“You’re not going anywhere, Avery. This perfect little ass is going to get spanked,reallyspanked. I want you to remember that your boss punished you for your sass every time you sit down today and that if you’re naughty, he won’t hesitate to do it again.”
“Yes, sir,” I cried, my voice trembling as the sting from his hand morphed into heat.
Another smack landed on my other cheek, harder this time. I yelped at the pain, my fingers digging into the wood. He didn’t pause, raining blows across my bare ass in a steady rhythm, each one harder than the last. The pain built with each smack, my skin growing hot and tender, but beneath the pain, a strange warmth spread through me, intensifying the lingering pleasure from my orgasms.
After perhaps twenty really stingy smacks, he paused, his hand gently rubbing my heated cheeks. “I’m proud of you, baby. You’re doing so well for me.”
I moaned, both from the tenderness of his touch on my sore ass and the praise in his voice. My pussy was still wet, still needy despite the punishment.
“Please, sir,” I whispered.
“Please what? Do you want more?”
“I don’t know,” I admitted honestly. “It hurts so much.”
“But you can take more, can’t you? For me?”
I nodded against the desk. “Yes, sir.”
“Good girl.” His hand left my back, and I felt him reach for his belt. The sound of leather sliding through loops made my heart race. “This is going to hurt more, Avery. But you need this, don’t you? You need to know your boss will punish you when you’ve been naughty.”
“Yes, sir,” I whispered, tears pricking at my eyes from anticipation and my already scalded ass.
He folded his belt in half, the buckle clinking softly. “Hold onto the desk. Don’t let go. If you do, I’m going to have to start over and you’re not going to want that.”
My fingers gripped the edge of the desk more tightly, my body tensing. The first lash of the belt across my ass made me cry out, the pain much more intense than his hand, almost like an arc of fire spanning both cheeks. He didn’t wait, bringing the belt down again and again. Each stroke made me jump and gasp, my ass on fire now, the pain overwhelming me.
Tears slipped down my cheeks, though I tried to stay quiet. At some point, I lost count of the strokes, lost in the pain and the strange, shameful pleasure that accompanied it. Just when I thought I couldn’t take any more, the belt came up between my legs, the leather slapping against my wet pussy with a sound that made me gasp.
“Aiiyyy!” I cried out, the shock of pain and pleasure mixing in a confusing swirl.
Two more quick strikes landed on my sensitive pussy, each one making my clit throb and my pussy sting. Then the belt stopped, and I lay there trembling, my ass and pussy throbbing, tears streaming down my face. His hand was gentle as he rubbed my sore cheeks, the touch almost making me cry more from his tenderness after he punished me so harshly.
“That’s my good girl,” he murmured. “All done now. You took that so well.You look so pretty with a bright red ass.”
I sniffled, trying to catch my breath. “Thank you, sir,” I whispered.
“You’re welcome, sweetheart.” His fingers slid between my legs, finding my still-wet pussy. “Still so wet. You liked being punished, didn’t you?”
“Yes, sir,” I admitted, shame and arousal warring within me.
He chuckled, the sound dark and pleased. “We’re not done, you know.”
I tensed. “We’re not?”
“No. You still have one more punishment coming, my little minx. I’ve spanked this pretty ass and this needy pussy, but there’s one place left that needs to learn a lesson.”
My breath caught as I realized what he meant. “Sir…?”
“You’re going to take my cock in that tight ass, and you’re going to thank me for teaching you what happens to naughty girls who roll their eyes at their boss.”
My heart pounded in my chest. I’d never done that before, never even considered it. The idea was shocking, but my body responded with a rush of arousal that surprised me.
“Please be gentle,” I mewled, half-terrified and half-excited. “I’ve never been fucked there before.”
“You don’t need gentle, Avery,” hewhispered, his fingers sliding from my pussy to the small, untouched hole between my cheeks.”You need me to fuck that tight virgin bottom, and you need it to hurt.”A finger pressed against my asshole, making me gasp. “I’m going to stretch you wide with my thick cock, and I’m going to fuck you until you can’t tell where the pain ends and the pleasure begins.”
He walked over to the other side of his desk, opened a drawer and pulled out a small plastic bottle. He walked back around, stopped behind me for a long moment, and I fidgeted, nervously waiting for what came next.He spread my cheeks apart and held me open to his gaze for so long, I wanted to cringe from the embarrassment. Then I felt the cool drizzle of lube between them, his finger massaging the tight ring of muscle. I squirmed, the sensation strange and intense and entirely foreign. No one had ever touched me there before and it felt shameful and wrong, but with him, somehow right.