19. Overseas Anal: Getting There
Comments are welcome.
Thanks to Astral_Flame for beta-reader comments on this story.
Warning: Contains bisexual situations.
Disclaimer: This is a work of fiction. All characters involved in sexual activity are at least 18 years old. Any resemblance to real people is coincidental. Of course, if your name is Kyle, please feel free to pretend this is about you.
————————————————-
Kyle
It’s springtime, I have been dating Alex for quite some time, and I have come to appreciate her moods and seasons. She is complicated: at one time, a dominatrix bitch, at other times, she is submissive, getting pounded from both ends. She may be experimental, expanding her partners’ horizons with girls or boys or bisex stuff. Or romantic, cuddling with her boyfriend (me!) and loving the safety and security of warm skin contact.
But, above all, me and the dumbdumb who resides in my pants have learned one thing: the girl loves anal sex. And lots of it.
I love her, and she loves me. That’s my bedrock.
–/–
Kyle
Alex had recently joined a pre-med support group. Personally, I thought it was more a grief society. The grinding requirements for academic excellence destroyed the prospects of so many hopeful future doctors.
Be a wanna-be doc. Get a B. Gone. Finished.
The roster of current members declined at every meeting.
But, hey. I’m just in engineering, so… we don’t do support groups.
Anyway, one of the proto-docs had a super idea for the group: take an international flight to one of those remote wilderness places, like Iceland or New Zealand… or Tasmania, Ecuador or Argentina. Hike in the forest. Get green. Get refreshed.
I still don’t understand why it was so critical to go so far to hike. I mean… our city had plenty of park lands, and hell, there were dozens of national parks in the US that would do in a pinch, I think. Yellowstone? Yosemite? But, I clearly didn’t have the same… needs?… as Alex’s peers.
Financially, it was a disaster for Alex, who has big aspirations but comes from a poor family. Many of the proto-docs were progeny of actual physicians, so their financial circumstances were different.
“But Kyle,” she said to me, pouting. “I want to go. And I want you to come with me.”
Sitting on my lap, she was squirming, subtly but deliberately triggering all my… ahem… sensitive areas. The little head was responding with a pop-up boner.
“How are you going to pay for it?” I asked. “Last week, you were fussing at me about next month’s housing and board bills. And it’s not like I have scads of spare cash lying around to be wasted on international flights, either. If you just want to fuck in a forest, the park is not too far…”
“I thought we should do a side hustle,” she interrupted.
“Like, make jewelry and sell it on Etsy?”
“Idiot.”
“Ok, then what?”
“We should be… influencers… maybe on TikTok. Some of them, they earned more than a million dollars.”
“Alex, those kind of influencers have huge followings and they are promoting scam products. Just how many followers do you have?”
She shook her hand, palm sideways — none.
“How about becoming performers on OnlyFans?” she asked brightly.
“Oh, come on. That is just selling porno online. Do you really want to do that?”
“Um,” she prevaricated.
“No,” I said firmly. “Not really. I would like to be able to have a future life without having to explain my sexual preferences, as interpreted by the internet, at every single job interview. Assuming I would ever get a single job interview. And you? Getting into med school?” I rolled my eyes.
“We could wear masks.”
“No.”
“But you wore a mask before? Was it so bad?” She looked me straight in the eyes.
My face was starting to redden, “You mean, the time I was wearing a slave mask, and you peed in my mouth?” I started. That part of no-limits had just never quite been fully settled between us, and it remained a special sore spot for me, since I nearly drowned in piss. Ew.
She cut me off. “Never mind.”
She had the decency to duck her head in contrition.
–/–
Kyle
Three days later.
“I found a way,” she said, as we were eating lunch together. The cafeteria noise was a constant clatter of plates and forks and snatches of conversation as students wolfed down food and rushed off to class.
“A way to do what? Are you getting a patent on it, by chance?” I asked, confused by the sudden change of topic.
“To go. On the pre-med trip.”
“Oh?”
“But you might need to help,” she stated with a bit of a pout on her lips.
“Oh?” I asked. Now, I was starting to wrinkle my eyebrows in concern.
“I think you will love your part of the task.”
“OK, Alex. You are being deliberately coy. And, that makes me wonder if you hadn’t been listening when we discussed NOT using OnlyFans. Or any other internet porno thingy.”
“Your face won’t be on the internet.”
I looked around. Fortunately, our table was mostly empty. But, the lone student at the end, who was hunched around his food like he was an animal expecting a carrion bird to take it away from him, seemed to have perked up at the mention of OnlyFans.
