Beneath the Surface (A Night with a Crossdresser) - M/CD - Final Chapter Added! 18+ Only!!

[Boundngagged75]

Nestled along the sun-kissed shore, the tiki bar exuded a laid-back, tropical charm, its thatched roof blending seamlessly with the palm trees swaying gently in the ocean breeze. The bar itself, constructed from weathered bamboo and adorned with vibrant hibiscus flowers, invited beachgoers with its rustic allure. Colorful lanterns hung from the rafters, casting a warm, inviting glow as the sun dipped below the horizon.

Wooden stools, topped with woven straw seats, lined the bar, where patrons sipped on exotic cocktails garnished with fresh fruit and tiny paper umbrellas. The sound of waves crashing nearby mingled with the soft strumming of a ukulele, creating a soothing, rhythmic backdrop. Laughter and relaxed conversations filled the air, as the tiki bar became a haven for those seeking a perfect blend of tropical ambiance and oceanfront tranquility.

I plopped down on a stool on the corner of the dimly lit bar. Next to me, an older gentleman in his late fifties or early sixties casually sipped a beer, his jeans and tshirt giving him a rugged, carefree appearance. He tapped his fingers on the bar, glancing occasionally at the muted television above.

The bartender greeted me with a nod and I ordered a beer, which was served promptly on this particularly slow night. I interlocked my fingers around the bottle, my eyes fixed on the golden liquid. I slowly nursed the beer, my solitude interrupted by the occasional tapping of fingers on the bar from the man beside me.

I glanced over at the man’s fidgety hands. To my surprise, I noticed him flaunting freshly applied press-on nails, their vibrant colors and intricate designs instantly transforming his hands. Each nail fit snugly, their glossy finish catching the light with every movement.

I cleared my throat. “Do you, umm, dress?” I asked subtly.

He abruptly stopped tapping and glanced over at me speculatively but didn’t speak.

“Just out of curiosity,” I added, hoping to break the tension.

The man glanced around, probing the bar and gauging who was in listening range from us. “When I’m alone,” he muttered softly, making eye contact.

“Never out in public?” I asked inquisitively.

“Why?”

“I’m just curious,” I laughed.

“I never have before. That’s not to say, that I haven’t wanted to. I’m just not what you would call ‘passable’.”

“Can I see?” I asked bluntly.

“Can you see?” he parroted back.

“Yeah,” I replied. “Do you have any pictures? I’d like to see. I-I mean,” I stammered, “I really want to see.”

He glanced around again, now nervously probing for who may be within seeing distance from us. He reluctantly pulled his cellphone out of his pants pocket, unlocking the screen. My eyes wandered away, giving him the privacy to navigate through his phone. I felt anxious and eager to see.

“Here they are. This is me.”

The first photo appeared to be taken from a tripod or from his phone being propped up to stand on its own. A queen-sized bed rested against the wall, its simple metal frame supporting a rumpled set of dark grey sheets. In the photo, he was kneeling at the edge of the bed, propping himself up.

He wore black corset top that clung to his pecs. His arms were partially hidden behind his back, donning a pair of black opera length silk gloves that fit snug around his large hands and muscular arms above his elbow. His thighs were large and muscular. A pair of black latex bikini bottom shorts hugged his hips. A long wavy blonde wig draped over her shoulders.

“Not bad,” I said modestly.

He scrolled to the next photo. He was kneeling at the edge of the same bed, only bent slightly forward opposed to the first photo. He wore a pair of tight black shiny leather leggings that fit snug. The white mock neck tank top conformed firmly over the padded bra which cupped his pecs, and was stuffed to the maximum. His outfit was complete with the stiletto heels of a pair of black leather thigh high boots. A thin applicant of eyeliner had been smudged above his eyelashes. The same blonde wig draped down his back.

“Wow,” I muttered, raising my eyebrows thoroughly impressed.

He scrolled to the next photo. My eyes widened and my jaw dropped slightly in awe.

“Now this I like!”

He knelt on the edge of the bed, similar to the previous two photos. A pair of burgundy leather leggings encased his legs. A black floral embroidery corset top clung to his shoulders. The blonde wig flowed over his shoulders. Again, he wore the black opera length silk gloves. His arms were extended out in front of him with his fingers interlocked. A short length of white cotton rope bound his wrists, wrapped around them several times. His lips were pressed together over a white stretchable fabric that had been tied in between them and knotted off tightly behind his head.

