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Emma Watson's Humiliating Experience (RoleplayMaster x Anasyrma)

What the fuck is he talking about, Emma thought with confusion, only to gasp out loud when she suddenly felt his hand between her legs, blatantly... washing her pussy? His whole hand was rubbing up and down her sensitive, swollen labia, and in the process also stimulating her clit. Her gasp was followed by a moan. What even was this? Naked in a shower room, surrounded by a dozen or so horny eighteen-year-old guys, having her pussy massaged? But she already knew... this was the kind of humiliation, the kind of loss of control that turned her on so much in the class. The only thing she could hope to do now, was to keep herself from getting lost in the feeling, so the situation didn't escalate further-

She was still standing on one leg, though, the other lifted up. This was not a stable position when being stimulated like this, especially not on the wet and soapy tiled floor. Emma slipped; thankfully, though, she saved herself some pain, stabilizing herself by grabbing onto the guy's neck and shoulders. In the process coming even closer, and pressing her boobs into his face.
And instead of an apology or an explanation, she just made another very sensual moan.
 
The situation was a lot naughtier feeling than anything Emma had experienced in class previously. Sure, students had touched between her legs, even already making her orgasm once. But with the student's nerves and seeming to follow her instructions (even if they were somewhat accidental), it seemed almost as if she was influencing the virginial student. This was no longer a moment of education, but using her power of womanhood over a much younger man. Not that he seemed to mind, of course, any virgin would find Emma's body incredible to be their first to touch.

As Emma fell into him, his frame was solid enough to keep the pair from falling. But with her breasts slammed into his face, it was a big distraction to the point that he did not realise her adjustment was accidental, more likely trying to develop the sexual action further. As her body fell forward, the two fingers used to rub the outside of her pussy suddenly were inside her, making the boy tense up at the feeling for a moment, before slamming them back and forth inside her. His rhythm alone showed how inexperienced he was, but his enthusiasm combined with her sensitivity made it feel insane!

While the basketball player fingered her, his mouth quickly began work on her wet breasts, taking a nipple into his mouth and sucking on it firmly, her stiffening nipples bringing him so much arousal too. "Holy fuck." He mumbled against her skin.
 
Even though this guy was so, so much less skilled than the teacher had been, the two-pronged assault of her nipples being sucked and her pussy being fingered broke the rest of her resistance. She was almost back where she had been let down earlier, back on the way to orgasm. All thought of trying to explain her accidental slipping evaporated, and her moans grew to sound delighted and appreciative.

In an effort to help the inexperienced boy out, she started moving her own body, up and down, in tandem with his fingering. As she tightened the embrace, she also moved her whole body even closer to him, feeling his throbbing erection poke into her thigh. "Mmmhyes... more..." The words just slipped out; in a way, it was her needy body talking, and not her.
 
If Emma looked around the room, she'd see the rest of the team stroking their cocks, some outwardly watching while others trying to hide the fact. The two were putting on a show, and they all seemed to enjoy it! In fact, one by one, the jocks began to orgasm, spraying the tiled walls beneath the showers with their cum. Johnson still hadn't touched himself, one hand holding her up while the other was furiously thrusting inside the celebrity.

Emma soon began bouncing on his fingers, quietly moaning and begging for more, something that incredibly turned him on to no end. While his own arousal and her body inadvertently was jerking him off somewhat, he would still need a bit of her own touch to bring him over the edge. But he wasn't thinking of that just yet, craving only to bring this beautiful woman to orgasm.
 
As clumsy as he was, Emma loved it. She loved his touch, his dedication... and that boys around her were cumming left and right to the sight. She had cemented herself as a masturbatory fantasy for even more students, it seemed... but she wanted to cum, too! Only now that he had figured out a good fingering rhythm, he was neglecting her clit, and she needed it treated right to make this experience complete.

So, Emma decided to just help him help her some more, her hand snaking down his back, then around his body, aiming to reach her crotch. Though due to lacking coordination and awareness, her hand took a path obstructed by a hard object. It collided with his dick, surprised by the intense warmth, grasped it curiously, and continued on the path. Taking his dick along, essentially pointing it between her legs.
 
Johnson could feel Emma's hand curiously wrapping around his rather modest erection, a moan leaving his lips as she moved him closer and closer to where his fingers were currently pumping inside of her. He had done well to take her hint of washing her, so now the younger man could tell what she wanted next. He swallowed his nerves, hoping he would not be a two pump chump, and gently removed his fingers from her soaking cunt.

