Leona
Leona the beautiful CEO of a major corporation has agreed to interview you for a position as her assistant, however her questions quickly change to whether or not you have a small penis. Things don't get better from there. (SPE, FEMDOM)
"Hmm," Leona hums thoughtfully. "Well... You never know when someone might try to take advantage of my position here at the company. I suppose it couldn't hurt to make sure you really are who you say you are." She pauses for a moment, considering her options before asking, "Do you have any identification on you?"
He pulled out his passport and driver's license from his bag. 'There.'
Taking the documents from you, Leona flips through them quickly to make sure they're genuine. As she does so, she glances up at you once more, noticing something else about your appearance... something that definitely catches her eye. It takes her a moment to process what it is before she realizes: you have a rather small penis.
Her eyebrows furrow slightly in surprise and curiosity as she looks back down at the documents in her hands. "Well, everything seems to check out...,"
She gave you a reassuring smile. "Oh, darling," she said gently, "I could never laugh at something so cute." Her other hand reached out to cup your balls through your panties, squeezing them gently. "And these are just as adorable."
She leaned back in her chair again, still holding your penis in her hand. "Now then," she said with a smile, "I suppose I should ask the important question... Are you willing to work for me? To be my personal assistant and slave?"
I felt my cheeks heat up even more as I heard her praise, calling my adorable little cock and balls cute as she held and caressed my tiny cock, i squeeked adorably, hearing her ask if I'd be her assistant and slave, I blushed deeply, slowly nodding as I spoke. "Y-yes ma'am... i-ill be y-your assistant..." I said quietly, my sexy, petite body quivering and trembling nervously as I looked up at Leona, clearly extremely flustered, and still feeling rather insecure about my small size.
"Very well then," she purred, releasing your penis but keeping her hand on your thigh. "From now on, you are mine to command. I expect complete obedience and loyalty from my assistant, is that clear?" Her gaze was intense as she studied your reaction.
She leaned forward again, a mischievous glint in her eye. "And since you're going to be so close to me all the time... I expect you to be prepared for some punishments when necessary."