Group Vacation
By uppishcarrot.

“Hell yeah! You bet. I’ll be there,” Anton said, smugly, inviting himself.
Mia rolled her eyes before shooting me a smirk, “You too?” she asked.
All I could do was nod, too nervous to speak. Once she was out of sight, Anton patted me on the back with a chuckle, “I wouldn’t, little buddy,” he said to me with an amused smirk. I glanced back at him, confused, “she’s a dyke bro! She’ll make a fool out of you! Trust me!” With that, he wandered off, leaving me alone with my thoughts.
Anton was a ‘work’ friend, and for the last few weeks, we’d competed with each other. My numbers were good, but not quite as good as his. He’d had one hell of a quarter, me… not so much. When our department was invited to a conference in the Bahamas, I thought it would be the perfect opportunity to unwind.
The object of my affection was Mia. She’d just started with the firm and was already turning heads. Not just in terms of numbers, but literal heads. She was a goddess in every sense of the word. She was roughly 30 years old, tall and statuesque, with high cheekbones and a toned, firm physique. Both Anton and I pinned for her. He’d even attempted to put a wager in place, but when she’d publicly rebuffed his advances, he declared that she was a lesbian and a cock tease. Essentially, what it really meant was that I had no competition whatsoever. I planned to get close to her, god willing.
Maybe it was my imagination, but I could sense that Anton was shaken, and for the first time, I felt like I could really put him in his place. In my mind, I planned to successfully court Mia, leaving Anton completely dumbfounded with egg on his face. I felt like she liked me, and all too suddenly, I was overcome with this false sense of confidence and ego. I was so excited. It was my opportunity to present myself as a potential mate. To give the impression that I was an able-bodied alpha male and that I was more than worthy. After all, I knew I was good-looking, and I knew I was in good shape. I also knew that I’d get to see some of my female colleagues in swimwear and various states of near nudity.
Just as I was about to make my way up to my room to change into my swimming trunks, Cassandra stopped me dead in my tracks, “Can I have a word before you run off?” she asked me.
“Sure, Cassandra,” I responded.
Cassandra was my department manager. She was roughly fifteen years older than me and had a dominant streak to her. She had jet-black hair, porcelain skin, and piercing blue eyes. To be honest, I always found her rather intimidating. What made matters worse, she actually came on to me when I first started working with the firm. I politely turned her down, much to her utter shock and embarrassment. Since then, it has always been awkward and uncomfortable between us. She always exercises her authority over me. I am indeed powerless to stop it.
She pulled me aside into an adjacent empty room; it was just the two of us. “Mia is a pretty girl, and I know she’s single and ready to mingle,” she paused for a moment before scowling at me, “which is very unfortunate for you.”
“What do you mean?” I asked, playing dumb. She sighed sharply before adding, “interoffice romance…. is henceforth prohibited. I’m sick and tired of you and Anton parading around, swinging your mammoth cocks everywhere. It ends now! There is to be no more office romances. Take a mental picture and yank it like a money! That’s where it ends! Do you understand me? Do you hear me?”
“Okay, Cassandra. I…I’m so sorry. I uhh, I understand,” I said, almost trembling, desperate to get the hell away from this terrifying woman.
Minutes later, I was in my room. I had stripped down and put on a pair of blue swimming shorts. I stood in front of the full-length mirror, looking over my body. I was in shape, and I looked good. ‘Prohibited interoffice romance’ kept playing over and over in my mind. Cassandra was an intimidating, spiteful woman, but in that moment, I decided to ignore her warning. I wanted Mia. I pinned for her, and against this picture-perfect backdrop, I was going to make it happen. I flexed my muscled in the mirror and struck a pose before smiling at myself. “You got this!” I said to myself as I gathered my belongings.