Fuck! Alex, should we be discussing… this! In public?
I rolled my eyes toward the stranger and lowered my voice. “Oh, really? That, I can say, is just not making me feel a whole lot more… mmm… stable… or comfortable.”
“And you will get to fuck someone new… and they are hot.”
I rolled my eyes toward him again, “Not so loud, Alex….”
She rolled her eyes. “He is going to leave. Soon. So, never mind.” Alex glared at him.
The student looked pointedly at us, a disgusted look on his face, picked up his tray and left.
“See?”
I continued as if the interruption had not happened, “Someone? We need to fuck someone?”
“Well, a couple of someones.”
“Hmmm. OK, I’ll bite. But first, please explain how you are going to expand my horizons with this one.” I glared, not too harshly, but not like a simpleton either.
“Oh, you knew all along! This does involve expanding horizons.” She grinned a big smirk, then batted her luscious, lively eyes.
I rolled my eyes. “Where does the money come from, Alex?”
“It’s Bekka’s OnlyFans account, OK?”
“I already said no to OnlyFans.”
Two more students, pretty females, sat at our table. They appeared to be fully immersed in a discussion of their plans to get their nails painted later that day.
I rolled my eyes toward them and motioned with my hand to keep the volume down.
This time, Alex relented and said quietly, “But Bekka has a way to do it that will remain completely anonymous.”
“No masks, either.”
“She has special video stuff, and can fuzz it out and…”
“No.”
“And we can use these special masks that are way different than the leather restraint one, and I promise, promise, promise never to pee on you again. OK?”
“Promise? What if I want to pee on you?”
The two girls stopped their conversation and turned toward us. Fuck! Alex!
“If that will make you happy, then yes, you can pee on me.”
“Just testing. I don’t like pee, and I am not gonna pee on you.”
The girls’ faces made that shocked look, then glanced at each other, and they, too, picked up their trays and left.
I shook my head and then continued, “Anyway, so, what masks?”
She held out a thin, supple black mask. Fabric, not leather. It felt smooth, flexible, and soft. And it only covered the top half of the face, leaving my nose and mouth free. Easy to breathe. Easy to put on.
“Want to try it?” she said innocently.
“If it makes you happy, of course.” What the fuck? We are sitting in the damn cafeteria, and I am trying on a sex slave mask?
Alex! You have shifted my limits so far away! Am I even normal anymore?
She helped me put it over my head, and it fit easily, hugging my face. The eye holes were soft, and there were no zippers.
“OK, that is surprisingly comfortable.” I peeled it off and handed it back to her.
“Goodie!” said Alex. “I am really looking forward to this trip… and the OnlyFans thing will be fun, too. I think you will want to meet your fellow performers. We are planning a coffee with Bekka later today.”
I continued, “When? Today? And who?” I said. How did this whole Alex thing accelerate so fast? I was getting left in the dust once again.
“You remember that cute couple we met at the last pre-med support group party? The ones from Boston. Derrick and Sophia,” she reminded.
“Derrick is from Boston. Sophia is from, um, maybe Croatia or Czech Republic. Slavic, anyway.”
“She’s hot, right?”
“Fucking volcanic, yes.” I admitted. “And he…”
Two more students were approaching our table to sit. Fortunately, this time, we picked up our trays and departed before they could log in to our conversation.
She interrupted. “He is hot, too.” She tittered, “I hear that his prick is 9 inches long.”
“Hmm. I was going to say that he is more than a bit arrogant. And he is a prick. Not nine inches long. Just 100%, full, Boston prick.”
“I also hear that he likes to suck dick.” She said this with a straight face, although her eyebrows were arching upward in large question marks.
I picked up the pace to distance myself and Alex from the hoi polloi who had just heard those last comments.
Alex continued. “And I hear that Sofia is flexible, too. And likes to be… full of dick… everywhere… while she licks pussy.”
“Wow.” I walked quickly, stunned for a few seconds. I leaned in to whisper to her, “So, you are thinking to volunteer my dick to get sucked. By him. And to fuck her ass?” I also raised my eyebrows quizzically, while maintaining a frown on my lower face.
The little head, being a stupid pervert, was caught up in its main mantra again: 1) get sucked, 2) fuck and 3) cum. Maybe it didn’t quite hear the part where it was going to be this Boston bi guy doing the sucking. But it was happy. Suck and fuck. Cum, well, that comes from the first two things. Stupid little head.
