Cucked on Vacation by Girlfriend
By JustBrowsingThx.

Mandy is way too attractive for me, and I wanted to do something special to rekindle our relationship and show her how much I care again. I suggested a resort vacation. A pool, a beach, and a nice room to ourselves where we could get excited about each other again. She didn’t seem super interested at first, but after a few days, she started sending me TikTok videos of a certain resort she thought would be fun. Notably, every video seemed to feature attractive, muscular guys in the background. I decided it would be fine and booked the trip for us.
On day one, Mandy and I are sitting by the pool, checking things out. She’s in one of her smallest bikinis, and I’m having a hard time not getting aroused as I apply tanning lotion to her smooth back.
“You should let me untie your top so I can make sure I don’t miss anything,” I say as I fiddle with her bathing suit strings.
She looks back at me and scoffs, “I think that would be a bit much for a public pool, unless you want to give these guys a show?” Then she nods across the pool to a group of guys a few years older than us. All jacked, black dudes in tight bathing suits, clearly showing off their bodies.
I flick my eyes back down to her. “I was kind of hoping you didn’t notice them.”
“They’re kind of hard to miss, don’t you think?” She settles back onto her stomach, pressing her breasts into the patio chair, and goes back to her phone.
What did she mean by that? I excuse myself to grab us another round of drinks from the pool bar and catch her glancing at the guys as I walk off.
The pool bar is one of those waist-deep-in-the-water ones; I wait for our cocktails, then turn back to Mandy.
In the few minutes I was away, two of the guys from across the pool wandered over to our spot and stood over her. As I wade over to help her, I hear her giggling at their jokes, and she’s suddenly in the best mood ever.
“Oh, babe!” She beams at me, “This is Marcus and Jon. They invited us to a little club night in the resort later!”
My heart drops, both of them are huge compared to me. Marcus is the shorter of the two, covered in tattoos and broad-shouldered. Jon is taller and looks like he should be playing professional anything. I caught Mandy’s eyes flicking between the 3 of us, briefly settling on my wet swim shorts, clinging to my small outline while Marcus and Jon effortlessly bulged in their shorts. I feel my face go red as she met my eyes, is that a smirk on her lips?
Marcus gave me a nod and said, “It’ll be a good night, come out for some drinks, man.”
Hesitant, and worried they noticed me comparing myself to them, I reply, “Sounds cool. We just landed, still, so we’ll see how we feel tomorrow-” Mandy cuts me off and says, “I feel pretty good, I think we’ll see you guys there.”
Jon smiles at her and jokes, “Good, finish up your tanning and maybe we’ll see you guys tonight.”
Mandy giggles harder than I expected. Recalling an inside joke I must have missed while I was away, she says, “I told you guys I literally can’t tan. And actually, thanks for reminding me…” She sits up. She squishes her arm to her chest, holding her bikini top in place while her other hand unties the back strings, letting them fall away. She covers her breasts with the bikini top and says, “Can’t be dealing with ugly tan lines if I’m getting dressed up tonight.”
Marcus and Jon share a look, and do a poor job pretending they didn’t notice my hot girlfriend half undress for them. My face feels hot, and my heart is beating.
Thankfully, they walk off after a bit more chatting about the club night, and I sit back down.
“So, untying the bathing suit was too much, unless two strangers are checking you out?”
“Babe, they’re harmless. Stop being jealous, I need you to finish doing my back.”
I want to argue more, but as I rub the lotion on her naked back, my focus shifts to adjusting my wet shorts to hide my stiffening dick.
Back in our resort suite, we take a quick nap, and I ask Mandy to join me in the shower before the night starts.
“Already had one while you were sleeping, plus I need to get ready,” she says as she curls her hair in the mirror.
I spend a bit longer in the shower than usual, replaying the pool in my head. Why were those guys making her laugh so hard? Was I paranoid, or were her eyes really flicking between my shriveled member and those two show-offs?
I leave the bathroom with my towel around my waist, and Mandy is already completely dressed up for the night. Subtle, beautiful makeup. Curly hair. And a tight, silky black dress that makes my stomach stop.
It comes up to her mid-thighs, thin shoulder straps, and lowers deep enough to tease her perfect breasts. There was exactly one time I saw her in this dress. One of our earliest dates, I took Mandy to a nice restaurant where we got pretty wine drunk. We were all over each other when we got to her place. She had spent so much time teasing me with her hands that by the time she slid my pants off, I immediately shot premature spurts all over the front of her dress and legs. That was the hardest I’ve ever seen her laugh, and the most embarrassed I’ve ever been.
