June 21
Last night, I slept better than I have in a long time and lounged around the room for most of the morning. I had awoken without the need for an alarm around 8:00 am and took a quick shower, this time without a show. Streaks of my dried cum remain on the black walls. My mind racing for what will be in store for me today. The names Rayna, Rebecca, and Ria ran through my mind. I’ve never been with more than one girl at a time. My cock hardens as my imagination runs wild imagining what the scene will me. Will it be a cabana? Maybe there’s a hot tub up there…
Shortly after my shower, there’s a knock at my door. I walk over and open the door seeing a cart with a silver platter covered with a silver dome. I pull the cart into the room and lift the lid. Inside, I’m presented with slices of mango, watermelon and pineapple sprinkled with tajin powder. The unique flavor goes well with the sweet fruit. I drink the orange juice and the alarm goes off. I glance over at the clock. I have 5 minutes to make my way to the roof. I follow the stairs upward two flights until I come to a door. I pull it inward toward me and enter a small room with no ceiling. The walls are about a foot tall with the natural light from the sun lighting the space. The door behind me closes, trapping me in this small space. Before me are three holes. The first is at the same level as my crotch, the second is chest-high, and the third is about the same level as my crotch. I hear several simultaneous knocks on the wall before me and I drop my pants.
I push my body against the wall, passing my soft cock through the hole followed by my arms at the sides. I hear something slide quickly behind me and realize I am trapped in an even smaller space. I feel two fingers wrap around my base as the tip of someone’s tongue pushes into my slit. As I grow hard, I feel the lips seal around my cock head and suck me at quick intervals as the circled fingers shift to a fist and begin pumping me into her mouth. I feel a large natural boob press into my right hand. Fondling the breast I lift it slightly before letting gravity pull it back down. I explore the tit further as my thumb roams over her soft skin, finally reaching her hard nipple. I put my fingers on either side as I gently rub it between my fingers before giving it a tight pinch. I hear a yelp of pain followed by a giggle as I release the pressure.
“Look at that hard cock, suck it. Get that cum.”
I wonder which of the three girls had said it. I feel my cock tense and release precum. The breast leaves my hand as the mouth pulls away from my cock and the hand that was pumping over me stops and holds me in place. I’m able to make out three distinct mouths and tongues, kissing and licking me. My left-hand caresses over someone’s back feeling for their ass. From the lift side, I feel someone begin licking and sucking my nut which causes them both to pull closer to my body. One tongue is flicking quickly over my frenulum as the other kisses all over. I feel my cock tense and hold as a mouth sinks down over my cock, their tongue running over the underside of my cock while the head pushes deep into their throat.
“He’s going to cum!” one of the voices proclaims.
“I bet he tastes good,” another voice says coyly in return.
As if that were a trigger word, I feel my cock pulsate into her mouth as her lips pump over me again draining me with the sound of slurping.
“Let me see that load.”
The lips leave my cock I hear someone say “aaaah”.
“Oh my God, it’s so much cum.”
“Let me taste it!” the other voice says.
I imagine one woman drooling my come into another woman’s mouth.
“It’s my turn,” I hear as my slick cock is again gripped and pumped quickly, not giving my cock and chance to go soft. The grip reverses as I feel her slide the head of my cock against her wet pussy. She begins bouncing my cockhead against her clit as I hear her moan. Another pussy pushes against my left hand as I slide three fingers inside. I hear a woman scream as my cock is pressed hard against a throbbing clit. She releases me before grabbing my cock from yet another angle. I feel my cock push her opening for the briefest time before she sinks down over me, taking me as deep as she can before gliding back up. I finger the other pussy quickly as I start pushing my hips into the pussy surrounding me. I feel her walls contracting around me as my cock is pushed from her for the briefest time before it’s grabbed and pushed back in. The contractions subsiding I hear, “Make him cum in that pussy”. The pace of my thrusts quickens until finally push against each other, driving in deep as I release. She moves forward leaving just the tip in her as I feel a hand start pumping my cock into her.
I hear a giggle followed by, “It’s so warm!”
Cum runs down my shaft and covers my balls before I feel the pussy pull away from my extended hand, I feel a thick heavy substance drip onto my hand.
