WVC Ch. 33: The 5th Training Session

After several long minutes, I had deflated enough that she was able to slide one of my aching balls past the unyielding metal ring. After that ordeal, the rest was easy. The second ball popped free and then the gorgeous brunette managed to squeeze my shaft past the gleaming metal as well. I let out an even bigger breath.

As the shiny ring bounced against my smooth pubic mound, Erika started to work on the top of the dangling strap, which was fastened to the much larger ring in the center of my chest harness. I hadn't realized that it was detachable, and once the shapely coed had unsnapped the black leather, she swung her leg off the bench. As she strolled across the room to deposit it on a side table, I admired the way her firm ass cheeks revolved atop her toned thighs.

"Thank Erika for freeing your penis, Bill. You may call her "Mistress" for the remainder of this session."

Mistress Shannon was twirling her riding crop, but I didn't really need any extra encouragement.

"Thank you, Mistress Erika."

Returning with a wide grin on her face, my former trainer asked.

"For what, Bill?"

I swallowed. As she crossed the room toward us, I hadn't spotted the small flexible whip she casually swung back and forth, but I couldn't miss it as she draped it over my drooping cock.

"What do you want to thank me for? Hmm?"

I shuddered as she let the soft leather strands splay over the sensitive bulb, still full and round, but no longer completely engorged. Peering into her deep blue eyes through the black leather mask, I struggled to find the words.

"Thank you, Mistress Erika. Thank you for freeing my uh, - my penis from the ring."

Thick and heavy, my cock hung down between my wide open legs, pointing toward the bench below. As I stood on the footrests, the reddened knob of my cock dangled a few inches above the black leather. Dropping her gaze, she watched my flaccid pole start to twitch as she continued to swirl the whip over it.

"Is my imagination? Or is this big penis beginning to stir?"

Neither mistress answered, nor did I dare respond. In the silence that followed Erika began swinging the whip, aiming the leather tendrils up between my spread thighs, the soft tips finding my enflamed balls and wrapping around the tender cockhead, more of a caress than a whip stroke. But she was right. The heavy log hanging between my thighs was starting to respond, growing thicker and lengthening down toward the bench.

The shapely brunette kept swinging the black leather, her full breasts swaying in gentle rhythm with her steady strokes. Both of the other mistresses stood on either side of the bench, gazing down as my cock continued to swell. Filling with blood, it began to rise, jerking and twitching as it slowly lifted up between my parted legs, stretching out toward my newest mistress. Erika's regular strokes hit the underside of my thickening pole, bouncing it higher, encouraging it to reach toward the ceiling.

Once my cock was able to maintain a level angle, even when she wasn't hitting it, she paused. Now fully erect, it pointed directly at her, quivering the overhead spotlight, the skin of my engorged bulb stretched taut and shiny. After a moment, Mistress Shannon cleared her throat.

"Most impressive. Erika, you may prepare him."

I didn't know what that meant, but my former trainer must have. Easing her bare bottom back onto the bench, she stashed the small whip on the black leather seat behind her. As she focused on my trembling hard-on, I stared at the gaping lips of her pussy, shiny with moisture and deep pink with arousal. The gorgeous brunette curled both hands around my bloated shaft as she undulated on the padded bench, writhing her open crotch against the black leather. Bending at the waist, she extended her tongue, holding the wet tip poised just above the bloated knob, taunting me. I could feel her warm breath wash across the straining bulb as Mistress Shannon disappeared behind me.

Anticipating the contact, I arched my back off the incline of the bench, keeping my hands perched on top of my head as I inched my trembling cock closer to her tongue. The blonde mistress snapped her whip across my chest, the leather strands biting into my stiff nipples and I yelped at the single blow, recoiling until my back was firmly pressed against the support.

"We take the initiative. Not you."

"Yes Ma'am."

My voice was a whisper as I tried to remain still. Erika had withdrawn her pink tongue back into her mouth, but she still had both fists wrapped around my throbbing hard-on. Leaning forward once more, she opened her mouth wide and swallowed the entire head of my cock, her wet lips sliding partway down my shaft as her tongue swirled around the rounded bulb. Her cheeks billowed in and out as she began to suck, still gripping the base of my stalk. Careful not to respond too eagerly, I heard Mistress Shannon moving behind me, but I had no idea what she was doing. Until she appeared directly overhead.

