Chapter IV Of course I'm anxious
Although we had stayed up well into the wee hours the night before, we
couldn't sleep all that late on Saturday because I had so much to do to
get ready for my date with Phil. My God! It was probably easier to plan
the president's inauguration. And things started off badly. Right after
breakfast, I had to run to the bathroom for the second time that day
because my bowels were acting up. This had been a problem of mine since
I was a kid. When I got really anxious, I tended to get diarrhea. When
I was 12, I took a trip with my class to Washington D.C. and almost
didn't make it onto the bus because I couldn't get off the toilet.
Although I've only rarely had that problem recently, it was now back. I
had to laugh. Going on a date with a guy had regressed me to the
emotional status of a 12 year old. And that image of vulnerability made
me shiver.
Because of my little problem, we left the house quite late. Our first
stop was to the drug store so I could get some Imodium. From there we
ran to the store where I got my waist nipper. "What are we doing here?"
I asked.
"Just you wait and see," Rebecca replied as she approached a trim older
woman with great posture named Dorothy, who led me to a back room where,
Rebecca said, they had a surprise for me. I wasn't sure I wanted any
more surprises, but Rebecca, it turned out, had bought me new breasts,
sinfully expensive Amoena Tria Plus forms. While I hadn't realized it,
I had been measured for them at the same time I had been fitted for my
other lingerie. After some very unconvincing objections - I mean I had
to seem like they were forcing me didn't I - I lay down so they could be
attached to my chest.
When I sat up, I didn't know what to think. They sagged down with a
most delightful bounce and even bulged slightly into my arms. I turned
left and then right to see how they moved, and sure enough, there was a
slight delay before they caught up with my turn, then some overshoot,
and then the opposite on the way back. The women both giggled when I
looked up with a big, stupid grin on my face. "Oh my," was all I could
think of to say.
"Oh my indeed," Rebecca replied, admiration in her voice. "Aren't you
something? Let's get your little corset on. I want to see the full
look."
This was a serious garment, made of what appeared to be satin, but was
also very sturdy. Mercifully, Dorothy only laced me in two inches. But
still, who with diarrhea would wear even a small, loose waist nipper?
What we trannies do to look beautiful! Even for a date we don't really
want to go on! "Pull it in another half inch in about three hours,"
Dorothy told Rebecca, just as I was reconciling myself to the nasty
thing, "then the last half inch three hours after that." Then turning
to me she said, "You should have plenty of time to get used to it and
still be comfortable when you are out tonight."
"Uhh, thanks, I think," I replied. Two inches felt plenty snug. If
that was enough to allow my skirt to fit, that's where I wanted to stop.
I was a little worried about the look Rebecca was giving me though; she
looked like she was just dying to squish me down further.
After selecting several new bras, because my old ones no longer fit, I
redressed. I was only wearing high-waisted jeans and a stretchy
turtleneck top, which now encased a busty young woman with a slim waist.
We paid for our purchases, now having spent well over a thousand dollars
in this little store over the past week, and headed out to have a light
lunch before going to the salon. I was due for a complete make over,
starting with my toes and ending with the top of my head. With my new
figure I was starting to get excited about the prospect.
I discovered I had little appetite, and was worried about eating
anything that might set me off again in any case. Some toast and yogurt
was about all I could handle, and it sure didn't leave me feeling
satisfied. *Still, better safe than sorry,* I thought.
Sara then drove me about a half hour away to a salon that specialized in
makeovers for T-girls. This was a full service operation, almost like a
day spa, and they gave me the works, trying to find the butterfly inside
my caterpillar. You should have seen everything they did for me. Even
though I was nervous, I felt like a princess!
Rebecca had set the whole thing up and left me to enjoy myself, which I
fully intended to do. The pampering was as delightful as I had
anticipated, and being mixed in with real women, who basically ignored
me except for an occasional conspiratorial smile, was fun. The only
problem was that I had way too much time to think. It seemed that every
time I began to relax, images of me and Phil invaded my consciousness.
The first time it happened, I was just finishing up with my body waxing.
The operator, Rosa, had just finished with my bikini line, leaving only
the smallest patch of hair above my penis. "You don't want anything
sticking out from the edges of your panties, do you?" Rosa asked when I
questioned the extent of the work she had just done, as if I could get
the hair back.
*Well, no. I guess I don't,* I thought to myself as I simply shrugged
to her. And then, as she finished up by massaging a wonderfully
aromatic and soothing lotion into my skin, I drifted into a day dream.
I imagined myself standing in front of Phil, naked except for my small
corset, stockings and heels. My new breasts hung alluringly over the
top of the corset, and my slightly engorged penis hung below it. Phil
was staring at it.
"You really went all the way for me, didn't you, darlin'," he asked, a
bit of lust in his voice as he reached down and tickled my remaining
pubic hair with his fingers.
I giggled from his touch, and looked up into his eyes. "Isn't there
something else down there you want to get your fingers around?"
"You are just the cutest little sissy," he replied, now hefting my
penis, which was beginning to come to life. "Just wait until you see
what I have for you." "Sara, this isn't very ladylike. Is it for me?"
Rosa giggled.
I looked down and could see that the erection I was beginning to get in
my daydream was in fact real.
I blushed furiously, and could only smile at her with a totally
embarrassed look on my face. I sure as hell wasn't going to tell her
what I had been thinking, which surprised the hell even out of me.
"Your touch is quite lovely," I half whispered, half choked out, trying
to somehow recover some dignity. "I'm sorry."
"Oh don't be silly," she said, flicking her wrist at me to show she was
just teasing. If this was going to scare me, I sure as hell wouldn't be
working here. And we both giggled. "C'mon, I'm done with you. So I
pulled my panties back on, admiring, the smooth, hairless skin that
surrounded them, wrapped myself in the baby blue robe with pink piping
they had given me, and followed Rosa to my next station.
"Big date tonight, hon?" a rather large woman in a crisp, baby blue
smock asked me as I settled into her chair.
"Yeah, I guess you could say that," I replied, as I realized that
Veronica, which is who her name tag said she was, was no more female
than I. But even though she was nearly six feet tall and rather large
boned, she had an unmistakable air of comfortable femininity about her.
