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Page 8 of How May I Please You

“Do you trust me, Journey?” I ask

“Yes, Sir,” she replies. “With my life.”

“Good. I want your trust to be bigger than your fear. You have to trust that I would never hurt you more than you desire, and that I will always stop if you demand it. You are in control, Little Devil. I’m about to push you to your soft limit by inserting a butt plug. When I say, I want you to take a deep breath, and when you do it, I need your trust to overcome your anxiety—trust that I won’t hurt you, and trust that I will stop for you. Do you understand?”

Journey doesn't hesitate. “Yes, Sir. I’m ready.”

“Good girl. Now, take a deep breath.”

When I hear her suck in air, I slowly push the lubed butt plug inside of her. It’s a tight fit for sure, but I’ve lubed the toy and her hole so much that it slides in without much of a fight. I watch in satisfaction as the toy settles inside of her, fitting snugly just as it should.

“You’re such a fucking good girl, Little Devil,” I say, smiling like a kid with a new toy. “Look at you. Fuck, I love you so much. You make me so goddamn proud. Tell me how it feels to have a plug in your ass.”

“It’s … new. It’s tight, but … I’m good, Sir. I … think I like it.”

“I knew you would, Baby Girl. I’m so proud of you … but that’s not all. I need you to scoot back all the way to the edge of the bed to relieve the tension on the leash, and put your face down on the mattress with your hands behind your back. Do it now.”

Journey does as she’s told while I go back to the drawer and grab a pair of handcuffs with a small chain attached to each one. I reposition myself behind Journey, and connect the ends of each chain to the loop on the butt plug, then secure the cuffs around Journey’s wrists. If she moves her hands at all, it will tug the plug, and just seeing her in this compromising position sends me into a frenzy. I can barely wait another second to be inside of her.

“Oh my god,” she says to herself, arching her back to get more comfortable.

“You’re doing so good, Little One,” I say as I step away one last time. “Now for the grand finale.”

I pull a magic wand vibrator from the drawer and use it to give Journey immediate relief from the new sensation in her ass. Flicking the switch, the vibrator hums to life and I press it against her clit.

“Holy shit,” she exclaims, and I know from the sound that she isn’t in pain. Journey is experiencing nothing but bliss and I fucking love it.

“Yeah? Tell me how it feels,” I say as I push my pants down and step out of them using my free hand.

“Fuck, Sir, it’s so good,” she answers.

“Good. Now tell me how this feels.” I step forward until my shins are against the mattress and push my cock all the way into Journey’s dripping pussy.

She sucks in a deep breath and tries to move forward, but the leash snags around her neck. She can’t run from me now. She has no choice but to take what I’m giving her. If she doesn't like it, she can say the safe word. Otherwise, I will fuck her into submission so that she never forgets to obey me again.

“You can’t scoot away,” I say as I slowly begin fucking her with the vibrator pressed against her clit. “You can’t use your hands to climb off the bed.” My strokes are long, going from the tip of my cock until I’m balls deep, giving her every single inch. “All you can do is take it, Little Devil. Your only option is to give in to me, belong to me, submit to me. I own you, don’t I?”

I speed up my strokes.

“Oh my fucking god,” Journey says, unable to control her words. “Fuck … yes … you own me, Sir … fuck.”

“That’s my good girl. Take it.”

I begin pounding Journey with my cock relentlessly. She has had time to get used to the plug, so I won't hold back any longer. I can’t. My cock aches for a release and I have to keep going until I have nothing left to give. I fuck her like a complete savage, pounding her pussy violently and making the entire bed rock against the concrete walls. Her screams only urge me on, telling me that this is what she needs. She doesn't need to be coddled or made love to. My Little Devil needs to be fucked hard, she needs my dick to put her in her place and I will not fail. This won’t end until she knows who she belongs to.

Sweat beads on my forehead and runs down my face as I keep going, my breathing labored. I slap Journey on the ass and revel in the sound of her scream, but I don't slow down. An orgasm slowly works its way up my body, starting in my feet before it reaches my torso and threatens to ignite like dynamite, but before I come, I need Journey to.

Without skipping a beat, I remove the vibrator from Journey’s pussy and turn it down to the lowest setting, then I place it against the loop on the butt plug.

“Oh fuck!” Journey shrieks, but she can’t move. She presses her face against the mattress while I keep the wand in place, vibrating the plug and filling her body and mind with all new sensations. Her voice is muffled by the bed when she yells, “My god! Oh my fucking god. What the … fuck … fuck … fuck, I’m going to come!”

“Yes,” I bark as my own orgasm is finally allowed its freedom.

I let go and stroke hard and deep until my orgasm detonates at the same time as Journey’s. The two of us shatter into a million pieces, our bodies convulsing and folding us in half as we are wrecked with pleasure. I come so hard that stars take shape in the corner of my vision and I have no choice but to stop moving and let it have its way with me.

Journey, on the other hand, goes limp until her body slides downward, unable to control herself any longer. I have to move out of the way and let her body slide off the bed and stop at my feet, barely able to keep herself upright as she quivers. She leans against the bed with her face glued to the covers while I lower myself onto the floor so that I don't collapse from over-exertion.

That’s how we stay. Me, on the floor, panting up to the ceiling with my eyes closed—Journey, sitting limp against the bed with her hands cuffed behind her back and a plug in her ass. Neither of us move. Neither of us can. Neither of us want to.




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