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Fun at a Trans Resort

My return to the dating scene had started out spectacularly. After my breakup, I had no idea the sexual adventure that awaited me in Simone and Madison. The pair of gorgeous women had seduced me and then revealed a surprise -- Madison had a cock! After my initial shock, I enjoyed sucking her and letting her fuck my ass while I fucked Simone's pussy. What a night!

Madison told me the only other dick she'd experienced was with Kiley, another trans woman they knew. After my introduction to sex with a trans, I got curious about what having sex with more than one would be like. I was about to find out, and then some!

We met at the same bar where I first encountered Madison and Simone. Madison sat on the same bar stool as the last time. This time, however, another woman stood beside her. I assumed it was Kiley. She was a little shorter than Madison, with dark hair, soft features, slender waist and legs. Her boobs were a good size, but smaller than Madison. Even though I knew she was trans, I could only picture her as fully woman.

The bar was not crowded this time, and I made my way quickly over to them, my mind filling with memories of being with Madison, her large nipples in my mouth and her large cock stuffed up inside me, making me cum.Fun at a Trans Resort фото

"Brent!" Madison squealed, giving me a sideways hug. We kissed gently. It felt good.

"Brent, this is Kiley," Madison said.

"It is so nice to meet you. I've heard so much about you!" Kiley said, her voice soft and a little sultry.

We hugged, and I felt her tits push against my chest. I was already getting a little aroused. I felt her arms pull me in and my dick pushed against her. That got me even more turned on.

"We have a booth over there," Madison said, indicating the far end of the place.

I ordered a drink, and Madison and Kiley picked up theirs and we made our way over.

Madison was wearing a short blue skirt and a silky blouse which was a little bit see-through. Kiley wore a very short white skirt and a clingy blouse that showed off her bosom nicely. I watched their hips sway back and forth as they walked.

The booth had tall wooden partitions on three sides, with a little curtain in front. It was also in the furthest corner of the restaurant - away from the others. I wondered if Madison had chosen this one to give us extra privacy.

Kiley scooted in and around one side of the square table. I got in, followed by Madison.

"It's been too long," Madison said, putting her delicate hand on my thigh.

"A few weeks, yeah?" I said. "Way too long."

"He's even handsomer than you described," Kiley said, putting her hand on my other thigh.

"Aw," I said, slightly embarrassed that I was being talked about that way.

"Kiley's in marketing, like you," Madison said, caressing my thigh.

"Oh," I said, looking at Kiley. "Where do you work?"

"I'm freelance, mostly," she said.

Her voice was like butter, and her dark eyes seemed to see right through me, or maybe through my clothes. I noticed her glancing at my chest, her hand squeezing my thigh gently. If I was being objectified, I was loving it.

I turned my attention back to Madison.

"You know, the other night was so wonderful, starting right here," I said. "You and Simone introduced me to things I had never experienced. So wonderful!"

"I know," Madison answered, a big smile on her face. "For me too. You were my first man-cock."

"And I was your first girl-cock," Kiley said.

Madison shuddered slightly. "Wow. Thinking about the two of you inside me is making me really turned on!"

"Me too," Kiley said, her fingers traveling slowly up my thigh. "I'm wondering about Brent's dick - picturing it in your mouth."

"Ooh, it tastes and feels so good!" Madison said.

"For me too," I said, looking at Madison. "Her mouth felt so warm and wet."

"Did you cum in her mouth?" Kiley asked.

I turned and nodded. "Uh huh. It was magical!"

As Kiley stared in my eyes, her fingers reached my cock. I felt myself jerk as she brushed over me.

"Mm," Kiley purred. "Someone's excited to be here."

She began to squeeze my dick, sending pleasure shudders through my body.

"Oh... that feels so good. I can't believe you're doing that here!"

At that moment the server arrived with our food. Kiley released her grasp on my hardening member. Disappointed, we dove into dinner, which was delicious. My mind, however, was not on my food, but on Kiley's fingers pressing into me. My hardon did not go down.

When we'd finished eating, the server took our plates, and Madison paid the bill with one of those little wireless credit card machines. Then she did something I didn't expect. She closed the curtain to our booth.

"One of the reasons I like this place is the privacy," she said. "We won't be bothered."

"So... people, um, do things in these booths?" I said, imagining some sort of orgy taking place next door.

"They do!" Madison said, smiling. "As long as you're discreet about it."