Her long, bright, orangey red hair was worn in large, loose curls that
bounced when she moved her head, which she did in quick little motions,
like a bird. Her makeup was exquisite, emphasizing her large pale blue
eyes and ample mouth, and there just wasn't any evidence that she ever
had a beard. Because she talked so much with her hands, it was easy to
see that she had gorgeous nails, quite long, with intricate airbrushed
art on them. I wondered what those might look like on me, but then
shook it off because I had already decided that I wanted my nails no
more than a quarter inch past my finger tips, and in a simple deep red
that I thought would go with my dress.
As we discussed what my nails should look like, Veronica, who insisted,
"Call me Ronnie," said, "What do you think of this color?" She was
holding up a pearlescent dark blue polish called Lustre. "I checked out
your dress," she went on, "and this coordinates with it perfectly." And
then she pulled out a plummy colored lipstick that didn't exactly match
the polish, but complimented it perfectly, and then some earthy-plummy
eye shadows. "See?" she went on. "Everything goes together. And I
think these colors will be great with your skin. You really should go
to a tanning parlor you know. You need more color."
I sat there studying the colors as she applied them to the back of her
hand so I could see them together. *What the hell,* I thought. *I
would never pick anything like these, but there's no harm in being a
little daring.* I smiled up at her. "Okay, I love the idea, let's go
for it. But I want my nails to be ovals, just a quarter inch past my
finger tips, okay?"
"Oh that's just wonderful," she gushed. "So many of my clients are just
too stuffy to try anything avant garde. The men will all be drooling
over you and the women will be jealous."
"I guess," I replied, not sure whether that's what I wanted to happen.
"You just relax. I'm going to give you a facial, and while your mask is
on I'll do your nails. Your wig is already done, but were going to trim
and touch up your hair anyway. Then we'll do your makeup and you'll be
good to go."
"Sounds too good to be true," I smiled at her, and then lay my head back
as she lowered the chair to a more horizontal position.
The feeling of her fingers on my face as she worked on me was just
exquisite, and even though she kept up a constant prattle, by the time
she applied the aloe-cucumber mask, I was drifting in and out of a
comfortable semi-consciousness.
Phil was again in my dreams. This time, he was oohing and ahhing over
my beautiful nails as he held my hand in his and lowered his head to
kiss it. I shook my long blond hair off my face and looked up at him
longingly. His eyes devoured mine, and he reached around my back with
his other hand and pulled me tight against his body, kissing me deeply.
As I gratefully returned his kiss, I could feel his erection growing
against my belly. It was like touching a magic wand, and a warm feeling
spread out to the rest of my body from where it touched me.
Then, without warning, he pushed me away and in a harshly cutting tone
said, "I always knew you were a faggot, you little sissy." And we were
surrounded by hundreds of people who were pointing and laughing at me,
calling me sissy or faggot. I searched for a way to flee, but I was
trapped.
I snapped my eyes open and shook my head. I could feel the tightness of
the hardened mask on my face, and my heart was accelerating into a range
that would give a hummingbird a heart attack.
"You okay hon?" Veronica asked.
"Huh? Oh. Yeah. I think I just had a bad dream."
"Well, let me get you a glass of wine to relax you," Veronica said
standing up and starting to turn away from me.
"No, no," I insisted. "Don't." I was pretty sure my sore little tummy
wouldn't be real happy with alcohol right now.
"Oh. You're nervous about your date. How precious," she gushed again
(it seemed to be her only way of talking), as her hands fluttered all
around her face like escaped butterflies. "Just like a teenager going
to a prom."
"Well, maybe," I allowed. "Anyway, I'm okay now, why don't you
continue."
So I settled back down and Ronnie picked my hand back up and started in
again on my nails. Now, however, I was rattled. All my fears of
humiliation were now dancing wildly in my mind.
*How am I going to get through this? I'll come downstairs after Rebecca
lets him in, and make my grand entrance as the two of them stand next to
each other watching me. I guess Rebecca'll be supportive; she's been
great all week. I hope she'll be proud to see what a lovely woman I
make. Or will seeing me as a lovely woman threaten her or make her
think less of me as a husband, even though she had a big hand in getting
me to this point. Aack!*
*And Phil?* He'll think to himself, *What a little sissy. He didn't
even have the guts to turn down my little offer of a date. What a
pansy.*
*And that's what I'd be,* I thought dejectedly, *a pathetic little
pansy. At the rate things are going, I'll probably have an accident
right there in my panties.*
And then I thought of Ronnie. *Obviously not a born-woman, but one who
seemed to revel in her femininity. She's just herself, even though
she's not perfect. Hmmmph. Where does she get her self -confidence?*
I was starting to feel even more insecure, realizing that even with all
my intelligence and financial advantages, I didn't have anywhere near
the confidence she did, or the courage to just appear as I wanted to,
something she had clearly done. *You're pitiful,* I thought, and I
almost started to cry.
And then, to make things even worse, I could feel my stomach start to
cramp up, which, inside my corset felt like the build up to an
explosion, and I knew I had to get to a toilet, fast.
So I started to get up again. "Veronica, I need to go to the bathroom,
now," I said urgently.
"Oh! Oh! You poor dear. Here let me help you up. It's right over
there next to the changing room.
She hurriedly escorted me to the restroom and then stayed there,
repeatedly asking if I was all right.
Actually, this was the easiest it had been all day, and I had a hopeful
feeling that this might be the last time I needed to go. Surely, there
couldn't be anything left.
I emerged from the restroom feeling embarrassed. l really didn't need
anyone witnessing the humiliation of my anxiety driven bowels. But
Ronnie was right there, looking very concerned and hovering around me
like a mother bird at her nest.
"Well," I said. "I think that might have been the last one. There
couldn't possibly anything left inside me."
"That's great!" she replied, as if I had just won the lottery. This
woman's enthusiasm knew no bounds. "Now you won't have to douche your
pussy to get ready for tonight." She really seemed to be pleased for
me. "Here," she said, handing me a tube of anti-inflammatory cream.
Use this. It'll help."
"Do you have diarrhea a lot?" I asked, surprised that she was so
prepared for this particular eventuality.
"No, silly," she said blushing and turning her head down and away in a
most fetching manner. "I keep this for when my dates get really hot and
fuck me till I'm raw."
My eyes widened at the image, but I couldn't be sure if she was putting
me on until a moment later when she wiggled her ass at me in a most
kittenish way (*What a great move,* I thought. *I've GOT to learn
it.*), with a look on her face that was a priceless mixture of pride and
embarrassment. After a moment's hesitation, we both started to laugh.
