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Lily’s Libertine Manor Adventure #1: Schoolgirl

by lily_Grey

Lily meets Mr Scot

Despite the few months Lily has stayed at the manor, she has kept to herself. She has kept a low profile since she arrived. She does provide but, she has finally pulled away from doing it full time. That meant, she found herself at the manor a bit more often, usually catching glances from other gentleman and even a few ladies here and there.

She did eventually find herself in bed with the manor’s owner. It was completely by chance and she didn’t even realize he was the owner until after the fact. That news, quietly spread and some gentleman approached her a few times, wondering if she would like to spend some time with them, if she so wishes. Lily usually turned them down as gently as possible, but she was starting to run out of excuses. She had hoped other Asians ladies in the manor would pull attention away from her but that wasn’t always the case. Guess there is something to Koreans girls currently that some men gravitate towards.

After another stint with the manor’s owner, in which Lily was caught by a few residents of the manor being pleasured by the owner of the place, she found herself a bit more willing to at least attempt to meet some of the other residents, instead of keeping to herself all the time.

While Lily is still very picky, as she is unable to be when she works, she became more open minded about it. Did find some of the gentleman attractive, some were nice and others had more specific taste that only other ladies in the place can help with.

She did eventually start chatting up with a gentleman by chance. He just simply introduced himself saying he was from Scotland and Lily simply called him that. He didn’t seem to mind. One evening, he asked if she would like to join him for a quick shower, Lily agreed, trying very hard not to overthink it. And while she did pleasure him in the shower by giving him oral, she was surprised that he didn’t end up trying to sex her in the shower. She was expecting that but ended up getting pleasured by his mouth, tongue, and a few fingers instead. While they were briefly interrupted accidentally by another resident, he left the two of them after realizing. Not before seeing Lily with the Scotsman’s cock in her mouth, which embarrassed her quite a bit.

After that adventure, she tried to keep to herself again but the Scotsman eventually reached out once again, wondering if she had tried any other “simulations” in the Hall yet. Lily spoke with him when the chance came and they agreed to see a few, but he wanted to show her the school room one and requested Lily wear something appropriate for it. She knew where this may lead to but decided to humor him and then set a time when they were both around to see what it was about.

Lily goes back to School

Sadly, for Lily, she did not actually have any schoolgirl type clothing. You think with her profession, she would but nope she doesn’t. Most of what she wears to meet clients are nightgowns and lingerie. Nothing of the schoolgirl uniform type. Thankfully, she found out that the manor had some clothing to wear in case it was necessary.

Unfortunately, when she found a set that is appropriate for her, it wasn’t what exactly what she had in mind. It was clearly for other purposes as when she put it on to meet the Scotsman in the Hall, it was a uniform that would have made Sailor Moon blush and those girls worn skimpy clothing! The skirt, if you even want to call it that, barely covered her butt and the shirt wasn’t even a shirt, it was essentially a giant bow she wrapped around her chest to make a bow. It was her fault for not wearing any undergarments but the bow did thankfully cover her nipples, sort of. Lily was very, very aware how revealing it is.

Lily did her best to sneak about the manor to get to the Hall area but with how big the manor is and how many residents are around, people saw. She had to cover herself with her hands but that barely did anything. The pretty Asian was embarrassed and blushing even before getting to the Hall where he was already waiting for her.

He stared too, much to Lily’s chagrin though he has seen her bare, she still couldn’t help but be embarrassed.

She explained while he was staring that, she had to borrow something appropriate from the manor and this was not what she had in mind. He replied with, it was better than nothing in his eyes. Though, his eyes were clearly wondering all over her body already. Lily hmphed, muttering under her breath that it was probably better if she didn’t wear anything.

He found it amusing Lily was complaining that the “uniform” wasn’t exactly a real uniform so, to keep from complaining any further, he takes her by the hand and tugs her gently towards the Hall entrance where the simulation was already running in preparation for them.

With the door closed behind them, Lily looked around the room and it looked real. Granted they were the wrong age for a High School-esque style of room but it looked real. Things can be touched and moved. The smell, even the sounds of people outside of the room. He mentioned not to worry about “random” students coming in, it is just noise to mimic things.

After letting Lily get used to the setting, she was able to actually look at the Scotsman and he was wearing a rather handsome suit, almost like a professor. It only took here a few minutes to get her mind into the setting. It helped that he gave off a fairly professional vibe, especially after he took a seat where the teacher generally would sit at then waving Lily to come over to him.

She does. Waltzing on over before prompting sitting on his lap, bare butt and all. He asks why Lily has been so naughty, wearing something clearly too small for her. Lily counters her “teacher” by replying it wasn’t her fault that the school got her size wrong and haven’t done anything to replace it yet. Regardless, he got her to stand up, turn around and had her bend forward over her desk. The Scotsman runs his hands around her bare bottom, before giving her a firm but not too harsh spank.

Lily yelps, squirming on the table before receiving another spank but this time softer and more of a tease than anything. She ends up receiving another couple of spanks, generally gentle but it still left a soft flush redness on her butt.

