June 22 Noon(ish)
I woke quickly from what I thought was a small cat nap, but my heart was racing. I glance over at the clock and I gasp quickly. FUCK! 12:05, I overslept. What happens now? I throw on a pair of shorts and a t-shirt and run downstairs and see the redhead from earlier behind the desk as usual. She raises an eyebrow, looks down at the clock on her desk, and brings her eyes up to mine once more with obvious disappointment.
“12:09, tsk tsk tsk” she finally says shaking her head.
“Sorry, I overslept,” I say looking over her body. She looks amazing with her clothes on…and off. I can see just a bit of cleavage from her top, but after this morning, there’s no need to use my imagination. I feel myself growing hard again. I hear the rhythmic tapping of heels on the solid floor coming up behind me. I turn to look, but hear, “Keep your head forward,” so I comply. Within moments a mask is brought down over my head obscuring my vision. My immediate impulse is to pull it off, it’s almost suffocating, but at least the mouth is open so I can breathe. It starts coming together now, “wait…a gimp mask?” I lick my lips and feel a zipper. My heart races knowing this won’t be something I’m going to enjoy and momentary panic sets in. Focusing inward trying to calm myself I didn’t hear the sound of something rolling up behind me.
“Sit down boy,” a commanding voice says before I’m pushed backward, a seat now position at my knees causes me to sit down quickly, effortlessly. Then my hands are tied down.
“Look, he’s already hard!” a familiar voice says in a mocking tone, and another woman giggles. I try to stand, but I’m pushed back down. This time, a strap wraps around my waist and cinches tight over my erection, causing a flash of discomfort.
“Aww, poor baby, did you get an owie?” followed by more giggles.
I feel my legs get fastened down as well, then the wheelchair lunges forward. After a few minutes, it comes to a stop. This room is a bit cooler, but with this mask on, I can’t tell where I am. I hear the sound of two pairs of heels clicking against a hard floor circle around me twice. Then the sound of metal…maybe…scissors snipping near my right ear followed by the cold steel sliding up my arm. My nipples harden as goosebumps form over my arm. My right sleeve gets pulled upward and I feel my shirt being cut away.
“No! Not my..” I try to pretest, but a gloved hand covers my mouth.
“Shut the fuck up!” that familiar voice heard earlier says, then I place where I’ve heard it. The dominating voice of Jamay with the same tone that guided me in my pussy eating session yesterday.
The rest of my shirt gets snipped until it’s pulled from my body.
“Now do his shorts!” another voice says.
I feel the cold metal of the scissors again slide down my chest until they reach my waistline. The point drags against my skin with a light scratch. Then they snip down my shorts before they are yanked away.
“Look at how pathetic he looks,” Jamay says.
Now I’m starting to feel cold, almost as if the air conditioning was cranked up.
“Aww his prick is shrinking,” says the other voice.
Suddenly the leg rests that I’m strapped to swing outward exposing myself further, then something cold covers my dick, then a strap that goes below my balls, that it tightens. I’m in a fucking cock cage! My legs lift at the knee so I’m almost in a weird recliner chair that doesn’t lean….nope, too soon. The back drops down and my arms drop out at my sides. Now it feels like a recliner. I try to lift my arms but it’s too tight, I quickly realize that no matter how hard I struggle, I’m not moving.
Naked, strapped in a room growing colder by the second, the sound of heels walking off echoes in the seemingly empty room. I hear the door open, “Help! Please!” I shout.
“I said SHUT THE FUCK UP!” the voice belonging to Jamay says.
The heels come toward me, quickly. My heart rate increases and suddenly something is shoved into my mouth and wrapped around my head. I try to breathe, but cannot. I struggle for what seemed minutes but was in actuality just mere seconds as the hands of time slowed to a crawl. Finally, I hear a zip as my nose is exposed.
“Mmmmm, MMM!” I say muffled, but I’m now able to relax without the struggle of fighting for my breath.
