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."