📚 weeend wor trip Part 3 of 3
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Weeend Wor Trip

Weeend Wor Trip

by Tightpantsxx
19 min read
4.8 (16500 views)
thongcrossdressingpantiesfemboyfemboi
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Part 3 of 3.

SATURDAY NIGHT.

After arriving back up at our room, Mr Anderson said we should take a shower before we met up with Mr Klein and Katie. He led me into the bathroom and turned on the water before turning to undress me. He pulled my tank top off and slid down my shorts and gstring, leaving the plug in and stepping back to admire my thin hairless body.

"You're so sexy..." he said as he slid off his pink thong and my hard cock throbbed. I stepped into the shower behind him and he immediately backed me against the wall, kissing me deeply as he rocked his hips, grinding his thick shaved cock against mine. My hands caressed his hips as he gently humped against me, whimpering softly as the warm water cascaded down our bodies.

By this point I had sobered up a bit, the effects of the weed, poppers and rum slowly fading and for the first time all day I considered what I was doing. 24 hours ago I'd been a typical, albeit sexually curious straight guy. I had a girlfriend! But today I'd allowed Mr Anderson to lead me down a path of erotic debauchery that was sure to change me forever. As he sucked my tongue I replayed the events of the day in my mind. First I'd sucked his big cock on the roof deck, then I'd let him dress me as a total boi slut and parade me around the pool for the other hotel guests to see before taking me into the cabana and watching proudly as I'd used my mouth to service and endless line of hard juicy cocks. Then he'd had me present myself to Mr Klein and now we were naked, making out in the shower before we went up to his friend's room for what I could only imagine would be more of the same. I knew in my heart that I wasn't gay but as he stroked our hard wet dicks together I knew I wasn't straight anymore either. Mr Anderson had shown me the joys of the femboi lifestyle and I'd loved every minute of it, submitting to him and allowing myself to explore my latent sissy desires.

He spun me around so I was facing the wall and his fingers found the base of my plug. I let out a low moan as he gripped it and began pulsing the small toy in and out.

"Mmmm, it feels good doesn't it?" He whispered in my ear and I nodded, unable to speak. "It feels so good in your sweet pink boipussy..."

My heart raced at his use of the word "boipussy." It was true, that's what it was. It was like my mouth, a warm eager orifice that I wanted to be filled with hard cocks. I moaned again and pressed my hips back into him, feeling the chrome plug massage my insides and send lighting bolts of pleasure all through my smooth lithe body. His left hand reached around my hips and he took my hard cock in his hand, massaging it softly as he worked the plug with his right. I pressed my cheek against the tiled shower wall and spread my legs apart wider, moaning as his hands expertly milked me.

"That's it baby," he hissed in my ear. "Cum for Daddy, cum for me my sweet femboi..."

"Oh... oooh, yes Daddy..." I whimpered as a tremendous orgasm rose and crested like a wave, causing my knees to buckle and my vision to flash white as I came for the first time all day. The orgasm was so strong that I felt high again, dizzy as he slowed his pumping fingers and released my erection from his strong grip. Mr Anderson held his hand up to my mouth, his fingers dripping with my hot white cum and I began to suck each digit clean, my tongue swirling around his wedding ring as he fed me my sweet boi juice. He pulled me to him, my back against his chest as he kissed me again as his hands caressed my smooth stomach.

"Such a good boy..." He said, holding me close as my blurred vision began to focus. "Ok baby. you finish up and I'll go pick out your outfit."

I nodded as he stepped out of the shower, toweling off his tight muscular body before sauntering out into the room. I finished my shower and turned the water off before grabbing a towel and drying off. I caught my reflection in the mirror, admiring my pert smooth ass and smiled as I saw the sparkling pink jewel in the base of my plug. Stepping into the room I saw that Mr Anderson was already dressed in small tan shorts and a tight black polo shirt. "Here." He said with a grin and pointing to the "clothes" laid out on the bed. "These are for you." I nodded and set to work getting dressed.

I started with the long knee socks, they were white with two pink stripes at the top. The socks came halfway up my thighs and I thought they looked a bit like women's thigh high stockings, plus they felt amazing on my long smooth legs. Next I stepped into the tiny pink g-string and pulled the thin straps up high over my hips. The lycra pouch stretched snugly over my semi erect cock, the thin soft material caressing my entire bulge making it look like a pink missile. Then I slid on the tiny white t-shirt adorned with a pink heart on the chest, it was so short, barely covering my rib cage. I stepped into a pair of pink and white low top sneakers and tied the laces into bows before standing up straight and checking myself out in the mirror. My goodness! If I thought this morning's outfit looked slutty then now I looked like an absolute boi whore. I felt butterflies in my stomach and my heart was racing as my arousal level rose. The tight girly clothes looked so sexy on my thin smooth body, making me look like a sexy obedient femboi.

