Submitted for image #15 of the April contest.
Hope you enjoy ❤️
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Ugh.
Ugh.
UGHHHH.
“What’s wrong, Ollie?”
“Nothing’s wrong.”
“Yes there is, you’re doing the ugh face.”
I turned my head to Kimmy. “Like I said. Nothing.”
Oh, there was plenty wrong. So much wrong I didn’t even know where to start. But I wasn’t about to tell Kimmy that my boyfriend couldn’t keep his eyes off those gigantic balloons. He was trying—God, he was trying—but every few seconds his gaze drifted right back. And I was losing my patience faster than he was losing the battle.
But not at him.
At her.
Why did she have to wear the same top? The same everything. When I made the joke about us matching, it was a joke. As in, you’re a little too top-heavy for that. Not an invitation to actually wear it in public.
I wasn’t even sure how she’d found one that fit. I mean, it wasn’t a surprise at the waist, but the chest? “Fit” was being generous. The top was easily two sizes too small, and every one of my coworkers had already done a double take walking past her.
HR was going to drag me into the office over this. I could see it now. Olivia, can you explain why your guest showed up to our fundraiser one wrong move away from a full wardrobe malfunction?
Kimmy tucked a strand of her annoyingly perfect blonde hair behind her ear. “Well, I’d be okay going back to the hotel.”
And then there was that problem. I’d invited her to my company’s fundraiser because she’d been complaining we never hung out anymore. She wasn’t wrong. This new job had been killing me. So I thought, great, ask her to come along, knock two birds out with one stone.
Perfect, until she assumed we’d be sharing a room and didn’t bother making her own arrangements.
Which—fair. Not an illogical leap. I’d just figured she knew Tyler was coming with me. But now all three of us were crammed into the same hotel because every other room in a ten-mile radius was booked out.
The only real option was Tyler on the couch and Kimmy and me in the bed. He wasn’t happy about it, but he was too much of a golden retriever to let it become a thing. I’d known Tyler long enough to catch the very subtle, I’m-annoyed-but-pretending-I’m-not-annoyed signals.
I could only blame myself for this.
My eyes dropped before I could catch them, landing right on her chest… just resting on the table. Not almost. Not kind of. Full support mode enabled. The thin fabric didn’t do much to hide anything either. Everyone near our table was well aware of the geometric dimensions of Kimmy’s nipples.
Ugh. This was actually criminal. Her boobs made zero sense. Like, how were they that perfect? Enormous, yes—but still nice. Gravity should’ve been doing its thing years ago, but nope. They looked as though they came with a plastic surgeon and a payment plan.
I’d never been self-conscious about mine, not once. But us wearing the same top had my brain making stupid comparisons. I didn’t even want tits that large, but that didn’t stop the flicker of jealousy at the attention she was getting.
“Ollie!” Kimmy said, and my eyes dragged back to her face, pouting at me with those big, dumb lips. “Tyler says he wants to leave.”
Tyler tossed me a look across the table. I didn’t say that.
“Right, Tyler?” She gave him those doll eyes she gave every guy she was trying to get to do what she wanted.
I swear I saw a bead of sweat roll down his temple. His eyes were practically vibrating from the effort of not looking down. “Uh. I mean—if we’re done with everything, sure.”
Kimmy bounced up and those straps went tight enough to play a note. “Yay! Let’s go!” she chirped, loud enough that a few people nearby turned to stare.
Whoever stitched that top together deserved a raise.
I went over to tell my manager I was leaving and somehow got roped into a conversation with a few people from my team. He told me I looked great and congratulated us on keeping the servers online. All the normal bullshit corporate feeds you so you feel like family instead of furniture.
This fundraiser was basically an excuse for a bunch of tech bros to pat themselves on the back over how many times they’d dropped “AI” at the last shareholder meeting. The fact that Kimmy and I both walked in here dressed like this showed how unserious the whole thing was.
And what was Kimmy doing while I was stuck playing corporate? Standing way too close to Tyler, side boob pressed right up against his arm, and him pretending he didn’t notice.
She caught me looking and waved as if she’d just spotted a friend at Target.
