The Headmaster's Office 05: Wedding Cake Island

Hopefully Spike would never know, but seven inches of cock -- more than enough to fill my tiny pussy to overflowing -- is simply not enough to make Rupali come. Even though he was in charge of this fucking, I had my finger on the button (so to speak); I was in charge of Rupali's orgasm and I was ready for her to come. I began stroking her clitoris to bring her back to the edge and whispered to Spike that it was time; could he come now, please.

Not a man to disappoint, Spike closed Rupali's thighs, squeezing his cock tighter and trapping my finger on her clit. I heard his breathing change as the increased pressure drew him towards climax and I redoubled my efforts on her clitoris. In a few moments Rupali was past to point of no return; an explosive orgasm building up inside her, she forgot all about licking my pussy and began a surprised-sounding thrumming wail. Starting out low: "Oh ... oh dear ... oooh ... oooh" she built up to a single high soprano note and arched upwards beneath Spike's pounding shaft, her orgasm spiralling out of control as it ripped through her body.

A moment later, Spike thrust into her and held the end of the stroke as he pumped cum deep inside her pussy, pulling out half way only to pound back in as he delivered each creamy jet. Rupali's orgasm finally wound down at the same time as Spike's thrusting weakened.

I opened Rupali's legs and went down to lick up cum that had seeped out around the edges of her slit. Spike pulled half way out to give me more access and I licked around the base of his shaft, savouring the combined taste of his salty cum mixed with the fresh spice of Rupali's pussy juices. It was like discovering strawberries and cream for the first time, knowing that they are delicious individually, but never imagining that the combination could produce a coupling that surpassed the sum of its parts. I couldn't get enough; I roughly pulled Spike softening cock from Rupali's pussy and sucked it greedily into my mouth, stripping the wonderful mixture first from the head and then working deeper until his cock was squeezing down my throat, licking, sucking and swallowing until I had him balls-deep and still I snaked out my tongue to clean the remnants of their combined sex from his balls. When I got it all, I pushed him away and went down on Rupali, licking the hot well-spring seeping from her steaming hole and when it was gone I delved my tongue deep into her womanhood to find more. Here the taste was different: more Rupali and less Spike, but still a sweet combination -- both delicious and indescribably sexy - it had both my mouth and my pussy watering.

Rupali crunched her stomach and buried her own tongue in my pussy. Sixty-nine was a position we had never tried before; she is 6'1" and I am 4'11" and three-quarters -- the poor girl had to fold herself in half just to reach my pussy. But Rupali had gone way past just reaching; she mashed her face against my melting slit and thrust her tongue deep inside; I could feel her exploring the depths of my love canal, opening me up ready for Spike's seven inch cock -- or so I thought. My tiny, tight pussy yawned wide to accommodate the thick base of her tongue while the slimmer point flicked and licked at my inner core, pushing back against the enclosing pressure, building up a delicious friction and probing in directions that a cock could never replicate.

When I finished all the cum that I thought I could get from Rupali's pussy, I sat up on her face, allowing her to lie back down flat on her back -- another new position for us - changing the angle of entry into my pussy and firing off all new sparks of desire between my legs.

She came up for a breath and called "Spike! Black bag!" Before burying her relentless tongue back in my womanhood. Stroking her breasts and squeezing her nipples and trying not to cry out, I watched through slitted eyes as Spike opened Rupali's black velvet pouch to reveal -- surprise, surprise -- a sex toy.

"Funny lipstick," he said, turning it over in his hands, trying to work out which bit went where, and whether any of it would involve him.

I recognised it immediately and chastised myself for not picking its shape in the bag. Rupali and I had been browsing strap-ons online, looking for something a bit less labour intensive than Rawhide, the communal but largely unused strap-on in the senior girls' dorm. To the best of our knowledge, Rupali and I were the only ones who used Rawhide, but even though we mostly kept it in our room it was still a killjoy to wait for the interminable buckling and tightening and wiggling when all you wanted was for your girlfriend to fill you up with cock -- and living with Rupali's long limbs, her golden skin, gravity-defying breasts and cascading raven hair every day and night in my bedroom - that was something I wanted a lot!

This newest acquisition was our favourite, but we hadn't yet taken the plunge to purchase it -- or so I thought. It was a strapless strap-on. Ingeniously designed, one end is a thick, contoured vaginal plug pointing straight up, and the other end is a six inch dildo -- not quite as thick or as long as Spike's cock -- pointing straight out and curving upwards. In the middle is a flexible U-shaped joint that kind of clamps it onto the wearer's pubis; the plug sits snugly up her pussy and a thick, hard shaft looks to be growing from a point a couple of inches above her clitoris.

