"Park ASAP!" I read the commanding message as I swerved down the seemingly endlessly spiraling parking structure frantically looking for an open spot. I was running late to pick up my pass at DomCon registration and knew I would be punished for it later. Luckily, Mistress had convinced the staff to stick around for a couple minutes while I made my way down to the registration area. My heart pounded as I parked my car and rushed over to the elevator. I finally made it to the registration booth and was greeted by the image of my Mistress looking as beautiful as always. She was clad in white shorts and her iconic rainbow long socks, her crimson red hair making her stand out from the crowd. She waved me over and I hurried over to her side in the registration queue.
I filled out the event waiver on a laptop and presented my ID and vaccination record to receive my badge. Once I received the lanyard, we regrouped at a small table.
"How was your day?" Mistress asked.
"Good. Just got ready and started driving over here. There was a lot of traffic because of some car crashes on the freeway." I informed her.
After catching up, we headed into the vendor floor which would be closing promptly at 7pm. I pushed open the auditorium doors and was greeted by the sight of dozens of booths filled with various kinky toys and apparel. Guests wearing black leather outfits strolled up and down the isles. The attire of some patrons left little to the imagination.
We strolled through the booths and saw an assortment of paddles, floggers, dildos, and more. Mannequins were dressed in lacy black lingerie and leather harnesses. I had never seen so many kinky toys and accessories all in one place. "I just bought one of those earlier," Mistress commented as she pointed at an incredibly thick wooden paddle. "And one of those," and gestured to a clear acrylic one. I could only imagine the different sensations those would provide on my bare ass. We passed by a booth with various single-tail whips hanging from a rack. These intimidating implements caught the attention of my Mistress and she stopped to admire them. The vendor approached her and began showcasing his wares. He discussed popular misconceptions about the use of whips in kink and gave her a brief safety lesson and tutorial. Mistress took hold of the leather handle and took a few practice swings.
"Hold this, turn around and stand over there." I received Mistress's drink and tote bag and did as instructed. I stood in the middle of the aisle facing away from her. She flicked her wrist and cracked the whip against my denim covered bottom. Even through my jeans, I could feel the distinct stinging pain of the braided leather tail cutting through the air.
"How did that feel?" Mistress asked, gauging my reaction. "It felt good, Mistress." I answered as I rubbed the area on my thigh where the whip made contact. She handed the whip back and the vendor cracked it a few times to show his prowess. Mistress let him know that she would think about it and return another day to purchase one of them.
We continued meandering through the booths until we arrived at a table with various corsets. Mistress stopped at the table and began conversing with the woman behind it. She mentioned that she purchased one earlier for the play party later that night and would need help putting it on. Satisfied with our exploration, we headed back out toward the lobby and looked for a place to sit.
Once we found a table, Mistress pulled out her phone and checked her messages. She had been waiting for a text from Jay, her other partner with whom she was sharing a room. While we sat there, I leafed through the event program and checked out the workshop schedule.
Mistress then slipped her foot out
from her shoe and nudged my thigh and I instinctively reached for it. I began massaging her foot as we sat in the lobby and waited for Jay.
After a bit, Mistress got a text back and decided we would rendezvous at an D/s Speed Dating social on the 2nd floor. We gathered our things and made our way to the escalator and down the halls to an open auditorium with some people inside. We peeked in but didn't see Jay so we waited outside.
Suddenly, a spry guy with a dark mat of hair wearing an open button-up shirt swooped in from behind. Mistress introduced us and we greeted each other. She chided him for drinking as he was a bit buzzed. It was decided that he would attend the speed dating event to make some more connections and we would meet at their room before heading out to the party that night. With that, he went into the event room and we made our way to the parking structure.
A short elevator ride later, we arrived at the floor I had parked on. I led the way to my car and was about to go inside when I noticed Mistress standing by the passenger door.
"Um, Alex?" She called out patiently not moving a muscle. I quickly realized what she was calling attention to and opened her door like a true gentleman. She stepped in and I closed the door behind her. I rounded the back of the car to get into the driver's seat and backed out of the space. A winding drive later, we reached the street level and I followed Mistress's directions to get to her hotel. I entered another parking structure and found a spot at the top. We took our things and after another elevator ride, we were at the lobby. Yet another elevator ride took us to the floor of her room. We walked through the halls until arriving at her room, the last one before the stairs.
She reached into her bag for the room key and unlocked the door. We stepped inside, I found a place to set down my things and Mistress told me to get comfy. She retreated into the bathroom while I took off my shoes settled in.
She returned and laid back on the bed, barefoot in the white sheets, her perfectly pedicured feet inviting me over.
"So...you said you know how to give foot rubs, Alex."
"Yes, Mistress."
"There's some oil there that you can use."
