“So, what do we do now? You have a choice, Jon. I’d be happy to have dinner with you right now,” she started, loving the smile that crept over his face. “Or we can go to my house where I can take these pants down and give this naughty bottom of yours the spanking it deserves?”
“Oh my God, Miss Maggie! Really?”
“Before you agree, you need to know that it will be much harder and quickly progress to your bare bottom!” she warned, but noted he didn’t seem to take it as such. “Since I haven’t done this in quite a while, I may get carried away, so it may be wise for you to have a safeword.”
“Oh, Miss Maggie! Please get carried away!” he pleaded genuinely, getting a chuckle out of Maggie.
“We’ll see, but we’d better get going. You leave first and meet me in the parking lot, okay?” she said, happily surprised when he put his hand on her cheek and kissed her tenderly. “That was nice, Jon,” she said, getting up and stroking his cheek before heading for the door.
She undid the bolt and cracked the door open, peering outside to see if anyone was about. She motioned him out, whispering, “I’ll be there in about ten minutes.”
Jon left and tried to walk casually to the parking lot, but anyone seeing him furtively exit the schoolhouse and walk with a decided spring in his step would put two and two together and assume something mischievous had happened inside, but they’d never guess what. He was happy beyond words for what had already taken place and could barely imagine what it would be like to be back across her knee with his pants down.
Maggie congratulated herself on her handling of what she hoped was just the beginning of something she’d missed so much. She didn’t care that he was probably some ten years her senior. It didn’t show in any meaningful way, and certainly not when she had him over her knee.
She grabbed her handbag and the visitor tracking sheet where she reported the number of visitors she had in each of the ten sessions she had today and headed to the Welcome Center.
“Hey, Liz!” she said as she entered the office. “Here’s today’s count. I had two groups asking about school discipline today!”
“That’s unusual, isn’t it?”
“Yeah, and the second one, an elderly woman, was a little more descriptive with her question, quoting her grandmother who claimed to have experienced such discipline.” She told Liz how she’d answered the question, and Liz praised her for handling it so tactfully.
Maggie walked quickly to the parking lot and was pleasantly surprised by the warm feeling she got just seeing Jon standing there waiting for her. He offered her his arm, and she took it, appreciating the gentlemanly gesture, especially considering she’d soon have him once again, over her knee, this time with a bare bottom for the spanking they both craved.
Jon followed Maggie to her home, both nervously anticipating what was to come. Maggie wanted to be sure to give him a memorable experience he’d wish to repeat – often, while still getting her pleasure from it. Jon, too, was already hoping it wasn’t a one-time event, but his anticipation was flavored with the comfort of knowing that this was not the unrealistic delusion he sometimes accused himself of having.
Maggie led him into her small home, pointed out the second bathroom in case he wanted to use it, and disappeared into her own. Entering the short hallway leading to the living area, she met him as he was exiting the bathroom. She wanted to pick up right where they’d left off and took his wrist, leading him to the dining room table.
“I think you know, Jonathan, that the punishment you received in the schoolroom was woefully inadequate to correct your bad behavior,” she said as she moved a chair to an open area and sat.
“Yes, Miss Maggie. I’m sorry!” he replied while moving to stand before her.
“No need to apologize,” she started as she reached for his belt. “It’s not your fault I didn’t spank you hard enough – or long enough – but I’m going to correct that now, and these need to come down,” she added as she opened his slacks. “Take them off!” she said more strongly once the zipper came down. “The shirt too!”
He jumped to the task and tossed the pants aside, putting a hand over the erection that had returned as soon as she’d started speaking, while he opened his shirt with the other hand. He moved to her side of his own accord, although she’d taken his wrist again to guide him there.
“Get over my knee, Jonathan!” she said in the strongest voice yet. “I’m surprised I have to tell you again!” She’d pulled her dress up again, and he moaned softly at the feel of her sexy stockings against his stomach and thighs. “You’ve already got a rather difficult spanking coming, young man, but it could get quite a bit more severe if I have to tell you every little thing,” she scolded.
She could feel what appeared to be an impressive erection twitching against her thighs as she rubbed his cheeks through his briefs, but hadn’t decided whether to put it to use yet. Her arousal was such that she definitely wanted some sort of personal attention afterward, but it didn’t have to be fucking – yet.
“Oh!” he cried with the first smacks to each cheek, the feeling of her hand decidedly sharper without the protection of his pants. A few more left him impatient for feeling the flesh of her hand on the bare flesh of his bottom. After a barrage of firm spanks, he realized he hadn’t given her the safeword, but on the drive to her house, he’d promised himself not to use it anyway. He wanted the experience of being powerless to affect the spanking he’d waited so long to receive; never knowing how, or if, he’d be able to take it.
