Heather at School (OWWH 5)
Copyright© 2025 by CW
Chapter 10
BDSM Sex Story: Chapter 10 - Jess, Aaron, and Heather return as Heather goes off to college.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Coercion Consensual NonConsensual Lesbian BiSexual Fiction BDSM FemaleDom Humiliation Light Bond Spanking Group Sex Anal Sex Exhibitionism Masturbation Oral Sex Pegging Sex Toys Public Sex
A different guy stepped forward.
“Can I have a turn?” he asked Nancy. Nancy gestured to the table. “Sure,” she said. “Be my guest.” As if Jess somehow belonged to her...
The guy was skinny and young, wearing glasses and a flannel shirt. I’m sure he must have been a student there but his baby-features made him look like a high-school freshman. He looked over the table and picked up one of the clothes pins.
Meanwhile, another girl - average build, ridiculous hair spiked half-way to the moon, and way, way too much make-up - approached my side of the exhibit. I never got her name so we’ll call her Clown-face.
Baby-face ran his finger back and forth along Jess’ slit a few times before taking one lip between his thumb and index finger. With the other hand, he clipped the clothes pin on it. The feeling was enough to make Jess jump (at least as much as the straps would allow) and cry out “Ooo!”
Baby-face looked at the pin swaying back and forth from her pussy lip and smiled. He tapped it with his finger to give it another swing before he picked up a second one and repeated the process on Jess’ other lip. Now ready for it, Jess didn’t react to that one. Disappointed, he gave both pins a tug, pulling Jess’ lips down and apart and making her cry out again. That seemed to satisfy him. I saw Heather watching him like a hawk, eyes narrowed, to make sure things didn’t get out of hand.
Clown-face picked up the dildo from my table and knelt down in front of me. She stared at my trapped erection and flicked it with her finger, smiling as it bobbed up and down. Then she reached under me and I could no longer see what she was doing but that didn’t matter - it was obvious what was happening as I felt her hands spreading my ass cheeks further than they already were. Then I felt the fake-head of the fake-cock pressing against my hole.
Baby-face turned his attention to Jess’ butt plug. He gave it a few tugs, then started rotating it inside Jess, as if he was unscrewing the cap on a jar. “Mmmmm,” I heard her moan. Whether from pleasure or discomfort, I’m not sure.
There were two more clothes pins on the table so Baby-face picked those up and added them to the other two on my wife’s pussy.
Clown-face didn’t make any attempt at being gentle - I guess that serves me right for calling her clown-face even if she didn’t know it. Fortunately the dildo, like Jess’ butt plug, had been well lubed, along with my ass. Plus, the dildo was an average size so it slid in easily all the way to the base. The force was still enough to cause me to exhale loudly, which amused Clown-face.
Clown-face let go of the dildo only to be surprised that it immediately started sliding back out. Due to my upright position and all the lubricant, the dildo would not stay lodged inside me. So she decided to fuck me with it instead, working it in and out hard, her knuckles bottoming out on my ass cheek with each thrust. Each time it was fully inserted I’d lift up a fraction of an inch off the seat and grunt.
Baby-face was still working on my wife. He’d taken two fingers and jammed them into Jess’ pussy, sawing them in and out while idly playing with the clothes pins. Jess was dripping wet - even from where I was seated I could see the small puddle that had formed below her - and his fingers weren’t big enough to have much effect on her but fiddling with the clothes pins did. I could see her wince each time they were manipulated.
Clown-face wasn’t happy just fucking me, so with her other hand she decided to torment my cock. She alternately flicked my cock head - hard - and tapped my balls with her hand. The feeling in my ass would have been nice if not for the intervals of pain in my dick distracting me.
Baby-face withdrew his fingers from Jess. Reaching under, he found her clit and pressed on it. He was rewarded with a moan from the older girl in front of him.
Clown-face went overboard when she twisted my ball sack causing a cry of genuine pain from me and that’s when Heather stepped in.
“K, chick, that’ll be enough. Back off. Now,” she said. Her tone was unmistakable and effective. Clown-face released her grip on the dildo which immediately slid out of my ass to the floor. She ignored it, stood up, and disappeared into the crowd. Heather picked up the dildo, cleaned it with some baby wipes she had set aside, and relubed it before returning it to the table.
Jess was rocking back and forth as Baby-face strummed her clit.
“I wish that was me,” some girl in the crowd said. Others laughed.
An older woman stepped toward me. She had a Lynyrd Skynyrd t-shirt on above jeans that had those fake rips that are all the rage for girls in high school. She also had a purple highlight through her hair. She had to be over forty but age is just a number, right? She looked too old to be a student but didn’t seem to be dressed like a faculty member either.
She immediately picked the dildo back up and dropped in front of me. She was shorter than Clown-face so she had to wrap her arm around my leg as she reached back to insert the dildo into me. Unlike Clown-face, she was gentle and eased it in, though she still bottomed it out inside me. She worked it in and out a few times, then used the hand of the arm around my leg to grab my shaft. She gave a couple of tugs before stopping.
“Can someone give me a squirt of lube?” she asked no one in particular. Heather obliged, picking up the bottle of Astro-glide and squirting it into her outstretched hand.
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