"Wow!" I said, looking between Kiley and Madison.

"Now, where were we?" Kiley said, her fingers moving back up my thigh to press in on my cock. "Wow. You stayed hard!"

"I did. I couldn't stop thinking about you. Your hand on me."

Next, I felt another set of fingers join Kiley. Madison grasped and squeezed me too.

"Mm... oh," I groaned.

Madison leaned over and we kissed. I felt her warm wet tongue enter my mouth as her soft lips moved across mine. I felt another surge of pleasure deep inside me.

We broke off and it was Kiley's turn to kiss me, her fingers working my cock, making it longer, thicker, harder. Her tongue pushed against my lips, and I opened my mouth. I felt her warmth and wetness as she swirled around my tongue and explored my mouth. Her lips were soft and supple and tasted a bit like cotton candy.

"I want to feel your cock in my mouth too," Kiley said, breaking off.

My eyes shot up. "Here?"

"Here," she said, her hands fumbling to undo my belt buckle and the zipper of my pants.

I was so turned on that my dick extended above the waistband of my underwear, the soft head protruding, a little bit of liquid on the tip -- my pre-cum.

Before I knew what was happening, both sets of hands were pulling down on my pants and underwear, bringing them down below my knees.

"You're shaved!" Kiley said as she looked down at my cock. "And such a gorgeous instrument you have. I can't wait to play it!"

I chuckled. "Is she always this funny?" I asked Madison.

"Especially when she's turned on," Madison said.

Kiley grasped my naked rod and squeezed, moving her hand up and down. We looked into each other's eyes as she jerked me off. My pelvis started pushing up, driving me into her clenched fingers.

"I want to put you in my mouth, Brent," Kiley said, licking her lips.

"Here?"

"Uh huh. I can't wait to taste you!"

I looked at Madison who nodded her head. "I've got to see this!"

I turned back to Kiley who smiled and lowered her head to my waist. I was having a hard time believing she was about to suck my dick in a restaurant booth. She kissed the head of my cock, and I saw her tongue swirl around it. She put her lips on the head and sucked in slightly, making a soft popping sound as she pulled off it.

"Oh!" I gasped as quietly as I could.

Kiley looked up in my eyes. "If you think that felt good. Just wait!"

As she held my member in her hand, she kissed and licked up and down the sides.

"Mm," I groaned.

Raising her head, she opened her mouth wide and swallowed my entire dick. The feeling of warmth and wetness as I entered her mouth was indescribable. I involuntarily lifted my pelvis to go deeper.

"Oh!"

I felt her lips purse on the base and her mouth suck in as she pulled up very slowly, compressing every inch of my rod and sending delicious feelings all over my body.

"Shit, Kiley!" I said.

Kiley didn't look up this time but opened and went right back down on me. I held her dark hair away from her face so I could see what she was doing. Going up and down made soft slurping sounds. She used her hands to twist and squeeze as she sucked me.

"Fuck, that's hot!" Madison said.

I was feeling tingly all over. I looked over at Madison, who was staring at Kiley's mouth on my cock. Our eyes met and she reached over and took my hand, watching my face intently as her friend went down on me.

"Oh... oh... oh," I groaned as the feelings intensified.

Kiley went faster and sucked harder.

"You're going to make me cum!" I gasped.

"That's the idea, silly," Madison said, still holding my hand.

It was like Madison was helping me over the edge with her gaze. "Let it go, Brent. Cum in her mouth. Shoot it out!"

She squeezed my hand as if to urge me on. Suddenly, I felt tingles shoot from my cock down my legs. My legs actually started trembling as the tingles washed back up to the rest of my body. My pelvis arched upward, and an intense feeling of pleasure began at the base of my member and moved towards the tip.

"OH!" I cried a little louder than I should have.

My cock spasmed and I felt the urge to squeeze it. Intense pleasure erupted as I shot my load into Kiley's mouth. Load after load erupted from me. She seemed to take it all in. Each time I squeezed, more pleasure shot through me and out of my dick.

When I was finally finished, Kiley came off me. I could see my jizz dribbling down the side of her mouth. Then she did something totally unexpected. She leaned across me as Madison did the same. The two trans women kissed, and I could see my cum going back and forth and dripping down their chins as they shared my essence.

