by M. Q. Barber
He watched the two of them as he slipped off his shoes, socks, and tie. Jay fidgeted. Sweaty hands, perhaps? A mix of anxiety and excitement. Best to get Jay’s first orgasm of the night out of the way without shame. He’d be more relaxed after and able to take direction with greater calm.
The woman’s satisfaction would be more complex and not something Jay would ever learn the reasons behind. Aside from the ethics of discretion when dealing with others’ deepest fantasies, he wouldn’t confuse Jay by explaining how Naomi could enjoy intercourse with him precisely because he was his master’s boy rather than the master himself.
A degradation kink. She preferred the humiliation she felt in being used to satisfy another submissive’s desires, unfit and rejected by the dominant. The more he ignored her, the more she’d enjoy the game. As he intended to focus on Jay’s confidence and pleasure, the dynamic suited them both. All information he wouldn’t have known if he hadn’t sat and negotiated with the woman over tea. Skills Jay had yet to learn.
Tonight, Jay would be safe in trusting his master’s judgment. Teaching him not to hand over so much control to any dominant who issued an invitation, however. . . .
“Safety first,” he murmured.
Four steps brought him to Jay’s back. “Share your safeword with us, my boy.”
“Tilt-A-Whirl.”
“Excellent. Naomi?”
“Saffron, sir.”
“Tilt-A-Whirl. Saffron. These words will stop our game immediately tonight.”
His submissive’s twitching fingers warranted attention. He raised Jay’s arms and left them outstretched to the side, palms up. Holding the position would bleed off nervous energy.
“Jay, if you hear ‘saffron’ spoken, what are you to do?”
“Stop. Stop whatever I’m doing right away and not touch.”
He hummed with pride, tracing the extent of the younger man’s scapulae. Beautifully structured, with the perfect thickness of muscle draped overtop.
Squirming hips confirmed the urgency of Jay’s arousal.
“Well done, my boy. Naomi, Tilt-A-Whirl?”
“Stop, sir. Leave your boy alone and wait for further instructions, sir.”
“Correct.” He clipped his tone, downplaying his praise for her benefit. Lowering Jay’s arms, he barked a command. “Jay, kneel.”
Jay’s muscles flexed in smooth motion. Perfection. Naomi’s petite frame put Jay’s face level with her breasts.
He tousled Jay’s hair and walked a slow arc around the pair. Stopping behind the woman excited her. She breathed tense stillness.
He encircled her wrists. Her breath came faster.
Jay watched her expanding chest with greedy eyes. A breast fixation, without a doubt. His own taste ran toward the slope of the buttocks and the deeper curves of the pudendal cleft. Parting that seam displayed a woman’s full femininity, brought her blushing flesh into the light and her scent to his nose. Heaven.
As delightful as the bead of pre-come rolling down Jay’s stiff cock.
A tighter grip on Naomi’s wrists yielded a soft sigh.
Jay opened his mouth, his tongue peeking out.
Empathetic arousal? Jay had a sensitive heart. What brought pleasure to others radiated pleasure to him, as well.
“The air seems dry to me, my boy. We wouldn’t want it to chafe Naomi’s breasts, would we?” He gave a slow shake of his head that the younger man copied. “No, of course not. Use your mouth to rectify the problem, please. Keep her nice and wet.”
Her nipples peaked as Jay worked at them, mouthing the fullness of her breasts. She shaded toward brown rather than pink, her areolae deepening to a sepia tone. Their outline faded into Jay’s tanned face, a lovely bit of synchronicity, as if she were no more than a shadow on his skin.
He filed away the thought that a contrast might complement Jay’s loveliness equally well. A golden-haired, milky-skinned, rose-tipped girl for his dark boy.
Striking like a snake, he bit down on Naomi’s earlobe and crushed her wrists in his hand.
She pressed forward, arching into his enthusiastic boy and moaning.
“Yes,” she panted. “Yes, sir.”
Voice low to avoid rousing Jay from her breasts, he growled in her ear. “No.”
His denial made her quake. Dropping her hands as though he’d tired of her charms, he rounded the pair and knelt behind Jay.
