deep inside you. Her body leaned over you and you felt her breasts press up against your back. You groaned as her toy was lodged inside you.

"To answer your question. I want you to be more than my occasional fuck toy. I want you as my submissive." She whispered, your whole body started shuddering as you felt her warmth breath on your neck.

And hand traced all the way down your spine before she used both hand to grope your behind.

"Unless you object to that idea." She added, slowly pulled her strap back out as her hands now slid onto your waist.

"Nnnoo... Miss Sweeney." You moaned.

"I didn't think so. I molded you to only cum by my strap, didn't it?" She playfully mocked you, slowly pushing her length back inside you till she was buried inside you to the hilt.

"Nngg.. y.yes... I am your little slut, Miss Sweeney." You purred in between moans and whimpers.

"Yes.. you are." She said with a growl. Her fingers dug into your skin and she suddenly started pounding you hard and fast like she always would. But with all that had happened it felt different.. better... so much better.

You heard her grunting and cursing at you as she drilled you.

"You are mine.. all mine." She growled in between powerful thrusts sending wave after wave of pleasure through your submissive body.

"Yes.. yes!! I'm yours!" You cried out back to her. Crying out when she smacked your ass.

"Shut up you little bitch. Shut up and take my cock!" She spat back at you melting you brain even more. Long deep, sultry and slutty moans coming from your lips.

"That's it baby. I want to hear all your whorish little moans." She encouraged you, giving you another little smack for good measure.

She kept fucking you hard until you screamed out in a orgasm that hit you like a fucking tidal wave. But Sydney did not even slow down for a second. She just laughed.

"Yes!!" She yelled at you as you let out the sluttiest moan she heard all night as she fucked you through your first orgasm of the night and it wouldn't be your last. She drained your balls dry and fucking you till you yelled out your safe word when your body couldn't take anymore.

You fell asleep in her arms like you always had and come the next morning. Your heart fluttered when you opened your eyes and found yourself staring at her face, she was still sound asleep and look so peaceful.

Your dick started throbbing away as happiness overflowed inside you.

She stayed this time.

You really were her pet now.

She found it alright!

Perfectly stated!!!

It may start out as curiosity or a kinky little game for him. He may even buy a cage for the two of you to try. The beauty is in doing so, he cannot comprehend the Pandora’s box he is unleashing upon himself. Ladies, he is literally giving you the keys to the greatest gift ever; his absolute devotion to you.

You will have to wait until the novelty wears off, perhaps a month or two, but it’s well worth the wait. You will know it’s your time to act once you notice he is no longer as interested in playing with chastity, or putting on his cage unprompted. When they day comes, plan a night out. Dress in your sexiest outfit and before leaving the house, hand him the cage and firmly tell him to put it on while you watch. Once he does so, have him hand you the key and tell him “this key is now mine,” and never give it back to him.

Go out for the night and enjoy the evening together. When you get home, tease and edge his cock, have him lick and finger you to an amazing orgasm, and thank him for a wonderful evening. When he asks about his own orgasm, tell him he will not be cumming for a while. He is going to be confused and frustrated, so give him love and assure him that he is not in trouble or being punished. Simply explain you have been reexamining chastity in your relationship, and have decided to take ownership of his cock and sexuality moving forward. **Ideally, you should already have a signed chastity contract from when you first decided to explore chastity play. This would be a good time to tell him you have simply decided to enforce the contract permanently. (If you do not have one, you need one.) 

At the end of your evening, basque in the afterglow of your orgasm and your victory. Enjoy the joy and comfort of his throbbing cage gently patting your ass as you fall to sleep.

Unf! I miss the burn.

Locked: 10 days

Last orgasm: 11 days

It takes me about two weeks after an orgasm to reach the zone of deep devotion to my mistress. When I get horny in the first two weeks, my mind seeks another release. After that, my longing fades and I truly focus on pleasing my mistress, which, when successful, leaves me satisfied as well as horny in pure bliss. In this state, her control over me intensifies: A nipple flashed, a toe wiggled, or her tongue flickering across her lips is enough to send me all over her until she pushes me away, glowing with pride to be the object of such pure desire. So while I didn’t complain about the weekly orgasms my mistress granted me lately, I still asked her to extend my next release.

Last night, she ordered me into bed early. We started to make out. I sucked her nipple while pinching the other. Eagerly, I planted light kisses down her body, but she pulled me up again, grabbed her cock and placed the tip against her moist pussy.

„Mistress,“ I said, „if you ask me to enter you now, I will be finished in two minutes. Please don’t embarrass me.“

She sighted and let go. I grabbed one of the benzocaine-filled condoms I kept next to the bed and put it on. Luckily for me, she now allowed me to go down on her so that the condom could work its magic while I licked my mistress to her first orgasm. After she came on my face, I kissed my way slowly up her body and entered her. Her cock was numb enough so that I could push hard and fast, letting my lust run loose. Quickly, I turned her around to fuck her doggy style, my favorite position. My mistress seriously gets off on it while I only get light pleasure out of it and thus can go on until she is fully satisfied. I took her as hard as I could, feeling an orgasm build. I realized if she ordered me to ejaculate, I would cum at her command. My mistress however was too caught up in her own lust to waste any thought on her sex-slave.

Finally, she pushed her self off her dick and collapsed on the bed, breathing heavily. I wasn’t done yet however, massaged her back until some strength returned, then entered her again with her legs up my neck. She didn’t last long, then pushed me away with her feet and crawled to her side of bed.

„But I didn’t cum yet,“ I said playfully.

„Ooh,“ she sighed. „Oh no boy, you are not coming today.“

„Please mistress,“ I begged, convinced now she would deny me.

„After that performance, you won’t cum for a long time,“ she said, her eyes already closed.

Happily, I spooned her and we fell asleep. Well, my mistress slept. I woke up several times, cock hard and pressed between our naked bodies, enjoying being back in my happy zone at the mercy of a satisfied mistress.