BDSM

His Collared Intern's After-Hours Leather Training

Boss trains his eager 22-year-old collared intern with strict leather bondage and rough sex after hours.

7 min read 1,649 words June 05, 2026New

The last employees had trickled out of the sleek downtown offices of Kane & Associates by seven-thirty. Sophie waited at her desk in the open bullpen until the silence settled like a heavy curtain. Her heart hammered so hard she was sure the sound echoed off the glass walls. At exactly seven forty-five she stood, smoothed her tight black pencil skirt, and walked on shaky legs to Mr. Kane’s corner office.

He was already waiting behind the wide walnut desk, tie loosened, sleeves rolled to reveal thick forearms. The moment she crossed the threshold he rose and locked the door with a decisive click. The sound sent a bolt of heat straight between her legs.

“Lock it from your side as well, Sophie.”

She obeyed, turning the deadbolt with trembling fingers. When she faced him again, Mr. Kane held the thick black leather collar in both hands. The heavy stainless buckle glinted under the low recessed lights. Without a word he stepped close enough that she could smell his cologne—dark cedar and crisp linen. He fastened the collar around her slender throat with practiced care, snug but not tight, then snapped the small padlock shut. The weight of it, the finality of that click, made her knees soften.

“Strip,” he ordered, voice low and calm. “Everything except the heels and the collar. Fold your clothes neatly on the chair.”

Sophie’s breath caught. She had signed the contract two weeks ago—eight pages of explicit consent, limits, safe words, and after-hours training clauses. Still, nothing prepared her for the rush of vulnerability as she peeled off her silk blouse, unhooked her lace bra, and stepped out of her skirt and thong. The cool air kissed her bare skin. Her nipples tightened instantly. When she was completely naked except for the four-inch black patent heels and the thick band of leather circling her neck, she stood straight, shoulders back, hands at her sides.

Mr. Kane circled her slowly. His gaze traveled over her perky breasts, the smooth plane of her stomach, the trimmed patch of dark hair above her already glistening pussy, and the firm curve of her ass. Each pass of his eyes felt like a physical touch.

“Tonight I’m going to train that eager little body of yours,” he said, voice smooth as aged whiskey. “I’m going to teach your mouth exactly how deep I want it. I’m going to redden this perfect ass until you drip down your thighs. Then I’m going to strap you into a leather harness that frames those pretty tits and locks your wrists high between your shoulder blades so you can’t hide anything from me. You’re going to take every inch of my cock in whatever hole I choose, and you’re going to thank me for it. Do you understand, collared intern?”

Sophie’s voice came out a shaky whisper. “Please train your collared intern, Sir.”

The tension snapped.

In two strides he was behind her. Cool steel cuffs clicked around her wrists, pinning them at the small of her back. He pressed a hand between her shoulder blades and bent her forward over the wide desk until her breasts flattened against the cool wood and her cheek rested on a leather blotter. The position lifted her ass high and spread her legs just enough that she felt obscenely exposed.

Mr. Kane unbuckled his belt. The long strip of supple black leather whispered free of his trousers. He doubled it, gripped the buckle, and brought the looped end down across both cheeks with a sharp crack.

Sophie cried out, more from surprise than pain. The sting bloomed hot and immediate. A second stroke landed, then a third, each one measured, deliberate. The leather kissed her skin again and again, painting wide stripes of heat across her ass and upper thighs. Between strikes she could hear how wet she was—obscene little sounds as her pussy clenched and released, coating her inner thighs.

“Sir—please—more,” she gasped after the tenth stroke, voice already hoarse.

Mr. Kane gave a low, satisfied growl. He set the belt aside and ran his palm over the glowing flesh, squeezing hard enough to make her whimper. “Look at you. Dripping like a good little submissive already. We’re just getting started.”

He lifted her upright by the collar, the leather pressing firmly against her throat. From a drawer he produced the harness—black leather straps, silver buckles, and D-rings. With efficient, almost tender movements he buckled it around her torso. Wide bands framed her breasts, pushing them forward and up. A thick central strap ran down her spine; he threaded her cuffed wrists through a loop at the top and ratcheted them high between her shoulder blades, forcing her shoulders back and her chest out. The position was strict, helpless, beautiful. Sophie moaned at the feeling of total restraint.

