Preparing to Leave

A week had passed since Bar's ceremony. Most of his days were spent preparing for academy, reading over the materials they had sent for review before the term started. In order to enact his Plan, he needed to make sure he didn't draw too much attention and so he needed to at least maintain relatively good grades. Of course, if he got kicked out (at least before he had saved up enough money), that would be a worst case scenario...

Bar sighed, leaning back in his chair and setting the book he was holding down, eyes straining from reading it all day. He turned to look out the window as the sun was starting to set.

At least at night, things had been going well. Namely, Joan had seemed content to have sex with him regularly. He had thought she might request to occasionally sleep on her own, but the past few days she had even been the initiator, as she came in and immediately undressed, sometimes even pulling him over to the bed.

Sometimes, they would only do it once before going to sleep. Sometimes, it was two or three times. Sometimes, they would talk about their days and fall asleep in each other's arms.

Of course, he was ecstatic that things had progressed to this. He wasn't sure if Joan loved him as much as he loved her, but he wanted to treat her right regardless, so he wasn't too concerned about the semantics at this point.

As if answering his thoughts, the door opened, Joan coming in and walking over to the bed, before flopping over on it.

Bar turned around in his chair, looking over at her. “How was your day?”

Joan gave out an exasperated sigh. “Your mother had me clean the master bathroom twice. Twice! It was spotless the first time, the second was just to keep me busy.”

Bar winced. “I'm sorry, my mother is still suspicious of you.”

“Yes, and the irony is I'm wrapped around your finger, not the other way around, as she seems to think.”

Bar came over and hugged her, holding her tightly. “It's okay, we don't have much longer.”

Joan smiled, hugging him back. “If nothing else, I'll be glad to only answer to you at the academy.”

Sitting down next to her, Bar asked, “So, um....” he trailed off, blushing.

Joan winced, “Bar, I'm really...” she gave a sideways smile, “I'm really tired today.”

Bar shook his head, “That's fine, it's not like we have to do it every day.”

Joan sighed, wrapping his arms and pulling him down to the bed, giving him a passionate kiss. “Hopefully this will tide you over until tomorrow.”

After a few sensual kisses, Bar remembered, “Oh! I wanted to talk to you about that” he said, holding her hands. “Let's go shopping for clothes tomorrow.”

Joan raised an eyebrow. “I don't mind but...what are you getting? Don't you already have your academy uniforms?”

Bar shook his head, “No, for you.”

Joan blushed, “What? I already have my maid outfit. Which I'm fairly sure you like.”

Blushing a bit back, Bar nodded, “Yes, but I was thinking we could get you some cute outfits for dates. And-”

Joan cut him off. “Dates!? With me?”

Bar seemed confused. “Yes...? I mean, aren't we...”

Joan closed her eyes, thinking, before asking “Is that what you're calling it? Dating your maid?”

Bar blushed again. “Well, I mean, you're still my maid for now, but I want to get married. So...”

Joan was silent for a moment, before giggling. “Okay, fine, I already decided to jump in with your 'Plan' for the long haul. As you were saying...”

Bar smiled, continuing, “So, we can get you some outfits for dates. I was thinking too...um...maybe we could get you some lingerie...”

Joan smiled and blushed beet red, smashing his cheeks. “You lecher. I guess if we're getting date clothes, then we need after-date clothes too.”

The next day, Bar and Joan went into town in the morning. While he again wanted to hold hands, Joan had been pretty firm that it was too risky to be seen near the manor being that close, so he settled on just having her walk next to him.

“Isn't this still too close?” Joan said, blushing slightly and looking around.

Bar shrugged. “I don't think anyone's gonna say anything. To them it just looks like my maid is attending me.”

Walking to an upper class clothing store, Bar opened the door, stopping Joan from holding it for him. Quickly following her in, they stood for a few moments before an older lady greeted them.

Taking a look at both of them, she looked at Bar and asked, “What can I help you with, dear?”

