In Kauai we create our couples profile on Kasidie and start searching for couples we find sexy and attractive. We find a bunch that we like and are close enough that we can play easily with if we end up getting on with. I take it from here and create an email that we can send out with a little about us and send it out to these couples and get good responses and figure out who we can meet with. We find a time and we set a place to meet for casual drinks at the Spectrum. We head out there to meet them, Rob and Sandy. We get there first because we’re planners and want to find a place where we can have a little privacy to talk a little more openly about what we are both looking for. We agreed to meet for a drink and to keep it shortish so we have an out in the event we want and then we can go home and play together. While we’re waiting for them to get there we’re looking at other people in the bar “shopping” for fun and we point out all the different flavors and are enjoying each other’s take on this or that. “She’s got sexy eyes”, “he’s got a great smile”, “she’s got a fantastic ass”, “his arms are sexy”, and all that. Each one turning us on more than the last. Rob and Sandy show up and we welcome them with hugs and sit down. She’s wearing a sexy low cut dress to show off her wonderful full boobs and cleavage and form fitting enough to also showcase her lovely butt. Rob’s wearing a causal nice shirt showing off his nice physique and nicely fitting jeans showing off his great butt too, we both noticed that. We start with the usual pleasantries and it’s SoCal so we complain about the traffic getting there and all that. We’ve improved our non-verbal communication and we indicate to each other that they look better in person and quite delicious and if their personalities match their attractiveness they would be fun to get naked with.
We get into some light details of what each of us has done and while we all have experience as individuals we don’t have a lot of experience as couples yet but we’re all collectively into the couples experience because we all want to see our partners being pleasured and being part of the being pleasured and doing the pleasuring. We don’t get into any specifics of what we want to do, just that we want to play as a foursome and “mix and match”. She makes it clear that she’s into you and your amazing sexiness. I tell them both how delicious you taste and how your pussy is the greatest treat I’ve had the pleasure of enjoying. They both smile and say they look forward to finding out for themselves and we smile and respond back, “us too”. This is when we knew we were good with each other and now it’s just figuring out next steps. It’s early cause we’re early people and we start asking them when they might be available next. After a few minutes we determine our schedules don’t align well and I just say, what about right now? They look at each other and had time scheduled so they said sure. I look at you and realize I might have overstepped your comfort zone and you give me your earth shatteringly warm smile and I didn’t need any more. I offer up our house since it’s empty and they asked for the address and we head off in our respective cars to Laguna.
We get in the car and I tell you that we need to plug your amazingly delicious asshole so we can have a little fun on the car ride home. I pull out your toy and offer to help plug you and you decline and tell me I only get to watch. You turn around in your seat and stick your ass up and pull up your dress making sure I’m watching (as if I’d ever not watch your amazing ass and especially watch something penetrate your spectacular asshole) and pull your panties aside. You’ve been pretty wet for a bit and I wasn’t helping things under the table while we were there with them. Rubbing the plug up and down your wet pussy to lubricate the toy you then move it up to your asshole and slowly start pressing it in. I put my hand on your ass squeezing as hard as I can as I watch your asshole open up to swallow the toy and then you press it firmly in and turn back around, grab you and make out for a minute and I turn on the toy as we’re making out and you squeal a little and moan in my mouth. We start driving home. It’s about a 25 minute ride and I tease you with the power and pulses and you’ve already come 5 or 6 times before we even get on the 133. Reaching over to my crotch to see if I’m hard and you feel that I’m getting there you decide it’s my turn to feel some “discomfort” between my legs and work to make me harder and harder. All the while I’m telling you what I’m going to do to her, what we’re going to do to her and what she’s going to do to you and all 3 of us are going to do to you. You unbutton my pants and unzip me to release the pressure that has built behind the denim and you manage to get my pants down so you can have some fun with my cock as I drive. Just as you get close to my cock I tease you by turning on your plug again. You enjoy it for a moment and push through to reach over and stroke my cock as I’m driving and to even make it harder for me, you start telling me all the fun you’re going to have with them. Kissing this, sucking that, licking those, and all the goodies. We get home and they are already there. We get out of the car all discombobulated and we smile at them and they smile back knowing we had the same fun as they did on the drive.