From the outside, it probably looked like she was trying to steal my man. She wasn’t. Kimmy’s spatial awareness was so nonexistent I was genuinely shocked she could navigate a hallway. She was a bimbo in every way except one. She wasn’t dumb. You could throw numbers at this girl and she’d fire back an answer off the top of her head. People assumed it was an act, but she’d been the same her whole life.
Just… aggressively oblivious.
Which had me worried, because she was a naked sleeper. Had been since we got stuck sharing a dorm freshman year, which is also how I ended up friends with her in the first place. But she wouldn’t be that much of an airhead… would she?
RIGHT?
By some miracle, I broke free and wrangled my himbo and bimbo into an elevator. The ride up was peaceful, at least. Just the soft hum of the lift moving and Kimmy tilting her head at the mirrored panels, like she’d never seen her own reflection before. Her icy blue eyes found mine in the glass. She blew me a kiss. I rolled my eyes.
We finally got to the room and I swiped the card.
-Beep-
Before I could even push the door open, Kimmy shoved past me. “I’m taking a shower first!” she announced, already halfway in the bathroom.
She didn’t take clothes with her.
We walked over to the bed and I tossed my hat on the nightstand, irritation all over my face. He was quiet, thinking I was mad about the staring. I wasn’t. He wasn’t the first boyfriend to lose that fight, and he sure wouldn’t be the last.
Probably—Maybe—It’s complicated. He was supposed to be a one-time thing, but that clearly didn’t work out. And now I was getting comfortable.
Anyways. I was just very, very tired, and Kimmy was a cuddler. An aggressive, full-body, no-concept-of-personal-space cuddler. And I was about to share a bed with her. I would’ve happily swapped and let Tyler take the bed, but yeah. That was a no for obvious reasons. And there was zero chance he’d let Kimmy take the couch. Too much gentleman in him.
Showering could wait until morning. I didn’t have the energy to stand under water right now, and God knows how long Kimmy was going to take. I kicked off my heels, wiggled out of my pants, and tugged on my favorite oversized shirt.
I took out my earrings—one of the two things Kimmy didn’t copy—as Tyler swapped into something comfortable and dropped onto the edge of the mattress, shoulders slumping.
Most of today had been boring for him, and I appreciated him putting up with it.
I crawled up behind him, settling on my knees, and dug my thumbs into the tight spots along his shoulders. He let out a low groan as I really got in there.
“So,” I started, “I thought this was going to be a sexy bedroom trip. My bad.”
“Don’t worry about it,” Tyler said. “It’s been a while since you’ve hung out with her.”
“Yeah, but it’s been a while since we had alone time.” I pressed my forehead against his back.
He leaned into me. “I’ll survive. We can do something next time you have time off.”
Why was he so nice? I didn’t deserve this patience. And he was way too cute. He usually wore glasses, but today he’d switched to contacts. I didn’t expect to notice, but… I kind of missed them.
The bathroom door opened, and Kimmy came out way faster than I expected. I figured she’d forgotten clothes and was waiting for the water to warm up.
That assumption couldn’t have been more wrong.
Kimmy walked out, completely naked. Her massive tits bouncing in a way that made my spine wince, casually delivering my boyfriend the front-row, HD, IMAX viewing experience.
My hand snapped up over Tyler’s eyes. “Kimmy!” I yelled—okay, more like screamed.
“What?” she said, stopping mid-step, confused. “Why are you yelling?”
WHY?
“You’re naked!”
“I sleep naked,” she said, blinking at me as if I was the weird one.
“Not tonight, you don’t!”
She stepped closer while I held Tyler hostage. “Omg, relax. He’s seen boobs before.”
“Yeah, just not yours!”
Kimmy stopped in front of the bed and propped a hand on her hip. “Alright, important question—who’s sleeping in the middle?” She raised her hand right away. “Great, I volunteer.”
“You are not sleeping in the middle of anything.”
“Well, we’re not making Tay Tay sleep on the couch,” Kimmy shot back. “And your eighty-year-old back definitely isn’t surviving it.”
“Great. Problem solved. You take it.”
Kimmy clicked her tongue. “My back’s bad too.”
