Jilly was obviously keen to see how this worked also and so the three of us moved up the beach to a grassy spot under some trees. I laid out some towels and to my surprise Gail produced a condom.
‘Hang on!” I thought to myself, this was not such an unexpected development for these women.
Gail asked if I’d mind if Jilly put the condom on my cock. It was an obvious rhetorical question, and Jilly fumbled the condom down the shaft of my cock with a huge grin of accomplishment all over her face.
Gail reclined on her back and my invitation for entry was obvious. I moved into ‘auto pilot’ from my many escort work encounters. I went down and licked Gail’s cunt to generate ample entry moisture for my cock.
Gail was extremely willing and wrapped her legs around my shoulders thrusting her hips upwards to accommodate my cock to her awaiting g-spot. It was obvious that Gail was not a complete novice in this ‘subject’. She was obviously enjoying the deep thrusting movements so I began a rhythmic pumping motion that gradually elevated her hormonal energy in equal harmony.
Jilly sat enthralled and watched every movement. By now Gail was well and truly lost in her own passions, but every now and then looked over at her daughter to reassure her of the pleasures she was experiencing.
As I felt my energy rising to a near explosive event, I stopped my humping momentarily and invited Jilly to find the spot on my shaft where she could halt my ejaculation. She fumbled and I took her thumb and placed it in the exact position and told her to push hard.
I could feel the dissipation in my sensations immediately and assured Jilly she was successful and she gushed.
I then recommenced my pleasuring of Gail and within a few minutes she exploded with a moan and muffled scream that caused both her and Jilly’s eyes to pop.
As Gail gathered herself, Jilly indicated she was keen enjoy what her mother just had, so Gail assisted her to take up the same position on the towels and asked me whether I would be able to give her daughter a similar experience? I smiled and assured her I could and I was happy to comply! This was becoming a teaching lesson I was enjoying immensely.
As I moved to take up position with Jilly, Gail took my hand and whispered again in my ear, “Oh God, I wish you were around when I was 19. Don’t get me wrong, I love Jilly with all my heart, but my life changed totally by my one mistake. If I’d had this experience then, I know I would have been much less anxious to fall into bed with the first man who came along.”
I had heard these same sentiments repeatedly in my life and felt a surge of pride in my capabilities and sensitivities to facilitate this opportunity for the women I’d encountered.
I could feel Jilly’s cunt was well moistened from what she had just witnessed, but still gave her clit a few languid licks to get her ‘motor running’. She flinched with each lick and her hips jumped with the unexpected pleasure she was experiencing.
Gail reassuringly placed her daughter’s legs around my neck and I began the same rooting routine with Jilly that had just caused her mother to explode in pleasure.
After the pressure point demonstrations on my cock, I was now rock-rigid but in total control of my emissions. As Jilly’s eroticism was different from her mother’s I knew she’d need much longer to achieve a similar effect.
During her ‘lesson’ I’d occasionally stop my cock stimulation and feel inside her cunt to get an awareness of her engorgement and to manually stimulate her g-spot. This rotation of movements caused Jilly to build slowly to achieve her climax.
Her orgasm hit her unexpectedly and she cried out “Oh, my God!” as her orgasm consumed her whole body. She humped her hips over and over again, thrusting her cunt upwards to hungrily devour my cock with each contraction.
She had achieved her first orgasm and her mind was exploding with an unfamiliar experience that left her breathless and flushed.
As she recovered she looked at her mother with a look of both gratitude and disbelief.
I mentioned to them that ordinarily I’d normally facilitate a wave of multiple orgasms for them, but time was running short. They both looked at me in disbelief and mild astonishment.
“You mean, we could enjoy that same experience over and over again?” Gail asked.
I confided in them that pleasing women with multiple orgasms was my ‘other job’ – I explained that I was a professional male escort and sexually satisfied women on a regular basis on the Gold Coast.
“What do you charge?” Gail asked with a hint of disbelief. When I told her, she was astounded. “We couldn’t afford that unfortunately,” she lamented.
I explained that maybe we could come to an arrangement for professional services for both modeling and teaching. “I’d be willing to offer you both a few more sessions, if you’d be agreeable to model for some other projects I have in mind.”
I explained that I was producing a nudist holiday video with a few other women. We were going to take a three-day trip in a houseboat on the Broadwater and I was intending to produce a video from the project.
It was a win-win offer, as they would get a holiday and two more sex lessons for Jilly, just for being models for the video.
They smiled broadly at each other and then immediately agreed and we arranged to meet again the following week for Jilly’s next lesson. The holiday video shoot was set for later in the month.
Jilly’s next two ‘lesson’s included answering many of her curiosities about men and male sexual reactions. She wanted to know how to give ‘effective’ fellatio and how to turn a man ‘on’ emotionally. Gail proved to be equally interested in all her daughter’s questions and seemed pleased with the knowledge she was gaining as well.
I allowed plenty of time in the next two sessions to allow both women to ‘ride their orgasmic wave’. I also introduced them both to the delights of a yoni massage and suggested that I could offer then a good discount for any future massage therapy, if they felt their needs were pressing. I saw Gail a few more times over the next six months, with Jilly joining her for one of these yoni massage sessions. Jilly then met a boy with whom she could enjoy a satisfactory sexual relationship.
The houseboat video shoot was also highly successful.
The three other women were aged between Jilly and Gail’s ages, so it gave a good cross-section of feminine sexuality and sensuality to the nudist experience.
We were all naked for the whole three days and at night as we relaxed after a day of myriad activities many inhibitions were released over a bottle or three of red and white wine.
Needless to say, the ‘out-takes’ from the video shoot were not publishable in a G-rated video.
Two of the other models on the houseboat were regular escort clients of mine. While the other one, was another of my models for the magazine, who had become one of the few close female friends I had made from my various businesses.
We all got on very well together, which I was initially concerned about. With five different personalities thrust into a confined space and in erotic situations, could well have been a recipe for disaster.
Sensual energy was high the whole time and in the still of each evening, I was able to offer sexual solace to satisfy raging hormones, mine included. It made for some funny ‘Benny Hill’ moments as I dashed from stateroom to stateroom answering the ‘calls of nature’ that were requested prior to bedtime.
Everyone was aware of and appreciated the situation with the other women on board but there were no petty jealousies or bitchiness. The fact that everyone knew I fucked women as a profession stopped any ‘silly’ possessive nonsense from emerging. They just appreciated that I could adequately satisfy everyone without favour.
I didn’t get much sleep – and didn’t care!