Weeend Wor Trip

Part 2 of 3.

SATURDAY AFTERNOON.

Mr Anderson placed his hands on my hips and turned me to face the large floor length mirror. He stood behind me, his strong hands caressing my flat stomach and thighs as we stared at each other's reflection. My body was so smooth and feminine compared to his tanned muscular physique, my head was still spinning from the joint we'd shared and I leaned back into him feeling his cock hardening in his speedo against my tight ass. It was all so new and unexpected, I still couldn't believe I was here sharing a hotel room with my hot sexy boss and more that I had just sucked his big cock to completion with very little convincing.

His hands caressed the thick bulge in my tight bikini briefs and I heard myself whimper as my hands reached back and gripped his thighs. Mr Anderson hooked his thumbs into the waistband of my underwear and slid them down my thighs, my hard hairless cock standing fully erect.

"You're so smooth and sexy..." he whispered in my ear as his hands wrapped around my erection and he began to gently stroke it. "Are you ready to get dressed?"

".....yes..." I whimpered.

"Yes what?" He asked sternly.

"...yes Daddy..."

"Mmmm...good boy..." he said as he reached into the bag with his free hand, pulling out a small chrome butt plug with a pink jewel in the base. He held the plug up to my lips and I kissed it before sliding my tongue out of my mouth and licking the hard little toy. "That's it baby... get it nice and wet..."

He slid the plug into my mouth and I started to suck it, treating it like the tip of his cock, working it with my lips and tongue as he massaged my trembling erection. Without a word he turned me to face the bed and bent me over, I leaned down on my elbows and spread my legs, completely under his control. He ran one hand down my spine causing me to shudder and then pressed the slippery plug against my smooth pink hole. Mr Anderson gently pulsed the toy against me and I moaned involuntarily, my cock throbbing hard as the pressure from the plug sent waves of pleasure through my whole body. Suddenly he pushed it all the way in and I gasped, gripping the comforter as the plug slipped into place. He pulled me up to face him and kissed me deeply before asking, "Does that feel good baby?"

It did. SO good. I'd never felt anything like it before, heightening how stoned I already was and driving me wild with pure lust. The plug was pressing against all the right spots, causing my eyes to roll back in my head as he pulsed his ring and middle finger against the base. Was this what anal sex felt like? If so I suddenly understood what all the fuss was about. My cock was rock hard, pressed against his speedo bulge and I moaned, "Yes Daddy... it feels sooooo good..."

Mr Anderson smiled. "Good..." he said "Now let's get you ready."

He reached into the bag and pulled out a pile of clothes, selecting a few items and laying them out on the bed.

"First things first..." he said as he held up an impossibly small white g-string. My heart pounded, wondering if he actually expected me to wear it. He dropped to his knees and had me step into the tiny thong before sliding it up my long smooth legs and pulling it into place, taking care to tuck my hard cock into the front pouch. The g-string was made from some incredibly soft stretchy material so even with my giant erection the tiny garment was able to provide adequate coverage. Barely. He pulled the thin side straps up high over my hips causing the thin back strap to pull tight between my cheeks and press against the base of the plug. He handed me a thin white mesh tank top that I pulled on over my head as he had me step into a small pair of bright pink spandex hot pants. He slid them up over my tight curvy ass and snapped the waistband against my hip, flashing a smile and causing me to giggle. Mr Anderson handed me a pair of large dark sunglasses with gold frames and a small rhinestone heart on the left lens. I slipped them on as he had me step into a pair of hot pink sandals. He stood and told me to make a kissing face, I obeyed and he proceeded to apply a thin layer of pink lips gloss to my pouting lips and tosseling my shaggy brown hair before stepping back smiling and admiring his work.

"Oh yes.... You look amazing." He said proudly as I turned to the mirror to inspect my new look.

My pulse raced. I looked so slutty. The outfit was so revealing and feminine, so tight on my smooth skinny body. The tank top didn't even reach my belly button and was so thin that my stiff nipples were clearly visible through the soft semi transparent material. The hot pants hugged my curves and the thin g-string straps wrapped high over my hips directed attention to my thick bulge and tight curvy ass. The only thing missing was a red lollipop for me to suck on to make me look like a totally insatiable boi slut. The tight clothes felt incredible against my smooth skin making me feel incredibly feminine and exposed as my cock throbbed hard in my tight little panties.