"What are you telling me?" I squealed.
She leaned in close as if we were long time confidants. "Well, honey,
don't tell me you're going to all this trouble to get ready for a date
and that you don't intend to get laid?"
"What?" I squealed again. "No. I don't intend to get laid! I'm going
to do everything I can to avoid it."
"Huh?" Her face fell, and it was obvious that she was truly confused.
"Oh shit," I muttered, raising my hands and dropping them to my sides in
frustration. "Veronica, it's complicated. The truth is, I'm a happily
married, heterosexual and the guy has promised to be a perfect
gentleman."
She still looked confused.
"Ronnie, you seem to be a dear, but I don't really know you, so I'm not
quite ready to dish everything. Just know that I love to dress, and
this make over is like the coolest thing I've ever done."
Disappointment now shared her eyes with the already present confusion,
but she took my hand and led me back to her station. It didn't occur to
me till later that I had been holding hands with a guy.
As I sat down, I felt like I had to tell her something, "Ronnie," This
is my first real date with a guy, but the circumstances are kinda weird.
I mean I've always dreamed of going out on a date just to see what it
was like to have a guy treat me like a woman, but..."
"You mean, be careful what you wish for, or you may get it?" she
interrupted.
"Exactly," I replied, relieved that I didn't have to tell her any more.
"And on top of everything else, I've got diarrhea."
She looked at me, her face grave for about two seconds. Then her hand
flew up to her mouth as she tried to hold in her laughter. But it was
no use. It came out in gales. And a second later I was laughing too.
When you thought about it, it really was ludicrous.
When we had both calmed down, Ronnie got a glass of wine for both of us
and we shared a few sips before she settled back down to work, and I
settled back down to figure out how I was going to handle the evening.
Before I settled fully back, I lifted my head and said to Ronnie. "You
know, I'm wearing $100 panties, but I'm not letting anyone see them.
Seems too bad, somehow."
"Honey," she replied. "It's downright sad. I've always thought that
there's nothing sadder than a transsexual who's afraid to be who she
really is."
She said it whistfully, as if she wasn't talking about me; after all,
here I was getting a make over so I could go out on a date. But it
stunned me like a slap across the face. Without knowing it, Ronnie had
effectively gutted me. A deep gush of shame ran through my soul, and I
didn't want to talk about it any more. So I put my head down, saying as
I closed my eyes, "Why don't we finish up. I still need to get home
before I go out." I grimaced inwardly at how harsh I sounded, but I was
too upset to really care.
Lying there, again near tears, I thought to myself, *You're a hypocrite.
A hypocrite and a fraud.* *No, my life is okay the way it is,* I argued
back.
*No. You're a wimp, a wimp and a coward. You never commit
wholeheartedly to anything. You're afraid to give up being comfortable,
even when a little risk will lead to something really fulfilling.* Now I
was on a roll, punishing myself. *What you are is dishonest and sneaky.
You've pushed the envelope just a little by dressing at home, but you
never reveal your true self. You feel embarrassed, shamed even, not
only of who you are, but because you sneak around too. You feel
humiliated because you're afraid to stand up and be who you are.*
A sob caught in my throat. I tried to cover it up by pretending it was
a cough, but Ronnie apparently caught it. "You okay hon?" she asked,
her brows going up in alarm. When I didn't answer for a moment, she
went on, "Don't be sad that you won't be sleeping with your date. If
you two like each other, there'll be plenty of time for that later."
"Yes, yes, of course," I mumbled, trying to avoid a conversation. *Its
amazing how she gets things to totally wrong, yet seems to see right
through me anyway.*
She looked at me dubiously, so I closed my eyes and she went back to
work. I continued to think.
*Stop being a fool. Be what you are and like yourself. You're not a
bad person. Why do you treat yourself like one?* I knew the answer, of
course. I was projecting onto myself how I thought my family and
society would judge me if I let them know about Sara, as if being
transgendered was somehow an inherently evil thing, like looting damaged
stores after a hurricane. After all, hadn't Rebecca just told me that
she had been "absolutely mortified" when Phil handed her the picture of
me at Southern Comfort? Why would she be humiliated by that if there
wasn't something dreadfully shameful about it?
*Oh shit,* I realized suddenly. *Rebecca's part of the problem. Until
this past week, she had hidden Sara at home in the same way that people
used to stick their crazy relatives in the attic or the barn, as if they
were a stain on the family. I wasn't just my own stain, I was hers as
well. We both bought into the shamefulness of my very nature. I never
had the courage to face the potential scorn that being an admitted
trannie would certainly bring (wouldn't it?), and neither had she.*
Not only would my expensive panties stay hidden, but now they were
starting to feel like a brand on my ass. It said coward.
Chapter V My Date with Phillip
"Phillip! So nice to see you," I said as brightly as I could. The
butterflies in my stomach argued otherwise. I had decided to call him
Phillip because Michael called him Phil, and I wasn't Michael. I was
Sara, and Sara hadn't met him before so being more formal was
appropriate. Besides, I thought the use of his full name would make me
sound more like his sister or his mother, rather than his girlfriend,
which is what I was afraid he was thinking, or at least hoping, I would
become.
Phillip and Rebecca had been standing next to each other watching as I
descended the staircase, my long blonde hair hiding my face as I looked
down and turned slightly sideways, hiking up my tight skirt so I could
actually navigate the steps without falling. I trailed a navy blue and
silver chiffon scarf in my other hand. Walking down the stairs like
this was first and foremost a safety measure, but the whole scene made
me feel deliciously feminine, and, I thought, made for a boffo entrance.
And now, as I closed the last few yards towards them, carefully placing
one foot in front of the other so my hips would sway, they both shared a
slightly stunned look. I wasn't sure whether I wanted it to be a
reaction to my apparent confidence and assertiveness or how terrific I
looked.
Ronni really was a genius with makeup, and they had curled the ends of
my old blonde wig, the one from the picture that Phil had found, the one
that he had requested that I wear, so it looked really romantic. I
enjoyed the view for a moment, and then, shaking my head to throw the
long blond hair off my face - even though I just loved to have it fall
by my eyes - I held my hand out to Phil to shake his. I angled it
slightly down, as many women do, with my arm fully extended, and waited
for him to take it.