With Emma's help, the athlete moved in, letting her aim him as he penetrated her pussy, now clean from the cum that had filled her less than an hour ago. A loud moan left his lips at the feeling, and if Emma continued to watch behind him, every other jock had now left their cum on the walls of the showers. Knowing that they needed to go soon, they all turned the showers off and began to dress, leaving a salty treat for Emma on each shower stall wall if she was hungry after she was done...

The boy gripped Emma by the thighs, using that and the wall to lift the celebrity off the floor as he began to thrust. His quiet "Oh fuck.. Oh fuck... Oh fuck..." as his thrust was an early indicator that he would not be lasting long at all.
 
"Mmmh!" Emma hadn't realized at all what she had set in motion, and thus, the penetration came as a surprise. So despite the size difference to her experience earlier today, it was still exhilarating. Especially since the sense of taboo still got through to her, big time. She was having sex with another guy who wasn't Matt! This time someone she didn't even know the name of. Just some boy who she happened to meet in a shower room. Who she offered herself to, just like that!

She could tell that he would not make her cum like this before he finished, as great as it felt. And she took a perverse pleasure in it, same as when she asked the teacher to just use her. It was alright, she could just finish herself off afterwards; he was free to have his fun, to make a mess of her again, after he just cleaned her out. She even flexed her muscles, trying to facilitate some kind of grip on his dick to stimulate him further.
 
Feeling Emma tighten herself around him, massaging his throbbing cock and begging for his release nonverbally, Johnson could not handle it. His mouth slackjawed and his eyes heavy-lidded, a loud grunt left his lips as he began to cum. A feeling of fullness would overcome Emma as he seemed to drop a lot of semen inside of her, overflowing her better than any orgasm she'd coerced from a partner in the past. "F-Fuck." He groaned quietly, panting as he gently released Emma and lowered her to the floor.

The sound of pipes squelching to a halt echoed around the lockerroom a moment later, the coach's loud voice booming once again. "JOHNSON! Dress and come to the bus, NOW! We're running late AGAIN thanks to you." He yelled. It seemed like he had master override on the taps, forcing all the showers to stop. With a shy but excited smile, he pulled Emma into a deep, tongue-filled kiss before running off to dry and dress. "I'll see you again?" He said in a hopeful tone, before running off.

Emma was left alone in the lockerrooms once again, a young man's seed dripping down her thighs as the water refused to turn back on. And what she would soon realise, one of the other jocks had taken all of Emma's clothes, leaving her stranded in the lockerroom naked and wet.
 
Her breath still deep and her pulse still fast, Emma leant against the shower wall, slid slowly down into a sitting position, and let out a weak moan.
She was a mess. Again! And with no way to fix it now! And it made her really fucking horny.

In a trance and directed by nothing more than her desires, she slid toward the center of the shower room, grabbed her legs and pulled them, exposing herself completely to the empty room, while imagining she was still surrounded buy guys stroking themselves.
And then, she furiously started fingering herself. One hand with two fingers inside, the other hand tweaking her clit in just the right way. Her careless, unrestricted moaning echoed off the walls until she came to a breathless and intense orgasm.

She didn't know how long she laid there in the afterglow, but at some point, her mental faculties came back. Emma stood up on wobbly knees. The first thing she tried was the shower. No water. Then she went into the locker room to try the wash basin. Same thing. Shit. The warm cum inside of her and dripping down her thighs would have to wait until home.
Up to this point, Emma was filled not just with cum, but with a weird pragmatic (and post-orgasmic) calm - though that feeling shattered when she couldn't see her clothes anywhere. Where they had been, only her car key remained.

