Wingman

"I must apologize," the beautiful woman who had been acting as Kelli's host said in warm, gentle tones, "I was delayed by circumstances beyond my control. I trust that you were comfortable here?"

Kelli thought to the events earlier that morning, the damp feeling he feel through his panties, and blushed. How could he tell this gorgeous creature of the accident that had soiled the perfectly good outfit that she had picked out for him? Sure, Kelli had no idea what had actually caused the mess, but that didn't change the fact that he was now in need of yet another change of clothes.

No, for as long as he could, he would hide the fact from her. Even if it meant walking around with the mess on the back of his skirt for all to see, as long as the woman didn't see it, Kelli would be happy.

"From what I hear," the woman cooed, bending down in front of the desk where Kelli had settled, giving him a nice view of her generous cleavage, "you were quite the help around here. Mr. Cockshure sent an email to my supervisor, Spirit, and indicated that you really ground down onto the tasks he gave you with explosively positive results."

"It was the least I could do," Kelli said, again blushing, "I try to be a team player."

"Well, if you and Mr. Cockshure are done playing," she said, a hint of a giggle in her voice, "I think it's time that we get you settled. We've got a furnished apartment ready for you, right nearby. If you'll follow me, please."

The woman straightened and walked through the office the way they had originally entered earlier that day, her rear end swaying seductively. Once again, Kelli matched her gait, his hips swaying in time with hers, finding it the best way to keep up in his heels. As they passed the rows of desks, Kelli could feel the eyes of every worker on his rear end, each person probably noticing the mess he had obtained while reporting to Mr. Cocksure. Let them look. He didn't care. As long as his hostess didn't know, he was fine with it.

Instead of leaving through the door that Kelli had been brought through earlier, the woman turned left, revealing a bank of elevators that Kelli hadn't noticed. The gleamed in the fluorescent lights, ornate brass-work framing the doors, intricate etchings on every surface. Had they been there the whole time? How had he not noticed them?

She pressed the 'down' button, which was followed immediately by the 'ding!' of the car arriving. The doors slid open to reveal an elevator car as opulent as the doors suggested. Brass handrails, marble floors, and an actual elevator operator! The only odd thing was how the operator was dressed. He was a tall man, at least 5 inches taller than Kelli himself, with broad shoulders and a five-o'clock shadow, but was wearing the uniform of a woman! On his head was a small maroon cap, which matched the tight buttoned jacket and short skirt. On his feet were a pair of kitten-heeled shoes. His chest seemed to be padded, as beneath the jacked there was a sizable chest protruding to the front. Kelli blinked, a little uncomfortable being in closed quarters with the crossdresser. Not that he had anything against people who lived that way, it was just outside his comfort-zone.

The spirit let tendrils of its magic slip into Kelli's mind, playing with how the young man perceived the world, teasing his skills of observation and reason. He had been a good subject so far, but without intervention, Kelli could revert to his old life, ruining all the spirit's hard work.

DING!

The elevator arrived on the ground floor and Kelli's hostess let the way out of the elevator. The young man paused before he left to thank the operator.

"I hope you don't mind me saying," Kelli said, taking a moment to connect with the bigger man, "I really love your lipstick. What colour is that?"

"It's Divine Wine," the operator answered in a playful tone, "isn't if fabulous?"

"Sure is! I might just pick some up myself!" Kelli said, leaving the elevator to catch up with his hostess. The men in Girl World were so kind and accepting. He had the strangest feeling that had he stayed in the elevator, Kelli would have become fast friends with the operator. He could see why. He was exactly the kind of guy Kelli would have been comfortable palling around with back home. Maybe he could even join Kelli's softball team! Lord knows they could use someone with a bit of power behind their swing. And maybe the larger man could up their style game a bit. Their uniforms were, after all, a bit drab.

The building where Kelli was to stay was directly across the street from the office building. Another elevator ride up, Kelli making sure to press his backside against the elevator wall to hide his stained skirt from his hostess, and they exited on the twenty-fifth floor. The apartment was huge. Two bedrooms, each with their own ensuite. One main washroom, a massive open-concept living room/kitchen, and floor-to-ceiling windows. Outside was a balcony that overlooked the ocean in one direction, and the city in the other, with the balconies of other apartments facing his own. He could see a few men outside on balconies on the building nearest to his pointing binoculars at his suite.

How kind! It was great to have friendly neighbours!

"This will be your home while you stay in Girl World," the woman said, placing a key in Kelli's hand, "Anything you need will be provided for you here. There is a full wardrobe and stocked kitchen, but if there's anything else you need, just call down to the reception and we'll take care of it.

"One more thing," she continued, "You're going to have a roommate while you're here. Your profile indicated that you would do better with a special friend, someone you can share your most intimate moments with. He should be joining you soon. I'm sure you'll get along just fine."

"That's great!" Kelli said, excited to have a wing-man on his sexual adventures, "What's his name?"

"Jon."