He hesitated for a second, and then broke into a big grin while his
giant paw swallowed up my hand, with its lovely, sparkly blue nails.
Once he had me in his firm yet gentle grip, he said, "Sara, you look
lovely. I'm so pleased to meet you at last!" And with that, he pulled
my hand towards his face, dipped his head, and kissed the back of my
hand, just like in my day dream.
He allowed his lips to linger just a bit longer than necessary, and then
he continued to hold onto my hand. I have to admit it: the lingering
touch of his lips and hand on my skin made me shiver and I think I might
even have blushed a little. At the same time, I thought, *At last? How
long has he known?* But even though I was somewhat surprised at his
warm and familiar greeting, I could see he was delighted. I was
obviously more attractive than he had anticipated. *Score one for me.* I
had spent my time since getting home from the salon really working on my
attitude, and at least for now, it was paying off.
My encounter with Ronni left me looking gorgeous, but in a miserable
mood. In an attempt to chill out, I spent some time surfing the web
before my bath. While scanning the site of a post-op transsexual who I
had always admired for her simple, open, farm-girl good looks and stick-
it-in-your-face positive attitude about who she is, I discovered this
quote from Eleanor Roosevelt: "No one can make you feel inferior without
your consent."
"Yeah, right," I had muttered.
It wasn't until I was sitting in the tub, luxuriating in a deliciously
aromatic lavender bath oil, that the import of that quote hit me. For
the second time today, I felt like I had just been slapped across the
face. *Of course!* I thought, *How could I have been so stupid? When I
played racquetball with Phil, he almost always won, sometimes he creamed
me. But I never felt embarrassed about it. Why not?* It only took a
moment for the answer to become clear. *Because I knew that losing
didn't make me any less of a person. I once even encountered someone
who had been watching who sniggered at me as we left the court, shaking
his head as if I should be taken out with the trash *What,* I
wondered,*is his problem? It never occurred to me that something might
be wrong with me.* But I was afraid that if someone sniggered at me
while I was out as Sara I would fall apart, feel absolutely humiliated
and look for someplace to run. I wouldn't have to ask, "What's wrong
with me?"
The answer would be obvious: I was a trannie. But sitting in the tub
after my little lesson from Ronni, and some reinforcement from dear old
Elanor, I had decided that it was stupid of me to buy into society's
view of my transgendered self. If I couldn't be proud of who I was, I
should at least not be ashamed of it.
I now understood that it had always been me who humiliated me. I was
like the long-gone cartoon philosopher Pogo, who once said, "We have met
the enemy and they are us." The only person I had to fear tonight was
me. I vowed that tonight would be different. I was pretty sure Phil
wasn't going to be a problem. In fact, he would protect me if I needed
it. And, surrounded by the smell of lavender, and with water beading up
on my brand new tits, I had decided that I was going to enjoy this
evening, going all out to be my most feminine self. Tonight, Sara would
have her first date, and just like the morning sun signaled the day
lilies and morning glories to open their petals, this date was going to
be my signal to blossom.
"You look absolutely beautiful," Phillip went on. "I'm a lucky man
tonight."
"You are," I replied lightly, using the back of my index finger to flick
my blonde hair off my face before I shook my head again. "What do you
think of my dress?" And I gave a quick spin in my four-inch heels,
letting my hair fly around my face. The dress, of course, went no
where. There really wasn't anything soft or flirty about it, although
it was gorgeous and did have a spectacularly smooth satiny lining.
With that, he burst out laughing. At first I was appalled, thinking I
had completely misjudged him and he was making fun of me. But before I
could really react, he grabbed my hand, lifted it over my head, and spun
me around again. "Stunning," he said, obviously admiring what he was
seeing.
"Absolutely stunning. Rebecca, did you know about this." "I didn't
know. I just didn't know." Rebecca replied, looking at me like a proud
parent. But then she broke into a big grin, and said to me, "Sara dear,
you're amazing."
I looked at her for a second trying to see if she was putting me on or
not, but the glint in her eye made it clear she was just enjoying the
show. I couldn't help but give a small dig in return.
"There's lots about me you don't know, darlin'."
As she turned to the closet, she admitted, "I guess so. Let me get your
coat and you two can be on your way. I have plans tonight too, and I
need to get goin'."
So as Phillip and I stood there awkwardly, not really knowing what to do
now that we were past our initial greeting, Rebecca disappeared for a
couple of seconds before returning with my new fake fur.
A few moments later, I had slipped the scarf around my neck, Phillip had
helped me on with my coat, I had slung my bag on my shoulder, pulled on
my new red gloves, and we were out the door.
Phillip gave me the full gentlemanly treatment, holding my arm as we
made our way down the walk, opening the door of his 740i for me, and
then helping me into my seat. He was full of good humor as we drove
along the two lane country roads towards the inn where we were to have
dinner. He praised my looks and my behavior, and really seemed thrilled
to be out with me. I mostly kept quiet, except for the thank you's I
had to offer because of all his compliments. I kept telling myself that
there was no reason for me to be ashamed or embarrassed. I was a good
man and a lovely woman. The world was lucky to have me in it. I almost
had myself convinced.
When we got to the restaurant, Phillip helped me out of the car, easily
pulling me up from my seat as soon as I had swiveled my legs onto the
pavement and laid my hand in his. We left the car for the valet, and
as we turned to walk up the few broad stone steps towards the well lit
entrance of the large, white, Federal-style building, he surprised me by
wrapping his arm around my waist. I froze for a moment, my feet locked
to the ground as I looked up at him, alarmed. But he offered me a
slightly crooked, sort of embarrassed-asking-permission grin that
totally disarmed me. How could it not, coming from a big rugged face
that jutted out from a cap of brown hair that was just long enough to
show a little of curl? I had no idea he could be so charming. So I
thought, *Sure, why not,* and I threw a bright smile up at him to let
him know it was okay. With his big arm around me, I couldn't help but
lean into him slightly, and as we walked through the huge oak doors,
which he easily pushed open with one hand, he put his hand in the small
of my back to usher me inside. Phillip was so big, this was all really
rather comforting, and I kinda liked it, even though he was a man.
