Turns out we had more of those than expected

The drive to his mother’s work was a mercifully short one. DJ was still amazed at his ability to maneuver the pedals in the crazy spike stiletto heels. Pulling into the parking space reserved for Jackie Haitch, he stepped out of the car. His heels clicked in perfect rhythm as he moved across the short distance to the elevator in the parking garage.

As he walked along, DJ took time to think about the feelings and sensations his body was sending him. The tight lacy panties rubbed against both his dick and his asshole with each careful step. The way his steps had to be shortened, but still gave off a feeling of power and grace as he walked in shoes that most real women would call ridiculous. The movement of his ass and breasts as each step sent a shiver of movement through them brought a subtle smile to his lipstick covered lips. Even the scent of the perfume he wore brought a sense of power.

“Maybe this isn’t so bad. I mean, Mom is hot, rich, and powerful. Basically everything I have wanted to be. So what if it is as a woman?” His voice drifted past the sound of a 19 year old highschool boy and slipped more towards the educated and self assured voice of the 44 year old woman he appeared as. By the time the elevator came to a stop on the floor where Jackie’s office was, DJ had resolved himself to try out the guise of his mother. He wanted to see what it was like.

Moving into the office with a confident stride, DJ stopped when the form of Katie, his mother’s secretary came into view.

“Jackie, I have that nail appointment set for thirty minutes from now. We don’t have any other appointments because I thought you were going on vacation with the girls. Also, I have set up a personal shopper to bring by a selection of appropriate prom style dresses.” The beautiful woman paused before asking the question that had clearly been bothering her. “Really Jackie, a prom? Are you a chaperone or something?”

DJ laughed softly as he continued towards his office with his secretary in tow. “No, DJ asked me to do a favor for his friend Jason. The poor boy’s date ditched him at the last moment. Since I wasn’t able to make the trip with the girls, I decided it would be funny to do it over again. Maybe actually enjoy a prom this time! Plus, DJ isn’t going so it won’t be that weird.”

Setting his purse down on the desk, DJ slipped into the leather chair carefully. Smiling, he leaned back and put his feet up on the desk, crossing them at the ankles. Katie’s eyes widened at the casual air that her boss was putting off. “Alright Katie, why don’t you go get me a mocha. Then when you get back we can talk about that hands-on assistance I was talking about earlier.”

The beautiful secretary smiled as she turned, adding an extra sway to her step as she exited the office.

PK’s voice popped up. ‘So, you gonna fuck her or just make her suck you off?’