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Queen Carolyn and the Jack of Heats part 1

Posted: Mon Aug 05, 2024 4:25 pm
by itsnotunusual00
TAGS:
• CFNM
• ENM
• Femdom
• BDSM
• Humiliation
• Embarrassment
• Non-consensual
• Anal
• Toys
• Supervised Masturbation
• Tickling
• Spanking

This is a fictionalized account of a true story, written in the style of a short story. I realize a lot of people suggest their stories are true when they offer them up to blobs and websites. I suspect as we all may do , that many are not. However, in this case it really is.
Clearly, the dialog presented in this story is not a verbatim account of what was said. I did not keep a diary of these events, nor I did not record the accounts. Rather, the dialog is more directional than spot-on accurate. My objective is to use the dialog as a tool to help the reader visualize my written words as well as the story’s events.

These events sort of launched my interest in the tags noted above, especially CFNM. I have had other experiences since, which I may write about in the future, but this was my first.

The account takes place in Manhattan NYC, mostly on the upper east side, in proximity to an apartment where I once lived. It is a two-person story of events that took place 10 years ago.

Carolyn is the name of the protagonist if you will.

At the time of the story, she is in her mid-20’s , well over 6 feet tall, with a simmer’s buile.. She is a professional athlete (I will not mention the sport( and she is professional, bright and articulate. She comes from a privileged well-to-do family who have been in the Investment Banking industry for generations.

I am in my mid-30’s, attractive and in very good shape. Although I am only 5’6 I have a sort of gymnast body. I am not really strong but I am lean and have good muscle definition. Phave referred to me as a body builder, I do work out da lot although I really do not consider myself to be one. I too have a successful career in banking, although I do not have the pedigree Julie’s family possesses. In fact, I come from blue collar stock and was the first person in my family to attend college

It had been six months since my breakup with Rachel and I was feeling a mix of emotions. On one hand, I was upset that the relationship ended. I recognized that eventually, things were better for the both of us this way. Rachel was, and probably still is, a very pretty girl. But she is also a very fiery one, and we found ourselves fighting constantly.

On the other hand, Rachel was fiery in many ways. Let’s just say she was not an inhibited girl.

Still, I was beginning to see where the demise of our relationship might have some benefits. I was a pretty good-looking guy; a catch so I was told, successful, short, but in shape and attractive and successful. I was free to pursue other relationships or other interests if I so chose. And I was no longer accountable to anyone. After 6 months of being alone, I was off everyone’s radar screen. All of which allowed me the freedom to pursue heretofore unexplored interests in CFNM, OTK spanking, tickling, supervised masturbation, and even anal play.

At this point, I was not really interested in meeting anyone, but I did miss having social interactions with the opposite sex. I became aware of a company (whose name will not be mentioned) that provided on-line dating services for those choosing alternative lifestyles. I decided to try it. I wrote a description of myself and my interests with a new email address I made up for myself and posted some recent pics making sure to include a set of nudes in the private section. I then waited to see what would happen.
\
I signed on every evening for over a week, checking my mailbox, and while keeping the instant messenger box open in the background as I went about my daily tasks. One day, at about 2AM the app ringer notification went off meaning someone was attempting to IM me. Having already gone to sleep, I considered ignoring it, but this was my very first message, and I did not want to miss it. Plus, my PC was right on my dresser, and the remote keyboard was right by my bed.\

I opened the IM and was the following message from PlayfulGrl

“Hi, can I see your private pictures please?”

Still groggy I cleverly responded “HI”

“Let me see your private pictures” She replied

Well, this was a dilemma I thought. I knew someday this might happen, but now that the day is here, what am I going to do? I felt very odd and displaced by her. Or at least I hoped it was a her. But I also felt a certain unmistakable thrill.

After thinking a moment, I realized there was no risk and no choice to showing her. I had blurred out my face in the on-line phots and was thus operating completely anonymously. Also I was no longer involved and no longer accountable to anyone, and hell, this is why I signed up.
So, I went into my site locations and enabled her to look at my nude pics.

I waited a good 10 minutes or so for her reply. Finally, after getting none, I went back to bed thinking this would be the last I would hear from her tonight. Just as I tucked myself in the notification ringer went off again. This time she wrote:

“Nice Pics! You have a hot body, and a cute ass. Anymore pics like these?”

“No” I typed, just those”
“hmmm….. feel like doing a little on-line modelling for me?” I read.\

Now that through me for a loop. Things just felt like they were moving a bit too fast. It kind of gave me a knot in my stomach. But to be honest about it, as anxious as I was, I was also intrigued

“ Oh, I don’t know” I responded. “it’s kind of late”

“Check out your email” she responded.