What followed was a mad dash to the parking deck and her car that aroused her all over again. She had no idea whether anyone saw, or what they would have been able to spot - all she could do was focus on her goal. The drive home wasn't much better. Could those people at the traffic light see that she was naked? Were they staring? Did they recognize her? She was in her car, but completely naked in public!
The troubles didn't end when she arrived at home, though. Thankfully, she could open the door by putting in the right number and using her thumb print, but Matt was home. Muttering some excuse, she went right for the bathroom, staying in there for a long time to get rid of the evidence.
That he got a glimpse of her in the hallway, and for sure noticed the hickey afterwards, she did not know.

~~~~

Despite these events, Emma was standing in front of the door to the classroom once more. Or, because of these events? It was hard to tell these days. Though a clear indication of her growing desire to indulge in the ecstatic sexual feelings the 'lessons' incited was her increasingly risque attire.

Emma was wearing a similar sundress as yesterday, showing more shoulder and cleavage. And sandals. ...and that was it. She had noticed her lack of bra only when she had already entered her car this morning. As for her panties, she did arrive with them - but they had been so wet, she had to make a pit-stop at the toilets, where, after cleaning herself up as best she could, she discreetly disposed of them. So, her lack of underwear was a result of harebrained decisions caused by her excitement. Her own fault, basically.

Already, she could feel her thighs growing a little slick again.
 
As Emma approached the classroom, she would see a few more posters showing off the events of previous lessons. One was a sketch of someone standing, their knees crooked. It was an image from the waist-down, though the thighs of the skirt-wearer seemed to have a white liquid dripping down. The second was what was known as an 'Ahegao' faced woman, eyes crossed and tongue out in an obvious orgasm, though like some other posters, the woman in the picture was dressed in a Gryffindor outfit.

As she entered the room, she would see the class smiling at Emma. "Welcome! Please, come in!" the teacher smiled, gesturing for Emma to join him in front of his desk. The two adults stood side by side, looking out at the students there. "Last lesson, we spoke of vaginal intercourse. It's the vanilla, it's the standard, it's the one everyone knows. We showed off cowgirl, a position Emma stated was one of her favourites. Well, today, we'll show you a few things a little different. Emma, if you don't mind, can you please bend over the desk?" He requested of her. With where she was currently standing, bending over the desk would mean pointing her bum to the class.

Without a word of warning, the teacher gripped the bottom of Emma's sundress and lifted it, the pale bottom now on show. "Wow, no panties! A nice show of initiative Emma, I love it!" She could hear the smile in his voice. A small applause came from the students too. A bottle cap could be heard opening as the teacher began to speak.

"Vaginal sex is all well and good, but there are other ways you can have an intimate time with your partner. While it's less conventional and requires a little more set-up, some women absolutely love it... a lot of men do too." He chuckled. A cold liquid was gently squirted between Emma's ass cheeks, slowly trailing down towards her already slick pussy. A finger lightly began to massage her ass hole, rubbing the liquid in that Emma would quickly realise was lube. "Lubricant is an absolute essential item when it comes to anal sex. Simply squirt some on the girl, and then..." His finger slowly pushed itself inside Emma, her ass tight around the digit. "...Massage it inside. Raj, can you hand me that there?"

"A finger is a good start, but there are some things that are purpose-built for this too." His finger slipped out of Emma. "But, again, make sure you lube this up beforehand." Another cold feeling as more lube hit whatever he was holding, which then dripped onto her ass too. "With a gentle... push, it will be inside." Emma would feel cool metal against her ass, until the pressure as he pushed a butt plug inside of Emma.

"This can be used as a kinky toy with your partner too!" He pulled the dress over her ass, and encouraged Emma to stand. "Now, Emma, tell the class your experience with the last ten minutes, and what you're feeling now with that toy inside you?"
 
There was no protest, no rationalizations, not even real hesitation. Emma just bent over the desk, accepting her fate. She already knew she had no room to argue, that she was already too deep in to stop now. In effect, the rationalizations didn't revolve around whether she complied or not anymore, but around her own enjoyment of the situation. Those new posters cemented sex itself, actual intercourse, as part of the course. Creampies, even! Had she been horrified, seeing that? Yes. No? Horrified, excited, horny. Was it all the same?

Even now, bending over the desk, hearing the teacher do his introduction, she couldn't help but imagining what was to come. Dreading it, anticipating it. The way he talked, surely she'd get fucked again. There was no way around it. He would show them a different position this time. Taking her from behind. Coming inside her, again... She would try to clean herself, but run into that sports team again and- no! No, this time she knew to take the other door... but maybe one of the students stole her dress, the teacher locked up the room, stranding her in the masses of students in the hallways, naked, cum dripping down her...

