Heather

Amy casually walked into the very loud cafeteria and spotted her friends quickly. They were sitting at their usual table talking very animated to each other and laughing. Amy smiled and headed over to them and she was met with friendly and excited greetings from all three. They had all been friends since kindergarten and spent as much time with each other as they could, especially now. This year would be the last year of high school for all of them and they had all gotten into different post secondary schools.

Heather, the one they all considered to be the brains of the group, was going all the way across the country to a super high-end school known for a lot of breakthrough scientific discoveries and very exclusive admission. When she got accepted, she was ecstatic and amazed but none of her friends were surprised. They all knew she'd be able to go wherever she wanted and would do great things.

Carla, the tiny, bubbly, artsy one, of course got into one of the better art schools. Not too far away from their home town. Carla had a very close family and she didn't want to go too far away from them. She wanted to be able to come back home and visit as much as possible while still attending a school that would give her great opportunities. As such, she had to settle for a less well-known school close by. She was more than happy with this choice however and she and her friends made her school the hub for any future hangouts they could schedule.

Kenzie, the one with rich parents, managed to get into a school in another country. Her family had the connections and influence to allow her to apply to many schools around the world and pick the one she wanted most. Not because the school was better but just because she wanted to spend a few years in that country. She would be able to fly home whenever she wanted and had a private tutor to teach her any language she'd need to do well, no matter what she chose.

Amy, however, was staying home. She and her family were unable to afford any post secondary school and her father refused to go into a huge amount of debt with student loans. This was expected and Amy knew she'd likely be getting a job that did not require a post secondary education and she was perfectly fine with that. She loved her town and was quite happy to make a life here, no matter what her job ended up being.

Which is why it was always so surprising when she made the announcement that everyone knew was coming. She had pulled out an envelope containing a plane ticket and displayed it on the table in front of her. She looked around with a big grin on her face as her friends all created a drum roll on the table. They thrummed loudly with big excited grins as they waited for the reveal. Finally, after enough suspense was built, Amy pulled the ticket out and slapped it on the table between the four girls.

"Japan!" She called out excitedly, and sure enough, the ticket was a two way trip to Japan and back. Her three friends all lit up and looked at it in awe.

"That's amazing!" Carla exclaimed

"Ooooh! I always wanted to go to Japan!" Heather lamented, "They have such a fascinating culture!"

"No way!" Kenzie said with a hint of jealousy, "That's one of the few places I've never been! How are you affording these trips every year!?"

Amy grinned, absolutely elated at the response her friends were giving her. She shrugged at Kenzie's question and told them what she told them every time she announced her big annual trip;

"Hard work and saving." She said.

The other girls rolled their eyes having heard this every year. Not one of them bought it but they could never get any other explanation out of her. Of course, that did not stop them from trying.

"That must have been a lot of hard work" Heather posited

"Yes." Amy replied grinning

"Japan is super expensive for tourists." Kenzie warned, "It's not just the ticket there"

"It is." Amy agreed, "That's why I have a bunch more saved for that too!"

"I'm gonna miss you!" Carla pouted "Just tell us how you really afford it before we barely see each other anymore!"

Amy gave a small chuckle at the guilting and blatant accusation from her friend and just shrugged again. "I dunno how to convince you guys but that's the truth."

Her friends all made disappointed faces and sat back in their seats defeated, knowing they'll not get the truth out of her today. As they did, Amy checked the time on her phone and stood up.

"Well, my flight is in a few hours. I just came to say goodbye to you guys! I'm gonna miss you all so much! I'll send you all so many pictures you'll get annoyed with me!"

They all laughed and stood and surrounded their friend, hugging her in a big circle. They stayed that way laughing as Amy tried to get out of it but they wouldn't let her. Eventually, through her laughing protestations, they let her go. She grabbed her ticket off the table and headed out of the cafeteria, walking backwards and waving until she got through the door.

The three remaining friends sat back down in their seats and looked at each other.

"So obviously she is getting money some other way, right?" Kenzie said, "There's no way hard work gets you a big trip like that every year...right?"

