Work Text:
A Hotel Room
~
“This trip is going to be the death of me.” you said, your eyes shut. Pinching the bridge of your nose and massaging it, you opened them, your vision briefly blurred. A female voice spoke up in response to your bemoaning;
“Don’t get too shaken up over a failed deployment.” it said.
Looking around, you familiarized with the room you were in once again. A rather nice hotel room. It had the standard layout like any double-queen bedded hotel room would. Turning your head you looked towards your coworker, Alma. She’d been sitting on the opposite beds end, scrolling on her phone. The two of you had just left a job site, which you’d been at since arriving in this part of the city at eight in the morning. A new development installing its ethernet and security within the same weekday, as it aims to be fully operational this weekend. The worst part? It’s already Friday night.
“You remember what we were told.” you continued, your grief with this job underlining your rambling. “If we weren’t fully done by tomorrow afternoon, the time we spend away from the office is going to eat into our PTO.”
“They don’t have enough overtime to allocate. That’s why they picked both of us, the only two people that actually… bother to build time off.” you continued.
“Fuck. I was gonna use the PTO I have to cover the costs that they aren’t covering for us.”
Alma chuckled; “What makes you think we won’t have it done before the afternoon tomorrow?”
“We can get an early start.”
“Alma, it’s one in the morning.” you replied. “Neither of us is gonna be up any earlier than like ten.”
Alma smiled; “What about the free breakfast?”
A sound akin to a ‘Tch’ escaped you in response.
“Yeah. Free breakfast. Great motivator.” You sighed.
“I’m sorry, I shouldn’t be bitching so much.”
“Don’t be sorry.” Alma replied. “Usually I’m the one doing the bitching. It’s nice to take a break every now and again.”
A light chuckle escaped you hearing that. Even though the deployments, the installs, anything requiring you to be present on-site always came with various complications, you often, willingly attended such jobs. So long as you got to work with Alma. You could always rely on her. What you weren’t aware of, is that this evening would be a testament to that reliance.
“Alright. Tell you what.” Alma said.
“If I help to motivate you a little, will you get up early?”
“I’d rather not be trapped in the mid-afternoon traffic, or evening for that matter. That’s if we can get the job done before noon.”
“Motivate how?” you questioned aloud.
A devilish giggle gently escaped Alma. What was she planning? You cocked your head up slightly, watching her peel from the opposite bed, and slowly waltzing over to the bed you laid against. Your legs had slightly dangled off the end, but not by much. Alma then, in a very simple movement -- planted her hands against the bed and slowly brought herself down to its level. She was quite a tall woman, tall enough to where her chest was level with your knees, even if they dangled off a low-to-the-ground-bed.
Alma then took hold of your legs, pulling you slightly. This is when you finally snapped to and realized what she might’ve meant. It’s the 0.0034 percentile chance you randomly made up -- an incredibly slight decimal margin that Alma would ever consider doing something like this with you. It was a fantasy in the back of your head you stuffed anytime you two took a trip together, now being enacted without the proper time tOhmyGOD she’s grippingmyl-
“Hey, you okay?” her voice cut through your mental flusterd-ness.
“I-I’mm-I’mgood!” you blurted out.
“Th-this is just so fast I didn’t expect-”
“Oh, you’re too cute.” Alma giggled.
“You know I have a sense, right? I see how you look at me sometimes.”
You turned your head, looking away slightly. A flush adorned your face from cheek-to-cheek. You then felt the warm weight of clothed breasts set themselves on your crotch, prompting you to look back at Alma. Good God. Alma’s chest took up quite a lot of real estate, given your skinnier frame. She could tell, wearing a smug grin.
“Someone’s grown eager, literally.” Alma announced with a slight, coy undertone. Your growing erection began to push against your pants. Watching Alma lean back slightly to roll her sweater up; “Wait.” you requested a pause.
“Yes?” she responded.
“...” you feared sounding like a weirdo. However, you’ve made it this far, so what would she even say?
“K-Keep the sweater on, for a bit.” you asked.
“Why?” Alma seemed a bit surprised.
“I-I just wanna… know what it feels like.”
Alma chuckled; “Alright.”
Fighting with your pants briefly, you pulled them down enough for your erect cock to tower out and upright. You were definitely more of a grower than a shower. Tent pitched, and ready to be tarped, Alma then adjusted to push herself upright, practically having to lift her breasts onto your cock. Feeling the knit-texture of the sweater slowly wrap your cock, with Alma’s breasts buried underneath, your cock now was wrapped up in a boob’ed blanket.
“How does this feel?” she asked, curious.
“R-Really warm.” you quietly replied, attempting to avoid blurting out your responses.
