by Jamie Knight
The resort was one of the newer ones. I would have rented four villas, but it was a bit too much of an undertaking and I wanted to keep us all close. Particularly me and Carrie. Distributing the room keys, we had some down time to shower and change and so forth.
I had just showered the morning we left and was still pretty fresh. The heavy heat and high humidity did want me to change into different clothes.
Trading my khakis for another identical pair, I slipped into a white silk shirt, only fastening the minimum number of buttons to be acceptable in polite society. It was actually a nice break after so many years of corporate formality.
Regrouping in the lobby, we took a cab to one of the finer restaurants in the area. The reservation was made two weeks before. As was the general requirement. I gave a moment’s thought to ordering the pig but wasn’t sure how it would go over. All of us went for pretty safe and standard fare.
Lauren was her usual charming self, all but squeezing my knee under the table and acting like I was the most wonderful guy in the entire world. It was something that was nice to feel on occasion, but I was still self-aware enough to know it wasn’t true.
I did my best but knew full well that I still had drawbacks. I generally agreed with the idea that the unexamined life is not worth living. Lauren could have benefited from a bit of this insight.
As casually as I could, I checked in with Carrie at various points over the evening. Every time I found her to be quiet and reclusive, barely looking at the server as she ordered. She was certainly not looking my way.
Had I had the guts, I would have taken her hand under the table just to let her know what was really going on. I was interested in her, not Lauren. I was just arrogant enough to think that she might light like me too. To be fair, there were clues up long before that.
Freeing myself from Lauren’s heavily perfumed clutches, I retired to my room for the night. I looked forward to relaxing for the rest of the evening and recharging and preparing for the next day. Alas, it was not to be.
The bing rang through the room like Hemingway’s famous bell. Though I didn’t even have to ask for whom it tolled I knew full well that it tolled for me.
“What’s the good news?”
“Sorry man, only bad,” Mitch said, followed by a cough.
“Fires, floods, viral plague?” I asked, meaning it as a joke.
“Two out of three ain’t bad.”
“Serious?”
“As Covid. It actually came. Looks like you just got out in time.
“Lucky me,” I said, not meaning a word of it.
“You have no idea. Then again, I just have a cold and was staying home anyway.”
Chapter Eight - Carrie
It seemed like a good idea at the time. Sometimes there really were cases in which that was the only thing to say. I knew this but never really thought I would be thinking it about one of my actions. Still, I felt really bad about ignoring Max like I was. My jealousy burned a bright green flame, making me act crazy. I guessed that he had noticed. It would be pretty hard not to with how friendly I would go out of my way to be at the office. I had to get him alone so I could explain myself.
We were planning to go to the beach after breakfast. While I still wasn’t confident to dress how I wanted to, even if the restaurant was outside, I decided to go for a layered thing. I wore my very sexy string bikini under a short, gauzy dress. Of course, Lauren had the same idea. Only her bikini was even smaller, and her dress was basically translucent, giving quite a good idea what she looked like underneath.
We nearly bumped into each other in the hall coming out of our rooms. Fortunately, she was surprised enough not to think about breaking into a run, which I did. I got to the table several minutes ahead of her. Max and Thomas were already there in their golfer gear.
Resisting the urge to throw my arms around him and never let go. I took the seat right next to Max, leaving Lauren on the other side of the table. Maintaining my aloof act at least until I was able to tell him what was going on, I did my best just to enjoy the proximity as we ate a lovely breakfast. I stomped on Lauren’s foot on occasion as she tried to do things to Max under the table. She glared at me silently.
Alas, I couldn’t keep her away forever and while we lay in the beautiful sand, she once again inserted herself next to him, sticking to Max like a dark hair barnacle. Max did not seem to mind all that much. He actually seemed to enjoy her company. I suspected that Lauren was trying to sleep her way to the top. Max was high as it went at MP Solutions, except for Mitch, who was openly gay.
What was more, Max seemed willing to let her. I couldn’t blame him, really. Lauren was beautiful, at least in a physical way, and clearly sexually available. Max was only human, after all. Besides, it wasn’t like I had made my interest known. I wouldn’t have gone about it as overtly as Lauren, but I had to explain things and let him know what was going on.
Politely ending my conversation with Thomas, who really was a great and interesting guy, I got out my phone. I texted him, not wanting to talk to him with Lauren around. I said I wanted to speak with him and apologized for my reclusiveness.
He didn’t respond right away. Which made sense really. If he had, Lauren might have figured out what was going on. I didn’t want her to be having any advantages. My phone did ding however, and when it did, the text that appeared invited me to his hotel room after we had eaten dinner.
Dressing modestly as though not to raise any suspicions, I needed to put my brace back on if I had any hope of sitting for an extended period. My skirt might have reached down to my ankles, but I also wasn’t wearing anything under it. This still let me feel a degree of sexiness.
In an interesting, if unannounced, bit of restaurant hopping, we ended up at a different eatery directly across the street from the one the night before with much the same orders, despite the slight variance in the menu. By far the most adventurous was, surprisingly, Thomas, who went entirely for local dishes while the rest of us stuck to burgers and the like.
