Summer at Pond Cove – Chapter 02

In Chapter One, Walter met his summer neighbors at Pond Cove, a secluded area surrounded by a government nature preserve. By the end of the day, he had lost his clothes, his pride, and his virginity.

In Chapter Two, Walter continues telling the story of his Summer at Pond Cove. He finds out for certain that he is a pain slut, and is officially given the name of “weird worm” at the feet of his new Mistress… Mistress Gloria.

This story stands on its own, but may make a little more sense if you have read Chapter One.

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WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life.

If you are under the age or 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or tribal territory that prohibits the reading of acts depicted in these stories, please stop reading immediately and move to somewhere that exists in the twenty-first century.

Archiving and reposting of this story is permitted, but only if acknowledgment of copyright and statement of limitation of use is included with the article. This story is copyright (c) 2018 by The Technician.

Individual readers may archive and/or print single copies of this story for personal, non-commercial use. Production of multiple copies of this story on paper, disk, or other fixed format is expressly forbidden.

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I don’t know how I ended up being a twenty-three year old virgin. It wasn’t that I didn’t try to lose my virginity. It was just that every try ended up in disaster. To use the old baseball analogy, somewhere between first and second base I always got tagged out… or fell… or just turned and ran for the dugout.

I had several different fantasies about what my first time would be like. Some of those fantasies had me seducing a voluptuous movie star. Some had me taking one of my nice looking college classmates to an expensive dinner and then back to my bed. And some of those fantasies were really weird… I won’t talk about them. But even my weirdest fantasy was not as weird as the reality of being on a blanket with three young, beautiful, naked, submissive girls while three powerful Mistresses sat around us and watched and made lewd comments.

I guess I should say I was with one submissive– and very beautiful– girl on one side of the blanket while two other submissive girls made love on the other half of the blanket. Under any other circumstances, I might have watched cheryl and puddy tat take each other to orgasm.

Actually, I almost did. Cheryl was on top of puddy tat in a scissors position and was frantically rubbing her crotch against puddy tat’s. Her black body was slick with sweat. So was puddy tat’s paler body as they gyrated madly against each other. They were just starting to grunt and moan in earnest when holly reached up and turned my head so that I was looking at her.

“Are you going to watch or fuck?” she asked with a grin.

Holly is truly beautiful. As I looked down at her, her flaming red hair, very pale skin, and emerald green eyes perfectly framed the red lips which were forming a magnificent smile as she looked up at me.

I looked down at her and said, “Uh…..”

How could I tell her that I really didn’t know what to do?

Oh, I knew in general. I knew that my prick went in her cunt. I knew that I should be between her legs– or perhaps behind her. I’d seen some porn videos– OK, I’d seen a lot of porn videos– but just because it’s on the internet doesn’t mean it’s what you should do. Besides, I know that a lot of what they do in those videos is so the camera can see, not for enjoyment.

Holly giggled. “You really are a virgin, aren’t you?” she said with her constant smile.

I nodded and she said softly. “Normally, you should spend some time stroking my skin, slowly stripping off all my clothes, and getting me all turned on, but I’m already naked and very, very wet, so we should get right to it.”

Looking up at Mistress Gloria she added, “Besides, we don’t have much time.”

She reached out and positioned my body between her legs. “Put your hands on the ground on either side of my breasts.” she instructed. “Then move forward so your prick just touches my labia.”

I didn’t move and she added, “That’s my pussy lips.”

I did as she had instructed and felt the tip of Little Bill touch her moist slit.

“Now push in slowly,” she ordered.

I did, but Little Bill just slid down toward the ground.

“Let me put it in position,” she said and reached down to adjust where my prick was. “Sometimes it has to be between my outer lips or it won’t go in.”

“As you get better at this,” she added, “you can reach down yourself if you have to.”

I felt her hand on my prick and then I felt it slide into her slit… and keep sliding in. I had fantasized about fucking a beautiful girl– and had even had a few wet dreams– but my fantasies were never anything like this. I felt like I was inside a warm glove or tunnel. And that tunnel was thrusting up and down on my prick.

My mind was brought back to what I was doing when holly grunted out loudly, “Match my movements, walter.”

I did, and suddenly the sensations became even more intense. As we moved away from each other, it was like she was tightening up on me and pulling on my prick– almost like she was trying to milk me.

Both of us were starting to move pretty fast and I could hear the smack of us slamming into each other as we thrust forward. After a few minutes, I could feel cum starting to boil up in my balls. I wasn’t going to be able to last much longer.

“I’m… going… to… cum,” I grunted out in time with my thrusts.

Holly looked up at me and grunted back, “Three… two… one… NOW!”

I felt like my entire being spurted out into holly’s womb. I know I yelled a little bit as my body shuddered and became very stiff. Holly, meanwhile, screamed out really loud and pulled me down on top of herself. She wrapped her legs around my back and crossed her ankles to lock me in place. Once I collapsed against her body, she wrapped her arms tightly around my chest and squeezed even more tightly.

Holly continued to shake and scream and pull herself tightly against me. It was to the point that I was almost having trouble breathing when she sighed and then slowly relaxed and lowered her arms and legs to the blanket.

She looked into my eyes and murmured softly, “So, how was your first time?”

In response, I just sort of grinned at her. Then I said, “I’ve never felt like that before.”

She laughed a little and replied, “Neither have I, and this wasn’t my first time.”

She grinned at me again and said, “Maybe we are meant for each other.”

“Or maybe,” Mistress Gloria said loudly, “you were both meant for me.