"Ah!" Emma gasped as her fantasy was interrupted by a baring of her backside. A wave of hot arousal washed over her. They had to see it. How her wetness dripped down, already.
"Vaginal sex is all well and good..." As the teacher spoke, Emma grew a little panicked, and even the horny part of her wasn't just excited anymore, but a little scared. Did he mean...? What else could he...!
Another gasp, as she felt the cold lubricant being massaged onto her asshole. That was a spot Emma definitely hadn't explored much. Only thing she had inside her before was a small thermometer. Would he actually... penetrate her asshole? Oh shit. He said it, anal sex. No no no, he wanted to go all the way, she wasn't ready, she wasn't prepared for that-

"Mmmhh..." A throaty moan, almost a grunt, as he forced his finger inside her, with a lot of interested eyes watching. This was definitely a novel feeling. A little uncomfortable. A lot uncomfortable, actually, nothing was supposed to go in there! And yet... the pressure was enticing, somehow. Automatically, she flexed her muscles down there. To try to expel the intruder? Or to increase the feeling of fullness inside of herself?

Before Emma could really get into enjoying it, the finger was removed. Though she didn't have to wait long for something else to try to gain entrance. She squeaked in fear and delight when she felt how much bigger it was, or at least, seemed. She already hadn't expected to be able to take that finger, and in comparison, this cold metal thing felt even more impossible. She groaned and moaned as it was being worked in, astonished that the progress wasn't actually that slow.
And then, it was inside.

Standing felt weird. Everything felt weird with this constant feeling of fullness inside of her. Pressure where there shouldn't be any. It was like her most private place was constantly being exposed and invaded. It was intensely arousing.
"Uhh... I... I never had anything inside of there! It's, uh, weird, to say the least. But, somehow, it also feels... good? At first it hurt, but now I'm, uhm. Getting a little aroused..."
She didn't even manage to fall back into her confident persona. Her shyness, her embarrassment, that was her right now, and they got to see the truth of it.
 
A slight smirk came over Curtis' face as she admitted that she was aroused, though he was admittedly a little surprised that he was taking her anal virginity right now. But he was a professional, he could roll with these unexpected details easily enough. "And see? Emma here, as experienced as she is, is right in the same boat as all of you guys right now. Just like all of you, Emma is learning stuff today." He smiled. "And especially with new girls, training the ass is extremely important, you cannot just shove yourself inside of them, unlike a vagina which requires slightly less care." He laughed.

The teacher's erection was quite obvious, though admittedly, every person in the class was highly aroused, not just him and Emma. "Now, Emma, thankfully has the option of choice today, with all the different dicks on offer. She's had mine last lesson, which would be larger than most, if not all of you. For her first time, probably not the easiest option. Though I do have more experience too, so maybe she takes that into account." He pondered aloud, before consulting Emma for her choice.

"Who do you want to teach anal sex to? Hell, I'll make it even easier... Raj, Jason, Freddy, and Damian. Come up here to the front of the class and drop your pants." He told the students. Each boy looked at each other nervously, before following his instructions. After all, if it meant there was even a slight chance in fucking Emma in the ass, who wouldn't do anything for that?

Each boy stood side by side, Freddy's basketball player frame towering over the others, and dropped their pants or shorts to their ankles. She'd remember all of the students, each having something to do with her in the past. Damian had been the first person she had been asked to put a condom on, though she had made him cum far too quickly. Seemed to have a quick release, and his cock was long and thick, his entire lower half covered in hair. Raj had been the next boy she had helped with the condom, his own penis smaller than average but hairless. Freddy, while being tall and black, did not seem to fit the stereotype, his cock even smaller than Raj's. And finally, there was Jason, the boy she had given a lapdance to, who had cum in his pants and returned the favour by bringing her to orgasm the following lesson. This was the first time Emma had seen him without pants, his cock about average length, with only a little bit of hair.

"So, Emma... Who will it be?"
 
At this point, Emma was so used to being forced to comply, forced to debase herself in front of this crowd. Suddenly being given a choice was weird and she didn't quite know how to react. It was one thing to just accept that she couldn't do anything and to let herself get swept along the humiliation, and enjoying the pleasure that was somehow part of it. It was another thing entirely to be this complicit. To decide who would take her anal virginity.