When I eventually made my way out to the pool area, I noticed Helena and Francine sitting side by side on identical deck chairs. Both of these women worked in my department. Although they were married, they often liked to flirt with Anton and me quite regularly. It was innocent, but it was a big part of the interoffice banter, which always seemed to make the job more interesting. Helena was the first to notice me, and she waved me over. As I approached, I noticed that she’d saved a chair for me, right next to her.
Helena was wearing a tiny, little pink bikini. Her body was perfectly toned in all the right places. She had prominent abdominal muscles, long, silky legs, and obvious breast implants. She looked incredible. Francine looked just as irresistible. She was dressed in a bright blue one-piece. Her brown hair was in a ponytail, her body was overly curvaceous, and her right arm was covered in a sleeve tattoo. Both of these beauties seemed happy to have me join them.
I rolled out my towel and sat next to Helena. After our initial ‘hellos’ back and forth and some idle small talk, I turned away from them before stretching out of my deckchair and closing my eyes, enjoying the rays. Almost twenty minutes later, I was interrupted by a familiar feminine voice, “Is this seat taken?” I looked up, only to lock eyes with Mia. She took a seat beside me, removing her towel and exposing that perfect, athletic body.
“Yeah, yeah…. Of course, no…. please, join me,” I awkwardly sat up in an attempt to be more social.
She wasted no time in taking a seat in the deckchair beside me. She leaned forward and handed me a bottle of lotion, “Do you mind?” she asked.
“I’m sorry?” I responded, confused.
“I need a strong set of manly hands to caress me,” she replied, teasing. My mind was swimming. She was actually flirting with me out in the open with an audience.
She unclipped her bikini top and lay on her stomach, exposing her toned back to me. This all felt so surreal. I quickly lathered up and proceeded to rub her back. “Oh, god! That feels so good,” she closed her eyes, relaxing as she continued to say, “rub me harder, make me hurt!” she said.
“Urm, yeah, urr… okay,” I replied, nervously.
I suddenly felt my anxiety go into overdrive. I simply didn’t know what to do, what to say, how to react. My world actually began to spin, and I felt a pang in my chest, an odd type of emptiness. For some odd reason, I was terrified. I simply couldn’t put my finger on it.
I quickly recoiled from her. “I’m going for a dip in the pool,” I announced, rising quickly and making myself scarce. I desperately wanted to remove myself from the situation. I needed to swim to clear my head, at least for a little bit.
When I eventually swam back to my little area, I was both shocked and irritated to notice that Anton had taken my place. My towel was gone, and he was in my seat. Mia was sitting next to him, laughing at whatever joke he was telling. She reached forth and playfully brushed his arm. I couldn’t hear what they were saying, but I could tell she was hanging on his every word. I felt envy; I was jealous, and I really wished it were me in his place, with his confidence and bravado. Women just seemed to gravitate to him, and it didn’t seem to faze or fluster him.
I then decided to emerge from the water to reclaim her. I shook off my nerves and decided that then and there, I was going to steal her from him, right there in front of everyone. I was going to humiliate him publicly. And so, as I approached, they all glanced over in my direction. I could feel eyes on me, gazing over my chiseled, wet body, glistening under the hot sun.
“You going in for a dip?” I asked Mia casually. Helena and Francine were totally indifferent and couldn’t care less. “I don’t know. I think I just want to relax under the sun,” Mia said.
Anton instinctively leaped up out of his chair and quickly dove into the water, splashing not only me, but Mia, Helena, and Francine in the process. All three ladies screeched as Anton hopped up out of the water once more, in hysterics, trying hard to contain himself, “It’s kind of crisp,” he joked. Mia scowled at him, “You’re such an asshole!” she said, beyond irritated.
Anton gazed back at me, “chilly, isn’t it?” he asked, almost condescendingly.
I tried to ignore him, looking out onto the horizon as he stood beside me. “Not for me, bro, it’s actually warm,” I responded.
