Taking a deep breath, I looked back at him. It wasn’t fair of him to be wearing those thin joggers and nothing else. I could clearly see his dick imprint on them. His bare chest was covered in colorful tattoos, a neon canvas that I couldn’t tear my eyes away from.
“Yes, sir,” I said.
He put the metal nipple clamps and anal plug aside on the seat of his chair. His fingers were warm as they probed between my legs, pushing and spreading me. Slowly, experimentally, he buried a finger inside my pussy. The cold metal of his ring pushing inside made my breath catch, and I moaned, unable to formulate words as a second finger joined the first. He curledthem inside, pumping them slowly in and out.
“That feels so good,” I said. Then I added quickly, “Sir.”
“So youcanlearn. Good girl.”
Good girl. Oooh, fuck, that made me weak. My insides clenched and his fingers paused before withdrawing completely. A moment of unbearable anticipation passed, then something firm and strangely textured stroked over me.
“Keep being obedient for me, and I’ll make you feel so good you won’t be able to think straight.”
It was the alien dildo he was rubbing over me, coating the silicone in my arousal before he pressed it inside. It was narrow at the tip but quickly widened, its curved shape feeling entirely foreign. One side was smooth, but the other side was textured with little raised bumps, like suckers on a tentacle. It crawled over my nerves, the strange sensation making me squirm as he pressed it deeper.
“How does that feel? Have you ever used a dildo like this?”
“It feels weird. It feels…ah…” I caught my breath as he pumped it in and out, taking his time, letting me feel every unnatural inch. “It feels good, sir…the bumps…”
“You’ll be riding this while you play the game,” he said. A few more deep thrusts and he withdrew it, leaving me shifting back and forth with the need for more. There was a soft click, then a drip of something slick and cold landed between my cheeks.
“You’ll have this plug inside your ass too,” he said, reaching for the anal toy on the chair. He spread more lubricant around it, using his finger to coat the surface. “Don’t worry, I’ll take it slow. But I’ll need you to be a good girl and open yourself up for me. You can kneel down and bend over the bed if that will be easier for you.”
Easier, he said. Yes, certainly easier to die from humiliation in that position. But I was trying to be obedient, and it wasn’t as if he hadn’t seen me naked before…
But not like this.
I sank to my knees so I could crawl to the edge of his bed and bend over it. His blankets smelled fresh, like they’d just come out of the laundry. But his scent was still there too — sweet, subtle, and musky. I hadn’t realized I missed that scent until it was flooding my nose again.
“Hold your ass open for me.”
My face was on fire as I reached back and held my cheeks apart. I buried my face against the blanket, internally cringing at how exposed I felt. But Jason reached up and gave my collar another tug. “Keep your face up. Don’t hide yourself. I know it’s hard, but you can do it for me, can’t you?”
My feet kicked lightly in protest before I managed to say, “I can do it, sir.”
His finger swirled over my puckered entrance, spreading around the lubricant before pressing inside. I resisted the urge to muffle my groan in the blankets, pressing my lips tightly together. But as his finger kept probing me, the sounds came out — whimpers and barely restrained gasps.
“There you go. Loosen up for me.” His voice was soft and calm, soothing as his finger was replaced with smooth metal. He took his time, the fullness building slowly, my body stretching to accommodate the intrusion. “That’s my good girl. Almost there.”
The plug settled in to sit tightly inside me, and I groaned, my muscles clenched around it to keep it in place. Jason pushed my hands aside as he gripped my ass, inspecting his handiwork.
“God, that looks so sexy,” he said. “How does it feel?”
“So full,” I whispered. “I don’t think I can fit the dildo inside me too.”
“Sure you can,” he chided me gently. “You’re going to have to get used to having both holes stuffed anyway, Jess. You won’t always be taking us one at a time.” The bed creaked as he leaned against it, blue eyes locking me in an icy stare as he tugged mycollar to turn my face toward his. “One of these days, Vincent and I are going to take you together. Think of this as practice.”
My eyes must have gone absurdly wide at the suggestion, because his mouth spread into a grin. “Oh, you like that idea, don’t you? I wonder how many times you’d come with both our cocks fucking into you, stretching out these little holes. And speaking of orgasms…” He pulled me upright, holding me tight against his chest as my bell jingled. “I wonder how many of them it takes to make you cry? I guess I’ll have to find out for myself.” His hand traced the neckline of my dress, teasing over my cleavage. “You’re stuck in this?”
I nodded, then gasped in shock when he took the frilly bodice in his grip andripped. The cloth was thin and tore easily, leaving my breasts laid bare. I wasn’t wearing a bra, and he tugged lightly at my nipple piercings before he carefully began to remove the jewelry.
“Jason…Jason, please…” I wiggled against him as he set aside the jewelry and reached back for those vicious metal nipple clamps. I didn’t know what exactly I was begging for, only that I desperately wanted to. “I’ll be good. I promise I’ll be good…”
“I know,” he said, widening the clamps. “But you like a challenge, don’t you? You’re going to sit at my desk, with your nipples clamped, your ass plugged, and that greedy pussy of yours riding a dildo, and you’re going to try your best to win. You’re not going to let this distract you, are you?” I shook my head, a whimper bursting out of me as he attached the first clamp.
The pinch was so tight, sharply painful, igniting the trail of nerves that seemed to lead straight from my nipples to my clit.
“I won’t let it distract me, sir,” I said, taking slow deep breaths as I adjusted to the new stimulation.