“Do you like being tied up too?” I asked.

“No,” he replied quickly and bluntly, followed by an awkward moment of silence. “I love it.”

“Wow,” I replied engagingly, shifting in my stool towards him. “Sounds like, umm, it could be fun.”

“Yeah? Would you be interested in tying me up?”

“I could try,” I responded. “I mean, when I do that sort of thing, I’m usually the one being tied up, so I may not be the best at it. But I could certainly try. I mean, I definitely want to.”

“Do you want to get out of here?” he asked.


To be continued…

[copperfox]

Well, this is going to be the start of something very interesting! I’ve never met anyone like-minded “in the wild” before. It’s great that you were able to strike up a conversation as well as have potentially found someone to have fun with.

Looking forward to hearing more!

[Boundngagged75]

Well, this is going to be the start of something very interesting! I’ve never met anyone like-minded “in the wild” before. It’s great that you were able to strike up a conversation as well as have potentially found someone to have fun with.

Looking forward to hearing more!

Definitely looking forward to sharing more
Posting more of the story shortly.
I’m glad you’ve enjoyed it so far and hope you’ll enjoy the rest!

[Boundngagged75]

Part 2:
We walked side by side down the dimly lit street, the soft sounds of the ocean waves fading behind us. Streetlights cast long, eerie shadows, flickering occasionally and adding to the sense of isolation. The scent of saltwater lingered in the air, mingling with the faint aroma of late-night street food from a distant vendor. We walked in silence, the beach’s distant glow giving way to the darker, quieter streets of the town, our unspoken thoughts hanging heavily between us.

“So what did you have in mind?” he asked, breaking the silence.

“I don’t know,” I replied. “I’ve always wanted to tie up a crossdresser before. Maybe we could start there; then, who knows?” The gravel crunched beneath the soles of our shoes as we passed.

“This is it,” he said, pausing in front of a dimly lit building. “This is where I live.”

From the street, the small apartment complex appeared quaint and slightly weathered, its stucco walls reflecting the faint glow of the nearby streetlights. The building, only two stories tall, was painted in soft pastel colors, now muted in the night, with small balconies jutting out from each unit, some adorned with potted plants and wind chimes that tinkled softly in the breeze.

A narrow, cobblestone pathway led up to the entrance, flanked by low hedges and illuminated by dim, solar-powered garden lights. The windows, some dark and others faintly glowing, hinted at the quiet lives within. The sound of distant waves crashing mingled with the occasional hum of a passing car, creating a peaceful yet somewhat melancholic ambiance. In the stillness, the complex exuded a quiet charm, offering a serene retreat just steps away from the bustling beach.

“This is nice,” I said nervously, as I followed him up the pathway.

“Here we are,” he said, welcoming, as he turned towards a door and entered a key into the lock. There was a click and the door opened.

We entered the apartment, the door creaking slightly as they stepped inside. Immediately, we were greeted by a small, open living area with a worn but comfortable-looking sofa facing a modest flat-screen TV mounted on the wall. To the right, a compact kitchen was neatly tucked away, its countertops cluttered with dishes and a few takeout containers, while a small, round table with two mismatched chairs served as the dining area.

Directly ahead, a narrow hallway led to the rest of the apartment. The first door on the left opened to a tiny bathroom, its white tiles clean but showing signs of age. Further down the hall, the next door revealed the single bedroom, dominated by a queen-sized bed with rumpled sheets and a bedside table cluttered with books and an alarm clock. A small desk with a laptop and scattered papers sat against the wall, next to a closet with its doors slightly ajar, clothes spilling out haphazardly.

The apartment, though modest and a bit disheveled, exuded a sense of lived-in comfort, a stark contrast to the quiet, dimly lit street outside.

He closed the door behind us. I heard the click of the deadbolt turning, followed by a chain sliding across the bracket as he secured the door behind us.

“You can make yourself at home,” he offered.

“Thanks,” I replied, reluctant to sit down as I paced around nervously. “So, uh, how long does it usually take you to, um, get ready?”

“Depends what you’d like to see,” he responded.

“I mean, I really like anything leather or latex - like what you showed me earlier. Anything tight and shiny,” I continued.

“I‘ll surprise you,” he said with a smile, “I think I have something you’ll really like.” He pulled one of the chairs tucked under the round dining table out, and placed it in the middle of the room. “Here. Sit.”