“I'd like some clothes for my partner here,” Bar asked, motioning to Joan.

Joan blushed, and the store lady raised an eyebrow. “For your...maid?”

Joan, stilling blushing, corrected, “I am the same body-type as his fiance, so he was going to use me as a model.”

The store lady smiled, a look of understanding on her face. “Of course, my apologies for not realizing that. Please, take a look around and let me know if you need anything.”

After her back was turned, Joan grabbed his cheeks in between her palms, whispering “Be careful!”

Looking sad, Bar looked down. “I'm sorry, I just...”

Joan shook her head, “I know, but...just make sure you remember where you're at. It would be bad if anyone at the academy found us out.”

Bar gulped, knowing she was right. Someone sincerely dating their maid could be scandalous enough to get him thrown out.

Letting go of him, Joan turned around and started looking at the dresses. Bar wasn't really knowledgeable, so he was there merely to confirm how she looked in each.

After a few minutes, Joan had selected a few and went into the changing area, drawing the curtain closed.

Okay, she said to give honest answers, so I will, he thought.

After a minute, the curtain opened, Joan stepping out in a blue dress that matched her hair. She blushed hard, looking away.

Bar gave a thumbs up. “Good pick.”

Joan nodded, still blushing, and pulled close the curtains. After another minute, she stepped out again, this time in a yellow sundress.

Bar momentarily stared at the exposed skin, before Joan coughed to get his attention. “Oh...yeah, another good pick.”

Joan closed the curtain again. Continuing on, Bar approved the next seven outfits she tried on.

“Are you just approving everything!?” Joan asked, a bit upset. She was currently wearing a blouse and skirt combo.

Bar nodded, “You have yet to look bad in anything.”

Joan seethed slightly, before angrily closing the curtain again.

Bar stood up and said after her, “I'm being honest!”

He heard sighing from behind the curtain. “Well, I guess you're the one who wants me to get them...”

“Do you not want too?”Bar asked.

“It's not...nevermind. I do,” Joan replied.

Bar sat back down. I guess she's still not fully comfortable with the situation.

After another minute, Joan popped her head through the curtain. A dark red complexion to her face, she said, “Um...do you want to give your opinion on this?”

Bar raised an eyebrow. “I can't see it though? Why don't you open-”

He stopped as Joan shook her head. “It would be best if you just stuck your head in.”

Bar, realizing what she must be wearing, nodded quickly and stood up. Sticking his head through the curtain, he saw Joan in black lingerie, a see-through camisole over them.

Bar stared for a few moments, before Joan's squirming snapped him out. “So...” she started.

Bar nodded quickly.

Blushing even more, she pushed Bar's face out. “I'm changing out now!”

Blushing heavily, Joan looked down at herself. Why is he so into me? I can't be that... she shook her head. No, it's fine. I shouldn't think too much about it.

Changing back into her maid outfit, she opened the curtain again.

“That one looks good too,” Bar repeated.

Joan smooshed his cheeks together, “You know this is my normal maid outfit.”

“Yes, but it's still true,” Bar asserted, struggling to talk between her palms.

Joan sighed, gathering up the outfits (including the lingerie) and starting to walk towards the counter. “I'll purchase these, you can wait outside.”

Bar protested, “No, I can help carry.”

Joan shook her head, blushing slightly. “No...that'll look suspicious.”

Bar paused for a moment, before nodding. “Ah...okay, I'll wait outside.”

After grabbing a couple additions, Joan took everything up to the store lady.

“Did your master like everything?” she asked.

Joan nodded. “Yes, he was very happy with the selections.”

The story lady finished folding and stacking the clothes, and accepted the money Joan handed over. “I'm sure his partner will be delighted.”

Joan blushed slightly, trying to stop herself. “Ye-yes, I'm sure.”

The story lady looked at her curiously, but said nothing as Joan turned around and headed out the door.