In a way, Maggie liked that he wasn’t complaining about the pain. It left room to escalate, but she wanted to get to the point where it was at least uncomfortable for him, maybe even begging her to stop, but without a safeword, she’d have to progress carefully and hopefully be able to tell the difference between role-playing and limits he didn’t want to be pushed past.
After several series of roughly two or three dozen spanks each, mostly to alternating cheeks, she wanted the final thrill of having a naked, unprotected bottom to spank, and she already knew that Jon’s acceptance of it would be so much better than the wimpy Evan.
“You realize that we’ve only just begun, Jonathan, and you need to feel the rest on your bare bottom!” she said, already hooking her fingers into the elastic and slowly drawing them down.
“Yes! Yes, Miss Maggie! I deserve it! Spank me on my bare bottom!” he pleaded, lifting his hips to let her pull them all the way down.
She left his briefs just above his knees, her hands returning to the nicely colored cheeks that looked and felt warm to the touch. She could feel her own arousal rising further as the scene was playing out as close to her fantasy as could be expected. He showed just enough of a submissive side for her to enjoy the power she held over him, but not so much that she no longer respected him as a grown man.
“Mmm, nice and warm, Jonathan! But I think I should WARN you,” she said, punctuating the word with a sharp spank to a fleshy cheek, “that this isn’t just going to FEEL harder because your bottom is bare; it’s going to BE harder as well! And you’ve got a LOT more coming before I’m SATISFIED that you’ve been SPANKED THOROUGHLY!”
“Oh, my God! Yes, Miss Maggie!” he cried in a higher-pitched voice.
Neither could believe how much better this was than they’d imagined.
Finally, Maggie had what seemed like a perfect candidate for what she wanted out of a man; just the right amount of acquiescence to her authority mixed with the craving for what she had to give. She had to warn herself repeatedly not to go too far and possibly scare him off. She suddenly wondered whether that was what had gone wrong with Evan.

Jon felt like he could stay right where he was, over her knee, being endlessly spanked all night. Maggie was giving him exactly what he wanted, what he needed. It wasn’t just the impact of her hand. Lying in her lap, exposed and vulnerable, her threats and warnings, the uncertainty of what came next, and, of course, the feeling of her bare hand exciting that multitude of nerve endings all combined to make this one of, if not the, best experiences of his life.
The spanking continued with neither showing any sign of wanting it to end. Maggie employed various patterns as well as random spanks, mostly to his lower cheeks that rebounded and jiggled so deliciously while deeper shades of red further enhanced the sight of a well-spanked bottom. Jon wished he knew just how many times her hand had impacted his bottom, certain he’d be proud of a very high number, and still he lifted his hips, inviting more.
“Do you think you’ve been punished enough, Jonathan?” she asked as he moaned, appreciating the soft touch of her hand on his stinging cheeks.
“That’s not for me to decide, Miss Maggie! You said that you had to be satisfied that I’ve had enough spanking.”
“Good boy,” she complimented him on a perfect answer. He neither pleaded for it to stop nor begged for more, apart from his body language sending that message. She felt he’d had enough for a first time with her, and though she still didn’t know that it was his first time ever, she wanted to finish with a finale of sorts. “I’m not quite satisfied yet, but I think one more decidedly longer and harder spanking will be enough. Ready?”
“Yes, Miss MAGGGIEEE!” he cried out as her hand became a blur, spanking each cheek many times before switching to the other, getting harder and harder as it progressed. “Oh, my God! Yeow! Yeah! Yeah! Spank, OWW! … spank me!” he yelped with a mixture of pain and extreme desire as many dozens of spanks rained down on his bright red bottom, kicking his underwear off with flailing legs.
“Oh, wow! That was incredible!” he enthused when she finally stopped, her warm hands caressing the rough, stinging flesh of his battered bottom.
“You were incredible too, Jon!” she said, dropping the imperious attitude and wanting him to know she really enjoyed it too. “You can get up,” she offered while patting his bottom lightly.
He slid backward off her lap to kneel at her side and look up at her adoringly.
“I’d like to say thank you, Miss Maggie, but I’d also like to do it without words?” he phrased as a question, hoping she was aware of the fairly common practice of showing appreciation for a spanking with sexual favors.
“I’d like that, Jon,” she said as she slid her bottom out to the edge of the chair, noticing the smile on his face that said they were on the same page.