I lowered myself onto the vinyl padded seat. The steel frame squeaked as I leaned back into the vinyl padded backrest.

“You wait here,” he said as he pulled a neatly folded red bandana from seemingly nowhere. “As soon as I’m ready, we’ll get started.” He draped the bandana over my eyes, pulling the loose ends behind my head and knotting them off tightly.

“Well, this is interesting,” I said as he pulled the bandana down to the bridge of my nose, ensuring it was completely covering my eyes and depriving me of the chance to get any sneak peek.

“Wait here,” he said softly as his feet shuffled across the floor, the sound of his footsteps getting more faint as they got farther away. “No peeking.”

Sitting in the chair, I felt the soft fabric against my skin, each creak of the floor by the man moving around amplified by my heightened senses. The blindfold pressed tightly over my eyes, plunging me into a disorienting darkness where every sound seemed magnified—the distant hum of a refrigerator, the soft shuffle of footsteps. My heart pounded in his chest, the uncertainty of my surroundings making every second stretch into an eternity, each breath measured and cautious as I strained to listen for any hint of what might come next.

Suddenly, I heard his voice call out from afar, echoing down the hallway. “So what did you have in mind to do to me? You know, after you tie me up?”

“I don’t know,” I replied. “Maybe tie you up in a few different positions - to a chair, on the floor, to the bed. I definitely want to gag you. We could roleplay; I could be the kidnapper and you be my hostage.”

“This is all sounding really hot,” he said from the distance. There was another awkward moment of silence as I sat, deprived of my eyesight.

“So, uh, what got you interested in crossdressing?” I asked to break the silence.

“Well, uh,” I heard his voice from afar, “it’s a bit embarrassing, but I guess it all started when I was younger and I had a bit of a thing for women in sheer pantyhose of shiny, silk stockings. I would sneak into my mother’s dresser drawer when she wasn’t home and try them on. Sometimes, I would use them to tie myself up.”

“Oh wow,” I replied.

“As I got older, I started off with women’s panties, lingerie, that sort of thing. I’d wear them in private, sometimes under my clothes. Eventually, I started buying dresses- very feminine ones. Lots of pantyhose. Lots of nylons. Once I started with hair and makeup, I don’t know, it just made me feel a bit more slutty to wear wetlook and leather.”

“How long have you been into being tied up?” I asked.

“For as long as I can remember,” he replied. “I loved the damsel in distress type stuff on tv. When I would see a woman tied up on tv, I remember thinking that I wanted to be her.”

“I think that’s how it started for most of us.”

“I remember when I was younger, one of my schoolmates tied me up. We were playing a game in the woods behind home I grew up in. We had broken off from the group. He had taken me behind our old barn. Tied me up with some ropes. Gagged me with a rag. He started to tickle me. I remember struggling so much, I actually got hard. That’s when I really realized I love being tied up. I would fantasize about it constantly. I asked him to tie me up again. And again. And again. Eventually, I think he got suspicious why I was always asking to be tied up.”

I felt my cock bulging in the front of my pants as he described his experience. “That’s great,” I muttered as I shifted in my seat trying to hide my growing hard-on.

“Unfortunately, I don’t get tied up very often anymore,” he continued. “It’s been a long, long time. I guess I just got lucky running into you tonight.”

“Luck you,” I said with a smile.

“Ready?” he asked as I heard a set of footsteps shuffle in front of me as I sat blindfolded in the chair.

“Of course,” I replied enthusiastically. I felt as he reached around my head and begin picking at the knots in the blindfold, pulling it loose as it slipped away from my eyes.


To be continued…

[Boundngagged75]

Part 3:
My eyesight came back into focus, adjusting to the light from the several minutes of darkness I endured.

He stood before me, long blonde hair draped over his shoulders as he adjusted the wig on his head. His makeup was immaculate. He had smudged a thick applicant of eyeliner along his upper eyelashes, creating a smokey eye look, and brushed a dark layer of eyeshadow to his lower lashes. His lips were a glossy cherry red, his natural lip line traced over with short strokes of red lip liner.

He wore a short black latex mini skirt, cut so short that I could see a black floral mesh thong cradling his cock up it when he spread his legs the slightest amount. A set of garter clips attached his skirt to a pair of black thigh high latex stockings that encased his legs. A black vinyl bra cupped his pecs. A pair of black opera length vinyl gloves fit snug around his hands, pulled up over his elbows. His calves flexed in a pair of black patent stilettos.