Her “teacher” asks if she learned her lesson yet. She nods and tries to move from her bent over position but is stopped and pressed down again. He reaches down, easily brushing aside the skirt that basically doesn’t cover anything and spreads her legs by pushing her legs apart with his hands but also using his feet to keep them apart.

Soon, the Scotsman or her “teacher” in this case, runs his fingers across the bare pussy presented in front of him. Causing Lily to actually moan without being even prompted to. All the teasing and actual spanking has admittingly gotten her wet, much to even his surprise. He asks her if she is turned on by being gently spanked so many times. Lily doesn’t exactly reply to the question, prompting the Scotsman to give here another spank. It was still a gentle one but with so many spanks, even the gentle ones now cause her to yelp and squirm.

He rubs her butt afterwards, occasionally brushing his fingers across her bare but glistening pussy. Lily finally admits she is a bad student and is turned on a little. He wondered out loud if she was, only a little turned on while stroking that bare, glistening pussy with his fingers. Never penetrating but just playing with her, which quickly causes her to squirm even more but with her legs held in place, she is unable to move much.

After having his fun with constantly rubbing her now, obviously wet sex, the Scotsman finally stops rubbing with his fingers and pulls Lily up a little from her position but still keeps her in place, bent over on the desk. He dangles his very wet fingers in front of her lips which Lily licks clean. He smiles, finally letting Lily free to move around a bit.

She turns around and crumples to her knees before tugging away to free Scotsman’s cock. Which springs fourth nearly erect already. Lily wastes no time to grab a hold of it and starts blowing it. Despite her initial eagerness, her skill with giving oral is still how he experienced it the last time. A slow, sensual affair as if she is making love with your dick instead. Using a good mixture of her hands, lips, tongue and moving her mouth back and forth. She continues to diligently blow the Scotsman until he finally reached down to halt Lily from continuing, lifting her back up and promptly undoes her bow, which was mimicking a top that did sort of cover her breasts but not really. He enjoyed unwrapping Lily like a present. Like some other Manor residents put it, Lily does look like a doll. Left her skirt on since it basically wasn’t covering anything anyway.

With what little clothing she had on off, Scotsman promptly laid Lily back on the desk, spread her legs open and left his erection between her legs. Giving the beauty a glimpse of how much cock she is about to take. In case her own wetness wasn’t going to be enough, he reaches down, open one of the drawer nearby to pull out a small bottle of lube to apply it, before finally starting to work his length into her.

Lily's Education Continues

Lily mews from the initial penetration, feeling the thick cock penetrate into her. It was big for her of course but he knew that from the feeling himself. For the next several minutes, the Scotsman carefully worked his cock in and out of her. Slowly, bit by bit until her pussy was accepting most of his meat.

When she is able to take his cock, he started stroking in and out of her with more determination. Immediately drawing very erotic moans and seeing her petite form squirm in front of her. Her breasts were bouncing freely from the increased pace of being fucked properly. He even sees more white, creamy substances coating his cock with each stroke he makes into the writhing Asian girl.

Not wanting to hurt her, in case he was, Scotsman slows down his pace to see if there were anything amiss. Lily was panting for breath, still moaning quite loudly even though he slowed his penetration noticeably. He thought of openly asking but by slowing down, he is able to feel her pussy quivering, even her hands which she has now placed on holding his shoulders were weakly gripping. He finally hears her half whisper in between her breathing and moaning, asking him not to stop.

With the necessary encouragement from the Asian lady, he picks up the pace once again. Increasing the pace of his penetration, but still keeping in the back of his mind, how deep he is thrusting into Lily. Especially with her legs spread apart in this missionary position on the desk. The Scotsman does change the position a little by putting her legs together, draping her legs over his shoulders while continuing to pound away.

Lily starts showing hints of her oncoming orgasm as the Scotsman thrusted into her, he felt her tightness increase. Until she arched her back, with ragged breathing in between her cries of ecstasy. He proceeds to hold her legs tightly even while thrusting away at the spasming pussy of hers. With a rush of warm juices freely flowing between their legs, he does finally start slowing down his thrusting until finally stopping after what it seems like quite a few minutes of seeing her gasp and grab at anything she could.

He didn’t even realize he also needed to catch his breath, so while they rested briefly, the Scotsman can feel quite a lot of, quivering from Lily. He noticed not only is her pussy quivering around his dick, it seems her body and even her skin was trembling.

The Scotsman gently rubs Lily all over, trying to soothe her a little bit before slowly pulling out of her. He sits back down on the teacher’s larger but still hard chair, tugging Lily back towards him gently so she would sit on him instead.

She knew what he wanted of her so she used the desk in front of her to properly situate herself, allowing him to just look at the view of her glistening sex while she positioned herself to ride him. Lily did take a while, prompting the Scotsman to lightly spank her again for some “encouragement”.