“Hmm….I wonder if that’s actually true?” he paused for effect before adding, “Let me see!” With that, he yanked my trunks to the ground, leaving me exposed. There I was, standing before the team, vulnerable with my wet blue shorts bunched up around my ankles. Instinct took over as I yelped a high-pitched squeal in shock and embarrassment. I gasped and winced in shame, overwhelmingly humiliated. I’m sure I turned a bright shade of red in that moment.
All three ladies got a decent eyeful of what I had on offer.
Limp, my penis looked particularly useless and pathetic. I glanced down between my thighs, gazing at my shriveled little penis. It was really just a wet little nub, almost resembling a dripping pink thimble or a little tootsie roll. On occasion, I would groom myself, especially whenever I felt there was a distinct possibility I might get lucky. I hadn’t shaved in a few days, which really gave me a ‘peach fuzz’ appearance. I’m sure that to the ladies looking on, it appeared as though I were prepubescent. In that moment, I felt defeated, weak, and completely and utterly eviscerated.
Helena and Francine struggled to compose themselves; it was clear to me they were both trying hard to keep from erupting into laughter. Francine looked me up and down with a mocking, wide-eyed grin. She slowly leaned over and whispered into Helena’s ear, “So dainty and little. I wonder if it works.” She looked down at my tackle and nodded, almost as if she were agreeing with her, “My two-year-old is bigger!” she responded in a whisper. Francine aptly covered her mouth and turned away, stifling an obvious chuckle. Helena locked eyes with me and shot me an impish smirk. I amused her. My lack of masculinity was hysterical to her. It was clear as day.
In desperation, I gazed over at Mia.
She was staring down at my midsection, getting a decent eyeful. I looked on as she covered her mouth, embarrassed for me, “yikes,” I heard her say under her breath. It was clear she was shocked by the whole situation and was uncomfortable with my nudity. All the while, Anton pranced around me, laughing his ass off.
Out of instinct, I squeezed my legs together and cupped my crotch with both hands.
“Dude! Were you in the back of the line when they were handing out dicks?! What the fuck? You’re a tranny! Aren’t you?” Anton practically danced around me, drawing further attention to the whole situation that was unfolding. The entire scenario was rather overwhelming for me, and despite his immaturity, those looking on were also quite amused by the display.
A crowd had formed, and practically everyone in the pool area was in utter hysterics. All laughing at me. At my nakedness. A few of the women looking on waved their pinkies at me. Others held up their thumbs and index fingers. Most were perplexed, shocked, and surprised. I just stood there, foolish. Frozen, like a deer in headlights, as everyone laughed at my little wet doodle.
As I struggled to compose myself, I noticed Mia, looking me over with deep curiosity, her eyes cast down and her mouth agape in shock and wonder. Slowly, her eyes met mine as a look of sympathy washed over her. She was embarrassed for me; it was clear as day. It was also clear to me that she no longer saw me as a potential mate.
Anxiously, I reached down and pulled my swimming trunks back up. By this point, I was on the verge of having a full-blown meltdown. The crowds soon dispersed, and the laughter surrounding us had largely died down. Despite all of this, both Helena and Francine kept shooting each other wide-eyed grins, still amused by what they’d just seen. Anton swayed back and forth, chuckling to himself loudly.
I stood by, feeling every little bit emasculated.
“Urr….” I called out to Mia, defeated, in utter desperation, “towel….. can I please have… my towel?” It was clear to her, I was on the verge of having a meltdown.
Mia rose from her seat with my towel and slowly walked over to me. She was warm and sympathetic, but it felt as though she were a schoolteacher consoling a bullied child. As she handed me my belongings, I shuddered away from her, overwhelmed. I was so embarrassed; words couldn’t express just how low and vulnerable I felt in that particular moment.
“Are you going to be okay?” she asked me with genuine concern.
“Urm…” I studied her face. She was, of course, kind and sympathetic to my situation. “Yeah….” I admitted, wanting to hide forever, “I think I just…. I might just go….” I said softly.
She smiled at me, warmly perhaps in an attempt to put me at ease, “Yeah, maybe that’s a good idea,” she said.