Mr. Kane guided her down to her knees on the thick rug. He unzipped his trousers and freed his cock—thick, veined, already leaking at the tip. He tapped the heavy shaft against her cheek.

“Open.”

Sophie parted her lips eagerly. He slid inside in one long glide, not stopping until the head bumped the back of her throat. She gagged softly, eyes watering, but he held her there, letting her adjust. Then he began to fuck her mouth in deep, measured strokes, one hand tangled in her dark hair, the other gripping the front of her collar like a handle. Saliva spilled down her chin and onto her framed breasts as he used her throat with calm authority. Every time she struggled for air he pulled back just enough to let her breathe before sliding deep again.

“Good girl,” he murmured. “Such a perfect cocksucker for your boss.”

When his cock glistened with her spit he pulled out, lifted her to her feet, and bent her over the desk once more. The harness kept her wrists locked high; she could only rest her shoulders and breasts on the wood, ass presented perfectly. Mr. Kane rubbed the fat head of his cock up and down her soaked slit, coating himself in her arousal, then drove inside in one ruthless thrust.

Sophie cried out at the sudden stretch. He was thick, and the angle made him feel even bigger. He didn’t give her time to adjust. He gripped the back of her collar like reins and began to fuck her hard—long, punishing strokes that slapped his hips against her reddened ass. Every few thrusts he brought his hand down in a sharp slap, re-igniting the burn from the belt. The combination of pain and deep pleasure had her babbling nonsense into the desk.

“Please—Sir—harder—please—”

He obliged, pounding into her until her legs shook. Then he slowed, pulled almost all the way out, and slammed back in, grinding deep so the head of his cock rubbed that perfect spot inside her. Sophie came suddenly, violently, her pussy clamping down around him in rhythmic spasms. He kept fucking her through it, never breaking rhythm.

When her orgasm faded he pulled out, sat in his big leather office chair, and crooked a finger. “Come here. Reverse cowgirl. You’re going to ride me while I play with that greedy clit.”

Trembling, Sophie backed up between his spread thighs. He guided his cock back into her soaked pussy, then used the collar to pull her down until she was fully seated. The new angle made her feel him even deeper. With her wrists still locked high she had no leverage; he controlled everything. One hand held the collar, the other brought a thick black vibrating wand between her legs and pressed the buzzing head directly to her swollen clit.

“Ride,” he commanded.

Sophie rocked her hips as best she could. The combination of the deep, stretching cock, the merciless vibration, and the constant tug of leather at her throat sent her spiraling again within seconds. She came hard, screaming, inner walls fluttering wildly around him. Mr. Kane didn’t let up. He used the collar to lift and drop her, fucking her from below while the wand forced orgasm after orgasm from her exhausted body. Her thighs shook uncontrollably. Tears of overwhelming pleasure streaked her mascara. Still he kept her moving, growling praise against her ear.

“That’s it. Milk my cock with that trained little pussy. One more. Give me one more, Sophie.”

She shattered again, a raw, broken scream tearing from her throat as the strongest orgasm yet ripped through her. The clenching of her cunt finally pushed him over the edge. Mr. Kane pulled the collar tight, holding her down flush against his lap as he came in thick, hot pulses deep inside her, flooding her with every drop.

For a long moment there was only the sound of their ragged breathing.

Then silence.

Mr. Kane gently released the cuffs and unbuckled the strict harness, letting the leather fall away. He left the thick collar locked around her throat. From a cabinet he pulled a soft cashmere blanket and wrapped it around her sweat-slick body. He drew her into his lap, cradling her against his chest, one hand stroking slowly up and down her back.

Sophie glowed with quiet, submissive pride, cheek resting on his shoulder, eyes half-lidded. Mr. Kane’s voice was soft now, almost tender.

“You took your training beautifully tonight. Your obedience, your orgasms, the way you begged for more—everything was exactly what I expect from my collared intern. Next session we begin the stricter leather protocol. Higher heels. Longer sessions. More restrictive bondage. Are you ready for that, Sophie?”

She nodded against his neck, too content to speak.

He pressed a kiss to the top of her head and held her closer.

The office was perfectly quiet around them, the only light the low amber glow from the desk lamp, the only movement the slow rise and fall of their breathing as the silence stretched on, deep and complete.

Tagged collar stripping bondage dominance objectification

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