Naughty Not Bad

I was on my back, my legs splayed, toes pointed to the ceiling.

Alasdair and I had been 'playing' for a while, and I was now eager.

Alasdair was on top and he'd just started pushing his hard-on up my love tunnel when...

Unexpectedly, there was a knock on the door...

The door opened... and in walked Matron.

There was no doubt about it. I'd been caught with my panties down...or more accurately with my panties off!

And I was in big trouble.

'What the hell...' she started. 'Both of you, get dressed immediately and report to my office.'

She departed. Alasdair suggested he should make a run for it. I begged him not to do that...it would only enrage Matron further and would make the situation far worse for me.

So we did as instructed.

I was not happy. I was 18 and in my last weeks of school. Earlier that year I had become sexually active, sexually excited (as 18-year old girls are!) and, on occasions, sexually sated. I'd established a firm relationship with Alasdair and we were just doing what seemed natural to us and - like many of our schoolmates - doing something that 18-year olds just do. Commonly.

But, I was at boarding school and, simply because I was a boarder, having sex was something that was being denied to me. How unfair is that!

So Alasdair had snuck into my room several times - totally against the school's rules - and he'd given me what I wanted...exactly what many other 18-year old girls receive.

And I'd thoroughly enjoyed being penetrated...and receiving what he delivered! So, he was here that evening to give me more.

"Annabelle, you know you've broken several of the school's most basic rules, don't you?" Matron asked.

"Yes," I replied. There was no point arguing that.

"I, regrettably, will have to inform Headmaster," she replied.

"Now, what precautions - contraceptively - had you taken?"

"I have a contraceptive implant, Ma'am," I replied.

"Well, that's good. At least there is little chance that you'll become pregnant," she said.

"Now, Annabelle, go to your room. Stay there until I come to deal with you, which may be some time...but on your way there, visit the bathroom, have a shower and make sure that includes a thorough internal wash. Do you understand me? Meanwhile I'm going to deal with this young man."

I departed, leaving Alasdair with Matron.

I understand from Alasdair that Matron checked that he was not a pupil at the school, and then simply instructed him: "Strip".

He started to protest. "Do you want me to call the police?" she responded "Otherwise do exactly as I say. If you are going to screw my girls, I'm first going to ensure that you're adequately equipped to do so and that you know how to look after them."

So Alasdair stripped for the second time that evening.

"Ooo, you ARE...VERY well hung," Matron eventually observed. "I'll enjoy having that filling my vagina, which no doubt you'll also enjoy!"

Alasdair is a typical randy young male. Alasdair was in no position to argue...so he followed Matron to her bed. And, yes, they had sex.

Alasdair apologised to me afterwards for having done so. He told me that, because Matron was an 'older lady' he felt that making love to her was something like making love to one of his mother's friends - and he was not really comfortable about that. And he assured me that, while ever we were together, he would never think of having sex with another woman. (Oh, right!, I thought. If either of my best friends, for example - both of whom he knows have boyfriends - were to drop their panties for him and indicate they were available to him, his willy would be up their Kitty Kats...and their penis pockets would be dripping with his cum, faster than the proverbial rat was able to scurry up any drainpipe!)

He also told me that he was somewhat surprised that Matron had presented him with a condom, and proceeded to roll it onto his erection, once she had ensured it was totally stiff, before he proceeded to penetrate her...and that, after having received what she obviously wanted from him, she had told him that he was "not too bad for a beginner...a little more foreplay and keeping it up for a little longer would have be nice...but she would happily have him back in her bed again...and she was satisfied that he was able to satisfactorily able to 'look after any of my girls'."

And then she escorted him off the school grounds!!

And she came to my room.

"You realize you are in big trouble," she started.

I simply replied "Yes."

"Strip," she commanded.

I, too, started to object but she firmly interjected. "Don't argue, just do as you've been asked."

So I removed my jeans, my top, my bra...and reluctantly, slowly, my panties.

I wondered why Matron wanted me naked. I though perhaps it may be to check that I had thoroughly washed myself internally.

Without saying another word, she went to the door, opened it and said in a commanding tone of voice, "Please come in Headmaster."

