A semi-autobiographical account of my sexual encounters over many years.
Chapter Twelve. 1996.
(February.) Rupert, early-forties.
Out of the blue I received a phone call from Rupert, the artist I did some life modelling for you may recall. At the culmination of the final class there had been a certain amount of euphoria and in the confusion he'd forgotten to give me the two photographs as promised. Apologising Rupert asked if I still wanted them. Replying in the affirmative we arranged that I'd collect the photos from his studio next evening, a Wednesday.
On my arrival at Rupert's studio he again apologised for his tardiness over the photos but admitted to hanging on to them so he could do a painting of me himself. Rupert showed me the paintings, for there were actually two of them, and I was amazed by the likeness; the paintings were far better than any his students had produced, none of which I thought bore much resemblance to me.
"Other than being a bit over generous in the bust department you've got me to a tee," I told Rupert after assuring him I didn't mind him painting me.
Producing the photos to compare them with his paintings at close quarters Rupert said he couldn't agree with me as he thought them an accurate portrayal.
"There's one way to settle the dispute," I told Rupert before pulling my top up and off.
Turning my back I asked him to undo my bra and once that was off turned to face him again.
After a very minute study Rupert conceded that perhaps he had got the measurements a bit out but seeing them in the flesh again reminded him what stunning breasts I possessed.
"The contours are exquisite," he said, running a finger over my left breast to follow the curvature. "I hope you don't mind me studying your beasts like this, purely from an artistic perspective you understand."
"No problem."
I smiled at the guy who was now running his fingers over both nipples. Rupert had a very gentle and sensual touch and my nipples quickly hardened under his sensitive fingers. Allowing my hand to brush, as though accidentally, across the front of Rupert's paint-stained trousers I felt a penis the hardness of which belied his 'purely artistic perspective' words.
Continuing to run his fingers round and round my nipples Rupert told he had a one-man exhibition planned at a London gallery later in the year; would I have any objections to my paintings being included and perhaps sold?
"No, that's fine. You'll have to let me know when and where the exhibition is so I can visit."
"I know it's a bit of a cheek but I was also wondering if you'd consider doing another pose for me, perhaps a little more risqué."
Rupert described the pose he had in mind; one in which I reclined on a couch.
"Let's see if I understand," I said, unzipping my skirt.
Rupert manhandled the couch into a better position for the light and when naked I stretched out in the exact same knee raised position that I'd done for Charlie.
"That's perfect!" he exclaimed.
Rupert was standing at the end of the couch staring between my thighs as he spoke and I wondered if he was referring to the pose or my cunt!
After asking permission he took some photos of me in the pose, four this time I noticed.
I remained in the same position as toying with a couple of his brushes Rupert asked which days and times would suit me best for posing. I replied that depending on my work schedule which could be variable, I was willing to pose any evening.
(I ought to add that my affair with Charlie had come to an abrupt end in December when he'd been taken ill. Following his partial recovery Charlie had gone to recuperate at his son's house in Brighton and I had no way of knowing if he'd return, although his house hadn't been put on the market.)
"Good; I'd like you to pose as often as possible so I can get the painting done in time for the exhibition."
As he spoke Rupert lightly flicked my labia with a paint brush and when my legs automatically sprung further apart continued doing so. The sensations were incredible and when he introduced a second brush into the equation I promptly exploded in orgasm.
"I thought you might like that," Rupert smiled, laying his brushes aside.
That wasn't the end of the stimulation though, not by a long way. Using his fingers Rupert toyed with my cunt lips before bending low to do incredible things to my clitoris with his mouth. The sensations were amazing and the multiple orgasms that washed over me would have signalled my joy to him. I was so far out of control that I had no idea that Rupert had shed his lower garments until he suddenly slid on top of me. His penis was inside and he was fucking me almost before I realised what was going on.
I flung my arms around the guy and in my excitement gasped that everything he'd done to me so far had been wonderful.
After fucking me on the couch Rupert picked me up and carried me to his bedroom. He stripped off completely then before resuming his lovemaking. More brushes were produced and he used them on my nipples this time, the sensations again driving me wild. Manoeuvring himself to squat over my face Rupert presented his penis to my lips before resuming the stimulation of my nipples with his brushes. I set to work on his penis and balls, my mind in overdrive.
Judging by the things he'd done to me so far I realised that Rupert could prove to be one of the best lovers I'd ever had. When he eventually put the brushes aside to lower his face between my thighs in the classic 69 I knew my supposition had been correct. Licking my clitoris, fingers beneath my bottom stimulating my anus, Rupert was slowly pushing his penis in and out of my mouth.
It was impossible to give vent to my usual orgasmic cries but when Rupert sat up he was smiling, knowing very well that he'd brought me to another almighty orgasm.
