"But where would be the fun in that?" my girl Shania asked with the most shit-eating grin I have ever seen on anyone's face. I pleaded and pleaded with her, but she just kept brushing her hair in her lingerie and didn't budge. Needless to say, she looked drop-dead gorgeous as she was dolling herself for the evening.
She wore a lacy red and black corset brasserie that rounded up her huge breasts on the air, lifting those perfect globes of her bosom to dominate my vision. She didn't need to look back at me to know I was staring. With a playful voice, she addressed me once more,
"You know that I could cancel my date and stay in with you. Maybe even let you play with my boobs a little? Wouldn't you like that, my little pet?" she said and after a significant pause turned her eyes to me and went on, "You only have to say the words. Ask me to set you free!"
As if the message wasn't clear enough she grabbed her necklace and jiggled the key of my chastity device that was hanging on her neck. Not waiting for a response she rose from her chair and leaned into her mirror. Checking her makeup for any faults. With straight legs and a bent waist, her big round ebony tushy was pushing straight at me. I literally drooled at the sight. Her panties matched the bra and were buried deep into her buttcrack. The roundness of her ass was a testimony to the countless hours she'd put into her cheerleading exercises.
My dick was pinning against the tiny metal bars of the chastity device Shania had locked on me on my birthday two weeks earlier. The poor thing was fighting to expand in its prison. But the effort was useless. The device kept my erection at bay with ease. With my smallest baby boy voice I tried once more to negotiate with her,
"I'm not saying I won't do it. But please, Shania, you must realize that the thing you bought is far too big. We could go back to the shop and buy something smaller. Maybe I could try it if we got something similar to my own size."
From all our past encounters I knew she was not completely unreasonable and was more likely to comply if I chose my words with care and spoke to her as submissively as possible. But this time it was not the case.
"Silence! On your knees!" she exploded and when I failed to move fast enough she physically attacked me. With a strong grip on my hair, she pushed me down. I stumbled all the way to the floor but it was not what she had wanted. And suddenly, I was in a hurry to get myself up as she was pulling my hair hard in the other direction.
When I finally was standing on my knees she was more or less satisfied with my position and pushed my face into her panty-covered crotch with a purpose. Making my nose disappear into the middle of the triangle formed by her labium and strong thighs. All the manhandling on her part had surprised me and left me out of breath. Soon I was gasping for air as she was pinning my face against her sex. Trying to make it airtight.
"I told you bitch you are getting out of the cage the day you ask me nicely to fuck your virgin ass with my big strap-on cock. You seem to think that there is something to negotiate or bargain about it. I'm telling you one final time there is not."
she explained in an angry fit.
But I knew her well by now. If I was not incorrect there was some excitement in her voice as well. My nose and face were pressing against her pussy and thighs and she grinded herself on me. At that proximity, it was impossible to miss the evident smell of her juices. Her rant went on,
"And what's this nonsense about a smaller one? The sooner you get used to the idea that your girlfriend is hung like a horse the better. We most certainly do not need another tiny dick like yours in this relationship. If anything you should be thanking me for being considerate enough to make sure you will not be disappointed in your partner's cock size."
She was clearly amused by her last thought and not a second too soon gave me some relief. Easing up her grip and backing away a tiniest bit with her hips she let me breathe between her thighs. Even her words took a more seductive tone,
"What's the big deal anyway? You have never tried it; you might even like it. You have been such a good and obedient little boy for mommy the whole time you have been locked up that I promise to use plenty of lube and make it gentle."
"Um-huh," I muttered into her pussy considering it. When she put it like that, it didn't sound completely impossible. Day by day I was getting more desperate for a release. On the other hand, I was certain that even the tiniest mistake on my part and she could go full-on medieval with my ass. Shivers went through my spine as I thought about the size of the thing she had bought for me.
As if she was a mind reader just the short "Um-huh" and a subtle nod of my face against her crotch told her I was ripe for plucking. There was an opening on my guard and without a delay, she went for the kill. Kneeling in front of me she pressed her warm boobs against my chest and jaw. Lovingly embracing my upper torso and head with her hands. With an even gentler voice, she was selling the idea for me once more,
"Please, pretty please, let me do it. It would mean so much to me to see you submit in this manner. To be really mine. Women have done it for ages for their men. We could try it just a little bit?"
