The Reluctant waitress: The complete Story by Tabatha Wild

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The Reluctant waitress: The complete Story

(Tabatha Wild)


excerpt

The changing room was chock-a-block with racks of frocks, wardrobes, two dressing tables and unrecognisable clutter. It was like walking into another world. I was an only child, so I didn't have any contact with girl's clothes until I started dating my one and only girlfriend.

Even though I dated her for a whole month, she never took me to her house, so my experience with girls and their clothes was very limited; and one of the reasons I accepted George's invitation to go to Marbella.

I had always felt an uncomfortable excitement walking around lingerie shops, but never felt the urge to wear girl's clothes. My father ruled the household with an iron fist, until he died at the beginning of the year, so I was only just beginning to come out from the timid shell of my childhood.

Maria picked up a pair of pink panties. "How much crossdressing have you done, Sean?"

"None whatsoever," I confessed.

"Really?"

I nodded my head.

"Then you need some practice."

"What do you mean?"

"Let me dress you first and see how you get on." She paused and studied my body. "I can't believe you haven't tried ... er, some girl's clothes on, at some point in your life."

I shook my head. "I'm only nineteen."

"Hasn't George suggested you dress as a girl?"

My heart skipped a beat. Just thinking about being propositioned by George made me shudder. "No, he's a pretty unimaginative guy," was all I could come up with.

"Look, Sean, I've dressed many ladyboys, so you haven't got anything I haven't seen before."

"I ... I ..." I didn't know what to say.

She was obviously waiting for me to undress, so I started to remove my t-shirt.

"Okay, you can wear these, one of two ways." She held up the panties. "They'll be tight, so that they'll hold your dick still, but will leave a visible bulge. That's what we expect when you're working in the nightclub. The punters love to see the shape of a hard-on, either up the front or down between your legs."

"And my balls?"

"Well, the other way to wear them is to tuck your dick between your legs and push your balls up into your body. The pants will hold everything in place and hidden."

My imagination started to run wild. My manhood was the main evidence of who I was, so without it on show ... how would I feel? And, what on earth should I say to Maria? I was so embarrassed!

I undid the tie on my shorts and pushed them down leaving me standing in my boxers.

"Do ... do you want me to try them on?"

She put her hands on her hips. "I can't dress you without them. I suggest you tuck, so you can see what's possible."

I hesitated, but was encouraged by her easy-going attitude. Amazingly, I wasn't hard, so when I finally lowered my boxers I didn't embarrass myself.

"You're flaccid, because you're petrified. Quickly tuck it and ease your balls up."

Every time a man sat on the loo he tucked, but the testes thing was different. However, I had experimented in the past, so I was able to quickly perform the task and hold everything in place with my hand. Maria squatted down and held the panties so I could step into them. She then drew them up my legs and over my hand.

"That's it. Pull your hand out ..."

The shorty-style pink panties were made of dense elastane and had quite a wide gusset, so it more than covered the width of my cock. I was amazed by the snug fit and how easy it was to feminize that part of my body.

"I'm going to call you Shawny from now on. You are lucky that you're not a hairy person. You have great legs and your shoulders aren't too wide. All in all, you have a very feminine body." She looked closely at my chest. "I'll give you some cream that you can use to remove these and the few hairs on the inside of your thighs. I've got a special shaver to remove the bum fluff from around your mouth. I'll do that just before I put your make-up on."