She pointed to a small bottle that smelled nice. I opened the bottle and poured a small amount of oil into my cupped palm and rubbed my hands back and forth to warm it up. I took Mistress's right foot and began applying the oil to her sole. I applied pressure from her heel to the end of her foot rhythmically. I continued this motion as she began telling me about an experience she had with a guy from Bumble. I listened to her kinky escapade as I used my thumbs to massage the ball of her foot. Her beautiful sole scintillated under the florescent lights, shiny from the copious amount of oil I applied. I switched my attention to the other foot as I repeated the same process. "Don't forget the toes," Mistress teased as she smiled. I adjusted my technique to include her perfect little toes, painted a metallic golden color. "Can you go up my leg more?" I grabbed her foot and rested it on my thigh as I used my hand to apply pressure to her calf. I massaged the area from behind her knee down to her ankle as she moaned in delight.
"Why didn't I tell you to do this sooner?" Mistress asked herself. I was pleased that Mistress was enjoying this massage. I continued the leg rub on the other limb when there was some noise at the door. I heard a click and turn of the knob and in walked Jay looking excited. "It looks like you two are having fun." He teased smugly with a big grin.
"Alex here is giving me a foot rub." Jay hopped on the bed belly first and began telling Mistress about his experience at the events he attended. He mentioned that he had some meetings in place for play sessions with girls he'd met today.
"So...are we getting Alex into a cage?" He asked excitedly. Mistress turned to me inquisitively. "Yeah, let's do it," I said as I nodded in affirmation. Without wasting a second, Jay rummaged through his bag and pulled out various plastic bags containing metal chastity cages. He threw them onto the bed and the devices' parts clinked together.
"Which one should we try on first? Ooh...how about this spiky one?" He held up a silver cage with slight protrusions on the inside. "If he fits, Mistress retorted." I pulled down my pants and underwear so that I could begin test-fitting the cages. Excited by the situation and the attention I was getting, I was beginning to get hard. I stood there wearing only my shirt and let them assess me.
"Wow, he has a big pee pee," Jay joked. "It's bigger than mine. Let's try to get him into the smallest cage." He grabbed one of the cages and put it next to my cock. When it was evident that it would not fit, he suggested getting the erection down. I tried to distract myself by thinking about other things besides my beautiful Mistress on the bed
seeing me naked. I was able to become soft enough for Jay to slip my cock and balls through the base of one of the metal cages. He had to stop halfway because I became
aroused again and the rest of the cage could not go on. "We can't do anything until he gets rid of that," he said, pointing at my cock. With those words, Mistress came off the bed and got onto her knees. She leaned in and took my cock in her red lipsticked mouth. I sighed with pleasure as she began bobbing her head back and forth.
"No, not like that!" Jay exclaimed. Mistress stopped pleasuring me and got back onto the bed. "Just get the bottom piece off, maybe this will help" Jay said, handing me the
bottle of oil. I took it and retreated into the bathroom. Inside, I was able to distract myself to the point where I was able to slip the metal ring off. Jay then handed me a cup of ice to get rid of the erection fully. I submerged my member in the cubes and the cold made me soft enough to try another cage. This time, he pulled out a black plastic cage that looked a bit roomier. He slipped on the base piece and was able to get on the head attachment with Mistress's help and locked it on. My cock was now firmly held by the plastic cage. I had never felt a sensation similar to the pressure on my pubic area. It was fascinating knowing I would not be able to pleasure myself or be pleasured as long as it was on. Jay left for the party and Mistress and I began to get ready to meet him there.
She brought out the leather harness I would be wearing and laid it on the bed. I took off my shirt and raised up my arms so she could slip it over my head and adjust it to my small frame. She fastened the buckles and the harness was securely around my upper chest. Mistress then began getting herself ready. She put on a sleek black corset that accentuated her figure and put her prominent breasts on display. She wore a black bra on top of that and tight black shorts. She called me into the bathroom to help lace up the corset. She gave me introductions on what to do and I tugged on the cords to get a tight fit and tied off the ends in a ribbon. She then sat on the bed and slipped stockings over her beautiful, long legs. She stood up and called me over once more for help to attach the garter belt to the stockings. I knelt down and followed her instructions to get the lingerie secured. Lastly, Mistress sat down on the foot of the bed and asked me to help put on her boots. They were shiny black military-style boots with thick platform soles. Mistress slipped her feet into each boot and I zipped them up. Her outfit was complete and she stood up in her kinky attire. I admired her figure and commanding presence in the black outfit. She handed me her phone and I took a picture to capture her sexy image.
With that, we threw some more clothes on top of our kinky outfits to walk down to the lobby and back to our cars. We got into our vehicles and made the short drive to the club a few streets away from the hotel. Mistress arrived before me and made it inside the venue. I got there shortly after with her bag of toys and showed my ID to get in.
I found her standing near the entrance, a gorgeous sight under the strobing lights. I handed her the bag and she took out the chain collar which she put around my neck and held the leash in her hand. "Now, let's see if we can find a spot." She guided me through the crowds with the leash.
I followed close behind as we peered into various rooms to see intense scenes unfolding with subs on crosses and benches being flogged and spanked repeatedly as they cried out in pain. In one room, we heard the familiar shouts of someone we had just been with earlier.
