Tennis Anyone? -t

Phylis came bubbling into the drawing room.
"Just look what outfit I've got for this afternoon's match! Isn't it lovely?"
She was holding what appeared to be a confection of white muslin and peach
satin, edged in white lace.

Toni looked up grinning. "Yeah Phil. Just precious!"
Phylis grinned in return.
"Yeah yourself. I mean, I know you don't care about clothes, but couldn't you
at least admit that they're pretty? I mean, just look at these undies!" She
separated the dress from the lingerie then arranged, roughly, the bra, teddies
and panties, over her arm, and held them up. The satin caught the light and
shone with a soft glow, and arranged the way they were, one could almost see the
womanly shape that would fill them.

Toni nodded in agreement. "Gotta admit it. Beautiful. But I don't know how you
can play tennis in all that nylon. Men have the right idea. I've been wearing
jockey underwear for years now - much better."

Phylis shrugged. "Jesus! Nylon! This is a satin-silk mix! Don't you know
anything about the clothes for your own sex? But to each her own, I guess. You
macho types just don't know what you're missing. I've been trying to convince
Jeri of that for years. Haven't I, Jeri?"

At the sound of her name, Jeri looked up from her paper. Shook her head.
"Love you darling, but let's not get started on that point again, eh? I think
your outfit is very pretty, and you'll look wonderful in it - but you're built
for that kind of thing, both psychologically and physically. I'm not, so I'm
gonna agree with Toni."
Phylis pouted pretended disappointment, but turned to me.
"You're the only real male here. What do you think?"

I'm afraid that I let more of a sneer into my voice than I intended.
"Seems to me.." I drawled "..If you spent less time futzing around looking
pretty on the court, your game might pick up a lot.."

I couldn't believe how quickly Toni got out of her chair. I thought for a
moment that she was going charge me. She stood still instead, however, and
glared across the room.
"How dare you? We are this lady's guests for a month, and you dare talk in that
tone? Apologize! Apologize at once!"

I gulped, and started to do just that, realizing that my mouth had got me in
trouble again. Graciously, Phylis pooh-poohed what I was saying and refused to
accept that I had meant any harm. Refused to let me continue.
I snuck a peek at Toni. She was still glaring at me, but a tiny movement of her
eyes let me know I was safe to leave the room. Gratefully, I scurried out and
walked to the garden.

Toni joined me about five minutes later. The chill still emanated from her, but
her opening words got my interest immediately.
"That Mercedes you were admiring so much the other day?"
"That 560sl, red convertible?" I asked.
"Yeah. That one. Would you like it?"
I shook my head in amazement. "Jesus! Would I! Who do I have to kill?"
She didn't smile at my little joke - which really wasn't that much of a joke. I
felt that she wasn't kidding. It was a used car okay, but in tip top condition
and they’d been asking more than twenty thousand dollars for it. Expensive it
might be to me, but I knew that the cost was a drop in the bucket to her. Still
wondered what she was up to.
"Nobody." She replied. "Just play a singles match this afternoon and beat
Phylis two sets out of three, and I'll have it delivered tomorrow - in your
name."
"You got to be fooling." I laughed. "That all?"

She peered at me, and shook her head.
"I don't know where you get this macho bullshit from. I can kick your ass on a
court, so can Jeri. You're no bigger than Phylis - and I'd say that, shapewise,
she could outlast you.. I know that we've only played doubles until now, but..."
I snorted in disbelief. "Aw, c'mon! Phylis? You've got to be kidding! Jesus!
The way she flits around on a court?"
"You’re sure you'd win in two straight sets then?" She asked.
"No problem!" I replied confidently. Then the question popped into my head.
"This sounds like a bet to me. What do I bet?"

She smiled, but the smile had little warmth. "Your macho." She said.
"Eh?"
"Yeah. If you lose. You never come on macho again."
"Shit!" I exclaimed. "You got a bet. I'd promise that in a minute."

"But I'd want more than a promise." She said, still grinning.
"What then?" I asked, puzzled.
"Let me explain." She started. "Since you've been in my ... employ.. You've
talked down to every female who's in any way feminine .."
"Not to you.." I protested.
"I'm not that feminine to begin with. But even if I were you'd know better.
But everyone else - maids, shop assistants, airline stews - everybody! - You
come on like a real chauvinist pig, and I've thought of a way that might stop it
for good."

I looked at her, wondering what was coming.
"You're pretty sure you can beat her in two sets - and I'll admit there's a
chance you can. If you don't, however - then you play the third set in ..
different clothes."
"What are you talking about?"
"You're sizes with her. Lose either the first or second sets, you play out the
match in the outfit she was just showing you - after you get your hair done, get
makeup on, and all that other girlish stuff."

I shuddered in a kind of fright.
"Not so confident now?" She asked slyly. "Mercedes not looking such a sure
thing?"
"But what happens if I win the first two sets?" I asked.
"You've won. That's it. The match ends right there, and you'll be driving your
own new convertible tomorrow. That's what."

I still felt a strange chill. I couldn't see any chance of losing to Phylis, but
then the thought struck me - there was always the possibility of injury..
"What happens if I break a leg, sprain an ankle?"
"We get a doctor. She confirms it - bet's are off. She doesn't, you default."
"What happens if I lose a set but win the match?"
She considered for a moment. "Means that you finish playing the third set in
your dress and undies, like I just said, but you still get the car tomorrow."

