WVC Ch. 33: The 5th Training Session

Arriving at the bottom of the stairs, I was surprised to see the heavy door leading into the candle lit playroom standing open as well. Cautiously, I stuck my head inside and spotted Mistress Shannon sitting in a chair, one booted leg crossed over the other, idly bobbing up and down. When she saw me, she stood up and motioned for me to enter. Silently, I padded across the large space with my hard cock swinging before me. As I halted in the bright spotlight in the center of the floor, I heard the door shut behind me. Tapping the riding crop against her boot, she waited for me, standing with her legs well apart.

By now, I knew what was expected. Sinking to my knees, I leaned forward and pressed my forehead against the worn carpet.

"Good evening, Mistress Shannon. I thank you for your precious time tonight."

She waited a minute before tapping the back of my shoulders with the leather crop.

"Present yourself."

Rising up to sit back on my heels, I spread my knees as far apart as I could. And as I clasped my hands on top of my head, I tilted my pelvis up so the rigid pole between my open thighs jutted toward the stunning brunette mistress. As she watched it jerk and quiver, I had a chance to admire her exquisite body.

Unlike the last training session (WVC Ch:30), she wore a half mask to cover her face, the black leather leaving her full lips and strong jawline bare. Thick waves of dark brown hair were pulled back off her broad shoulders into a pony tail, falling down her back. However, she did wear the same revealing top of black leather straps and glittering chains. Three straps fell from her studded leather collar, one separating her magnificent breasts while the other two framed them on the outside. Round and full, her gorgeous mounds rode proudly on her chest, a sparkling array of gold chains curved in concentric circles lay across them, swinging from the black leather straps and teasing the reddish brown nipples into a state of erect attention.

Below her waist, she wore only the pair of high black leather boots that reached to the middle of her thighs, leaving her rounded hips and shaved pubic mound totally bare. Between her muscular thighs, her pussy lips gleamed, already moist and plump with her arousal, the inner curves beginning to bloom.

As she stepped closer, moving between my spread thighs, she let the soft leather tip of her crop slide over the rounded bulb of my hard-on as it protruded up toward her. I shivered as she caressed the straining surface.

"I see your penis is eager for tonight's session."

"Yes, Ma'am."

Sliding the black leather lower, tracing the thick veins that lined the upright shaft, the brunette mistress continued.

"Are you ready to conclude your training tonight, Bill?"

"Yes, Ma'am."

My voice sounded a bit unsteady, trembling nearly as much as my engorged cock. Letting the soft leather slip lower, she ran the crop under my balls, lifting them higher as she sweetly asked.

"Are your balls swollen and tender? Are they to ready to erupt and spew forth your male nectar?"

"Yes, Ma'am."

As she continued, Mistress Shannon ran the crop back up my quivering hard-on, stroking the spongy underside of my rigid pole.

"You sweet juice will travel up this impressive shaft--"

Sliding the soft leather around the ridge of my rounded bulb, she nudged my purplish cockhead around in a small circle.

"Past this beautiful head --"

Deftly, the booted brunette slipped the corner of her crop into the cleft at the tip. I caught my breath as she twisted it, gently encouraging my cockslit to open.

"And up out of this very large, exquisitely formed crevice. That is, assuming that you manage to complete tonight's training."

As she went on, she began to tap my swollen knob with the crop, lightly at first, and then with increasing intensity.

"But first, we will give you a brief warm-up -"

Tap.

"Then you will service me to my satisfaction."

Tap.

"And then you service the other Mistresses."

Other Mistresses? More than one? I hadn't seen another soul in the room, although someone had shut the door behind me. Tap. Tap.

"After they have all been satisfied, we will attend to you, your ass, your nipples, and most of all -- this lovely penis of yours."

Tap. Tap.

"But not until you receive permission. Do you understand?"

Tap, tap, tap.

"No matter how excited and aroused this penis becomes, you are not to ejaculate until I command it."

Tap, tap, tap.

"Is that clear?"

"Yes Ma'am."

My cock began to leak, the clear liquid oozing up out the gaping hole at the end.

"Yes, I think this big penis is definitely ready for release."

Reaching lower, down between my open thighs, the leather clad brunette lightly swatted the underside of my swollen balls.

"Up onto your knees."