That’s been a theme of our sex life. But I’m generous with my head, and we have a mix of toys that I get her off with.
Did she wear this to tease me about that moment? I don’t bring it up.
“You got ready fast. I didn’t even see you pack that dress, it’s pretty. Don’t you think it’s a bit formal for tonight, though?”
She finishes adjusting her perfect breasts under the deep neckline and says, “You’re cute if you think this little cocktail dress is formal. What’s the real issue?”
“Maybe revealing is the word then? You look so good, why don’t we just stay in tonight and have some fun by ourselves?”
Her mood shifts, and she glides over to me. She presses her chest against mine so I feel her perky breasts through the thin dress and whispers in my ear, “If you have such a problem with my dress… then what’s this?”
I feel her hand on my waistline, and she pulls the towel loose so it falls to the floor. I just noticed that I grew fully erect while watching her get ready.
She moves closer so my dick is brushing against her exposed thighs. “I think we’ll go out…” She traces her fingers down my waist and grabs the shaft of my penis between her two fingers. She presses her body into mine and whispers, “And if I have a fun night… I’ll be such a good girl for you.”
It only takes a handful of pinched strokes while she whispers before my body betrays me and I begin to climax. She abruptly stops and looks down at my twitching dick.
“I’ll take care of your little problem after we get back.” She pulls her body away and leaves me on the verge before we head out.
At some point during the short walk from our suite to the resort club, my throbbing penis finally relaxes, and I can straighten my walking.
We walk into a packed event hall, where loud music and low lighting prevail. I finish ordering our drinks when Mandy squeezes my arm and points out Marcus and Jon across the room.
She seems too eager to reconnect with the guys we barely know, but I choose to focus on the night we’re about to have back in the suite. Still imagining her soft fingers around my dick.
They see us approaching and warmly greet Mandy. She gives them both a quick hug, her small body pressed against them, making the handsome black men look even larger.
Even I get a dap up from the guys, which does put me a little at ease. And at least these guys are wearing shirts this time.
That does little to alleviate my feelings. Marcus and Jon still look like Greek statues in their button-up shirts and tight dress pants. I can’t stop myself from glancing at their still impressive outlines, and I hope Mandy doesn’t do the same.
“How’d the tan go, M?” Jon says to her.
Mandy does a spin for them in her silk, backless dress, and I see them take her in.
“I’ll have to go topless earlier next time, I think I’ve got some tan lines,” she grins at them.
We spend a good chunk of time talking about the resort and bouncing between the bar and the dance floor. Before I know it, both Mandy and I are tipsy and making out on the dance floor. She stops and rolls her eyes when she feels my excitement against her legs again, giggling, “Why don’t you get me a drink and go cool off before you get too worked up?”
I accept the task and shuffle over to the bar where Jon is hanging out.
“Buddy, what are you having?” He asks me.
“Ahh shit,” I speak up over the music, “probably a couple more pornstars for me and Mandy. You?”
He chuckles at that. “Fuck it, I’ll try one.”
Jon and I are a few more drinks deep, talking about our jobs and shooting the shit.
“Mandy is a cool girl, man,” Jon eventually says, “you wanna do something fun for her while you’re here?”
I grow suspicious, “Yeah, she’s great, man. What do you mean by special?”
Jon tells me about a cool spot, a small hike away from the resort. “It’s a beautiful river where you two to get some privacy, if you know what I’m getting at.”
I relax and almost laugh at what I thought he was implying. A special spot to impress Mandy and have a fun adventure in private.
“Thanks, man, we’ll check that out tomorrow. I should get back to her.”
How long had it been?
I pushed back through the dance floor until I finally found Mandy. Marcus is with her, and they’re dancing.
They are face-to-face, and Mandy sways her hips while Marcus watches her and moves along with her. Then I watch as he puts his dark hand on her hip, and she doesn’t resist as he turns her around and pulls her body into him. She keeps swaying her hips and lets her shoulders relax, leaning into Marcus. My heart stops as she slowly backs her perfect ass into him as her thin, silk dress rubs against his tight pants. After a few seconds, I see her smile and turn back to him, briefly looking down at his waist and covering her mouth in a satisfied laugh. Marcus laughs too and shrugs at her as if to say, “Can you blame me?”
That’s when I return to the dance floor, and Mandy glides back over to me. She acts like nothing happened as she accepts the drink I fetched for her, and we stay for a few more songs.