I took a deep breath. "You got a bet."
"But you haven't heard the bet yet." She said.
"But.. the dress .. that stuff?"
"That's only a small side bet in case you lose one set. You lose the match, and
I turn Phylis on you for the rest of the month that we stay here."
"What d'you mean?"

She grinned at me again. "After you left, we discussed you. We all think that
you're probably effeminate inside, but cover it up with a bunch of male
nonsense. Phylis can be pretty persuasive you know. We think.." She grinned
some more. "That she could help you discover your 'true' self - your "inner"
woman, so to speak. She's positive you'd make a pretty girl, and that she could
convince you of that."

My male pride was stung. "And what happens if she can't convince me of it?"
"That'd be it, I guess." Toni said.
"You or Jeri wouldn't help her?"
"Shit no!" She exclaimed.
"Promise?"
"I'll whack you." She threatened. "But yes, I promise."
"You've got a bet." I said.

. . .

That afternoon, the first four games of the first set were a real cakewalk for
me. Phylis, in one of her typical tennis outfits, pranced and pirouetted
gracefully on the other side of the net, cheerfully complimenting my good shots,
and making little meows of disappointment at her own errors. I controlled the
net, making crisp volleys to both sides of her court, winning point after point
easily.

She broke my third service game, however, which really shocked me. Admittedly,
my serves had lost a little power - as Toni had indicated, I wasn't in the best
of shape - but Phylis actually started to get even my first serves back. Not
with much steam mind you, but got them back into play. I would then try and
punish the ball into either her back or forehand courts, but damned if the ball
wouldn't come floating back most times.

I felt better when I broke her serve again. I now led 5-1. But my serve let me
down again. It was now 5-2.

And damned if, in the next game, she didn't hold serve for the first time. I
couldn't believe it. Nothing got into the service box with any pace, but she'd
discovered a weakness in my backhand, and all of a sudden I was on the
defensive. 5-3

Summoning up all my concentration, I won on my own service, closing out the set
at 6-3. She did run me to five or six deuce points though, before I won it. As
we passed at the net to start the second set she smiled sweetly at me. "You're
looking all hot and bothered dear. Wait until the third set. Maybe you'll find
that nice tennis dress so much cooler to play in!"
And I looked at my confident opponent, now sure enough of herself to be openly
'psyching' me. And off court saw the grinning faces of Toni and Jeri. Felt my
own confidence level sink.

Calmly, gracefully, daintily, Phylis proceeded to dissect me on the court in the
next set. No additional power, no better play than I'd ever seen from her, but
the momentum went all her way until I realized with a shock that I was down 5-4
and serving to stay alive in the set. She was now holding her serve with ease,
while I had been struggling more and more with mine, losing power and accuracy
with each game.

I got a reasonable first service in. Spinning heavily, it came back, and landed
six inches inside the baseline on my backhand side. I was able to return it,
and saw her standing at the net waiting for it. A short drop volley, and I was
0-15. I double faulted the next point. 0-30.
Summoning up just about everything I had, I aced her on the next point. 15-30.

I won the next point after a long rally, both of us hitting from the baseline.
I had lost my capability of controlling the net, as her passing game and lobbing
had improved a lot, but this point I won - even though it was becoming more and
more noticeable that it was now me who was running from side to side, getting
redder and redder with exhaustion while my opponent looked cool, calm and
collected as she controlled the court.

On the next point, she psyched me. She had been giving my serves a lot of
respect, standing well behind the baseline. This time, just before I served,
she calmly walked right into the court - as if all I could serve would be a
'dinker'. Naturally, I tried to blast it past her - it was way long. Stupidly,
I then did what she wanted - dinked one over the net. She powered it right at
my feet, the ball skidding past me. "30-40" She called. "Set point."

Grinning, she moved forward into the court again for my next serve. Confidence
completely gone now I 'dinked' two weak serves into the net, double-faulting to
lose the set. Stunned, I heard Toni call out "Looks like a dress would have
been appropriate for that kind of serving. Don't you think so, Margaret?"
And realized she was talking to me!

. . .


Less than five minutes later, still numb from shock, I found myself in Phylis's
bedroom, listening to the instructions she was giving Lois and Mary, the two
maids.
"Lois. You do his hair - nothing elaborate, just a little setting lotion.
Mary, you run a nice deep bath, lots of bubbles. Then, you can do his nails.."

Mary grinned. "Stick on some nice long ones?"
"No. I don't think so." Phylis replied. "They would probably bother his grip
in the next set - and I don't want to be unfair. No, a nice deep red polish
should do just fine.."

As this conversation had been taking place, Lois had guided me through into the
bathroom, had removed my shirt, and had sat me down, with my back to the sink.
She then proceeded to shampoo my hair.
"He has nice long hair." I heard her say. "It's good that miss Toni likes her
boy-toys to have pretty hair. This'll be easy."
I heard Phylis call from the next room "That'll be enough of that, Lois. He's
my guest - and you're just the maid here. Show a little respect. None of these
boy-toy comments, huh?"

But her voice had no 'bite' to it, and Lois giggled softly before she said
"Sorry ma'am." Then I heard the door close, and knew that Phylis had left me to
the tender mercies of Mary and Lois.

Both girls were lithe and extremely athletic in their carriage and walking, even
in the extremely feminine uniforms they wore. I had had no problem whatsoever
with Mary but, in prior visits to Phylis and Jeri's house had ran into a
situation with Lois. The term she had used to describe me 'boy-toy' was, in
effect, highly accurate and though she had never used that term until now, her
treatment of me had always bordered on the insolent side - an excessive amount
of curtseying, batting her eyelashes in an exaggerated fashion, making little
kissing motions with her mouth at me - all when no-one else could see her of
course. In a way, she had intimidated me - probably one of the reasons I had
been unpleasant to her.

