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Chapter 36
by
Artican
What does Jen choose for Sonya?
Jen chooses the strap-on
From the corner of her eye, Jennifer saw the black box be placed on the ground beside her. She pulled herself off the mat and lurched over into a sitting position so she could look inside. Picking through some of the smaller items, she found a bottle. “What’s this?”
“It’s lube,” Sonya explained.
“You use lube?” Jen asked in surprise. It never occurred to her that someone so young and healthy would need help getting wet.
“Oh, it’s very useful when playing with toys, it makes everything glide in smooth and silky,” Sonya told her with the enthusiasm that implied she had extensive personal experience with the substance. As the realization occurred to Jen, Sonya could only stand there, smiling and nodding.
“I see…” Jen replied, looking over the bottle before putting it aside. The box opened up even more with drawers folding outwards like a blooming flower showing more treasures underneath. If this was a flower though, it was less tulip and more black dahlia. The deeper Jen dug, the darker the contents became. In the inner folds of the box, she found lashes, paddles and harnesses. She looked at Sonya with a raised eyebrow. Sonya could only give a weak smile and shrug. All her kinks were coming out now. A shiver went down Jen’s spine thinking about what she could have been victim to had she lost the match.
Finally, Jen came across something she recognized. It was the same brand of strap-on that she had herself! Her eyes lit up as she said, “I know what to do with this thing!”
A nervous look grew on Sonya’s face as she watched her mistress stand up and slip on the harness and pick up the dildo that went with it. Showing confidence in her abilities with the toy made Jen look intimidating in the eyes of the wrestling submissive. She had expected Jen to be overwhelmed with the options and maybe pick something safe and pedestrian. Now, Sonya started to fidget anxiously.
“Something wrong?” Jen asked, noticing the other woman’s discomfort.
“You… seem to know a lot about that thing…” Sonya laughed nervously.
“Yeah, I’ve used it before!” Jen said proudly. She never would have thought this would be a point of pride to her or that she would willingly admit to it to another person though. She looked at Sonya, who was still visibly unsettled. “What’s wrong? I thought you were excited to be using these things.”
Sonya rubbed her shoulder and said, “Yeah… I was, but now that we’re here, it’s all becoming a bit real, you know?” She then admitted with a slight cringe, “Also, I was kind of expecting to be the one to win…”
Jen smirked, then stood a little bit taller. Even though she wasn’t sure if she could defeat the bigger and more athletic woman in the beginning, with her skill and training, she was able to overcome a major competitor today. She felt a boost of confidence in herself, but was also sensitive to Sonya’s insecurities. From the way the other girl was acting, Jen had the sense that Sonya’s experience with these toys might be similar to the amount of experience she had with submission wrestling matches.
“Don’t worry, I’ll take it slow,” she assured her.
Sonya gave her a demure smile and cast her eyes to the ground. She humbly waited, fidgeting with her fingers while her mistress finished her preparations. When ready, Jen turned to Sonya and said, “OK, let’s start!”
“OK…” Sonya gulped, awaiting instructions.
“Get on your hands and knees,” Jen ordered in a tranquil tone.
Sonya went down to the floor and stood like a table for Jen. She felt weird doing it and looked to Jen for reassurance. Jen smiled warmly and brushed Sonya’s hair. Sonya felt a quiver in her groin. Being treated like a dog seemed to push a button for her. She stood still, on her hands and knees like a good pup as her mistress gave her body a hands on inspection.
Jennifer was a little daunted by her task. She was in charge now and didn’t want to freak out her new friend by revealing that she didn’t know what she was doing. Sure, she knew how to use the strap-on, but that didn’t mean that she knew how to do it with Sonya! She’s only ever used one with Samantha and Sam was half the size of this sports athlete!
Jen placed her hand on Sonya’s back, marveling at how tall the woman was, even on her hands and knees. It was hard to imagine that she was in control of this more dominant looking female. Jen could feel the beats of her heart pick up as she ran her hand down the small of Sonya’s back and touched the athlete’s firm ass. It was so fit and toned! Sonya had the frame of a professional wrestler. Jen felt honored to be able to go one on one with her and even more amazed that she actually won!
Sonya let out a soft sigh. The soft, petite hand on her ass was making the fit blonde go crazy. She wanted to turn around and see what Jen was doing, but the other part of her was afraid of getting chastised again. She wanted to be obedient to her new mistress and make her happy. After all, she did beat her fair and square. As the loser, Sonya wanted to honor the match and give the winner her proper rewards, which in her mind was a fully submissive girl to fulfill her every want and desire.
Jen’s hand wrapped around and caressed Sonya from below. She gasped and sighed, physically trembling at the feel of Jen’s fingers sinking between the nooks of her labia.
“Ahh….” she moaned.
Jen’s heart was pounding. Putting her hands on Sonya’s pussy with no push back was proof enough for her that she had full reigns over her submissive. She stroked her strapped on appendage with a nervous energy. She was going to get to use this cock on her new prize and it filled her with excitement!
Jennifer warmed Sonya up even more for the main event, sliding her fingers inside the larger woman’s entrance. Soon, her fingers were coated with a layer of Sonya’s juices. This reminded her of the lube. She removed her fingers, to Sonya’s disappointment, and picked up the bottle. Sonya could now see her from this vantagepoint and watched as Jen opened the lube, squeezed its contents over the shiny black cock dangling from Jen’s crotch, then proceeded to rub the lubricant over the entire surface of the fake cock.
From there, Sonya lost sight of her mistress, who went back behind her. A moment later, she felt something press up against her snatch! She shivered with anticipation as the slippery object glided up and down her slit, spreading its slippery lube over her pussy lips. As it slid, she wanted to back herself into it, but remained obediently still for her mistress.
Thankfully, she didn’t have to wait long to experience the length of the object inside of her. Jen pressed the dildo in, slow and smooth. Sonya dropped to the mat, panting with excitement as she felt the cock gradually inch into her swollen pussy. She trembled as her walls hugged around it, feeling it snake in deeper and deeper. She dared to look back at Jen who stared in awe of what she was doing to the prone jock. They made eye contact and the expression of glee started to grow on Jen’s face which only got Sonya even more excited. Things were about to pick up!
How do things go with the strap on?
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Women's Submission Wrestling
A shy girl's entry into underground sex wrestling
A shy girl discovers the secret world of Women’s Submission Wrestling, WSW, an underground wrestling organization where the points are scored by stripping and taking sexual advantage of your opponent with the victor of the match taking the loser as her prize. Learning that the league is recruiting, the girl tries her hand at the clandestine erotic sport.
Updated on Jun 13, 2026
by Artican
Created on Mar 29, 2022
by Artican
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