Apparently, she had climbed up the back of incline until her leather boots straddled my head. Startled by her sudden presence, I glanced straight up between her bare thighs, the reddened cleft shining at me as she maneuvered into place. Grasping what looked like a trapeze bar suspended from the ceiling above, Mistress Shannon used it to balance as she descended the steps on either side of me. When she halted, the full globes of her rounded ass were in front of my face.

Bellow my waist, Erika's slurping was growing louder, and she started to pump me, using both fists to jack my cock into her suctioning mouth. I couldn't help it. My hips responded to her increasingly enthusiastic sucking, rising up off the backrest to meet her double fisted strokes. Mistress Carolyn reacted as well, resuming her whip strokes, letting the leather tendrils fall across my chest, lightly at first, and then gradually with more purpose as I kept thrusting into the girl's mouth.

As Mistress Shannon leaned forward, clinging with one hand to the suspension bar, she reached around her hips with her right hand to grasp a firm ass cheek and pull it open. Staring the puckered crevice in the valley between her muscular buttocks, I knew what she wanted even before I heard her low voice.

"Tongue."

Pressing my lower back against the incline of the incline of the bench for support, I leaned forward and stuck out my tongue. Since the mistress in front of my face was now straddling my chest, Mistress Carolyn had to find another target. As Erika bobbed up and down on my rigid pole, the tall blonde threaded the space between the other two and started snapping her whip against my stomach, the leather strands splaying parallel across the ridges of my abdominal muscles. The first blow was not particularly hard, but it caught me by surprise and I lurched, inadvertently recoiling and pulling back against the back rest.

Twisting in midair, Mistress Shannon turned and looked down at me. Over her shoulder, she snapped.

"You need to focus on your immediate task, and ignore what the others as are doing to you. Or to your penis."

She stopped, and I thought she was waiting for me to service her ass so I leaned closer, catching a whiff of raspberry before I tentatively flicked the tip of tongue across the sleek skin of her butt. Since her exquisite body obscured my view of the blonde with the whip, I couldn't see when Mistress Carolyn pulled back her arm and prepared to deliver the next whip stroke. Without being able to anticipate the timing, I kept my breath short and shallow, and tightened my stomach as I began to probe the pinkish brown star winking at me. When the next blow did fall, I just caught my breath, but otherwise, I didn't move.

"Very good, Bill. You have permission to remove your hands from your head so you can hold on."

Gratefully, I pulled my hands down from on top of my head, and then realized that only place to hold on was Mistress Shannon's hips. So I did. I grasped both rounded buttocks and used my thumbs to ease them wider apart, plunging the tip of my tongue into her puckered sphincter. She must have liked that since she moaned softly and pressed back against me, sliding her hand behind my head to keep me firmly between her ass cheeks.

As I began to set a steady rhythm in and out of her rectum, Mistress Carolyn maintained an irregular tattoo with her multi-tailed whip across my abdomen. The light smacks didn't really hurt, but because I couldn't see them coming, I was tense and on edge, waiting for the next one. And with each whack, I jumped, shoving my raging hard-on into Erika's eager mouth. Her enthusiastic sucking was pushing me closer to what I hoped was a much awaited climax.

Mistress Shannon's breathing grew short and shallow, gradually becoming soft grunts as she pumped back against my stiffened tongue. As a tremendous orgasm burst upon her, she cried out and almost fell off the footrests as the sheer force of her climax rippled through her body. Sitting on my face, the leather clad brunette trapped my nose and mouth between her ass cheeks, squeezing them together. Gasping for air, I pried her firm butt off my face as I leaned back against the padded incline and thrust my cock deeper into the slurping mouth. Just I was about to join Mistress Shannon and reach my own orgasm, the girl between my thighs jerked her head back, uncovering my wet cockhead.

With both fists tightly wrapped around the base of my pulsing shaft, Erika held the throbbing bulb up high. Although I couldn't see, I knew it was Mistress Carolyn who smacked the defenseless knob, landing the leather tendrils squarely on my rounded end. With a sharp cry, I jerked my hips back against the backrest, trying to avoid the stinging tips. Another blow splattered across the sensitive skin, stretched taut by my urgent need and Erika's gripping hands.

"Not yet."

