Social Media

Strap-on Play – This busty Toronto Dominatrix loves to thrust herself into her job

Mistress Mindy · October 19, 2014 · Strap-On · 1 comments

Posted by: Mistress Mindy

Today I had a lovely strap-on session (one of my specialties of course) with slave Kevin, who hasn’t had the pleasure of my company for weeks as he’s been traveling for business. Needless to say, his tight ass was missing my strap-on and he couldn’t wait to get into my playspace and on his knees.

I greeted him at the door and he handed me my tribute and a lovely bottle of wine he’d brought back from his most recent trip to Argentina. Kissing his cheek, I took his coat and gestured him towards the basement stairs – by now he knew exactly where we were headed. I called down and offered him a drink, and then grabbed some bottled water from the fridge and met him on the sofa in the basement. As I passed one of the bottles to Kevin, his eyes traveled down my shapely legs to my feet, clad in a pair of exquisite satin peep-toe pumps he had sent me as a lovely surprise while he was away. I laughed and took a seat next to him, stretching my legs out so my feet rested in his lap. “God, I’ve missed these feet!” he groaned, running his hands gently over my calves. “Aren’t these shoes gorgeous? A very dear slave sent them to me…”. We smiled at each other and he slipped off both of my heels.

We spent a few minutes catching up as slave Kevin massaged my feet and worshiped my legs. He told me about his travels, and I teased him with stories of all of the subs I’d seen and tormented in the past few weeks. I could feel his erection growing underneath my feet. I decided to ramp up the teasing by sliding my toes along his hardened cock beneath his slacks. His head rolled back and he moaned, clenching his hands into fists. “Did I tell you to stop massaging my feet?!” I asked, arching an eyebrow and tapping his balls with my other foot. He flinched and resumed massaging as I continued rubbing his stiff cock over his pants.

Prior to Kevin’s appointment, I had gotten all of my supplies ready and in order, hidden just out of sight in my kink chest. I was already wearing my strap-on harness under my wrap dress. I could see Kevin glancing around the room, hoping for a glimpse of the toys I had in store for him. I laughed softly and ran my hand across his broad shoulders. “Looks like someone is eager to get started!” I whispered into his ear, sliding my feet back into my heels and standing. Leaning over to give him a good look at my cleavage, I loosened his tie and undid the first button of his dress shirt. He leaned forward, trying to get closer to my giant breasts, and I’m sure getting a good whiff of my perfume. I pulled back and gave him a gentle slap on the cheek. “Not yet, doll. Now take these clothes off for me!”.

Watching him disrobe as quickly as possible, I walked over to my kink chest and started removing the toys I planned to use today. Kevin’s eyes widened as I pulled out my 8 inch strap-on attachment – he had only ever taken my more modest 6 inch dildo, and I’m sure he was nervous. By now he was fully naked, kneeling with his hands clasped behind his back. He knows the protocol!

I beckoned him over and instructed him to bend over the massage table, ass in the air for me. I dangled my blindfold in front of him, listening to him whimper at the idea of being blind and unable to predict what I was about to do to him. At the last minute, I decided I’d rather have him fixate on the giant strap-on I was planning to use to stretch out his tight ass.

I grabbed a length of rope from my chest and quickly fastened his hands behind his back. I reached around and pinched his sensitive nipples, watching him flinch and test his bonds. Flawless as always! I couldn’t help but laugh, stroking a hand down his back and smacking his ass. “I think I’ll warm this little ass up a bit before I try out my big cock.” I purred.

I gave him 20 spanks to start him off. Once he got nice and pink, I grabbed my flogger and really started to work on him. After 30 hits with my supple leather flogger Kevin was moaning and thrusting his erection against the underside of the massage table. I stopped to admire my work and run my smooth palm across his now red ass. He had a few raised stripes from the tails of the flogger, but I wasn’t done with him yet.

I pulled my red spiked paddle out from the chest and softly ran the silver spiky numbs along his back, watching him shiver in anticipation. For any spanking fanatic, this toy is an instant favourite. I gave him a gentle swat on each cheek to let him get used to the feel, and then I decided to go to town.