On his knees, he moved in front and placed his hands on her knees. They pulled them apart together, with Jon glancing up to her face periodically for visual clues. He loved providing this form of pleasure for a woman, and had been told he was quite good at it. He hoped she would enjoy it as much as he loved his sore, stinging bottom, which he felt deliciously with every movement.
His hands glided up her thighs and under what little of her dress still covered her, feeling his way as his view was blocked. His fingers reached the juncture, and his eyes opened wide when he touched her bare, naked pussy. They both smiled at his discovery.
“Oh! Has Miss Maggie been a naughty girl? Going without panties?” he asked suggestively.
“Miss Maggie likes being naughty from time to time, but lest you think my naughtiness will ever be punished as you have been, let me make it abundantly clear: only one of us will ever be spanked!” she replied with a bit of the previous domineering tone.
“Just as I would like it to be!” he said, not only because he wanted to be the only one, but also because she’d phrased her statement in a way that suggested they’d be doing this again.
“And I wasn’t without them all day. I took them off when we got here,” she added, telling him she’d been hoping for this turn of events. Lifting her hips off the chair, she pulled her dress up to her waist and out of the way. He groaned when he saw a neatly trimmed patch of hair on her mound, but her pussy gloriously bare, smooth, and glistening.
She leaned back and breathed in deeply when a single finger traced her slit from top to bottom and back, moaning aloud when other fingers joined in manipulating her soft, tender lips. Leaning in, he kissed her thighs, each in turn, about midway between her knee and her sex and moving up, while fingers kept the juice flowing. He loved hearing her soft sighs and gasps as his lips got closer and closer until …
“Oh, Jon!” she cried softly when his lips met hers with gentle sucking kisses. His touch, so tender and caring, was something she hadn’t felt in a long time. As it progressed, she could feel how grateful he was, with a gentleness she’d never known before. Yet, as she wished for it to escalate, as if he could read her mind, his tongue became energized. “Ohh, that’s it! More?” she begged, and again he ratcheted the intensity up.
His tongue traversed her slit like a well-traveled trail, while his fingers explored the depth of her cave. Like she couldn’t get enough, he felt her pushing against his tongue and fingers when her hips rose off the chair. He pushed back, his whole face getting involved as though she was sitting on it, and he knew she was close when he felt her hands on the back of his head pulling him in even more forcefully. Moments later, a new flavor erupted from her tasty pussy, and he made sure he got every drop.
“Oh my … oh fuck, Jon! Huh, huh, huh!” she panted before her orgasm hit like a welcomed crashing wave flowing all around and over her body. Smaller impacting swells continued long after with his tongue licking her clean. “That was unbelievable, Jon! I’ve never …,” she started but didn’t need to finish the statement. “Come,” she said simply as she stood and had him rise with her.
She took him to the sofa where they sat together, her stockinged legs draped over his, and she leaned in for a kiss that was both tender and passionate.
“That was quite a spanking you took. Would you like me to rub some soothing cream on your bottom?” she asked, and he turned to show her how red all over it was.
“No, I want to feel the sting and the burn! I’ve waited so long for it!”
“You’ve had worse, I imagine?” she guessed.
“No. I’ve never– I mean, this was my first spanking ever!”
“Are you serious? Oh my God! You seemed like you’d done it before! Did I do it too hard?”
“No, Miss Maggie. You did it perfectly! Everything I’d ever imagined and more!” he said, his sincerity a welcome warmth. “I’m so glad it was you! You knew just what I wanted, what I liked! Did you enjoy it as much as others?”
“Jon, you’re not going to believe this, but that was only my second time! And the first was with a boyfriend several years ago who broke up with me shortly after! I can’t believe this! Two rookies! It was amazing for me too, Jon! And you were perfect too!” She stroked his cheek and kissed him again. Short and loving. “What you did after was pretty amazing too! You’re not going to tell me you’ve never done that either, are you?”
“No,” he chuckled. “I’ve had quite a bit of experience with that. I love giving pleasure that way!”
“Well, it shows!” she said, putting her hand on his semi-erect cock. “Shall I take care of this for you?”
“Don’t take this the wrong way, but I’d rather keep the memory of my first spanking ever, and being over your knee, as all I remember of this evening.”
“I can understand that. Maybe next time,” she said with a hopeful smile.
“I already can’t wait!”
“Neither can I!”
--===<<<O>>>===--
Two relative rookies create an amazing experience for each other! I've called this a conclusion, but I could be convinced to continue Maggie and Jonathan's story with enough 'Likes,' 'Favorites,' and comments! 😁 THANKS FOR READING!!