Another week later, and Joan was undressing in Bar's room again, a look of anger on her face.

Bar asked, “Are you...?”

Joan threw her maid outfit at the ground. “It was your mother again. She demanded I keep pulling weeds even when their wasn't any.”

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Bar grimaced, “I'm sorry, I tried talking to her, but I think it made things worse...”

Joan sighed, “No, I appreciate that you did, but I think it's because...” she stopped as she looked down at herself.

Bar looked her over. “I mean, yes, you are beautiful, but I don't....”

Joan looked confused. “You...really don't notice any difference?”

Bar looked closely and thought about it. “Now that you mention it, maybe you look more beautiful?”

Joan blushed. “Ever since I started coming me here nightly, I've lost some weight. And Sonya said...I've been glowing and looking prettier lately. Your father was eyeing me greedily, which is probably why your mother-”

Bar grew angry quickly. “He can't have you, I-”

Joan cut him off too by placing a hand on his. “I know,” she said, smiling at him. Giving him a close embrace, she added, “You already cared for me before, which means a lot to me.”

Bar hugged her back. “You could be fat as a cow, and I would still think you're beautiful.”

Joan laughed, “Haha, are you sure?”

Bar thought for a moment, “Well, yes, but I might suggest you exercise more.”

Joan laughed again, before kissing him. “You're ridiculous sometimes.”

Bar kissed her back, grabbing her breasts as they fell onto the bed together.

Grabbing his member, Joan stuck it inside her as they lay next to each other.

Holding and thrusting into her, Bar quickly came, pulling her close as he released multiple times.

Breathing heavily and smiling, Joan kissed him again. “I must be the most loved maid in the world.”

Bar nodded, “Most likely. It's common to sleep with your maids, but I don't think most of them care as much as I do.”

Joan giggled, “It's funny hearing you say that yourself.”

Bar paused for a moment, before asking. “I know you said you can feel my love but...you aren't unhappy with this arrangement, are you?”

Joan shook her head, before lying down next to him, hand holding her head up. “Why would I be? I said I was going to throw in with your 'Plan'. And...it's not like you aren't treating me well,” she added with a blush, poking him in the chest.

Bar still seemed concerned though. “So, you don't feel like I...forced you into this?”

Joan thought for a moment. “You haven't lied to me about anything, have you?”

Bar shook his head. “No! I mean, I don't have any way to prove it besides my actions, but-”

Joan cut him off with a kiss. “Then there's no issue.”

Bar held her close, as they continued making out, he got aroused again.

Grabbing his member, Joan started stroking it while continuing to kiss him. After a minute, she slid over and sat herself down on it. Putting her hands on his chest, she started moving up and down.

“Heh...I can...do this now...” she said, panting as she kept going up and down.

Bar grabbed her sides, helping move her, causing her to smile again.

Thrusting up into her, Bar released inside again, falling back onto the bed with the last spasm.

Joan fell onto this chest, snuggling into it. “Just talk to me if you're nervous about something between us. That's what adults do. Or, that's what they should do.”

Bar contemplated her words, as he put his arms around her while she fell asleep, feeling her breath lightly blowing across his chest. He closed his eyes, finding a renewed resolve to make sure his Plan worked.

Journey to the Academy

A few days later, the day had finally come to leave for the academy. Bar and Joan stood outside the Champagne manor, waiting to get into a carriage.

Lord Champagne stood across from them. “It should take around three days to arrive. Make sure you don't wander off into any dangerous areas when you stop at night.”

Bar nodded, “Of course, Father.”

Turning to Joan, Lord Champage added, “Make sure he doesn't get into any mischief, Joan. I expect a letter if he does anything that might cause harm to our House's reputation.”

Joan, smiling, bowed, “Of course, sir.”

Lord Champagne nodded. Pulling something out from behind his back, he gave a scroll to Bar. “Here are Joan's servant papers. I've had them transferred over to you. I and....” he added after a pause, “your mother, decided Joan should stay with you, even after the academy.”

