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Dressing Up (Sugar Baby Weekly)

Aug 14th, 2025 by Viviane

Cara goes on a business trip with her client, the CEO:

I dress for the CEO the way I know he likes. I asked him what he’d like me to wear for his commencement speech.

“Dress like you’re a recruiter for a big hi-tech company.”

“Like, what, a suit?”

“No need. Dressy business wear. It’s summer.”

Excellent.

So I got dressed that morning, after painting my toenails a nude shade of pink. I checked the mirror one last time before heading out: my white blouse with the semi-seethrough swirls in the fabric, nude colored bra underneath, a black pencil skirt with a flare at the knees, and black strappy heels. I had my red briefcase filled with condoms, lube, a vibrator and my laptop.

(more. . . )

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