“Feel what you did to me.”
Her pussy drenched in my cum, is penetrated by my finger as I try to pull whatever remained inside her with sloppy wet sounds.
Another mouth sinks over my dick. These women are relentless and I don’t think I have anything left in me. As I feel her mouth sink down over my now aching cock, the combination of pleasure and pain makes me swell more.
“Fucking get that cum.”
“Ha! I took it, there’s nothing left for you.”
Some fingers reach through the hole and begin tickling my balls. I feel them lift again as I feel my release once more. My cock stiffens and I feel myself dribble onto her tongue. She must have noticed it because her mouth sinks deep onto me taking me deep into her as I erupt. Every pulse of my cock is met with a swallow until there was nothing left. My cock was finally allowed to go soft as I remained in her mouth, finally leaving with a popping sound.
“We’ll see you again soon,” I hear them say in unison.
“Fuck, hopefully not too soon,” I think to myself. I hear the wall behind me slide open allowing me to remove myself from the three holes in the wall.
I grip my cock and squeeze it over my cock, pulling the fluids from it before lifting my pants and wiping it on my pant leg with little thought.
I head down to the lobby and am greeted by another woman. This one has raven black hair and light blue eyes, and pouty red lips. She hands me something to drink.
“What’s this?” I ask.
“Electrolytes, you probably need them.”
I nod and take a long sip. I could tell by the voices earlier that they weren’t the redheaded woman. I wonder briefly where she could be, or if I’ll have an encounter with her too.
“Are you an exhibitionist,” The raven-haired beauty asks.
“Um, well. No, not really. I’ve never done anything in front of anyone else before.”
She raises an eyebrow.
“Well, that is until last night. The lady that was up here had watched me with Alexia.”
“I was watching from the rooftop,” she adds, “Her tiny body made your cock look massive”.
My cheeks go flush as I wonder how many other people watched the two of us go at it in the pool. I bring my eyes up to see that she too is blushing.
“Ahem,” she says, clearing her throat, “Here’s your next experience.”
She hands me a piece of paper, my mind rushing, I can’t have sex now. I’m still sore, and she’s right! I need to rehydrate. I’m short of fluids.
Finally, I open the paper and read, “11:00 – Room 101 – Lunch – Cassie and Jamay”.
Looking at my watch, I find that I’m right on time. The door is just off to my left and as I walk off, I hear “Have fun!”
I pass through the door expecting to see a spread of food, only to find myself staring directly into the spread legs of a woman laying on an examination table. My eyes continue upward to a tall chair with a topless woman wearing a black leather skirt giving her a bird’s eye view of the scene below. I begin unzipping my pants as I’m interrupted by the woman in the tall chair.
“Did I fucking tell you to take off your pants?”
Taken aback, I respond, “Uh oh uh no, sorry.”
I zip my pants up as I’m scolded once more.
“Sorry madam,” she says.
“Yes, Sorry madam,” I answered back.
“Do only as I say and nothing else while you are in my presence. Do you understand me?”
“Yes madam,” I respond.
“Good, you’re a quick learner.”Now approach Cassie and take a seat,” Jamay says with authority.
I nod and I do as I’m told, taking a few steps forward and sitting on the stool directly between Cassie’s legs.
“No touching, but look her over and tell me what you see. I want you to really take her in”.
Awkwardly, I begin to describe what I see.
“She has cute feet, and her toenails are French-tipped with a clear coat. Her calves are toned but not muscular. Her thighs are softer with dimples,” I begin as I raise my eyes.
“Go on,”
I nod and continue, “Her pussy lips are dark and I can see a bead of clear liquid at the entrance of her vagina. Her mound is pronounced and covered in blonde stubble. Her belly is soft and her belly button protrudes a little bit. She’s wearing a belly ring with a pink stone. She has a small birthmark above her belly button, to the right…Her breasts are large and are pulled slightly to the sides. Her nipples are pierced with a barbell. Her arms are soft and her fingernails are a pastel yellow with baby blue accent nails. She has thin, light blond hair across her forearms that are hard to see.” My eyes continue upward and continue, “She has a small chin and a thin nose. Her lips are glossy pink. Her blonde hair is in braids and she has a few freckles across her nose and shoulders.”
