Good Boy 26

It was Friday. He was working from home, having a pretty chill day, while mine at the office was an absolute shitshow--as usual. Fridays were always rough, but this one was something else entirely. We messaged throughout the day, like we always did, but near the end of it, I had to call him. That wasn't part of the usual routine.

"Fucking incompetent assholes and their inability to follow directions!" I snapped, not bothering to hide my frustration. Then I lowered my voice, sharp but deliberate. "I want you to shower. Get yourself cleaned up. Then go to the wardrobe--there's a little white bag in there. I want you to wear what's in it. Then get dressed. I've made a dinner booking for six."

I ended the call quickly, barely giving him time to respond before diving back into the chaos at work.

Later, he told me how fast he moved. How he found the white bag tucked away in the corner of the wardrobe. Inside was a brand-new black lace set--and a small plug. The moment he saw it, his body reacted. Just the way I knew it would.

When I finally got home, I was still tightly wound. But he was ready, dressed, waiting. I showered, scrubbed off the day, then slipped into a black dress that clung to my ass like it was painted on. My hair was big and wild, cascading down my back. I disappeared into the bedroom to do my makeup and came out holding a suitcase.

"Let's go, babe. Don't wanna be late."

He followed without a word.

Dinner was at one of our favorite spots. We chatted, laughed. My foot found his leg under the table, lazily rubbing against him. He was fidgety--nervous, aroused, unsure what was coming next.

"You look great tonight," I said casually, then added, "Are you wearing my special gift?"

He shifted in his seat and slid his shirt off his shoulder just enough to reveal the delicate lace strap.

"Good boy."

I pulled out my phone, tilted the screen just so he could see, and opened the Lovense app. Our eyes met. My smirk gave everything away.

"I don't want to be distracted while we're eating. Think you can handle strangers playing with your ass?"

I set the link live, giving anonymous users two-minute windows to control the toy before it reset. He squirmed in his seat. Dessert was almost there, thank god--he wasn't going to last much longer.

I gave him a break on the short drive to the hotel. The tension between us was thick, the silence humming with anticipation. We took the elevator up, neither of us speaking. The room was high, with huge windows showing off the city skyline.

I made a point not to touch the curtains.

"Get those clothes off," I said as soon as the door clicked shut. "I need to see that pretty little set you're wearing."

He started undressing, but I was impatient--my hands were already on his shirt, unbuttoning, revealing the lace bralette that clung perfectly to his soft skin. His cock was already hard, barely restrained by the lace panties.

"I want you by the window so everyone can see you dressed like a sissy."

I led him over, firm and purposeful, pressing my body into his back as I kissed him hard. His skin was warm, flushed. My hands roamed--tracing the bralette, tweaking his nipples, teasing his neck. His cock was pressed against me, rock hard and desperate.

I pushed him onto the chair by the window and climbed up, one foot braced on the backrest as I lowered myself, pressing his face between my thighs.

"Let's get that mouth to work," I murmured.

His tongue was hot, insistent, circling my clit with practiced precision. I felt myself slipping too quickly, so I pulled away, dismounted, and cast some gay porn onto the TV. A twink bent over a desk, ass in the air, getting eaten out by his boss.

"No touching," I warned. "I'll be right back."

I grabbed the suitcase and disappeared into the bathroom. When I came back, my hair was up in a high ponytail, and I was wearing a leather strappy bodysuit with a small strap-on already in place.

"I know you want my cock," I said playfully. "But I want to hear you beg for it."

I pulled him to his knees in front of me. He looked up, eyes wide with desire.

"Tell me how badly you need it."

On the TV, the twink was moaning, hips grinding against his boss's tongue. I caught him glancing over, pupils blown.

"You want to be bent over like that fag, don't you?"

I didn't wait for an answer. I pulled him up, bent him over the edge of the bed, and pushed his head into the mattress--angled just right so he could still see the TV. My cock rubbed against his ass as I explored every inch of him. I traced his chest, his cock, his balls. Slid my hand beneath the lace and found the plug still buried deep inside.

He arched the moment I touched it.

I pulled the plug out slowly, dragged the lace back in place, and ran my tongue over his panties. His breath hitched. I pulled his hips back and stroked his cock through the lace--soaked now in pre-cum.

"You need to be fucked," I growled.

I slid his panties to the side and pushed the strap-on inside him, all the way in on the first thrust. He took it so well, so easily, I couldn't hold back--I fucked him hard, relentless.

But I wanted more.

I pulled out, replaced it with a larger plug, and reactivated the public control. His body twitched with every buzz.

I stood in front of him now, with a bigger, flesh-colored dildo strapped on.

"Open your mouth like a good little slut."

He did, and I fed it to him, one hand on his head, the other pressing the plug inside him. His moans were muffled around the thick shaft. He was dripping.

I pushed him onto his back and dragged him to the edge of the bed. I ripped the lace panties off, yanked the plug out, and looked down at him--sweaty, flushed, needy.

"Ready?" I asked, not expecting a real answer.

I stuffed the panties into his mouth and lifted his legs onto my shoulders. Gripping his arms at his sides, I pressed the tip of my cock to his ass and paused. He relaxed. I teased him with shallow thrusts, pushing in just a bit, then pulling away.

He writhed, desperate for more.

But I wasn't finished playing.

I slid the strap up and rubbed it against his cock, watching the tension build in every inch of his body.

"I think the city needs to see you again."

I pulled him to his feet, propped one leg up on the chair by the window, and spread his ass. The thick strap slid in deep. His body opened up around me, eager.

One hand gripped his chest, pinching a nipple, the other stroked his cock as I fucked him harder and deeper.

He was shaking.

"Cum for me, sissy. Show everyone what a good boy you are."

His body tensed, his cock pulsed, and he came--right against the glass, breath fogging the window.

I slowed my pace, drew it out with deep, purposeful thrusts until I finally pulled out. He was trembling.

I turned him around, pulled the panties from his mouth, and grabbed his jaw, kissing him hard.

"Go clean yourself up," I said.

And he did--legs wobbly, eyes glassy, heart still pounding. Just the way I wanted him.