Sucking Cock and Flogging

POV Cassio.

I left Tessa alone in the main room to get ready. I stepped into the attached bathroom to give her a few minutes, staring at my reflection in the large mirror. The loud, thumping bass of the Las Vegas club outside faded into a muffled thrum the moment the heavy door shut, leaving us in perfect isolation. I ran a hand through my dark hair, feeling the rough stubble of my five o’clock shadow against my palm. I took a deep, steadying breath, marveling at my sheer luck tonight. At fifty-five years old, scoring a gorgeous twenty-three-year-old girl who yielded so effortlessly was a massive jackpot. The age gap was huge, sure, but in a city built on rolling the dice, I had hit the winning number. My body hummed with raw anticipation. I stripped off my shirt and tossed it aside, deciding to go commando beneath my trousers. I wanted no extra barriers between us when the time came. I took another moment to compose myself, letting my dominant mindset settle over me like a heavy cloak.

When I walked out of the bathroom a few minutes later, the sight greeting me was breathtaking. Tessa was naked. She knelt on the floor, her long bare legs spread open to me, her head respectfully bowed in total submission. Her red leather clothes were neatly folded and placed on the couch we had occupied earlier.

I stepped directly in front of her kneeling form. "I’m impressed. Now thank me for what I’m going to do for you tonight."

She did not hesitate for a single second. Reaching forward with steady hands, she unbuckled my heavy leather belt. She smoothly popped the button and pulled down the zipper of my pants. She tugged them past my hips, discovering instantly that I wore no underwear. My hard, bare cock sprang free, resting just inches from her face. She leaned forward and took my cock eagerly into her mouth. The wet warmth of her lips surrounded my flesh. She sucked me deep, pulling my hips closer as she took my thick length down her throat until she gagged. It was a wet, desperate sound vibrating in the quiet room, a sound that sent a rush of heat straight to my groin. I loved hearing it. She was exceptionally eager and skilled, her mouth working over me with a perfect, agonizing rhythm. Her tongue swirled around the sensitive head, her lips pulling tight to create a suction that made my vision blur. Her hands gripped the back of my thighs as she bobbed her head, swallowing me down and then popping off the head of my dick just to plunge me deep into her throat again.

The blowjob felt phenomenal, but my ultimate goal for tonight was to break through her mental walls. I wanted to push her into an authentic sub-drop. That meant she needed to submit to me fully, body and mind, far beyond a simple physical act. I gripped her bare shoulders and firmly pulled my cock out of her wet mouth. I ignored her soft whines of gentle resistance as a string of saliva stretched and snapped between my tip and her lips. I grabbed her upper arms to pull her up to her feet.

"I’m going to tie you to the Saint Andrew’s cross and flog you. Are you good with that?" I asked, looking down into her dark eyes to establish the necessary consent for the heavy impact play.

"Yes sir," she replied breathlessly.

I guided her across the private dungeon to the large wooden structure standing in the center. I positioned her against the heavy wooden beams and tightly secured her wrists and ankles to the Saint Andrew’s cross. I fastened the thick leather restraints, locking them into place. She was left exposed and spread-eagled, a beautiful canvas of pale skin waiting for my mark. I stepped back to admire the masterpiece in front of me, then walked over to my leather duffel bag. I sorted through my tools and took up my favorite heavy leather flogger. The thick leather falls dragged across the floor as I lifted it, promising a brutal, intoxicating kind of pain. I tested the weight of the handle in my palm, feeling the satisfying heft.

I returned to her side, tapping the tails lightly against my own leg. "Use your safe word immediately if the pain becomes too much for you to handle."

She remained silent and still, offering no resistance. I stepped behind her and started the scene with slow, measured, deliberate strokes across her bare shoulders and back. The thick leather tails slapped against her pale flesh with a dull, echoing thud. I kept the pace steady, letting the anticipation build in the quiet room. With each swing, I gradually struck her harder. I allowed her sensitive skin to slowly grow accustomed to the sharp, biting sting. The first heavy blow made her jump against the tight bindings, a soft gasp escaping her lips, but she settled back down quickly, leaning into the pain like a true submissive.

Needing to escalate the sensory overload, I dropped the heavy flogger to the cold floor. I stepped right up behind her and pressed my naked, hard body firmly against her trembling back. The intense friction of my hot chest against her skin made her shudder. I reached my arms around her torso to aggressively grope her bare breasts. I squeezed the soft mounds heavily and pinched her sensitive nipples hard between my fingers. She let out a stuttering, breathy moan. I slipped my right hand down between her spread legs, sliding my fingers right between her soaking wet folds. She was slick, dripping with thick arousal brought on by the flogging. I slid two fingers deep into her tight pussy.

"Fuck babe, you are so wet," I groaned right into her ear, my voice rough with lust.

She moaned loudly, writhing against her leather restraints. She rocked her hips backward against my groin, grinding her wet pussy onto my moving fingers. She was practically begging for physical release, her breathing ragged and desperate in the quiet dungeon.

"You ready to cum babe?" I taunted, dragging my thumb up to brush aggressively against her swollen clit.

When she did not answer immediately, lost in the overwhelming haze of intense pleasure, I pulled my hand back and delivered a sharp, hard spank to her bare ass. The loud crack echoed off the walls.

"Answer me babe, I’ve asked you a direct question," I stated ruthlessly.

She gasped, her back arching off the wooden cross as the sting registered. "Yes, sir I want to cum."

"Sorry babe you’ll have to wait and don’t you dare cum without my permission," I commanded strictly, enforcing my dominance over her pleasure.

I pulled my wet fingers away from her dripping pussy, bringing them slowly up to my mouth. I tasted her slick juices, savoring the rich, intoxicating flavor of her raw arousal on my tongue. She whimpered at the sudden loss of contact, shifting her hips helplessly in her bindings.

Stepping back from her body, I bent down and picked up the heavy leather flogger once again. I resumed striking her bare flesh, hitting her much harder this time to truly test her limits. The leather tails cracked sharply through the air, delivering a stinging bite to her shoulders, back, and thighs. I expertly balanced the sharp, burning pain of the leather tails with intense, overwhelming pleasure. I reached around her waist to ruthlessly tease her swollen clit with my free hand, rubbing the sensitive nerve ending while trailing open-mouthed, wet kisses down her neck and shoulder.

I stood there marveling at her incredible self-control as she took every heavy strike with a shuddering breath, refusing to break her perfect form. She was hovering right on the edge of a deep drop. Admiring the beautiful, blooming pink marks I was leaving across her pale skin, I reached out and pulled her face sharply to the side. I captured her lips in a deep, wet, lingering kiss. She kissed me back with a feverish, desperate hunger, her tongue tangling with mine as the tails of the flogger bit into her flesh again and again.

Everything was going flawlessly. It was exactly according to my carefully laid plan. I pulled back from the deep kiss, keeping my hand anchored in her hair to hold her head steady. I brought the heavy flogger down onto her back harder and harder, driving the impact deep into her muscles. I was pushing her toward the precipice, ready to break her mind open and plunge her deep into subspace.

Just as I thought the scene was perfect and her submission was unwavering, she suddenly screamed at the top of her lungs.

"CUPCAKE!"