“I know why.”
Tyler threw both hands up like he was surrendering. “I’ll take the couch. Seriously, it’s fine.”
Kimmy’s expression said I was the problem. “Why are you being so weird? You’ve literally shared bfs with me. This is, like, nothing.”
Oh my fucking god. She knows not to bring that up… oh no. She thinks—no. No, no, no. This wasn’t that. I needed to shut this down. That was a phase. It passed. A long time ago. One of those experimental things you try once… twice… okay, maybe like four times, but it was over. Done. Packed up and shoved into the ‘college fun’ box, right where it belonged.
I needed to make this sound like it happened exactly once.
“That was nine years ago, and we were drunk. He was more of a friends-with-benefits thing. I’m not into that anymore.” I punctuated it with a pointed glare. “Remember?”
How was I going to explain this to Tyler? He’d have so many questions. I should’ve prepped her for this trip, but I thought she could behave herself.
“Mhm.” She hummed. Then wandered over and flopped onto the mattress. “I’m exhausted. That flight was stupid early.”
Since Kimmy was out of his line of sight, I eased my hands away from Tyler’s eyes.
He sat there staring straight ahead, as if he needed permission to breathe. “I’m going to the restroom,” he said, already standing before the sentence finished.
Tyler nearly sprinted there. I grabbed a pillow and smothered Kimmy—putting a little too much effort for it to pass as a joke.
I pulled it back just enough to glare at her. “Clothes. Now.”
“Wait.” She tilted her head, tapping her chin. “Are we doing the cuckquean thing?”
NO.
“Absolutelyfuckingnot.”
“You remember our safe word?”
I stared at her. “Um… Jamboree?”
“Perfect.” She flung the pillow out of my hands and yanked my shirt over my head in one motion, tossing it across the room like a dirty rag.
And of course that’s when Tyler walked back out. Perfect timing to catch Kimmy still completely naked and me sitting there topless.
“Hey, Tay Tay,” Kimmy chirped. “Update—we’re all sleeping in the bed. Ollie’s going naked, so you might as well too.”
I just… blinked at her. My mouth parting slightly, trying to process the logic. This situation. All of it.
There was no way my shy, nerdy Tyler would—
His shorts hit the floor. Shirt gone right after. No hesitation. No questions. Just immediate compliance, his floppy dick hanging there. And of course, Kimmy’s eyes were glued to it. There was no denying it. He was impressive, and she was a certified size queen.
I glared at him, offended by how fast he got on board. Like… yes, my shirt was off, but that didn’t mean anything. I’d never said or done anything, ever, that should’ve made him think I was into this.
Hell, he didn’t even know what this was.
Kimmy shoved me to the side and patted the spot next to her as though I was the one holding things up. Tyler dropped right in the center.
So much for her being in the middle. I couldn’t tell if this was better or worse.
Kimmy reached over and clicked the lamp off at the nightstand, leaving only the city glow through the window, washing the room in a soft, faded grey.
We just laid there for a few minutes. My boyfriend and my best friend—both naked—while I was in my underwear, staring at the ceiling and trying to figure out how we’d ended up here. And whether, somewhere along the way, I’d quietly nudged things in this direction without even meaning to.
“This is nice,” Kimmy mumbled, sliding her palm over Tyler’s collarbone, her boobs pressing into him.
His eyes were wide, still deciding if this was real or a test he was about to fail.
“You had such a tough day, didn’t you?” she murmured, walking two fingers slowly across his chest. “Ollie probably hasn’t taken care of you in a while.”
Tyler’s throat bobbed. “She’s been… kinda busy… so it’s been awhile. But it’s okay.”
The correct answer was Olivia takes great care of me, thanks.
“Well, Ollie looks a bit tired,” Kimmy said, bopping his nose. “So what do you think about me helping out?” Her hand drifted down his stomach, disappearing beneath the blanket.
“Uh—I mean—I’d…” Tyler trailed off, the fabric moving in small, telling motions.
“Shh. Don’t hurt that cute little brain of yours,” she cooed at him. “Ollie’s okay with it. Right, Ollie?”
No.
“Yes.”