They broke off and turned to me, pushing me back slightly and coming in for a three-way kiss. I didn't object and soon was tasting my own jizz as their tongues twirled around inside my mouth. It was sweet and creamy, and I swallowed every drop.

"How'd that feel to have me go down on you?" Kiley asked as we broke off.

"So wonderful -- and so naughty!" I replied. "Almost getting caught and all."

"So hot," Madison said. "I can barely keep myself in I'm so turned on."

"Why not let yourself out?" Kiley said, glancing down at Madison's crotch. "I've already burst out."

I looked over and Kiley had spread her legs. Out of her satiny panties emerged a beautiful cock -- hard and throbbing.

"Wow!" I said.

"You like it?" Kiley said, pulling her panties down to her knees, her cock standing straight up in the air.

I nodded.

"Mm, that feels better," Madison said, releasing her large dick from her black lacey panties and stroking it.

Seeing two girl-cocks next to me got me turned on all over again.

"Want to touch us?" Kiley asked, also stroking her girl-snake.

I felt Madison and Kiley each take one of my hands and put them on their members. I grasped them, feeling the hardness underneath and the softness of their skin.

"So soft," I said, slowing working my hands up and down.

"We like to moisturize each other's dicks," Kiley said. "Mm. Feels good. Harder. Squeeze me harder."

I grasped their cocks and squeezed, pulling my fingers down and back up repeatedly. Both girls lifted their legs up slightly, moving with my rhythm.

"Ooh, so good!" Madison said, her eyes closed, her fingers teasing her large nipples over her blouse.

I turned to Kiley, who looked up from my hand jerking off her cock. "I'm already getting close, Brent. Suck me," she said. "Make me cum in your mouth."

I paused. This would be only the second cock I'd ever gone down on -- the first being Madison's.

"Please?" Kiley said, an urgency in her voice. "I want to cum so bad!"

I leaned over, opened my mouth, and swallowed Kiley's dick, letting myself slide down the entire length, getting all of her in me.

"Oh!" Kiley gasped. "Oh, shit!"

Her dick felt so smooth in my mouth. I pursed my lips and felt the hardness underneath. She responded by getting harder and longer. I pulled back and let my lips and tongue play on her mushroom-shaped head, feeling it squish as I sucked in.

"Oh... mm... oh," Kiley groaned.

I felt her hands on the back of my head, pushing me down while her hips rose up. She was fucking my mouth!

Suddenly, she took in a big breath and held it, her pelvis pushing her dick deep into my mouth and throat.

"Umph!" she grunted.

I felt her she-dick spasm and then liquid spurt out and down my throat. I pulled back just slightly so as not to choke on her cum. I let it fill my mouth and continued swallowing, tasting the sweetness of her creamy white jizz.

"Oh... oh... fuck!" she groaned as spurt after spurt erupted from her cock.

When she finally slowed, I pulled off and saw more cum dribble down the sides of her dick. She lifted my head and kissed me. I kept some of her cum in my mouth and she tasted it on my tongue.

"You taste so good!" I said as we broke off.

"I know!" Kiley said, wiping her lips.

Madison turned my face to her, and we kissed, sharing more of Kiley's cum.

"My turn," she said, pushing my head down with one hand.

In her other hand she held her long cock. It was throbbing and red. I could see the blood vessels pulse with each beat of her heart.

I still worried a bit about being caught but was so turned on that I didn't hesitate. I opened my mouth and swallowed as much of her as I could. I felt Kiley's hand on my dick, which was already responding and getting hard again.

Madison felt wonderful in my mouth. I sucked in and pulled back.

"Ah!"

I went back down, making a slurping sound, twisting my fingers around her shaft. I was really beginning to like sucking girl-cocks!

"Oh... oh... oh... OH!" Madison groaned, suddenly lifting her hips as she came in my mouth.

She spurt out so much cum that I couldn't swallow it all or keep it in my mouth. She grunted repeatedly and I felt her cum running down out of my mouth and onto her spasming cock.

Eventually, she slowed, and I was able to catch up. I sucked up all her whiteness and then shared more with her in a deep kiss.

What I didn't expect happened next. Kiley jerked me off and I got so aroused when Madison came in my mouth that I came again. Another strong feeling of pleasure erupted from my dick, along with rope after rope of while creaminess.

Kiley put her mouth over the tip of my dick and tried to catch as much as she could.

Afterwards, she used napkins to clean me up.