He did. I instinctively tried to hide my most private parts.

"Stand up, hands on your head, please," were his first words.

I was mortified. Headmasters are not meant to see their 18-year old female students absolutely naked, much less ask them to display themselves in a way that enables their bodies to be closely 'inspected'.

I was embarrassed. Embarrassed that I was naked, exposing my tits, my privates, my bum to Matron and Headmaster.

I was upset. Upset because I had been caught doing something I knew I was forbidden to do.

I was worried. Worried about what might have happened to Alasdair, and sorry for him because he had come to the school, at my behest, to give me what I - perhaps somewhat selfishly - had been seeking.

"I discovered this young lady, and a young man, in this exact state of undress in this bedroom, in - let us just say - the most compromising position," Matron announced.

"Is this true?" Headmaster asked.

"Yes," I replied.

"Yes, Sir," he chided me.

"Were you protected, contraceptively?' he then asked.

"Yes, Sir. I have a contraceptive implant."

"That's a relief. Was the boy wearing a condom?"

"No, Sir."

"You are aware of the risks that poses to you?"

"Yes, Sir."

"And have you had sex in your room, or anywhere else in the school, before?"

"Yes, Sir."

"Has any of that been with other students or with any staff members of the school."

"No, Sir."

At this stage I feared that headmaster was about to attempt to chronicle my sexual history - "when did you lose your virginity?" (on my 18th birthday - Alasdair wanted to give me a present I could never forget); "Where did you lose your virginity?" (on the bed right next to us); 'Where else in the school have you had sex?" (where many young people in town have it - in the School Chapel, because the door is never locked, it's relatively private, there is always just one light on inside, and the kneelers make comfortable mattresses); "how many different boys have you opened your legs for?" (I will never say - that's knowledge I privately cherish); and so forth. To Headmaster's credit he didn't ask such questions.

"Do other students know you have been having in sex in your room or elsewhere on school grounds?" he asked.

"Yes, Sir. A couple of my friends do."

I wasn't going to disclose that several of us were now having an informal competition to see who would be the most sexually active before school finished for us.

"You realise you are in trouble for having a male in your room without permission and for engaging in sexual intercourse in school grounds - both of which are THE most serious breaches of the school's rules."

"Yes, Sir."

"It's so serious it could result in your instant expulsion - so let's start from that possibility, and let's see what you now have to offer." I knew I would have little bargaining power.

There was a pause. "Should I inform the police?" Headmaster asked.

"No, Sir."

"Should I inform your parents?

"Oh, please don't...Sir."

Headmaster then took a couple of steps back. Eye contact ceased and I could see his eyes drop to take a close look at my exposed breasts.

How embarrassing.

No, it was terrifying. It was also creepy...very creepy! I knew exactly what Headmaster was looking at, but I had no idea what he was thinking.

And I could feel the skin around my boobs tightening and I felt sure that my nipples were engorging. Was he watching that happening? Were my nipples already 'standing to attention'?

The longer Headmaster stood there, his eyes focused on my mammaries, the more wild thoughts flashed through my mind: Oh, he's going to give them a squeeze; how will I react if I he gives each of my nipples a little flick; Will he ask me how much I enjoy having them sucked?

Then his eyes dropped further, as he took in the view of my external genitalia. Oh, how I wished he would stop so obviously 'inspecting' me - but there was little I could do. I certainly was in no position to voice an objection.

Again, Headmaster was in no hurry to move. And again, wild thoughts occurred: I hope he doesn't touch me. I hope he doesn't ask me to part my labial flaps. What if he tries to insert a finger? What does he think of my teenage bush? Was he expecting me to have a Brazilian? Is he thinking I should get a Brazilian? Might he insist, as a punishment, I completely shave off my pubes? Is there any slight moisture showing? Is he, thinking of fucking me? ...or is he imaging he will soon be fucking me?

And, of more immediate concern, I was pondering how I should react if he asked Matron to leave the room!

Eventually Headmaster walked around behind me. "A couple of steps forward, please," he instructed. I could only imagine how he was now becoming excited my exposed bum.

I could feel my ass tightening.

"Bend over please," was his next instruction.