On the dizzy walk home, I’m trying to think of how to bring up the discomfort and embarrassment I’m feeling. She was clearly grinding her body against him. And I’m almost positive she was reacting to making him grow against her ass. I should be livid, but why do I keep replaying it in my head?
We stumble through the door together, and Mandy, even more beautiful now that the sweat from the club makes her sparkle, throws her hair up in a ponytail.
“So… you were hanging out with Marcus?”
I try to sound casual, but I come across as an idiot.
Mandy kicks off her shoes and shuffles toward where I’m standing.
“Yeah, those guys are fun, right? You took forever, so we were talking”
I let her fall into me for a hug and kept going. “It looked like he was being kind of handsy, though. Why did you dance with him?”
She wraps her arms over my shoulders, and again her chest presses against mine.
“It’s a club, babe, it’s just dancing.” She gives me a little peck on my lips. Then a few down my neck that make me tingle.
She brings her lips to my ear and purrs, “But he is a really good dancer.”
My mind replays her silky dress brushing against Marcus. I try to think of anything else, as the memory and Mandy’s teasing begin to turn me on.
Too late.
Mandy smiles and, in one motion, drops to her knees and takes my pants and boxers down around my ankles. Before I can react, Mandy takes my half-soft penis into her warm mouth, and within seconds, I am fully hard.
It doesn’t quite reach the back of her throat, so she easily keeps sliding her perfect lips over the entirety of my dick, getting it wetter with spit and precum.
I feel myself start to build up and nearly lose it in that short time. Thankfully, she stands before I get too close. Mandy presses her body to mine, and again, my twitching, wet dick is between her bare legs.
“You know what I think?” She says playfully, her lips brushing against mine.
“What?” I try to sound collected while trying not to ejaculate between her soft thighs.
“I think you liked how I was dancing with him,” and she slowly turns her back toward me, backing her silk-covered hips into my throbbing dick. Fuck.
“I just thought you were brushing against him pretty hard,” I breathe from behind her.
She looks over her shoulder at me, “kind of like this?”
She slowly sways her hips, pressing my erection harder into her silk dress. The thin, soft material lets her easily slide her perfect ass around my dick, and slowly back out, back and forth to tease me.
I can’t let her think it was okay to dance with him, but I’m more worried about holding back while she rubs me with her body. Is she thinking about dancing with Marcus again? Where did this attitude come from?
My tingling penis feels the brushing of silk as I realize she’s pulling up her short dress.
Leaning her head back to whisper in my ear, she asks, “How long are you going to last for me?”
I breathe hard as she places her hands on the bed in front of her and leans over for me to take her.
I grab her soft hips underneath the dress, and I shudder as my tip finds her warm pussy, already wet. I slowly push my hips into her and try to find a pace that I can maintain. It is hopeless. The combination of teasing and the sensation of her pussy starts to make my body respond way too soon.
Mandy arches her back and slides herself back and forth on my dick. “Fuck me harder, baby, please”.
I oblige and begin to press into her faster and harder. Her desperate moaning and commands are driving me even further as her pussy accepts me over and over.
I try to hold off as long as I can, but after a short time, the sensitivity is too much and I feel myself beginning to climax.
Familiar with my breathing, Mandy cries, “Baby, no, do NOT cum already”.
“Fuck Mandy, I can’t hold it.” The build-up and thought of cumming inside her is so intense – I am completely thrown off when Mandy moves forward off my dick in the middle of my orgasm and sits on the bed to face me.
I feel myself starting to release and plead, “Mandy, I’m going to cum, please keep going”.
Instead, she reaches for my climaxing penis and squeezes me hard. Not to help me finish, but to prevent it and ruin my orgasm. She “Uh uh, you are not cumming yet.”
My dick twitches in her tight grip and leaks white cum onto her thighs and the trim of her soft dress. I need her to stroke me; the sensation of stopping is too much.
She looks at her covered thighs, back up to my twitching, half-relieved dick, and sighs, “Did you really just do that?”
“Baby, I couldn’t hold it. I need to cum so bad, Mandy, please keep going.”
She stands from the bed, her face inches from mine. “If you want me to make your little dick cum” she slowly strokes her tight grip, making me shiver against her, “then go get it.” She releases me from her grasp and reaches up to pull her dress straps off her shoulders, letting it fall to the floor and revealing her addictive, fully naked body.
I step out of the pants around my ankles and remove my shirt to join her in nudity. Then I quickly find our travel bag, retrieving the preferred sex toy I use to make her finish. It is an 8-inch long, girthy vibrator.