Where Mary was a honey blonde with clear blue eyes, Lois was dark and had all
the dark flashing sexuality of some early Spanish ancestor. Both girls were
otherwise, very similar. Just a little taller than me, and close to the same
weight. I had seen no reason to make friends with either one, but was now
starting to regret my stand-offishness.

Lois rinsed my hair off, pulled my head forward, then proceeded to give my hair
a quick towel dry. Next, I was forced into the humiliation of being turned
around to see her perform on my hair in the mirror.
Quickly, my hair was combed forward. She took the comb and created two parts,
about two inches from each other running down the center of my head.
Horror struck, I then watched as she attached some large rollers to the strands,
rolled them up tightly to sit on the top of my head, then secured them with
bobbi pins. Within minutes I had about five rollers secured there.

She combed the side areas down and, using smaller rollers, proceeded to create
two rows running along each side of my head. I truly couldn't believe how
little time it took for my head to be almost totally covered in rollers.

Quickly, efficiently, she then squeezed some kind of lotion along the top of
each curl. From nowhere, she whipped a light blue chiffon scarf and bound my
hair up in a turban tied at the front with a rather fancy knot.
"O.K. Toots. Get undressed and into your bath. Hurry. Mary and I'll be back
in a minute."

I had heard the bathwater running for some time, and had smelled the perfume
coming to where I sat, so wasn't surprised to see the large bath filled with
steaming water - and layered with about what looked to be a foot of scented
bubbles. Not altogether unwillingly, I took the rest of my clothes off - I was
getting stiff - and slid into the bath. Just in time. Mary and Lois were in
the bathroom seconds later.

The warm water relaxed me, which is probably just as well. Unceremoniously,
each arm and leg was individually pulled from the water, shaved, dried, then had
a bright scarlet polish applied to each nail. Between my toes, little balls of
cotton wool were inserted to keep them apart. As the toes on each foot were
completed, I was instructed to let it hang over the edge of the bath, to stop
the polish from coming in contact with the water.

I was helplessly spreadeagled then, when Mary approached me with a pair of
tweezers. I squeaked protests at her, but they were of no help as she proceeded
to pluck my eyebrows.
"This wasn't part of the bet." I protested.
"I don't know about that." She retorted "but you don't want to be wearing a
pretty dress like the one in there without looking your best now, do you? I
mean, all these pretty underthings, then the nice little tennis dress.. And
anyway, that's all you need." And she held up a mirror for me to look at my
face.

The steam from the bathwater was dimming my reflection, but not enough that I
couldn't see the slim lines of feminine eyebrows that rose in high arcs over my
eyes.

She must have seen the helpless tears that came to my eyes, because her next
words were said in a much kinder tone.
"Why don't you just relax for another fifteen minutes? What's done is done, and
there's no going back. If you just take advantage of the time to rest, you'll
be in much better shape for your next game, won't you? I don't know anything
about tennis, but we were watching you from the house and you looked awfully
tired to me at the end there."

What she said made perfect sense. I could cringe in humiliation at what lay
ahead of me, or I could put it out of my mind and take advantage of the time
available to rest up. I had been beating the hell out of Phylis until I tired
out, I thought. If I could just get back to the freshness I'd had, I stood a
good chance. Encouraged by these thoughts, I gave her a grateful smile of
thanks.

"That's better!" She enthused. "It's amazing how much prettier you are when
you smile!. Now just close your eyes. Lois and I'll be back in about fifteen
minutes." With that, she left the bathroom.

I was bemused to find myself blushing. She had referred to me as "pretty" and
it confused me to find out that I actually felt complimented. All the same, I
took her advice and lolled in the bath until both girls returned. I was handed
a big towel by Mary, and Lois placed a large bowl of powder with a big pouffed
applicator on the sink beside the mirror, then draped a soft cotton robe beside
it. ".. And dust yourself off with this when you're dry, then put this robe on,
and come next door when you're done. Don't take too long with it either" she
cautioned me.

Powdered, robed, and turbaned, I entered the bedroom again to find both girls
there along with Phylis. She had changed into a fresh dress herself - a crisp
linen - but still managed to look extremely feminine. She was saying something
to Mary.
"... I said I was sorry dear, and I really am. But it is Friday now, and I
can't possibly get another maid now until Monday, and even that would be
doubtful. Even you'll admit that it's not a life threatening type of thing, and
I do have company here... I hope you understand..?"

Mary curtseyed prettily. "I'm sorry for asking, and giving you the problem miss
Phylis, but my mum did get me to promise that I would. But thank you for being
so kind." She curtseyed again.

Phylis saw me. "Aha! The warrior returns." She turned to the bed, and pointed
to the lingerie lying there. "Your stuff is here. We'll leave the room and
give you a couple of minutes to put on the undies - unless you would like Lois
or Mary to stay behind and help you with the bra?"
I shook my head, my mouth being too dry to speak.
"O.K then. I'm sure you'll need a help with the dress, but we'll take care of
that when we get back. Oh! By the way. Use these silk scarves on the bed to..
eh.. pad the bra a little. You know?"