“Ready to tie me up?” he asked in a feminine tone.

With that, he tossed several coils of rope to the floor before me; all white cotton rope, but various lengths. He piled a mound of wadded up cloths and bandanas on top of the ropes. Lastly, three rolls of tape - classic silver duct tape, a roll of grey pvc tape, and a wide roll of white microfoam tape.

“I can’t wait to tie you up,” I muttered with a smile, climbing to my feet from the chair.


He sat in the chair, the sleek black latex he wore catching the light with every subtle movement. The material clung to his form, accentuating his curves and lending a glossy sheen to his figure. His posture was relaxed, yet there was a tension in his limbs. The latex and vinyl rustled slightly as he shifted, the sound reminiscent of a gentle rain on a windowpane. His eyes, intense and focused, fixed on a pile of several coils of rope with a calculating gaze, a stark contrast to the smooth, reflective surface of his attire.

I clutched both of his wrists, the vinyl of his gloves squeaking as I moved his arms behind his back.

“I’m a little nervous,” he muttered as I pinned his hands into the small of his back with one hand, letting a short coil of rope unravel to the floor with my other.

“I’m excited,” I replied as I looped the rope around his wrists, pulling them snugly together. I began to wrap the loose ends of the rope around his wrists, knotting it off tightly. “How is that?”

He shifted in the chair, tugging at the ropes that bound his hands; the sound of latex stretching as he struggled in his bindings.
“You’re good at this,” he replied in his feminine tone.

I took a longer length of rope, laying it across his chest. Pulling him firmly against the foam padded backrest of the chair, I began to wrap the rope around his torso and above and below the vinyl bra cupping his pecs, securing him to the chair.

“You’re going to look so good all tied up,” I said, looking him over and admiring my rope work thus far.

He shifted in his chair, a telling sign that his cock was growing hard. I could feel mine growing hard also. I circled around him to the front of the chair and crouched down, positioning myself at his feet. I noticed a bulge in the front of the latex mini skirt that hugged his thighs as his cock filled up the panties that held it.

I moved his ankles together, taking another short length of rope and looping it around them. Wrapping the rope around his ankles several times, I threaded the loose end of the rope up between his feet, and made several passes around it before knotting it off.

He grunted softly as he squirmed in the chair, pulling at the ropes that secured his hands and feet. “You’re really good at this. You definitely undersold yourself earlier,” he said with a laugh, still maintaining his feminine tone. “I don’t think I could get free if I wanted to.”

“I’m not quite done yet,” I replied with a smile, picking up a stretchable white cloth, either lycra or spandex. “I still have to gag you.”

He shifted in his chair again, the bulge in the front of his latex mini skirt protruding. “Mmm, yes,” he said biting his lower lip, “gag me.”

The cloth stretched in my hands as I gave it a tug and circled around behind him as he sat bound in the chair. I pulled the cloth into his mouth, in between his lips, and knotted it off tightly behind his head over the long blonde wig that draped over his shoulders.

“Mmm… Mmpph!” He moaned enthusiastically and exaggeratedly. I felt my cock growing hard as he whimpered femininely. His moans were soft and tender.

“Mmmpph… Mmpphh…” he continued as I eagerly moved to the front of the chair to see him gagged. The gag fit snug in his mouth, his lips pressed together over it. He struggled, though gracefully and gently. He pleaded with his eyes, submissively.

“You look amazing bound and gagged,” I said, as the bondage seemingly transformed him into a delicately girlish, yet boldly sexy damsel in distress. With each muffled moan, my cock grew harder, now throbbing in the front of my pants.

“Mmm.. Mmppph!” he replied, his thanks muffled by the cloth that filled his mouth.

“I love the gag,” I said as I lifted his chin, examining it in his mouth. He kept his lips pressed together over it, singing a chorus of exaggerated moans.

As he sat in the chair, elegantly squirming in the ropes, I straddled over him. I could feel his hard cock push into me as I slowly lowered myself onto him. My cock was also hard, as I draped my arms around his neck, interlocking my fingers behind his head. He slowly leaned forward, reaching the maximum allowance by the ropes that secured him to the chair, and gently nuzzled me through the gag in his mouth.

“You make a beautiful damsel I distress,” I said as I began grinding my hips into him, teasing his cock.