Bar had to stop himself from getting too excited. “Thank you, Father, I'll take good care of her.”

Lord Champagne laughed, “Haha, of course, you're responsible for her now. Oh, and...” he pulled Bar in close, “I know you enjoy Joan's 'company', but don't go overboard. If you get her pregnant...” he trailed off.

Bar nodded, “Of course, I'll take responsibility.”

Lord Champagne shook his head, “That's not...no, that's true. A man has to take responsibility,” he said, changing his mind mid-sentence and nodding. Stopping whispering, he said, “Well, your mother...wasn't feeling well enough to come down, but I'm sure she hopes the best as well.”

Bar nodded, although he wasn't too upset, based on how she had been treating Joan.

Getting into the carriage, the two looked at each other and smiled.

The carriage slowly rolled along, the countryside sliding by out the back of the carriage. Additionally, to Bar's chagrin, the front was also open as well, so they could see (and be seen by) the carriage driver, Marley. He was old, and had been House Champagne's driver since the time of Bar's great-grandfather. Bar was hoping they would have gotten an enclosed one, so he could spend some intimate time with Joan during the trip.

“We can't!” Joan asserted, although blushing at the suggestion. “What if he turns around?”

Bar shrugged, “He's old enough he might not hear us.”

Joan shook her head, “We can't take that chance. Who knows what he'll do if he see us.”

“But...”

“Look, we'll be at an inn tonight, right? We can...then...” she said, blushing as she trailed off.

Bar sighed. “Can I at least get a kiss for now?”

Joan looked at Marley, then leaned over and gave him a quick peck.

Bar leaned back in, looking for more.

Joan looked again, before reciprocating and making out with him, constantly looking over at Marley, before making him stop after a few moments. “There, that'll need to tide you over until tonight,” she explained, giving a seductive smile.

Bar looked away, pressing down on his crotch, causing Joan to giggle.

The rest of the day passed in relative silence, until they stopped at a small town as dusk neared. Marley said, without turning around, “We'll be stopping soon.”

Snapping Bar back from his daydream of a date with Joan, he looked as they stopped outside an inn.

Jumping out, he gave a coin to Marley.

Marley protested, “Young master, your father already pays me...”

Bar shook his head, “This is just a token of my thanks for taking me. Buy yourself a couple extra drinks.”

Marley smiled, taking the coin and tipping his cap. “You're a good man, young master.”

As he took the carriage and horses into the stable, Bar took Joan with him into the inn. Only a few clientele were inside, a commoner couple arguing at a table, and a cloaked figure in the corner. At the front desk, a middle-aged woman greeted them.

“My lord, do you need a room?” she asked, looking at him but glancing quickly at Joan. “Would you like a top-level suite?”

Bar raised an eyebrow. “No, um, just a regular room is fine,” he explained sliding the payment over to her.

The woman smiled, “Of course. Here's your key” she said, taking the money in return.

As they started walking up the stairs, Joan whispered in his ear. “Normally nobles get top-level suites, since they'll have a separate bed for servants.”

“Oh...do you think she'll be suspicious of us?” Bar asked.

Joan shook her head. “No. The options would be either you're making me sleep on the floor, or in bed with you. And based on the way you look at me, she's probably assuming the latter.”

Bar shrugged, “Well, she's not wrong.”

Joan blushed a bit, smashing his cheeks from behind, but smiling.

As they entered the room, they set down their things, before Joan left to buy some food for dinner.

Bar sat down, contemplating a decision that needed made. Should I do it now, or...no, I'm just going to do it now.

After a few minutes, Joan returned with bread and some meat cuts for them. After they finished eating, Bar stood up. “Joan, I have a gift for you.”

Joan smiled, “Really? When did you get it, I....” she trailed off, as Bar pulled something from his pocket.

“Joan, please, take this, and become my fiance instead of my maid,” he said, bowing and holding out the scroll.