"Fuck!" I said after we'd put our clothes back on. "I never in a million years expected that to happen!"

Both Kiley and Madison giggled.

"You've done this before?"

They nodded. "It was so much fun that we had to try it with you," Kiley said.

"Well, it worked. I've never cum twice in a row so fast!"

Both held my hands. "We want you to cum again, Brent, but in our asses!" Kiley said, squeezing my hand.

"Oh, wow!" I said, starting to picture what that would be like.

"We had another idea about that," Madison said.

"I'm game," I said. "What is it?"

"Well," Kiley said. "We have reservations at a resort for this weekend."

"That's tomorrow," I said.

"Uh huh," Madison said. "Want to come with us? We can get to know each other way better than we can here."

I thought for a moment. "Well... I don't have any plans and... you girls are so hot. Let's do it!"

"Awesome!" Kiley said.

We drove together up into the mountains to the Peaceful Streams Resort and Spa. The girls giggled a lot, and we shared stories of our best and worst vacations. They wouldn't tell me much about the resort, other than it was their first time but that it had a stellar reputation and great reviews.

Entering a meadow, we crossed a stream filled with large rocks and trees. The forest surrounded us on all sides as we wound our way through the grass and small trees. The resort had one of those big wooden signs that goes over the road.

Underneath the name of the resort was a slogan: "Your Gateway to Pleasure".

"Time for new things, Brent," Kiley said from the front seat. "Are you ready?"

"Ready as I'll ever be," I replied, smiling.

We checked in and got our room keys. Madison and Kiley shared a room, and I had an adjoining one. Together the rooms made up a little suite with a sitting area in between.

We unpacked and set off for a walk around the grounds.

"This place is gorgeous," I said, taking in the mountains, forest, the stream, the meadow and a small lake.

"It sure beats the city heat," Madison said.

She was wearing a t-shirt and shorts that rode up on her beautiful thighs. Her boobs bounced slightly as she walked, and her long blonde hair waved from side to side.

Kiley wore a silky blouse that showed plenty of cleavage. She too wore tight shorts that showed her every curve. I was still amazed at how well they hid their girl-snakes.

"I'm feeling a little out of place," I said, gazing around as we entered the pool area.

"Hmm," Kiley said, going up to the bar.

"Um... because I seem to be the only guy here!"

Madison and Kiley both surveyed the pool area. It was busy and filled with women in bikinis and coverups.

Madison laughed softly and exchanged a look with Kiley. "I guess that's a pretty good ratio for you," she said, smiling.

"Though for now -- you're all ours!" Kiley said, taking my arm and coming in for a kiss.

We sat at the bar and ordered drinks. The place could have been a model shoot. All the women were so beautiful -- slender long legs, nicely shaped asses and boobs, and many were made up like they were going out on the town. I thought that strange for a pool -- but, whatever.

"They have all kinds of activities," Kiley said, picking up a brochure. "We can go hiking, sailing, or have a private spa appointment.

"Ooh, I like that idea," Madison said. "What do you think, Brent? Just the three of us -- getting massages together?"

I was liking the idea of seeing these women nude again. My cock was already dreaming of the possibilities.

"I'm in!" I said.

Madison dialed the number, and it turned out they'd had a cancellation that afternoon. Our appointment was an hour away, so we enjoyed several drinks, and I enjoyed the scenery. I'd never been surrounded by so many women in one place. Many of them seemed to know one another. I saw touching, caressing, and even kissing. It was very sensuous.

The spa was incredible. You walked in on a catwalk over a stream that cascaded through the property. Inside, I heard soothing music and smelled a calming aroma -- vanilla perhaps? I'm not that good with scents.

Our host ushered us into a room downstairs. It was large, with three beds positioned in the center. Candles were the only light source, and soft music came out of hidden speakers. Standing at the foot of each bed was a woman dressed in white pants and a smock with a belt holding a clear bottle. Two had dark hair and one was blonde. The blonde was at the center table. She motioned me over.

"Brent, welcome, I'm Kiera. I'm here to bring you pleasure with today's services."

She held out a gentle hand. Kiera had a husky voice but a gentle grip.

I was so focused on my masseuse that I hardly noticed Madison and Kiley meeting theirs.

"Please enjoy this cucumber water," Kiera said, holding out a small glass of nearly clear liquid.

I swallowed all of it. It tasted delicious -- not just cucumber, though. Something sweet?