We walk downstairs and the 3 of you sit down on the couch while I make us a drink and as you’re talking to them I turn on your toy just to make you jump a little and they look at you funny. You call to me and say “Handsome, you want to tell them why I jumped?” which of course I do! I explain your toy and it being a remote controlled one and you love it in your asshole. I bring the remote over to Sandy and tell her it’s one press to turn it on then 7 presses through the different cycles and that you like them all! “Sandy, give it a try”, she does as you’re looking into her eyes and you smile and close your eyes as you find your next orgasm thinking about them watching you. Sandy turns it off and is smiling and asks if she can share it with Rob, you say yes and now he gets to have the fun. I finish making the drinks and we all sit together and since you liked the setup from before I get myself behind you so we can put on a little show for them. We chat a little more and can be much more explicit so we talk about some fun stuff. I ask everyone how they felt about me “directing” the activities when we go into the bedroom. I explain that I want to keep it a little bit of a mystery but nothing outrageous or out of bounds and we can use a safe word so everyone has as say if they want to stop. He says I’m not sure I’m comfortable doing this yet and I respond, as PT Barnum said “Comfort, the Enemy of Progress.” and smile at him. I promise nothing crazy just trying to have some fun with lovely Lisa. Everyone says sure let’s give it a go. I say great and we relax and talk a little more and he quietly turns on your toy. I tell you to turn around and put your knees on the couch so your ass is sticking out to them. Lifting your dress to show off your amazing ass I reach out to Sandy’s hand. She takes mine and I pull her in to remove your panties. She carefully peels them down first exposing your toy and perfect butt and continues to pull them down exposing your soaking wet panties and dripping pussy. With your underwear off I spread your knees further apart for them to have an even better view of your ass and slightly open pussy. I slink down underneath you and pull your dress over your head and off and undo your bra so your incredible boobs are hanging down for me to kiss and suck on your nipples. I move to your lips and start kissing you and you attack my lips and tongue. You pull away from my lips and whisper to me that you want him to start pounding your pussy RIGHT now. I laugh and say not yet, and I tell them that you begged me to get fucked right now. They laugh too. She has moved her hands to your ass and starts caressing you and kissing your cheeks as her hands find their way to your awesome lips. She caresses them gently and playfully. I tell her you can’t get enough licking so she should feel free to give you a taste and see if I’m telling the truth. She looks at me and smiles and spreads your lips apart and presses her tongue against you and then firmly pushes her tongue inside you. With almost no warning you cum right on her face. She gleefully licks all your juices up and takes another pass with her tongue and says, “you’re right!”. I tell Rob to give us his opinion next.
I take her pussy coated hand and pull her into me and start kissing her right next to you so you have a great view as my tongue explores her Lisa flavored mouth. I pull her away from my lips and say that we need a taste test comparison. She laughs and rolls onto her back and spreads her legs wide and says, “please tell me what you both think”. Her pussy is gorgeous and bare right in front of us and I kiss you and say shall we share a lick? We move in together and start kissing her stomach and caressing her thighs as she leans back and moans. Our hands meet at her pussy that is wet, soft, and wonderful. As I move my head down you match my movements and I move her leg a little out of the way to give us both room to each suck on one lip. I take your two middle fingers and rub them up and down her pussy and slowly press them inside her. She moans as you glide in and Rob moves in to start sucking her nipples and kissing her as we focus on her pussy. I pull my head back so you can move in and kiss her clit and she’s moaning even more now as you start to suck harder and more aggressively enjoying eating her pussy. I grab your hair playfully and pull your face away from her pussy just enough to get my tongue in there and taste her. She’s delightfully delicious, I pull away from her clit and kiss you so we can share her pussy on our lips and then we move in together determined to make her cum. We focus on her clit and your fingers in her pussy and drive her to her first orgasm of the night on our faces. I so enjoyed licking her with you and think I’ve found a new favorite thing to do with you. I pull back from her and turn you around on top of me and spread your legs as wide as I can and tell Rob to give you a taste to see what he thinks. He doesn’t hesitate for a second jumps right in and starts licking you. He’s not as good at it as me or Sandy but he’s good enough and I’m squeezing your nipples and kissing your neck whispering in your ear that I want you to cum on his face before we fuck them. You feel her hand moving up your thigh and that’s just the right stimulation to send you over the edge and cum on his face. I get out from underneath you and say I need to prepare the bedroom for a minute and say I’ll be right back. I let everyone know that they should be naked, including me, when I come back. I return a minute later and we’re all now naked and I hand them your leg restraints to put on your ankles and I put them on your writs. I take yours and Sandy’s hands and bring you into the bedroom. I have your restraints ready and the wedge setup. I tell everyone we’re going to start with Lisa restrained and that we’re going to start with caressing every inch of her body making. You can put your hands anywhere you want but they must always be touching her. If you hear RED it’s stop immediately. They love this as they too are very tactile and want to have sensual fun. I also say that anyone else who wants to can be restrained next or we move on to the next fun thing. They fully realize that whatever I have planned it’s going to be great!