Deftly using the overhead bar to pivot, Mistress Shannon switched positions, turning to face me as she maneuvered her booted legs and straddled my head. I had to let go her hips as she turned, grabbing the padded incline to steady myself. A third blow landed on my straining cockhead, and I jumped in Erika's double fisted grasp. There was no place for me to escape.

As Mistress Shannon continued to adjust her position, another stroke from the whip fell across the engorged bulb and the urgency of an impending climax began to recede. Sliding her thighs over my shoulders, the stunning brunette hanging from the overhead bar pinned me against the backrest and slid her heels into the footholds on either side. As she pressed her leather clad knees against my ears, Mistress Shannon eased her dripping pussy closer to my trapped face. Releasing one hand from the suspension bar, she used her fingers to spread the inflamed lips wide apart and smiled down at me.

"More."

Obediently, I extended my tongue and flicked the rigid button sticking up at the top of her open crevice. She shuddered, and thrust her hips farther forward, forcing my stiffened tongue inside her hot cleft while I reached around her and gripped her firm butt. Once my tongue was deep in her pussy, she released the hand between her legs and grasped the back of my head, holding me in place. With little room to maneuver, I speared her as best I could, jamming my tongue as far as I could reach and then puling my head back a few inches, only as far as her cupped hand would allow.

As I set a steady rhythm in and out, Erika released one hand from around the base of my shaft hand and reached down between my open thighs to cradle my balls. Rolling them back and forth, she continued to hold my cock up toward the ceiling, lifting it high to receive the coming stroke even as my pole started to relax in her grip.

I winced under Mistress Carolyn's whip as the seated girl encouraged my hard-on, trying to keep it stiff and erect with her slow squeezes and steady strokes. And she succeeded. I could feel the blood flow reverse course, my thickened shaft filling her hand as she kept pumping, timing her rhythm so that she squeezed the base of my stalk and lifting it high so the next blow could find its target.

Sitting on my shoulders, Mistress Shannon picked up the pace, the short, quick jabs of her hips growing sharper and more intense as she humped my face. Each time she drove my stiffened tongue deeper into pussy, she grunted, soft and barely noticeable at first, becoming louder and animalistic, almost feral as she approached another climax.

As she rolled my balls in her palm, Erika coaxed me back to a full erection. The relentless whip strokes halted as she plunged her wet lips over my quivering hard-on, taking the swollen knob deep into her mouth. Bobbing up and down, she swirled her tongue along the sides of the straining shaft as she sucked on my cock. I could feel myself right on the edge, a familiar tingling in my balls announcing an imminent explosion. Panting heavily between Mistress Shannon's thighs, I began to thrust into the girl's vacuuming mouth. Abruptly, she pulled back, lathering her saliva all over my throbbing pole, trembling in her fist as it jutted up toward the ceiling, covered in spit.

At first, she just held me still, lightly running her thumb back and forth across the sensitive cleft in the underside of my engorged bulb, teasing me. I grunted and shoved against her grip, desperately seeking enough resistance that I could find release.

"Not yet."

Even with Mistress Shannon's boots tight around my ears, I heard the air whistle before the strands of the whip found their target. As the leather tips bit into the tender flesh of my exposed cockhead, much harder than any previous stroke, I screamed, directly into the mistress's crotch and sent her over the edge. Bucking wildly, she began to spew sweet nectar into my mouth as the orgasm overwhelmed her. Desperately holding onto her, I gripped her ass cheeks as she thrashed in mid-air, spinning out of control.

Despite the sudden pain from the whip, I didn't pull away and try to avoid the following lash. Instead, I found myself pressing out against Erika's fist, thrusting my bloated cock farther into her grip and reaching higher into the air, almost as if I were seeking out the unseen whip, offering my raging erection up to receive the next blow. And it landed, the tendrils curling over the straining bulb. One slender strand found my cockslit, which must have yawned wide since I felt the leather tip sting the sensitive skin just inside the tiny crevice.

I cried out again, but still remained with hips outthrust, presenting my swollen knob up as an inviting target. Mistress Shannon was too far gone to notice, tremors rippling through her body as her fluid spurted into my open mouth. But the other mistresses did.

"Did you see that?"

Hidden behind Mistress Shannon, I recognized Erika's voice, and I figured she must have been talking to the blonde mistress. I was too busy gulping down the juice flowing from between the thighs wrapped around my ears to pay much attention. Although much diminished compared with the flood that had nearly drowned me earlier, the woman's fluids were still more than a mouthful.