It was weird that instead of them having sex with her the normal way, they'd just jump to something even more extreme. It was degrading, and it made her feel good. ...if she wanted to feel good, then, did she have to figure out which guy would be the most degrading? Should it then be the biggest, to make it more uncomfortable, or the one who'd cum faster, since he'd just give her an anal creampie without her getting anything out of it... Oh wow. It was bizarre to be thinking like that.
"Um. Damian.", she finally answered, red-faced, since she had been staring at their cocks for at least a full minute. She gave him an awkward smile. How... how should she start with this? She didn't want to be scolded or anything, so without thinking, she did what seemed most natural for this kind of activity, and took off her entire dress. Leaving her completely naked in front of everyone, out of her own initiative.
 
It seemed like Curtis was well aware that Damian might finish fast. Either that, or he figured any student getting to try Emma's ass would be a fast finisher. "Damian? Good choice, good choice." He nodded. "However it seems that the students are all a bit excited to participate, and I would like this lesson to last a decent amount of time. How about we get the first orgasm out of the way quickly?" Curtis suggested of Emma. He gave absolutely no instruction as to how she was to make them cum, leaving this up to her. What would be more humiliating than choosing the sexual act to get a student off, before the actual lesson began? What if she chose an act too big or too small for the task at hand?

He also did not tell any student to move, so all four simply stood there, side by side, even after Damian was chosen as the test subject. All with their cocks out, waiting for Emma to deal with the first orgasm. And with none of them moving, the thoughts would begin to creep into Emma's mind. Did he mean Damian's first orgasm? Or every student's first orgasm?
 
The uncertainty of this moment made Emma tingle all over. It seemed like anything could happen, and since it all depended on her actions, anything that happened would be her fault. She would have chosen her fate herself.
Now, how could she solve this? Maybe if she just addressed all four of them, loosely... then if all step up, the teacher could clarify who was meant. Yes, that would surely work.
But what about the subject of... of what to do, exactly? What to offer? Every second she wasted made her feel more incompetent. As much as the humiliation seemed to arouse her, she still didn't like being diminished like that. She needed to assert herself, if just a little. That was just who she was. She could just... push the question back onto them. Fake confidence to avoid the problem!

And faking confidence she did, big time. Not that they would be able to tell, with a real actress doing the faking.
Emma flashed the boys a wicked smile, turned around, bent over, craning her head towards them. And spanked her butt once, provocatively. She even spread her legs apart a little, her face burning with a blush as she lewdly exposed her dripping pussy and presented the butt plug peeking out of her.
"Well, boys? What are you waiting for?"
She didn't know what she expected them to do. Was it really a good idea to let them find out themselves?
 
In unison, the four boys mouths dropped open. Emma was presenting herself to them, bent over and legs spread, waiting-no, begging for them to help themselves. It was an erotic sight to be sure, and they were almost frozen in place as they watched.

Damian was the first to gain his footing. After all, he was about to get anal after this, and he was getting free reign to finish himself off once before hand, however he liked. He had expected maybe another handjob or blowjob. But it seemed like Emma was offering her pussy too! Approaching Emma, his hand stroked the skin of her bare ass, his eyes moving to meet hers for a moment, filled with uncertainty. But slowly, his hand gripped the base of his cock, the tip running back and forth along her slit, before Emma would feel the boy push himself inside.

The other three boys slowly approached as well once they saw Damian begin. She seemed to have welcomed them all across, so why not? But where Damian took Emma's lower half for herself, the boys stood on the opposite side of the desk Emma was bent over, three pubescent cocks waiting to be played with. Jason stood in the middle with Freddy and Raj either side. Freddy was even confident enough to take Emma's hand, wrapping it around his own cock as a silent request for her to start jerking him.
 
Emma mouthed a silent 'Nooo' as she moaned, feeling his dick enter her. No? Really? Could she still fool herself into thinking that she didn't know exactly that this would happen? That she hadn't hoped for it? She was so horny, who could blame her for wanting something inside her pussy... even if it meant she was getting fucked by some eighteen year old boy, with a condom not even being mentioned once again.

She couldn't just passively let this happen, though. A bit intimidated, she looked at the three boners right in front of her. Intimidated despite their unimpressive size. The quantity was enough. The feeling of these three waiting for her to service them, to bring about their pleasure, only for their sake, it made her feel all lightheaded.
Her hands knew what to do. She gripped the other cock, too, and started jerking both of them, feeling very hot in her hands. That left just one... and there was, obviously, only one thing to do with that last dick. It was the most humiliating thing to acknowledge and act on. Emma opened her mouth wide. Jason would have to close the gap himself.
 
