Shake your bootie

“We had plans.” I tilted my head slightly and looked up to where the webcam perched atop my bed head, gazing at the lens through the strands of hair that had fallen partially over my face as though I could see right into his eyes. I was nervous, to say the least. Wanting to go through with it but a little wary, knowing the troubles I have had in the past, and especially of late.
We did. And we still do, there’s plenty of time.
His words appeared on the screen after a moment, and despite the fact his camera was being a fuckwit and not working, I knew he was smiling. I knew he was looking forward to this, had been ever since I suggested it in a moment of nutsery.

He gave me a present, you see. Well, he has given me several, actually, but this was one that a while ago I had expressed quite a desire in wanting. Now that I had it though, it made me nervous. It has been residing in my drawer, waiting in sex toy limbo for me to call upon it. I figured it was about time. Time to work through the issues I had been having lately with anal stimulation. It’s always been a double edged sword for me; a stimulation I love, but one that always proves overwhelming to the point I cannot handle it. I had been training myself, slowly, to get used to it and be able to enjoy it more, and I was making progress. Except at some point, I hit a speed bump, and slipped into reverse gear, dropping backwards. A mental block flew up until i could hardly take anything at all, and I stopped trying altogether. Until now.

My teeth sank into my lower lip, worrying it slightly as I took a moment, staring at my bed sheets intently as though there were some sort of advanced formula that needed solving. When I looked up again, I licked my lips and took a breath.
“I thought perhaps, because you gave this to me, that you’d like to … instruct me in how you want me to use it.”
Strip. The words appeared immediately, and almost as quickly, I backtracked.
“I mean instruct in the use, maybe not as far as what I’m wearing, you know. I mean, as long as you can see the toy, right?”
Strip. And get Ina, too.
Damn it. I ought to be more clearer sometimes. I sighed and slid from laying on my stomach to move up onto my knees. In my head I chanted a reminder about my health plan, the recent weight loss, reasoning I must look better than the last time I stripped completely for him. The shirt I had been wearing fell to the bed, quickly followed by the black and silver pinstriped bra I so loved. I moved off the bed to stand and remove my little shorts and panties, pulled Ina from her silken pouch, then crawled back onto the mattress, settling once more on my stomach.

Oh my. I love your breasts. Love the way they looked when you crawled toward me. Stroke them for me.
Without a word, I shifted, sliding my hands beneath my chest to drift my fingertips over my breasts. I cupped them and massaged them gently, waiting for further instruction.
Mmm. Pinch your nipples for me … harder. Very good.
Between forefinger and thumb I gripped the hardening tips and pinched gently. A soft moan escaped me as pleasure sparked, turning into a groan as I pinched harder and twisted as he watched, pushing my breasts together as they overflowed my cupped hands.
Raise your arse up, so I can make sure you’re naked.
I made a face, then slid my knees up toward me slightly and raised my bare tush, arching my back and shaking it back and forth slowly, teasingly. Even I know my arse looks great like that, and more importantly I knew he loved it.

Very, very good. Pick it up, and tease your lower lips with it.
My fingers curled around the small silicone toy, and slowly I dragged it down my arched body and rubbed it over my already soaked pussy. As nervous as I get at times, as insecure as I might be, knowing he is watching me always makes me wet. Wanton. Needy. The toy slid easily up and down my slit, my juices coating it readily. I pushed it over my clit and moaned happily, the sensation bringing me sweet pleasure. I moved it up and down my pussy slowly, rubbing over my throbbing clit on each pass, until my hips were rocking gently and I was panting quietly with arousal.

Ease it into you, slowly. Gently … let it fill you up.
Fingertips guiding the toy lower, I slid it in slowly. Eager muscles clenched around it, drawing it deeper, and as I worked it in and out, I sighed softly. Looking up at the camera, I smiled a little, ” It feels good, but I’m afraid there is no way that this will fill me.”

No? Such a shame. Maybe you should try it in your arse then. Take it out, and turn around. Show me as you slide it into your arse. When you’ve done so, turn around to me again.
The moment of truth. I got up and onto my knees, turning to present my back to the camera. Picking up the small plug, I drizzled some lube over it. I moved forward, watching over my shoulder until the cam showed what I wanted. I leaned forward slightly, lifting my arse from where it rested on my heels. Reaching back, I held the head of the plug gently to my bottom. After rubbing back and forth slowly for a moment, I pressed forward until I felt the muscle start to give way and open. Changing my grip on the base slightly I kept pushing until the plug slid ever so slowly into my arse. As the thickest part slid home, the rest followed easily until the base was sitting between my cheeks and the plug was firmly embedded in my tush. I closed my eyes, breathing deeply, and shifted on my knees. The unexpected sensation of my muscles squeezing the toy made me groan, and I rocked forward to rest my forehead on the bed, presenting my arse to the camera for him to see I had done as requested. After a minute had passed, I turned once more to face him. Or rather, the camera and the screen.

Oh my.
Does it feel good?
I bit my lip and nodded. “It feels … different. It doesn’t hurt, but I definitely know it’s there. And it feels good, but strange.”
Good. Rock your hips back and forth for me … Ok, now get up and walk around.
I swayed my hips back and forth slowly, licking my lips at the sensation of my arse being filled as I did so. Sliding off the bed, I walked a couple of laps around my room, holding back the moan that threatened to escape. When I returned to the bed, there was a new command for me to retrieve Ina. I reached over and picked her up from the mattress, and switched through her functions until i found the pulsing setting.