I could see Lois grinning behind her as I nodded in understanding. Seconds
later I was alone. I didn't waste any time. Quickly, I stepped into the
panties, and pulled them on. A jolt of sensory overload went through me at the
satiny feel of the material. I couldn't see what they looked like as I still
had the robe on. Ashamed, I turned my back to the mirror, took my robe off and
slid my arms into the loops of the bra. It wasn't as difficult as I'd thought
it would be to fasten the fasteners at the back. To tell the truth, I kind of
enjoyed the feeling of having my chest enclosed in the tightness.

Still hurrying to get it done with, I slipped the teddy over my head. It was
elasticized at the waist, and fitted me snugly. From there, though, a sort of
ruffled skirt fell, giving the distinct impression that I had suddenly developed
feminine hips. I found the little straps that fastened between my legs and
buttoned them. The scarves were then fitted inside the bra cups. Still without
looking in the mirror, I adjusted the cups as well as I could so that they were
the same size.

In crossing to the bed to get my robe, I couldn't escape my reflection. A
rather pale, scared looking girl looked back at me from the mirror as she
hurried across the room. Totally enclosed in peach satin underwear, a micro
skirt of layered chiffon bobbing as she walked. It dawned on me that, if I put
the robe back on, it would have to come off when I put the dress on - and Lois
would see me like this. Maybe, if I could find the dress and at least get into
it I wouldn't feel so exposed.

Fearfully, I ran to the closet. It was there, on a hanger. Panicked, I started
to undo the large number of fasteners at the back - I could now see why Phylis
was having someone help me into it - but if I could just get it opened enough to
get into it... Naturally, the three of them chose that minute to return.
Phylis spoke immediately.
"Lois. Why don't you get his dress ready for him to put on. Mary. I think the
shoulder straps on his teddy could do with a little adjusting. Margaret? Give
the dress to Lois now and stand up straight. Let me see you. There! Doesn't
he look nice girls?"

And, surrounded by grinning women, I stood in my pink undies and, on
instructions from Phylis, modeled them - walking the length of the room and back
and doing a couple of pirouettes. All three gave me a small round of applause.
I was sincerely happy to finally step into the dress, to get a little more
privacy.

Not that it was any less effeminate. Layered muslin with a short puffy skirt
whose hem was well above my knees. A scoop neckline, enhanced by frilled lace.
Extremely puffed, short sleeves edged with pink ribbons, and a wide satin sash
around the waist to match. Lois effectively imprisoned me in the dress quickly
by hooking me in at the back. Mary was working at tying the ribbons at the
sleeves and the sash at my back into satisfactory bows. In less than one minute
they were done. I had to sit on the bed for a moment to put on a pair of pink
tasseled socks. Then a pair of white tennis shoes with bright pink laces.

Then I was sat down at the bedroom mirror to have my face made up. It didn't
take long, as Phylis felt that I would be uncomfortable if I perspired too much
during the game and had my cosmetics run. But it didn't stop the application of
lipstick, mascara, eye shadow, and blush. They also applied a dark pencil over
my new eyebrows to accentuate their now feminine appearance.

Then Lois took the rollers from my hair, and brushed out the curls that had been
formed. Deftly, she used a brush and comb for a minute or two.

When she stepped back, a young girl looked back at me from the mirror. At the
same time, Phylis saw my reflection as well.
"Oh my!" She breathed. "You've done a great job girls.. But Lois, isn't his
hair about two shades lighter? Oh! You little devil!"
I was startled by her comment, and examined the girl in the mirror a little more
carefully. Phylis was right! I had definitely had my hair tinted to a lot
lighter color than before. I turned to Phylis to protest.

"But what about the ribbon, miss Phylis?" Lois said, coming back towards me,
something else pink in her hand. It was enough to quiet the protest in my
mouth.
"Oh yes!" Phylis smiled. Can't do without the crowning touch, can we?"
And, horror struck, I watched Lois securely pin a small, but frilly ribbon in my
hair.

"O.K girls. You've done a great job. Thank you." Phylis said.
The girls bobbed their thanks, then left the room.


"That wasn't very nice!" Phylis said to me severely.
"Eh? What wasn't?" I answered.
"These two girls worked very diligently, and made you nice and pretty. You
could at least have said 'thank you' to them."
I never thought of it." I admitted, surprised at how guilty I felt.
"And that's the reason I want to have a quick word with you before we finish the
match. I'm wondering if you've learned anything at all from this afternoon.."

I started to say something, but she held up a hand and silenced me.
"Your arrogance with women got you into this, and I really thought that getting
you into a pretty dress might give you a little idea of how nice it is to be a
girl - and maybe help you to see the error of your ways. Has it?"
"I .. I .. Don't know.... Maybe." I admitted honestly.
"Very good!" She smiled. "But how sure are you that you're going to win the
next set? You've had a nice restful bath, and a change of clothes. You must be
refreshed, eh? And I will admit that it may have been only your poor physical
condition that cost you the last one. So? Going to win?"

"I think so." I replied, because the same thoughts had already crossed my mind.
"But not as sure as you were to begin with, eh?"
I had the grace to grin ruefully. "You're right on that point." I admitted.
"Excellent!" She smiled. "So all of this hasn't been a total waste. But I
want you to prove it to me.." She waved me to silence again. "Here, take
these" and handed me two shiny pieces of plastic. One was obviously a tube of
lipstick attached to a small rectangular case, the other a small bottle of
mascara. "Now. Use the mirror, and touch up your lipstick for me - just a
touch now. When you're finished, put the lipstick back in the tube, then touch
up your eyelashes a little."