Damian held Emma's hips, almost in complete disbelief as he began to thrust. This was a celebrity. He was gripping the hips of a Hollywood Celebrity, and his cock was inside her. And holy shit did it feel warm and wet. It was unbelievable. Moaning as he thrust, the boy was rather quick considering he knew his sensitivity was high. It was an interesting choice that for making the boys cum, as was the plan, Emma allowed her pussy to be used. And, like anyone could have predicted, within fifteen seconds of starting, Damian had ejaculated. Grunting suddenly, his fingers dug into her ass as he came, giving her yet another creampie. But while Emma's last one was at the lesson's end, this one was quite close to the beginning.

Meanwhile, the other three boys were enjoying Emma's upper half. Freddy and Raj moaned as Emma gripped them both, slowly jerking them, Freddy using Emma's head as something to stabilise himself with. Raj, on the other hand, took the opportunity to reach under and play with Emma's breast. Biting his lip, Jason saw Emma's open mouth, seeing the invitation and closing the distance. Gripping the base, Jason eased his cock into Emma's mouth, moaning loudly as he felt her tongue along the shaft. "Holy shit." He moaned.

As Jason moaned at the beginning of the orgasm, she would feel warmth as Raj's cock began to throb, his ejaculate dripping out rather than shooting, getting all over Emma's hand and arm. Two down, two to go."
 
Emma moaned out loud, her vagina pulsing and gripping, as she felt the warm, sticky substance inside of her. How could this be? How could it feel so good to be made... dirty, like this? The feeling only compounded when Jason's dick entered her mouth. And when she felt some more warm cum on one of her arms.

It was so early in the lesson. There was so much time to bridge that would surely be full of temptations, of things to endure. And already she was losing control this badly. And she had provoked it. She had wanted it. It was so much easier to give in.

And now, she was provoking more. More cum. She jerked Freddy's penis, gripping it tightly and not letting up. Speeding up with Jason was harder in this position, though. She couldn't move her upper body much to help with an up-and-down motion. So instead, she did her best with suction, neck movements and her tongue, tickling his tip directly. She'd be such a mess already after this...
 
Jason groaned as she began to move her tongue along the tip, gripping Emma's hair and simply moving his hips back and forth slowly to help her blow him. But with a few pumps, he pushed himself until his balls were against her chin, releasing his load directly down her throat. His hand was tightly gripping Emma's hair, not realising he was pulling on it until after he finished. Slowly, he pulled himself from her mouth, just in time for Freddy to reach his own orgasm.

Freddy bit his lip as he began to throb in Emma's hand, the celebrity gripping him tightly with no room for him to escape. Unlike Raj, Freddy's cumload shot out far, the first rope hitting Emma across the right eye. The second ran down her lip, and the third ended in Emma's hair. The last few shots ran along Emma's other hand, leaving Emma's face, hair, pussy, and both hands and arms covered and filled with cum.

The students backed away slowly as Curtis indicated for them to move. "Well... the lesson's barely began and Emma's already having the time of her life, taking advantage of you lucky guys." The teacher teased. "I had meant to quickly get Damian ready, maybe a handjob or something. I had not expected Emma to put herself into a gangbang." He laughed, further humiliating Emma by saying she went above and beyond. "Emma... I'll let you catch your breath before we hit the lesson plan. How are you feeling?"
 
The cum leaking out of Emma's pussy was still hot, while the stickiness she had been covered in was cooling more rapidly. The more it did, the dirtier she felt, yet the dirty feeling, being exposed and helpless, being used, it made her feel safe, too, somehow? Maybe that was just a consequence of giving herself over like that.

Being asked to explain her feelings ruined her plan of just letting herself get swept along, again. Letting it all happen, enjoying it, and worrying about the implications later only worked when she wasn't being forced to think about it all. And speaking without thinking wouldn't work. ...it could be done, of course, plenty of people had managed to do that just fine in the history of humankind, but even in her current state, Emma at least wanted to try forming complete sentences.

"Ah, uhm... it all got a little out of hand. It was pretty intense, and exhausting. But it was fun. And it felt good." It was the truth. Not the whole truth. She couldn't just say 'I love being used and humiliated' out loud, when she had trouble fully admitting that to herself.
Now the problem was, how was the lesson to proceed? Emma had completely forgotten about the original plan. What could upstage a gangbang like this?
 
"Okay, Damian... I can see you're softening a little bit. Have Emma get you back to full strength for this next part. It's time for us to show the class how to perform anal!" he announced, with a few of the students cheering.

