A deal is a deal.
Brian's begging had become a nightly ritual. "Please, Chrissy, just once," he'd whisper against my neck, his hand drifting down my back toward the forbidden territory. I'd always gently redirect him, reminding him that some doors weren't meant to be opened without a key. He was a freshman, all eager enthusiasm and unearned confidence. He thought my ass was a prize to be won, not a gift to be given. I was tired of saying no.
So when he finally blurted out his desperate, Hail Mary offer—what if I did it to him first?—a slow, predatory smile spread across my face. This wasn't a compromise. This was a checkmate. "Okay, freshman," I'd purred, tracing his jawline. "Deal. But we do it my way."
My way involved a very specific online shopping spree. I bypassed the simple, flimsy harnesses and basic dildos. I needed something that would teach him a lesson he'd never forget. I settled on the Strap-On-Me Multi-Orgasm Bendable Strap-On Dildo. It was perfect. It was a strapless model, with a bulbous end designed to nestle inside me, pressing against my G-spot with every thrust. The external end was sleek and curved for his prostate, but the real prize was the small, flexible nub at its base...a clit sucker. To ensure it stayed put through the lesson I had planned, I ordered it to pair with a Joque SpareParts Harness, a beautiful, sturdy thing of black straps and o-rings that would lock the toy in place and make me look like a goddess of war.
The night of our arrangement, I left him naked and trembling on my bed while I prepared in the bathroom. Slipping the bulbous end of the dildo inside me sent a jolt of pleasure through me. It was a perfect, snug fit. I adjusted the Joque harness, tightening the straps around my hips and thighs until the entire assembly felt like a natural, powerful extension of my own body. The clit sucker nub rested perfectly against my pearl. I looked at myself in the mirror, my hips jutting forward, the deep purple silicone cock standing at attention. I felt a surge of power so potent it made me dizzy. This was going to be fun.
I walked back into the bedroom. His jaw literally dropped. The look of shock and a little bit of fear in his eyes was intoxicating. I knelt between his spread legs, taking my time to coat the external shaft with a generous amount of slick, cool lube.
"One last condition, Brian," I said, my voice low and steady. "If you cum from this, from me fucking you and nothing else, the deal changes. You never, ever ask me for anal again. In exchange, I get to do this to you anytime I want, wherever I want, no questions asked. You just bend over and take it."
He actually dared to chuckle, though it was shaky. "Deal," he said, his voice full of misplaced confidence. "There's no way that's happening. I'm a man of my word, Chrissy, but you're wasting your time on that one."
"We'll see," I whispered, and pressed the tip against his tight, virgin hole.
I was patient, but firm. I talked him through it, my voice a soothing contrast to the insistent pressure of my hips. "Relax for me, baby. Breathe out. Let me in." The moment the head breached his tight ring of muscle, he gasped, his whole body going rigid. I stroked his thigh, waiting for him to adjust. Then, I pushed forward, burying the shaft deep inside him.
The movement forced the bulb inside me to press hard against my G-spot, and I let out a soft, involuntary moan. "Oh, fuck," I breathed. This was going to be better than I'd imagined.
I started to move, a slow, deliberate rocking motion. With every thrust forward into him, the toy was driven deeper into me, the bulb grinding against my G-spot and the clit sucker flicking to life. It was a feedback loop of pleasure. The harder I fucked him, the better I felt, and the better I felt, the harder I wanted to fuck him.
I found the angle I was looking for. I shifted my hips and drove the curved head of the dildo directly into his prostate. His reaction was instantaneous and explosive. "Oh, GOD! Chrissy!" he cried out, his back arching off the bed. His cock, which had been limp with nerves, sprang to life, hard and leaking against his stomach.
That was it. The game was on. I let loose, my hips snapping forward, the Joque harness keeping everything perfectly stable as I pistoned in and out of him. The sight of him, this cocky freshman, completely undone and writhing in pleasure from my cock, was the single most erotic thing I had ever seen. The clit sucker was working its magic, a steady, rhythmic pulse that was building my own orgasm at an alarming rate. The dual stimulation was maddening, exquisite.
"Look at you," I panted, my own voice thick with lust. "Taking my cock so well. You love this, don't you? You love me fucking this tight little ass."
He couldn't form words, only desperate, high-pitched moans as he pushed back to meet my thrusts. He was completely lost to it, and so was I. The pressure inside me was cresting, a wave of heat building low in my belly. I reached down and grabbed his hips, pulling him onto me even harder as I chased my own release. My orgasm hit me like a freight train, a blinding, clenching wave that started deep inside and radiated out, making my thighs shake and my toes curl. I cried out, my movements becoming erratic as I pulsed and clenched around the bulb, the clit sucker sending me into overdrive.
As I was coming down from my high, I felt his body tense beneath me. "Chrissy, I... I'm gonna..." he gasped, and then he was cumming. His cock erupted, spurting thick, white streams all over his chest and stomach without a single hand touching it. It was a violent, full-body orgasm that left him gasping and shuddering on the sheets.
I slowly, gently pulled out of him, my own body still humming. I looked down at him—at the blissed-out, shocked expression on his face, at the mess he'd made all over himself. I unbuckled the Joque harness, the feeling of the dildo sliding out of me, leaving me pleasantly sore.
I tossed the harness aside and crawled up the bed to lie next to him, propping my head on my hand to look at him.
"Well, well," I said, my voice a smug, satisfied purr. "Looks like someone lost the bet."
He turned his head to look at me, his eyes wide with a dawning, horrified realization. He was a man of his word. The begging was over. And as I looked at my conquered, exhausted freshman boyfriend, I knew that my key to his back door had just been forged. And I was going to enjoy using it. Anytime I wanted, and anytime means anytime. [email protected]
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