Joan took it, unrolling to confirm what she knew it was. Her servant papers, meaning she was essentially a free woman now, once they were notarized.

Is this what I want...? I could leave now, but... she looked up at Bar, who was eyeing her nervously, while still bowing. No, I already decided to throw in with him. It's...not like I have anywhere else to go even if I wanted too...and I don't think I want too.

After confirming her thoughts, she rolled up the paper and handed it back to Bar. Bar looked disappointed. “Sorry, I thought...”

Joan shook her head, “It's not that I don't want too, but it's easier if I'm still your maid. A live-in fiance at the academy would be a problem, but a live-in maid is perfectly normal.”

Bar sighed, “The irony...but, you can still be my fiance, right?”

Joan blushed, “I can't be your maid and your fiance.”

Bar shrugged. “Why not? I don't think there's anything against it.”

Joan paused for a moment, before nodding, “Well, I had already planned for that anyway.”

She stood up and started taking off her clothes. “We can still do this too, of course.”

Bar nodded excitedly, taking off his clothes too, as he jumped into bed.

Joan giggled, “You're easy to convince.”

The next morning, they woke up and got dressed, before heading back down to the carriage. In the tavern area, they noticed Marley at the bar...drinking.

“Um...getting some early drinking in?” Bar asked.

Marley shook his head, “Nah, I been drinking straight through the night,” he explained, before downing the rest of his mug.

Bar and Joan looked at each other, before turning back to Marley.

“Will you be okay to drive the carriage then?” Bar asked, concerned.

“Of course, of course, Betsy mostly does it herself, so I usually nap while we're trav'lin,” Marley explained, wobbling outside.

Again looking at each other, Bar and Joan blinked a few times, before turning and following after him to the carriage.

* An hour later -

“He's asleep though!” Bar whispered.

Joan, blushing, glanced over at Marley. “Are you sure? I know what he said but it seems too risky...”

“Do you not want to?” Bar said, disappointed.

Joan shook her head. “It's not that, I just...” she glanced over at Marley again, before standing up, reaching under her skirt, and then sitting on top of Bar.

Bar, excitedly, pulled out his member and slid it into Joan.

She let out a little moan, before covering her mouth.

Bar kissed her to keep her mouth shut, lightly thrusting up, holding onto her tightly as the carriage bumped up and down.

Joan kept looking sideways at Marley, but excitedly held onto Bar as he thrusted faster and faster.

After a couple minutes, Bar grabbed her tightly as he came inside her, panting heavily as he smashed his face in her breasts.

Joan whispered in his ear. “Are you satisfied now?”

Bar nodded. “Yes. Are you?”

Joan giggled, before quickly pulling her panties back up and sitting down again, looking at Marley once more to confirm they had gotten away with it. “Yes, so no more until tonight, okay?”

The rest of the trip passed in much the same manner, until late in the third day they arrived at academy town.

“Huh...it's pretty big” Bar said.

Joan raised an eyebrow. “It is, but don't you remember the capital? It's even larger.”

Bar shook his head, “Not really.”

“You were there with your father when he purchased me though...”

Bar shrugged, “I only remember you.”

Joan blushed, looking away. “You're ridiculous...”

After they entered, Marley took them to the far side of the town, where the academy stood on a hill. As they approached, they were slowly surrounded by many other carriages all heading the same direction. Bar could see other students around his age, most of them...also looking around at the other students. Of course, Bar was also looking at their maids. Hmm...none as pretty as Joan though.

Joan currently had her eyes down, looking at the ground.

“What's wrong?” Bar asked.

Joan looked up at him, before looking around. “You know I need to act like a normal servant around others...” she whispered.

Bar grimaced a bit. “I look forward to the day we don't have to pretend anymore.”

Joan gave a small smile, before looking down again.

At the gate to the academy, they had to wait in line as they filtered through wagons one at a time. Once they were at the gate, they confirmed Bar's enrollment, and pointed them towards the dorms.