She waits for me on top of the sheets of the suite’s bed, on her back, eyes darting between my still-leaking erection and the large toy. I lie next to her, she kisses me back as I start on a low vibration setting, teasing her wet pussy with the massive tip of the toy.
Instead of slowly building up like we usually do, she takes me by the wrist and guides the large vibrator deeper into herself. Her gasp makes my dick throb against her body, and she begins to moan. She kisses me harder, responding as I rub her with the first few inches of the toy. She catches her breath between our kisses and tells me, “I need it deeper”. I can’t recall ever using the toy this far into her pussy, it was always more than enough before reaching the halfway point.
I continue thrusting and rubbing the toy against the walls of her pussy and letting it slide deeper than we’ve ever used it. Her breathing and moaning pick up as the toy nearly reaches the end. She moans, “Baby, don’t stop fucking me with that huge cock.” Before I let my thoughts go to Marcus again, she wraps her fingers around my dick and rubs me with the same rhythm I’m using inside of her.
She throws her head back, accepting the toy while stroking me harder and cries, “Don’t fucking stop, you’re going to make me cum”.
I keep the same intensity with the toy, but immediately realize she’s stroking me so fast I’m about to lose my load before she finishes.
“Mandy…” I try to warn her as she continues sliding her fingers up and down my shaft, “Mandy, I’m about to.” I fully release the rest of my semen. It comes out in hot spurts onto her stomach, breasts, and legs. But she’s responding so intensely to the toy that she doesn’t notice I’ve already cum. She squirms beneath the vibrator and continues rubbing her cum-covered hand on my sensitive dick.
I am squirming in her hand, trying to finish her while she is oblivious to the post-orgasm torture she’s putting me through.
Finally, her loud moaning and squirming lead to the most intense climax I’ve ever given her. When her legs finish shaking, she realizes how tight her grip is and releases my dick. Only then does she notice how covered she is in my premature cum. She has a satisfied smirk on her face as we rinse off and go to sleep.
The next morning, I’m excited to surprise Mandy with the private swimming spot Jon told me about. To maintain our momentum, I suggest we skip packing bathing suits. She takes some convincing but eventually rolls her eyes and agrees.
The easy hike through the forest near the resort is the perfect hangover cure, as we find the clearing I was looking for. Jon was 100% right. It’s completely private, there’s a soft bed of grass, and a beautiful, clear river.
Mandy is wearing a tight tank top and a black bra that shows from underneath. Her short volleyball-style shorts show off her legs and kept me hypnotized as I followed her onto the grass.
We lay our towels down and get settled. “So what do you think?” I ask.
“Fine, it was worth the hike. I’m not sure about going in the water, though, it looks cold.”
“You said you wanted an adventure,” I tease as I take my shirt off and strip down to my boxers. “Don’t be a baby.”
Too quickly, her eyes flick down to my boxers, and she sighs, “I’m not sure YOU can call anyone a baby.” Her hands reach up and slide down my legs, my completely flaccid penis inches from her face. She laughs at my attempt to cover myself and stands up to join me. “Don’t be embarrassed,” she says, kissing me, “you know I think it’s cute”.
I give up hiding my soft dick and watch her slip her tank top over her head, only her tight shorts and bra remaining.
“Need some help getting that off?” I offer, staring at her breasts pressed together.
She waits for my eyes to meet hers finally. “I think I’ll manage. Why don’t you test the water for us, and I’ll think about taking off the rest.”
I slowly wade into the river, and it feels refreshing, but it’s definitely cold. By the time I am waist deep, I look down and hope Mandy won’t notice that my dick has become almost nothing in the cold water.
Mandy giggles from the grass, watching me struggle into the deeper part. She turns her head back to the forest and asks, “Babe, do you hear that?”
I listen for a few seconds, and my stomach drops as I hear voices. More people are showing up from the same direction we came.
I’m too far away to reach my towel and cover up before they reach us. Marcus and Jon enter the clearing.
As they notice us, they both beam and give me a wave before turning to Mandy in her bra and shorts. “Hey, M! Isn’t this spot beautiful?” Jon asks her, and I think I see him give me a wink. Did they plan to show up, hoping to run into Mandy again?
Mandy hurries over to the shirtless guys, and I’m shocked when she brings them in for a hug one at a time. Her tight bra pressed against their bare chests, and their huge arms were around her waist.
“Oh my god, you guys know this spot?” She turns to me and smiles, “Babe, wouldn’t it be fun if they swim with us??”
I feel even more aware of my shriveled penis as they all walk closer to the river. “Uh, hey guys. I was kind of hoping Mandy and I would have this spot alone.”