The inn had been built in the early 19th century, though it had been
extensively renovated and modernized. It was warm and woody, with built
in cabinetry and antique-looking nick knacks on just about every surface
except the tables. We followed the formally dressed maitre d' through a
small warren of intimate dining rooms that each held six or eight
tables. Each was decorated somewhat differently than the others, but in
each, the diners checked us out as we passed by. I loved the admiring
looks I was getting from the men, and better yet, some of the not so
happy ones from the women. I couldn't help but put a little extra strut
in my walk. I could just imagine what Rebecca would say if she saw me
now, "You are such a tart!" And I loved the very idea of it.
At the back of the Inn we reached a wonderful round parlor that
overlooked a small pond, which was surrounded by trees hung with strings
of glistening white lights, giving it a sort of fairyland look.
Eight tables, each set with starched white table clothes, were evenly
spaced along the windows. All but three already had diners seated at
them. Despite the spectacular view, with the lights mirroring
themselves off the glassy smooth surface of the pond, the highlight of
the room was a huge fireplace, which dominated the wall opposite the
windows, filling the room with that special light and warmth you simply
can't get from any other source. The setting was totally romantic.
Phillip had really selected well. Michael was a little intimidated, but
Sara was thrilled. "Oh Phillip," I said, as I turned to take in the
whole scene, "This is just scrumptious."
Once we had reached our table, which was not right next to the windows,
but instead in the middle of the room in front of the fireplace, where
everyone could see us, the maitre d' first held my chair for me, and
then pulled my napkin from the water glass with a big flourish, folding
it into a neat rectangle before handing it me with a slight bow.
"Madame," he said. I almost giggled. He then took our drink order. I
was still really anxious, so despite my tender tummy, I decided that I
just had to have one of my favorite Grey Goose l'orange martinis, while
Phillip asked for a BIG glass of Johnny Walker Black. The maitre d'
took his leave with a, "Very well, sir."
As soon as he was gone, Phillip leaned forward over the table and looked
at me earnestly. Without hesitating, he said, "Look Sara, I really want
this to be fun for you. You're a good friend and all I'm hoping is to
explore another facet of our friendship."
"I don't know what to think," I replied. "This may open another facet
but what's going to happen to what we had? I punctuated my question by
tossing my head to throw my hair behind me, in what, I realized
immediately after I had done it, could only be seen either as flirting
or a silly little feminine gesture of pointless defiance, which probably
looked like flirting anyway.
"I had that picture for quite a while, but I was afraid to say anything"
he went on, trying to look a little like a sad puppy, and, surprisingly,
pulling it off despite his size. "I knew what could happen to our
friendship if you had gotten angry and turned me down." He looked and
sounded totally sincere, including the small embarrassed grin that
flitted across his face as he finished.
Just then a neatly dressed busboy came to fill our water glasses, and he
fell silent, although it was obvious he had more to say. I just sat
there quietly, my hands in my lap, waiting for him to continue, and
hoping that I wouldn't do anything to embarrass myself. Phillip just
looked at me and shook his head slightly. I wasn't sure what that
meant, and in response, I reflexively looked down and tucked my hair
behind my left ear. I was just too nervous to sit still. *Where IS my
drink? * I fretted.
When we were alone again, he went on, his voice even lower than before.
"Look, you know now that I'm bi, more gay really, but I work in a very
conservative industry and both men and women look at me as some kind of
super macho hero because I played pro ball for a few years. The men
want to take me out drinking so I can tell football stories, and the
women just want to get me into bed to see if my cock is as big as the
rest of me."
It was. I had seen it when we showered at the gym.
"They both convince themselves that they are somehow better or more
important by basking in my supposed celebrity. They're both using me,"
he went on sourly, crinkling his nose in disgust when he finished. He
was either a really good actor, or he really did feel used.
"While my life may seem ideal to most guys," he said as if the way he
lived was the heaviest burden in the world, "it's not for me." He
looked up plaintively, and then lowering his voice even further said.
"I'd rather be with a cute guy who was unabashedly after my body and
could care less about football or all the rest of it," he finished up,
waving his hand like a magician trying to make the world around him
disappear. "But because of all that other stuff, I just can't be seen
going out with guys. So over the years, I've sorta collected a few
companions. Some are female, but more recently they have more and more
been convincing T-girls, who I can take to parties and stuff. I share
something with even the most femmy transsexuals that I've just never
found with a real woman."
He pursed his lips and thought for a second. Then he took a sip of
water. "But you know what? I've never been able to find a T-girl who
was bright, clever, and not running her own agenda. Just like the men
and women who think my fame projects onto them when they're nearby,
they're all looking for something from me; they're not really friends."
I could see this was hard for him. "Yeeaaah?" I urged gently,
pointlessly resetting behind my ear hair that was already there, and
hoping he would continue.
He gave me a small smile and went on. "You and I have always gotten
along; we share a lot of the same interests, and you're certainly not
overwhelmed by my so-called football heroics..." He hesitated and I
could see a questioning look in his eyes so I nodded. He gave me a
small smile and went on, "And when I discovered you were a really
attractive cross dresser, I just couldn't resist asking you out."
He looked at me for a moment and then nodded in a way that was scarily
like Rebecca's nod. "I need a friend," he said quietly. "Someone I can
talk to, someone I can do things with, someone who I know won't try to
take advantage of me. We've been like that haven't we?"
"Sure, but..."
He held up his hand, to stop me. "I just wish I had a friend who I can
take to fancy parties, and plays, and ball games as a date so the men
think I'm straight and the women won't hit on me." And knowing that I
loved steak, he went on, "We could go to Peter Luger's, or Smith and
Wollensky or the Palm every time I'm in town and you'd never have to pay
for it!"
I think my mouth fell slightly open, and I know my stomach lurched at
what he was implying. "You mean this isn't a one time thing?" I started
to hyperventilate a little, a sure sign I was anxious. Of course, with
the stupid waist nipper on, I couldn't take a deep breath in any case,
and my breathing was already a little rapid.
At that moment a lovely young woman with long, straight, shiny dark
hair, and wearing a short black skirt, white blouse and starched white
apron, approached with our drinks on a small round tray. I nodded for
Phillip to shut up.
As she put our drinks in front of us, she gave us the usual kind of
restaurant greeting, "Hi my name is Emily, and I'll be your yada, yada,
yada..."
"Oh you don't have any bread!" she exclaimed, seemingly as agitated as
if she had just spotted a dead rat in the middle of the table. "I'll
get it for you right away."