I thought of protesting but, blushing furiously, did as I was told instead. She
nodded in approval, then took the cosmetics from me and put them in a small
white beaded purse with a long glittering chain for a shoulder strap.
x
"Now. Another question." She continued. "You will now, seemingly, admit that
I might beat you in the next set. Right?"
I nodded.
"And if I do win, how long do you think it would take me to get you in any
female paraphernalia I wanted? An hour? A day?"
I shuddered at the thought, but had to defend what remaining masculinity I had.
"It might take a bit longer than that." I argued.

She shook her head disbelievingly. "You must be kidding. If I turned Lois on to
you, you'd probably be in nice undies and over her knee in five minutes - she
would eat you up!"
"But you can't get help from anybody else." I retorted. "That was part of the
bet..."
"I can't get help from Jeri or Toni. That was the bet." She reminded me.
".. But I really don't need any help" she continued. "And think about it. You
don't really think I need any help either, do you?"
I thought for a second then shrugged in surrender.
"Ok then. Here's what I'm suggesting. I want you to prove to me, Toni and
Jeri, that you've learned something. In the next set, whether you're winning or
losing, I want lots of smiles. I want you to look happy in your nice dress for
us. That way, we'll have a good idea that you might have learned to appreciate
femininity a little more.

The mental picture of me happily cavorting around in a little dress made me
wince. "I can try." I offered lamely.
"Oh, but that's not all." She added. "I want you to take your little purse
here with you to courtside. After every third game, whether you're ahead or
not, we'll both take a break to repair our makeup. You'll touch up your lips
and eyelashes like you did, just a moment ago.."
"I'm not going to do that!" I argued. "That was not part of the bet!"
"I know. I know." She smiled. "But as an inducement, think this over. Please
me now, and if you do lose, I'll give you some time to be .. modified.. into
dressing and behaving like a girl. That way, you come out at the finish of all
this with some self respect. But don't do these little things for me if you
don't want to - but keep in mind that, if you do lose - you'll be having dinner
tonight in a dress! How'll you ever convince Toni that you're any kind of a man
then?"

She smiled at me, kindly, and added "It's really hard for me to imagine that
you can't like being a girl. In such a short time you've been made to look so
nice. I mean, you were okay as a boy.. but you have so much potential as a girl
... But it's all up to you, I guess." She glanced at her watch, and shook her
head. "Really! We can't be standing around here all day, can we? We have a
match to finish. Are you ready?"
"I guess so." I conceded.
"Oh! I almost forgot!" She said, going to the closet. "You better put on a
sweater for warm up. Here's one that'll do."
And she handed me a pink bolero sweater jacket of some angora wool mix, fluffy
and feminine, with tiny pearls interwoven into the material.
"It doesn't have buttons" she explained "but the sleeves are roomy enough that
they won't crush your dress sleeves and it's short enough that it won't cover up
your sash, so let's get it on.. There, that's a good boy." As I did as she
suggested.

The amazing thing to me was that, bulky though it was, the sweater seemed to
actually emphasize my 'breasts' giving my figure a much more feminine
appearance. And now, in my white dress with pink sweater, blonde, ribboned hair,
and flashes of pink satin lingerie showing under the gauze of the dress every so
often, any resemblance I had to a 'boy' was minimal, to say the least.
Obediently though, I followed her back to the court.

Toni and Jeri were walking back also, just in front of us, but didn't see us
until we caught up with them. Toni, once she saw me, smiled gleefully.
"My! Aren't we the pretty one? Do you like your new dress Margaret?"
I stood there, speechless in humiliation, blushing furiously.
"But enough of this girlish chatter, eh?” she added “You'll be wanting to
finish the match I expect?"
I nodded, Phylis grinned. "We'll just warm up for a little while" she said
"then we'll get on with it."

Remembering Phylis's dictates, I decided to stay on her good side. I warmed up,
smiling a lot. Underneath though, I got an awful feeling of dread. The sensory
messages I was getting were incredible, and almost hypnotic. The tightness of
the bra around my chest, the feel of the dress on my 'breasts' as I moved around
the court making different shots. The caresses given off by the chiffon skirt of
the teddy on the sensitive area just above my knees, the same when the small
ribbons holding up my puffy sleeves touched my bare arms. All of these,
combined with the feeling of airiness under my billowing skirt, produced the
most sensual feeling I'd ever experienced. I actually started to get a major
erection.

Whether it was the clothes or these sensory impressions I couldn't tell, but I
found myself playing just like a girl - little soft drop volleys, a weak
forehand - even my footwork started to feel very dainty as I found myself
'wafting' around the court. Phylis smiled encouragingly at me a couple of
times. Once I even heard myself let out a little girlish squeal of
disappointment when I missed a shot. She grinned at that.

Once the warm up was over, I took the sweater off. It may sound strange, but it
was really only then that I realized that I was engaged in a tennis match where,
through some strange series of events, I had been transformed into playing a
girl's role. Not only that, I seemed to have been willingly coerced into
demonstrating that I really liked it! And, to tell the truth, I started being
very conscious of my 'breasts' heaving under my dress in points where I got
exerted. I even found myself trying to move in such a way as to have the skirt
of the dress 'bell' out around me - it felt so nice. As if to prove this my
transformation into a girl; smiling, squealing, I daintily dropped the first
three games to be down 3-0.