"My colleagues and I will leave the room and allow you and your partners to disrobe," Kiera said as she took the glass from my hand. "You may use the towels provided as a cover, but it isn't necessary depending on your comfort level. When you're ready, lay on your stomach."

I looked over at Madison and Kiley on either side of me. The girls were undressing right in front of me. I got a glimpse of Kiley's boobs as she removed her shirt and bra. She hefted them in her hands and looked at me.

"You like?"

"Very much!" I said.

 

"How about me?" Madison asked, unclasping her bra and letting it fall to the floor.

"Delicious," I said, licking my lips at the sight of her massive breasts, with perfect areola and nipples standing straight out from her chest.

I pulled off my shirt and shorts, my cock already semi-hard as I pulled down my underwear.

As Kiley took off her panties, her tucked dick sprang out. It was about my size -- completely shaved and beautiful.

"You're lovely," I said.

"So are you," Kiley said. "I can't wait to enjoy you in my mouth -- and other places," she said, climbing onto the bed and lying on her stomach.

She covered her ass and closed her eyes.

I turned to Madison, who was already nude, her large cock lying on her thigh as she lay down. She turned over and also covered herself.

I did the same, and in a few moments the masseuses came back in.

I closed my eyes, wanting to enjoy this new experience as fully as possible -- and hoping it would lead to great sex back in our room.

I was already relaxing, despite nervous feelings for my first ever massage. Maybe there was something special in the drink? Kiera went right to work. I heard a squirting sound, followed by hands rubbing against each other. I assumed that was the oil or whatever they used for massages.

Kiera must have moved to the end of the table because I felt warm, slippery hands running down my back and across my shoulders. She used just the right amount of pressure, so it hurt, but only a little. Mostly it felt good. Very good.

I heard more squirting sounds to my right and left. As the masseuses got to work, Madison and Kiley both started moaning a little -- I wasn't sure if they were moans of pain or pleasure. Kiera worked on my arms and shoulders for a while. Then she moved to my legs, squeezing the back of my thighs.

The higher up my thighs Kiera got, the better it felt -- not in a muscle relaxing way, but in a pleasure way. I was getting mildly aroused.

"Brent," Kiera whispered in my ear, "why don't you turn over now."

I hesitated for a moment. How could I cover up my partially erect cock? I grabbed the towel off my rear and moved it in front as I turned over. Kiera smiled gently without glancing down at my crotch.

"That's great," she said softly. "Now totally relax. Don't worry about a thing, okay? This session is designed purely for your pleasure."

I turned my head to the side as she worked my neck and could have sworn that I saw a bulge in her pants. At first, I thought it was more equipment on her belt or something. But it started getting slightly bigger as she worked.

"Hmm," I moaned as her strong fingers went down my chest.

I closed my eyes again and heard more moaning from Madison and Kiley.

I couldn't take my mind off that bulge in Kiera's front. I opened my eyes again and saw it had gotten even bigger. At that moment Kiera's hands ventured further down, under my towel and over my now engorged cock.

My eyes shot up, but Kiera was not paying attention to me. She moved around to the side and deftly used both hands to grasp my dick and run her slick oily fingers over it, squeezing as they went.

What kind of a service was this? Whatever was happening, I felt an incredible burst of pleasure as she worked up and down, putting more oil on her fingers and twisting and squeezing and massaging me.

More moaning from Kiley drew my attention. I turned my head to the side and saw Kiley's masseuse about to put her mouth on Kiley's hard and slick girl-cock. Kiley moved the girl's hair to the side, and she slide Kiley right into her mouth, going down, sucking in, and pulling up.

"Oh!" Kiley moaned.

"Mm," Madison said from the other side.

Turning my head I saw her masseuse also giving her a blow job.

That's when I felt the warmth on my dick. Turning my head I saw my cock disappear into the warm wetness of Kilea's mouth. It felt incredible. I lifted my pelvis slightly in response. The true service of these "massages" was becoming clear.

"Uh huh, uh huh," Madison groaned.

"Oh... mm... oh," Kiley moaned softly.

As I turned towards the sound, I saw the head of a dick emerging from Kilia's pants. Now I fully understood -- Kilea was trans! She deftly undid the tie on her pants, and they fell to the ground. Her dick -- pulsing, red, thick -- bounced in front of her body -- her perfectly shaved pubes surrounding her erection.