“Yup. Among other important tasks.”
We dumped our trays and turned to exit.
I said, “Wow. Just wow. Hmmm. Maybe? If it’s completely anonymous. And, we are all together, in agreement. And, gee, I am not gay. He knows that, right?”
“I knew you would say yes!” She jumped, pulled me to her and gave me a big tongue kiss, just as we were leaving the cafeteria.
Some peanuts from the peanut gallery were just entering.
I could pick out “Woah bro! Get a room!” and “Hey bro, how do her tonsils taste?” and then a wolf whistle.
Fuck! Alex!
–/–
Kyle
We met at the Conrad’s casual restaurant. Juliet’s friend Bekka had accentuated her Irish good looks with nothing more than lip gloss. Hot! She was seated at a table along the wall, with Derrick and the blonde model Sophia to her right.
Derrick had that patrician Boston look, full wavy hair, soft brown eyebrows, straight nose, and a smattering of freckles at his temples to offset his million-dollar tan. He was wearing an open shirt, and from what I could see, his chest was smooth, bare, and also tanned.
Sophia had the hot look of a Slavic model, high cheekbones and ice blue eyes under her updo white-blonde hair. She was wearing a tube top, and her nipples were… prominent. And her lips! Bee stung. Shiny gloss. And she licked them enticingly.
Fuck. Scalding hot.
Derrick turned out to be not nearly the arrogant person I had feared. He was twenty-something, engaging, intelligent. Just what you would expect in a proto-doc. Boston drawl dragged out the vowels. “Nice to meet you, Kyle. Sophia tells me that you have been leading tutoring at the dorm. I am pleased that you can find the time to help others.’
“Thanks,” I wondered, and smiled back at him. Was he burying his prickness, or was he just actually a good guy?
After sipping away our lattes and eking out some inconsequential small talk, Bekka leaned over. “We have a special arrangement here at the Conrad, and in a few minutes, we can head upstairs to get started.”
Wait, what? I thought this was just a get-to-meet-you thing. Not an actual meet-and-fuck thing.
Alex!
–/–
Kyle
We headed up to the sub-penthouse, where the Conrad maintained its second spa area for exclusive guests. Who knew that a swank hotel would have two spas?
Bekka met with a thin Asian woman, and our group was escorted into a brightly lit, all-white room with beds. And ring-lights and cameras. Plus lubes, condoms, and various sex toys.
“Thanks, Phan. Today, with the noobs, I think we should have a videographer. They probably don’t quite know how to… present themselves… for a fixed cam. So, can Trinh join us?”
Alex passed out the stretchy fabric masks, and we four performers put them on.
Videographer?
“Ok, folks, and welcome to the ThousandCums show,” said Bekka, smiling as she sat on a bed. “I must say that y’all look a bit like raccoons with those masks. But it will work to keep anonymity. And, I want y’all to feel free to… do whatever you want, without inhibition.”
She continued, “I’ve been online for a few months, and so far, there has been a good response. But, like everything, I need to switch it up to keep the audience interested. So, thanks for joining. Y’all are new, so that, by itself, will help. And, I think,” she smiled and winked, “that your… areas of interest,” she made a pointed stare and tapped at Derrick’s rear, “… are very popular. So, please feel free to do your favorite things.”
She looked over to Alex. “And, the proceeds from this show will go toward… Alex’s planned trip to… wherever it was?” She smiled again. “Anyway, enjoy!” And she left.
A thin Asian man entered with complicated video gear. He took close-ups of each of us, running the camera up and down our bodies, then said in a thick accent, “No mind me. Just do. I might close up, please no act.”
Derrick was a little nervous. “How should we start?”
I was nervous, too. I stood with my hands in my pockets, like a bozo.
Alex stepped up. “I think, I mean, its common knowledge, that we all like butt stuff. And, we all have… experience. Right? So, perhaps we should… you know, move toward that. OK?”
We looked at each other, standing there.
Then, Alex moved to kiss Sophia, licking her fat, shiny lips. Derrick moved to stand behind Sophia and wrap his arms around both of the two women.
I had a choice: stand behind Alex, or stand behind Derrick. What the fuck, I thought. I moved behind Derrick, reached around him to put my hands on Sophia’s tube-top covered boobs, pinching those prominent nipples. Yup, there were piercings there. And yup, they were 100% real, full dairy. Fuck!
He bumped his ass back at me, then turned his head and grinned. His own hands were flexing over Alex’s boobs.