The dark head paused. A questioning hum emerged around the flesh in Jay’s mouth.
“Keep up your good work, my boy.” Hands resting at Jay’s hips, he leaned in and inhaled the sharp evergreen of the younger man’s preferred beauty products and the earthy musk of arousal mingling at his neck. “I’ve work of my own to enjoy.”
A whimper greeted his sliding fingers as he approached Jay’s erection. Controlling his own arousal while playing with Naomi had been a simple matter. She constituted a pleasant, suitable partner for the night, but her desires made her an ill fit for young Mr. Kress in a long-term pairing.
Getting ahead of himself, was he?
The lure of Jay matched with a full-time partner, both his to command, to guide and care for, taunted him. An impossible vision. He was Jay’s teacher only. A short-term fixation.
He’d meant this night to be for his student. A demonstration of safe enjoyment with another submissive, a replacement for every night Jay had departed used and discarded. Had he misunderstood his own intention? Pushed Jay into wanting this, steered him toward his own desires as he’d sworn not to do? Selfishness and self-disgust gnawed at him.
If he had, stopping now would accomplish a single, undesirable goal: confusing his submissive. The submissive whose needy cock brushed the backs of his hands.
Playing with Jay emphasized the tight constraint of his own slacks, growing flesh pinched and prodding him for release. He locked down his arousal with a growl.
Jay whimpered in response, a submissive answer to his call that threatened to begin the cycle again. They fed each other in such instinctive harmony.
The woman hadn’t felt it—or, if she had, she’d resisted answering the call. Hadn’t joined the sphere where he and Jay resided. For two more weeks, at least. A stunning oasis. He intended to provision the boy as best he could for whatever journeys lay ahead.
He curled his left hand around Jay’s sack and clenched the base of his cock with the right.
Shaking, Jay rested his head against the woman’s breasts. “I’m”—his voice squeaked in a thin, anxious tenor—“I’m real close, Master Henry.”
“Of course you are, my sweet boy.” He swept Jay’s cock in a slow arc, squeezing the base of the shaft. Neither shame nor concern would be permitted here. Not for his partner. “I’m picking up my brush. We cannot place the first streaks of color on our canvas if the paint isn’t loaded.”
He added a quick stroke up the shaft for emphasis, and Jay squirmed.
“You’ve your own task to attend to. Tug hard.” Swollen and stiff, Naomi’s breasts awaited further attention. “See how you’ve added deeper color already?”
Jay would never cause enough pain to please her. Letting him feast to his heart’s content would do no harm.
“I’ll handle the brushwork myself.”
A slow stroke pulled a shuddering whimper from the younger man. He lowered his mouth to a tight nipple in obedient fascination.
Speedy strokes raised tension in Jay’s legs, his thighs curving as climax neared. Delicate, heated skin bowed to the command in the master’s fingers. A thready whine presaged Jay’s release.
“That’s it, my good boy, come for me.” Gentle and coaxing, he guided his submissive through orgasm. Panting, shuddering breaths above. Ejaculate spurting below, directed downward to speckle bare feminine calves. A triumph for the man, a degrading joy for the woman.
She trembled and swayed as liquid struck her skin. He’d hit the agreed-upon safe zone. They wouldn’t be sharing fluids. Condoms waited in his pocket for Jay.
With a low mo
an, Naomi pleaded her case for release of her own.
“Our canvas must stay still,” he chided.
The greater pressure on her breasts and the humiliation of being used as no more than the boy’s bedside tissue would appeal enough to bring her to the edge of the orgasm he denied her now. More enjoyable to her than the permission would be. A trait she shared with Emma, though Em’s brand of masochism lacked the compulsive humiliation fetish Naomi favored.
“Enough, my boy.” He slid a hand up Jay’s chest and nudged. “Let’s move our game, shall we?”
Jay stopped sucking. The slight daze in his eyes and his swollen, reddened lips prompted his master’s sigh.
“Lovely.” He claimed a sweet kiss. Releasing his submissive required focused effort.
He rose to his feet and gestured toward the table. “Jay, go and pull back the chairs, please. Along the wall will be fine. We won’t need them.”