The other girls nodded, occasionally Kenzie had a bit of a warped idea of what is actually possible without a seemingly endless supply of money, but in this case Carla and Heather agreed with her assessment.

"My parents aren't crazy rich but they do pretty well," Heather told them, "And even we can only take a big vacation every few years or so."

Carla stared at the cafeteria door as she had been since Amy left, "So how does Amy do it every year! And why won't she tell us!?" She looked almost hurt by this

Heather thought for a bit then said in a conspiratory tone, "It must be something really embarrassing or something she thinks would make us think less of her if she told us."

All three girls took that in and went silent for a while as they tried to imagine what their friend could possibly be hiding from them...

***

Heather's Imagination

Amy landed in Haneda airport and was blown away at how beautiful the place was. She was tired and sore from the incredibly long flight and was very happy to be on her feet again. She couldn't wait to get to her room and relax but she knew she couldn't do that quite yet. She had a stop to make first. She took her phone off of airplane mode and messaged someone to let them know she had arrived. It didn't take long for a reply to come with instructions on where to go. She always enjoyed this part of her trip, it made her feel like a secret agent, getting secret instructions from her handler, not knowing exactly where she's going until she gets there in case she got captured or something.

She headed outside of the airport to where all the taxis were waiting and flagged one down. She got in one and showed the driver her phone which had the destination written in Japanese. The driver turned to her and said something she didn't understand. Amy pursed her lips and said the only phrase she knew and had practiced the whole way here. She hoped her accent wasn't too terrible as she told the driver in Japanese

"

Sorry, I don't speak Japanese

"

The driver nodded and Amy relaxed since he seemed to understand what she said. He smiled a very friendly smile and said in a thick accent "English?"

Amy nodded with an equally friendly smile, "You speak English?"

The driver nodded again "Little, little" He said then thought for a moment "Ehhh, where you bag?" He pointed at her phone "This...ehhh...hotel"

"Oh!" Amy said with a slight giggle as she realized why he had waited to go, "I gave my bags to someone in the airport. They take it to the hotel" She spoke slowly hoping his English was good enough to understand what she said.

He lifted his head in a slow nod and said "Ahh, so, so." Amy didn't fully understand that, waiting for him to continue the sentence he seemed to have started but he turned and began to drive so she guessed he did understand enough.

It wasn't a long trip and the driver made it very pleasant with a simple conversation in broken English that she mostly understood and he even tried to teach her a little Japanese which was fun. Finally, they got to the hotel and she paid the driver with a jet-black credit card and got out. She headed into the gorgeous hotel and messaged someone she had made it to her destination. She was then sent a cryptic message with a number that she figured was a room number and another Japanese phrase with instructions to show that to the front desk.

Amy walked up to the woman at the desk and said in a chipper voice "Arigato!"

The reaction from the woman was friendly but amused and told Amy in very good English that she probably used the wrong word. Going a bit red, she thrust her phone at the woman who read it and nodded. The woman picked up a phone at the desk and said something into it in Japanese. It wasn't long before an older man arrived and the woman waved him over. He came over and smiled at Amy.

"Welcome to the hotel," He said to her in impeccable English, "Please follow me and I'll bring you to the room." He looked around briefly "No bags?" He asked.

Amy shook her head "They're being sent to a different hotel."

He nodded as he led her to the elevators "Ahh, you're just visiting him here. Are you staying at one of our hotels"

The elevator arrived and Amy stepped into it with her guide "I think so"

The guide seemed pleased with this and put a key into a panel in the elevator and pushed one of the highest numbers. The doors closed and they proceeded to have a bit of small talk as they rode the elevator up for what seemed like a very long time. Her guide recommended some sights near the hotel Amy was staying and Amy happily wrote them into her phone for later.

Finally, they reached the floor and the doors opened directly at a massive hotel room. Her guide gave a small bow and she stepped out of the elevator into the small alcove entrance of the room. She waved goodbye to her guide, the elevator doors closed and she was left alone in the quiet alcove.

