WVC Ch. 26: Training 03

"You're pretty good with your tongue. She's better. I just think you need more practice."

My stiff cock bobbed enthusiastically at the thought. Rubbing her exposed pussy while she stared at my quivering shaft, and then nudged the girl with her boot.

"Gather the clips from the floor, and prepare Bill."

Still groggy, Erika nodded, reaching down to recover the one closest to her. With her full breasts swinging underneath her, she crawled across the carpet to retrieve the other one, which had bounced a few feet away. Gracefully, she stood up and looked at me, brushing the wild profusion of brown hair back behind her bare shoulders. Streaked with makeup, her pretty face was expressionless as she padded barefoot across the room, glancing down at my jutting hard-on, avoiding it as she stepped close to me. After holding my gaze for a long minute, a faint smile crossed her mouth and she ducked her head to slip her wet lips around my left nipple.

Quickly, it responded to her forceful sucking, growing erect in a matter of seconds. Pulling her head back, she took it between her thumb and forefinger, rubbing the stiff button back and forth, trying to excite it even more. I squirmed under the focused attention. The knowing smile returned to her lips as she clipped the weighted chain onto the slippery nub. I gasped at the shock, but had little time to react as my trainer repeated the process with my other nipple.

Once both of them were swinging with the weights, I saw that Mistress Shannon had rolled what looked like a mini stockade into the middle of the room, right under a spotlight. Unlike the pictures of a regular pillory that I'd seen, it was built much lower, only reaching about waist high. And instead of the normal three holes for a prisoner's head and wrists, there was only one, right in the center. And it was too small for someone's neck. Smiling at me, she opened the wooden contraption, raising the hinged top as Mistress Carolyn loosened the ropes that held my arms overhead.

"We had it crafted especially for you, Bill."

Crooking her finger, the mistress with the auburn hair summoned me. With the ropes sufficiently loosened, I was able to come back down from standing on my tiptoes to hobble over to the stockade. My walk across the room was ludicrous as I swayed from side to side, stiff-legged with the steel spreader bar keeping my feet wide apart. The weights attached to my throbbing nipples swung wildly back and forth with each step, and my stiff cock bounced violently as I lurched across the floor. Approaching the wooden device, it suddenly dawned on me that the small opening was the exact height of my bobbing hard-on.

"Initially, we planned to make the hole smaller, just large enough to accommodate your erect penis. Then we decided that your entire genital package would present a better target."

Turning to my trainer, Mistress Shannon continued as she idly tapped the side of her black boot with her crop.

"Erika, place his genitals in position."

Wrapping both hands around the leather strap that circled my cock and balls, the nude girl gently tugged, encouraging me to thrust my hips forward so that the under curve of the wooden hole nestled behind my balls. Satisfied with my placement, she stepped back and started to lower the top section of the structure.

"We've also renamed it. Instead of a stockade or pillory, it is now known as the 'cockade'."

Once my cock and balls were tightly secured within the cockade, they were almost completely out of sight. All I could see was my purplish cockhead and the first couple of inches of the shaft. As Erika latched wooden top shut, I realized that it was surprisingly comfortable. As Mistress Shannon continued with her explanation, the tall blonde hoisted my arms back overhead, not as high as before, but just enough so that I was stretched uncomfortably.

"One of our alumna is a wood sculptor, a quite accomplished one. She was delighted to have the opportunity to craft such a unique restraint. Her only regret that she wasn't here to witness the initial use. There should be no splinters. She was very diligent in sanding and hand rubbing the curved surfaces to make certain that it was completely smooth."

Sauntering back to the table full of implements, Mistress Shannon exchanged the riding crop for a small whip, this more delicate-looking than the one that had been used on my trainer. She handed it to the leather clad blonde and picked up yet another whip, this one long and imposing. Swinging it lazily, she circled around behind my back until she was out of sight.

"Erika, prepare his penis."

Immediately, the girl dropped to her knees in front of me, almost disappearing behind the wooden cockade. I felt her wet mouth envelope my cock, bathing my rigid pole with her saliva. She wasn't sucking me, or attempting to get me more aroused. It was more like she was trying to drench my hard-on with as much spit as she could.

I had other things to worry about as Mistress Shannon swatted my bare ass with her whip. Although it wasn't as painful as I feared, it did sting and cause me to drive my hips forward, bumping up against the solid wood. Erika kept bathing my hard-on, using her tongue to lather on the saliva as she gripped the base of my shaft on the other side.