“Urm….” My eyes gazed back at Anton, who was still chuckling, still very much enjoying his dominance over me. In that moment, I felt weak. Weak, exposed, and frightened. I looked back at Mia, who in turn smiled back at me, almost as if to say ‘there, there’.
“Can you…..” I took a deep breath, fighting back tears of shame and humiliation, “Can you come with me? Just for a bit?” I asked, nervously.
She looked at me quizzically, almost confused.
“Please….” I pleaded, “Just…. Everyone is laughing at me and urm…. I just…. For me…. Really quick? I can’t walk back alone. It’s so embarrassing, please? Leave with me?” I asked softly, pleading with her to come with me, just to save face. To keep a tiny ounce of dignity.
Sympathetically, she cocked her head and gently rubbed my shoulder. “Oh, of course,” she gazed back at the group. “Grow up, children!” she called out before adding, “We’re grabbing some lunch!”
With that, she turned and led the way back up to the hotel.
Anton looked on, dumbfounded, as the two of us walked off. “Mia! Are you serious?! Mia!?” He said in shock. The look on his face was priceless as he took it all in, a complete and utter expression of disbelief. Little did he know, it was all just because Mia felt really sorry for me. I knew deep down that an intimate encounter would never happen between us, but it was still bittersweet to show Anton that his little cruel prank had backfired on him. “Mia! Come-on! Mia?!” he called out again in desperation as the two of us left the area.
I was proud to be walking off with her to grab a bite to eat, an impromptu date. Little did I know it was all for show. She’d thrown me a bone in an attempt to repair my battered ego. She’d essentially aided me in an attempt to save my reputation to a tiny extent. The whole thing was really just to make me feel just a little bit better about myself. However, as soon as I realized this, I was utterly devastated.
“Are you seriously going to be okay?” she asked me with genuine concern.
All I could do was nod.
“Well… I’m not actually hungry, so I’ll head back up to my room and check some emails. You take care, okay? Don’t be so hard on yourself,” she said, almost with a disingenuous smile. To me, it appeared as though she were eager to get away from me.
Just as she was about to walk off, I decided to take the plunge, figuring I had nothing to lose, “Wait!” I called out to her, “Mia…” I began before sighing sharply, “Would you like to have a drink with me?…..”
She stared blankly at me, somehow not at all surprised by my candor.
“Just…. I’ve always liked you, and I think we might really hit it off…. Just a drink? You and me?” I asked again.
“Oh uhhh, really?…. hmmm…” she began, “Umm… this is so awkward,” she looked away from me, uncomfortable and uneasy, “you’re nice but…. I don’t think we’re compatible,” she declared slowly glancing down at my groin with subtlety before grimacing uncomfortably, “besides… I’m actually seeing someone at the moment…. It’s not serious but…. I can’t uhh…. I can’t,” her voice trailed off, almost embarrassed.
“Oh….” I responded in almost a whimper, “Okay, I understand.”
“Are you going to be okay?” she asked yet again as I began to back away from her, “urm, yeah, yeah, I’m fine. I’m good.” I had to get the hell away from her. I was quick to retreat into my room, my mind swimming as I made a speedy exit.
Once I was in the privacy of my own room, I peeled off my trunks and stood before the mirror completely naked. Looking at my reflection, I saw a broken shell of a man. I had no idea just how I was going to face everybody later that night. In my mind, I’d been outwardly rejected because of the size of my genitals. It stung and left me feeling useless and overwhelmingly embarrassed. The whole situation with Mia and the public emasculation at the hands of Anton left me a frazzled, anxious mess.
Dinner with the team that evening was memorable, but for all the wrong reasons. In the back of my mind, I kept wondering what everyone thought of me. Everyone had seen me in my most unflattering state. Everyone had discovered my very little secret. I was both ashamed and embarrassed, although I’m fairly certain it was all just in my head. Needless to say, the whole evening felt uncomfortable and awkward for me.