In the next moment you have 6 hands all over your body caressing every millimeter of your skin. I come up top to give them room so I can focus on your upper back. I put my crotch right in your face and spread my legs so my cock is resting on you and I’m caressing your head and scratching your scalp to your delight. I get the pleasure of watching their two naked bodies move around yours and them coming together to start making out as they are feeling all over your body. I quietly narrate what they are doing to each other as I’m caressing your head and shoulders leaning down to kiss the back of your neck. Sandy straddles your leg and spreads hers apart to bring her wet pussy lips up to your thighs as she rubs herself and you. I tell them that your asshole and pussy should be explored preferable together. You look up toward me and I put my cock on your lips so you can kiss me. Their hands move down to your asshole and pussy and they have fun with it and rock paper scissors to determine who gets to pick which hole. Sandy wins and chooses your asshole. Rob smiles with his prize of your pussy. Before they start exploring your amazing holes I say the only rule is if you hear RED that means stop it’s too much, Yellow means ease up. They agree and Sandy climbs on top of you with her pussy facing me at your head. Her legs are spread wide. I have a perfect view of her glistening pussy and ass. I move to give some room and tell you what I’m going to do to her since she’s right there. “Lisa I’m reaching up to Sandy’s ass and I’m going to spread her ass cheeks apart so I can look at her amazing asshole and caress it while she’s playing with yours. I expect her pussy to start dripping onto your back when you feel her wetness let me know.” Meanwhile Rob spreads your pussy apart and has Sandy lubricate her fingers on your pussy juice to start playing with your asshole leaving your pussy for Rob. She asks Rob to pull your cheeks apart to have a better view and access to your asshole. You can feel her pussy and boobs on your back and you tell me you can feel her juices on your now. I tell you that I’m caressing her asshole just waiting for her to enter your asshole before I press into hers. You feel her two fingers circling around your asshole. You just want her to push into you so bad you let out a yes yes yes and you feel her very slowly pushing herself inside you. I can tell she’s penetrated you based on your expressions and breathing and I tell you I’m pushing my fingers into her asshole now too. As my fingers push into her she gets slightly more aggressive with her fingers into your ass. Before you realize it she’s got her fingers all the way inside you and you’re cuming on her fingers with your asshole throbbing hard on her hand. Rob’s watching the whole thing as your pussy is throbbing just as much as your asshole. He wipes up all your juices with his hand and brings it to his mouth and licks you off his fingers and confirms you are delicious. My fingers get all the way inside her asshole and I’m caressing her insides just right and she unloads on me for her next orgasm and you feel even more of her wetness on your back. I move so that I can kiss you with my fingers inside her asshole and you’re in complete bliss. Restrained with multiple orgasms already, fingers in your asshole fingers in your pussy and your handsome mans fingers deep in her asshole telling you all about it. Sandy has smaller hands than mine and I tell her she should try getting her whole hand inside your asshole. I tell her I can almost get mine in and I think you’d love her hand inside her asshole as Rob’s fingers are rubbing your clit to orgasm. Her hand is fully lubed and she’s excited to try. She pulls her fingers out and puts her hand just right and Rob pulls your spectacular ass apart again. She starts very slowly and gently pushing her hand into your asshole. You start breathing heavy with pleasure and pain just saying yes yes yes like you do when you’re running up to another orgasm. Rob goes back to caressing your clit and I pull out of her asshole to make sure she’s focused on fisting you carefully. I move to the side so she can focus and I can kiss and caress you while watching her pussy and asshole throb as she is enjoying a new first. You’re so wound up because you know she’s going to get her whole hand inside your asshole and you’re scared and incredibly turned on by it all. You can feel her