"Does this make me look too.... Gay?" I asked, looking up at Mr Anderson.

He smiled, "No baby. You look amazing... and you feel sexy don't you?" I nodded and he continued, "And there's nothing gay about dressing sexy and showing off your hot body... plus now everyone down by the pool will be able to see what a sexy femboi assistant I have."

My heart swelled, proud that Mr Anderson found me so sexy. I was still riding the high of the joint we'd shared and combined with the sensation of wearing a plug for the first time and feel of my new slutty outfit, I was more turned on than I'd ever been in my life. It was all so exciting and confusing, embracing these new feelings of arousal and desire all under the supervision of my hard sexy boss was incredibly hot. I loved hearing him call me a femboi, was that what I was now?

Mr Anderson slid his speedo down and reached into the bag, pulling out a hot pink lycra thong that he pulled on over his confident erection. "There." He said, flashing me a sexy smile, "Now we match."

He pulled me in for another kiss and I whimpered softly, our thick bulges pressed together as my fingers traced the "T" shape of the back of his tight thong swimsuit. I felt so slight and girly in his muscular arms, so submissive as he gazed into my eyes.

"Ready?" He asked.

"Yes Daddy." I purred as he grabbed two towels, took me by the hand and led me out the door.

We took the elevator to the lobby, walking past several well dressed men who sat in leather armchairs. I could feel their lusty eyes on my body as I followed Mr Anderson out to the patio, my eyes fixed on his tight ass as he strutted confidently in his tight pink thong. I must have looked like his pet as he walked me through the lobby and I wondered if the men were here for the conference too.

We walked out into the sunshine, along the large swimming pool, its crystal blue water lapping at the sides and he selected two lounge chairs across from the tiki bar with a thatched roof.

"This looks like a good spot." Mr Anderson said as he tossed down our towels and gestured to the chairs. I nodded and climbed onto mine as he lay on his beside me. "We've had a big morning... I think we need drinks." He waved to the bar and a young tanned guy around my age hustled over to us. He was wearing only a black thong and matching bow tie, carrying a drink tray.

"Hello again Mr Anderson, good to see you again." The fit guy said. They clearly knew each other and I wondered how often Mr Anderson came to this resort.

"Hello Dylan. Nice to see you too. This is my assistant Aaron. We came down for a conference but it was canceled at the last minute."

"Oh dear..." Dylan smiled, "That seems to happen a lot."

Mr Anderson laughed and shrugged, "I know! But what can you do. We're making the best of it."

"I'm sure you are, sir." Dylan laughed, "What can I get you?"

"I'm not sure... how about something strong..." Mr Anderson caressed my pale thigh, "...and fruity."

"Right away sir." Dylan nodded before hustling back to the bar, Mr Anderson and I staring at his tight toned ass as he did so.

"Dylan's a good kid." He sighed as he stretched out on the lounger and slid his sunglasses on. "I think you two would really get along."

I looked around the pool area. There were lounge chairs arranged in rows circling the pool with big beach umbrellas. To the left of the bar hut stood another small tiki style building with two doors on it. That must be the men's and women's rest room, I thought. Although I noticed there only seemed to be men lounging around the pool. I looked around again and realized that, yes there were no women in sight. Only men, some younger but most of them were in their 40's and older, all wearing tight skimpy swimsuits. The male waiters all bustled around, serving drinks, each of them young and toned wearing only thongs and bow ties. What sort of resort was this?

Dylan returned with our cocktails, setting them down on the small table between our chairs. They were tall glasses filled with bright yellow fruit juice and adorned with cherries, orange slices and paper umbrellas.

"Thank you Dylan." Mr Anderson said taking a sip from his straw. "Oh that's perfect. Keep these coming ok? Charge everything to my room."

"Yes sir." Dylan said. "Your usual room?"

"Yes Dylan, you remember the number." Dylan nodded and smiled at us both before sauntering back to the bar. Mr Anderson held his glass up to mine. "Cheers!"

I took a sip of my drink. It was mostly rum with a bit of pineapple juice. "Cheers!" I giggled before laying back on the chair and letting the warm sun wash over my pale exposed skin.

