Page 64 of Crave Me
“Need to stop?”
She inhaled a heavy breath, shook her head, and exhaled. “No. I’m okay.”
“You’re perfect.” I pulled out my finger and smacked her exposed ass. Then I spanked her again, three more times until her ass was red and warmed and she was whimpering. “Such a naughty little girl, aren’t you, Chloe?”
“Only for you, sir.”
Best four words, ever.
“Good.” I picked up the plug, spinning it to check for chips. It was new and should be perfect, but it was important for me to always ensure anything I used on her was clean and working properly.
“It looks really big and heavy.”
I grinned at her. “It is. You’ll love it.”
“I’m not so sure you’re right, sir.”
“Then let’s be clear.” Certain the plug was clean and not chipped, I drizzled lube over it, talking to her without looking at her. “I’m going to plug your ass. This is glass, and it’s heavy. You’re going to feel full and I’m willing to bet another whipping with my belt you’ll want to come before I get it all the way in. Then, while your ass is full, I’m going to fuck your pussy. You’ll keep your hands wrapped around those bars until I tell you to remove them and you’ll scream so loud the neighbors may just call the cops. Understood?”
A smirk appeared on her face. “When you put it like that, it’s hard to say no.”
“Then don’t.”
It wasn’t a command. I’d stop if she safe worded but she wouldn’t. Anal sex was taboo and good girls assumed only sluts and whores took it up their ass. But the ass was also filled with hundreds of nerves so orgasms were more powerful and lasted longer when done correctly.
“Here we go.” I knelt on the bed closer to her. With my free hand, I ran it up and down her inner thighs and beneath them, warming her ass, which was already losing the red coloring from last night’s spanking. I continued rubbing her, soothing her, brushing a finger across her pussy as I moved so I kept her on the thin edge of relaxed and horny as hell.
When her muscles relaxed and her breathing evened, I pressed the tip of the glass against her hole, covering both with more lube. “Remember what I said, relax and bear down. It will only hurt for a second and then be ready for me to fuck you into next week.”
She laughed softly but gave no other response.
“There you go,” I crooned as I massaged the plug into her. When she tensed, I ran circles around her clit. “Focus on my thumb,” I said, looking at her and watching her reaction. “Focus on the pleasure, it’ll help with the pain.”
The trick with making anal sex enjoyable as anything else was to go slow the first few times.
“Simon,” she breathed, her lips parted. Her eyes drifted closed and I tapped her clit, getting her attention.
“Eyes stay open.”
“It feels good, hurts, but doesn’t.”
“I know. Keep your eyes open.” I worked the flared piece of glass in further and watched her. “Bear down now, Chloe. I’m at the widest part.”
She groaned and cringed as I pushed, entering her slowly but with firm pressure. “I can’t.”
I stopped playing with her clit and drizzled more lube on the plug and her opening. “You can and you will. You’re so sexy like this. Pussy dripping wet, ass slightly pink from my hand. I don’t even have you bound, and you’re taking all of it.”
“You told me to hold on, sir.”
“I know. But you could let go if you wanted to. You must like this more than you’re letting on.”
Her eyes widened and I took her moment of surprise to thrust the plug in. She cried out and I continued spinning it in circles before pulling back on it.
“All in. You did great, how do you feel?”
“Full.”
I arched a brow and smacked her ass, tugging on the plug. “Excuse me.”