'Oh, you want to have a good look at my bum hole,' I immediately thought to myself.

I complied, also fully expecting to feel that his hands were being run over the cheeks of my bum...or up my bum crack...or for a swift smack from his hand to be laid on my naked derriere.

"You know," he said, "That bare little bottom of yours should now receive four very painful cuts of the cane, as your first punishment for breaking school rules."

There was a long pause...a very long pause. I was starting to think that it might actually be a possibility. "But, unfortunately, you won't be experiencing that pleasure today...so think yourself extremely lucky, young lady," he added.

"Stand up straight again, and put your hands back on your head," Headmaster said as he eventually walked round the front and proceeded to gaze at my breasts and privates again for what seemed an eternity. He didn't say a single word or utter any sound.

And Matron just stood there, silent.

"You know you've got an extremely attractive body, young lady. You're nubile, you're ripe, you're sexually eager...and obviously sexually willing," Headmaster finally observed - which was probably the last thing I wanted to hear him say at that particular moment!

There was another long pause. His eyes dropped again to inspect my breasts, to gaze at my pubes and the area immediately below. I was convinced he was considering how he could take best advantage of my current vulnerability.

"But you MUST understand...you must NOT...engage in sexual intercourse...at any time...anywhere...on school grounds," he said slowly, deliberately emphasising every phrase.

Then suddenly, unexpectedly, the tone of his voice changed. It was now much friendlier.

"Annabelle, if you want to have sex elsewhere, I'm not going to stop you and Matron is not going to stop you. All you need to do is to ask us for a leave pass, and we'll give you one. Just tell us you're going town to get something, and no further questions will be asked...but please don't tell us you're going down town to pick up something," he chuckled. "Is that clear?"

"Yes, Sir."

"Well, let's now all forget that anything has happened today - unless you are caught again breaking school rules. Is that an acceptable outcome to you?'

"Yes, Sir," I replied, immediately thinking that in the circumstances I'd got off extremely lightly.

And then, quite unexpectedly, Headmaster offered me a leave pass for the following evening.

I almost stepped forward to hug him!

Matron and Headmaster then departed.

I quickly dressed into my pyjamas and then grabbed my phone to ring Alasdair. He'd be told that he would have to arrange a hotel room for us for the following evening.

I then went to bed and masturbated. I figured that giving myself an orgasm was the only satisfactory way to end what had been an extraordinarily stressful experience.

And I didn't do so quietly. I kind of hoped Matron would be walking the corridor, hear me, and might just wonder what was now happening inside my room.

And, as you have read this far, I sense you're now wanting to know exactly how I masturbate?

In three, failproof steps. Having undressed, laid on my bed, closed my eyes to imagine that a spunky young man is gently touching me to pleasure me, I soon discover that both of my breasts and, in particular, my nipples are being 'peaked' - ever-so-gently stroked in an upwards motion to engorge my tits. How sensual that feels!

Then, after my clit has briefly been forewarned of action to follow, I discover my man's finger is down inside, gently and rhythmically stroking the ridges around my g-spot. That's pure bliss.

And finally, it returns to my clit...leading to the inevitable climax. Figure eights around my clit. Gently. Steadily. Enticingly.

And I allow myself to moan. Perhaps quietly, occasionally very loudly. Things like "Yes, baby. That's it, baby. Just keep fucking me baby. Don't stop there baby."

(Masturbation in class is, of course, something totally different. It's usually the best way to survive boring lessons such as religious instruction (how very appropriate!). For me, it simply involves prolonged, covert fingering of my clit through my panties - but pleasure is inevitably tempered by the need to ensure that I don't utter the slightest moan or squeal as I build to orgasm...and I have to be ultra-discreet while diddling Miss Daisy so that others in the class remain completely unaware of what's really happening. Oh, and guys: far more girls leave school classes with finger-induced damp panties than you'd care to imagine. Being given this opportunity to privately masturbate 'in public' is the main reason many of us bother to attend school!)

But back to the main story. The next morning Headmaster called the final year together. "It's come to my attention that some student, or students, have been having sex whilst on school grounds," he stated. "And I just want to remind you that, under no circumstances, will this be tolerated. You may be near the end of your school years, but this will not prevent any who transgress in this way over the next few weeks from being instantly expelled. I hope I make myself abundantly clear."

