Michael Alan - From Virgin to He-Whore - The Butterfly Effect

Now this lunchtime eventuality and the arousal it built within me was going to greatly affect my performance in the competition that afternoon. However, I couldn’t tell my buddies about this extremely private connection I shared with some of my students.

So when Sylvia began her turn at the firing line, I was ready to unload a pent-up volume of frustrations that would blow the roof off Janice’s flat.

Silvia’s skills were nothing to match Janice’s, not that I’d ever tell any of them their rankings.

I literally exploded out of the top of my head. My heart pumped, lights went out, fireworks were popping in my brain and my vision was totally lost.

“Oh my God!” I could faintly hear from behind my blinding curtain of exquisite release. “He’s blown onto the opposite wall,” I could hear Janice proclaim. “What did you do to him?” she jokingly asked Silvia, who was more than a little surprised herself. Judging by what I knew of her, she had limited experiences with men and even less experience with their ‘block and tackle’.

Maryanne and Lee, as relative newcomers to the group, decided to combine their talents for Friday’s event. They began their attempt with a winning technique. Maryanne began by sucking my cock as Lee gathered both my balls in the palm of her hand and began gently stretching them and stroking my ball sacks with the fingertips of her other hand. The combined sensations were amazing. I always enjoyed the pleasure of having two experienced women tantalizing my tackle.

Lee could feel my tensions building in my balls and tapped Maryanne on her shoulder to release her oral grip on my cock. Just as she did I exploded in a gush that sent my heart racing and head spinning. However, as they hadn’t clearly planned their ‘exit’ strategy my spray was poorly directed and most went vertical rather than horizontal.

I had a feeling they would have easily have won the contest, but the rules were rules and Sylvia was the winner.

A total of $30 was in the betting pot and Silvia took the lot!

We all sat around afterwards and laughed and joked about the whole contest. Janice was keen to try again as soon as I had recovered. So, an hour or so later she blew me again, but could only manage 2.2 metres. My stamina was faltering and I jokingly apologized for my lack of cum. “I want a re-run,” Janice demanded!

With a flash of heads they all immediately turned to me. “I’m up for it, if you all want to go again some time!” I smiled.

And so during ‘periods’ when periods collided and sexual penetration wasn’t on the ‘rhythmic’ calendar, the Goldilocks Challenge became an occasional part of our afternoon playroom activities over the rest of the year. Maryanne and Lee were adamant that they be notified, whenever the contest was being held. However, it was decided that they’d have to be separated and perform as individuals in subsequent challenges.

I did eventually convince Silvia to take a squirting challenge. We agreed to hold the contest on a college sports afternoon as we usually finished teaching duties a little earlier on that day. This would give us plenty of time for reruns if necessary.

Margaret from my staffroom, was a friend of Rose and had heard of this challenge and was keen to join us. I was never told whether other staff had asked to join us, but suspected only those ‘in favour’ were invited. So, Rose and Janice, as was normal, got naked and sat on the floor on both sides of the ‘squirting chair’. Margaret who was a relative newcomer to our fucking family, initially remained clothed and sat on a divan nearby. Silvia and I tossed a coin to see who would go first. I won (or lost depending on the point of view). I got myself comfortable in the squirting chair and the girls laid out the butcher’s paper before me. I started masturbating! The vision before me of these gorgeous naked women proudly exposing their pussies put me quickly on the way down that exquisite path to orgasm.

With all the fucking fun I had enjoyed over the previous few months with my sisters, I was developing a good control over my ejaculation skills and felt confident I could produce a winning load on cue.

However, I knew I had to keep some control about the process as I’d learnt from Janice’s expertise with my cock that direction and inclination are vital if I was to achieve maximum projection.

I came and squirted well down the floor. “3.5 metres Michael! Well done!” Janice announced. I fell back into the chair, well pleased with my efforts.

Silvia quickly took up her position next in the squirting chair. She gave her ‘squirter’ a better inclination by positioning a pillow under her bum. This raised her hips and her urethra to a better angle for maximum length of squirt. She then began her self-pleasuring. It didn’t take her long either. I suspected my display may well have given her plenty of sensual stimulation to achieve a quick orgasm. She fired her hot cum in an inverted parabolic arc with a force that surprised us all. Her squirt projected like piss in continuous gushes of female fluids that reached well past the roll of butchers’ paper. There was no need for measurement.

I took defeat like a man and kissed her manfully and sportingly on her lips. I then knelt down, as if to be knighted and kissed her cunt. “Hail to the almighty yoni!” I chanted. I then grabbed her butt cheeks and tilted her hips upwards and ran my tongue the length of her pinkish, pouting cunt with a long languid lick from anus to clit. She laughed and pulled my head back onto her cunt and rubbed her dripping wet labia all over my face. “Take that serf! Take defeat like a man!” she teased.

Yum! I just loved the taste of her cum. Every time I suspected she was going to masturbate I’d try to be nearby to savour her spray. Otherwise I’d often give her a kiss while we were chatting to see if there was a positive response in my favour. She enjoyed cunnilingus and I was always a willing applicant for the job. The other women knew my weakness for female squirting and often teased me about it. Silvia never minded one bit!

Then Margaret surprised us all by announcing that she ejaculated also and wanted to join the challenge. I was slightly taken aback as Margaret was a relatively quiet member on my staff and never seemed overly sensual or interested in any risqué banter that occasionally occurred in the staff common room.

She got completely undressed and I was absolutely stunned by the shear beauty of her cunt. I was unintentionally becoming quite the cunt connoisseur with my experiences in this college and my casual observations in various nudist clubs around Sydney.

Margaret’s quim was neatly shaved and her ruby-red aroused clit was well engorged and almost fully exposed from beneath its hood. Her lavish elongated labia protruded like two finely-defined butterfly wings from between her thighs as she took up her position on the ‘squirting chair’ and spread her legs. The imagery of her beautiful butterfly wasn’t lost on me at the time and I wondered whether she was to create another flutter in my journey of sexual enlightenment? As she spread her legs to reveal her intimate beauty, her moist vaginal cavity became exposed to fully reveal all her delicious charms. I made sure I had a very clear view of her proceedings as she gradually began to stroke her clitoris. She utilized the continuous flow of fluids from her vagina or licked her fingers to lubricate her clit.

Every now and then she’d insert her two middle fingers inside onto the ‘roof’ of her vagina and stroke her g-spot with increasing intensity. At the same time she’d continue her pulsating attention to her clit with her other hand.

She was obviously a little nervous performing before our group as she didn’t know most of us that well, so it did take her a little longer than most to fully relax and achieve her desired goal. However, by now our group were so relaxed with our shared erotic displays that we exuded total acceptance and encouragement of any and every female sexual fantasy. This always seemed to inspire ‘outsiders’ to lose all their inhibitions.