The footsteps head off behind me once again until the door slams, leaving me in deafening silence. Nope, I am not enjoying myself…not…one… bit.
I sit alone in cold silence, completely unaware of how much time has passed the silence gives way to the faint static and pulsing sound of isochronic sounds. I started focusing on the pulses as the sounds swayed between various speakers throughout the room. I started to calm down at first, but the sounds of an orgy started increasing in volume. The calm feeling that I had was displaced by a tingling sensation over my skin, and then the focus on the sounds of hundreds of people fucking all at once grabbed my attention. I felt myself starting to grow hard, but the cage around my cock restricted my growth. Beyond the discomfort, the pain began. I could imagine my cock begging, pleading with me to be set free, I pictured the Hulk growing out of his clothes that tore at the strain of his increased muscle mass. I tried to think of something…anything else but my thoughts were pushed aside by people fucking…people fucking..FUCK I’m horny. My dick aches, the skin sore from where it pushes beyond the cage’s limits finding wherever it can expand to and the harder I get the tighter my balls get as the cage lifts upward.
Suddenly, the sound stops, my cock pulsing with my every heartbeat in the cage begging to be released. Then the sound of the door opens behind me and the distinct sound of high heels approach me on either side of me, one stopping directly to my left, the other I hear stop between my spread legs. A knee covered in latex runs up the inside of my right leg until it reaches the cage, it gets pushed to the side, tightening the band around my right nut. The leg drops and my cock goes back into its position, then she repeats the same move with her left knee. Instead of putting it back, she leaves it there, pushing forward. I wince in pain and jump at a strange sound directly in front of my right ear.
Tik tik tik tik tik.
What the hell is that? I wonder to myself. The question is quickly answered as the sound travels over my chest and presses against the skin. The electricity causes my entire body to tighten and surge. What the fuck? Why are they shocking me? I didn’t sign up for…..I feel it drop down onto my left nipple, this causes my body to tighten once more. I hear giggling as the sounds of the footsteps move from my side directly behind me. The ballgag is removed from my mouth.
“Please, please, don’t do that again, please,” I beg.
“I’ve told you, shut…the…fuck…up!”
My body tightens again as the taser is lowered back down onto me. I cry out in pain once more.
“You’re obviously having an issue staying quiet so looks like I’m going to have to muffle your screams,” Jamay says from behind. Then I hear the sounds of stretching latex moving on either side of my head.
“Boy, eat my pussy” she demands and lowers herself down over my mouth. Her pussy is sweet, her musky scent fills my nose. Then I hear the sound of latex stretching at my left, followed by the unmistakable pain of her heel digging into my ribs. I beg for this to end as I feel her entire weight resting on my face as the second heel digs into the ribs on the right side.
“The sooner I cum, the sooner this ends for you boy,” Jamay says overhead.
“Aww I want to play too,” says the voice between my legs as I feel fingertips dance over the skin of my cock trying to push its way from the cage. My cock jumps at the touch. The pressure over my mouth keeps me from doing too much with my tongue, so I do the only thing I can and push it up as deep into Jamay’s cunt as I can.
“There you go boy, fuck me with your tongue”.
I can’t see with the mask on, but I close my eyes and envision Jamay’s pussy. Her ebony skin, darker at her labia, the pale pink of her opening. I feel the coarse hair of her cunt against my face and draw my tongue back into my mouth just before thrusting it back inside.
My cock pulsates as two fingers lightly touch the exposed flesh, running up and down my shaft as the dull ache increases. I feel the fingers take precum from the tip and start running that around my cock. I can feel my wetness against the skin.
“I think he’s already getting close,” says the voice at my waist.
“The fuck he is,” says the voice from over my head. “If you cum, we’re starting all over again. From…scratch”
Partly wanting this entire thing to end, I focus on devouring this wet pussy. My tongue thrusts in and out of her as quickly as possible. I wince in pain as Jamay digs her heels into my ribs as she rocks her pelvis back and forth and wraps her hands around my neck, pulling my face deeper into her.