She glanced down and saw a pair of men's sneakers sitting on a small shelf against the wall. There was a small note above the shoes in somewhat messy handwriting that read 'Please take off your shoes and come in'

Amy pulled off her purple vans and rested them next to the sneakers on the shelf. She stepped up over a little step onto a nice soft carpet and headed into the room. Though to call it a room was a vast understatement. It was more like a giant apartment with many different rooms everywhere and a humungous window that spanned across the entire suite from floor to ceiling. She couldn't help but be drawn to it and she stepped right up to it so her toes were touching the glass as she looked down at the huge cityscape of Tokyo.

She could have stayed there for hours just looking out at the city but she was here for a reason. Amy pulled herself away from the view and stepped into the center of the room "Maksim!?" She called out and heard from a closed door at the end of the room.

"In here Girlie!"

She followed the slightly eastern European voice and quietly opened the door. On the other side she saw a huge bedroom and an older man of about forty sitting on the edge of a giant bed. He gave her a chiseled smile and she smiled back. "You made it." He said.

She did not respond but instead walked to the center of the bedroom, in front of him and the bed and dropped slowly to her knees. The soft carpet felt good on her kneecaps and she smiled at Maksim waiting for instruction. Maksim gave her a big wide smile and stood up. He moved gracefully but slowly towards her.

"Good girl" He said and Amy's heart beat faster. "You finally learned." Maksim stopped inches in front of her, her whole field of vision taken up by his crotch in front of her. He put a hand on her chin and lifted her head to make her look at his face. She smiled a big warm smile and he smiled back.

"We're not starting with that though." He said finally. "Stand up for me Girlie" And she did so. Maksim pointed at a closet "There's a present for you in there. Go get it."

Amy beamed at Maksim and excitedly went to the closet and opened it up. She looked around in it, seeing lots of expensive men's clothing and suits but nothing that seemed to be a present for her. Then she looked down at the ground and saw a flat white box on the floor of the closet. She bent down and picked it up showing it to Maksim with a questioning look and he nodded. She quickly opened up the box and pulled out the most beautiful kimono she had ever seen. She ran her fingers along the fabric, feeling how soft and pleasant it felt in her hands.

She turned to Maksim, almost hugging the gown. "It's so nice!" She said to Maksim's delight. He nodded and said "Put it on."

Amy excitedly hung the kimono on a small hook inside the closet and quickly started pulling off her clothes in front of Maksim who watched with a gentle grin. Amy gave little glances at Maksim as she disrobed noticing a growing bulge in his designer pants, excited at the knowledge that her naked form was the cause of his arousal. Finally she grabbed the kimono and flipped it around a few times unsure how to put it on. She looked at Maksim and he beckoned her over with his index finger.

She happily came over to him, her exposed breasts bouncing slightly as she crossed the room and she handed the clothing to Maksim. Wordlessly he gestured for her to spin and face her back to him and he proceeded to slowly put the kimono on her. It felt wonderful on her naked skin and his occasional touch sent sparks through her body, loving how gentle and expertly he dressed her in the garb.

Once he had finished wrapping her in the outfit he brought her over to a full length mirror on the wall and with his hands on her waist he let her look at herself in the kimono. She was stunned at how well it fit and how good she looked in it. Maksim ran his fingers through her hair as she admired herself. Once she had had some time to look he turned her to face him and placed a gentle hand on the top of her head. She knew what that meant and she let herself be pushed to her knees. She felt quite comfortable on the soft carpet and silky material of the kimono and she looked up at her benefactor and he down at her as they began with him slowly undoing his belt.

The chinking and rustling noise brought Amy's eyes down to his waist as he pulled the belt off and tossed it aside. She watched eagerly as he undid his pants and opened them, pushing his underwear down and letting his sizable penis flop out of his clothes. Knowing exactly what to do, she lifted her head to his waist height and took his cock in her hand, stroking it gently. With a final glance up at Maksim, she leaned forward and opened her mouth just enough to let his cock past her lips while rubbing it all along her lips as it met her tongue in her mouth. Amy licked the head of it and smiled as Maksim let out a satisfying noise when she did. She pushed his cock as far as she was comfortably able to take it without choking and proceeded to move herself back and forth, letting her lips slide along his shaft as her tongue played with what was in her mouth.

