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

I did have an escort booking for the afternoon, but felt confident I’d be able to make it. Three women had booked me to escort them to the Gold Coast races. The escort job went to plan and other than a regular ‘clit tickle’ under each of their skirts in the crowded public grandstands, nothing else was required. I never got a chance to place a bet, my hands were always busy and wet.

I arrived at Sue’s on time and we sat and had a drink and casually chatted. As we began the meal, Sue asked what I now did for work. When I explained my male escort work, she was a little taken aback. She still saw me as her ‘upright’ and trusted teacher. However, as she absorbed the information I explained the type of bookings and how my ‘abilities’ with her sex ed sessions had prepared me well for this work. I sensed she was becoming very comfortable with this knowledge as it ‘conveniently’ coincided with her plans for the evening.

As the meal progressed, she became more frank in her questions and mockingly insisted I refresh her memory of some of those skills.

The few years difference between us at the college was slightly significant then, but now was nothing and we were now complete equals, sexually.

She was more than ready to finally enjoy my cock. As we began I sensed she felt her teenage fantasies had finally been satisfied and she came within minutes of our sexual union. I was as aroused also, as this was now the first time I had fucked one of my school students and the images and fantasies for me were mind-blowing too. I held my ejaculation for as long as I could and after what seemed like Sue’s umpteenth orgasm, I shot my load, full and complete into her sweet cunt. As I did she came again, but this time with a guttural moan that sent shivers through my spine. It was the kind of sound from a woman that ignites every primal bone in a man’s body.

Whew! I was totally spent and rolled back next to her as she started to giggle and cry all at the same time. I had heard this reaction many times and it didn’t concern me, as I knew her cry was one of true bliss.

“Thank you Michael! I’ve waited a long time to satisfy that fantasy. It still feels rather strange to have finally fucked my teacher, but I hope that’s not the last time I do, either,” she smiled as she took my spent balls in her hand.

It wasn’t the last time we fucked each other, not by a long shot!

It seemed in my life, that as one fucking door opened, many more followed.

Sue had also kept in contact with her school friends, many of whom were also ex-students of mine. Occasionally, one of them would be holidaying on the Gold Coast and the three of us would meet to chat about their school experiences with me. Sometimes these reunions would extend to a hotel bedroom.

Around this time I had built a large five-bedroom home for myself on South Stradbroke Island. My home was amongst a few other permanent dwellings that were used mainly as holiday homes over Christmas and Easter, on what otherwise was a 30 kilometre long deserted island. I was the only permanent resident so I had absolute privacy and would often stroll naked from my place across the sand dunes to the beach without seeing another soul the whole day.

My bisexual collective pals were regular visitors, whenever everyone could find the time to enjoy an extended commune together. There was always plenty of room for them to ‘crash’ after a particularly energetic evening. We’d all often head down to the beach the next morning, all totally free and unfettered by clothing and enjoy a quixotic morning in the sun.

As the only transport from the mainland to the island was by private vessels, I had complete control over who could visit. Whenever an escort client was unable to find a suitable venue for their own discrete privacy I would offer to pick them up in my boat and host their appointment at my place at extra cost, of course.

Repeat clients often booked extended appointments so that they could enjoy the solitude and privacy to enjoy outdoor pleasuring on a blanket in the sun and fresh air. This proved a highly popular option for many clients. Once they felt comfortable to totally relax they would open themselves even more so to enjoy my pleasuring on them. The opportunity to explore their many fantasies on this island of sexual pleasures proved irresistible and I would play out many roles to satisfy them.

By this time I had quit my job with Channel 7 and moved into publishing a nude lifestyle magazine. I often had copies of my magazine around my home and when clients realized my other profession a few asked if I would photograph them to satisfy a fantasy. I entered a few of these images into the Gold Coast Erotic Art Exhibition and won a few awards and sold many.

Robyn’s business propositions had also developed extensively.

She hosted business ‘parties’ for her clients and staff on themed days, such as Easter, Valentine’s Day, Mothers’ Day, International Women’s Day, and so on. She occasionally rewarded a valued staff member with the offer of a private appointment with me. She’d only use this ‘reward’ when she was sure the recipient would be very receptive to this type of ‘reward’. Not all availed themselves of the offer. One or two used their boss’s bonus as a gift certificate for a friend or relative whom they felt would more appreciate the sexual services.

Robyn’s themed parties were always outstanding successes. She had a way of organizing parties to fully satisfy and tantalise all her guests. She didn’t always call on my orgasmic talents at these parties and often chose to alternate my various talents, depending on who her guests were.

However, I was always called upon to fuck at least a few of her ‘special’ guests at the end of each party. My erection injection needles proved very handy at all these parties.

My favourite jobs were the holiday weekends she’d occasionally organize at some spectacular destination. We visited exotic locations such as a Pacific Island resort or she’d book a whole Great Barrier Reef Island for a small group of her most prized clients. As well as her team-building activities she’d treat them to a weekend that included some unsurpassed erotic pleasures. I was often kept busy giving yoni massages and occasionally satisfying those clients who requested sexual intimacy.

Some of her ‘guests’ became regulars at many of her parties or island getaways and I got to know many of them on a very personal basis. I always kept Robyn informed of her guests who had booked me for private escort work in the intervening weeks. I didn’t want to cause friction amongst these women by keeping these intimacies a secret from each other. When everyone knew of these disclosures there was no problems and often warm friendships developed from the shared knowledge.

One of my favourite destinations was a small resort on a private Great Barrier Reef island. Robyn would book the whole resort for a weekend.

The resort was an eco-resort, not super luxurious, but very well maintained, neat and comfortable. I always had a private cabin for myself. This was an arrangement to suit any client who needed discretion when utilizing my services. As all her guests were female, there was always the threat of ‘gossip’ for any indiscretion by a married lady or between friends. The walkway to my cabin was hidden from the main thoroughfares, so anyone coming to or going from my cabin could be assured of secrecy.

Not that this was usually a problem. All guests knew that I was available for almost any sexual service that Robin ‘advertised’ and it wasn’t unusual for me to have a few friends openly sharing their fun with me in my cabin.

Robyn insisted that I be nude the whole time for these weekend retreats, as it set a tone that allowed her guests to feel at ease to do the same.