Sims4 BDSM and Spanking: Mad Men

Continued from: Pent-Up

During these early months of warm weather I had certainly been seeing enough of Cassandra, throughout that whole court scene we did. This ultimately culminated in my sweet Cassandra developing big feelings for her newfound girl-crush, Carley. It was adorable to watch. She had the look of her mother in those moments of deep emotion.

Which reminded me...I actually miss Bella. I haven't seen her in awhile for any form of play, despite her practically begging me over text for a session. With Cassandra now gone on a hot date with not only Carley but Carley's boyfriend too *shakes my head*. Summer was at work for a few days on flights, it seemed like the best time than any to reconnect with my original slave girl, the stunning and elegant Bella Goth.

But...whatever shall we do? What scene should I construct for her. I have so many options with this beauty. The innocence and vulnerability of knee-socks and a short plaid skirt, as she is made to write "I'm sorry for being a naughty girl", over and over on the chalkboard in my classroom?

Which would no doubt lead to a trip to the female Principal's office where special equipment is available for her correction. Look how vulnerable and beautiful this set-up is:

I have a table just like this, with bondage options and a bolster for her naked hips. She's probably quite overdue for a good thrashing on that bare bum of hers.

Maybe...just maybe we'll end up here. Perhaps the objectification of serving me as a maid would be better for today? She could mince around the house in her heels, feather-dusting and scrubbing on her hands and knees while I leer up her dress and whistle in her direction.

Pony play seems like too much work for today. I could do deep age regression and dress her up like a precious little girl, she hates those outfits! Hates them, that is, until I draw attention to how wet her pussy gets, after dressing her up like a little doll.

Ahhh. I've got it! Something she and I haven't played in awhile. I reached for my phone to message:

What a sweetheart!

You're about to witness Bella's "Mad Men" fantasy. She will actually flip-flop and start calling me "Sir", when she arrives. We've done this scene before, and with little to no instruction, she'll arrive here dressed perfectly and ready to go. Sexualized but timid, meek and demure, ultra-feminine and a bit of an office tart with the right encouragement.

I'm playing the role of her misogynistic, dickhead of a boss from another era. A time when it was completely normal to slap your Secretary's ass and call her 'toots'. A time where if she wasn't at a typewriter, she'd be out buying the boss a bottle of scotch, as he burnt through the first one during another liquid lunch with "important clients".

How do I look? Jacket or no jacket?

No jacket I think...

Sure as God's got sandals, my shy and timid Secretary clicked into my boardroom about an hour after I text her. I cleared my throat and braced myself for my very best of chauvinism and toxic masculinity.

"Ahh, Miss Goth, please enter..." I spoke as I began our scene.

"Good morning, Sir", she meekly responded with her eyes down, "I picked up your dry cleaning on the way in to work." Bella ventured out into perfect character.

In some of these roleplays, especially this one, it's difficult not to break character and burst out laughing, as I was being such a douche-bag...

"Thanks, Sweet Cheeks." I replied, while putting my feet up on the board table like an a-hole.

"You know, the senior partners and I were talkin'...that big promotion might be in your future, if you start dressing a little sexier around here..." I said with a chuckle.

Omg I can't even! lol

My, my ladies, we've come a long way. I apologize in advance for this one, it's just a fantasy scene!

My dickish comment made Bella blush, but she didn't miss a beat with her role. She let out a ditzy giggle and flipped her hair to the side. "Yes Sir, I'll try harder, Sir."

I seem to remember an old story on this blog where this young lady named Julie, was blowin' the boss to try to earn that big promotion. She ended up getting a spanking from the boss instead...

Perhaps Bella will end up down that same path today?