My name is Rory Rebecca Rockwell, and I've been smitten by Mommy Rebecca ever since I was ten. Back when she was still just Rebecca Rockwell and I was still a wee lad in one of the child-rearing facilities outside of the Matriarchal Queendom of Ente Isla.

I was one of the orphans of the war, and Rebecca was this blonde goddess of the big screen whose bright golden hair and blue eyes and that smile made me just want to be hers.

And lo and behold, I did end up being hers! Much later, when I was eighteen.

In the regular world I would've been a man. But inside Ente Isla, the ages between eighteen and thirty-six are considered a "second childhood" for men, and you get assigned a caretaker, a Mommy who is in charge of you.

That's how I became Rory. Rebecca Rockwell after Mommy Rebecca saw me in a commercial where I played a rebel kid, and that innate sadistic maternal urge in her to subjugate me and make me obedient rose up.

Probably.

I haven't really asked, but she doesn't really hide her wicked side with me, especially when I'm "naughty".

As someone who is inherently masochistic and wants nothing more than to have my resilient rump completely brutalised by my sexy Mommy, I play the role of a brat fairly well. Especially as she is extremely affectionate and tender after, doting on me like her pet.

There are standards, however.

Societal expectations were to be seen as an unhinged lunatic or overly cruel would bring shame to her name, so I usually have to pick my spots. It is an unspoken dance between Mommy and me, one in which we pretend to be the matriarchal ideal, Second Mommy and boy, while subtly earning the painful lessons we both need behind closed doors.

Like today, for example. On the face of it, getting caught with your cock in hand, furiously masturbating to Mommy and her friend Jenna while they were out sunbathing in their revealing bikinis is a stupid idea. One, it wasn't our home where I had a bedroom where I could do this in private. No, this was in the middle of the resort by the beach that Mommy had rented out for a week. I had to wander out to where they sat to get a good view of them oiling each other's bodies and...

Well...

"He's a nasty, disgusting pervert, isn't he, Rebecca?" Miss Jenna's eyes didn't really show any disgust that her tone implied.

If anything, she sounded very excited.

"Boys his age generally are, Jenna," Mommy replied with the same tone, her eyes too shining with that wicked glee. "Rory, do you have anything to say?"

It was time for me to play the dumb boy, Rory. The inferior horny male. I have to admit it doesn't take much to play the role convincingly. I just shake my head.

"Right then, boy, you know the drill," Mommy said curtly, pulling her hair up into a ponytail. "Tell Miss Jenna how I deal with you whenever you feel the urge to act like a disgusting little boy."

I looked up at Mommy. She seemed to want to make this humiliating. Make me verbally say it out loud.

"I get spanked when I, um..."

"Tug that little thing of yours?" Miss Jenna added 'helpfully'. It wasn't little by any stretch of the imagination; indeed, it was one of Mommy's favourite things about me. But given that I was being browbeaten before getting actually beaten, I decided to nod shamefully.

"He gets spanked multiple times, Jenna," Mommy explained as she sat down and patted her bare thighs. I went over obediently and bent across them, ass up, perched for a good hard lesson. "It's important for boys in their second childhood to have sore bottoms over a long period and regular reminders of how disgusting they are so they learn to be good husbands for a future wife."

I felt the first of her smacks, her firm hand well used to giving hard spankings even without an implement. My cock was now flaccid, nestled between her silken thighs, but having come wasn't pleasurable as I would've hoped. If anything, the pain was refocused without my libido overwhelming me, the post-nut clarity making me remember how pointless and dumb and pitiful this was.

And so I started yelping, squirming, and crying out. Her Amazonian physique and size meant she could spank me for hours, and it did feel like that. Slap after slap to my poor exposed rear, her right leg pinning me so I couldn't kick about. Mommy kept scolding me about how much of a bad boy I was and how disgusting it was to do this in front of Miss Jenna while the pretty friend leaned down so she could have a good look at my teary pleading face.

After what felt like an eternity, I was allowed off her knee, where Mommy made me stand, my cock fully erect from all the stimulation. I had my hands on top of my head like she wanted, my ass feeling like molten lava as the two bikini-clad women appraised me.

"We aren't done, Rory. I expect Jenna to see how I deal with your appalling behaviour. But first..."

Mommy reached for my cock. Much to Jenna's shock, she took me in her mouth as she started to suck on it.

I don't last much whenever Mommy gives me head, so I immediately came in her mouth. She continued to suck till every drop of cum was extracted.

"Aren't you supposed to keep him in chastity?" Jenna asked Mommy.

"I don't believe in that, Jenna," Mommy explained. "Rory is a horny, impulsive boy with a high libido." She pulled me to her lap to cuddle me as I buried my face in between her breasts. "So it's important that I take care of him and encourage a healthy sex life. However, it's my decision on when and how he gets to cum. And earlier he decided for himself to ignore it."

I nodded with a whiny cry. In these moments, I am expected to be the little brat, the one who acts like a scolded child. In the privacy of our home, she may have allowed me to lie on my back as she rode my cock – taboo for the caretakers who are supposed to have me ready for a wife. She is expected to teach me discipline and make me obedient so in twenty years or so, I may be married off to a good woman.

But she wants me to herself.

She stood me up, looking me in the eye. "Go to our room and take a shower. I expect to see you naked, in position with your bottom raised up on the bed with my spanking belt laid out."

I went ahead and complied immediately. It was dangerous for a boy to be disobedient when Mommy had so graciously afforded me to cum twice a day. Jenna would see it as Rebecca Rockwell continuing to be the progressive yet firm maternal figure. I wasn't sure if she would be there along with Mommy when it was time for punishment.

The room was big and luxurious with a cabinet holding all sorts of punishment items which I had stocked yesterday when we arrived. Mommy's personal collection. The spanking belt was a sizzling red number, pliable and thick with a wicked hiss whenever her muscular arm flayed my skin with it. I place it by the bedside as I kneel.

with my red bottom facing the door, listening to the footsteps...