So now I had a choice: wait until Spike was ready to go again, or fuck right now with Rupali. In fairness, I did have to think about it ... for a few seconds anyway; but I had already had Spike inside me once today and right now Rupali was the one setting off sky-rockets of pleasure in my pussy.

"Give me that thing," I said to Spike. He looked glad to hand it over, but a little deflated. Hmmm, two girls and a strap-on doth not a three-way make -- I think I read that somewhere in the bible -- I needed to make sure Spike wasn't left out.

I raised my pussy off Ruplai's face for a moment and looked down at her between my thighs. "Sweetie. Lube?"

"Black bag," she responded, pulling me back down for more tonguing.

For once Spike was ahead of me; handing me a disposable sample sachet of sex lube. I ripped it open and coated both shafts of the toy. Rupali was so wet and stretched from Spike's thick cock that I could have shoved the plug-end straight in, but sitting on her face and looking at her pussy in the moonlight made me want to take it slow and enjoy it.

Just as I did earlier with Spike's dick, I pushed the plug up against her opening, but then instead of pushing inwards I glided up and down her slit, rubbing her clitoris and making her cry out into my pussy, twisting and bucking her hips in pleasure. She was already thoroughly wet, but the extra lube made the shaft slide around deliciously inside her lips. Once I'd had my fun, I positioned it over her entrance and held it there, pressing down gently so she could feel it trying to enter her, but not quite enough to open her up. She thrust her hips upward to get it inside; once, twice, but each time I went up with her, still keeping the same teasing pressure on her pussy. On the third thrust I relented and slid it slowly but effortlessly all the way down her silky canal to the sound of her muffled cries of relief and pleasure. As I went, I pulled on the cock-end to open up the U-shaped joint and then gently allowed it to close again on her pubis once I had it pushed all the way home.

Letting go, I sat back on her face and just stared, not believing my eyes: in the moonlight, my girlfriend had a thick, hard, glistening cock ... and it was pointed straight back at me. The illusion was perfect. It sent shivers down my spine and I wriggled nervously on her probing tongue. I almost forgot myself and went down on her; I wanted to suck her cock into my mouth, feel it on my tongue and swallow it all the way down my throat while I licked out around the base at her clitoris making her scream and buck helplessly in my face as she climaxed and pumped load after load of sweet cum down my throat. Phew! I mentally slapped myself and reluctantly got up off her face. I felt thoroughly ... explored! ... and my pussy was still buzzing with the intensity of her furious tonguing.

"Rupali! Up you get," I commanded. "Spike, lay down!"

"I'm not sure whether I ... ahhh?" he began nervously, probably thinking that Rupali's toy was for him.

"Hey, if you want Rupali to fuck you with that thing then you can get in line," I told him. "I'm up next and if you want the best seat in the theatre you'll lay down when I tell you; otherwise you can wander off and leave us to it." I try to sound tough, but standing buck naked at my full 4'11'' and three quarters, with hard nipples standing proud on my pert breasts, I'm more entertaining than intimidating.

"Yes, ma'am," he smiled, lying down on his back as Rupali got up.

"Good boy," I laughed.

We both watched Rupali, looking down and admiring herself and then striking a pose in the moonlight, showing off her cock. She was ... mesmerising! Don't get me wrong; I'm a big fan of the male form: thick limbs, hard muscles, narrow hips, broad shoulders and all that ... it's hot; red hot! You don't need to tell me. But the female body -- Rupali's body -- is just ... beautiful. No, exquisite! Her long, soft, curves glowed with oil; her full, perfect breasts silhouetted by the moon; and her thick, proud, cock, standing hard and erect before her flat stomach as she stood tall and hipshot before us, stroking its length slowly with her delicate, pink-tipped fingers. I felt a lump of deep wanting rise in my throat and my chest tightened with pure need for her.

I shivered again with animal desire. I wanted her to take me, to dominate me, to lose control and ravage my body. For that moment I wished to be a virgin again, to feel the exquisite pain as she broke me open for the very first time, plundered me, conquered me, to know that I gave to her -- and she took from me -- that which could never be taken again.

"See something green," Rupali laughed.

Spike and I had been gawking -- I don't know for how long but I don't think I would have stopped on my own. She came to me and bent down for a kiss, soft and sweet on my lips, cupping a breast gently as her cock rested heavily against my belly.