Once Damian had been 'serviced' to an erection, he was lead behind Emma, her pussy still leaking cum and her ass still with the buttplug inside. "So Emma should be fairly stretched out now, so that thrusting isn't too much of an issue. So what Damian is going to do, is grab the lube here, and stroke himself with it so he's all slippery. Once he's satisfied, he'll gently pull the buttplug out of Emma, and insert himself. He'll then wait for Emma's approval to start thrusting, and he'll take it gently." Curtis explained to the class. "More experienced anal receivers may be happy to thrust fast, but you should always take things slowly with a first timer."

Damian nodded, and did as the teacher instructed. Stroking himself with the lube, his free hand remained on Emma's hip, admiring her ass from this position. Then, ever so softly, he tugged on the buttplug, watching her anal walls wrap around the toy as he pulled it out. Then, finally, her ass was free. Positioning the tip by her slightly gaping hole, he pushed himself inside. It was still a tight fit, but the toy certainly helped. "How's that?" he asked Emma softly.
 
Right. Anal! She still had that... thing lodged in her butt, how could she forget? The pressure never let up, but had been integrated into the full suite of stimulation. Made it all more intense, even when her attention was directed elsewhere. And now, some boy named Damian would actually put his dick in there.

And she was stroking it, and even giving it a kiss, to make it suitably hard again. Helping along her own degradation. ...she was pretty curious how it would feel.
Though first she got to experience the opposite of that feeling - the buttplug being removed.
"Nngh-ooh..." Her anus widening to allow the passing of the object was at first very comfortable, making her grunt with effort, though the feeling afterwards made her moan. The sudden absence and relaxation. Then the realization of people seeing her no doubt gaping and twitching hole. The resulting arousal of that realization...

Not for long. She felt the tip of Damian's dick, hot and hard, press against the tight entrance. This was an entirely different feeling. While his dick was as hard as it could be, it wasn't as rigid as the sex toy, but had of course its uniquely organic feel. And the warmth, the warmth! A very different sensation. The knowledge of the pressure coming from someone's genitals, using the wrong hole for pleasure.
"Aah- It's... aah... it's good, good, just... keep going. I'll... tell you when it's... too much."
It was almost like she was starting to get sick of getting asked to talk or explain about her feelings. It made it impossible to dissociate from the embarrassment. Yet the embarrassment was a main factor in making her horny...
 
Hearing Emma confirm that she was happy to keep going, Damian nodded. And ever so gently, he began to thrust. He began with fairly shallow thrusts, his cock barely moving an inch in and out as he practically grinded against her. But slowly he worked up the nerve to pull back further, to thrust in deeper, treating the tighter hole as he had with her pussy moments ago.

With Emma facing away from the class, Curtis pulled down the rolling screen for the projector. Setting it up quickly, and placing a laptop in front but out of reach of Emma, soon, her face was on full display for the class. They could see every facial expression she made, no matter how minute.

"So as you can see from how Emma's reacting to Damian, there is a little bit of pain there. Yet with how her eyes roll back, her mouth lolling open, occasionally biting her lip... these are all telltale signs that she is enjoying herself just as much as Damian, if not more." The teacher spoke comfortably, quickly identifying and revealing to the class various ways Emma looked like she was pleasured. "I'm sure if Damian had not relieved himself in Emma earlier, I could reach between her legs and still find her incredibly wet." He laughed.

"Speaking of which... I can see Emma making a mess of my desk with all the cum and juices rubbing off on it... I'll have to address that later..." Emma would hear him talk more to himself this time, as he realised she was making a mess. She would remember the last time she had gotten punished... that was an interesting lesson indeed!
 
Emma was not fully aware of what kind of face she was making exactly as the pressure in her asshole increased and the dick ventured deeper, but she knew that she had lost all control over her facial expression, needing it to truly reflect her feelings as a way to cope with the sensual overload. So when she saw the laptop facing her and shortly after a smaller version of the much larger feed the class was presented with, her embarrassment mounted again.

Now, she could see exactly what face she was making, and still she couldn't control it. On top of that, her moans devolved into cute little squeals, sounding each time Damian thrust inside her. And for every sign she was giving out that she herself could not parse, the teacher had a humiliating explanation.

Just anal stimulation alone would not have been enough to get her anywhere close to orgasm. The humiliation could do it, though. The creampie had already gotten her started real nice, and now she was getting her anal virginity taken by an 18 year old in the most degrading possible manner. Emma really hoped she'd reach her climax, since the hornier she was, the more questionable her decision-making, an effect that had already taken its toll before she even entered the classroom.
 
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