It was when I was freshening up my lipstick and mascara under the poorly hidden
amused scrutinies of Toni and Jeri that I woke up. All of a sudden, it dawned
on me that, not only had I given up any chance of winning a Mercedes, but it now
looked as if I was going to be cast in the role of a girl for some time. With a
renewed burst of grim resolve, I gritted my teeth and decided to put up a better
fight. This decision was reinforced by the appearance of Lois and Mary at
courtside, asking if they could watch the match. I was truly frightened of
acting the girl so much, particularly in front of Lois, feeling that win or
lose the bet, I'd already given her enough ammunition to deride me for the rest
of my life.

No smiling, squeals, prettiness about my game now. Concentrating solely on each
point, I fought my way all the way back to tie the game at 3-3. Phylis called
for a 'cosmetic repair' break. I stood beside her, but did not open my purse.
We had a quick, whispered conversation.
"You're being naughty, Margaret. You're not smiling, and you're not fixing your
makeup like I asked..."
"I'm not going to do that in front of Lois and Mary" I pleaded.

She stopped in the application of her lipstick and turned icy blue eyes on me.
"Oh. Back to this macho nonsense in front of the maids eh? Is that what it is?"
I shrugged, uncomfortably.
"Don't you know? You want to lose! Believe me, you'll find a way to lose this
match. Trust me!"
"Will not!" I answered stubbornly.

She smiled, and went back to reapplying her makeup.
"Tell you what. It's your service, and you've been doing well. I'll bet you
the cost of your new mercedes that you don't win this next game.."
My heart jumped.
"And if I don't?" I asked.
"Mary asked me for the rest of the weekend off. I had to turn her down. You
lose this game, you take her place for the weekend."
"No way!" I answered, terrified.
"O.K." She shrugged, putting her cosmetics away. "Let's get on with it."

I aced her with a beautifully placed serve to her backhand. 15-0. On the next
point my first service was out. I spun the second serve deep into the box. She
rifled a strong return at my feet. I lobbed it. It was too deep in the court
for her to do much else but lob it back. I was waiting at the net - a full
smash and the score was 30-0. She bobbed her head a little in congratulations.
I grinned. This was more like it.

On the next point, she made a beautiful return of my first serve, forcing me
into a defensive series of strokes for one of the longest rallies of the match.
She won it with a beautiful drop volley that had me lunging. It was now 30-15.
I followed a strong first serve into the net and had her sprawling on the grass
when I volleyed her return out of her reach. I grinned openly at her. She got
up, brushing a grass stain from her knees, but her eyes were blazing now.
40-15.

"I'll give you the same bet" she hissed. "But even better. Not only are you
going to lose this game - you won't win even one more point!"
I actually felt my knees quake a little at her ferocity, but couldn't resist
asking. "You're betting that I won't win one more point in this match?"
"This game!, Not the match. You're gonna fold." She answered.
"Win or lose this game, if I win one more point, you'll owe me twenty-some
thousand dollars?"
"Make it an even thirty." she said.
"You've got a bet." I snapped.
"After the match, you'll report immediately to Mary for a quick training course
- and to get into your uniform." She snapped in return.
"Only if I lose." I replied, but a little tremor had appeared in my voice.
"You're gonna, sister!" She said, smiling again.

My first serve was just wide. A lot of spin on my second had her lunging. I
stood grinning as she chopped her racket at it and the ball floated towards my
court. It looked as if it was going in the net for sure, but I ran to cover it.
In perfect position for a return if one was necessary. I found myself watching
helplessly as it came down right on top of the net, hang there for what seemed
an eternity, then drop - dead, no bounce whatsoever, on my side of the court.
40-30.

Unbelievingly, I watched both my next serves float into the net for a double
fault. Deuce.
My first serve seemed to have lost any power it had, so I decided to spin the
next one in. It was a good service. She got it back, but without much pace. I
slashed a wicked topspin forehand at her feet. With a scooping motion, she got
it high into the air. Confidently, I stepped into position for the overhead
smash - and put the ball right into the net! Ad out.

Across the court from me, she grinned - and walked right into the court for my
next serve - just like she'd done previously!
Trembling, I dinked a service in, praying that she'd make an error.
She didn't. The ball was back at my feet. Helplessly, I lobbed it in the air.
At the net, she seemed to be playing it safe, and played it down my backhand -
then, incredibly, dropped back to her own baseline as I put a weak return back
to her.

Then, skirt billowing, I was run all over the court, from one side to the other,
seemingly incapable of making anything but little girlish pats. Grinning more
and more widely, she started to play the same way, until I knew that we gave the
picture of two feminine women playing tennis for the first time. Muffled
laughter started coming from the spectators as Phylis began to make little
girlish squeals of excitement as the long rally continued. She finally ended my
misery with a beautiful drop volley.

"Would you like a break to repair your makeup now?" She asked. "It looks as if
it could use a little fixing."
She posed it as a question, but I recognized the command there.
Silently I opened my purse and, under amused scrutiny from everyone, stood and
applied lipstick to my lips and mascara to my eyelashes.

Totally psyched out now, I lost the rest of the set quickly - hardly winning a
point as I minced, pranced, and pirouetted around the court, smiling and
squealing. Phylis was now calmly putting me away as I became more and more
girlish. The set ended as I lost 6-3.

My new status was made immediately clear to everyone when we walked off the
court.
"Lois? Margaret just heard about Mary wanting the rest of the week-end off, and
has kindly offered to take her place. Isn't that nice?" Phylis stated.
I saw Lois' eyes open wide, and a grin come to her face as the implication
struck her.
Phylis continued "but he so wants to do a good job of it, that he insists that
he wants to look - and act - right in the part. So he suggests that you start
training him immediately after his shower. So girls. Why don't you take him to
the maid's quarters with you? That way you can get started quicker."