Like Elsa, I let it go. I didn’t pay attention as Lauren hung herself off on Max, doing her very best to seduce him with her feminine wiles. Both Thomas and I pretended that we couldn’t see what was plainly obvious.
We might have been playing into her delusion that she was the only person in the world. Though it was actually pretty funny when viewed from a particular perspective, because I knew I was about to have his undivided attention. It was a bit of a Hail Mary to be sure, but I still felt that if I explained things, he would accept me as I was and give me everything I ever wanted. I just had to be brave and ask.
I was buzzing as we all went back to our rooms after dinner. My mind was whirring with how I was going to get out to see Max without Lauren noticing. Turns out that had already been taken care of as well.
I jumped with surprise. I honestly hadn’t noticed the door before. The room was a suite. I sprang up off the bed and ran to the door, the skirt waving like a flag around me.
“Hey,” Max said, his beautiful form darkening the doorway.
“Hi,” I said, unable to keep myself from grinning.
My heart raced and my palms were sweaty at the thought of what might happen next. Not to mention the fact that my panties felt as drenched as the ocean.
Chapter Nine - Carrie
Not wanting to sit on the bed as even that seemed like a bit too much of a come on, I took the chair in Max’s room and watched with rapt attention as he went and sat on the bed.
“So, what’s happening?” he asked, prompting me.
“I-I was trying to stay away. Out of the way, I mean.”
“Out of the way of what?”
“You. I mean Lauren. I mean you and Lauren. It wouldn’t look good if it seemed like you were playing favorites. I’m here as your assistant and was trying to keep out of things. Unless I was asked of course.”
“This isn’t meant to be a business trip,�
�� Max pointed out.
“True, but I thought I should keep up a professional demeanor. It’s not like I won the contest or anything.”
“You did, actually. Lauren kind of cheated, but I didn’t find out until after the winners were announced. The agent with the next highest number of new clients was you. Given the circumstances, it is probably best if we act like you’re an unofficial third winner. I might still have you do a task or two just to keep up appearances, but other than that, you are released from all other duties.”
“Thank you,” I said softly.
“As for Lauren, I was mostly just going along with her silliness so she wouldn’t think I was playing favorites because we are together so much. I would actually like to be with you a lot more.”
“You would?” I asked, looking up so fast I almost hear a pop.
“I know it looks otherwise, but I don’t like Lauren.”
“You don’t?” I asked, feeling very much like a broken record.
“Nope. Not at all. She is beautiful, but not the only one. There is so much more to life than that.”
“Who do you like?” I ventured.
“You.”
I actually gasped. Not out of surprise but the thrill rippling through me like a pond that had a stone thrown in it.
“I like you too,” I said, feeling supremely silly. “Like, I really like you.”
“I got it,” he said gently.
Getting up from the bed he strode over and crouched in front of the chair, gently taking my hand. The vibrations only got higher within me. I couldn’t believe he was actually touching me.
“I can barely control myself around you. I want you so much,” he confessed.
“I-I feel the same,” I was knocked off center by his candor.
“Would you like to spend the night?” he asked. Both of us knew what he meant by this age-old euphemism.
I wanted to say yes. I couldn’t. Everything was so overwhelming I could only nod. Tears of joy streamed down my cheeks. It was finally happening!
Taking me by the hand, he gently guided me up over the bed. Sitting me down on the edge, he planted a soft kiss on my lips. I returned his affections in earnest, actually getting my tongue into his mouth. Passion possessed me like a spirit. As we kissed, I undid Max’s pants and he pulled off my skirt.
“No panties?”
“Not tonight.”
“Good girl.”
I actually squealed with delight, regretting nothing. My master was finally taking me the way I had always wanted him to, gently stroking my pussy with his lovely fingers as I did my best to stroke his cock, which was even bigger than I had ever imagined.
Continuing to pleasure me with his mouth as well as his hand, he moved his mouth down to join his hand, focusing all of his attention on my pussy. He gently worked two fingers inside my silken folds as he lovingly licked my clit, almost making me scream with pure, unbridled pleasure. I controlled my movement carefully so as not to hurt myself. A thrown back was the last thing I needed.
Licking me to a gorgeous orgasm, fireworks burst in vivid colors behind my eyes as I quivered against his beautiful mouth. Max stroked my inner thighs and I shuddered, coming down from my orgasm of high.
I pulled him to me, taking him a passionate kiss, trying to express the indescribable feelings coursing through me. Max’s kind affections only stoked my affections higher as I stroked his beautiful cock. My pussy got even wetter as I felt his throbbing warmth.
As I stroked, he unbuttoned my cute sleeveless blouse, stopping below my sternum and revealing my massive tits but not my brace. Dipping my head as though to pray, I opened my mouth and took in as much of his magnificent manhood as I dared. I got a little less than halfway down his cock. Which, to be fair, was roughly the length of my forearm from elbow to wrist. I actually paused to check just to make sure I was right.
Wrapping my lips around his beautiful shaft in a loving mouth-hug, I started to suck. Massaging my full lips along his throbbing member up to his tasty head and back again, the tip occasionally pressed against the back of my throat as I did. I forgot, just for a minute, how small my mouth was.