I immediately reached for my martini. My plan was to down it in one
gulp, even though it was quite large. That way I could order another as
soon as she got back.
Phillip put his hand on my wrist and said, "Hey, slow down there. Don't
you think we should make a toast?"
"Phillip, if I don't get at least two of these into me really fast, I
think I'm gonna totally freak out." And just at that moment, dear little
Emily came back to place a basket of hot rolls on the table. The smell
was heavenly. I again surprised myself when I gave Phillip an
imploring, apologetic look while Emily worked to rearrange the table so
the basket could go in what was apparently the only proper place for it.
"Would you like to hear the specials now?" she asked, nodding her head
as if she was answering her own question. Seeing the look on my face,
Phillip said, "Tell you what dear, why don't you go get each of us
another drink, just like the ones we have now, and when you come back,
we'll order."
"Okay?" she chirped, as if that was the best idea she had ever heard.
She turned prettily on her heel and left. I envied her unconscious
grace.
I grabbed my drink and handed Phillip his. "I have a toast," I said,
although I had no idea what I was going to say. After a moment's
hesitation, which seemed to me like an hour, I just blurted out, "Here's
to the hunkiest guy in the restaurant," and I hesitated for a moment,
gave him a half smile, which I hoped he would take as ironic, and in a
lower voice went on, "from the cutest." And I quickly took a big gulp
of my drink. *What had I just said? I must have shit my brains out at
some point during the day because I was acting like a bimbo.* But
Phillip was obviously quite pleased. "You really think so?" he asked
after taking a hit off his drink.
"That I'm the cutest guy here tonight?" I answered preciously, opening
my eyes wide and nodding my head just like Emily. "No question." And I
held my drink out to the side, my pinky out straight, and raised my
other hand, palm up, as if I was taking a bow. Then I tilted my head
slightly, deeply shrugged my shoulders, and threw my hair back with a
quick flick of my head as I gathered all my body parts back in towards
the table. I gave Phillip, who was looking at me with rapt attention,
my biggest smile.
He had already started to take another hit as I went into this little
act, and he almost spit it out as he started to laugh.
I was quite proud of myself, and took another hit from my own glass. It
was totally yummy. And I was sooo clever! But after he recovered, he
replied. "You're not only cute," he said. "But you have a great ass
and terrific legs." Now he was beaming at me.
"What?" I sputtered, almost losing my drink this time. I somehow
thought I should be offended, but couldn't generate any anger at all.
In fact, it only took a moment's reflection, and what I hoped was an
imperceptible wiggle of my butt, to realize that I actually felt good
about what he had said. I didn't even bother to try to keep a smile off
my face.
"So that's why you spend so much time in the back court when we play
racquetball," I said, feeling quite playful all of a sudden. "So you
can look at my ass?"
At that, he again burst out laughing, and I couldn't help it, I started
to laugh too, looking down and hiding my mouth behind my fingertips,
although I have no idea why.
That really broke the ice, and after that, it just seemed really easy to
be with him.
"Do you really think I have a cute ass?"
"What I'd really like is to feel it," he replied lasciviously.
"In your dreams," I shot back. "I have a terrific woman in my life, and
even though I can see that you really are quite endearing." He gave me
that puppy dog look again. "I don't intend to have any men.
They're just not my thing."
"But we can be friends? Me and Sara?"
"We'll see," I responded, trying to look thoughtful by wrinkling my brow
and tucking my hair behind my left ear again. "Let's get through this
evening first, and then we can take it a step at a time. I'm not the
only one who has to make this decision."
"Oh, don't worry about Rebecca. She'll go along with anything you want
to do," he said brightly.
"How do you know that?" I asked, suddenly suspicious, although the
answer seemed obvious: they had discussed it. There had been plenty of
time since he had first broached the idea of this date. Still a shiver
or paranoia ran through me. What was Rebecca up to? Trying to recover
from his apparent gaff he went on quickly. "I mean she loves you and
everything, so I just... uhhh... I just figured she would do what ever
you wanted."
"Uh huh," I replied noncommittally, still suspicious.
"No, really, I didn't.... I mean we didn't... we didn't talk about it
all. Really."
"Phillip," I responded, as if I was talking to a child, "I think you
better just shut up. You've done enough damage already." *On the other
hand,* I thought, *If what he says about Rebecca is true, this could
mark a real turning point in our relationship. Sara could become a much
bigger part.* But I decided to ditch that line of thought as Emily came
back, looking eager as a puppy. As she placed my second martini on the
table, I dug into the menu. We had, after all, promised to order when
she came back.
Dinner was exquisite, and totally fun. We had the classic caviar
appetizer with blinis, chopped egg and capers. Phillip, of course, had
steak, and I had a lobster. I didn't even have to go through the effort
of getting it out of its shell. Oh no. This they did for me, and
arranged it just so on top of some kind of exquisite polenta, with
radicchio, and asparagus, seasoned in a way that made the lobster even
more exquisite than I had ever imagined. Until this meal, I had thought
that melted butter was the only way to eat lobster.
Despite the second martini, we had a bottle of wine. By the time we
were done with dinner, I was totally lit up, and Phillip was looking
like some kind of minor god: he was handsome, charming and funny, and
had me totally relaxed. Hell, he was so good, that by the time we got
to dessert, he had me feeling almost like a minor goddess.
Unfortunately, if I was any kind of goddess at all, I was a drunk one.
I discovered this when I decided it was time to pee. As I got up, I
teetered a bit. He jumped up to help me, and I accepted his hand as I
steadied myself. Then I focused carefully on the door to the women's
room, which was just outside the parlor where we were seated, and
started off. I don't know what I was thinking, but I somehow fell into
my best I-wish-I-was-on-a-catwalk strut, and when I got to the door, I
turned over my shoulder to see if he was looking.
He was! And he had the biggest grin on his face. Not only that, but
each of the three guys in the room whose seats were facing the door were
looking too. My face just lit up in a big smile. I don't know what I
was thinking (actually, the next day, I decided I hadn't been thinking
at all), but I gave them a little finger wave, and then, tossing my head
back in the direction I was headed, I swiveled my way out of the room,
my hair flowing behind my head I thought I heard one guy almost choke as
I left.
The women's room was just gorgeous, but I really didn't have time to
appreciate it on the way in.