Before I knew what I was doing, I brought my hand up and grasped her dick. She shifted slightly towards my head, and I knew what she wanted. The table was at the perfect height for me to put her dick to my mouth.

I kissed the head, licked around it, and squeezed her shaft with my hand.

"Mm," she moaned, her mouth still full of my cock.

I opened and she pushed herself into my mouth -- across my tongue and partway down my throat. I nearly choked on her dick before she pulled back out. I sucked in as she withdrew, pursing my lips around the edge of her head.

Out of the corner of my eye, I could see Kiley sucking on her girl's dick and heard Madison moaning and slurping as she both gave and received pleasure.

As we sucked on each other, I felt Kieia's dick get harder and longer and thicker. Her practiced fingers wound around my shaft as her mouth sent pleasure signals all over me.

At one point, she came off my dick and squirted more oil, putting some on my cock. With the rest, she reached between her legs and spread it across her asshole. She pulled off her smock and I saw her nude body.

"Oh... so lovely," I said, admiring her medium sized boobs and lightly colored areola. She tweaked her nipples with oily fingers, making them shine in the candlelight.

What came next surprised and pleased me. She climbed up on the massage table facing me, straddling me and crouching. She looked into my eyes as she positioned my cock at her ass, her dick pointing straight at me.

I felt her push against me then I popped into her ass.

"Mm," she moaned.

She pulled out and pushed in again. I went deeper, feeling the tightness of her asshole cling to my dick and sending pleasure all over me.

Soon she was fucking my dick, pulling up and sitting back down. She held her boobs and squeezed her nipples. Moans from either side me made me realize we were all being fucked. I looked over and watched as Kiley held onto her masseuse's ass, helping her to go up and down on her dick.

I was so enjoying the ride and the view. Kilea grabbed her dick and started massaging it, squeezing on the base and moving to the tip.

She leaned back on her hands and fucked up and down. I was really feeling it and worried that I'd cum too soon. Suddenly, I saw her dick spasm and ropes of white cum start to erupt from the tip.

"Ah... AH!" she cried.

I positioned my mouth so I could catch as much of her essence as I could. Her sweet tasting jizz landed on my lips, tongue and chest. She came and came and came.

"OH!" I heard another masseuse exclaim. I turned to see the girl riding Kiley cumming over her boob sand nipples. Kiley lifted her pelvis and held it. She was cumming too!

"Fuck!" she cried out.

I couldn't stand it anymore and felt a wonderful wave of pleasure travel up my dick and down my legs. It felt so delicious as I knew my white cream was about to fill Kilea's ass.

"Mmph!" I groaned as I pumped out my load.

Kilea and I pumped in unison, as I squirted, so did she until we were completely empty - my mouth full and my chest covered in her white cream.

Madison's masseuse started shooting out cum and I could hear my blonde lover going over the top.

Kilea got off me and we kissed. I shared cum as her tongue explored my mouth. She then started sucking on my dick, offering hers to me. I licked off the sweet tasting liquid as she cleaned me up as well.

I noticed a similar sharing taking place to my right and left -- all of us pleasured beyond our expectations.

"Now that's what I call an introduction to a great massage!" I said as we dressed.

"They aren't all like that, you know," Madison said. "But that's the best I've ever had!"

"I second that," Kiley said.

After leaving the spa, we decided to take a dip in the pool. Madison and Kiley changed in their suite. I secretly hoped they would leave the door open, but they didn't.

Madison wore a white bikini that was sheer enough so that I could see her dark areola through the fabric. A white cover-up completed her outfit. I was instantly aroused. Kiley wore a red suit -- a one piece that clung tightly to her curvy figure and aroused me even more.

I managed to contain myself as we got into the pool. There were lots of others already in the cool water. All women, from what I could tell, though now I wasn't so sure about that. The thought of a pool full of trans-women was also arousing.

Madison, Kiley and I had ordered drinks -- which a server brought to us on a platter -- right into the pool. That was pretty awesome.

"To new experiences!" Kiley said, raising her umbrella drink. We clinked plastic glasses and chuckled at the sound.

"Cheers!" both Madison and I said.

"Did you guys know this was going to be a, um, participatory massage?" I asked, setting my drink down on the side of the pool.

Madison and Kiley exchanged a look. That told me everything.