After a few minutes, Kevin was wailing and begging me to stop. Pausing, I asked if he was ready to take my big strap-on, or if he needed some more spanking to convince him. It had been weeks since he’d had anything in his ass, and I guess that made him desperate and reckless, because he begged me to take the 8 inch dildo and fuck him with it – HARD.

Now, I wasn’t about to thrust into my slave without loosening him up a bit first. I pulled on a glove, lubed up my finger, and started to tease his asshole. I waited, rubbing gentle but firm circles around his hole. Within seconds he was moaning and trying to thrust back on my finger. I let him work himself into a frenzy before finally slipping two fingers inside him. I gave him a few seconds to adjust to the fullness, but I underestimated him – he didn’t even flinch or pause in his moaning and rocking back on my fingers. I rewarded him by hooking my fingers and stroking both sides of his prostate. As I predicted, he nearly hit the roof!

I sensed Kevin could take just about anything I wanted to give him, so I slid a third finger into his ass and started working my hand in a circle, making sure he was nice and stretched out for me. By this point he was moaning constantly and ready for more, so I slid my fingers out, removed my glove, and walked around to the front of the table. Kevin’s eyes widened as I picked up the large dildo and began to slip it into my strap-on harness. I stroked a finger down his cheek and asked him if he was ready for the fucking of his life. He nodded, eyes still wide, clearly nervous but incredibly turned on.

I lubed up the head of the big dildo and eased it into the crack of his ass, pushing gently against his hole. To my surprise, he wasn’t content with my gentle approach, immediately thrusting his ass back, urging my dildo past the first rings of muscle. At this point I was about three inches in, so I grabbed his hips and slowly slid the rest of the shaft into him. As I bottomed out, he shuddered and jerked, and I knew the ridges on this rubber cock were rubbing along his prostate. If I kept up this pace, he wouldn’t last very long.

I started out slowly, thrusting six of the eight inches in and out, but again he thrust himself backward, begging me to fuck him harder. Clearly he’d been missing this! I wasn’t going to let him control the pace, though. I pushed his hips hard against the edge of the table, holding him still in place as I teased him with long, slow strokes. He was already whimpering – within minutes he was howling and begging me to fuck him hard! I stilled, wanting to hear him beg before I gave him what he wanted. With him whining and squirming, I gently fucked two inches of the dildo in and out of him while I reached around and teased his sensitive nipples. This drove him crazy and he started panting, begging wildly and throwing his head back in ecstasy. I looked down and saw his cock, hard as stone, dripping precum like crazy and twitching every time my rubber cock rubbed against his prostate.

I knew he hadn’t been allowed to orgasm for three weeks, so I spent plenty of time building this one up as much as possible. I teased him for over twenty minutes, pausing to pinch or stroke his nipples, smack his ass, or use my crop to swat at his balls. He was flinching, sweating, moaning and swearing, losing his mind as I expertly fucked his ass.

Finally, I decided to give him a break. I grabbed his hips again, anchoring him to the table and pulling my dildo out all eight inches and then slamming it home, keeping up the frantic pace as he started to yell out in pleasure. I pulled his hands loose from his bonds and let him grip the edges of the table to anchor himself. Within seconds, he was groaning and spasming, erupting in a massive orgasm that lasted at least 20 seconds. I stilled inside him as he caught his breath, quaking and panting, collapsed on the leather table.

I slid out and grabbed a fresh towel, wrapping it around his shoulders and giving him some time to gather his strength before he had to stand. I kissed his cheek and took his neatly piled clothes upstairs to the guest bathroom, where he would be taking a shower before heading back to work.

Kevin thanked me profusely and has already booked his next session. I love my job and promise you, if you book a strap-on session with me, your ass is mine. 😉

1 Comments:
  1. Good God, yes. Please… 🙂

    Glen · June 22, 2017

Leave a Comment!

Your email address will not be published. Required fields are marked *