“Good, now take a closer look at her cunt,” comes the voice from above me and I bring my face closer as I’m told, “Now tell me what you smell.”
I breathe in her essence, “she has a musk, but there’s a hint of flowers,” I take another deep breath through my nose. “She has a light scent of sweat.”
“Now I want you to run your thumbs up and down her outer lips.”
I place my hands against her mound as I trace her outer lips lightly with my thumbs and hear Cassie exhale. She quivers slightly under my touch.
“More pressure and then pull her apart.”
I apply pressure in downward strokes, lifting my thumbs up as I bring it up on either side of her clit again bringing my thumbs downward. I finally spread her lips wider, peering inward.
“What do you see now,” comes the voice from above.
“Her lips have grown darker and more swollen. Her inner lips quicker slightly with each of her heartbeats.”
“Good, now now now spread her inner lips with your thumbs and slowly lick her clit”.
Again, I do as I’m told, spreading her wider as I slowly drag my tongue along her clit. She quivers beneath me as I continue dragging my tongue over her again and again.
“Now, push your face against her pussy and suck her clit into your mouth. Keep licking her”.
I push my face against her as my lips wrap around her twitching clit. I suck her, pulling her from underneath her hood as my tongue lightly flicks over it. Every flick of my tongue forced her full body to visibly twitch below me. I bring my eyes upward toward Jamay for some type of approval before I’m scolded.
“You’re not eating me out! You keep your eyes on her, give Cassie your full attention.”
I immediately bring my eyes back down toward Cassie, where our eyes lock.
“Push a finger inside her, just to the second knuckle,” comes the voice above me.
Without hesitation, I do as I’m told as the voice gives the next command. “While there, I want you to give a “come here” finger motion. Eyes up here.”
I bring my eyes upward to see her demonstrating the motion with a sultry look in her eyes. Nodding, I go back into position and demonstration the additional move.
“And don’t stop licking, sucking that clit.”
Again, I do as I’m told. Now, Cassie isn’t just twitching, she’s writhing in ecstasy, her pelvis pushing into my mouth, bucking at the hips.
“Faster, harder.”
My pace increases.
“Faster, harder.”
At this point, I’m physically unable to do as I’m told as I’m moving as quickly as my body allows.
“Bring your palm above her mons, and push downward toward your finger.”
As I do this, her movements become a bit more restricted as she’s not held in place. Finally, she begins to contract violently. I see her legs quiver and the smell of her sex overwhelms me. My cock strains, pulsating hard against my pants as she starts contracting around my finger, squeezing it in short intervals.
“Lift your up towards her applying pressure start fucking her with it. Faster…FASTER.”
I suck her hard as her clit pulsates in my mouth against my tongue as she loses control. Cassie screams as she quivers violently spraying her juice onto me.
“Good, now massage that kitty like I had you do at the start.”
As I follow the instructions, I watch Cassie’s clit twitch occasionally as the voice overhead begins to explain.
“Sometimes, it’s not just about you. A woman needs your full attention to really set those fireworks off. I wanted you to take your time and live in the moment with no expectations.”
I nod as Cassie brings sits up, pulling me up so I’m standing. She brings her mouth against mine as we kiss deeply. She whispers, “Thank you,” into my ear. Slides off the table to the side walking toward a different door in the back of the room. I glance up at Jamay who presents me with a devious smile.
“Go to your room and wash up,” Jamay says as she brings herself off her chair and exists through the door Cassie had left through.
As I pass through the lobby, I’m given another piece of paper by the raven-haired woman. She grins wickedly as she looks me over, my face still glistening in Cassie’s juices and my dick still straining against my pants. I don’t utter a single word as I grab the slip of paper and head up to my room.
I stare at myself in the vanity, finally seeing my face glistening in the light. I close my eyes and lick my lips, tasting Cassie one last time before I bring the water that had been collecting in my palms up to my face. After properly cleaning myself, I sit on the bed in reflection. I’ve always enjoyed eating out, but it is almost always done as foreplay. This was nice, no expectations, no rush, just me, face first into a pussy enjoying every second of it, taking it in at a different level.