"Club rules are to be followed and obeyed."

"Yes Ma'am."

Swat!

"They are not to be ignored, no matter how many young, nubile girls suck your erect penis."

"Yes Ma'am."

Swat!

"Nor how many hot moms want you to cum in their mouths. Is that clear?"

"Yes Ma'am."

Since the last blow was quite a bit harder, I got the distinct feeling she was just getting warmed up. The tall blonde loomed in front of me, smiling ominously as she tapped Erika's shoulder. Swinging the small whip slowly back and forth, I saw that her nipples remained stiff and erect, the tiny buttons surrounded by enormous pale circles of pink crinkled flesh.

"That's enough for now."

Obediently, the nude brunette stopped, completely letting go of my dripping hard-on. As it protruded out from the polished wood, quivering with anticipation, I could see Erika sit back on her heels, saliva dribbling down her chin. Her brown eyes focused on the other side of the pillory, watching my rigid cock tremble as Mistress Carolyn let the leather tips of her whip play over the top of the wet bulb, teasing me. Even as I shivered, I couldn't help but admire the way her large breasts swayed above the black leather. With her pale blue eyes glittering, she studied the way the soft leather draped over the engorged bulb as she cleared her throat.

"When your penis is soaking wet like this, the sensitivity of your skin is more acute."

Standing directly in front of me, she swung the whip high overhead and brought the strands unswervingly down onto my engorged cockhead, the tips lashing the vulnerable knob, biting into the tender skin. I screamed and thrashed against my restraints, jerking and pulling, sending the weights fastened on my nipples swinging wildly. I found that I had very little room to move. The cockade effectively kept my hips from doing little more than squirming ineffectively.

Before I had a chance to recover, Mistress Shannon delivered a blow across my buttocks, much harder and more painful than the one I received in front. Again, I cried out, tugging vainly against the ropes holding my arms. As I writhed in the restraints, gasping for air, they waited for me to calm down. My panting slowed and the tall blonde let the leather strands trail across my bloated knob, hypersensitive from the previous attack. Watching my inflamed cockhead tremble, Mistress Carolyn wet her lips.

"This is also specially made, a whip designed expressly for genital punishment. And since it was your penis that got you in trouble, it is only fitting that the bulk of your punishment should be directed at your large, erect genitalia."

Swinging the black leather whip back over her head, she brought it down onto my defenseless bulb. Once more, I screamed and pulled against my bonds, launching another round of bouncing weights tugging on my tortured nipples. Before I could recover, Mistress Shannon smacked my buttocks, setting me thrashing against my restraints.

They stood watching as I sagged into the ropes, letting the restraints hold my weight as I tried to catch my breath. Shaking her blonde head, Mistress Carolyn stepped closer, right up to the wooden structure. Looking down at my cock on the other side, she placed her fingers underneath and lifted it up. I hadn't even noticed that it had started to wilt, the searing pain had been too great. Squeezing the softened shaft, she clucked her tongue.

"This will never do. We can't punish a penis that's not fully erect."

Turning her gaze to the girl kneeling beside her, she pointed my limp cock toward her.

"Erika."

My trainer knew exactly what was expected of her. Scooting closer to me on her knees so that she was partly hidden behind the pillory, the nude girl ducked her head and took my aching cockhead back between her lips. As Mistress Carolyn began to squeeze and stroke, gripping me near the base of my shaft, my trainer sucked this time with a different intent. Slurping noisily, she worked diligently to revive my hard-on, bobbing her head up and down, her cheeks billowing in and out as the masked blonde jacked my cock into her mouth.

Behind me, Mistress Shannon didn't stop, whacking my ass with increasingly sharp blows. These weren't love taps. They were stinging whip strokes delivered with purpose and a firm hand. I could hear the mistress behind me grunt softly with each swing, and I got the distinct impression she was taking out more than a little anger and frustration on my defenseless butt.

With the tall blonde squeezing and pumping the lower part of my stalk, and Erika's vacuuming lips working enthusiastically on the bulb, it wasn't long before I was fully erect. Satisfied with my renewed hard-on, Mistress Carolyn smiled her approval, still grasping my stiff pole.

"Excellent! Now get him sopping wet, just like before."

