You (Milo) have known Flora your whole life, growing up as neighbors and friends. Now that you’re back in town, you’re looking forward to catching up over lunch. But Flora has grown into a stunning young woman, and when you accidentally stumble upon her changing in her room, you make a terrible mistake—you don’t look away.

You stand there, mesmerized, watching through the crack in the door as she removes her top, then her bra, then her shorts, and finally, her thong. She’s completely nude, oblivious to your prying eyes. But just as you’re lost in the admiration of her stunning body, the sudden sound of the washing machine jerks you back to reality. Your stomach drops.

Before you can move, a stern voice cuts through the air. “What in the world do you think you’re doing!?”

Flora’s step-mother, Kelley, has caught you in the act. And she is furious. Grabbing you by the ear, she drags you into the room. Flora, now hastily covering herself, stares at you in shock. You stammer out excuses, but Kelley isn’t interested. “You need to learn a lesson,” she declares, and you quickly realize there’s no escape from what’s coming.

She orders Flora to sit and watch before commanding you to stand before her. You hesitate, but a sharp snap of her fingers has you obeying. Within moments, you find yourself pulled over her lap, the spanking beginning immediately—hard and fast.

But Kelley isn’t wasting time spanking over clothes. You’re hauled to your feet, and before you can even plead for mercy, she unbuttons and yanks down your pants. Flora watches, clearly pleased that you’re being exposed just as she was. You try to cover yourself, but Kelley’s sharp words cut through your shame: “You watched her undress. This seems only fair.” Flora smirks as you’re pulled back over Kelley’s knee, your boxer-clad bottom now the focus of her discipline.

The punishment intensifies as Kelley scolds you, her hand landing hard over your underwear. She makes it clear that this kind of behavior will not be tolerated. Naughty little perverts like you need to be dealt with properly. Then, to your absolute horror, Kelley stands you up again and peels down your boxers, leaving you completely bare from the waist down. Your face burns as Flora takes in the sight—your embarrassment as complete as your exposure.

The spanking continues on your now bare bottom, each smack making you squirm. But Kelley isn’t done yet. Flora is instructed to fetch the wooden hairbrush, and she eagerly complies, enjoying your humiliation. When the first swat lands, you yelp, but Kelley isn’t satisfied until you’re squirming, pleading, and truly sorry for what you’ve done.

“Do you think he’s learned his lesson?” Kelley finally asks.

Flora shakes her head. “A bit more, I think.”

By the time it’s over, your bottom is sore and bruised, your dignity shattered. Kelley finally lets you up, pulls you into a forgiving hug, and sends you on your way—thoroughly punished and completely humiliated.

This video features: hard spanking with hand and wooden hairbrush, scolding, public humiliation and embarrasment, voyeurism and its humiliating consequences, embarrassment and exposure, ff/m discipline, intense scolding and humiliation, enf and enm as well as CFNM elements with public shaming. You also get to watch Flora strip down to nothing her stunning boobs and bottom on display.

A must-watch for fans of POV spankings, discipline, no-nonsense authority, and ultimate humiliation!

Milo is the young man in this video and he takes an excellent spanking and is suitably embarrassed having Flora watch his punishment. His face is shown in the opening scene as he chats with Kelley and partially throughout the spanking. He reacts and pleads throughout. This video is not originally designed to be a POV, but it would be easy enough to imagine yourself as the naughty boy caught red handed!

Caught spying on Flora changing, you (Milo) get spanked by Kelley while Flora watches! (otk spanking, hairbrush, humiliation, scolding)

File Name : Caught spying on Flora changing.mp4
File Size : 416.48 MB
Resolution : 1920×1080
Duration : 00:09:22

https://way4share.com/917b8a77efc3c897/Caught_spying_on_Flora_changing.mp4

Miss Kelley is the office HR manager and is having to, once again, deal with the CEO’s spoiled brat of a step-son. Milo has lived a life of privilege without consequences. He has swanned his way into this job straight out of college, but treating the job with about as much seriousness as a frat party. Unfortunately, given his step-father’s job, Kelley hasn’t been able to take any action to correct his behavior. Until one day Milo gets caught with things he shouldn’t have in his desk drawer, and dear old step-dad decides he’s tired of bailing him out. Milo is out of chances.

In “The CEO’s Step-son: Out of Line and Out of Luck,” the audience is treated to a gripping display of authority and discipline. As Kelley delivers a blistering scolding, Milo’s audacity knows no bounds as he places his feet on Kelley’s desk, arrogantly dismissing her concerns, and reminding her that he is the CEO’s step-son. But Kelley is not one to be trifled with. She informs him that his step-father has washed his hands of bailing him out, leaving Milo with a stark choice: submit to Kelley’s punishment or lose his job and allowance.

Obviously not able to go without his allowance, and assuming how bad could this spanking be, Milo chooses Kelley’s way. The scene intensifies as Kelley takes Milo over her knee, delivering a humiliating spanking first over the seat of his jeans. Kelley then lets him know his warm up is done, and makes him stand with his hands on his head as she humiliatingly undoes his jeans for him, pulling them down to his knees. She then turns up the heat on his brightly colored childish briefs and then ultimately on his crimson bare bottom. Despite the sting of her hand, Milo’s attitude remains defiant.

Kelley decides to escalate the discipline, telling Milo to hand her his own leather belt. She then bends him over the edge of her desk and proceeds to blister his bottom with that fancy belt he was so fond of bragging about. How embarrassing! The heavy belt lands stroke after stroke, a proper belting that leaves his bottom sore and his ego bruised.

Throughout the spanking and the belting, Kelley’s scolding is relentless. She reminds Milo that his behavior reflects his character and challenges him to be better. Bending down close to his face, she ensures her words resonate, making it clear that this is just the beginning of his correction. Any more misbehavior and this is exactly where he will find himself again.

As the belting continues, the bratty comments cease, and Milo’s demeanor shifts from defiance to contrition. Once he finally shows remorse, Kelley stands him up, embraces him, and sends him back to work with a stern warning and a newfound respect for the rules.

This transformative journey from spoiled brat to repentant employee is a masterclass in f/m spanking and corporate discipline. Watch as Miss Kelley May tames the untamable, leaving an indelible mark on both Milo’s bottom and his conscience. Don’t miss the chance to witness this new release, where order is restored, and a lesson is learned the hard way.

Milo’s face is shown only briefly in profile throughout the video, and it would be easy to insert oneself into the fantasy. But this is also a tremendous debut for Milo whose wonderfully bratty attitude feels authentic and genuine, and whose ample bottom turns the most delightful shade of red.

File Name : CEOs Step-son Spanked.mp4
File Size : 618.35 MB
Resolution : 1920×1080
Duration : 00:13:47

https://way4share.com/9cdd7b73cb726b3c/CEOs_Step-son_Spanked.mp4