“Mmmpph… Mmpphh…” he replied, his words stifled by the gag that filled his mouth.

“Aww, look at you now—helpless, at my mercy.” I teased.

The captive grunted into his gag, muscles straining against the ropes. My smile widened, enjoying the display of futile resistance.

“Go ahead, try to break free,” I taunted, voice dripping with sarcasm. “It’ll just make it more entertaining for me.”

I leaned in again, my face inches from the captive’s. “You know,” I whispered, “you could always beg. Maybe I’ll take pity on you.”

The captive’s eyes filled with pleas as he whimpered into his gag, but I only laughed, the sound echoing through the room. I stepped back, arms crossed, savoring the moment of power and control.

“I have big plans for you,” I said with a smile.


To be continued…

[Boundngagged75]

Part 4:
“Mmmmpphh…” He groaned into a wide strip of white microfoam tape that had been stretched out tightly over his mouth and pressed firmly to his lips. I had used my fingertips to smooth the tape down over his mouth, until it had conformed nicely to his lips leaving the lip prints visible beneath the tape. I traced my fingers over the contour of his lips underneath the tape, his moans inviting and pleasing.

He lay on his stomach on the firm mattress, hogtied with soft cotton rope that sunk into his vinyl gloved wrists and latex encased ankles. His body was bent in an unnatural arc, limbs pulled tight behind his back, forcing him into a helpless, contorted position. The ropes were expertly knotted, leaving no slack, ensuring his every struggle only made the bindings tighter. His breathing through the tape plastered over his mouth was ragged, each inhale and exhale a testament to his discomfort.

I stood at the foot of the bed, casting a silhouette over him as he stirred in the bed. I slowly approached the side of the bed, my footsteps soft but deliberate, each step causing the floorboards to emit a faint groan. He turned their head, eyes half-open and bleary, trying to focus on the figure now standing at the foot of the bed. I was naked, my cock standing erect. I stretched my wrist into a yellow rubber glove. He moaned softly into his gag as I slipped my other hand into another glove, my fingers dancing into the finger holes as I tugged on the cuff, letting it snap back against my wrist.

I climbed onto the bed next to him, examining the ropes. The latex and vinyl he wore squeaked as he pulled against them. He rocked back and forth several times, murmuring into his gag as he struggled. He rolled over onto his side, bent at the knees, his arms pulled back with his bound wrists fastened to his bound ankles. Slightly, parting his knees and flexing his hips, the large bulge in the front of his latex skirt was inviting. He squeezed my hand between his thighs as I placed it on his inner thigh.

“Look at you,” I said softly. “All bound and gagged.” My hand clamped around his latex clad thigh. “So helpless.”

I slowly slid my hand up his thighs and under his latex miniskirt. My hand brushed against his hard cock, cradled by the panties that hugged his hips.

“Mmmpph!” he moaned aloud. With my fingertips, I started to slowly trace over the contour of his cock through the panties. He moaned aloud as he flexed his hips.

We moaned in unison as I gently rubbed his cock through the panties. I could feel it throbbing as it was stuffed into the silky garments that held it.

“You like being my little bound and gagged slut, don’t you?” I asked in a whisper, panting as my own cock was now throbbing too.

“Mmm.. Mmmpph…” he whimpered, nodding submissively.
My hand wandered further up inside from under his latex miniskirt, sliding across his waistline before diving deep down inside of his panties.

“Mmmpph!” He moaned aloud, muffled by the tape stretched over his mouth as my rubber gloved hand enclosed around his cock.

“Fuck,” I muttered as I slowly stroked him, his cock sliding along the palm of my rubber gloved hand as I slid it up and down the shaft. “Moan for me.”

“Mmmm.. Mmmpph! Mmm… Mmmpphh!” He obediently complied, his moans soft and feminine. My hand wandered around down the front of his panties. I gently massaged his balls, cupping them as I wrapped my hand around the shaft of his cock.

“Naughty girl,” I whispered softly.

“Mmmpph!” His eyes widened as a rush of intense arousal radiated through his body.

“What’s that?” I teased as I gripped his cock tighter, accelerating the rate at which I moved my hand up and down it. “I can’t understand you with the gag on your mouth.”

“Mmm… Mmpph!?” he moaned as he pleaded with his eyes, both playfully and innocently.