She yelps and quickly does get into position to reverse cowgirl ride him while he sat on the chair. Lily tries to be careful generally with reverse cowgirl position as it can be quite uncomfortable if not done correctly. Her being in reverse cowgirl didn’t last very long before she turns around and straddles the Scotsman a bit more appropriately doing regular cowgirl.

Lily is quite literally, sitting on his cock down, eventually finding the right position to start riding him. She has placed her legs and knees on the chair but was helped by the Scotsman as he decided to hold her by placing both of his hands on her butt. She really starts riding him now, bouncing herself up and down his lap with quite a bit of enthusiasm. Her eyes were firmly glued to his eyes as well, regardless of his bouncing form.

She felt comfortable riding him just like this as his lap made a good cushion so she wasn’t exactly riding all of his cock and it was just enough cock for her that not only is it comfortable but felt amazing. He enjoyed the show as well. Especially with Lily bouncing up and down on his lap over and over. While he was still supporting her by holding (and kneading) her butt, he is occasionally able to latch on to her breasts with his mouth. Trying to give her tits the same treatment she was giving his cock minutes before.

However, he wanted a bit more after quite a lot of riding and bouncing by Lily. The Scotsman find the right time to slow her cowgirl riding down until she settled back down on his lap. With a few pats on her rear end after, she actually giggled, almost proud of herself as she removed herself from his lap and his cock that she has been riding.

Mr Scot demonstrates some Advanced Techniques

He stood back up and turned Lily back around before bending her over the desk. Deciding to keep her legs together, hoping the cushioning of her own butt would allow him to properly give Lily a pounding that ass deserves. The Scotsman reaches down to grab the long cloth she used to tie a bow around her chest, wanting to use it to tie her hands together. Which he does, much to Lily’s surprise that her hands and arms were kind of bound together. He replies to Lily’s surprised expression by smiling back and asking her to trust him. She nods and is reminded that a certain male phallus was pressing against her pussy when he easily penetrates her once again. Pushing all the way forward until his hips were pressed up against her bare bottom.

Lily mewed and moaned like you have never heard her do so thus far. She didn’t thrash or fight back even as you held her semi-bound body in front of yourself. As you start properly thrust into her tight, wet box, you also hold Lily tightly in place. Either by holding her arms or grabbing and kneading her breasts but you don’t relent the increasing aggressive pounding. Even the classroom is quickly filling with the noise of the Scotsman’s hips pounding that round butt of hers. Almost as loud as Lily’s own moans, which is more like cries at this point.

The Scotsman’s almost lost himself in the pure, animalistic nature of fucking Lily so ravenously until he realized he was close to orgasming. He lost track of time just fucking her like this that his cock was throbbing with anticipation of erupting.

Lily meanwhile felt every inch of his cock, it is deep and penetrating her in ways she hasn’t felt in quite a while. She can tell he was getting close to orgasming due to how hard he has become however long he has been fucking her. She moaned out, saying it felt good.

Given some encouragement, not like he needed any, the Scotsman managed to hold on a bit longer. He ignored any signs of what he perceives as Lily orgasming until he finally was about to cum as well. At the last possible minute, he finally pulls out of the visibly twitching Lily, swiftly turns her about to press her to the floor in front of him. He didn’t care if Lily came or not in the spur of the moment, and while still holding her bound arms, he moved Lily’s body so her face was as close to his cock as possible.

Her eyes were completely unfocused as she opened her mouth, which was already gasping from the intensity of the thrusts and found his cock in her mouth soon after. He used her mouth eagerly to cum and it didn’t take long for that to happen as he cums into Lily’s mouth. The Scotsman hears an audible “mmmph!” from the girl while he strokes his meat in and out of her lips.

It feels like it took a few minutes of the Scotsman using her mouth before the sensation and rush of it finally starting to fade. He does, at long last look down to Lily, which was still quite a sight as he slowly pulls his cock out of her mouth. She was looking up the whole time and while he isn’t sure how much he had released into her mouth, quite a bit of it has seeped out of her lips and down on her bare chest and also gotten on her skirt too.

With the rush fading from both the Scotsman and Lily, he reaches down and helps her up. A little concerned that he may have gone a bit far with his delicate partner for the evening. While Lily was definitely wobbly after her hands and arms were unbound, she does give him a hug soon after. Reassuring him that she is okay.

The Scotsman sits down first, before bringing Lily down on his lap since there wasn’t a bed anywhere in the school room simulation. They help each other clean up the best they could before just sitting there on the rather hard school chair to rest a bit. Lily opens up first saying, she did actually enjoy it. While it did get a bit rough, she enjoyed it still because the Scotsman was so hard it just felt soo good. She does lament that she would definitely be sore and would need time to recover. Which does make the Scotsman feel a little guilty on the inside.

They still both chat a bit more about random subjects before Lily at long last, excuses herself to go clean up and rest as, in her words, “Orgasming is tiring.” Wishing the Scotsman a good night, she picks up what clothes he was wearing and excuses herself. The Scotsman leaves soon after that, remembering to end the simulation before departing.