Heather at School (OWWH 5)
Copyright© 2025 by CW
Chapter 5
BDSM Sex Story: Chapter 5 - 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
Jess opened the classroom door and knocked on it to get the professor’s attention. “Excuse me, Professor...?” Jess asked.
“Martins, Tom Martins,” the man said from his desk. “Please, come in.” He gestured toward the front of his desk.
Jess did, closing the door behind her. Then she reached back and discretely turned the latch to lock the door.
“How can I help you, Miss?” he asked politely. If he’d seen her lock the door, he gave no indication.
Jess guessed him to be late 50s. She wasn’t particularly into (much) older men but he was decent looking - rugged facial features and just enough gray in his hair to give him that George Clooney look. She could only see him from his chest up but it was clear he was very fit, his plaid button-down shirt just tight enough to accent his abs.
“Hi,” Jess began. “I’m not a student of yours but I’ve admired your work for a while.” A total lie, obviously, but who cares? “And admired you as well...”
Jess walked slowly behind his desk and he rolled his desk chair out to turn toward her. He seemed oblivious to what was happening until she sat on the chair’s arm. It was a flimsy chair so she had to be careful not to send both of them to the floor.
She glanced down to see if he was wearing a wedding ring, and fortunately he wasn’t. She wasn’t sure what she’d have done if he had one; she really wasn’t the home-wrecker type. But she also wasn’t one to back out of a dare. Or favor. Or bet. Or whatever you want to call it.
She caught him stealing a glance down her shirt and she smiled. She reached around and ran a hand through his hair, brushing his ear in the process.
“Uh, thank you,” he stammered. “And, uh, how can I help you?”
“Oh,” Jess responded. “We’ll worry about that part later. Right now, I’m just looking to help you.”
Her hand left his hair and she traced a line down the front of his chest; then she leaned over and lightly kissed his ear.
“I, I don’t think...” he started to say without much conviction. It might as well have been permission as far as Jess was concerned.
Sliding off the arm, Jess dropped down between his legs and rolled him out from the desk fully. On her knees, she undid the buttons on his shirt slowly and methodically.
She was surprised to see that he was even better built under the shirt than she’d suspected.
“My, you are very fit,” she commented. It wasn’t just flattery, she was genuinely impressed. She opened his shirt, pulling it out from where it was tucked into his slacks and felt his rock-hard abs as she rested her palms against his chest.
“Thank you,” he said softly. “I’ve been working out since my divorce last year.” So he was single. That made her feel much better.
Her nails raked down his chest until she reached his waist-band. He sat frozen as she undid first his belt, then the button holding his pants closed, followed by opening his zipper...
He lifted up his hips as she tugged at the pants, wiggling them down his legs until they hit the floor. He was left sitting in his tighty-whiteys.
“If you’re getting back onto the market,” Jess said, staring at the bulge in his underwear. “You need to buy some nicer underwear before you take anyone else on a date. Try Calvin Klein or Tommy Hilfiger.” He nodded dumbly.
She moved to her own blouse, undoing the rest of the buttons until her boobs popped free. She took his hands by the wrists and placed them on her ample rack. Despite his shock, he felt her up, feeling her hard nipples.
“Do you approve?” she asked with a coy smile.
“Yes ... you’re beautiful,” he replied dreamily.
She returned her fingers to his underwear band, letting him leave his hands on her tits. Again, he raised himself up off the chair enough to let her peel the underwear down.
His erection popped free and bounced up and down a few times in front of her eyes. She gasped. His rod was easily eight inches. Not the biggest she’d ever taken, but close enough to be unexpected.
After she recovered from the surprise, she smiled up at him as she wrapped a fist around his member.
“Well, well, well,” she said. “What do we have here?”
She kissed the engorged cock head with her eyes raised up at him, fist still wrapped around the shaft. His member jerked in response. She held his balls in her other hand. He wasn’t shaved but she hadn’t thought he would be, though he was even hairier and more unkempt down there than she expected.
She tugged a little bit of his pubes and rolled the hair in her fingers. “You should also consider doing a little manscaping down here. I prefer my husband bald but you should at least trim this forest a little. It makes you look larger too, not that you need any help there.”
“How long has it been?” Jess asked. She didn’t need to elaborate on what “it” was.
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