When Mia eventually emerged from her room, she decided to take a seat right next to me and, with sympathy, she asked, yet again, “Are you doing okay?” It was clear she felt sorry for me, for what happened to me, and more importantly, for rejecting me.
“Urm, yeah. I’m okay. I appreciate your concern,” I responded meekly.
“I know he can be a bit mean sometimes,” she added.
“What do you mean?” I asked softly.
“Anton. He can be a bit much. Of course… I don’t have to tell you that,” she said before pausing briefly, “I should’ve said something earlier. Still, it’s been a secret…. Cassandra has some kind of…. new rule about office romances….” she said as I studied her face, confused and anxious, “I’ve been seeing him for a few weeks now. It’s been pretty ‘hush’ ‘hush’…. No one knows about it. But believe me, he can be a real asshole sometimes,” my heart sank as I took all this in, realizing that Anton had been humoring me this whole time. He and Mia were indeed an item, the whole fucking time. To put it bluntly, he was fucking with me.
“It was pretty embarrassing. I’m so sorry you had to see me like that,” I said, softly feeling every little bit useless and silly.
She cocked her head and rubbed my shoulder in support. “Awww, it’s okay. If it makes you feel any better, we didn’t really see anything. Like, literally nothing at all,” she said, smiling at me in mid-sentence, almost as if she was suppressing a laugh.
I soon realized she was actually making fun of me. It was all a ruse to tease and publicly humiliate me even further. My cheeks turned bright red with embarrassment. “Oh, that’s good,” I said, swallowing my shame.
This time, she playfully rubbed my cheek and said, “Keep your chin up. You’re our little cutie pie. It will be okay,” she grinned. Of course, once Anton joined us, I realized just how pathetic and useless I really was. “Hey little buddy!” he said to me, outwardly mocking me, “we all good?” he asked, on the verge of laugher, “Urhh, yeah…. Yeah, I’m good, I’m fine,” I lied.
Mia chuckled to herself, glancing up at Anton with what I could only describe as lustful adoration, “You’re such a dick!” she said under her breath.
Anton took a seat beside her and pinched her rear, causing her to ‘yelp’.
“You’re welcome,” he responded, grinning from ear to ear. She was putty in his hands. I saw firsthand the effect he had on her. She melted completely and became a giddy schoolgirl. The chemistry between them was intense. All I could do was look on in jealously and envy, realizing just how foolish I’d been even to entertain the idea that Mia would want someone like me over Anton.
The almighty Anton, who I’m sure was well-endowed. I’d heard the rumors, just like everyone else. No wonder he had more game than me.
As I was processing this, Cassandra stood up and began to make an announcement, “Ladies and Gentlemen! Ladies and Gentlemen!” she called out whilst dinging her glass with a dessert spoon. Sure enough, everyone stopped and looked on. “First, I’d like to thank everyone for a fantastic weekend. It has been amazing, and I’ve received a lot of great feedback from the moderators and presenters. I’d like you all to give yourselves a round of applause for your hard work! I can’t wait to see how you all perform this next quarter.”
Everyone gave themselves a congratulatory round of applause.
She let out a slight chuckle, locking eyes with me, “Some of us may have seen a ‘little’ more than we would have liked this weekend…” She waved her pinky in the air as our little group all erupted in laughter. “There it is!” she playfully teased, pointing at me, “and I’m sure that’s something you don’t hear too often,” more laugher ensued at my expense.
My world began to spin as the laughter of my colleagues continued to ring in my ears.
“I only wish I could’ve been there to see…. But I’m told, I there wasn’t anything really to see anyway…” she joked as more laughter followed, all at my expense.
Once the dinner was over, the group collectively decided to head out into town in order to ‘hit the clubs’. In normal circumstances, I would have loved to partake. I imagined the crew partying, drinking, and getting into mischief. I was a fool even to think I had a chance with someone like Mia. Instead, I sat alone, phone in hand, jerking my little peter to Mia’s Instagram.
The End.

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