The Bet (Masturbation Monday #256 & Wicked Wednesday #374 )

This story was initially inspired by the Masturbation Monday prompt from a couple weeks ago. My muse wasn't cooperating then, though, so I shelved it. I finally finished it, incorporating this week's Masturbation Monday and Wicked Wednesday prompts.

Please click on the badges below the story to read all the other amazing posts!

Hope you enjoy,

Ria ;)

Website: http://www.riarestrepo.com

Twitter: @RiaRestrepo

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The Bet

By Ria Restrepo

Copyright ©2019. All rights reserved.

Note to self: don't get involved in juvenile competitions with a wily coworker.

Even I had to admit that breaking into his hotel room was a step too far, but my curiosity got the better of me…once again.

We'd been sent to a secluded resort to pitch our ideas to the owner. Whichever ad campaign he liked best meant a lucrative account for the winner—and a promotion.

Then there was the side bet. Like an idiot, I agreed to it. But my colleague was just so confident he was going to win, I had to wipe that self-assured look off of his face. I could also be a little competitive. Okay, a lot competitive.

If he won the ridiculous bet, I had to be his slave for a week—at his beck and call 24/7. If I won…well, I wasn't sure what I wanted yet. The fact that I was insanely attracted to the infuriating man complicated matters.

Although I wasn't clear on what my prize would be, I was determined to win. Hence the reason I was currently hiding in his closet.

Our presentations weren't until tomorrow, so we had the day to relax and enjoy the resort. I'd been lounging by the pool, soaking up the sun, when he appeared. Looking unreasonable hot in his swim trunks, he claimed a spot right across from me—undoubtedly so I couldn't miss him.

It wasn't long before several ladies were vying for his attention. He seemed particularly interested in a leggy blonde. While I sat there stewing, trying to convince myself that the whole scene shouldn't annoy me so much, he kept flashing me a smile filled with arrogance.

My mind started churning, wondering why he was so confident. Why was he so sure he was going to win? Did he know something I didn't? Did he have an ace up his sleeve?

I couldn't take it anymore and left the pool, a crazy scheme forming in my head. I figured the blonde would keep him occupied for a while, so I acquired a keycard to his room at the front desk by means of subterfuge.

Once I was in his room, I looked around for his laptop, which I assumed contained his presentation. I wasn't planning to steal it or sabotage him. I just wanted to know what I was up against. Maybe there was time to fine-tune my own presentation if I thought it was necessary.

Try as I might, I couldn't find his laptop anywhere. Since he didn't look like he had it with him at the pool, the only other place it could be was in the hotel room safe—the code to which I didn't have. I was about to make some lucky guesses when I heard the outer room door lock engage.

Short on options, I ducked into the walk-in closet. Him catching me snooping in his room was a complication that might get me fired. Through the slats in the door, I saw his bare legs backlit in the open doorway.

I didn't know which idea horrified me more. That he might discover me. Or that he brought the blonde back to his room for some afternoon delight and I'd be forced to watch.

He stopped right in front of the closet for a heart-pounding moment, then went over to the bed. Thankfully, he appeared to be alone. I watched as he sat down on the end of the bed facing me and leaned back on his elbows.

As if he could see me, a slow smile spread across his face. "I know you're in there."

He was bluffing.

"I smelled that heavenly perfume you always wear as I walked by."

It wasn't perfume. It was my bodywash, and I hadn't realized it was that noticeable.

"Were you planning to take a peek at my proposal?" He clucked his tongue. "Did you think I'd leave it out in the open?"

Closing my eyes, I suppressed a sigh.

"You might as well come out of there and face the music."

Did I mention that I'm also stubborn—even in the face of defeat? Naturally, I stayed right where I was.

"Okay, but it'll just make your punishment worse later on."

Why the sound of that sent a surge of adrenaline racing through my veins I wasn't exactly sure. It definitely wasn't from fear. Excitement was closer to the truth. It shouldn't have surprised me that I found the idea of him punishing me thrilling. I'd fantasized about it before—many times—but I'd never actually explored those urges.

Suddenly, my curiosity sped off on a different tangent. How would he punish me? My mind filled with possibilities, each more erotic than the last.

"I'm really going to enjoy spanking that sweet ass of yours."

Fuck, there it was. The secret desire I never dared to reveal to anyone. I could picture it so easily. He'd have me sprawled over his lap, his hard thighs pressing against my stomach. Ever so slowly, he'd push my skirt up to my waist. My thong would leave my backside exposed to his hungry gaze. There'd be a long tense moment of anticipation, then the first sweet sting of his hand coming down on my vulnerable flesh.

I bit my lip to stop myself from audibly revealing how much I enjoyed the thought of him spanking me. However, I couldn't control the way my body responded to my vivid imagination. I felt a flood of juices slipping between my cunt lips and soaking into my bathing suit.

"When I get that promotion—and the corner office with all the windows—do you know what I'm going to do?"

No, but I was sure he was about to tell me.

"I'll have you take off all your clothes. Slowly."

He slid one hand down his chest and cupped the blatant erection outlined by his snug swim trunks. My heart rate picked up for a much different reason.

"Mmmm, I can't wait to see those big tits you keep hidden behind those conservative tops."

His eyes closed, he slipped his hand inside his shorts, stroking his hard length before fondling his balls.

My thighs clenched tightly together, I made an involuntary sound—I couldn't help it. I swore I saw his pre-come making a wet spot on the fabric.

His eyes snapped open and a self-satisfied smirk spread across his face. He removed his hand from his trunks long enough to push them down and toss them onto the floor. And there he was—in his fully aroused glory.

"I'll have you lie across my desk, right in front of the windows, your legs dangling over the edge and spread wide apart."

He wrapped his hand around his cock and made one leisurely stroke from base to tip. The sight was so fucking hot, my inner muscles tightened with need.

"Then I'll have you play with your sweet little cunt, while I sit between your legs and watch."

The scene he painted called to all my naughtiest instincts. I was so aroused I did the unthinkable. Right there, while hiding in his closet, I slid my fingers beneath the drenched crotch of my swimsuit and delved between my slick slit. I didn't try to stop the moan that escaped when my fingers found my swollen clit.

"You'll get your horny snatch off for me, won't you, dirty girl?"

Blood roaring through my veins, I circled my clit in time with his quickening strokes. Watching him jerk off was a wicked fantasy come to life. The dirty talk made the illicit encounter insanely hot. My pleasure built hard and fast.

"Show me what a filthy little fuck slut you can be. Just for me."

The nasty name-calling pushed me over the edge. As a powerful orgasm ripped through me, I heard him grunt several times and saw him shoot a thick load of come all over his belly. My body trembling from the aftershocks, I sagged against the door. Even as I struggled to get enough air in my lungs, I had to fight the urge to finally reveal myself and lap up every drop of his come.

Several quiet moments passed before he showed signs of life. A lazy smile on his lips, he got up and walked towards the closet.

"I'm going to take a shower and give you a chance to escape from the closet."

When he reached the closet door, he whispered through the slats, "Ollie ollie in come free."

Then he was gone, leaving me with a stupid grin on my face.

I was more determined to win the bet than ever. But now, I knew exactly what I wanted…to let him make all my wildest dreams come true.