Ggggod—dammit.
Somewhere between the thought forming and the word leaving my mouth, everything went off the rails, and the worst version of me answered instead.
“See,” Kimmy said, pleased with herself. “I know Ollie, like, way too well.”
Her hand worked under the covers, and Tyler stiffened beside me, eyes fixed on the ceiling. The blanket rose and fell with each movement, every pass drifting a little higher than the last.
Kimmy and I made eye contact from across his chest and she winked at me.
I pouted, folding my arms, acting as if I wasn’t enjoying any of it, even though I was way more turned on than I wanted to admit.
Then, she got bored of pretending, and tossed the covers aside. The fabric landed in a heap over me, my eyes practically the only thing visible—like I was spying on them—while Tyler was left completely exposed.
“Wow, Tyler,” she smiled down at his dick. “That’s, like… really big.”
She was really laying on that Paris Hilton voice.
He let out a nervous laugh. “T-thanks.”
She slid down his body, settling between his legs, her chest pressing on his thighs as she leaned in. Her lips gave his swollen tip a soft kiss, her tongue flicking over it right after. Then she glanced up at me for a second before slowly taking him in her mouth.
Below the blankets, my hand slipped under my panties—fingers parting my lips, dragging through the wetness before finding my clit. I started rubbing in tight, frustrated circles, trying not to make it obvious as she bobbed up and down on Tyler.
I should’ve been mad. I should’ve stopped it.
Instead, I was touching myself while Kimmy added my newest boyfriend to her ever-growing list.
I hated those big eyes. Those stupidly perfect eyebrows I could never get right no matter how much I tried. I hated that Barbie, slut-edition thing she had going on. I hated that she could walk into a room and have anyone she wanted.
And I hated—really hated—that I still thought she was the hottest woman I’d ever seen.
Why did I keep letting her anywhere near my boyfriends? Better question. Why the hell did I like watching them with her?
Internal scream.
Tyler might as well have forgotten I was even there, because his hand had already found her hair, brushing it back from her face while she gave him a messy blowjob, spit probably trailing down his balls.
She came off his dick with a wet pop, a string of drool catching on her chin before she dipped lower. Her mouth doing something to his balls that made his eyes widen and his fingers curl in her hair. From where I was, all I could really see was his cock twitching against her forehead.
“Jesus,” Tyler groaned, his jaw clenching. “Feels so good.”
He’d never said anything like that when I went down on him… actually, he didn’t really say anything during sex.
Ever.
Kimmy had some kind of power to make guys loud, but it didn’t even look as though she was doing anything special. No technique I could steal or anything.
And believe me, I would’ve if I could.
After she’d had her fun down there, she crawled up his body, like a cat stalking prey, her boobs dragging over him the entire way up. When she reached his face, she planted her palms on the headboard and leaned over him. Her nipple brushed his stubbled chin, catching his lips as it passed, hardening from the contact.
Tyler didn’t wait. He latched on right away, pulling at one, switching to the other, his tongue circling her areola before his lips sealed around it. His face pressed to her chest, sucking with no intention of coming up for air.
Kimmy let out a breathy moan, her head tipping back. “Good job, Tay Tay,” she purred. “Such a good boy.”
His hands roamed over her ass, gripping her cheeks tighter and tighter, the pressure turning rough as his fingers dug into her tan skin.
Then—
Smack.
Kimmy let out a small yelp. “Oh my God.” She sank down slowly until her lips hovered over his. “I think he’s… really enjoying himself.”
She shifted enough to give me a clear view, their mouths meeting as the kiss deepened, tongues touching. His palm came up, cupping her face as it turned more intense, and a twinge of jealousy hit, feeding the vigorous motion on my clit.
The kissing turned aggressive fast, and out of nowhere, Tyler rolled her over. Kimmy went with it, their positions flipping as her chest spilled to the side. There wasn’t even a pause—he lined up and drove in, burying himself.
Kimmy propped herself up on her elbows, watching the rest of his cock disappear before he started pounding her. “Yes,” Kimmy moaned. “Fuck my pussy, Tyler. Fuck it.”
I’d forgotten just how much she talked during sex.