Without missing a beat, the kneeling girl shifted gears, bathing my swollen knob with her tongue, licking and slobbering instead of sucking, covering my cockhead with her spit. Holding the base of my shaft until I was sufficiently drenched, the blonde mistress then released me and stepped back. Erika gave me one last lick, flicking the tip of her tongue into the hole at the very end, teasing it to spread wide before she settled back onto her heels to watch. Behind me, Mistress Shannon paused, breathing heavily as she waited.

With pale breasts wobbling above the edge of her black leather corset, Mistress Carolyn lifted her whip overhead and began another vicious assault on my engorged bulb. Several strands of black leather found the yawning cavity of my cockslit, biting into the gaping hollow, further inflaming the sensitive skin. I cried out, although this time my response sounded more muted than before. Maybe I was weaker. Maybe my hearing was affected. I couldn't tell. I was too busy trying to endure the ordeal.

The mistress behind me whipped my butt again, but this time her aim was different. Rather landing across my bare butt, she swung her whip up between my spread thighs so that the tips of some of the tendrils found their way between my parted ass cheeks, stinging my puckered sphincter.

They alternated like that for a while. Front and back, front and back, a sharp smack on my engorged cockhead and then another whack up between my legs. Sometimes, Mistress Shannon missed, landing her whip strokes along my inner thighs instead. I could feel tears start to roll down my face, coating my cheeks as the women continued, alternating front and back, cock and ass. Feeling like a ping pong ball as they swatted my body, I lost count of the number of blows but eventually Mistress Carolyn halted. With her heavy breasts rising and falling with her labored breathing, she nodded at Erika.

"Again."

I hadn't realized that I had lost my erection until my trainer curled her hand around my limp shaft and slurped my softened knob back between her lips. As she nursed me back toward yet another hard-on, the tall blonde watched us as she caught her breath, the nipples stiff in the center of her reddish pink circles. Sagging against the restraints around my wrists, I heard Mistress Shannon rummaging among the implements on the table, but I was too tired to give it much thought.

It took more time and effort on Erika's part this time, pumping and sucking, encouraging my cock to regain the earlier rigidity, but finally it recovered enough to swell in my trainer's grip and fill her slurping mouth. As I stood there with my arms high overhead, enjoying the girl's expert lips on my burgeoning hard-on, I watched Mistress Carolyn swish her small whip back and forth, waiting. The regal blonde really did have a marvelous body.

Once Erika finished reviving me again, Mistress Carolyn tapped her on the shoulder and she sat back on her heels. I could feel my dripping cock quivering eagerly as it stuck straight out from the pillory's opening. As she draped the loose ends of the whip across the bloated knob, teasing the sensitive surface, I realized just how perfect a target my jutting pole made. Without raising her eyes, she spoke to Erika.

"Go."

Nodding her assent, the nude girl rose gracefully to her feet, padding across the room. I couldn't see what she retrieved from the table, but I heard her return and settle directly behind me. When I felt a cool, wet cloth slid into the valley between my buttocks, I jumped. The moist fabric circled around my exposed hole, and as the unseen finger dipped inside, bathing my rectum with a slightly stinging liquid, I tried to relax, breathing deeply. As Erika continued to work her finger deeper inside of me, twisting and turning, rotating it back and forth, the blonde mistress stepped closer. Curling her hand around the upper part of my stalk, she lightly ran the pad of her thumb across my cockslit. I shivered as a sly smile crossed her lips.

"Since Erika will be attending to your ass for the moment, I'll be forced to make certain this big penis of yours stays fully erect."

She really looked like she was being forced. Her pale blue eyes glittered beneath the leather mask as she squeezed my shaft, compelling the crevice at the tip to spread wide so she could wedge her fingernail into the opening. I gasped as she rimmed the cavity with her sharp nail, twisting the tip into my yawning cockhole. Holding the slit open, she began to pump me with her other fist.

Behind me, Erika pulled her cloth covered finger out of my butt and as she replaced it with her probing tongue, my straining hard-on started to leak. I knew because a familiar sound began to echo in the cavernous room as Mistress Carolyn kept jacking me- smick, smick, smick. Pausing to smear the seeping fluid all over my rounded bulb, she shook her head as she resumed posting up and down the full length of my swollen pole.

"You really do leak a lot."

Still pumping my shaft, she let go of the engorged cockhead to grab the handle of the small whip which had been dangling from her wrist. Shaking out the leather strands, she grinned up at me.