Mandy shoots me a look. Marcus replies, “It’s all good, man, we don’t even have our suits with us.”
I swear I see Mandy’s breathing change as she looks them up and down. Both of them are shirtless, wearing thin running shorts that reveal boxers peeking out from the top. The boxers do nothing to stop the outline of their packages through the shorts.
“You know what’s funny?” Mandy points to me. “We actually didn’t bring ours either.”
Marcus and Jon take a second before looking over to me and realizing. “Oh shit,” Jon laughs, “My bad man, I didn’t realize you were skinny dipping”. I’m positive that all three of them can see my hands quickly covering myself, and I hear Mandy giggle.
“Well,” she turns back to them, “you guys are welcome to join us, we promise not to look!” Ironically, she can’t keep her eyes off their shorts while she says it.
Marcus and Jon walk over and drop their belongings next to ours. “A swim would feel nice in this heat. Thanks, guys.” Marcus nods to me and touches Mandy’s lower back as he brushes by her.
The guys are both in their underwear in seconds, tight boxer shorts that reveal both of their bulges. I am in disbelief they could be soft at that size. Mandy didn’t even bother pretending not to notice as they stripped down. She snaps herself out of the trance and stops them. “Actually, before you… uh… take them out, I mean take them off…” My heart is pounding as I watch her walk closer to them. “Would you mind helping me with my bra? I think my hands are too sweaty…” She backs up close to Marcus, nearly as close as she was while dancing with him.
“No problem, M. I’m pretty good at these.” He and Jon laugh.
He reaches for my girlfriend’s bra strap, and he pulls on it enough to make her lean back. Once again, I see my girlfriend’s ass pressed against his obvious bulge.
“Sorry about that, haha, this one is stubborn.”
Mandy’s bra comes undone, and she catches it by cupping her breasts. She turns to thank Marcus, her face is flushed, and she spends a few seconds lingering as both guys take her in.
They keep watching as she turns away from them, drops her bra beside our towels, and slowly slides her shorts over her hips, until she is completely naked, walking into the water.
My face feels hot as my naked girlfriend slowly pushes through the water towards me.
“What the hell was that?” I say quiet enough to avoid Marcus and Jon overhearing.
“Babe, don’t be jealous. They probably knew about the spot first, it could be fun to share.” That sentence hangs between us for a few seconds, and I try to force the thought from my head.
“Them joining us skinny dipping is one thing. What, letting him take your bra off and stripping in front of them?”
As I’m ranting, she stays calm, flowing closer to me until her breasts are lightly brushing against my chest. “Are you really mad?” She asks innocently.
What does that mean? “Yes, of course I’m mad.” Her demeanor doesn’t change. Still brushing against me, she slowly circles me until she’s behind me and we’re both facing the guys on the shore. They are starting to pull their boxers down to join us in the water.
“Babe, can you really blame me?” I feel her perky tits press into my back.
“You’re staring at them, and you want me to be okay with it?” I try to focus on anything other than her body pressed into my back.
She rests her chin on my shoulder from behind and whispers to me, “Can I tell you something?” Her hand reaches my chest and slowly slides downward.
“What?” I try to remain stern and not shudder.
“The reason I know you aren’t really mad…” her soft hands move even closer to my waist “is because I could see your tiny dick get hard while I was pressing my ass into Marcus’s huge cock.” I lose my argument when her fingers reach around from behind and find my stiff cock underwater.
I begin to twitch and can’t think of anything to say. Mandy starts stroking me with her fingertips and speaks softly into my ear, “I know I told them I wouldn’t look… but come on.” Her fingers work faster, and her breathing picks up as I realize that Marcus and Jon have fully undressed. Their thick, black cocks look massive even from a distance. Mandy continues, “Are you picturing how hard they would fuck me?”
I begin to argue, but she feels me throbbing in her fingers and giggles, “That’s what I thought. I doubt I could even get half of Jon’s dick in my mouth. And Marcus looks familiar, huh? kind of like our toy back in the room?” My dick is twitching as I remember Mandy’s legs shaking, taking all 8 inches of her toy.
My breathing picks up, and picturing the two men using my girlfriend begins to make me orgasm. Mandy lets me think she’s going to make me release in the water, but she stops right before the intense climax leaves me squirming in her fingers. She rubs one finger around my ready-to-burst penis and whispers, “Let’s find out which one of them will cum in me first.” Mandy lets go of me and leaves me shuddering in the water as she walks fully uncovered to Marcus and Jon. I see their huge cocks start to react as they watch my naked girlfriend approach them.
To Be Continued…?
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