Dream Vacation 5

She was excited for their trip, but nervous too. This was her first real vacation since before she was married and she planned to make the most of it, even if it wasn't a "traditional" trip. She was going with her husband to a swinger's resort on the beach, complete with spas, restaurants, and other people ready to have fun. She wasn't a complete stranger to swinging, but this was a big step up for both of them.

She had butterflies as they stepped into the resort for the first time. She was surprised to see that it looked like a regular resort, nothing obvious to show the kinds of things that were welcome there. They checked in, her husband seeming a bit nervous too, which made her feel a little better. The room had the first signs that this wasn't a normal resort; anchor points for ropes on the bed frame, ceiling, and walls. Was that a gloryhole in the bathroom?

Things stayed normal for the whole day, both of them too nervous to seek out anything yet. They chatted up some other couples at the beach, talked to some others while playing games in the resort, shared some nice meals, but never went beyond some sexy talk and stories here and there. That didn't prevent her from getting more and more horny as the day progressed. Finally, she suggested to her husband that they go for a massage at the spa. Her husband was feeling tired and decided to go back to the room for a nap instead, so she headed to the spa on her own.

Once there, the receptionist gave her a form to fill out which had various options laid out for how the massage could go. After a little thought, she filled it out for a "special" package with a man. She was told to undress and lie on the table to wait for her masseuse after she turned in the form. She noticed there was no towel or anything like usual, which didn't surprise her. What surprised her was her feeling a bit exposed on the table despite coming to a place like this for just this kind of thing.

She heard the door open and a man came in, shirtless and wearing billowy white pants. They exchanged some light small talk as he got his oils ready, and he began. It started like a normal massage, and it was incredible. His hands were strong, and in only a few minutes she was melting to his touch, more relaxed than she'd felt in a long time. She'd almost forgotten about the special package when he asked her to turn over.

She did without hesitation, her nervousness gone. He went to work on her legs and midsection, but now his hands started to wander. He moved his oiled hands to her boobs, gentle but firm, and she felt her nipples get hard in anticipation of his touch. After a minute of waiting, he finally let his hands glide over them, and she couldn't help but let out a small, bashful moan. He kept going, moving his fingers in small circles and pinching slightly, moving between different rhythms and techniques. It felt incredible, and she found herself wanting more the longer it went on.

Finally, he moved his hands slowly down her stomach, inching towards her pussy. She spread her legs, inviting him to move where she wanted him, and gasped as his fingers finally glided gently over her completely. He was clearly experienced, because she had never felt anything quite like this before. He just knew how exactly to touch her to keep her satisfied while also making her want more, slowly escalating over time to build her pleasure more and more.

Covered in oil, his fingers massaged around her pussy, flicking gently across her labia, then back again, teasing. She found herself squirming on the table, no longer shy to moan at his touch. After what felt like an eternity his fingers finally move to her clit, causing her to subconsciously work her hips back and forth into his hands. His other hand moved to her nipple, firmly massaging it in time with his fingers on her pussy. It builds and builds, until finally she feels herself orgasm, her legs squeezing shut, her hands wandering around her own chest and stomach, hair a mess on her face. He takes a step back and gives her a minute to recover. She tells him how incredible that was, and he is clearly pleased. He leaves her to dress, and she does, not quite believing what she just experienced.

When she gets back to the room, she tells her husband of the experience and he's impressed as well, asking if she caught some of the techniques he used for him to try too. He mentions that she was gone long enough that he went to grab a snack and was told about an event happening that night. There were a few groups you could join for some secretive activities; nobody would go into specifics and just hint in a teasing way about the fun. There were groups for people who just wanted to watch and those who wanted to participate, but that was as far as anyone would go into explaining.

After talking through it for a bit, he decided he wanted to be an observer and after hyping herself up she decided to be a participant. Her mind went wild with the possibilities of what it could be, and the anticipation was hard to bear. Before she knew it, the time had come to head to the event. She split up with her husband so he could head to observers' group and she excitedly followed a small group of women to the participants area. A few were new like her, and the ones who weren't didn't give anything away. They went into a comfortable room where some attendants gave them a safe word in case anything was too much. She was pointed to a separate room where she could undress before heading into the event area.

She undressed, the anticipation and mystery making her hornier than she'd ever been in her life. She headed into a dimly lit room which had an attendant waiting next to what were clearly several reverse gloryholes in the wall. There are a few different options, one for her to lie down on and another for her to get into on all fours. She decides to go for the one lying down, and the attendant helps get her into it properly. The hole is shaped so that she has to pull her legs all the way back, just her ass sticking through the hole with two separate holes for her feet and calves to fit through so she can relax her legs. She's surprised when the attendant uses leather straps to secure her into the wall, then places a masquerade mask on her face.

After being strapped in, it doesn't take long for her to hear noise from the other side. She's already wet from the anticipation, but can't help but flinch in surprise when a hand suddenly touches her ass. The wall blocks her from seeing anything, but she feels him caress her ass, then pull her apart. The sensation of being spread wide open for a stranger gets her mind racing. She knows it's coming, but still gasps when she finally feels his dick thrust inside her the first time. He doesn't go slow, and it's unexpectedly intense right at the start. He starts pounding harder, and quickly she feels him come in the condom he's wearing.