“Fuck,” I muttered again as I grasped at his cock. I cupped my hand, rotating it over, and clamping it tightly over his mouth. He moaned softly as I muffled his gentle groans. I could feel his rhythmic breathing against the tape stretched out over his lips underneath the palm of my rubber gloved hand.

“Mmmpph,” he grunted.

“Yes?” I asked, our eyes locked as I continued to stroke him. The stimulation was intensified by my rubber gloved fingertips slowly massaging his cock.

“Mmmpph,” he grunted again, motioning with a nod toward me.

“Do you want me to tie you down to the bed?” I asked, as we panted and moaned together in unison.

“Mmm.. Mmpphh..” he shook his head, then nodded towards me, indicating that I would be the one intended to be tied up to the bed. I instantly felt a heightened sense of arousal as the thought of him tying me up sent warm tingles radiating through my cock.

“Mmm,” I moaned as I bit my lower lip. “Me?”

He nodded.

Part of me was eager to have him tie me up. Though part of me was content laying there on the bed stroking his cock. The gag looked immaculate, the contour of his lips visible underneath the tape. His whimpers and moans were so feminine, and the way his eyes innocently pled. The sounds of the latex squeaking as he struggled intensified the stimulation as my rubber gloved fingertips trickled along the shaft of his cock. The night was still young, I thought to myself.

I picked at the knots in the ropes tethering his wrists to his ankles, pulling them loose as he was freed from the strict hogtie. He kicked out of the ropes wound around his feet and worked his hands loose from the ropes that had bound his wrists. A slight smile appeared from under his gag.


To be continued…

[Masques]

It goes without saying that this is an awesome story...but I'll say it anyway: Awesome! Tremendous and I'm definitely looking forward to the continuation.

[Boundngagged75]

It goes without saying that this is an awesome story...but I'll say it anyway: Awesome! Tremendous and I'm definitely looking forward to the continuation.

@Masques thank you! I can never be quite certain that anyone actually reads these, so I appreciate everyone who does and especially those who leave feedback More to come shortly and I hope you enjoy it!

[Boundngagged75]

Part 5:
I moaned softly, muffled under several layers of grey pvc tape that had been wrapped around my head, covering my mouth. Short lengths of white cotton rope had been looped around my wrists and ankles, tethering them to their respective corners of the steel framed bed to which I had been bound.

The ropes had been tied tightly around my wrists; and though the rubber gloves offered some reprieve, they also made the likelihood of picking the knots less probable.

As I lay on my back, spread-eagle, my cock was hard and stood straight up. He towered over me beside the bed, pinching the corner of the tape plastered over his mouth and slowly peeling it away.

“Not too talkative now, are we?” He teased.

“Mmppph!” I playfully protested into my gag.

I watched intently as he stood over him, his eyes gleaming with a mixture of amusement and malice. He leaned in closer, his breath warm against my ear as he whispered mockingly.

“Look at you,” he sneered, feminine, yet domineering and commanding. “Pathetic and powerless. Now it’s my turn to have some fun with you.”

He straightened up, pacing around him with a predatory grace, her fingers lightly trailing over my bare legs. My eyes followed his every move, a flicker of want mixed with anticipation.

“You thought you were so clever,” he continued, his tone now playful. “But now, you’re right where I want you.”

“Mmmpph!” I moaned into the gag, as the anticipation was building. I wanted him to take me, and do as he pleased.

He stopped in front of him, bending down to meet his gaze directly. A few strands of hair from the blonde wig covered his face.

“Beg,” he commanded softly. “Beg for it, and maybe—just maybe—I’ll consider it.”

“Mmmph! Mmmpphh! Mmm, mmm, Mmpph!” was all I could manage as my pleas were muffled by the sticky adhesive that stung my lips under the layers of tape wrapped around my mouth.

He laughed, a sound full of satisfaction, and stood up straight, the triumph in his eyes unmistakable. “Now that is hot,” he said as he traced his fingers over the contour of my lips underneath the tape.

He climbed atop the bed, straddling over my cock as I lay bound beneath him. I tugged at the ropes and whimpered into my gag. He leaned forward, pressing his lips against mine through the gag, leaving a pair of lipstick lip prints on top of the tape.

“Mmmm…” I moaned softly, my cock throbbing as I squeezed my eyes shut.