The sensation was amazing. It even felt a tad nostalgic. Alma then slowly began lifting her chest in an up and down, vertical motion. Maintaining a slow pace to not give you rugburn. The sweater having to fight with two different, leathery appendages on either side made for an interesting friction-feeling against your cock. To add to the sensation, you could tell Alma’s sweater was slightly damp from the sweat underneath. The slow tempo synced up with the ever-slow but steady stimulation of your sex. You felt yourself being pushed closer and closer.
The best part? Your cock couldn’t even poke out of the top of her cleavage. Your tip hitting a sweater-y, fabric wall every time teased it slightly due to its texture. The feeling of it made your tip twitch. Finally, you let a slight moan escape you, prompting Alma to speed up slightly. In only three slightly faster thrusts, you let loose, thrusting upward and into Alma’s cleavage. The sweater acted as a rag, absorbing and leaving a damp-stain on the folded-in sweater.
Alma felt how strongly your cock twitched, with your gentle moans mixing with the slight worming about of your waist. She let out a sly, sensual chuckle. Watching Alma raise her breasts off your cock, you saw the now damp, cleavage area -- caked in cum, with the sweater creating lines of it as it unfolded and freed itself from Alma’s cleavage crevasse. Your cock was still rock hard, to Alma’s surprise.
“Wow.” she said in amazement.
“Someone is really, really pent up, huh?”
You huffed, a chuckle blended into your catching-of-breath.
Swallowing spit, you spoke up;
“U-Uh… yeah.” you replied, punctuated by a gulp.
Alma smugly chuckled.
“Well, you won’t get any sleep otherwise, so…”
“How about another round?”
“I can’t let you touch home base, though. Or the dugout.” Alma made known.
“The dugout?” you questioned, then made the connection.
“Oh. Ha ha.”
“I’m glad you got my joke, Mr. Baseball.” Alma said, in slight jest.
Shaking your head, you continued; “I don’t have a condom anywho.”
“Wow.” Alma jokingly replied. “You fantasize about having your way with me just to not be prepared? What if I let you have me?”
“What’s stopping you now?” you questioned.
“It’s my time of the month.” she responded.
“Ah, yeah…”
“Anyway, why don’t we change places…” you suggested.
“Trying to be the one in control, are we?” Alma replied, smiling.
“I-I just think it’d be easier if you laid down…” you shy-ly replied.
“Well then handsome, let’s rotate…” Alma followed along “But before I lay down…”
Peeling off of the bed, you pushed yourself towards Alma, but Alma only, slightly scooted herself away from the bed end. She waited for you to be slightly sat off said end, and then moved in, your crotch in her face. She kissed your tip, giggling. Moving her head to plant your cock against the side of her head, you felt your cock shift her glasses slightly. Another, devilish chuckle escaped Alma.
“Not too shabby for a dork working IT.” she commented.
“T-Thanks..” you didn’t know how to take being rated.
Alma chuckled; “Usually you have a better follow up than ‘Thanks’ when a girl says you have a nice dick.”
“No wonder you’re still single.”
Ouch. Being hit by that comment made your cock twitch a little. A bit of the burn got to you, which Alma could tell. She giggled.
“What, are you upset at that comment?”
“You know your cock is right in my face right now? You could do something about it.”
You shifted your waist, gently pulling your cock along Alma’s face, and to her lips. You gently pressed your tip against her soft lips. She wore a bit of a glossy, clear lipstick today, making the feeling of her lips a bit more smooth. Anxiety took over slightly, you didn’t know how to gauge being too rough with the baton passed. Alma could tell, and rather than bully you further, she instead wrapped her lips around your tip, and sucked on your sex like a lollipop. The slight ‘Pop!’ when she pulled your cock from her mouth poked at your ever-eager urges.
You then, without much warning, went back in. You took a slight hold of the top of Alma’s head, her ahoge poking between your pointer and middle as you planted your hand down. Then, you pressed against her mouth, and slowly penetrated her oral orifice. Watching as your lengthage disappeared into Alma’s head, you held steady, feeling your cock be wrapped by her moist mouth -- just barely making it down the entryway to her throat. Spit ran down the corners of Alma’s mouth as she slightly coughed, somewhat suffocated by the salivation your cock was causing her to produce.
Alma tapped your thigh by the time she hit your base. You rather quickly shifted her head back, watching as she gagged and caught her breath. A tear caused her mascara to pool, and run down her cheeks. This time, you let out a chuckle.
“What?” you jested aloud; “Got a bit of a sensitive gag reflex?”
After a slight cough; “Oh hush.” was what Alma replied with.