"Umm, yeah. I did. I think he's ready."

As I lapped up the last drops oozing from Mistress Shannon's productive pussy, I felt Erika give me a long, slow stroke, squeezing my throbbing hard-on.

"There!"

Her triumphant voice signaled something, but I wasn't sure exactly what. I could only hope. With one last shudder, Mistress Shannon heaved an enormous sigh and began to dismount, swinging her booted legs over my head. As she descended the footholds along the inclined backrest, I saw that the other two woman were bent over my crotch, staring down at the rounded cockhead Erika held up high. She glanced up at me, and even behind the leather mask, I could see the wild gleam in her deep blue eyes.

"It's happened. A steady flow of your lubricating fluid has begun."

As the excited brunette tilted my towering hard-on toward me, I saw something I'd never seen before. One after another, a shimmering bead of fluid emerged from my gaping cockslit and perched precariously on the open lips before being pushed out. A regular stream of drops slid over the taut surface of my quivering knob and down my throbbing shaft, wetting the back of Erika's fist as she gripped the root of my stalk. I'd never produced this much juice before in my life.

Mistress Shannon circled the bench on unsteady legs, gazing at my throbbing cock. Resting one hand on the padded surface between my spread thighs, the shapely brunette leaned over to examine the trembling bulb, her full breasts swaying heavily beneath her torso. I was stunned when her pink tongue darted out and expertly snagged a passing drop. As she straightened up, she rolled it in the front of her mouth like it was a sip of fine wine. After letting it slide down her throat, she smiled and turned to Erika."

"You were right. He does taste sweeter than most."

Gazing back down at my throbbing hard-on, held high by the younger brunette. My mind was reeling with the fact that Mistress Shannon had just licked my cock. In all the Club trainings and ceremonies, not once had her reddish lips come close to my hard-on.

"You think he's ready?"

As the beautiful coed gave my upright pole a single squeeze and pump, yielding a generous surge of clear liquid, she nodded.

"Oh yeah. I've never seen him generate this much fluid. And the last couple of times that Mistress Carolyn whipped his penis, he rose up off the bench, like he wanted more."

"Really?"

Her green eyes glittering behind the black leather, Mistress Shannon peered into my face.

"Is that true?"

Feeling my face flush, I swallowed heavily and nodded. My voice was barely a whisper.

"Yes Ma'am."

After a long pause, she replied.

"Show me."

Still holding my gaze, she stepped back to give the other two room. Remaining motionless, I heard the swish of the leather strands before they spattered across my bulging cockhead. I caught my breath at the sharp jolt that coursed through me, but I didn't cringe. Mistress Carolyn had swatted me with more force than any previous stroke, and I doubted the following one would be any gentler.

And yet as she prepared to deliver another blow, I found myself rising higher, unconsciously lifting my hips off the bench to offer my purplish bulb up to the whip. As the blonde mistress began her down stroke, Mistress Shannon tore her eyes away from mine just in time to watch the tendrils bite into the sensitive skin. Again, I didn't move, pushing my raging erection higher into the air.

"You are right, Erika. Secure him to the frame."

A slight smile crossed her pretty face as Erika released my cock and balls, leaving my hard-on to twitch and quiver as it protruding out between my thighs, dribbling a steady stream of my juice. As she rose gracefully from her seat on the bench, the magnificent globes on her chest barely swayed. The smile broadened as I admired her gorgeous body and she motioned to me.

"Come on."

Awkwardly, I swung one leg over the leather bench and stretched. My legs were painfully stiff and the rigid pole jutting straight out in front of me bounced wildly as I moved, flinging drops of fluid everywhere. The shapely brunette had wheeled an oversized wooden frame into the middle of the room and locked it in the floor. Turning toward me, she crooked her finger.

With my dripping hard-on waving proudly, I made my way toward my new mistress. A pair of leather cuffs dangled from the upper corners of the towering frame while a second pair was attached to the bottom ones. Stepping into the wooden structure, I spread my feet well apart as I watched Erika kneel to fasten the supple leather to my ankles. Once my legs were secured, she raised my arms overhead and slid the cuffs around my wrists, pulling the attached ropes tight until I was spread eagled within the frame. Satisfied that I was firmly restrained, the shapely coed stepped back and grinned at me, her blue eyes glittering behind the half mask.