Following her instruction, I rose off my heels so that my mouth was level with her hips, and my rigid cock was jutting between her boots. Letting the riding crop dangle from her wrist, she wedged her feet against my knees and split my thighs even farther apart. With my face hovering right before her smooth pubic mound, she reached down and pulled her plump lips wide, fully exposing the moist inner folds, already turning a darker shade of pink and glistening with eagerness. Her pungent aroma drew me in, and before her command, I extended the tip of my tongue. Mistress Shannon paused, and I could hear the amusement in her voice.

"Very good, Bill. Anticipating your mistress. Just don't be too ambitious."

She left me with my tongue stretching toward her fragrant lips, just out of reach as she teased me, sliding her fingers up and down her glistening crevice before dipping them inside. When they re-emerged, gleaming with her wetness, she wiped them on the upper surface of my tongue. Pressing further, she slipped two of her fingers between my lips, sliding them deep inside.

"Suck."

So I did. Even as she forced them deep into my mouth, I kept sucking, slurping loudly as she started a steady rhythm. In and out, she thrust her manicured fingers between my willing lips, then pulled them almost all the way out before reversing course and shoving them back inside. When she jabbed the back of my throat, I gagged and she immediately withdrew. Coughing and spitting, I tried to catch my breath as her moist pussy hovered in front of me.

After a minute, I regained some semblance of a regular breath pattern.

"Tongue."

Nodding silently, I stuck out my tongue. Mistress didn't wait this time, easing her dripping pussy onto my stiffened tongue, sighing as the wet tip slid against her welcoming folds. I plunged my spear deep inside before pulling out to find her rigid clit, standing up proudly from the fleshy hood. As I flicked it back and forth, she began to pant. Picking her pace, she grabbed the back of my head and pulled me against her dribbling crotch, grinding her pelvis into my face. I drove my tongue into her again, and she exploded, crying out as the floodgates opened.

She must have been primed as the amount of nectar that spurted into my mouth quickly overwhelmed me. I gulped as much of the deluge as I could, gasping for air once the stream came too fast. The clear fluid ran down my face, off my chin and dribbled onto my chest before dripping onto the floor below. A shudder rippled through her body as she kept her spewing pussy pressed tightly against my mouth. As a second tremor coursed through her, she released her grip of my head and stepped back, her legs a bit wobbly as she caught her breath, her full breasts heaving beneath the glittering chains. Her reddened nipples were so swollen, they looked like they were about to burst. Taking advantage of the lull, I sank back onto my heels and gulped air, panting from the exertion.

Lurking behind her, I spotted another pair of black leather boots standing in the shadows. As the stunning brunette turned away, Mistress Carolyn stepped up. Rather than the full head mask she had worn during the two previous sessions, she too had on a half mask, leaving her full lips and lower face uncovered. Cascading over her broad shoulders, her unbound blonde locks were long and wavy, the pale highlights gleaming in the bright spotlights.

Below her long neck, I think she wore the same abbreviated corset as the earlier training. The shiny black leather under bra lifted and supported her heavy globes, leaving the pink nipples with their oversized areoles completely exposed. Crinkled with excitement and crowning her swaying breasts, they pulsed eagerly as she slowly approached. With the corset tightly cinched around her waist, her rounded hips were left bare. Moisture glistened on the sparse curls of her pale pubic hair, neatly trimmed in a narrow strip. The knee high boots that I'd seen earlier completed her costume.

Sliding in between my open knees, she wedged her boots against my spread thighs. Motioning with her hand, she commanded.

"Up."

Rising up off my thighs, I thrust my bloated cock between her leather clad legs so my mouth was only a couple of inches from her fluffy pubic hair. Sliding her hand between her thighs, she used her fingers to open her shiny pussy lips, gleaming with the evidence of her excitement.

"Tongue."

Obediently, I leaned forward with my tongue leading the way. As the rigid tip slid into her yielding lips, she sighed. And as I speared her, easing it farther inside, she moaned, softly. But her gentle cry turned more urgent as she began to approach a climax. Thrusting her hips against my mouth, she cupped the back of my head and forced me deeper into her wet cleft, setting an insistent rhythm as she rocked against me.