I wanted to start going faster, but I couldn't quite convince myself that it was a good idea. I decided to stick to the ancient wisdom of slow and steady. As I sucked, I started to use my tongue to add some spice, swirling it with surprising ease around his head, making Max moan.
I wasn’t ready. I knew his load would be big. It only stood to reason. No amount of fantasizing or imagining prepared me for the river that came rushing into my mouth. I felt for a second like I might drown. But I also couldn’t think of a better way to go.
Mercifully, Max noticed my distress and stopped the flow, pulling out of my mouth and giving me time and room to swallow. His cum tasted better than I ever even imagined. When the first instalment was swallowed and gone, I opened my mouth wide, yearning for more. Max was more than happy to deliver.
I licked his cock clean before sucking him back to full hardness. I loved the soft, warm throbbing of his cock in my mouth. Max tenderly massaged my tits as I did so. It all came together to make my pussy warm up like an inferno. I needed to be fucked right then and there or I was going to go insane.
As if reading my mind, Max took me gently by the shoulders and guided me down onto my back. He opened my legs with his warm, lovely hands, soft from a lifetime of office work.
“Be gentle,” I blurted, hoping I didn’t kill the mood.
“Of course, sweetheart.”
“No,” I said, wanting to make sure he really understood, “I mean it. I’m not a virgin or anything. It’s not that. I would love for you to fuck me hard, but I can’t. I-I have a back injury.”
Before he had time to respond, I unbuttoned my blouse the rest of the way, exposing my brace like a deep, dark secret.
“I can still walk and everything, you know, works. I just can’t be doing any vigorous physical activity or things will get really bad really fast. Lots of crying and screaming, and not in the good way. I - ”
Max touched his finger to my lips, causing me to fall silent mid-sentence. Oddly, I was actually relieved by the gentle look in his eyes.
“I’ll be careful. I promise. Is there a good position for you to be in?”
“Like this,” I said, “on my side. I can’t really do all fours or cowgirl or anything really fancy.”
“Duly noted,” he said, stroking my pussy, making me moan.
Once he’d gotten me relaxed, Max spread my pussy lips with his fingers and pressed the lovely warm head of his beautiful cock up against the opening of my tight little girlhood, slowly slipping it inside me.
It really was quite a snug fit, but not so much that it hurt. I could feel every move he made. The bulk of his magnificent cock stroked fluidly against my clit and g-spot at the same time. He pumped my tight little pussy with long, smooth strokes, making me feel like I was lifting up out of my physical body.
True to his word, Max was very careful and exceedingly thoughtful as he fucked me, making sure I was okay and never going harder than I could handle. The filling me with a warm gentle joy.
Working to a beautiful orgasm, Max slipped his cock out of me, continuing to stroke my clit, and brought his cock around to my mouth to unleash another massive load, that time in more manageable volleys. Four in all. Each well gone, my mouth open and ready for more before he graced me with the next delicious helping.
Gently repositioning me on the bed, he moved my legs, so I was laying straight up and down the length of the really nice mattress. Taking off his shirt so he was naked, Max climbed up onto the bed and held me, gracing my cheek with a soft kiss.
“How did you do that?” I asked, still stunned by his confident handling of me.
“Oh, my sister was in a wheelchair. Our mom was pretty useless as a parent, so I was doing most of the care when we were younger.”
&nbs
p; “Is she okay now?”
“Oh, yeah, she’s doing great. I was talking about years ago when she was a kid. She got a lot stronger as she grew up. Now she can bench more than me. She works at a physical rehab center now.”
He was like an artichoke. I just keep peeling away one astounding leaf at a time. Getting down to the true heart of him with each layer.
It was like reverse jet lag. Rather than feeling fatigued, I felt really wonderful and alert. I woke up before the sun had risen. I looked at the clock realizing that it was 4 in the morning. We had been asleep for four hours, yet I wasn’t tired at all.
I looked over at Max, sleeping soundly beside me. Kissing him gently on the cheek, I got up carefully off of the bed and started looking for my skirt in the morning dark.
“Going somewhere?”
“Oh geez!”
“You okay, baby?” Max asked, getting quickly out of bed, laying his hand on my back.
“Yeah, I’m okay. You just startled me is all. I thought you were asleep.”
“I was. I have a kind of sixth sense. It only works with people I love.”
The kiss came out of nowhere but felt really right. Our tongues moved together with a sweet synchronicity, as though we could read each other’s minds. It was something I could really get used to.
“Would you like to go for a walk?” he asked, finally pulling back.
“Now?”
“Why not?”
“Okay,” I said. I had no real argument for that bulletproof bit of logic.
Max helped me back into my clothes, turning on the lamp on the desk to facilitate the process, before getting himself sorted out as well. Hand in hand, safe from the eyes of the world, we walked out to the corridor and down to the elevator.
One of the nice things about Treasure Cay was that no matter where you were in the entire area, you were fairly close to the beach. Beach access was pretty much the entire idea behind the development.
There weren’t many lights on the beach. Most of what we got was from nearby resorts and villas. But the full moon in the clear sky made everything clear, while casting it in a lovely glow.