As this was the most prestigious school in the country, the dorms were more like small townhouses in a row on one side of the academy grounds. Marley followed the path through the parked wagons and people walking every which way, until they stopped in front of a door with a '17' on it.

Marley hopped down and handed them the key he had received when they entered, and they went to the door.

Inside, the dorm had a large living room with a tea area, that was combined with a cooking area and dinner table. To the side was a bedroom (complete with large bed in the middle, and smaller servant bed on the side), and a small bath.

Bar nodded, “This should do.”

Joan sighed, “Are you sure? You sounded like you were going to form a harem of maids here.”

Bar stopped in his tracks. “Shoot, you're right...”

Joan shook her head, “Well, we'll cross that bridge when we get there...”

Bar, seeing Marley struggling with the chest of belongings, went back outside to help him. Once everything was in, they bid farewell to Marley, and went back in, starting to unpack.

“Bar, you don't need to help, this is my-”

“Just because you're still technically my maid doesn't mean I can't help,” Bar explained.

Joan smiled, “But I feel like this is my job, so...”

Bar thought for a moment. “I can still help. Remember, I'm counting on you to get an actual job, too, so we can save up more, so I'll need to help out around the dorm anyway.”

Joan laughed, “Haha, I guess its fine then.”

After they finished, Joan sat down on a chair, wiping her brow. “Well, that's done.”

Bar walked up from behind, nuzzling into her neck, giving her a sensual kiss.

“Stop it...we just got here,” Joan said, but giggling and giving him a kiss in return.

Bar walked around and pulled her to her feet, starting to make out with her. “We should celebrate our safe arrival,” he said, before grabbing her butt.

Joan giggled again, before lightly grabbing his cheeks and making out with him some more.

As Bar was about to grab the strings of her maid outfit, a knock came at the door.

Looking at each other, they quickly fixed their clothes, and Bar went to the door, while Joan waited behind him.

As he opened the door, there was no one there. Well, at first glance there wasn't, he looked down and noticed a person was there.

“You should be Mister Bar, correct? You and one servant, as noted. Good,” said the person before him. It looked to be a young woman in a pantsuit, probably not even five feet tall. Of course, the voice didn't match, as it sounded more adult. Or more accurately, it sounded like someone forcing themselves to sound more adult.

Bar nodded, “Yes. Who are you?”

The lady lowered her clipboard, put her hands to her sides and puffed out her chest. “I am Miss Claire, the Dorm Mistress. I'm in charge of managing the dorms and keeping track of the students when their not at classes. If you need anything, let me know. Curfew is 9pm unless you have written permission. And of course, no visiting the girls' dorms on the other side of campus.”

Bar, having no interest in noble girls, nodded. “Of course.”

Claire, glad to get taken seriously, smiled and nodded. “Good, good. Now, do you have any questions?”

Bar thought for a moment. “Is it okay if my servant is out after curfew? For...errands and such,” he asked, motioning to Joan.

Claire looked over at Joan, then glanced down at her own, flat, chest before grimacing. “...I guess there is nothing against that, as long as she's not causing problems.”

Bar nodded, “Okay, I think I'm good then.”

Claire seemed disappointed. “Oh...okay. If you do need anything, please let me know!” she repeated.

Bar nodded once more, and watched as Claire sighed and walked over to the next room.

After the door was closed, Joan held Bar from behind, laying her head on his shoulder. “Well, I guess we're doing this now.”

Bar nodded, grabbing Joan and holding her tightly to him.

Joan, feeling emotional, held his hands “You know, even if things don't end up working out, I'm still really glad you're trying so hard for me in the first place.”

Bar raised an eyebrow. “What makes you think it won't work out?”

Joan giggled, “...nothing in particular. Just make sure you're careful.”

“I'm more worried about you,” Bar said, holding her tightly again.

Joan smiled, embracing him back.