I saw that I received a message from PlyGrl@oursite.com. The email had a link.

The IM notification rang again
\
“Come on. ACCESS THE LINK NOW!!!!”\

Well, that was rude, I thought. But it DID get my attention.

I decided to click on the link which took me to a video call tool. I launched the tool and saw there was a message for me. I clicked on it and heard her speak for the first time.

“ Turn your camera on.”

Well, he we go, I thought

I turned on the light behind my PC monitor and then the camera

“Well, there you are!” she said, “all cute with your messy bed-head hair”

“Are you going to turn on your camera?” I asked

“No” She said, then added” why don’t you take your bed clothes off?”

“ Oh, I don’t know….” I responded

“I SAID TAKE THEM OFF NOW!! Let’s do pants and underwear first. Pull them both down at once!

I was wearing a cotton football Jersey that hung down to my thighs and sweatpants. Sheepishly pulled my sweatpants down to my ankles and began to step out of them.

“LEAVE THEM THERE” she said before adding “It’s time for some posing. Now, face the cam.

That implicit threat sent a chill down my spine. I decided to go along.

She had me go through a series of poses, wearing only my jersey which laid to my thighs, and covered my groin and behind, with my pants and underwear down around my ankles. At least nothing showed. But I felt ridiculous… as if I were wearing a short dress on top with my pants still down around my ankles.

This went on for about 10 minutes or so than she said:

“Ok, sweetie, it’s showtime!! Face away from the camera and take the tee shirt off. Let’s take a look at the butt first!!”
At this point I was going through a range of emotions. It was no more than an hour ago when I was lying in bed and trying to go to sleep. Now here it was, 4:15 AM and my world was suddenly on fire. I was feeling a lot of anxiety and stress. Or was it adrenaline? I had to admit, being excited. In fact, more than excited, I was very clearly aroused.

Besides, as she said, it was late to back out now. I took a deep breath and slowly slipped the shirt over my head.
“CUTE BUNS” I heard her say. “Now kneel on the bed, back facing and legs spread while slowly moving your body down to the doggy position.
I did as I was told

“Sweet. Now slowly lower your upper body so your forehead touches the pillow, and you are leaning on your forearms"
Once again I complied

“What a sweet little asshole you have. And I love looking at your asshole and the back of your balls. Most girls are disgusted by that, but I think it so cool to know something about another person’s most private area. You have nothing left to hide. Well, not yet but soon.. Get back up on your knees and face the cam.”

Until this point, I was able to hide my hardon from her by not facing the camera. But the gig was up, so to say. It was showtime indeed.

“Look at you!! Is that for ME?? It is!! You look as hard as a purple chisel. Don’t you have a girlfriend ? she asked

“Not presently,” I replied. I was involved in a sincere relationship until about 6 months ago, but that ended.

“When was the last time you came” she asked I hesitated. ‘I ASKED YOU A QUESTION ANSWER ME!!

“ A few days ago,”

"Did you get laid?”

“No” I said

“So, you masturbated?”

“…. Yyes…” I said

“Hah-ha” she said giggling.

“Nice body grooming too! Do you shave your body hair?

“ Umm, yes I do… sometimes

I heard her giggle a bit again. She then said “Show me how you masturbate. I want to see you play with yourself. Right now. On cam”

“ I don’t know that I can do that” I responded

“By the looks of things, you certainly CAN. I CAN SEE You like taking orders from strong women, so do as you are told ?. She responded. “ Do you use lube”
“Yes” I said
She almost whispered “OK honey. Be a good boy and lie back on the bed, close your eyes, lube your dick, and play with yourself. Do it for me. Let me see how you do it.”

For the first time that evening, a calm fell over me. I really can’t really explain it, but something in her tone and words lifted my anxiety. I just wanted to please her.

I laid back with my back against the headboard and my legs splayed on the bed. I spread some lube on my hand, then slowly on my dick. I began stroking.

“umm…. I can see everything very clearly now. That’s right. There we go. Come on, it alright. Its just you and me.. no one else is here and I want you to. Let me watch you stroke your dick just relax and let it happen. It’s OK”

“ UGHHHH….. I am going to cummm….

“Are you a messy boy?? Are you going to make a big mess for me??

“Yes…. Yes I am”

“ Come on messy boy. Let’s see it. Drain yourself for me… I want to see it all

That is all it took. My stream went a good 4 feet in the air.

“Come one….all of it” I heard her say, and another stream flew up in the air, and back toward the bed. Then a 4th and 5th
I kept my eyes closed for just a minute trying to recover. My legs felt so weak.

I looked back up on the screen, she was no longer there.

Finally, I was spent wondering if that was the end of it, or if I would ever hear from her again.
The answer to that question would come the very next day.