"Margaret! Before you go? Come here!" Toni called.
Obediently, I walked over to where she stood. She had a peculiar look in her
eyes. I stopped a few feet in front of her. Silently, still looking right into
my eyes, she crooked her finger at me to come closer. When I did, she took me
firmly in her arms and, bending me backwards a little, kissed me firmly on the
mouth. I could feel my lipstick smear a little. Submissively, my arms snaked
around her neck as I took the standard female position, and responded to her
kiss.

She let me go, and stepped back, still looking at me strangely.
"Seems that your inner woman wasn't too far under the surface after all, was
she?"
I hung my head, blushing again. "I guess not." I said quietly.
"Well then. Seeing as how you admit it now, I'll give you one option. If you
want, you can leave my employ right now. I'll give you two hundred dollars cash
and Lois's old car.." She turned to Lois "You still selling that junker?"

Lois looked aggrieved. "Yes miss Toni. But what about him taking Mary's place
for this weekend? Seems to me..."
"Oh. I'll compensate Mary." Toni said. "She won't be hurt by this, I
promise.." She turned back to me. "You get the car, two hundred dollars, and
the clothes on your back. You want to do it?"
I plucked at the skirt of my dress. "You mean this dress?"
She nodded. "That dress."
"But I'd have to get other clothes, a room. How would I...?"
"Well it might be somewhat embarrassing. But you could always go to a store,
pretend you're buying clothes for your boyfriend, rent a motel and change
there."
"But that would use up all the money." I protested.
"Maybe you could get a job. A real job - instead of being some woman's boy
toy?" She suggested calmly.

"Oh Toni!" I wailed. "I don't want to do all that!"
She relaxed visibly, obviously satisfied that it was me that had made the final
decision. "That's fine then Margaret. Off you go with Lois and Mary. Mind you
do what they tell you now!" She patted my rear end dismissing me, and turned to
talk to Phylis and Jeri.

Grinning again, Lois hooked her arm in mine. "Let's go Margaret. Mary's got a
lot to teach you within the next couple of hours.

And teach me she did. I had to shower quickly - no luxurious bath this time.
Lois washed my hair again. This time, I knew without asking that my hair color
had been lightened again. Even more quickly than in the morning, my hair was
again put up in rollers and turban. Plain, but functional underwear bra,
panties, camisole and garter belt went on me with no fuss. The bra was padded
slightly more than previously as Mary was bigger in the breasts than Phylis.
Then the shocker.

A petticoat was produced, and I had to step into it. Multi layered of a soft
white fabric, it stuck out quite dramatically from my waist, and didn't quite
reach my knees. Then, for the first time, I really heard the sound of taffeta
- as they brought out my new uniform, a deep royal blue in color, one of Mary's
best. I couldn't believe the noise it made as they opened it up and, as I stood
with my hands over my head, the extent of the rustling as they slid it down over
my body.

Quickly, as if they were frightened that I might finally rebel, they fastened me
securely into the dress, rearranging the ruffled petticoat layers under the
skirt as they finished.

Black, fine mesh stockings were given me to put on. I had some trouble
fastening them to the clips on the garter belt. Grinning a little, Lois put her
hands up under my skirt, and helped me. While there, her hands did a little
more stroking of my inner thighs than would have appeared necessary, but I stood
there passively as she aroused me into having a fantastic erection. Then she
flicked my penis with a fingernail. It died immediately. "It's not very
ladylike to have these." She taunted me.

Medium height heeled shoes were found that fitted me quite well. Neither of
theirs would fit, being a little too small, but a couple of pairs of Jeri's were
found that were actually quite comfortable. I really had no trouble walking
with them on. And my training began.

I learned quickly that the last thing Mary wanted was for me to be 'swish'.
What was pounded into me was how to walk in a quietly subdued, but feminine,
manner. How to make 'bob' curtseys, and the deeper version. How to serve at
table, how to run a bath. How to stand, turn, pour and serve drinks. She was
pleased at my aptitude and both she and Lois were really amused at my attempts
to reduce the flounce of my petticoats as I walked.

"That's why you don't have to mince around dearie." Lois commented. "These
petticoats'll do it for you all by themselves. And what do you think about the
taffeta? Isn't that a lovely noise?"
She saw the look on my face. "Margaret getting sexy with all of the nice
clothes? Is that what it is?"
I nodded in shame, feeling my body making undulations in my dress, my erection
rubbing against the soft materials of the lingerie.
"Here." She said. "Go to that drawer over there. Pull out a pair of nice
silky panties, and bring them to Lois. There. That's good. Now c'mere."

As I started to follow her instructions, Mary grinned. "Looks as if you two'll
be busy for a while. Think I'll go and change."
Lois smiled, looking like a contented cat. "Sounds like a good idea to me."
And Mary left, closing the door softly behind her.

Meekly, I handed Lois the panties I'd got from the drawer and sat beside her on
the bed. One of her arms went around my shoulders and pulled me back to lie
down beside her. I felt her hand under my skirt again, this time pulling my
panties down. Then she wadded the pair of panties around my penis, caressed me
there, and kissed me firmly at the same time. With a squeal of pleasure, I
ejected immediately, my body bucking a few times as I came.

"There. Sounded like you needed that, eh Margaret?"
I nodded weakly in agreement, and she kissed me again.
"You're going to do what Lois tells you, aren't you?" She asked.
I nodded again, obediently.
"Great! Now don't put your panties back on yet, but go and get that hairbrush
from the dresser. Hurry now!"