"We thought it would be fun," Madison said. "I've only been with one trans-woman before. Fran was amazing. Her cock felt so good inside my ass!"

"Well, it was a great surprise," I said. "And I must admit that sucking on Kilea felt great in my mouth -- and when she came on my face while I was fucking her? Wow!"

I was getting aroused just thinking about. I could tell the girls were too. They set their drinks down and we started kissing, our hands roaming around our bodies. I felt their boobs and between their legs.

"Mm, I can barely keep my dick in place," Kiley said.

"Me either!" Madison remarked.

"Maybe we should let them loose -- in the bedroom!" I said, feeling adventurous and really wanting to explore Kiley more.

"Let's go!" they said together, laughing.

We got to our place and immediately started kissing. Madison and Kiley both squeezed my ass and I had a hand on their slim ass cheeks as well. We kissed and tongued each other, rubbing together -- my dick getting hard and pressing against them.

"I can't stand it," Kiley said, pulling away and pulling off her suit bottom.

Her lovely dick sprung out, hard, thick, standing like a tent pole straight out from her body, her shaved pubes framing her exquisite member.

Madison did the same, so I pulled down my swim shorts. We stood there for a moment, three dicks, three erections, pointing at each other. When we came back in for a kiss, I felt their hard girl-snakes travel up my stomach.

I felt a hand on my cock -- Kiley, massaging me, making me harder.

"Mm," I moaned as I kissed her and tongued her.

I grabbed Madison and squeezed her large dick while Madison gripped Kiley. Together we jerked each other off as we made out. It felt amazing.

"More," I said, breaking off. "I've got to see more of you two."

"Gladly!" Madison said, turning her back so Kiley could undo her suit.

It fell to the floor and her magnificent large breasts burst out, bouncing slightly. Her dark nipples were hard. Kiley reached in front and cupped her breasts, squeezing her nipples in her fingers.

"Oh... mm," Madison purred.

I leaned over as Kiley offered one of Madison's breasts to me. Sucking in on her tit, I felt her chest rise and she took in a quick breath of pleasure. I suckled and teased a nipple with my tongue as Kiley massaged her other breast and flicked her finger back and forth on her tit.

Now it was Kiley's turn to face away from Madison, who quickly undid her suit top. Kiley turned back and I saw her boobs close-up for the first time. Her areola and nipples were a lighter color and her breasts smaller than Madison's, but the way they shaped two perfect globes with her tits standing out straight aroused me. I couldn't stop myself but leaned in as she turned back and put my hands on her chest and my mouth on one of her nipples, licking, teasing, sucking in.

"Oh... Brent... yeah... mm," she murmured.

I saw Madison get down on her knees and hold my dick, slowly massaging it. She began kissing the head and licking around it with her tongue. As she got to the sensitive part underneath the head, I felt a surge of pleasure rocket through me.

"Please suck me!" I said, coming off Kiley's tit for a moment.

"Oh yeah!" Madison said.

I felt warmth surround me as she went down on my cock, swallowing, sucking, her warm tongue and mouth sending more good feelings all over my body.

Kiley came in and we kissed. I fondled her breast as she sighed with arousal. My hand went to her dick, which was erect and hard. She pushed with her pelvis as I gripped her, fucking my fingers with a back and forth movement.

"Why don't you lay down and let us fuck you," Kiley said, breaking off.

I climbed up on the bed and lay on my back. My two trans lovers climbed up next to me. Kiley went to work sucking my dick while Madison offered a large breast to my mouth. Kiley broke off and I saw her open a drawer next to the bed. She pulled out a tube of lube and generously applied it to her dick and then to my asshole. She stuck her fingers into my ass, opening me up. It felt great.

I was so excited for what was coming next. Kiley got up between my legs and pushed them open. I watched her hold herself and put the head of her dick against my hole and push. I felt pressure. As I relaxed, I felt her pop in.

"Mm," she said, staring into my eyes. "Such a tight asshole!"

She pulled out a little and pushed in again, going further up my ass. I could feel every inch of her girl-rod as she pulled out and pushed in. As the lube spread, she got in further and further -- pushing, shoving -- Kiley was fucking me!

"Shit, you feel good up there," I said.

I noticed Madison holding her dick to me, up on her knees. I turned my head, and she put it in my mouth, slowly going in and out and then speeding up. Madison was fucking my mouth as Kiley fucked my ass!