"It will make your discipline that much more effective."

With that, she gripped the base of my dripping cock and held it high. Raising her whip, she brought it down squarely on the tip of my upturned knob, centering the thin tendrils right onto my oozing cockslit. I screamed and tried to recoil from the blow, but her strong grasp and Erika's nose pressed between my ass cheeks kept my hips firmly against the wooden pillory.

Gasping for air, I watched warily as she coiled the whip, dimly aware that Mistress Shannon had circled back into my line of vision. Stroking my cock, coaxing it to remain fully erect, the tall blonde let the leather strands trail across my cockhead, caressing the flaming skin. As she raised the whip and held my swollen bulb high, I steeled myself for the next blow. When it came, swishing down directly onto the vulnerable knob, I cried out again, thrashing in the arm restraints, knowing that my hips were immobilized against the unyielding cockade.

As I recovered, my trainer worked her thumbs into the valley between my ass cheeks and pried them farther apart so she could worm her way deeper into my rectum. Mistress Shannon edged up to my right side and unclipped the heavy weight that had been swinging off my nipple. I'd completely forgotten about them, but the swift surge of blood back into the tortured nub quickly captured my attention.

Ducking her head, the auburn haired woman began to bathe it with her tongue, flicking the sensitive bud before she stepped back. Suddenly, I realized that she'd exchanged her whip for a long slender switch. My eyes grew wide as she lifted it above my chest, aiming for the tender button. Searing pain shot through me as she administered a rapid series of blows, one after another, rat-tat-tat-tat. I could feel tears streaming down my face, and I was pretty sure I had my mouth open, but I couldn't tell if I was screaming or not. And then she stopped, circling back behind me and out of sight.

Standing in front of the wooden structure, Mistress Carolyn was still posting up and down my hard-on, urging me to stay erect. Grinning up at me, she spoke without missing a beat.

"Having such a big penis makes an inviting target, no matter what I'm using."

As she tightened her grip on my rigid pole, she stopped and held it still so that it pointed it straight up in the air. Gathering a mouthful of saliva, she leaned over and let it drop from her lips to land exactly on the rounded end of my engorged bulb. Gazing down to watch, she spread the slippery fluid all over my cockhead, making certain that I was thoroughly drenched with her spit.

Satisfied with her lubrication, she shook out her whip as she resumed the steady fisting of my bloated shaft, now slick with saliva mixed with my lubricating juice. Mistress Shannon reappeared on my other side, and when she removed the hanging weight from my left nipple, I knew that my defenseless nub was about to be the objective of her switch once more. So when she took my rigid button between her moist lips this time, sucking and twirling her tongue around the jutting point, I didn't enjoy quite as much.

And sure enough, once Mistress Shannon was satisfied that my nipple was pulsing eagerly and fully distended, she stepped back and started her rapid fire tattoo with the switch. The difference this time was that leather clad blonde joined her, raising my soaking wet cockhead to receive the direct hits from the small whip she wielded. Modifying her technique, she swung the leather strands in a continuous circle, rotating her wrist to rain a series of smacks down on my dripping bulb. With my trainer's face jammed into my ass, pinning my crotch against the unyielding pillory, I had no place to escape. So I simply stood there and took it, throwing my head back and clenching the ropes hanging from the ceiling, trying to breathe through the relentless attack.

Eventually, my hard-on began to flag and they stopped, both mistresses breathing heavily in the silence. As she finally released her grasp around the softening rod, Mistress Carolyn stepped back and gazed down at my shrinking erection. Even through the haze of pain, I couldn't help but admire the way the tall blonde's chest heaved from her exertions, the pink nipples wrinkled and firmly erect.

Reaching down between her thighs, she slipped a finger between the wet lips of her pussy as she swung the whip underhand, hitting my now flaccid cock and bouncing it off the wooded cockade. She did that a couple of times before she nodded toward Mistress Shannon. Nodding back, the auburn haired mistress stepped closer to me and slid a soft hand across my ass cheeks, guiding Erika to stop her assault on my sphincter and pull her head back. As Mistress Shannon lifted the heavy wooden top of the pillory, the blonde stretched high to release my wrists, first one and then the other. As she reached up, Mistress Carolyn thrust her oversized breasts into my face, the rigid nipples brushing lightly against my wet cheeks. I thought we might be done. I was wrong.