Taking a deep breath, I grab the next slip that I had set beside me and open it up. Reading, “12:00 – Room 208 – Tantra – Angelica.”
“What the hell is a tantra?”
Knowing that the next event was taking place in my room made me a bit nervous. Up to this point, there’s been an uneasiness due to unfamiliarity with the room. This has left me with an uneasy and vulnerable feeling. Having no idea what Tantra was, I was hoping for my phone. The other events have been less vague. Aside from “lunch” which was what I had done, but definitely not from a nutritional standpoint by any means. I look over at the clock, 11:59 and my heart begins to race. Not one second past the clock turning 12:00 there’s a knock at the door.
I turn the door and immediately come face to face with a completely naked woman. Her tan is a tanned olive color and her body was by far the tightest I’ve seen yet. She had a tattoo of vines running up halfway from her ankle up to her hip crossing over across her belly to form roots, finally covering her right side from the hip to all the way down to her fingertips a cherry tree with blossoms. She has dark brown hair that runs to the dimples of her lower back. Her eyes are green like emeralds and I notice a small diamond stud on the outside of the left nostril. She is completely bare as if she had been freshly waxed. She has a truly unique look about her and my heart races.
She enters my room pulling a cart behind her, my eyes traveling up her legs and seeing momentary flashes of her pussy peaking between her legs. She repositions the cart and closes the door as she says, “please, start by removing all your clothes and take a seat.”
I take my clothes off, tossing them in a pile beside the bed before taking a set on the mattress. She takes a piece of fruit from the plate and circles it around my belly button, I shiver as it’s cold to the touch. She then starts trailing it up my stomach, over my sternum, and into my lips. She lays me back and trails her tongue on my body the same way she had just done. My eyes close as our tongues dance together. She reaches over to the platter and pulls a grape, putting into her mouth, and passes it to mine in another kiss. I bite the grape with its sweet juice spilling into my mouth, and she does it once more.
She brings me back up to a sitting position and sits on my lap facing me. My normal reaction would be to connect or grind into her, but after my previous encounter, I’m living in the moment taking everything in instead. I wonder if this was planned? She traces my arms up and down with her fingertips causing the hair to stand straight up.
“Place your hand on my hips and stare into my eyes. Good, now I want you to breathe with me. When I take a breath in, I want you to breathe out.”
We do this for a solid 10 minutes without moving, just staring..breathing. I’m not sure how, but I feel closer to this woman, a total stranger than I have with anyone else I’ve met here. We give each other small Eskimo kisses while continuing to breathe opposite of each other. We continue doing this for some time. I have no idea at this point how long we’ve been embracing, it feels like mere moments, but also forever at the same time. She lifts her hips slightly, sliding down my shaft. At this point, I feel waves of pleasure over my entire body. My cock tenses as a reaction to what I’m feeling and hear “shhh, just relax.” I do as we melt together.
“Just focus on my heartbeat, feel it everywhere.”
My eyes shut as I bring my thoughts inward. I first notice her heartbeat against my chest, expanding to her thighs against my hips. where her legs make contact with my skin as they sit wrapped around me. There’s a throb in her fingertips placed upon my back and finally, I feel her pulse against my cock from within her velvet walls that hold me. I tense again.
“Shhhhh, just feel, don’t think”.
It doesn’t take long before our heartbeats synchronize and our entire bodies throb together in unison. Overcome with a new type of pleasure, the rate of my breathing increases she matches her breath’s pace with mine continuing with my exhales matching her inhales, my inhales matching her exhales. The intensity of the mutual pleasure we feel builds as our breaths become panting. I focus my attention on the grip she has on my cock and the pulse from within her. Our bodies tense until holding back an explosion as long as possible until we can no longer contain it. I begin to shake uncontrollably as I feel my orgasm take over. My dick goes into a spasm that I’ve never felt before. She too begins spasming similarly, a flood of wetness flows from her as she pulsates around my cock, milking it but otherwise holding completely still. We embrace until our full-body orgasms subside.
“Oh my God,” I say under my breath, panting.
“That felt like a spiritual experience, didn’t it?” Angelica says with a smile.