Trinh floated with his camera, swirling around our grouping, zooming in on specific action and body parts. Other fixed cameras showed blinking red lights, so I am sure plenty of content was being generated.
“Too many clothes,” said Alex, and she pulled at Sophia’s tube top. I reached to remove Derrick’s open shirt. He was hairless, smooth. Not even underarm hair. His body was tanned, thin, teen-like. Not a lot of muscle. Not any fat. What you might expect from an academically-focused swimmer?
Derrick and Sophia kissed, winding their arms around each other. Alex and I then moved to make our own couple, and we removed our outerwear. I breathed in her ear, “Fuck, Alex. You are so hot.”
“I love you, Kyle. Online butt-fucking pre-meds. Rare. Very rare.”
Derrick and Sophia were nearly naked, both with g-strings, kissing, and Trinh was focusing his hovering camera around their bodies and the sexy view of strings disappearing between their smooth butt cheeks.
Derrick did not appear to have hair anywhere on his body. And no tan lines either. I briefly wondered, is this the new standard for male grooming? Bare? Full tan? I wasn’t particularly interested in doing it myself; the maintenance was a killer. I would have to inquire with Alex later to see what her opinion was.
I refocused, moved my attention to Alex’s hardened nipples, and worked my arm around her olive-skinned ass. She bumped her pussy against my chub, two sets of underwear between our naked skin. I skimmed my fingers between her butt cheeks, and she giggled.
I could already smell the scent of rising pheromones. Derrick had stripped Sophia’s g-string off, and was pushing a finger in her bleached-white asshole. Trinh was right there with the camera, up close, capturing each stroke of his long index finger into her well-lubed pink crinkle. Derrick lifted one of Sophia’s legs over his shoulder to gain better access. Trinh smiled and nodded. Had Derrick done this… porn star thing… before?
Sophia was making a little gasp, breath, gasp, breath noise; Derrick was grinning like a kid in a candy store.
Alex whispered in my ear, “So, today will you be bisex, for me? Please? I want you to fuck his asshole hard, cum in him.”
I stopped, looked up at her face, “I am not gay, remember? Right?”
“I know you are not gay. But, I would be excited to see that… action… again. Can you? Please? And I will make sure that Sophia eats your cum. Out of his asshole.”
Fuck! Alex!
–/–
The show worked well, and Bekka transferred enough money to Alex to pay for her air ticket, and mine, both.
The little head enjoyed himself at the Conrad, even though I never did get to fuck Sophia’s ass that day. But I can attest that Derrick’s dick is really long, even if it is not nine inches. And he surely enjoyed pounding it into Sophia while she licked Alex to orgasm, and while I was in turn, pounding my long and thin dick into his asshole.
And, Alex did make Sophia lick my cum out of his asshole. The memory of her bee-stung lips and long tongue covered in slimy semen and butt juice, now owns a special place in my wank replay stock. Plus, thanks to Trinh, I have a clip of it saved online.
–/–
Kyle
It turns out that five of the proto-docs with four accompanying dates signed up for the ten-day tour. One more travel guide. With Alex and me, an even dozen.
The trip was scheduled for spring break, and the travel company assigned to shepherd us handled all the paperwork details: passports, tickets, accommodations, itinerary, and on and on.
The night before departure, Alex and I attended the kickoff dinner. Sandy, from TravelGuide, provided the litany of do’s and don’ts for our target: New Zealand. Apparently, the country is adopting a new name, after the native Maori: Aotearoa. Land of the Long White Cloud.
After learning about customs and immigration (don’t bring in food, make sure your shoes don’t carry farm or plant disease) and local rules (greet by saying “Kia Ora,” drive on the left side of the road, never insult the All Blacks), my attention span was just about used up.
My little head promptly ignored all of Sandy’s good advice and focused on her tits, which bounced enticingly as she waved her arms to point at the screen. The nips were just visible.
Alex noticed me adjusting my crotch, observed the obvious connection, and whispered in my ear, “Let’s fuck her, on the trip, while we are at it. I think… she needs it.”
The other four pairs of proto-docs plus dates sat next to each other, and the public displays of affection were prominent, including between Derrick and Sophia. I wondered, did he really love her, or was this a relationship of convenience: refugee from eastern Europe using her sexual wiles to capture a high-status position with a wealthy US patron? Or… something else? The two were a bit of a mystery.
Alex tapped me, pointing discreetly at the other lone female. She was the tall skinny girl, a bit awkward, who had never mixed well in the support group. Alice? Anais? I couldn’t remember her name.