The cage begins to be jerked up and down causing my balls to bounce awkwardly.
It’s difficult to breathe, my mouth covered by her pussy my nose almost pinched closed by her ass cheeks. I have one goal in mind, the sooner she comes, the sooner we can finish this. I tongue fuck her with that goal in mind as I thrust my tongue in and out wiggling it front to back and side to side until I feel her fists clench my hair as she draws my face up toward her harder.
“FUCK, YES! OHHHHH” I hear above my head as her pussy clinches tight around my tongue. Knowing she’s close I push on. I run the tip of my tongue with as much pressure as I can downward so it drags along the front side of her pussy hoping to hit her g-spot. She begins bouncing on my face, fucking my tongue back until finally. The feeling of my orgasm fills me, but I need to hold back. The hand around the cage lifted and dropped down hard over my bringing a new level of pain and pleasure until finally, I feel the heels on the woman above me dig deep as she begins to convulse and shake. Her juices flood over my mouth, down my tongue, and into my throat. I swallow her sweet and bitter juices down in a gulp. I feel the woman above me lift off and the woman holding my cock release. Again, my heart throbs with every heartbeat, my cock soaked in precum.
“You did well, boy,” says Jamay, “but now it’s Ashlyn’s turn.”
I hear a giggle from between my legs followed by the clicking of heels as both women get into a new position.
“Oh, poor baby, that looks like it hurts,” Ashlyn says before kissing the marks where Jamay’s heels had been before turning and biting both of my nipples. I wince in pain as I’m not used to bites, just an occasional nibble. Then I feel what seems like needles being rolled over my skin. As I focus on something other than the pain, I feel my cock being played with until finally, the cage slides off, then a mouth slide on for a brief second that sucking hard that ended with a loud pop as the seal of her lips around me came undone. This causes another trickle of precum to run up my shaft and onto my belly.
A hand slaps me across the face. “You’re being a very naughty boy, now is not the time for that”.
“Oh, for fuck sake,” I think to myself, this may just be the most frustrating experience of my life and then *WHACK* the stinging pain comes across my chest causing my nipple to throb. I immediately know this one, a riding crop. “No no no no no.”
I listen to the heels click down towards my legs *WHACK* it comes across the sole of my right foot. I wince again in pain and wonder who the hell would smack someone’s feet. *WHACK* across the left. The heels again come around the other side because it slaps across my other nipple. At this point, I have nervous energy coming over me not knowing when to expect the next hit, but there is none, instead, ice cubes My body shivers at the sudden cold and I feel my skin raise again with goosebumps.
A mouth lowers onto my cock, bobbing up and down loosely in their mouth, with their tongue dancing on the sensitive spot under my cock head. Then without warning, it lifts off again, leaving my dick throbbing in frustration. Multiple latex-covered hands begin roaming over my body, giving parts of me an abrupt squeeze, including my balls that tighten with the pain. My cock at this point aches like nothing I’ve ever felt before, the sexual frustration of not being able to do anything about it and being at the mercy of these two ladies is damn near driving me insane.
A gloved finger runs over the head spreading more of my slippery precum down the underside of my shaft followed by a tongue upward.
I hear a whisper into my left ear, “you like the way that tongue licks over your dick, don’t you, you’re going to cum aren’t you?”
Not wanting further punishment, I push the thought away and shake my head from side to side. The tongue traces its way upward again.
“Bullshit, I can see your precum running down your cock, you’re close whether or not you want to admit it. I don’t think you’ll last a minute.”
I am close to cumming, I can’t ignore it, but I’m so close, so fucking close, I feel my cock pulsate, my balls tighten, and nothing. Instead of that last caress to push me over the edge, it remains untouched, unlocked, bouncing up and down for attention.