Slide her over your pussy.
On my hands and knees, I slid the vibrator down my body and between my thighs, until the vibrating head rested on my pussy lips. This was the point when my senses went into overdrive. My clit throbbed, my pussy tightened, and my arse clamped down on the toy. I suddenly needed to cum, and needed it now. I worked the vibe up and down my cunt lips, pressed it directly over my clit and moaned loudly as pleasure raced through me. My hips rocked and I worked my clit alone, feeling the tingling feeling build up inside. Just a minute and I could cum hard. Just a minute.

Slide her inside you.
“Nnnooooo. Feels good here. Right here. On clit. So fucking good.” Grammar had flown the coop; I was solely focussed on what I was feeling and what I wanted. The rocking of my hips made the plug in my arse move ever so slightly, and it felt amazing.

Yes. It’ll feel even better inside you. Do it.
I growled another protest, but obeyed. I angled Ina so the vibrator tip pressed against my hole, and pushed her inside. I moaned and swore all at once, my body bucking pleasurably.

Hate to say I told you so, but …
“Shut up. Not in fully yet. Just a little. Am so fucking tight with this Bootie in my arse.” I spoke through gritted teeth as I worked the vibe back and forth, trying to get it fully inside me. The narrower tip slid in, but as I got to the thickest part at the middle, my cunt clamped down, the fullness of the plug prevented me going deeper … and it was all I could do not to fall over. Finally, desperate, I shoved the toy hard, crying out as it slammed deep into me, vibrating strongly, and by some miracle the clit tickler arm was situated perfectly over my hard clit.
“Fuck fuck fuck….”

You’re doing so well. Now fuck yourself with Ina. Yes, that’s it … harder now, harder.
I was up on my knees, legs well apart, with my chest and head resting against the mattress. My back was arched, and my body rocked as I thrust my hand between my thighs, working the vibrator in and out. Slow, at first, sliding it in completely then withdrawing completely, the vibrations making all my muscles clench, my body quiver. I was moaning louder, almost non stop, trying to focus on the screen for his instructions.

You want to cum?
“Yes! God, yes. I do. Please. Need to cum so hard, so sweet…”
With every movement the second arm of the toy slid over my clit, vibrating furiously, sending me closer and closer to orgasm. It was only a matter of time. The full feeling in my arse was growing as my body tightened with pleasure, I was painfully aware of the plug inside. God, I was there, already.

Not yet. Fuck yourself harder. HARDER.
I groaned in protest. I was desperate to cum, more than I had been for a long time. My body rocked and writhed wildly. Stretching out on my stomach to ride the toy before sliding back up to my knees and fucking myself violently with the vibrator. My juices were dripping from my pussy, trickling down my thighs more and more with each thrust. The vibrations filled me up, travelled to the plug in my arse in a feeling that had my head spinning and shaky groans coming from my lips. I couldn’t take any more, I was flying until my body was so painfully tight.
“Don’t make me wait, don’t make me fucking wait!” I whimpered, screamed at him.

Now.
“Yes!” I screamed. Rocked my hips, slid my free hand down and worked my finger on my clit along with the toy. Moaning desperately, I was there … and I hung. Painfully on the edge, my body shaking, my arse starting to hurt as my muscle clenched impossibly tight.

I want your pleasure. Cum for me.
I looked away from the screen. Closed my eyes, squeezed them shut and fucked myself wildly until I hurtled over that edge.

My orgasm was violent. It ripped into me, tore a scream from my throat as my body convulsed. It took me over, a blinding pleasure that had me writhing, my hips bucking up and down, slamming my body into the bed, my nails clawing at the sheets. It was too much. With every sensation going on, what I was most aware of was the plug moving in my arse as orgasm threw my body around, and the sensation moved from pleasure to that overwhelming sensation I can never describe. The one that breaks me. At some point, my moans turned to crying sobs, and I collapsed limply on my bed, unable to control those any more I could control my orgasm. Unaware of them, even, til I lifted my head and my vision of his words was blurred by the tears staining my cheeks. I swiped at my eyes, in a daze.

Stop. Stop it all. Take Ina out. Now.
I don’t know why I needed to be told. It should have been obvious, but it wasn’t. I lay there squirming and whimpering unpleasantly until he told me. I reached down, switched the vibe off, and pulled it from my pussy. The clenching muscles tightened even more around it, and the fullness once more was too much; I yanked it free on another crying sob, and dropped it to the mattress. And as soon as I had the ability, I bolted from his view to remove the plug.

After a few minutes I returned, sliding onto the bed in his view, but now fully clothed. He was concerned for me, worried, and a little confused, which made two of us. Thinking about it now, it was the headspace I’d slipped into. The one where I was vulnerable and open, where all my walls have fallen away. I hadn’t been in that headspace for a very long time. A very, very, long time. I’d forgotten what it was like, and at the time, it scared me. I’m not sure exactly what pushed me into that space, but it’s something to explore…

By the way, that plug mentioned above? Love it. It’s the plug I’ve been searching for – not too big, has a little give in it, stays put and is comfortable. No, really, it is. I’ve got it in now, and it feels… quite amazing, actually. I keep rocking my hips back and forth, squeezing my muscles. This could be the wear-to-work plug I have been wanting, I think. The one that gets me back onto the road of anal play, in the right direction. I rather think a proper review is in order, so stay tuned.