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A month had passed since I spoiled Sky and Kate with our day of shopping and their friendship had continued to blossom into something altogether more intimate. I’m not sure what Kate did to pierce Sky’s jealous shell that night at the bar, but now they could hardly keep their hands off each other when out in public, let alone in the privacy of my penthouse. Multiple times I awoke to the sight and sounds of them making out in my bed or straight up fucking. Luckily for me, neither seemed to mind when I invited myself into their lovemaking.
When Sky would swallow my cock in her mouth, Kate was quick to force her head down until she gagged while using her other hand to rub Sky’s pussy; when Kate laid on her back, legs in the air as I penetrated her, Sky never missed an opportunity to sit on her face, one hand rubbing Kate’s clit; when Sky bent her ass over the kitchen table, Kate jumped on the opportunity to eat my ass as I fucked Sky from behind. Life with them was good and as the summer gave way to fall, I smiled at the thought of our deepening relationship.
“Sooooo, we were thinking,” Sky cutely said to me one day as we were lounging on the beach. Her white bikini contrasted sharply with the blood-red bikini worn by Kate whose ass Sky was currently using as a pillow.
“Oh? What’s that?” I replied lazily - I had just come in from a session practicing my surfing and was too tired to open my eyes.
“Well, we were just thinking that it might be fun to roleplay tonight.”
My face betrayed the curiosity running rampant through my brain as I slowly opened my left eye to look at them.
“What do you think about us going to a random bar, acting as if we’re strangers, and then convincing an unsuspecting tourist to go home with you while we join?” Sky finished.
Sitting fully up to look at them, my boardshorts beginning to grow an outline, I looked at them incredulously, “You want me to fuck a random stranger?”
“Correct,” Kate replied. “And we want to fuck her with you. Think how hot it would be for her to think it was all just random happenstance with three strangers when in reality it was all our plan.”
“It makes us wet just thinking about it, Sir,” Sky whispered. “Think of us slowly seducing her at the bar, convincing her to go home with a stranger…making her think that her sexual fantasies are about to come true when us two join along.”
“Then walking inside your penthouse with her, watching as you begin playing with her.” Kate murmured, her hips squirming slightly.
“And then tying her up and fucking her ourselves,” Sky trembled as she said so. “What do you say?”
These two are getting into some kinky shit, I thought to myself. It seemed as if their plan had a few holes and opportunities to blow up in our faces, but the rapidly growing outline of my cock against my boardshorts quickly defeated my concerns and I agreed that we’d try out their idea that night.
A few hours later at the bar, I wondered whether the girls would find a suitable woman. We were in Waikiki - tourist central - and I was already a couple drinks deep as I people-watched waiting for the girls’ signal. Glancing over my shoulder, I located Sky alone in their booth, her eyes fixed across the room. Turning to locate the object of her fixation, I saw Kate working her way towards a group of men and women who looked to be in their early 40s getting ready to leave.
Tapping one of the women on the shoulder, Kate began whispering into her ear before motioning over to Sky. Seeing this, Sky immediately waved invitingly, gesturing to their empty booth. After a moment’s hesitation and a few more words exchanged, Kate was soon leading the woman back across the bar towards Sky.
Dark black hair fell down the woman’s shoulders; her skin was a gorgeous chestnut color which seemed to glow in the bar’s slightly dimmed lighting. A pastel yellow cut-off shirt covered her chest, leaving her toned midriff bare; just below, light blue jeans sat low on her hips, straining to cover her enormous ass. As soon as she reached their booth, Kate whispered something in her ear before turning towards me at the bar while Sky began to strike up a conversation.
Positioning herself to my right, Kate got the bartender’s attention and ordered three shots of rum and a round of Mai Tai’s for their group. As she waited for their drinks, she turned slightly towards me, whispering that the woman’s name was Adriana and that she was on vacation with a group of friends from Brazil. She was the only single woman in her group and was tired of the aggressiveness of the single guys. As the bartender returned with her drinks, Kate asked if I could help carry them over.
As we approached, I locked eyes with Adriana and felt my heartbeat quicken; piercing green almond shaped eyes stared back at me - her expression a mixture of exhaustion and curiosity.
“Sorry for the wait gals! I realized I couldn’t carry everything on my own, but luckily I met this hottie to help out,” Kate delivered with a smile.
“Thank you, Sir,” Sky smirked.
“I fear I must look like Quasimodo when compared to you three ladies,” I joked as I set their Mai Tais down. “Don’t mind me, I’m headed back to my seat at the bar. I just empathized with your friend…?”
“Kate,” Kate said.
“...your friend Kate’s plight of having too many things for two hands,” I finished.