“Now who’s the one all bound and gagged?” he taunted in a whisper. I moaned as his vinyl gloved hand dove deep between my thighs, rubbing my balls and sliding across my cock as he pulled it back out.

“Mmmpph!” My cheeks bulged underneath the tape, the sticky adhesive stinging my neck from being tightly wrapped around my head.

Warm tingles radiated through my body as the latex stockings he wore slid down my legs as he moved along my body, the sleek rubber rubbing against my thighs. He positioned himself between my legs, spread wide open, tied to their respective bedposts. I moaned softly, silenced by the gag.

“Hush, babe,” he whispered femininely as he wrapped his hands around my cock.

“Mmmpph..” I whimpered, closing my eyes tightly as his vinyl gloves enclosed around my throbbing cock. He alternated between rubbing my cock and rubbing my balls. I could feel his fingers slowly circling around beneath me, a vinyl gloved finger slipping inside of me for anal stimulation.

“Mmmpph! Mmpphh!” I moaned aloud as he had slipped a finger in. He placed his other hand back on my cock, and slowly began stroking it as the anal fingering continued. My whole body began to tremble. I could feel my cock pulsing.

The creaking of the broken down innerspring coils in the mattress were drowned out by my muffled moaning. I felt as he grasped my cock with both hands, the palms of his vinyl gloved hands enclosing around it as it stood fully hard. I quivered in anticipation as he slowly leaned forward.

“Mmmppph!” I moaned aloud as I felt him take my cock into his hot wet mouth. I flexed my hips as his lips enclosed around it, taking me deep into his mouth. He placed his vinyl gloved hand at the bottom of the shaft of my cock, slowly rubbing it while he cupped my balls.

“Mmmm.. Mmppph!” was all I could manage with the tape wrapped tightly around my mouth. My muffled pleas went ignored as I felt my cock pulsing, ready to explode in his mouth.

I grunted repeatedly. My cock was pulsing as my captor’s wet lips moved up and down the shaft. As he took me deep in his mouth, gently massaging my balls with one hand, I felt his vinyl gloved fingertip slip back into my anus. I whimpered as the tingly feeling stimulating my body rocketed into a sudden burst of intense pleasure. I exploded on his mouth.


I sat on the edge of the bed, lacing up my shoes as the early morning light filtered through the curtains, casting a soft glow over the room. He was still lying under the covers, the golden locks of his wig a tousled halo on the pillow. Our eyes met briefly, a flicker of awkwardness passing between us.

There was a pile of discarded ropes, balls of tattered tape, and the pair of rubber gloves turned inside out on the floor; an indication of a kink filled night of fetish and fulfilled fantasies.

“Well,” I began, standing up and smoothing out my shirt. “I guess I should get going.”

He nodded, sitting up slightly and pulling the sheet around himself. “Yeah, okay.”

I glanced around the room, making sure I had all his things. “Last night was… fun,” I said, offering a small, tentative smile.

“Yeah, it was,” he replied, her smile equally tentative, his makeup smeared across his face.

I moved towards the door, pausing with his hand on the doorknob. “Take care of yourself,” I said, looking back at him one last time.

“You too,” he answered, his voice soft and ladylike.

I gave a small nod, then headed down the hallway and out the door, stepping out into the bright sun, closing the door quietly behind me. As I walked down the corridor, he couldn’t help but feel a strange mix of relief and melancholy, the memory of their brief connection already starting to fade. He lay back down, staring at the ceiling, listening to the distant sound of my footsteps until they disappeared.

As I walked away, I glanced down, opening my hand. A pair of cherry red lip prints were smeared in the palm of my hand. A small memento, the result of clamping my hand over his mouth to silence him during an unforgettable night, brought a smile to my face.


The End

[Masques]

Well, I did say that it was awesome...what a fun ending. This sounds like an amazing evening and I'm...oh, what's the word..."insanely jealous" of both of you. Great story!

[Boundngagged75]

Well, I did say that it was awesome...what a fun ending. This sounds like an amazing evening and I'm...oh, what's the word..."insanely jealous" of both of you. Great story!

@Masques thank you very much! It was a lot of fun and I’m happy to share the experience here, put to words I’m glad you enjoyed reading it. I certainly enjoyed living it and writing about it

[Jeffpa1967]

OMG. Loved this so much. Thank you.

[Boundngagged75]

OMG. Loved this so much. Thank you.

@Jeffpa1967 thank you! I’m glad you enjoyed it