Topsy-Turvy with Jocelyn

Topsy-Turvy with Jocelyn

Notice: This story is a sequel to “My Accident” and “PsychoSexual Treatment”, short stories that can also be found at Booksiesilk, but each story can be read perfectly on its own.

At the very end of my psychosexual counseling by Dr. Anita Blessinger, I met Jocelyn Penske from Tungerine at the sexologist's practice. In the course of my healing process, I had fucked both Dr. Anita Blessinger and Rita Engprut, under Anita's direction and supervision, of course. Rita had dropped out at some point, and she stopped coming to Dr. Anita's Healthy Sexuality Practice. For about a week, I had to fuck Dr. Anita alone on her instructions. It was intense, and her precise directions when I was fucking her allowed me to gradually delay my ejaculation longer and longer and give the doctor more frequent orgasms. Then, Jocelyn Penske from Tungerine came to the Healthy Sexuality Practice. Dr. Anita Blessinger spoke to her discreetly about my case. After that conversation, Jocelyn Penske agreed to participate in my healing process and let me fuck her. She was a pleasant surprise to me. Even though she was more than old enough to be my mother, she was an open person, always good-natured, friendly, and smiley, albeit quite obese, with massive thighs, a wide ass, and huge tits. In addition, although she was well past the age of menopause, she still had a strong physical response to sexual stimulation. Her nipples and her eyelids swelled when I kissed her or played with her heavy breasts, and her cunt became still dripping wet. She loved that I stimulate her in that way. She said without shame that in recent years she had had less and less sex drive and that she had experienced almost no orgasms when having sex with men. She counted on Dr. Anita Blessinger to change that. I made that change for Jocelyn. Because I could keep fucking for a very long time, I managed to make her cum almost half of the time.

Maybe it's just an impression, but would Dr. Anita Blessinger have become jealous of Jocelyn Penske? Probably not, but it looked so. She started talking to me about "those cougars," those middle-aged women who look for younger men to get fucked for a fee. I don't know if she was talking about Jocelyn, but it could be. I didn't go into that. My psychosexual treatment with sexologist Blessinger was coming to an end. I said goodbye to Dr. Anita, and also to Jocelyn Penske. Jocelyn did ask me if we couldn't keep in touch. I had nothing against that.

From then on Jocelyn Penske called me a few times a week. Soon, we went together to a motel or a rendezvous house to fuck again, usually halfway between Tungerine and Hazelstead. She didn't call me by my name, but she always said "Pim the Bumser". Jocelyn was of German descent. A penis, she called it "pimmel", and she just abbreviated that word. “Bumsen” means “fuck”. I was her fucker… Anyway, I liked that name, and it kind of stuck with me. She always called me her "favorite fucker". I deduced that she also let other men fuck her. I didn't care as long as Jocelyn and I enjoyed our fucks.

"Let's get topsy-turvy." Those were Jocelyn's first words after we got undressed to have sex. She positioned herself upside down on the edge of the bed. I had to lie down on her and lick and suck her clitoris, while she put my “pimmel” in her mouth and spoiled it with her tongue. Not for long, though, because Jocelyn wouldn’t get an orgasm so quickly, and neither did I… So, after the “topsy-turvy”, we fucked the traditional way, in the beginning mostly in the missionary position.

Jocelyn and I had enjoyable sex together. That's why I didn't go to the Zulu Bar on the corner of Campine Road in Hazelstead as often on Friday evenings to find a girl there to get into her panties. Instead, I drove my father's van to Eggertingue, a hamlet that belongs to Elderberrymill. There, I had an appointment with Jocelyn Penske at the “Pussy Dance Inn”. It was a converted farm where they rented rooms by the hour to lovers and adulterous men and women.

Jocelyn was a lovely woman to fuck no matter her age. She was also generous on such an evening. She had a bottle of Taittinger Premier Cru champagne brought to the room she had rented for us. But she was not only generous, she was also as hot as a glowing coal stove. No sooner had we each had a glass of champagne than she wanted us to get into bed together and start with the “topsy-turvy”.

“Fuck me nice and slow,” she said the first time we were together at the Pussy Dance Inn. "We're alone, and that sexologist Blessinger can't spy on us now."

I didn't have to go through a lot of effort to get Jocelyn in the right mood after the topsy-turvy. I caressed her massive breasts for a few minutes, I kissed her on the neck and on her ears, and she was ready to be fucked. I did it slowly and intensely, as she had asked me. Every once in a while, I would stop going back and forth in her pussy with my dick, and let her catch her breath before continuing to fuck her. I haven't timed it, of course, but it took, I guess, a little less than ten minutes before we came almost at the same time. When that had happened, we drank another glass of champagne. I tried to take the opportunity to learn more about Jocelyn, but I couldn't. Either she laughed off my question as she played with my balls and tugged at my flaccid cock, or she gave me an answer so vague I could go anywhere with it.