“Be grateful you even have a woman in front of you.”
Double ouch. She’s too good at the comebacks.
“Now that I’m moistened up, why don’t we proceed…” you suggested. Without much passing of wordage, you shifted aside, watching Alma clamber onto the bed. Watching her do so, you’d been unbuttoning your shirt, kicking your pants off and down to the floor. Alma, kept her black denim on, but had begun to roll her sweater up. You watched closely as her breasts fought with the leverage of the sweater, being pulled up with it. And then… you watched them drop out, unfolding and flopping against Alma’s chest -- displacing for a moment and then gently colliding with one another, before rolling back to their respective places. She wasn’t wearing a bra, and instead opted to wear pasties over her nipples.
“I know what you’re thinking.” she said, noticing that your mouth was agape.
Tossing her sweater aside, she continued; “Too hot to wear a bra today.”
Taking her pasties off, had revealed her innies. The noticeable, various veins connecting from her areolas -- you’d been practically examining her breasts for all their intricacies. What a sight for tired eyes.
Watching as Alma laid down on the bed, taking up quite a lot of the length of the bed, she raised a hand and her robotic pointer; “Well?” She gestured for you to come over.
“What’re you waiting for?”
You turned and clambered back down the length of the bed, and over Alma’s legs. Finding your position, you adjusted whilst hovering over Alma. Her breasts, flopped to the sides slightly from how she laid down, prompted you to take hold of one, kneading it upright. Taking hold of the other, you couldn’t believe Alma carried these every day. They felt like balls of soft, leathery dough. Even gripping one like a small ball wasn’t enough to cup just one of her breasts fully.
“You seem to really like them.” she commented, giggling.
You had no reply, your handling of them, your gesturing was all the confirmation Alma needed.
“Okay…” you then pushed her breasts together, positioning your erect cock within the underside of the underboob, a small hole from the bottom to the top of her cleavage. Gently pushing against her chest, you felt your cock pool with the moistness of the spit, and sweat her breasts had produced. Your cock slipped right between her breasts, and even still, the tip just barely popped out of the end. It felt like fucking two giant, leathery balloons.
Looking down at Alma, you created a slow pace, keeping her breasts pressed together. Alma then raised her arms, outstretching them and resting them over her head. The sight of the stubble of recently shaved pits drove you wild. Your entire periphery felt like having just unburied sunken treasure. Alma’s glasses ended up slightly crooked with each thrust into her chest, you watched her face grow more and more flush with each press of your base against her underboob. She slightly moaned between her breaths, cooing and gently giggling.
“You like them that much… Hm?” she said.
“Too bad you couldn’t fuck my pussy tonight. It would’ve felt… so good.”
“Imagine my tits are my pussy… You… pounding it over and over.”
Her comments caused you to go slightly faster, your thrusts picking up in repetition.
“Look at you working so hard…” Alma huffed. She brought her arms down to her chest, crossing them under her breasts, practically holding them upright despite laying vertically. This prompted you to plant your hands beside her head, hunching down. You continued your steady thrusts into her cleavage, the smacking of her breasts against your crotch driving the both of you wild.
“If you had fucked me this hard… without a condom… you could’ve gotten me pregenant…” Alma commented.
“Is that what you would’ve wanted, handsome? Getting me all knocked up?”
“Alma…” you said through your huffing, rather quietly.
“I-I can’t…” you felt yourself reaching your limit. Her comments were only making it harder to not blow right then and there.
“What..? Reaching your… limit?” she giggled, moaning slightly.
“Come on… I know you wanna blow it all over my face…”
“Hit my glasses, make a big old mess…”
The final nail in the coffin; “Come on, big boy. Be a man.”
One, final audible ‘PLAP!’ then impacted Alma’s chest, cum shooting though the slight crack in her cleavage. Slight thrusts provided a bit more range to hit Alma not just on her chin or cheek, but cake her face and forehead in your semen. Semen and sweat caused strands of hair to stick to her face, as you glazed even the lenses of her glasses. Alma cooed with each warm, slight impact to her face.
With one final, small line hitting the bottom of her chin, cum running down her neck, and chest, you pulled your reddened cock out from her breasts.
You felt your body fold, as you laid on the opposite side to Alma. Impacting with the bed, you looked over at Alma, who’d been wiping her face slightly with her fingers. She took her glasses off, and set them down on the bed between you two. She then took a finger coated in your cum, and gently sucked on it, tasting your hard work. She smiled, giggling. You, on the verge of exhaustion, began to feel your vision slowly fade slightly. You caught an ear of one final line from Alma, before dozing off;
“Good work today.”
~