The two girls giggle, which makes me uncomfortable. I hear something click on either both side of my head and the now familiar sound of moving latex above me. With my mouth open, I feel a breast push into my mouth, it’s surrounded by rubber except for the exposed nipple that I suck into my mouth. As I continue to suck and tongue her nipple I feel two large tits engulf my cock, the wetness of it sliding on latex felt, unlike anything I’ve experienced before. There was hardly any friction to it at all, it just slid up and down over me, effortlessly.
I hear the whispered, “Don’t you dare cum”.
I feel her swing her leg over my head putting her pussy in my face before sliding down my body and taking my cock from between Jamay’s tits. She licks over my tip a few times before plunging her lips down to my base and holding me in place.
“You’re not doing your job, boy….”
I push my head upwards and feel around with my tongue until I feel a moan vibrate over me. I suck her clit into my mouth and move my lips as if I were drinking from the nipple of a bottle. Exaggerated, but with intent. She tightens her shins around my head, squeezing me and holding it in place. Knowing that she’s enjoying this, I suck harder which makes a periodic popping sound as my lips leave contact only to return to place.
As my pace increases, so does her. Ashlyn begins bobbing her head up and down over me quickly.
“Make her cum” Jamay demands.
I suck her into my mouth and flick my tongue over her clit until she sits up, leaving my cock exposed, throbbing, lonesome, and abrupt. I continue sucking as Jamay cheers me on until finally, I hear a moan and her clit twitching between my lips. I stop sucking but flick my tongue over her until the twitching stops. “Good boy,” I hear both voices almost in unison. The heels tap downward towards my legs and I hear a pop from some type of cap before my cock is covered in a cool fluid. I feel both of their hands form around me, one playing with my balls, three hands on my shaft, and one flicking their fingertips over my cock’s head. I focus on each feeling individually, as my balls tighten ready to explode, I feel two hands leave me, but two hands side by side strove over my cock.
“Cum, now boy! I said, CUM!”
I moan loudly as my cock complies, the throbbing of my cock intensifies, becoming stronger and stronger until it contracts and holds in place.
“I…said…CUM!”
As soon as the words came from her mouth, I feel my first orgasmic pulse, but before that contraction finished, the taser comes down onto my stomach. My muscles were tense as I feel a jet of cum propelled over my shoulder. The taser lifts off as I contract a few times more, finally finishing with another taser sting, this time propelling it onto my lips. I parse my lips as a hand jerks me off to completion. I can feel the warmth from my cum on my belly, chest, shoulders, and mouth…Goddamn. A wet, gloved hand squeezes me upward from the base and I feel one last drop of cum fall onto me. I lean my head back taking my first break in what seems like hours of torturous pleasure. I hear heels walk off to my right and then come back almost immediately. Warm wash rags run over my body, washing off my seed. Then the back of my chair is lifted and locked into position, my legs are pulled inward and locked into position. The pads behind my knees are lowered and my arms raised as I return to my original sitting position. I hear some footsteps ahead of me while the chair is spun around and pushed forward. The door opens and I pass through into the warmth, completely exposed until finally, the chair comes to a stop. I then hear the heels click on the floor until they disappear off into the distance.
First, the straps come off my arms as I pull off the mask and toss it to the side. It’s already dark? How long was I in there? The belt at my waist and legs are loosened setting me free, standing in front of the receptionist, completely naked. That’s twice in one day. I let out a sigh and ask for the time.
“9 pm” she responds.
“I was in there for nine fucking hours?” I say confused.
“You should not have been late” she smiles and boops my nose. I looked at her, taking her in, but my body was too exhausted to show any sign of my attraction to her.
“When’s my next event?” I finally ask as I begin walking up the stairs toward my room.
“9:00, and don’t be late this time.”
“I won’t trust me.”
I head up to my room and take a quick slower. I stand in front of the mirror looking at the marks on my body and shrug. “Feels like it should have been much worse” before heading off to the nightstand to set the alarm for 8:00. My eyes close, fast asleep before my body collapses onto the bed.
Source: reddit.com/r/eroticliterature/comments/wqf0e6/m40_f48_f31_my_excellent_vacation_part_32