"Now hold still." Mr Anderson said as he leaned in, applying some light pink eyeshadow, eyeliner and more sparkling pink lip gloss before stepping back and admiring his work with a smile. "Mmmm, good boi... you look beautiful."

"Thank you Daddy." I blushed and he took my hand.

We rode the elevator up one floor and he led me down the hallway. I felt so exposed wearing only the tiny g-string and part of me hoped some other hotel guests would be around to see me dressed like this, being led around by my sexy boss but the hallway was empty. We stopped in front of a door and Mr Anderson pulsed his grip on my hand as he knocked on the door. I was so excited and a bit nervous. What was waiting for me on the other side of the door? He flashed me another sexy smile and I felt relief wash over me, knowing that Mr Anderson would take good care of me and I had nothing to worry about.

"Come in!" Mr Klein's voice bellowed and we stepped inside. "Ah! Our guests have arrived!"

The room was identical to ours with a large wall mounted tv, white leather sofa and a king sized bed at the other end of the room. Mr Klein stood in front of the sofa wearing only a bright blue jockstrap and holding his iPhone. Beside him stood Dylan from the pool bar. He had shed his thong and stood now wearing only his black bow tie. Katie sat on the sofa in front of him, pumping her lips up and down his thick smooth cock as Mr Klein filmed them with his phone.

"That's it sweetie... nice and slow..." brushing Katie's bangs from her face before turning to Dylan. "She loves your big cock, doesn't she Dylan?"

"Yes Mr Klein..." He moaned. "She's amazing..."

Mr Klein addressed us. "Guys! Grab a drink... we're just finishing up..."

Dylan moaned and Mr Klein said, "Oh... get ready sweetie... here it comes!"

Dylan arched his back as he came, his thick tanned cock pulsing between Katie's hungry lips. He shuddered and laughed as he pulled back, his big dick glistening with Katie's saliva.

"Was that good baby?" He asked as Katie giggled and nodded looking into the camera. "Show us baby... show us your reward." Katie opened her mouth, swirling Dylan's thick white cum around on her tongue before swallowing it all. She looked obediently up at the camera and smiled. "Thank you Daddy...mmmmm..." before swallowing again, savoring every sweet drop.

Mr Klein laughed and shut off the camera, tossing his phone onto the couch. "Good gurl." He said kissing the top of her head. "Now go greet our guests."

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She stood and made her way over to me and Mr Anderson. Katie's shoulder length auburn hair was pulled back in a high ponytail, her long bangs framing her face. She was wearing a tiny pink string bikini top, the two thin triangles of material stretched tight over her flat chest, a tiny pink and black plaid pleated mini skirt that didn't even cover her tight curvy ass, white thigh high stockings and pink high heels. She looked amazing as she stood in front of Mr Anderson. "Hello Mr Anderson." She purred before leaning in and planting a short kiss on his lips. She then stepped over to me and took my hands in hers. "Hello Aaron..." and leaned in pressing her lips to mine, lingering as our lips suckled at each other's and I tasted the hint of Dylan's sweet cum. She pulled back and stared into my eyes with a hungry druggy gaze before giggling again. I giggled too, disarmed by how sexy she looked and how horny I was.

"Glad you two could make it!" Mr Klein said shaking Mr Anderson's hand. "Dylan was just helping us with a little video."

The men both laughed again and Dylan handed us each a tall flute of champagne. "Guys, come check out this view, we'll leave these two to get acquainted." Mr Anderson and Dylan followed Mr Klein out onto the roof deck with their drinks, leaving Katie and I standing beside the sofa. She sunk down on the couch and pulled my hand down so I was sitting beside her. She placed one hand on my cheek and guided my face to hers kissing me deeply, our tongues dancing together. She giggled again and sat back.

"Sorry for being so forward, but you looked so hot today down by the pool." She said and my heart swelled.

"Thanks!" I said, "I felt the same way about you..." We sipped our champagne as we gazed excitedly into each other's eyes.

"Aren't these weekends the best?" She asked.

I blushed, "This is my first one but I've been having an amazing time."

"Oh my god that's so cute!" She laughed.

"Are you Mr Klein's assistant?"