He could have left the task for Naomi as part of her prep, but giving the job to Jay suited his purposes. Admiring the younger man’s lean form and clean lines, he sauntered to a stop behind the woman.
She maintained an attentive poise, silent and still, her head bowed. He’d have a few moments while Jay worked. Enough time to whip her with words, a fast, stinging whisper like the snap of a riding crop in her ear.
“My sleek pup is going to fuck you. Eager. Untrained.” He teased her wrists with light touches, the promise of a harsher grip. “His cock is still more than you deserve.”
The cock swung flaccid along Jay’s thigh for now. Three chairs moved. Three to go. Rousing him again wouldn’t require much work. He’d learned that much about his student in the last few weeks.
“He’ll take his pleasure in the only value your worthless body provides. And you’ll enjoy it, won’t you, Naomi?” Her slight nod an encouraging bit of unconscious response, he pushed on. “You’ll writhe under his touch, and you’ll come for him when I command you.”
Her breathing grew louder, a sufficient cover for his guttural whispers.
“Not because you deserve it. You’re but an insignificant speck. But the boy—he deserves to own your pleasure.”
Gripping her wrists behind her back in his left hand, he marched her forward. Her moans drew Jay’s attention as he placed the last of the chairs. If not for Jay’s presence, he’d have tripped her and blamed her for the clumsiness herself. A pretext for more punishment play she’d enjoy.
Such behavior would horrify Jay, and his own interest was academic. Cataloguing his partners’ preferences had become standard practice over the years. Ensuring their enjoyment enhanced his own.
He ordered her onto the table and raised her legs, placing her feet at the corners and keeping an iron hold on her ankles. The strength in his hands would be all he worked with tonight.
Jay watched at his side with the anticipatory air that often characterized his stillness.
Naomi’s eyes flashed. A wish for true restraints, he expected.
“Lie back.”
Jay’s fantasy included face-to-face encounters. He’d offer a facsimile of it, though he wouldn’t claim this woman himself. Not when Jay and his responses were what roused his interest in this room.
Naomi settled on her back, her hips and sex at the table’s edge, her legs bent and strained, feet gripping the corners of the short side of the table. The hard surface ought to increase her enjoyment, even if he couldn’t provide bondage and impact games tonight.
“Come closer, my boy.” Pulling his submissive in front of him, he suppressed a groan at the image assaulting his mind. A pleasant diversion, a slow push between Jay’s enticing, rounded buttocks while he in turn took a woman. This one. Another one. Any one he liked. Moving in concert.
He lowered his mouth to Jay’s neck with half-savage intensity, pressure and suction sure to leave a mark if he didn’t gentle himself. Easy. Go easy. A sigh escaped as he gained control, tonguing tanned skin while Jay shivered.
The slender strength of Jay’s arms flowed under his caress. He twined their fingers and ran them along the woman’s thighs toward her sex. Time to prep her for Jay’s entry while he recovered. A glance down showed he hadn’t hardened yet, but his periodic whimpers and squirming assured interest and need would win the war over biology soon.
Back and forth, Jay’s hands under his, he teased the insides of her thighs to the creases where her sex waited. The threat of rougher handling would have excited her, but young Mr. Kress needed smooth, slick passage. Sure signs of acceptance and desire. Implications of force would distress him.
Guiding Jay’s fingers, he traced Naomi’s labia. Spread open her sex to their eyes. Stroking revealed more arousal than he’d expected from her at this point. Jay’s fingers twitched in his, the end point for a current of excitement.
“See how swollen with need she is?”
He cupped his student’s hand around the plump fullness of the vulva and squeezed with gentle pressure.
Naomi tensed. Her chest expanded, her breath a silent pause.
Jay thrust despite the lingering softness in his cock. An adorable wobble at the tip as wrinkles stretched and flattened along his hardening shaft.
More enticement for his own cock, confined by boxers and slacks both.
He’d considered putting a new cock ring on his submissive tonight. A simple silicone band, a step up from the pressure wrap but not yet the more difficult but elegant metal or glass. Its use, however, might lessen Jay’s confidence. Imply he wouldn’t satisfy otherwise. Far from the truth. Bringing in a new partner was enough of a toy. No sense overwhelming Jay in a single night.