Panties draped around my ankles, I hobbled to the dresser, picked up the
hairbrush and carried it back to her, then handed it over. She was back to
sitting upright on the bed, her legs held tightly together.
"O.K. Now Margaret, just drape yourself over my knees, would you?"
I didn't argue. I knew that she was going to spank me but couldn't stop myself
from obeying her.

Slowly and deliberately, my petticoat and skirt were lifted. With the palm of
her hand she softly stroked my bare cheeks.
"Oh!, Such a nice soft ass" she whispered "seems such a shame to spank it when
you haven't really done any thing wrong, doesn't it? But you want me to, don't
you?"
"Please - don't" I wailed softly.
A hard smack hit my buttocks. I yelped.

"Now don't annoy Lois" she commanded. "You really want a spanking, don't you?
Not a hard one like that of course - because that'd make you cry, wouldn't it?
You want a nice 'soft' one, where you can make little girlish noises and kick
your legs all pretty - just as if you enjoyed it. Now that makes Lois happy,
and you want to make sure that you keep her happy, don't you? Want to show her
how obedient you are, eh?"
"Yes Lois." I capitulated.

And, true to her word, she didn't hurt me. And to tell the truth, I started to
enjoy it. The sound of the rustling taffeta against the nylon of my petticoat.
The panties around my ankles now, restraining my legs from kicking too much, and
forcing me into the delicate little, straight leg swimming style kicks that Lois
wanted. The feeling of being totally dominated, of not having to pose as
'manly' any more, of having all my decisions made for me. I let out little
cries of happiness as she demonstrated her new, total mastery over me.

Mary came back in, now in street clothes, just as Lois finished. Red faced, I
was allowed to get up from my prone position. Even more humiliating was having
to pull my panties back into their proper place. Then they figured I was ready.
Quickly my face was made up - with many comments to "watch what's going on,
you'll be doing this yourself pretty soon" and my hair was freed of the
rollers, then brushed out. They produced a lacy apron and mob cap, and seconds
later I was ready for my first performance as a maid.

Mary nodded her satisfaction, then gave me a quick kiss. "Thanks a bunch,
dearie. Don't worry, you'll make a great maid. See you Monday." With that,
she was gone.
"Okay Margaret.” Lois said. “Let's give you a little practice. I'll be
mistress, you be the maid. I've got to change into a uniform for dinner, so you
can help me change. Now go and look out my petticoat from that drawer, then lay
out my russet taffeta..."

And, for the next ten minutes I performed as Lois's personal maid, curtseying
when she addressed me, helping her into her dress, fastening it at the back,
tying her apron bow, and pinning her mob cap on to her hair. When I was
finished, she led me over to the mirror.
"Now don't we look nice" she purred. "Miss Toni will be very happy. So why
don't we go and get dinner going. The ladies will be wanting their drinks any
minute, so you can go and serve them. I'll see about setting the table. You
can come and help me when you have a free moment. Ok?"
"Yes ma'am" I said, bobbing as I did so.

I had expected some mocking comments to come my way from Toni and the others.
There was absolutely none! Then it dawned on me - I was the maid, just like
Mary, and could expect to be treated accordingly.

The afternon wore into evening. Dinner was served and, after we had cleared
everything away, Lois and I had our own dinner.
"Think I'll pierce your ears tomorrow." She said conversationally "you'll look
ever so much better with a nice pair of earrings. You won't mind, will you?"
Blushing again, I shook my head. "But something is bothering me Lois" I said.
"Not your pretty clothes, surely?" She said with a grin.
"No. Not that." I said. "I'm wondering where I have to sleep tonight."
"Oh!" She said. "You mean.. will miss Toni want you in her bed?"
I nodded.
She grimaced. "Well I don't know. That's for sure. Tell you what. Why don't
you ask her?"
I froze in horror.
"Oh, c'mon." She cajoled me. "You'll have to find out. Here, I'll come with
you. C'mon!"

The two of us swept into the living room where the ladies were sitting. They
all looked up. I couldn't speak.
"Begging your pardon miss Toni" Lois said "Margaret here needs to know where
he is to sleep tonight."

Toni shook her head, and addressed me.
"Why, you'll sleep in the maid's quarters, that's where. What did you expect?"
"Thank you miss Toni" I said, curtseying.
Then a thought struck her. "Let me explain" she said.

And she proceeded to lay out my new career path. For the rest of her stay with
Phylis and Jeri, I would be in training as a maid, under Lois and Mary. During
that period, I would be given creams to apply, and have pills to take. "These
will cause your breasts to get bigger and your voice to get softer. You don't
have much facial or body hair right now, so that will probably disappear
altogether. You'll also do exercises with the girls every day - special ones
that will also assist in getting you a more girlish figure. Mary will train you
on how to act during the day, and Lois will take over your education for my
bed.."

I looked at her in total puzzlement.
"Teach you how to be a girl in bed, silly. You see, all these creams and things
will .. ahem .. reduce your male organ .. In size. And anyway, looking like a
girl, dressing like a girl, smelling like a girl.. Well you're going to be
treated like a girl. See, if you do all these things properly, one night you'll
find a beautiful white nightdress and robe laid out on your bed. That night,
you'll come back to my bed - be my little bride - and if you're very, very good,
you can have a permanent job as my personal maid. Sound good?"
I curtseyed again. "Yes ma'am" I said.

THE END THE END