Katie shook her head, "No, I'm an account manager for his company. It's sooo stressful but thanks to weekends like this I've come to love it. What happened to Bryan?"

She was referring to my boss' regular assistant who had been unavailable this weekend. "Oh he was busy I guess."

"Mmmm, I can tell Mr Anderson likes you a lot, don't be surprised if you're in line for a promotion." She laughed.

"Can I ask you something?" I said and Katie nodded. "Are you gay?"

She laughed shaking her head. "Noooo, ha ha ha, no I'm not. I have a wife. A totally hot wife and I'm super into her." She took another sip and swallowed it before adding, "But Mr Klein taught me that the best way to relax is to come down here, and submit to my sluttiest most forbidden desires. So I do. About once a month. And I love it. Are you gay?"

"No. I have a girlfriend but this weekend has me second guessing things."

"Oh don't think like that," she said patting my bare thigh, "Your real life is still waiting for you back in the city. This is just... fun."

I felt a calm wash over me, considering her take on things. Yeah, this was just a fun sexy experience. A way for me to explore a side of myself that I never could back home.

"So there was never a conference was there?"

She laughed again, shaking her head. "No... the conference always gets canceled. It's just a way for them to explain these trips as business expenses."

I nodded, sipping my champagne, finally understanding the situation.

"Have you been having fun?"

"Definitely." I said, beaming. "Everything's been so fun. And so hot... I've been having a blast."

"How many cocks have you sucked?" She asked with a giggle.

"Ha ha ha," Blushing as I answered, "At least ten. I lost count in the cabana."

She leaned over and kissed me again. "Oh my god that's so hot! Yeah, sounds like you've definitely been having fun. Do you get high?"

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"I do this weekend..." She smiled and handed me a vape pen. I pressed the button and took a long deep pull of berry flavored fluid, feeling the effects instantly.

"Take another hit.." She said and I did so without thinking, taking in a huge inhale before letting out a thick plume of berry scented vapor. My head was instantly spinning and my cock hardening in my little pink g-string. Katie sat up and swung her leg over, straddling my lap. Her skirt flipped up slightly giving me a glimpse of her tiny black g-string as she lowered her body down, pressing her thick panty bulge against mine. My hands cupped her smooth curvy ass as her fingers teased my hard nipples through my tight shirt. I was instantly fully erect and I could feel that she was too as she leaned in and our lips came together. Her kisses were so soft and feminine and I met her intensity, the two of us softly making out, wet pink tongues darting into each other's mouths as our lips slid together. The weed had been incredibly strong and I felt as though we were floating as we kissed, two sweet smooth fembois kissing deeply as our hands explored each other's soft femme bodies. I started kissing her neck, then lower, sliding my tongue over her smooth flat chest and sucking her little nipples through her bikini top. Katie arched her back and moaned, her hard panty cock sliding against mine as she rocked her hips, driving me wild with desire.

I felt so sexy in my femboi clothes and writhing against Katie felt so sweet and girly. Our movements were slow and soft, savoring every sensation as we kissed and caressed, lost in a trance of sissy desire.

Suddenly Mr Klein's laughter broke the silence.

"Ha ha ha, oh my... I told you these two would get along!" He said, nudging a now shirtless Mr Anderson.

Katie continued rolling her hips, grinding her hard panty cock against mine as she giggled. "Sorry Daddy... we both got so horny..."

"Mmmm, that's good sweetie... that's just how I like you." He leaned down and kissed her before taking her hand and guiding her to her feet. He passed her to Mr Anderson and I watched him kiss her before leading her around the couch to the bed. Dylan picked up the iPhone and began filming as Mr Klein stepped in front of me and placed a finger under my chin, tilting my head up.

"And Aaron. I'm so glad we get to spend some time together."

"Yes Mr Klein. Me too." I said looking up at him obediently as his hands massaged the thick bulge in my tight pink panties. He pulled me to my feet and held me in a warm embrace and I shuddered feeling the heat from his tanned muscular body against my smooth pale skin. He was so hard in his tight jockstrap, pressing his erection against my soft tummy. I reached around and gripped his firm ass as he kissed me and a wave of arousal washed over me. I whimpered, eager to please this hot sexy man as he held me in his strong arms. He led me around the couch. Katie was kneeling at the foot of the bed sliding her pink lips up and down Mr Anderson's big cock as he stood, he flashed me a sexy smile as he ran his fingers through her hair.

"Look at that..." Mr Klein said as he held my hips, pressing his body against my back. "Katie loves sucking your Daddy's big dick. Mmmm..."