It became obvious, following that assembly and my absence that evening, that I was the student who had "drawn to the Head's attention that some student, or some students, were have sex whilst on school grounds." To some fellow students I subsequently became something of a minor folk hero, to others I provided opportunities for them to call to me "Hey, Annabelle, how about a fuck?"

That evening, though, Alasdair and I were like a couple of newlyweds who were 'at it' for the first time and making up for lost time. We were somewhere totally private for the first time, without needing to be secretive about what we were doing, without having to be overly quiet as we made love, without any fear of being 'discovered'.

I started out by arriving wearing just a top and jeans - no bra, no panties. I just wanted to have Alasdair's hard-on in me, up me as far as possible, and in me as quickly as possible.

And he was somewhat surprised when I also greeted him with the request that he "Just fuck me - fuck me hard, fuck me often, fuck me all night", as I immediately shed my jeans and top.

I was not at all concerned that he was immediately seeing me stark naked. I was, in contrast, thrilled that today I was displaying my "extremely attractive body" to MY MAN and, somewhat perversely, almost wished that he would spend hours thoroughly 'inspecting' it - including by exploring every cleavage, every hole (with particular attention being paid to what was hidden beneath and around my teenage labia!)...and hoped that he would just let his hands wander wherever they pleased and in wherever they pleased.

So yes, I arrived hot. Very hot! Impatiently hot!!

I undressed Alasdair as quickly as I could and, despite his attempt to engage in some foreplay (the poor confused man - I'd been quietly 'educating' him about the value of extended foreplay!...but, now, because we had all evening together, that could wait till later!!), he was very soon drilling me...thrusting...ejaculating...effectively completing the job that had, unexpectedly, been interrupted by and then been terminated by Matron the previous evening.

Unsurprisingly, that romp in the cot left me only partly satisfied. But, at least, I'd now experienced for once just what pure, unbridled, animal sexual lust feels like...and I was pleased that there was more - much more! - that would be available to me, offered to me, that very evening.

We caught our breaths by telling each other what we had experienced the previous evening - how Matron had seduced Alasdair, how Headmaster had failed to punish me but had successfully totally humiliated me.

Naturally I took the opportunity to have a very close look at exactly 'how very well hung' Alasdair is - and, in doing so, fondled and squeezed his balls, was shown the ultra-sensitive ridge that runs along the underside of his penis, discovered the particularly receptive area at the base of his knob, asked exactly how erect he could get his penis to be...so was invited to engorge it by running my hand right up and down its shaft, was invited to suck it, to help it stiffen...and ended up with a mouthful of cum! Yuk!!

In return, Alasdair insisted he inspect my 'extremely attractive body', just as Headmaster had done - except that his became a very 'hands on' inspection which included something of a comprehensive internal exploration of my 'pink parts'. I decided, as this was happening, that I'd explain that girls don't just want fingers poked up their vagina but primarily want fingers to very gently stroke some easily-locatable ridges around their g-spot.

Alasdair obliged and, to my surprise, I experienced my first-ever digitally-induced orgasm from a male!

These were undoubtedly to be the very best anatomy lessons either of us had ever experienced.

And, at that stage, the evening was just beginning!

Somewhere during the evening Alasdair started talking about how far I might be prepared to go, sexually. He wondered if I would agree to becoming a baldie, and whether I might allow him to shave off my pubes (so I asked him the same!), whether I might give him Deep Throat, whether I would consider being fist fucked, whether anal was a possibility...I enquired whether he would consent to being whipped, whether I could feature him as a human platter at a girls' night in (with his penis firmly inserted in a pineapple 'table centerpiece'), and whether he would be satisfied with a good, swift, hard kick in the balls!

But it really became a fun night.

There was lots of cuddling, lots of kissing, lots of petting, lots of touching, lots of laughing together...and as much intimate action as we could manage (what else do you expect from a girl who is 'nubile, ripe, sexually eager, sexually willing' and has, in effect, been encouraged to 'take a leave pass and just go for it'??)