In the last room, we happened upon a spanking bench in the corner of the room that was free. We walked over to it and Mistress ordered me to disrobe. This time I took off both my pants and underwear. I removed my shirt to reveal my leather harness and Mistress affixed bondage cuffs around my wrists. I mounted the bench and leaned over with my arms in front of me. Mistress secured my cuffs to the bench using the chain and the rings incorporated onto the fixture. I was stuck in that position with my vulnerable ass exposed to play with. The fun was about to begin…
"There we go," Mistress spoke softly to herself as she secured the cuffs around my wrists to the spanking bench. My arms were stretched in front of me as I laid belly-first on the bench with my bare ass exposed. I tugged against the restraints which did not give and I was effectively secured in that vulnerable position bent over the padded wooden apparatus. I was wearing the snug brown leather harness that hugged my shoulders and upper back while my cock was locked away in a plastic chastity cage. This particular cage was 3-D printed and barely fit over the head of my hard cock which strained against the confinement. Being tied up and vulnerable at the mercy of my Mistress turned me on and I could feel my excitement dripping through the cage.
"You good?" Mistress asked, always attentive to my comfort and well-being. She looked down at me from atop her platform military style black boots which were part of her ravishing outfit consisting of that shapely corset and pantyhose hanging from the garter belt. Her voluptuous breasts were held in place by a black bra, hiding them from view.
"Yes Mistress," I replied without missing a beat. I was more than just good—I was in total bliss, awaiting the firm hand of my Mistress. She stepped around to the front of the bench where I could see her and held up two implements: an acrylic paddle and a deerskin flogger.
"Which one do you want?" She whispered in my ear. "The paddle," I replied after brief deliberation. With that, she walked back behind me and I awaited the first strike. I felt the hard plastic on my bare ass as she gently rubbed it in a circular motion, preparing me for the impact.
Suddenly, I felt the instantly recognizable sting of the paddle being swung with force against my butt. A familiar thwack sound resonated in my ears as I recoiled from the impact. Seconds later, another hit came and I relished the sensation. A barrage of blows of varying intensity followed in it's wake and this was just the beginning. Once she was satisfied, Mistress paused to admire her work. She then noticed the excitement dripping from the end of my cock through the slits in the cage and onto the bench below me.
Mistress reached between my legs from behind and took hold of my caged cock. She rubbed me through the cage and ran her finger through the openings to collect some of the precum emanating from my cock head. Once her finger was slick with the fluid, she came back over to the front of the bench and reached toward my face. I instinctively opened my mouth and took in her finger which I sucked clean. I became harder upon trying the salty taste of my excitement.
I then felt the gentle tickle of flogger tassels running down my back. Mistress teased me by dragging the flogger across my butt and calves. She picked up the pace and I felt the repeated thudding of the tails against my skin. With every flick of her wrist, she sent the deerskin cutting through the air onto my exposed behind. I could feel my ass getting warm from the impacts. It was then that Mistress stood next to me and asked, "Do you remember how many minutes you were late today?" She was referring to me being late for DomCon registration and arriving a bit past 6pm.
"5 minutes, Mistress." I answered, unsure of what was to follow. "I remember it being 7. I'll tell you what, I'll meet you in the middle. You're going to count out loud from 1 to 6 as punishment."
"Yes, Mistress" I replied, letting her know that I understood the instructions.
She reached into her bag and pulled out the thick wooden paddle she had shown me earlier. I could tell this one would be a challenge from the weight and solid construction of the implement. I clenched my cheeks as I prepared for the first strike. I heard the loud clap of the paddle against my butt before I felt the stinging pain of the punishment.
"One." I uttered weakly, surprised by the impact.
"What was that?" Mistress teased.
"I can't hear you."
"One." I repeated, louder this time.
Immediately after, I felt another blow from the heavy tool. This toy was no joke and I wasn't sure if I'd be able to take the punishment.
"Two." I spoke, making sure I was heard among the cries of pain filling the room. The punishment continued methodically until I was quivering and wincing throughout each strike.
Toward the end, I was nearly bucking off the bench and tugging against my restraints because my ass was so sore, but I persisted.
"Six!" I finally counted, proud of myself for making it through that challenge. Mistress then ran her fingertips across my back, butt, and thighs to help soothe me. This sensation was just as pleasureable especially after the paddling. She walked back around and crouched down in front of me.
"There are about 10 people staring at your ass turning a nice shade of red, Alex." she whispered in my ear. I chuckled and let out a moan of pleasure, excited by the attention.
"How are you feeling?" She asked.
"Good, Mistress. Thank you" I told her as she undid my restraints.
Once free, I slowly stood up
and pressed my hands against my bum, which felt warm to the touch.
I gingerly put on my underwear over my raw ass then jeans over that. I tied my shoes and left my shirt off at Mistress's request so my harness could be seen. I was still in pure bliss at what I had just experienced.