Katie looked so beautiful, blissfully bobbing her head up and down as she coated Mr Anderson's hard cock with her saliva. My mouth began to water.

"May I suck your big cock Mr Klein?" I asked hopefully.

"Mmmm, of course Aaron." He said turning me to face him. I dropped to my knees beside Katie as he slid off his tight jockstrap. "Good boy..."

His erection was enormous, at least nine inches and shaved smooth aside from a patch of short stubble above his cock. I looked up at him obediently as I closed my lips around his thick bulbous head and began softly suckling, massaging his cock with my wet lips and tongue.

"Oh yessss..." He moaned as I took him deeper, building my rhythm as I gently pumped my lips up and down his thick shaft. "Your Daddy trained you so well..."

I heard Mr Anderson laugh and then let out a low moan as Katie sucked him. Dylan held the iPhone to my face and I gazed longingly into the lens as I lovingly sucked Mr Klein's big dick. I loved the feeling of being filmed like this. I felt so exposed and out of control. Where would this video end up? Would Mr Klein keep it to watch as he jacked off later? Or would he post it online somewhere where anyone could see what a cock loving femboi I'd become? Either way I didn't care, it all felt so good and I put on a real show for the camera, taking long slow licks of his hard cock, slapping it against my cheeks and sucking him deep into my slutty cock hungry mouth.

Mr Klein placed his hands on the back of my head and gently guided my head down, his thick cock sliding down into my throat. As my lips reached the base I gagged slightly, tears running down my cheeks as I savored his thickness, whimpering as his beautiful erection filled me completely.

He released my head and his cock slid out. I gasped for breath, drooling down my chin as he moaned. "Yesss... good boy..."

He took my head again in his hands and pushed it back in. This time I was ready and relaxed my muscles, allowing his big dick to slide all the way into my mouth. He held me there for a few seconds before he began gently pumping his hips, slowly throat fucking me as my erection throbbed in my little pink panties and my anal muscles clenched around my plug. I was taking it all, so proud of my newfound cock sucking abilities that I was forgetting to breathe, gasping and slurping, deep throating Mr Klein's big smooth cock like a good femboi.

I could tell by the sound of Katie's moans and gagging that she was getting a measure of the same from Mr Anderson. Dylan kept filming, moving around us and capturing every angle as Katie and I serviced our bosses. I imagined how sexy we must look, two skinny bois, dressed in slutty femme clothing and lovingly deep throating a pair of big hard dicks. It was such a thrill. I wanted everyone to see what hot fembois we were as I whimpered, Mr Klein's smooth heavy balls bouncing against my chin with each of his smooth hip thrusts.

Suddenly he pulled my head back and I gasped for air, looking up at him eagerly. "I'm not ready to cum yet sweetie. And anyway... you're gonna have to work for your reward." He said with a smile as I knelt, catching my breath.

Mr Anderson pulled out of Katie's mouth, his big cock glistening with her spit. "Dylan?" He asked. "Why don't you take a turn on these hot little sluts."

"Yes Mr Anderson." Dylan said as he stepped forward, his thick tanned erection standing at full attention, holding the camera phone above us.

Katie and I scooted closer together and I gazed into her eyes. Her cheeks were streaked with tears and her eye makeup had begun to run. I must have looked the same way and we laughed before sharing another blissful kiss.

We turned to face Dylan and leaned in, each of us taking a side and sliding our wet pink tongues up and down his shaft. Our lips coming together as we shared his thick head, swapping him back and forth from mouth to mouth as we looked up at the camera.

"Let's make him cum..." Katie whispered and I nodded as she leaned in and began tonguing his smooth heavy balls. I took his head in my mouth, swirling my tongue, sucking gently as I stared sensuously into the camera, milking his hard cock with my mouth as he moaned. I felt his cock stiffen and knew he was close so I increased my tempo, sucking faster as his thighs began to tremble. His erection pulsed against my tongue and suddenly my mouth was filled with the taste of his sweet boy juice. I remembered Katie's performance from earlier and was sure not to swallow. I held my mouth open while looking up at the camera, smiling proudly and showing off the thick white load that coated my tounge. Katie leaned in and kissed me, our tongues swirling his hot jizz between our mouths as we swallowed it and sucked hungrily at each other's lips. We giggled and stared into the lens, a thin rope of Dylan's cum stretched between her lips and mine as we nuzzled our cheeks together and waved. He shut off the phone tossing it on the bed before exclaiming, "Fuck that was so good!"

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