I nod and kiss her again before she lifts from me. I gaze between the legs expecting my cum to drip from her realizing that I hadn’t ejaculated, but still, feel satisfied in a way I never would have expected. We spent the next 30 minutes or so in each other’s company, enjoying the moment and finishing the plate of fruit Angelica had brought in. I’m amazed that when I looked at the clock two hours had passed. Afterward, I took a quick shower and headed back to the lobby.
“What’d you think?” the raven-haired woman asks.
“That was simply amazing,” I respond, “I honestly feel like a new person.”
“Good!” she says with a devious smile, “your schedule is clear for the next three hours. You should take a walk around the property,” as she holds out another piece of paper. “The next one is a fun one.”
“What the hell is that supposed to mean?”
She lets out a giggle and runs her fingers across her lips pretending to zip them up. She then makes a tossing motion, throwing the invisible object across the lobby.
“Fine! I guess I’ll see when I get there.”
She lets out another giggle, “You think so, huh?”
Slightly confused at what she means, I take the piece of paper and walk out the front door. Aside from the encounter in the pool, this is the first time I’ve been able to explore the property. I unfold the paper and read “6:00 – Room 103 – ?”
“Wow, that’s vague,” I think to myself before going for my walk. Surprisingly, it took the full time to explore the entire place. Surrounding the property there’s a tall iron fence lined with shrubbery along the outside. There’s not a single place that I was able to find that allowed me to see beyond these walls. After a few hours, I finally make my way back to the main building and head to room 103, again finding the placard designating the proper room. As I pass through the door, I catch a quick glimpse of a curtain before me, when suddenly the lights go out leaving me in total darkness. This must be why it had a “?”.
I pass through the curtain and the only thing I can see are several hardly noticeable red dots around the room. With my arms out in front of me, I slowly walk forward deeper into the room. I jump in surprise when a pair of hands touch my right thigh.
“I’ve found him!” a voice calls out followed by the sound of shuffling toward me. The first pair of hands begin undoing my pants as I feel another pair of hands followed by another and another. One of the pairs of hands from the left, run up my thigh and grab my cock, pulling me towards her. I close my eyes and throw my head back as a mouth sinks down on me, two hands grab my ass pulling me toward the mouth. Another hand reaches between my legs and juggles my balls. I reach in front of me and grab a pair of ponytails before me. My animalistic instincts take over as I pull her head toward me and my pelvis lurches forward causing her to gag slightly as she pulls away.
“Maybe that was too rough,” I think to myself before I feel the ponytails being pulled from my hands and again the mouth sinks down around me. Her lips at my base I feel her gag once more before her head is pulled away. I hear a gasp for air as drool begins running down my legs. With countless hands running over my body, I pull the woman up and kiss her deeply. I turn her around bringing my left hand down to her waist as I push her forward. A hand grabs my cock pushing the head against her waiting pussy while two at my back push me forward. Almost losing my balance, I bring my right hand down to her hips as I sink deep into her. A yelp of surprise, pain, and pleasure fills the air followed by the sound of my skin slapping against hers, two hands at my side pushing me in and out setting my pace. There’s a woman beneath me, I can feel her licking my balls to the base of my cock before continuing over the pussy I’m fucking into before the tongue trails its way back down to my balls. The woman in front of me screamed with every slap of our bodies before I hear her say, “I’m cumming!”
My cock tenses as I feel someone reach around my sides placing their hands over mine at the woman’s hips as her tits press against my back and her pelvis drives me deeper, holding me in place. My balls get pulled into someone’s mouth, teased by their tongue as I feel the woman’s cum. The walls of her pussy greedily contract around me trying to coax the cum from my balls. My cock tenses in refrain before I hear a whisper in my left ear. “Unload that fucking cum into that pussy.” Even though I already feel myself at her cervix, I’m pushed harder into her.
“Cum inside me! Please cum cum cum.”
Now voices surround me, also begging me to cum.
The woman before me screams loudly before I feel her body convulse. Unable to hold back any longer, I feel my balls tighten before the inevitable release. The base of my cock contracts against a tongue pushed hard into me, trapping my cum for my first two contractions before I finally feel my cum push its way past the tongue up my shaft, flooding into her eager cunt. My balls again get sucked into someone’s mouth intensifying my orgasm with the slightest amount of pain.