Thankfully, the stalls were open, because I had really waited too long
to go, and was on the verge of a disaster by the time I got my skirt up
and pantyhose and panties down and let go. I sat there with my face in
my hands, wondering what the hell I was doing, besides peeing that is.
I knew I was doing that.
As I sat there, I started to think about the other women in the room.
One of them was really tan, but wore a shade of coral pink lipstick that
looked just horrible next to her skin. Thinking of it made me wrinkle
my nose. Maybe I should recommend that she see Ronni. Her husband was
also quite tan, but he had a rather obvious and totally unattractive pot
belly. Thinking of it made me wrinkle my nose again. Then there was
the woman who must have been nearly 60, judging by the crow's feet
around her eyes, but her ultra blonde hair was exquisitely coiffed,
making me feel like a dorky teenager with my simple style.
Her husband also looked gorgeous: tall, trim and perfectly groomed. If
I was into older men. . . .
And the woman at the table next to them was rather plain, but she had
diamond studs in her ears that were as big as Phillip's BMW. And come
to think of it, a shiny deep blue jersey dress that swept around her
body in an enviable way. She had curves I could only dream of. And
here I was stuck in my well constructed suit. I was really envious. But
I didn't much like her date. He was dressed rather too casually for this
place and couldn't sit still. He would have driven me crazy in ten
minutes if he had been my date. And when I had looked back into the room
while strutting out, he was leering at me in a creepy way.
I took my time fixing my makeup, being especially careful with my
lipstick, which, except for the pencil line had totally worn off. I
filled in my lips with a brush, and then, just as Rebecca had taught me
the other night, I added a touch of lip gloss right in the middle of my
bottom lip so it would glisten. I studied myself in the mirror for a
moment, and quickly reached into my purse for a comb. Patting my hair
into place, I had a stunning revelation. I had studied the other women,
but not as a man might. I was interested in their hair and clothes and
their dates, who I had considered as my own potential dates! Sara
really was the one out tonight; Michael, was nowhere to be found.
With a final look in the mirror, I took a big breath, and promising
myself I wouldn't do anything else to embarrass myself, I headed back to
our table.
As I entered the parlor, I adopted a far more modest version of the
catwalk strut I had used on the way out. But no one was looking.
Everyone's attention was now focused on our table. Phillip was signing
autographs and chatting comfortably with a variety of young men and
women. It suddenly struck me that perhaps no one at all had noticed me
on the way in - they had all been looking at Phillip, the football star
with his rather plain date! And I knew just what they had been
thinking, "Why in the world is he wasting his time with her?" At that
moment I noticed that a very curvy brunette showing lots of cleavage,
was in my chair! That just wouldn't do.
"Hi Phillip," I chirped as I got back to the table. The girl who was in
my seat stared at me blankly, perhaps thinking I was another fan, so she
didn't move. "Would you mind," I asked archly, planting a hip next to
her face and staring down at her.
"Uh..., uh," she stuttered, before finally deciding to get up.
"Thank you so much," I said sarcastically as I pulled the seat out to
get into it without ever looking at her, but instead turning a big smile
towards Phillip who was still writing.
The others had melted away by now, but the brunette was still waiting.
After a moment Phillip handed her a piece of paper, and said, "Here you
go, Courtney. Thanks for stopping by." She gave him a full smile,
turned to me, shot me a disdainful look, and left.
"Don't tell me you were jealous," Phillip said with a big smile. "Were
you afraid my dear friend Courtney was going to steal me away from you?"
Yes, I was, for a moment anyway. But I wasn't going to admit that to
him. So, laying my napkin back on my lap with an exaggerated pat of
both hands, I said, "I think I'm drunk. Perhaps you better take me home
before I try to take advantage of you."
He laughed briefly, and asked, somewhat snidely, "Don't you have that
backwards?"
"No," I exclaimed as quietly as I could, while I reached my foot up and
rubbed his leg with the pointy toe of my shoe. His eyes went wide and I
quickly pulled my leg back under my chair. Then, I started giggling.
"Damn, you are drunk. I had better get you home before you make me do
something to break my word to you."
So we skipped dessert, and headed home. The cold air in the parking lot
must have sobered me up some, because when we got into the car, I felt
really embarrassed, but I still couldn't keep my mouth shut.
"Phillip, I'm so sorry. I hope I didn't embarrass you in there. I don't
know what came over me. I've never behaved like that before," I
babbled.
After a few minutes of more of the same, Phillip almost shouted, "Sara.
Shut up."
Stunned, I clamped my hands over my mouth.
He burst out laughing.
"Phillip! Don't make fun of me! I must have humiliated both of us. I
was so anxious I just lost control. I've never been like that. Really!
Usually when I drink, I just get quiet."
"Sara," he soothed. "You have nothing to be ashamed of, really." He
nodded his head at me, just like TV anchors do, although for some
reason, when he did it, he didn't look quite as stupid as when they do
it.
"Are you sure?" I asked, really needing to be reassured.
"Yes. I'm sure," he said, patting my thigh. Because I had failed to
pull the hem of my skirt down once I had gotten into the car, his hand
landed on skin protected only by nylon. I was so startled by the
sensation of his hand on my skin, that I felt almost as if I had been
branded.
I looked down, aghast, my heart accelerating, and my mouth going dry.
That was way too familiar! But his hand was already back on the
steering wheel, and his eyes focused on the road, like nothing had
happened. I myself really wasn't sure what had happened, but he had
either just treated my like a woman friend he was familiar with, and who
needed a little reassurance, or he had just come on to me, just a
little. I had no idea what to do. But I had to ask.
"Phillip?"
"Yeah," he replied, slowing down to take a curve, and sounding like
nothing was amiss.
"What did you just do?"
"Oh shit!" he exclaimed, turning his head quickly to glance at me. "I'm
so sorry. I really didn't mean anything by that. Really." He turned
to me again. "It was just a reflex. You were so uptight and I wanted
to help you relax. Really. I won't do it again I promise!" And he
almost missed the next curve, forcing him to break hard.
"Really," he exclaimed again after we had passed through the turn. "I
was just so comfortable with you I forgot. It won't happen again. I
promise."
"Okay," I replied, now much more relaxed. "Don't worry about it. I
won't break if you touch me."
He looked at me quickly to see what I was talking about. Once he had
turned back to the road, I patted his hand. "Really, I'm okay. I was
just surprised. I don't think anyone has ever patted my thigh before."