Before she can catch her breath, there's another dick inside of her, this one much bigger than anything she's felt before. He thrusts unbelievably deep and she strains against the straps for a moment, a deep moan escaping her lips. He goes much slower and she unexpectedly finds herself savoring how she stretches around him, how he's moving deeper into places she had never felt before. Her initial discomfort melts into moans of pleasure as he continues his long and deep strokes. She lets out a squeak when she suddenly feels his thumb on her clit, moving in small circles in time with his thrusts. She feels an orgasm start to build, and as she gets closer and closer he suddenly changes pace and starts slamming into her. She comes, her pussy dripping, almost screaming in surprise at the sudden intensity. He continues to slam into her as she climaxes, until she feels him come inside his condom too.

He pulls out, and this time there's a moment of rest. She can't believe it, but she wants more. She wants to be used; this isn't like anything she's ever felt before. She's shocked again to feel a hand spread lube on her asshole, and she braces herself as she feels something push into her ass. It goes in easier than she expected, and feels amazing as she's coming down from her orgasm. She realizes it's a plug, bigger than she's used to, then quickly feels another cock slide into her pussy. He's different from the other two, running his hands across her ass and thighs, rubbing her clit as he fucks her, the plug adding a whole new dimension of sensation. He goes for a long time, until she finally feels him finish in the condom. She still wants more.

An attendant wordlessly comes back over and unstraps her from the wall, helping her down from the table. She hadn't realized that there's now several specialized pieces of furniture in the dark room behind her that weren't there before, with 7 men in masquerade masks amongst them. She's directed to lie down on a small piece of furniture in the middle, that has gentle curves and swells in it. She lies on her back, and the shape has her head leaning slightly back almost off the edge. One of the men approaches her face, and she doesn't hesitate when she slowly pulls the condom he was wearing off. As she takes his raw cock in her mouth, another man lifts her legs up, her ass almost hanging off the edge. She feels him rub against her pussy, then reaches down to slip that condom off too. He grinds against her before finally moving his tip to her opening, pushing, until he slides inside. Her whole body glows with ecstasy as she's filled from both ends, using her mouth to pleasure one dick while another fucks her deep, it's curve putting pressure on her G-Spot with every thrust.

The dick in her mouth explodes into her throat, enough she can't quite swallow it all, the rest dripping from her lips. He backs off and her moans escape her now open mouth between her gasps for breath as another man approaches, putting his cock onto her lips. She wraps her tongue around him, then uses a hand to pull it into her open mouth. He leans over and she leans her head back, letting him thrust in and out of her throat. She feels the other man speed up, his curve hitting her G-Spot causing her to whimper in time with his pace until she feels his hot cum fill her pussy.

As he backs away, cum dripping from inside her, another man approaches to take his place and begins fucking her with no hesitation, pushing her legs back as far as they'll go. She's being rocked back and forth between the two men, and she reaches up to wrap her hand around the cock in her mouth. This pushes him over the edge after only a few moments, and her throat fills with cum again. The other man is going fast, pushing down on her legs and opening her as wide as she can go, pulling out at the last second and coming all over her stomach and tits.

In no time at all, two other men approach and lead her to another man that's lying on a special couch. She climbs on top, and begins riding him immediately. Another dick finds its way into her mouth, and she feels someone gently pull the buttplug out of her. After a moment of anticipation, she feels another cock slide easily into her ass, and she drowns in the unbelievable pleasure of being fucked everywhere she can at once. She feels hands on her boobs, hands on her hips, hands on the back of her head, dicks thrusting in and out of her mouth, ass, and pussy, waves of pleasure and ecstasy reverberating through her entire body, the line between orgasm and buildup lost in the intensity of all the sensations. She lets them do whatever they want, her body bouncing in all directions as she's pounded from all directions, a mixture of moans and whimpers escaping her full mouth as she struggles to cope with all the feelings at the same time.

She redoubles her intensity with her mouth, using a hand to rub the shaft and massage his balls, until she feels him about to come. She leans back on the other two dicks and uses her hands to finish him on her face and boobs, simultaneously taking control of the rhythm as she fucks herself fervently in both holes at once, feeling filled in a way she never dreamed of before. She's definitely about to come now, and as her body shakes in response, she feels her ass fill with cum. This pushes her over the edge as she screams out her euphoria to the room, riding both dicks harder and faster until she feels her pussy fill again with cum.

She gets off and shakily makes her way to a free seat, collapsing breathlessly in a heap into a comfy chair. An attendant brings her water, a towel, and a blanket. She drinks, wipes down a bit, and covers up to relax for a moment. Her husband comes in not long after, being led by an attendant who leaves immediately after. He tells her that his group was able to watch through some one-way mirrors up high that she hadn't noticed in all the excitement. She loved the idea of him being able to watch the whole scene, and he told her it was the hottest thing he had ever laid eyes on. They made their way back to their room to call it a night, showering together, watching some TV, and finally falling asleep in each other's arms. What would tomorrow hold?