“Oh fuck! Yes! Give it all to me!”
I feel our cum running down my leg as I withdraw from her and several hands guide me down onto my back. I feel a mouth sink down over my cock which still intermittently throbs. As the mouth leaves my cock, I hear “They taste so fucking good” as I feel another tongue against my cock, and another tongue. Someone’s foot drags across my chest as I feel them walk up towards my face, I huge drop of cum falls down onto my neck before the soaking wet pussy lowers itself down onto my mouth. Part of me is repulsed knowing that I’m taking my own cum into my mouth, but at the same time, paying the pleasure forward.
I feel the lips pull away from my cock as someone else’s pussy holds my cock head before slipping down over my cock drenched in cum and slobber. I can feel her legs at my sides as she begins slamming down against me. At first, my legs shake with the sensitivity of my post-orgasmic cock still running high.
My hands grab the woman’s hips above my face pulling her down harder against my mouth as my tongue enters her, pulling whatever cum was left from her. She squirts onto my face flooding my mouth further. Unable to bring me to swallow our cum I prepare myself to spit it out. As she lifts off my face, I feel a hand turn my face to the side and my full mouth is greeted with another eager mouth, a tongue jetting into my open mouth slurping the juices from me, followed by a gulp and she swallows our hot fluids.
I weave my hands under the calves and over the thighs of the woman fucking me who has continued to slam down on my cock. Her wetness flooded down my legs as I reposition myself. I raise my legs up bending at the knees and place my feet flat against the floor, before she realizes what’s happening, I lurch my cock deeper into her, driving the head of my cock against the front wall of her pussy. This is Sarah’s favorite position as she can cum in no time at all. Having my feet against the floor lets me leverage my thrusts. I hear her shriek in surprise as I drive myself up against her. The sound of my balls slapping her ass fills the air 4 or 5 times before I feel her contract around me just before she collapses down across my chest. Her hands touch the sides of my face as she brings her lips against mine, kissing me passionately while her pussy clinches around me in quick rhythmic pulsations.
“My turn! Get up!”
I feel her slowly slide up my cock until my dick falls against my stomach with an audible slap before another hand runs up my side and grabs me, lifting me upright again. With her feet noticeably facing away at my hips, I feel her push my legs forward a little bit, lengthening the angle as she drops down onto my cock. With her clit at my base, her stomach over my legs, and her tits above my knee, she starts grinding into me with a figure of eight. She starts out slow and increases her pace with every rotation. Another woman brings her cunt against my mouth as two other mouths suck and lick my nipples from either side.
My right-hand slides over the body of the woman until it reaches around her ass, finally sliding a finger inside her soaking wet pussy. Was this the last woman that rode me or is this the one that fed me our cum? All of their pussies had been shaved bare so it was hard for me to tell them apart in the darkness of the room. My left hand runs over the other woman’s body down her side and gropes her breast, squeezing it before running in circles over her nipple and giving it a quick, hard squeeze between my fingers. She squeaks in pain and pulls away from my fingers, before bringing her mouth back down over my nipple.
The woman above my face rocks her pussy against my tongue causing me to lick her from asshole to clit.
As the woman grinding on my cock increases her speed, so does my fingerfucking of the woman to my right. Two hands spread my legs wider causing the woman riding my cock to sit upright. The two hands wrap around my thighs as a tongue alternated between licking and sucking the woman’s clit before dropping down and doing the same over my balls. I move my hands reaching down to squeeze the woman’s ass as she is sliding herself up and down my cock. I feel my precum run up my length, making the woman’s pussy even wetter. The head of my dick swelled increasing the pressure against her wet and textured walls until she finally sits her full weight down on my cock. I swelled until I can no longer hold back. Like a dam giving way to a flood, I feel myself erupt inside her. You could hear the sounds sucking and slurping as I sucked woman’s clit that was above me. My balls are played with until they’ve been completely emptied. Spent, we all cuddle together in an intertwined pretzel of bodies until we fall asleep in each other’s arms with my last thought being, “Today, was a damn good day”.
Source: reddit.com/r/Erotica/comments/ymy3s7/my_excellent_vacation_part_2