I was so turned on that I grabbed my dick and started jerking myself off. Kiley took over and grasped my rod, squeezing and moving her fingers up and down as her cock flew in and out of my ass.

"I want some of that sweet ass too," Madison said, her dick moving slowly into and out of my mouth.

"Let me lube you up," Kiley said, pulling out of me.

She squeezed some lube and massaged it onto Madison's cock.

"Why don't you get up on all fours so I can fuck you from behind," Madison said.

"Ooh, sounds great!" I said, turning over and getting up on my knees.

Madison moved up behind me. Her large member filled my ass even more than Kiley. Her cock going in and out got me even more aroused.

I watched Kiley jerk off her dick, slick with the lube.

After a few minutes, Madison pulled out.

"Now it's my turn!" I said. "I want to fuck your ass so bad, Kiley. I've been wanting it since the restaurant!"

"I'm all yours," she said, laying on her back and opening her shaved legs to me.

I lubed her up and positioned myself. Madison helped me as I pushed inside, feeling the head of my dick pop in. I pushed in and felt myself clinched by her asshole as I got in deep.

"Fuck, Brent. Shit!"

I started fucking her ass quickly, feeling wonderful surges of pleasure up and down the length of my dick. I grabbed her cock and started jerking her off.

"Cum in me!" she said, breathless. "Cum in my ass, Brent!"

That sent me over the edge. I pushed in deep and felt myself cumming.

"Oh!" I cried out.

I started pumping a giant load of jizz into her asshole. Every time I clinched, I felt a new surge of pleasure.

"Ah! Shit! Oh!" I cried with every grunt, every spurt filling Kiley's ass.

I kept pushing until I was empty, my still hard cock popping out of her ass as I withdrew.

"Fuck, that felt good!" I said. "Your ass is so tight and so sweet!"

"So is Madison's," Kiley said, eyeing her lover who was jerking herself off.

"Oh, I know!" I said. "Why don't you fuck it while I watch?" I said.

Kiley lay on her back and Madison climbed on top, facing away from Kiley. She grabbed Kiley's dick and shoved into her waiting ass, bouncing up and down. I watched her cock emerge then disappear back inside. It was so arousing that I felt myself start to get hard again.

I could tell that Madison was getting close.

"Girls, I have a naughty idea," I said, stroking myself.

"Do... um... tell," Madison said.

"Can you jerk yourself off and shoot into my mouth so I can eat your cum and watch you at the same time?"

"Wow!" Kiley said. "What a great idea!"

Madison got off Kiley and both got off the bed. They faced me as I sat on the edge. I watched the two of them kissing and making out as their hands gripped their girl-snakes, pulling in, squeezing and pulling up. They each paused at the sensitive part, bringing them closer to an orgasm.

"Oh... oh... I'm so close!" Madison said, breaking off and looking in my eyes. "Get ready!"

"Ah... me too!" Kiley called out.

Suddenly, the two held their dicks and they spasmed, sending shoots of cum at me. I got it in the face, on my tongue, my chest, my dick -- all over me.

Their cum tasted so sweet and creamy. This was like a dream I'd never dreamed I'd have coming true -- or cumming true!

"Oh... oh!" Madison grunted as she came.

"Fuck!" Kiley moaned.

When they'd finished, the girls came in and kissed me. I shared their cum all mixed together in my mouth. Then they licked all the creamy white liquid off me, even my dick -- which got really hard again.

"Make me cum again!" I pleaded.

The two took it as a challenge and sucked and jerked me.

"I... want to... cum in each... of your... mouths!" I said, getting close.

"Fuck yeah!" Kiley said.

"Here I cum!" I cried.

Kiley put her mouth on my dick, and I spurted. She came off, cum dribbling down her mouth. Madison got on me and I shot off more. Then Kiley and Madison took turns -- eating and swallowing multiple loads of cum.

When I'd finished, they came in for a three-way kiss, saving some of my jizz to share amongst us.

"I don't think I've ever cum so much," I said later as we sipped wine, wearing nothing but robes supplied by the resort. "Thank you for such a wonderful spur-of-the-moment vacation!"

"Our pleasure!" Kiley said, putting her arm around Madison's shoulders.

"No, really," Madison said, "our pleasure!!!"

Madison, Kiley and I had a wonderful few days at the resort -- which I came back to again. Being the only man among such wonderful trans-women made me a very popular lover.

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