“We wouldn’t mind if you stayed, if you want,” Sky said sweetly. "I'm Sky by the way."
"And I'm Adriana."
“Oh, I’ll probably kick myself in the morning for saying this,” I said as I looked at Adriana, “but I’m just here for another drink to wind down with before heading home. I hope you all have a wonderful rest of your night,” I delivered with a wink before taking my leave.
As I walked away, I could hear the three of them giggling with Sky’s whispered voice saying, “What a hottie!” in the background. Grinning as I sat back down with my beer, I guessed it would be no more than five minutes before I’d be invited back.
Not even a full minute later, I felt a tap on my shoulder. Turning, I expected Sky or Kate but was surprised to see Adriana’s figure. “Sorry to bother you again, but my friends and I were wondering if you wanted to do a shot with us before you left? To say thanks?” Adriana questioned. Even without Kate’s intel, it was clear that she had a Brazilian accent, her voice soft with an almost rhythmic quality.
Taking a moment to act as if I was truly torn over the decision, I finally relented and agreed to do one shot with them before finishing my beer and leaving. Adriana excitedly turned to deliver a thumbs up to her two new friends.
Turning back around, she stepped forward, leaning into my side as she asked whether I preferred rum or tequila.
As we waited for our rum shots to be poured, I asked her whether she and her friends were locals or if they were just visiting. With an arm now draped around the back of my stool, Adriana told me that she was on vacation from Brazil and that she had actually just met the two girls in the booth. She wasn’t sure where they were from, but it seemed as if they were a couple and were trying to pick her up.
“Oh?” I laughed with her. “Are they just trying to get you drunk then,” I joked as I motioned to the bar.
“Honestly? I don’t know,” she grinned. “I’ve never been with two women before…” she trailed off while looking back at them.
“They are pretty damn hot,” I told her. “Put in a good word for me if you decide against it,” I joked.
Turning back towards me, Adriana laughed as she squeezed my shoulder, leaning her body against my side as we watched the bartender pour our shots.
“To new friends,” I said while lifting my shot glass towards the center of the table. Sky and Kate sat across from me, their glasses raised towards me while Adriana sat pressed against me, her glass clinking against mine.
“To new friends,” they repeated before all four of us simultaneously downed our shots. I struggled to contain my laugh at the faces Sky and Kate made, but was saved by the feeling of Adriana’s hand squeezing my thigh while she gagged at the liquor hitting the back of her throat.
Instinctively, I opened my legs slightly and her hand was quick to seize the invitation to slide closer to my crotch. The flood of blood to my cock left me feeling more lightheaded than the booze.
Looking back across the table, I noticed the satisfaction on the faces of my co-conspirators. Kate quipped that she didn’t believe I actually lived in a penthouse as I had apparently tried to convince her when we first met earlier. Acting defensive, I assured her that I was not lying while Sky quickly responded by saying there was an easy way to prove it.
“Oh, and what’s that?” I played along - the tightness in my pants getting more evident as Adriana’s hand continued to grip my inner thigh; her fingers brushing against the tip of my clothed cock as it pointed in her direction.
“You could show us,” the girls said in unison, throwing down their words as a challenge.
Sighing in mock defeat, I reluctantly said that they were welcome to follow me home if they wanted to see the proof for themselves. “I’m getting ready to order my uber anyways - come with if you want.”
Ten minutes later and our uber XL drove towards my building. Adriana and I sat in the front row, her hand firmly attached to my thigh; mine now atop hers as well. Kate and Sky sat behind us and the sounds of their kissing were impossible for Adriana to ignore. Turning towards me, she whispered that she had never done something like this, but was getting turned on by their actions. Leaning towards her, I whispered that neither had I, but that I was glad she had approached me back at the bar. As we began making out, the suv came to a stop.
“Looks like we’re here,” I told the group, first helping Adriana out of the vehicle before assisting Kate and Sky. Taking Adriana’s hand in mine, I guided her towards the entrance, asking the girls whether they still thought I was lying.
“I’ll french you if you actually live in the penthouse and not on floor 5,” Kate said mockingly.
“I’ll french both of you if it’s true,” Sky giggled.
“I’m going to hold you to it,” I laughed, squeezing Adriana’s hand.
“Me too,” Adriana agreed, removing her hand from mine and replacing it just below my hip.
I gave the doorman a mock salute as we walked in; his face awash with envy.
Entering the elevator, I pressed the button for “PH”, gesturing towards Sky and Kate as I did so. “We’ll believe it when we’re up there,” Kate said with mock concern before grabbing Sky to restart their make out session. As I leaned my back against the wall, I pulled Adriana backwards towards me, her ass nestling against my crotch as my arms draped around her waist. Tilting her head back towards me, she began to kiss me, slowly at first, but her passion intensified as her tongue began to dance around mine. Just as I began to massage her breasts, she began rubbing her ass against my hardened cock, both of us moaning softly as she slid it between her cheeks.
ding!