With the clip, clip, clip of her high heels, I heard Mistress Shannon circle around behind me as the blonde's orgasm drew closer. Light taps from the riding crop began to fall across my back, covering my shoulders before moving lower. Once she reached my butt, the brunette mistress picked up the pace, rapping my rounded muscles with more force.

With a loud cry, Mistress Carolyn jammed her pussy against my face. Compared to the flood that spewed from Mistress Shannon, the blonde's modest flow barely registered in my mouth. I literally had to suck it out of her, capturing the rigid button at the top of her slit between my lips as I slurped. She cried out again, involuntarily recoiling and yanking her hips from me, taking several steps backwards, her impressive chest heaving, and her bright blue eyes slightly out of focus.

The smacks on my ass cheeks continued to intensify. As my butt got warmer and the skin more sensitive, I began to respond to Mistress Shannon's steady whip strokes, rising up off my heels and thrusting my jutting hard-on into the air toward the blonde. Eventually, I just stayed on my knees, my rigid pole jerking with each smack as Mistress Carolyn stared down at my throbbing cock.

And then the whipping stopped. I could hear the brunette panting heavily behind me, and realized that I was breathing just as hard. Mistress Shannon sauntered into my view, gazing down at my quivering cock. Reaching down, she ran the soft leather tip of her crop over and around the engorged bulb, caressing the taut skin before pressing harder and moving it in a circle. She paused, and then pressed it firmly down my between my open thighs, going far enough so that the sharp angle made it painful. I winced at the relentless pressure and she let go, both of them watching it bob energetically up and down, As my hard-on gradually came to twitching halt, Mistress Shannon turned toward the door and beckoned.

"Come."

I had no idea who she was directing, but I knew better than to turn my head to look. As I eased my hips back down until I was sitting on my heels again, the click, click, click of high heels announced the approach of what I assumed was the third mistress, a new addition to the pair who'd been putting me through my paces. I was stunned when Erika emerged from the darkness.

I recognized her immediately, even though she had on a half mask like the two mistresses, her thick flowing hair pulled back off her shoulders. More significantly, the gorgeous brunette wore no collar. Her long neck was free of any leather restraint. She sported a pair of thigh high boots that nearly reached her bare crotch. Above that, Erika wore a tight corset similar to the other mistresses. Cut high on her hips and hugging her slender waist, the black leather underlined her superb breasts, leaving them totally exposed. They stood high and proud on her chest, crowned with large reddish brown areoles wrinkled with arousal, the thick nubs of her nipples standing stiffly at attention.

I gawked as she came to stand directly in front me, one hand resting on her hip and her booted feet spread far enough apart that the plump lips of her pussy shone with her moisture. Only when she lifted her other hand and brandished a riding crop did I wonder. Was Erika was now Mistress Erika, at least for tonight?

Gazing through the leather mask, she dropping her deep blue eyes down between my legs, watching my projecting hard-on twitch and quiver. Running the pliant tip of the crop over the taut skin of my engorged cockhead, she let a faint smile cross her face. Raising the whip, she aimed at the very end of the rounded bulb and rapped my upright pole. Her stroke was sharp and accurate, and although I winced at the sudden pain, I didn't move my hips. Instead, I arched my back and shoved my purple knob higher, up toward her. The smile grew broader. She smacked my straining cockhead once more, harder this time, employing enough force to send my hard-on bouncing up and down. Still, I didn't react.

Nodding with approval, she glanced up at me. I stared past her, trying to keep any expression from showing on my face.

"Tongue.'

Without any hesitation, I obeyed and extended the wet tip toward the waiting girl. Nodding again, she moved closer and slid her leather boots along the inside of my thighs, nudging them farther apart. I didn't think I could stretch any further, but she pressed harder, forcing me to rise up off my heels to accommodate the wider spread of my knees and putting my distended tongue within striking distance of her waiting pussy.

As she eased her bare crotch forward, the vertical metal bar adorning her full lips gleamed the bright light. Targeting the little nub jutting up from the soft folds of skin, I slid my tongue over the taut surface, feeling her shiver as I touched her. Flicking the excited button back and forth, I felt one of the other mistresses resume smacking my bare ass. The strokes were slow and steady, alternating between cheeks. I suspected that it was Mistress Shannon as I hadn't seen the blonde with a whip in hand, at least not yet.