A slide up, a curving angle down, and his index finger and Jay’s slipped inside her heat with ease. He pumped twice, slow and steady. Her sex tightened.
“How eager she is to welcome you. Flushed and wet with desire.”
He left Jay’s other hand on her thigh and brought his own to the younger man’s hip. He squeezed with the rhythm of their pumping fingers, a spur to keep Jay’s hips in subtle motion. Tiny thrusts made his cock bob until he’d reached full arousal.
“You’ve something to give her, don’t you? A present to make her cry out her satisfaction, unable to help herself.”
Naomi moaned, but Jay flinched. His lips pulled in a brief grimace, and his hand stuttered in the rhythm.
Too much. He’d struck a sour note with the helplessness. Something Cal had said to Jay or just the memory of his own inability to escape. A turn-on for bondage fetishists, but the mere hint was understandably beyond Jay just now.
“Do you want that, Naomi?” He went on as though he hadn’t intended to stop. “Do you want my boy’s cock bringing you pleasure?”
“Yes. Yes, please, sir, if you’ll allow it, though I haven’t earned it.” Her arms stretched above her head, extending to the far end of the table. She imagined cuffs, perhaps. “I’m a bad girl, sir. I don’t deserve such a good boy.”
Well done. He’d be certain to thank her later for the opening. The verbal opening. He’d always intended to thank her for the physical one on Jay’s behalf.
“What say you, my boy?” He kissed the side of Jay’s head, inhaling the woodsy scent of his hair. “Will you show Naomi she deserves a good boy like yourself?”
“I, I want to, Master Henry.” Clearly. His cock strained as his hips swayed toward the sex laid out before him.
Jay needed to feel both in control and protected in this delicate time. A child building castles in a closely guarded sandbox. Henry would hold his submissive’s hands, and they would shape his safe haven together.
“And so you shall.”
Pulling a condom from his pocket with his left hand, he eased his right hand free of Naomi’s sex.
“Three fingers, my boy, at the same speed. Keep your playmate ready for you while I ready you for her, please.”
Combined with Jay’s earlier release, the condom might prove adequate to deaden sensation enough for him to last longer once inside. Long enough
to wring an orgasm from Naomi, though she’d struggle against it and enjoy it more in the surrender. Jay’s gentle and unsophisticated manner ought to be the perfect mix of distasteful and arousing for her. He’d give his submissive a hand if necessary. Jay would be disappointed if he failed to satisfy.
He unfurled the condom over Jay’s cock in an easy slide. Lubricated inside and out for a more natural feeling, though in truth nothing matched the intimacy of a slick, bare coupling. Not something this short-term liaison could provide.
Jay’s soft whine brought a smile to his face.
“Beautiful work.” He tugged the younger man’s wrist, freeing wet fingers and placing them around the base of Jay’s erection. “Let’s switch to a broader brush. Your playmate deserves a thicker tool with more heft.”
“If it were me, I’d ask for yours, then, Master Henry.”
He growled at Jay’s sweet tone. If God granted mercy, his submissive would stop asking. His earnest pleas tempted his master entirely too much.
“Yours is mine, my boy. As all of you is mine on our nights together.”
A gratifying shudder wracked Jay’s body.
Brushing the tip of Jay’s cock between darkened lips occasioned a tremor from the woman and a whimper from Mr. Kress.
“Gently, now.” He leaned into Jay with caution, prepared to pull back if the weight at his back prompted a negative reaction. Jay allowed himself to be nudged forward, sinking steadily until he’d reached his full depth. “Just so, my lovely boy.”
Hands resting at Jay’s hips, he guided the pace with fingertips and his own weight. Slow and gentle, listening to Jay’s gasps and whines. Encouraging the younger man to let his hands roam along his playmate’s tense legs and flat stomach.
“I feel your muscles flexing, my boy. How beautiful you are, the perfect instrument for this application. Made to bring others pleasure, as you do for me each time we play.”
Jay whispered his thanks in a shaking voice as his hips jerked. Praise did seem to bring him closer to the edge than anything else.