Glad to be back home and disappointed by the interruption, I led the three women inside, making a big theatrical show of throwing out my arms as if to ask whether they were all satisfied.
“Oh my GOD! This place is AMAZING!” Kate shouted, as both she and Sky grabbed Adriana’s hands, pulling her to the window overlooking the ocean.
“I told you I wasn’t lying,” I said, stepping towards them. Transfixed, Adriana barely reacted as I pressed myself against her ass, my arms once again draping around her hip, my hands settling on the inside of her thighs.
Slowly, I said as I looked towards Sky, “Seems to me, certain promises were made?”
“It seems they were,” Sky replied seductively, stepping behind Adriana to face me. As I removed my arm from its position around Adriana and took a step backwards to accept Sky’s embrace, Adriana shifted backwards, her ass searching longingly for my crotch.
“I made some as well,” Kate huskily said, grabbing Adriana’s side and spinning her around into her arms.
I began kissing Sky passionately, her hands rubbing against my chest as I slipped mine behind her ass. Adriana’s moans of pleasure rising above Sky soft, satisfied gasps. Stopping to look, the sight of Kate, one hand grasping the back of Adriana’s head as they passionately kissed, the other down her jeans, button and zipper already down, greeted us.
Growling, Sky told Kate, “My turn,” pushing Kate away from their Brazilian prize, shoving Adriana’s back against the window.
“She seems…into this,” Kate whispered into my ear, trembling slightly as we half-heartedly began to kiss, distracted by the sight of Sky aggressively kissing a surprised Adriana. Now back against the window, Adriana’s eyes were wide, a mixture of shock and desire plastered across her face. Sky’s tongue shoved forcefully down her throat, her hands holding Adriana’s wrists against the window as she used her weight to press Adriana against the glass.
“Wait here and watch,” Kate whispered again, her eyes glimmering with excitement. I stared as Kate stepped behind Sky and whispered into her ear. In response, Sky released her hold on Adriana and slipped to her knees. Adriana gasped in shock as Sky violently pulled down her jeans, leaving them stuck around her ankles, her pussy now covered solely by a dark black thong. Her eyes briefly locked on mine as her shirt was torn off by Kate. Her breathing shallowed; her mouth widened with anticipation.
Now standing immobilized against my window, Adriana was a picture of exotic beauty. Clothed only in her black bra and thong panties, her jeans stuck around her ankles, the glow of the moon and city lights danced across her rich chestnut skin. The dark color of her body contrasted beautifully against the lighter tanned skin of Sky, now pulling her thong to the ground, her tongue slipping inside her pussy, juices already trickling down her legs. The red hair of Kate likewise stood out against Adriana, as Kate dropped her bra to the floor, the weight of her chest pressing Adriana back against the window, her wrists held against the glass above while Sky operated below.
After a hurried trip to the closet, I returned to the sound of Adriana’s moans filling the room. Handing the object in my hand to Sky, I stepped back and began stroking myself.
A second after the flick of Sky turning on the wand, Adriana’s moans were replaced with frenzied yells of pleasure, her body squirming against the efforts of Kate, her legs unable to move, still constricted by the jeans around her ankle. Moments later, Sky’s flicking tongue joined the wand’s vibrations. Adriana began convulsing uncontrollably against the window, her body desperately struggling to free itself from Sky’s overwhelming pleasure. Her loud, piercing wail rang through the night as her arms thrashed against Kate’s hold, to no avail. Sky, unrelenting, continued her assault on Adriana’s dignity, forcing her to cum repeatedly, forcing the wand into her vagina, forcing Adriana’s weakening body to suffer through intense orgasm after intense orgasm.
Reaching her physical limit, Adriana’s knees finally buckled, her back sliding down the glass as her legs collapsed to the ground. An incomprehensible, shaking, blubbering mess, her ass soaking in the juices of her own pussy pooling on the ground. Standing over this woman 15-20 years their senior, Kate and Sky looked at me with amused grins. “Wh…at ar…e yo…u doin…g to m…e?” Adriana finally uttered in a struggled whisper.
Leaning down, Sky grabbed a handful of her black hair, yanking down to force her head up as we loomed over her. Sweat glistened off her naked body, beads dripping off her dark, puffy nipples. Her chest heaved as she desperately tried to catch her breath. “Until you say ‘stop’,” Kate told her slowly, each word delivered with emphasis, “everything we want.”
Looking up at us, a weak smile formed on Adriana’s face, her eyes closed, and her body trembled once more.
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