He placed a hand on her head and guided her a little bit but let her back away when he went too deep in her throat. He tilted her head up as she sucked him so he could see her eyes while he pleasured him with her mouth. She smiled warmly and continued, starting to move her head a bit faster as per his hand's insistence.

"I saved up a lot for you, Girlie" He said, stroking her hair. His breathing became laboured and he shut his eyes. Amy knew what this meant and kept going as she had been, making sure to keep a good rhythm for him. Soon she felt his cock head expand then she felt and tasted a warm goopy substance hit her tongue, then another, then another. Maksim groaned in pleasure as Amy took his cum into her mouth. She waited until he stopped pumping more into her, and it was a lot, he wasn't lying when he told her he had saved a lot for her. Finally he pulled himself out of her mouth and she clamped her mouth closed to make sure none of his cum dripped onto her lovely clothes.

Maksim stepped back and Amy tilted her head back a bit and opened her mouth showing him what she had collected. Once he smiled and nodded at her, she closed her mouth and swallowed it all down happily.

"Good girl" Maksim told her and she wiggled in delight at the phrase

"Thank you, sir" She replied and sat back on her ankles waiting for his next instructions.

Still breathing a bit hard, Maksim slowly walked back to the bed and sat on the edge of it while Amy stayed where she was and watched. He pulled his pants and underwear off fully, not looking at her as he did, as if he was just getting ready for bed or something. He pulled off his shirt and Amy marveled at his very fit body, trying not to react too much but squirming a bit as she looked at this very good looking older man get naked in front of her.

He finally looked in her direction and simply said, "Stand" so she did as she was bidden and for the next few minutes he just looked at her as he stroked himself, getting himself hard again. She did nothing but stand there and watch, her heart pounding as she saw his cock grow nice and big again. Once he was fully hard again he pushed himself backwards onto the bed and laid down.

Amy didn't move, as much as she wanted to she knew better and after what seemed like an eternity he finally beckoned her with a finger of the hand that was not around his cock. She excitedly moved to him and stood there waiting (he liked to keep her waiting) until finally he smiled and took her hand.

"Take over" He told her and wrapped her fingers around his very warm cock.

She got a little more comfortable, leaning on the edge of the bed and started stroking him the same speed he was and he laid back with his hands under his head and closed his eyes. For a long time she kept just stroking him like this and eventually noticed his breathing had gotten slower. Amy pursed her lips but kept stroking, worried that he had fallen asleep. After a while of this she decided to risk breaking the rules.

"Sir." She said very softly to no response

"Sir!" She said louder and he stirred a little. Her heart skipped a beat in fear and she watched, tense as he opened one eye and acknowledged her with a low "Mmm?"

Amy wasn't sure what to do at this point. So she said the first thing that she could think of that wouldn't upset him.

"May I... ride you, sir?" She asked

He just smiled and closed his eyes again. She sighed internally and relaxed as he said, "Say the magic words, girlie"

She rolled her eyes, thankful that his were closed and said, "May I please put your massive, thick, hard cock in my tight, wet, little pussy?" trying not to let it sound like she was just reciting.

"You may" Maksim told her without opening his eyes.

Amy gave a curt little smile she knew he couldn't see and she stood. She pulled off the kimono, a task much easier than putting it on, and she let it fall to the ground. Both of them, now completely nude, she climbed on top of him and he didn't move or even open his eyes. She grabbed his cock, positioned him at her slit and pushed him inside her. She looked up at Maksim, expecting some sort of reaction, but he just laid there, his hands still behind his head. She thought he might have given a small smile as she slid him deeper into herself but she wasn't sure.

For the next few moments, she rode him, trying anything she could think of to make him react. Moaning loudly, putting her hands on his chest, slamming down hard on his pelvis and balls, shouting that she was cumming when she actually wasn't.