"How do you want it?" she whispered.

"Doggy," I croaked, that lump rising again in my throat. "Don't hold back."

"Your wish, sweetie," she said, kissing me again and tweaking my nipple.

I stood with one leg on the ground and swung the other over Spike's head, resting my knee on the board beside him and faced back towards his cock. My open pussy was just six inches above his face and he didn't miss the opportunity to lean upwards and tongue me greedily before Rupali moved in and straddled the board behind us.

"You sure you want this, sweetie," Rupali asked playfully.

"Mmmm huh," I affirmed. I was shaking now. I couldn't see her behind me but it was like I could feel a kind of magnetism as she held the tip of that cock close. I bent even lower; my nipples brushing Spike's hard stomach as I arched back, pushing my pussy upwards and out, aching for her to enter me.

"That didn't sound very convincing, Blinny," she admonished. "I don't want to take you if you don't want me to."

Oh God, I'm sorry I ever teased her. Payback's such a bitch. "Please," I choked. "Don't play with me Rupali."

"Nope, she doesn't want it. Spike, lick her clitoris until she screams for it or comes on your face."

Before I could respond, Spike pulled me down to his mouth. So much for licking; he closed his lips around my clitoris and sucked. Hard! He flicked his tongue from side to side over its sensitive surface as he buried his nose in my pussy. Pleasure exploded through my loins, his mouth so different to Rupali's; stronger, rougher, more masculine.

It took my breath away and turned my legs to jelly. The knee of my standing leg unlocked and I collapsed on his face, moaning, crying and grinding my pussy against his nose as he sent my clitoris to heaven. Unless he had learned to breathe through his ears, this was going to be a temporary state of affairs, but the sensation was new and explosive and I quickly resolved to enjoy it while I could and then beg for Ruplai's cock when he pushed me away for a breath.

Thirty literally breathless seconds and my clitoris was on red alert, sirens blaring and lights flashing, needle gauges in the red-zone, all signalling imminent overload. My body was screaming for me to come. Come or die. But somehow I held it at bay; alternating holding my own breath, turning purple, hyperventilating and twisting, writhing on Spike's nose, but not once did he breathe and not once did he release the orgasmic suction on my clitoris.

Sixty seconds. My other senses started to fade out; the world contracted down a single point of pure, white hot sensation between my legs. I felt the change as my body began to reject the messages I was sending to withhold my orgasm. The battle was lost and I was about to explode.

With one last force of will I pushed away from Spike, screaming and crying "NOOOOOOOOOOO! Oh God, I'm coming!"

I took another deep breath, preparing for the blend of euphoria and disappointment as the orgasm carried me away, when Rupali reached around and twisted my nipple painfully.

"Oh, you bit...," I began tearfully, then realised that she had doused my climax. I turned to her, my vision doubled with brimming tears and the screaming, runaway machine of my sex winding down to a pleasurable tingle. "Oh my God! You wonderful, beautiful ... smarty-pants! How did you ...?

"Did you think you knew all my secrets?" she laughed.

Spike had taken a couple of deep breaths and now seemed no worse for wear from his near asphyxiation.

"And you?" I glared tearfully down at him between my thighs. "How did you ...?"

"Ha! I could have kept going a while longer," he grinned. If you want to stay alive in big surf then you gotta have lung capacity."

Rupali reached down and stoked a finger through my incandescent slit, silencing any further questions and recriminations at their cruel mistreatment of me.

"Oooooohhh," I sang in a rising voice as this time my back buckled and I fell forward onto Spike. Like making a dog scratch by rubbing its tummy, my pussy was almost acting independently. At Rupali's touch my bottom arched high in the air again, offering itself wantonly and shamelessly to be penetrated from behind.

She touched the tip of her cock to my lips and pushed fractionally forward; the lubricated knob slid frictionlessly into the socket. I wriggled my hips to feel it dance around the sensitive edges of my entrance, savouring the anticipation as I waited for her to drive it deeper. An then, finally, my reward: Rupali closed her long fingers onto my hips for leverage and simultaneously pulled and thrust, effortlessly ploughing the six inch shaft all the way home. With an undulating dolphin-like rhythm she rocked her hips, dragging the tip maddeningly over my G-spot on the way out before gliding smoothly all the way back in. Slowly, gently and lovingly; she fucked me - not roughly like a cave-man, which I still wanted -- but luxuriously like it was a gift. If day-spas offered fucking, this is what it would be like: a mineral bath, shiatsu massage, then hair, nails and a facial followed by a full hour of lady-fucking.