"Now get up on your hands and knees please," he urged; Rupert's politeness was an endearing quality of the guy.
Kneeling at my rear Rupert inserted his penis while urging me to look at the mirror on the wall directly in front of us. I did so, smiling happily at the guy's reflection as he began fucking me for the second time. Hands on the tops of my thighs Rupert fucked me steadily, all the time watching my facial expression in the mirror, an expression which would have revealed the ecstatic feelings I was experiencing.
I was laying in his arms bathed in a light film of sweat and the afterglow of lovemaking when Rupert suggested, perhaps tentatively, that my modelling sessions could culminate in regular lovemaking. I agreed eagerly. At that moment in my state of euphoria I think I would have agreed to anything!
Of course I related all the above to hubby on arriving home, much later than anticipated, and he reacted with the excitement I've come to expect.
Rupert made love to me directly he felt satisfied with his first evenings work and it proved every bit as fantastic as our first session, two days earlier.
The next two weeks saw me working from the office so I was able to pose for him each evening. Rupert also fucked me each evening and hubby was as pleased as I. It was a mutually satisfying arrangement all round.
Right at the beginning I told Rupert about hubby's compliance in my affair with him, though as with Charlie I maintained discretion by keeping our address secret, and on the Friday at the end of the first of those two weeks Rupert suggested me staying over so he could continue painting on the Saturday. I rang J to make sure he was OK with the idea of me spending the night with Rupert which of course he was.
Because I was staying over Rupert curtailed his painting a little earlier than usual in anticipation of a long session next day.
I never bothered dressing once the modelling part was over, taking it for granted that sex would follow, and this evening was no exception. Taking me by the hand Rupert led me to the bedroom remarking that he'd take me for a meal later. After a very enjoyable bout of oral sex Rupert urged me to get on hands and knees. Having taken up the position I was thrilled to feel his paint brush stroking my anus. The sensations were amazing and in describing it to him I said it felt as if a dozen flies or something were fluttering about on my flesh. By the time the brush was laid aside and I felt Rupert applying some sort of lubricant to my anus I had already divined where all this was leading.
"I hope you've no objection?" Rupert commented as I felt the tip of his penis prodding my anus.
"Oh no, I love anal intercourse," I crooned, my words ending in a gasp when his penis slid inside.
"You're a very sexy and sensual lady Sandi; I doubt there's much you'd object to in the realm of sexual practices."
Rupert was watching my face in the mirror and though biting my lip at the deep penetration of his penis inside my anus I nodded my agreement, impulsively telling him how I'd enjoyed a threesome set up by hubby who had watched.
"Have to see what I can do about that," Rupert mused though his words barely registered at the time as by now he was bum fucking me steadily.
It went on for an age too, Rupert slowing his thrusts occasionally and watching my facial expressions throughout.
With the completion of his painting my affair with Rupert continued, hubby happy to think of me as another guy's mistress, a role I played for approximately eighteen months. Sexually it was a glorious time for me with Rupert undoubtedly the most satisfying and exciting lover to date. We had anal intercourse perhaps once a week during that time and if I'd had any doubts about the practice before, which I don't think I did really, the pleasure I experienced with Rupert would have dispelled them.
For much of the affair I spent the weekends at Rupert's, by which I mean sleeping with him Friday and Saturday nights before returning home on the Sunday to be ready for work on Monday. Hubby seemed to find a curious satisfaction in the arrangement and even agreed to me spending a fortnight in Devon with Rupert in the summer.
It was four days into our stay in Devon that Rupert's barely registered words mentioned earlier came home to roost when he introduced me to an old friend of his called Marcus and suggested a threesome. Naturally I was game and when, a few days later, Rupert introduced me to the owner of a gallery with the same purpose in mind was only too happy to oblige. In fact by the time we left Devon I'd had sex with four of Rupert's friends in various permutations, though never more than two of them at a time.
The exhibition of Rupert's paintings took place in October. Hubby and I travelled to London and stayed a couple of nights in our usual hotel intending to take in a play at the same time as visiting the exhibition.
(By this time our mutual interest in the theatre meant we spent the occasional weekend in London.)
Seeing the paintings of myself hanging in the gallery was incredibly exciting particularly as the first two sold within an hour of the exhibition opening. The third, and more intimate picture wasn't for sale. Hubby was excited to imagine my nude portrait hanging in peoples houses for all who visited to see.
Due to the success of his one-man exhibition Rupert talked of moving to London permanently but it was the following July before sadly, he departed from my life.
As a footnote I should add that following the exciting threesomes in Devon Rupert continued the practice with a number of his friends, mostly fellow artists, being invited to join us.