Panting heavily, Erika slid one hand around the back of my head, holding me close as she started to pulse her hips, driving my rigid tongue farther inside. Grunting with each thrust, she grew more urgent as her orgasm approached. As the plump lips of her pussy yawned wider, I sensed that she was right on the edge. Mistress Carolyn must have retrieved a second whip as leather strands began to fall across my shoulders, the flexible tips splaying across my skin as the whacks on my butt seemed to intensify.

With a loud cry, Erika jammed her pelvis against my mouth just as the first waves of passion swept over her. Bucking wildly, she threw her head back and let the stream of fluid burst from her pussy. Lulled by the relative modest flow from the blonde that preceded her, I was stunned by the sheer volume that spewed from between her legs. The nectar streamed out of my mouth, down my chin, splashing onto my chest and dripping onto my trembling cock.

I gulped down as much as I could, gasping for air as the liquid just kept coming. Finally, I had to pull back slightly just to catch my breath. She kept cumming, short, sharp jabs with her hips, throwing the spurting juice into the air, landing on my cheek just under my eye and rolling down off my face. The two mistresses didn't stop when Erika let go of my head and pulled away, squeezing her toned thighs tightly together. They maintained a steady pace, smacking me with the regularity of a metronome.

With my hands on top of my head and wobbling on knees spilt painfully wide apart, I teetered on the edge of falling over. Now that I didn't have a warm pussy to press against and help me balance, l tried to remain stationary. Her glorious breasts rose and fell on Erika's chest, the rosy areoles pulsing energetically as she continued to pant. If she was now a mistress, was she no longer my trainer?

The stunning brunette wasn't thinking any such thoughts. Idly trailing her fingers through her glistening pussy lips, she was staring down at my bloated cock, watching it bounce up and down as the other two kept whipping me. Even behind the mask, I could tell her eyes were wide.

"Mistress Shannon? I think you should take a look."

Abruptly, the beating stopped. Both leather clad women circled around me, one on each side, gazing down between my legs as Erika pointed at the quivering pole jutting out toward her.

"Oh my."

Loosely holding a short cat o'nine tails whip, the regal blonde covered her mouth as she continued to stare. Mistress Shannon drew closer and gently ran the tip of her crop over and around the straining bulb. I didn't dare look down, but the cock ring felt too tight, and had probably turned my hard-on into a fat sausage, deep purple and incredibly swollen. As she ran the soft leather along the length of my protruding cock until it caressed the underside of my balls, she nodded.

"Good catch, Erika."

Tapping lightly, Mistress Shannon spoke to me.

"Stand up."

Awkwardly, I lurched to my feet, still keeping my hands perched on top of my head as my bloated pole swung wildly before me. Carefully, Erika curled her hand around the tender shaft and led me toward a high, padded bench. She had me straddle it, with my back against the end that was inclined, much like an adjustable bench used in a gym. But it had steps on either side on either the raised incline as well as footholds for both of my feet. Still grasping my engorged cock with one hand, she placed the palm of her other in the middle of my chest, right on the metal ring in the center of my leather body harness and pressed me backward until I felt the padding support my back.

"Put your feet up in the footrests."

Once I was in position, she released her grip and only then did I dare look down. I didn't even recognize my own cock. It was so bloated and puffy that it looked like a balloon. Even my balls were so tightly bound that they too had turned a dark bluish purple. Suddenly, I was worried that I might be injured. Maybe I'd never be able to cum.

"Just relax, Bill. Keep breathing."

I hadn't realized that I was holding my breath, so I let go of a big exhale as the three of them gathered around the bench. Taking another deep breath, I blew it out as my former trainer straddled the end of the bench between my parted legs. She was studying my incredibly swollen hard-on, but my focus was on the glistening pussy spread wide in front of me. As she leaned forward, her plump lips pressed the padded bench and splayed wide, the black leather in stark contrast the flaming pink her inner flower. Staring down, I saw clear fluid ooze from her open crevice and pool on the dark surface, shining in the bright light.

Reaching out, Erika lightly palmed my enlarged cockhead, caressing the straining skin. Taking the rounded bulb between her thumb and forefinger, she squeezed, gently at first, but with slowly increasing force. Initially, nothing happened and I began to get panicky. But gradually, Erika's steady pressure compelled the blood to flow back down the distended shaft and my hard-on began to wilt.