Kimmy’s arm drifted up over her head, her back arching as she angled her face to meet my eyes. Her lips parted, breath catching with each movement, her tits bouncing under him while he kept clapping against her. The contrast in the room made the whole thing look like a black-and-white film.
I was getting close. I could feel it building, and keeping my eyes open was becoming difficult.
She locked eyes with Tyler, biting her lip as she squeezed her tits together, making her proportions look even more ridiculous.
Tyler’s grip slid up her legs, hands firm behind her knees as he pushed them back, opening her so he could go deeper. He rammed into her hard, over and over, wet, messy sounds filling the room with every thrust. His eyes had gone a little wild, sweat beading along his forehead as the effort started to catch up with him.
“Oh, god,” Kimmy yelled, his hips hitting her thighs with a slap. “It’s so fucking deep—oh fuck!”
Her moans climbed higher, escaping out of her like something straight out of a porno. I would’ve said it sounded fake—over the top… but then her legs locked. Every inch of her trembled as it hit, her eyes fluttering back.
Tyler pulled out, and for a second, I thought that was it.
It wasn’t.
He flipped her over quickly, her body going loose in his hands, giving him full control as he dragged her into position.
Suddenly, she was face down, ass up, her boobs practically a cushion beneath her. He snapped forward, knocking the breath out of her, her ass jiggling from the impact. The pace didn’t let up—it kept building, each thrust landing harder than the last while she was still caught in the aftermath of her orgasm.
His palm came down on her ass with a sharp crack. “Goddamn… that pussy’s gripping me.”
He grabbed her wrists and yanked her up, holding her there as he took her from behind, using the leverage to pull her back onto him every time. Her hair fell forward, her tits bouncing with each clap as he railed her senseless.
Who the hell was this… and where was my Tyler? This wasn’t my quiet boyfriend.
Why doesn’t he fuck me like this?!?
My legs fidgeted as I tried not to push myself over too early. But it wasn’t easy, seeing him feral and out of control. My imagination ran with it, the angles I couldn’t see. The view from behind, his balls scrunching up as they prepared for the release.
My stomach twisted.
Was he going to finish inside her?
He’d always been too scared to, even with me on birth control, but right now, It wasn’t even on his radar. Did he not care about getting her pregnant? Did Tyler like fucking Kimmy more? Was that even a question at this point?
That sent me.
My toes curled as I tried to hold my orgasm in, a few low whimpers slipping out anyway. They were too busy to notice me, too wrapped up in each other to remember I was even there.
My eyes squinted as I fought to keep them open, watching Kimmy get wrecked—part of me wishing it was me… and part of me enjoying the view. Enjoying the way he seemed to want her more. Enjoying how he’d been staring at her tits all night. While I pretended to be mad, just to hide how embarrassing it was that I loved seeing this bimbo bang my boyfriends.
Tyler slammed into her one last time, sinking all the way in as a grunt tore out of him. “Oh—shit—” he choked, caught off guard as the first couple of throbs hit inside her, his expression giving it away.
He let go of her wrists, and she folded forward onto the mattress as he pulled out. A spurt painting her ass, the rest falling in thick, white ropes across her back. He lingered there a moment, his cock resting against the dip of her lower spine, twitching faintly as the last of it dripped free.
“Sorry,” Tyler groaned. “I didn’t… have—fuck… I think I came in you a little.”
Kimmy wore that smug smile as my boyfriend panted behind her, chest rising and falling as he looked down at what he’d done.
She had nothing to say about the partial creampie and pushed herself up slowly, her back arching in a lazy stretch, completely unbothered as cum trailed down her ass and along her back.
“Guess I gotta rinse off again,” she said, way too casual for what just happened. “At least it didn’t get in my hair.”
Kimmy stepped off the bed and padded toward the bathroom, humming some random song.
Tyler stayed where he was. Still on his knees. Dick still hard. The post nut clarity smacking him back down to earth.
My eyes narrowed when he looked over at me. I huffed, shoved the extra cover off, and turned onto my side, facing the wall.
Did I like it? Yeah.
Was I going to let him sweat it out until morning for being too eager?
Yup.
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