putting more pressure on your asshole and I’m whispering in your ear how hot this is to watch and how much I’m turned on knowing her hand is pushing inside your ass. You feel the thickest part of her hand pass inside your ass and your asshole starts to close back up around her wrist. She’s caressing the inside of your ass and you explode in probably the most intense orgasm you’ve ever had. I’m telling you how fucking hot that this gorgeous woman who’s naked on top of you with her pussy dripping on your back, her entire hand inside your ass. Rob’s eyes are WIDE with pleasure as he reaches up and starts making out with Sandy with her hand inside you. She doesn’t let up either and you have about 5 consecutive orgasms on her hand all of them almost equally intense causing you to pass out. She’s telling you how fucking wet her pussy is while feeling your asshole throbbing on her wrist as she’s hitting all the right spots inside you. The intensity is starting to get to you, you call out yellow and I ask her to slowly pull her hand out of your ass. She expertly slides her hand slowly out of you and you feel your asshold stretch to its max and then slowly return back to normal just as if you never had her hand inside your ass! She takes her drenched pussy off your back and goes to clean up. I undo your restraints, your body is quivering in waves of pleasure and pain and you whisper in my ear that you love it but it was very intense. I know you need some immediate aftercare. I’m behind you as you’re on your side facing the center of the bed. She climbs back up and is facing you. She moves in and I grab onto her and pull her into you so she and I are completely sandwiching you so that you have 100% front and back skin contact. She’s telling you how incredibly sexy you are and that was the most intense thing she’s ever done.
Sandy is gently kissing you as Rob comes up behind her and we’re all sandwiched together. I’m caressing you both as Rob’s and my hands are making sure you both feel our touch and desire for you both. I can tell you need a bit of a break so I tell them that they should have fun with each other while we watch for a bit. They like the idea and I ask them if they’d turn around so we can watch Rob fuck Sandy close up. They smile wide and thought it would be fun to be watched so closely. They are only a foot away from us so we have an incredible view of them. You look back at me with your wide smile and slightly closed eyes in approval and kiss me. I whisper in your ear how awesome you are. They turn around knowing what we want, Sandy opens her legs as we both watch her soaking wet pussy peel itself open waiting for his hard cock. You reach out and take his nice cock in your hands, much to his pleasure, and start rubbing her pussy with him, getting them both nice and ready to put it inside her. You get him nice and lubed up and place his cock right into the opening of her pussy then reach back to his ass and pull him inside her. She’s looking right into your eyes as she moans while you are pushing him inside her. I’m caressing you and making sure you’re feeling awesome and whisper to you that you should open your legs when you’re ready for my cock. We watch them for a few minutes as they fuck. We’re both staring at her pussy and his cock going in and out of her exchanging glances and kisses with each other. I’m kissing the back of your neck when you open your legs and she doesn’t skip a beat, reaches for my cock and does the exact same thing you did to Rob’s cock with mine. Rubbing me up and down your exquisite pussy and clit. She places the head of my cock at your pussy’s opening and pulls me inside you. You moan as my cock fills you up and I sit all the way inside you and throb for a moment continuing to kiss your neck and caressing your nipples. After a few minutes of us fucking you two I take your hand and place it on her clit so you can play with her and make her cum. She immediately puts her fingers on your clit and the two of you play with each other as Rob and I fuck your amazing pussies. It doesn’t take long before you start your next orgasm and it’s not as powerful but certainly feels good as it gets stronger and stronger. She hears you and it triggers her, I’m watching her orgasm on his cock as you rub her clit as you’re cuming on my cock and it’s getting hard for me to hold off. Rob and I both take a break fucking you two to recover just a moment.