We lay out like that for an hour or so, both of us sunning and downing glass after glass of delicious rum punch. We made small talk and laughed about people from work, having a lovely afternoon and sporadically checking our phones. Mr Anderson fell asleep for a bit as I lay watching the other hotel guests milling about, smiling politely at the various men who walked by checking me out. My outfit felt incredible, it was so skimpy and revealing! I'd never worn anything like that before, and certainly not in public but something about this place had me at ease. I felt sexy and confident, relishing the look of every passing guy who smiled at me and ran his gaze over my smooth body. I leaned into it, stretching out and parting my legs, feeling the sun warm my thick bulge.

I watched the doors of the little building beside the bar as men would file in and out. They usually stayed in there for a long time before coming out looking happy and satisfied. Maybe it wasn't the restroom, maybe it was another bar or something.

Suddenly my phone buzzed. It was a text from my girlfriend asking how everything was going. I paused considering how I should answer. I probably shouldn't tell her I was wearing lip gloss and dressed as a total boislut laying beside the man who's cock I'd spent the morning sucking. 'Things are good. A bit boring. I'll call you later!' I wrote before pressing send. I felt a bit guilty lying to her, the trip was anything but boring but I knew the truth would only be a cause for concern. I took another sip of my drink.

"Girlfriend?" Mr Anderson asked.

I nodded. "Asking how the trip was going. I didn't mention that the conference was canceled."

"That's ok," He patted my thigh. "I didn't mention it to my wife either. And besides...they don't need to know everything."

"What's that building over there next to the bar?" I asked.

Mr Anderson smiled, "Oh that's the cabana. You might like it in there."

"What is it?" My curiosity piqued.

"Well... why don't we go check it out?" He sat up and stood. I slipped my sandals on and took his hand as he led me around the pool and over past the bar to the little hut. He opened the door and I followed him inside and my eyes adjusted to the low soft lighting. The small room was completely empty aside from a long red leather cushion against one of the walls and a shelf holding about a dozen small glass bottles with plastic screw tops. At waist height on the wall over the cushion were two small square doors.

"What is this place?" I asked as Mr Anderson laughed.

"You're so innocent, aren't you?" He asked as I felt myself blush. He slid my ladies sunglasses up on to the top of my head and his gaze suddenly turned lustful as he pulled me to his body and kissed me. Both of us were instantly hard and I humped against his bulge as he sucked my tongue. "Here..." He said selecting one of the bottles and cracking it open. He held it up to his nose and took a long slow inhale, first in one nostril and then the other. I watched his cheeks flush as a warm druggy smile spread over his face. He held the bottle out to me and nodded. I leaned in and took an inhale, my nose filled with a chemical smell of leather that reminded me of sweet cologne. Suddenly a wave of heat rushed over my body and I felt my knees buckle. "That's it... one more..." He said holding the bottle to my other nostril and I inhaled deeply. An intense light headed druggy sensation took a hold of me as every one of my nerve endings came alive, my muscles pulsing around my plug and cock throbbing hard in my tiny g-string. I moaned and leaned into him, losing myself in the sensation and suddenly hornier than I'd ever been in my entire life.

"Oh yesssss...." I whimpered as he laughed.

"I thought you'd like that." He said as I sucked lazily on his neck and pressed my bulge against his. Suddenly I heard a light knock on the wall and I looked up at him. "Ready?" He asked and I nodded obediently, unaware of what I was ready for as he guided me to kneel on the cushion. I was facing the wall and Mr Anderson slid one of the little doors open. I was so high, so horny, unable to focus my eyes as I stared druggliy into the darkness through the small door. A second later a long hard cock slid through the hole in the wall. Without a word I slid my wet glossy lips over the head of the stranger's big dick and began to suck, coating his shaft with my hot saliva as I pumped my lips up and down.

"That's it... good boy..." Mr Anderson sighed as he watched me, massaging his thong bulge. I couldn't believe this was happening. I was shocked at how easily I'd embraced these hidden desires, how willing and hungry I was for hard cock. At first I'd thought I was just attracted to Mr Anderson but now, sucking this hard anonymous dick, I realized that beneath my heterosexual trappings was an eager cocksucking femboi just waiting to get out. And he was definitely out now. I massaged the bulge in my tight hot pants and g-string as I bobbed my head up and down, drooling down his balls as I milked the stranger's beautiful dick. The poppers (I later learned what the little bottles were called.) had unlocked something in me, freeing me from my final residual inhibitions and allowing me to embrace the total slut I was meant to be. And I loved it.