After less than an hour, it was time again: her squirming with my genitals made my cock stand up straight again, and gratefully Jocelyn took the opportunity to crawl on top of me and ride me. She was a real specialist in the matter: she knew exactly how to rub her clit against the hard stem of my penis, and how to curve her lower body to best press my glans against her G-point. This time, it took a little longer for her to orgasm, but she was no less satisfied than the first time I fucked her that night.

Around half past one in the morning, we said goodbye in the Pussy Dance Inn and each went his own way, Jocelyn to Tungerine and I to Hazelstead. When I got back home, I found in my trouser pocket a thousand francs note. How Jocelyn had put that in unseen was a mystery to me…

At home, I didn't dare say a word to my parents about my relationship with Jocelyn Penske. Not that my parents were very religious or anything, or had strong moral principles. That was not the case. However, they were victims, like many people at that time, of the strict moral principles the church had prescribed. If people just found out that their teenage son was having sex with an older woman! The shame would be too great… My mother in particular attached great importance to our good reputation. That was less true for my father, but still… For the good running of his business, he couldn’t afford to have people know that his son, who was less than twenty years old, had sexual relations with a woman who was more than thirty years older…

But it was very difficult to keep silent about what happened to me. I hesitated for a long time, but then I confided in my sister Florence.

"You didn't tell me anything about that treatment by a sexologist!" my sister said reproachfully. “I think that's sneaky of you, Andrew. The last time you had that problem with Cathy Thompson, you immediately told me everything. Why not now?”

I didn't like to answer my sister. I didn't even dare tell her that Jocelyn called me "Pim the Bumser". But I had to answer Flo's question:

“Because I was ashamed that I came too soon again, I didn't like to tell you that. And also because I have sex with a woman who is more than twice my age…”

"Are you okay with her?" asked Flo. “And may I ask you an immodest question? Does she use a lubricant when you have sex with her? At her age, that would be normal. Then a woman's vagina usually no longer gets wet, even if she is sexually stimulated.”

“No, Flo, that's no problem with Jocelyn. She doesn't even need a lot of foreplay to get wet between her legs. It surprised me a bit the first time.”

“All the better if things can be as natural as possible between the two of you,” Florence said. “Your friend is probably following the hormonal treatment that some gynecologists recommend to women going through menopause. This treatment seems to keep the genitals in a woman young and is also beneficial for the rest of the body. The skin also stays tighter for longer… The disadvantage is that a woman gains weight during this treatment, but yes, your girlfriend will take it as it comes, I suspect.”

“Yes, she feels good the way she is,” I said, and I was honest with Florence: “Flo, I'm fine with her, better than with a lot of the younger girls who…”

"Look, Andrew, you don't have to give me any further explanation." Florence interrupted me. “Love knows no age. If you're both happy together, I don't see what's wrong with your relationship with Jocelyn Penske. I advise you not to talk about it with anyone else, you will understand that…”

Love? Florence was wrong about that. I wasn't in love with that older woman. I had become attached to Jocelyn Penske in a strange way. Despite her age, she was a wonderful woman. She was incredibly sweet to me, and she went out of her way to let me enjoy her body to the fullest. When I was moving my cock up and down inside her cunt, she knew how to choose the right moment to pull the wall of her love tunnel together. Jocelyn had apparently practiced that special technique. Jesus! How good it was when she clamped my dick in a vice with her contracting cunt muscles… Sometimes, I had to make her stop doing that, otherwise, I would spray my sperm way too early into her fuck crack. But Jocelyn was great, she was so generous... She often wouldn't listen to me. She kept squeezing my cock with her cunt muscles until I cum inside her. Apparently, she didn't have an orgasm herself...

The money she put in my hands was incidental. Jocelyn Penske regularly handed me a banknote. In the beginning, I found it really annoying that she came up with money. I was terrified that my parents would find that out. Fucking an older woman and making her pay for it? My father might be furious if he got to hear that, and beat the luscious devils out of me… I told Jocelyn that after we had had sex in a rented room at the Winter Garden Hotel at Shortbe and she put a thousand francs in my hands again. She laughed at me. I shouldn't be afraid of my father, she said, because he wouldn't have been a saint in his youth either. And money was no problem for her, she had lots of it…

Now, it must be said, most of the older women who later turned to me at Jocelyn Penske’s advice to give them a good fuck didn't have any money issues either...

© Robur Quercus 2022