I think to myself of how I want to finish this night out do I fuck her lovely pussy or do I stay inside you. I decide I want the intimacy with you and I don’t want to share you tonight. I want to hold you tight while telling you how much I cherish you, how sexy you are, and how you make me feel as I glide in and out of you. So I tell them we have one final change. I ask them to turn around again so the ladies can feel each other and kiss as we each fuck our partners. I explain that I want the intimacy of being with our own partners while simultaneously sharing that intimacy with each other. They love the idea and the feelings it evokes so they turn around so you and Sandy are right up into each other’s faces. She reaches out to your face and pulls you into her lips and starts gently making out with you as I’m still inside you and he’s pushing himself back into her. I start fucking you again in a gentle way just reveling in my cock going in and out of your amazing pussy. I’m hardly paying attention to them at all but do occasionally let my attention drift down to her beautiful boobs to watch them bounce as he fucks her. I’m kissing your neck as I fuck you. I then lean in and wrap my arms around you pulling you away from her lips so I can have you. I’m whispering in your ear as you’re staring into her eyes, she can hear me as I tell you how much chemistry we have, how sensual you are, that you are the kind of sexy that sneaks up on you and never lets go, and that I never want to let go of you. After each statement I kiss a different part of your neck as my cock picks up speed. You can sense the urge I have to fill you full of my cum. You break your gaze on her and look back at me and tell me how much you want me and that you want all of me inside you as I cum. He’s watching all this and listening, it’s too much for him and he starts to moan and tenses up as he fills Sandy with all his cum and he releases and relaxes. I don’t want to cum yet because I’m so into the moment with you and focused completely on you as if we’re completely alone. I’m getting close and Sandy asks if she can have my pussy covered cock in her mouth to cum. You say she can have it next time but tonight you want all of me and all of my cum to yourself. You then tell me how much you’ve fallen for me and I immediately unload inside you with the loudest moan you’ve heard. Your smile lights up the room as I’m throbbing all my cum inside you. I completely relax but don’t pull out as I want to make sure ALL of my cum gets inside you. We’re kissing and cuddling again like we’re all alone and I feel closer to you than ever before.
We thank Rob and Sandy for an amazing evening and I ask them if they were glad that they took my “direction” and Sandy lit up with joy and said it was an amazing experience having her up your ass and making you pass out in orgasm. They were all firsts for her, you and us. You’re wiped out and I ask if they’d mind seeing themselves out that I want to stay with you and not let you go. They completely understand and we both tell them that we very much enjoyed ourselves and would love to do more with them. They responded in kind and that it was the best experience they’ve had so far. They see themselves out and I get you under the covers of the bed, get the lights off and pull you onto me so I can hold you tight with your head on my chest feeling safe, sexually exhausted and satisfied and completely loved. As you’re drifting off I go back to telling you how awesome you are and that I’ve fallen for you so much and so fast it’s almost scary but absolutely amazing.
I’m sound asleep when you wake up still in my arms, throughout the entire night I didn’t let go and you didn’t want me to. Your pussy is still full of my cum and you wiggle your way on top of me without waking me up. You’re as horny as you’ve ever been. You spread your legs open and let all my cum out of your pussy. I wake up with a hard cock and the most gorgeous woman on top of me smiling your biggest smile at me. Angling your pussy just right to slide my cock right back into your wet waiting pussy. You ride my cock in a slow and rhythmic motion that feels as intimate as we’ve ever been. You work my cock with more pleasure, passion and love than even you expected to and it drives you to a different type of intense orgasm. This one is not about the powerful explosion but more of the intense satisfaction of being with someone who so fully embraces you as you are. I can tell you’re building toward a wonderful orgasm as we stare into each others eyes and I’m as turned on as I’ve ever been having you fuck me in the morning after an incredible night and I cum inside you immediately after you cum on my cock. You put your head down on me and I roll us over and we drift back off to sleep a little while longer before it’s coffee time.