After a few minutes the stranger's cock began to pulse and he came in my mouth. I swallowed every drop of cum and as he pulled out of my mouth and as his erection receded into the darkness of the small doorway I looked up at Mr Anderson with satisfaction and he ran his fingers through my hair.

"Mmmm, you're so sexy baby... tell Daddy how much you love to suck cock."

"Yes Daddy..." I whimpered, "I love it... I love sucking cock for you..."

"Show me." He said, pointing back to the little door. Another long hard dick slid through the hole and I held his eye contact as I slipped my lips over the new guy's smooth fleshy helmet. My boss smiled down at me proudly as I sucked. This cock was thinner than the last guy but it was every bit as satisfying as I massaged it with my tongue and took him deep into my throat. He came quickly and I figured that as it was my third cock of the day, I was getting better at giving blowjobs. Mr Anderson offered me the little bottle again and I took another long deep hit. My mind was sent spinning, the rum and drugs flowing through my body reduced me to a cock hungry sex zombie. I wanted nothing more than to take as many hard dicks as I could in my mouth.

"How long am I allowed to stay in here?" I asked as I gazed up at Mr Anderson.

"As long as you want baby..." he said with a smile.

"I want to live in here." I moaned as a massive hard black cock slid through the door. It had to have been ten inches, easily the biggest I'd seen so far. It was shaved smooth and I could barely get my mouth around it... but I managed and set to work milking the thick dark cock with my hungry femboi mouth.

"I'm gonna give you a hand with this one..." Mr Anderson said as he kneeled down beside me. "It just looks too good to pass up."

He leaned in and began licking the guy's thick shaft as I suckled the head. Mr Anderson's hand slipped down the back of my hot pants and began pulsing his fingers against the base of my plug, causing me to gasp with pleasure. We set to work swapping the big dick from mouth to mouth, each taking turns as our tongues swirled together and we painted his majestic phallus with our saliva. It wasn't long before he came, shooting his sweet hot load all over our lips as we kissed. I felt as though I were floating on a cloud, light headed and rock hard as we licked cum from each other's faces.

One after another the cocks kept coming. As soon as one guy came another new cock appeared, ready to be milked by my eager mouth. I lost track of how many guys I'd sucked off, completely lost in the haze of poppers and cum. Mr Anderson stayed kneeling beside me, gently guiding my head down on some of the bigger members and sometimes joining in on sucking, all while he pumped my plug with his fingers causing me to whimper and my big femboi cock to throb in my little panties.

Finally after yet another delicious cock deposited its sweet load down my throat, Mr Anderson pulled me to my feet.

"That's enough for now sweetie..." He said before kissing me again. "I don't want you to tire yourself out." I pouted playfully at him and he laughed. "Don't worry... I'll make sure you get all the cock you want just a bit later."

"Mmmm..." I giggled. "Thank you Daddy."

I slid my sunglasses back down to my face as he opened the door and we made our way back out to our chairs. Once back we ordered more drinks and sandwiches and ate lunch before sunbathing for a while longer.

I fell asleep for a bit and when I opened my eyes Mr Anderson was laughing and chatting with a tall older man in a bright blue thong swimsuit. He was probably in his fifties with short mostly grey hair, glasses and muscles that announced that he worked out constantly. Beside him stood a young woman, probably in her early twenties. She was incredibly attractive with long auburn hair and big sunglasses like mine. She wore a tiny metallic gold string bikini and matching gold sandals. Her breasts were tiny and unbelievably sexy and the sight of her taught curvy ass had me hard again instantly. As I gazed over her smooth tanned body my eyes stopped on an unmistakable bulge in her tiny bikini bottoms. Oh, I thought, that makes more sense. I was starting to understand what sort of resort this was.

"Ha ha ha ha, "The man's boisterous laugh echoed across the pool, "It was canceled? Oh that's too bad..." he said with a grin. "Wouldn't you know it? Our conference was canceled too!"

Mr Anderson laughed and the man continued. "Yeah so Katie and I have been making the best of it... we've managed to have a pretty great day so far." He looked down at his companion and smiled widely as she leaned into him and giggled.

"You haven't met my assistant Aaron have you?" Mr Anderson said as he turned to me. "Aaron? This is Mr Klein and his assistant Katie."

I smiled and waved to them as Katie half curtsied and giggled again.