I still held my bottom high in the air but rested my breasts and head on Spike's stomach, sighing with pleasure at the pampering my pussy was receiving. I let my mind drift, watching Spike's cock -- so close I could take it in my mouth - still swollen from its exertions but soft and motionless. It occurred to me that I knew almost nothing about soft dicks. Every time I encountered one it was well on its way to becoming rock hard, which is pretty much the only way I picture them. Although Mr Gallows likes to play with my pussy after sex, I pretty much leave him alone, trusting that he'll let me know when he's ready again.

I reached forward and stroked it, expecting it to rear a bit as a semi-erect cock does when I hold it, but there was still no movement. Taking hold, I gave it a squeeze from the base; it was strange: like play-dough, moulding to any shape I made in my hand, but otherwise completely lifeless. I was fascinated. Rocking forward, I licked from tip to base, expecting my tongue to get results where my fingers could not. I understood that it was a matter of timing rather than intent; it was barely five minutes ago he filled Rupali to overflowing, but for some insane reason I saw it as a challenge to my womanhood: harden this cock or you're a disgrace to your sex!

I took him into my mouth; his cock was shorter now and so pliant that I didn't need to swallow any of it. It was totally different to normal cocksucking: I could stay all the way down on the root of his dick and still breathe -- which felt really sexy -- but I could also do different things. His dick folded under the pressure of my tongue; it moulded into the shape of my cheek or the roof of my mouth like bubblegum, and most amazingly -- and I swear I could do this for hours -- when I sucked hard at the base, it closed down to a thin hard rope between my lips while the other end swelled and hardened against the back of my throat. The first time I tried it I thought he was getting hard and prepared to give him a proper blow job, but then when I let go of the suction it returned to its soft pliant state. So cool! I don't know how guys ever leave the house. If I had one of these I'd play with it all day!

As I was doing this for what felt the millionth time, I released suction and instead of shrinking back down it just kind of ... stayed! It was still soft, but bigger! I did it again, pressing my lips down hard onto the root of his manhood and sucked hard, compressing with my lips and tongue. This time the tip pressed more insistently at the back of my throat and the whole thing felt thicker. Spike gave it a weak pump and I felt if flex, straightening out, lining up along my tongue as if preparing for the journey down my throat. The same thing happened -- or more accurately: didn't happen -- when I released again. No shrinkage! He was thicker, firmer, and straighter and this is weird: heavier. A really hard cock seems to defy gravity; it stands up all on its own, defying you to weigh it. Spike wasn't that hard yet so his cock was still resting in my mouth, and it felt heavy ... dangerous, like it was filled with lead shot!

I stopping sucking and just held him in my mouth, concentrating on what was happening to his cock. It was slowly inflating. I could especially feel it thickening at the base, forcing my jaws apart, but it was growing everywhere at once, growing fatter and opening up the cavern of my mouth, but growing longer too; longer, straighter and harder. He was still pressing at the back of my throat, but more insistently now. Before I could easily hold the tip back as it searched for a new hole to invade and it would just flex and bow in the middle. But now it was straightening out and wouldn't take no for an answer.

Quickly, I hyperventilated a few times and then took a deep breath and relaxed my throat, giving him a new avenue of growth. Immediately his knob moved into the space I had made, sliding purposefully into my throat - just an inch - as his whole cock straightened and cut off my airway. I heard Spike gasp as he twined his fingers in my hair and held me down onto his growing erection -- as if I was going anywhere. A heartbeat later he pumped his cock; it swelled and hardened in my mouth as the knob bulged massively in my throat, forcing itself down another half an inch or so.

I wrapped my arms around his hips and dug my fingers into his buttocks, hugging his groin to my face, twisting my face and trying to drag him deeper inside. It had the illusion of working as he continued to grow inside me. My jaws were almost fully stretched around the thick base of his cock and he seemed to be filling my entire mouth as well as my throat. I struggled to hold back the swelling; closing my lips over my teeth, I simultaneously bit down as I sucked and compressed the middle of his shaft him with my tongue, while swallowing to compress his knob, now two inches down my throat. The result was instantaneous and exactly the opposite of my intent: he cried out in ecstasy and bucked his hips in my face; three quick pumps of his cock and it swelled massively inside me, his knob bulging and burrowing another inch and a half down my throat.