The weeks of cum boiled in my balls as I enjoyed the closeness. She kissed my lips while talking and even though her position was such that she completely towered over me she hugged me tight and made me feel especially loved. Then she was no longer on her knees but started to straddle me. My bound cock rubbed against her underwear and it was evident I would have a raging boner if the damn cage wouldn't be there preventing it.
There she sort of made love to me. Kissing me on my lips and dancing on my lap. Pushing her large boobs on my face every now and then. Then she pulled the other side of her bra down. Revealing first her brown areola and right after that the dark brown nipple. It was as I knew it would be, erect and large.
Even though we had been dating for months her boobs were not open game for me any time I wanted. She always rationed the moments I got to spend with those priceless things. So I did not need to be told twice to suck on her tit and I caressed it with my lips as if it was the best damn thing on the face of the earth. Which, it very well might have been as far as I was concerned.
As she nurtured me with her tit she ever so softly asked over and over again if I would let her do it. My own horniness made me moan and cry into her boob. Hopelessly I poked my hips upwards to her pussy only to be ever more frustrated by the fact that my unerect cock was completely unable to climax.
It was clear what she wanted to hear. And my blue balls were practically screaming at me to accept any terms that would bring the long-due sexual relief they craved. Her warm sexy body and tight embrace were comforting me at a level incomparable to anything I had experienced before. Lovingly she stroked my hair and her breast in my mouth became my whole world.
"Mmm-kay," I mumbled, never leaving her nipple. I must have been like a baby on its mother's breast. She continued to pat my head with a gentle hand and told me she knew I would come around. That it was only a matter of time, and she had known all along that I was going to break eventually.
What came next was blow after blow of additional demands from her that I gradually and somewhat reluctantly went along. Right after I agreed to do it she jumped off from my lap and cheered on my decision like only a cheerleader could. She was very excited and even clapped her hands. Rooting for the events to come.
Then she went through her wardrobe and after a while found what she was looking for. The more I opposed her idea the more she reassured me that it would be only proper for me to wear her old cheerleader uniform. After all, I was going to lose my virginity like a girl would. I did not appreciate it at all that she referred to the upcoming act as some sort of twisted role-reversal play.
She was just about to show me the "Mr. Hyde" side of her personality when I meekly and somewhat hastily assured her that I would try it. And once I had agreed to the dress-up she additionally threw in some frilly white panties and a well-padded bra. Both the bra and the old uniform were from the time she had not yet grown to her current voluptuous measurements.
The disbelief on my face was tangible when I looked at myself in the mirror. She didn't have a wig for me and we did not apply any makeup but from the face down I was more or less passable as a girl. The fact that my face remained the same somehow added to my humiliation. I could not pretend to be some sort of drag artist but it was definitely me. Just with a dress and pom-poms.
Shania jeered at the outfit. Telling me how I looked very fuckable indeed in it. Then she grossly groped my ass and slapped it several times under the short skirt. As I watched her greedy hand on my ass, I was forced to admit that my ass looked good. Little on the skinny side, but it had some pleasant roundness in it nevertheless.
"Oh, I'm definitely starting to feel it. I want to have you, baby!" she purred in my ear and humped me from behind. How would I like to hear these exact words from her if only she meant it in the traditional sense? Now it was just a mockery of my desires. Every push and pump of her wide hips slapping against me was a reminder of what she was planning to do.
Then she was off to her drawer in a search for the main instrument of my looming downfall. Pulling the harness out first she turned to me with a victorious expression. She made me put it on to her and was barely helping with any adjustments of the various straps and bands that were securing the garment onto her hips. Mainly she just focused on giving me instructions and studying my submissiveness.
"That's right. Make that a little tighter. We want it to hold once we get going!" she said and several other similar remarks. I quietly adjusted everything and secretly admired her beautiful dark skin and the curve of her hips and ass. One thing I didn't dare to look at was the metallic O-shaped ring right at the center of the harness. I imagined her clit to be somewhere right below the very same spot.