"Did you like it?" He asked, his voice betraying a certain nervousness
that kept the question from being offensive.
"Phillip, don't get your hopes up."
"Hmmph," he replied. We were both silent for the rest of the ride.
When we got home, he helped me out of the car, and escorted me to the
door. As I fished in my purse for my keys, he asked, "You want to play
racquetball tomorrow?"
"Huh?" I replied as I pulled them out.
"You know, hitting balls off walls with a racquet?" he replied, as if
talking to an alien. "I need a partner for doubles."
"Well, maybe, what time? I need to ask Rebecca."
"Uh, we have a court at two, my new club. You haven't been there yet."
I nodded as we entered the house. I could hear the TV going in the den.
"Well, she's still up, let's ask her," I said as I turned and started to
take my coat off.
"Here, let me get that," he said, lifting if off my shoulders and then
reaching into our closet to put it on a hanger. I loved having that
done for me. Then he took my arm and escorted me into the den.
"Rebecca, we're home," I shouted, to alert her.
"Sara," she squealed as she jumped up off the couch to greet us. "How
did it go? Oh, hi, Phil.
You're here too?"
"Philip wants to play racquetball tomorrow at 2:00. Is that okay?"
"Yeah, I want to play doubles with Sara," he added evenly, causing me to
choke.
"Whaa..." I started to say at the same moment Rebecca said, "You're
going to play racquetball as Sara? That's so totally awesome."
"No, wait! I didn't say that!"
"We can go out shopping for an outfit for you in the morning!" Rebecca
went on. That will be so much fun!"
"But I never..."
"Sara!" Rebecca interrupted. "It'll be perfect - a great experience
for you. You've just got to..."
I looked back and forth at the two of them. Had they set me up? I
couldn't tell. Rebecca was excited and Phillip simply smiled. Did I
want to do this? "Call me in the morning Phillip," I said as forcefully
as I could. "Let me see how I feel, okay?"
"Sure, I'll call around 11:00. I have no intention of getting up before
that in any case."
"Well, that's something we can both agree on. Why don't you leave me
alone with Rebecca, so I can try to figure out what happened tonight."
"Sure Sara, you're the greatest," he agreed. Then with a big goofy grin
on his face he turned to Rebecca and said, "She's quite the young lady.
Who knew?" Rebecca just giggled, leaving Phillip and me just standing
there awkwardly, not knowing what to do next.
Finally, but in a rather haughty tone of voice, Rebecca said "Sara,
didn't your mother teach you any manners? The polite thing for a young
lady to do is to show her date to the door. If you're lucky, maybe
he'll give you a goodnight kiss." Then she laughed outright, apparently
quite impressed with her own sense of humor.
Giving her a rather sour look, I turned to Phillip and said, "Don't you
dare." He just gave me a don't-be-silly grin, so I took his arm, which
somehow seemed safer than his hand, and led him to the door. When we
got there, I turned to face him and said, "Phillip, thank you for an
amazing evening.
I really had fun. Maybe we can do something like it again, but even if
we don't, I want you to know it's been one of the highlights of Sara's
life."
Then, I thought about what Rebecca had told me about how women might end
an evening like this, and closing my eyes, I leaned up and gave Phillip
a quick peck on the cheek. Thankfully, he accepted it gracefully,
saying, "Sara, I really want to see you again. You're terrific." And
he turned and opened the door, stepped out and headed down the walk
without looking back.
"Shit," I sighed to myself as I closed the door. "What the fuck
happened tonight?"
Even after I had described it to Rebecca in excruciating detail over
some hot tea, I still wasn't sure what it all meant. I did know,
however, that I really wanted to go out again with Phillip.
***
Chapter VI Sara's Got Game
When Phillip called the next morning at 11:00, Rebecca and I (which is
to say Sara) were already up and dressed and finishing a light
breakfast. I was only a little hung over, which, I believed, was
because I had started my little binge last night with vodka instead of
scotch. Had it been scotch....
Although I was totally sure I didn't want to do it, Rebecca insisted I
go play racquetball with Phillip, after I went shopping with her for
some "really cute" outfits. I must say that Rebecca always looked
totally put together at the gym, while I was totally comfortable looking
like I had just arrived from Albania in the hold of a junk freighter.
That simply wouldn't do today, so after Phillip, who Rebecca coerced
into paying for everything, and I arranged to meet at his new club,
Rebecca and I were off to shop for Sara's first racquetball wardrobe.
We headed straight to the Ski and Racquet Station, which was well known
for its large selection of sexy athletic wear for women. It also had a
great selection of racquetball equipment. All the serious local players
shopped there.
When I left to head for Phillip's club, I was wearing the cutest,
hooded, powder blue warm-up suit, with three hot pink strips down the
arms and legs, and curved pink panels on the sides of the jacket, which
Rebecca insisted gave it a slimming look. Underneath, I had packed my
nuts up into my groin and tucked my penis back between my legs, using a
gaff to hold them all tightly in place, I hoped. A sturdy black sports
bra with a T-back squashed my breasts close to my chest, although, as I
turned from side to side, imitating my swing to test it, it didn't seem
tight enough.
"Honey, Rebecca said, holding up a really cool, printed tank top, "this
would look terrific over that bra, really hot."
"Not a chance. I've seen too many women wearing combinations like that
and they are hot. The only thing you forget is that I don't want men
staring at me. I'm sure you don't either."
"Well, how do you know you're attractive if men don't look at you?" she
asked, looking me up and down and leering like a man might.
"Rebecca, stop teasing me! I'm wearing this: I held up a pale pink,
cotton-lycra, short sleeve leotard that zipped from the neck to the
navel and snapped at the crotch, layering a slightly oversized reddish-
purple tank over that. I added midnight blue compression pants,
figuring that with those, the leotard, and the gaff, I was pretty sure
not to pop out. Deep violet nylon running shorts, and racquetball shoes
with hot pink inserts finished me off. This was a lot more complicated
than my usual jock strap, ratty shorts, and torn cotton tee, but damn,
it sure looked better. Rebecca was thrilled, flitting around me like a
hummingbird that had just discovered a dish full of sugar water.
Hell, I was thrilled too.
Rebecca soon discovered a set of purplish wrist and head bands, which
even I could see went perfectly with my outfit, including my nails. I
was wearing my own hair, which I blew out carefully before we left home,
and light blush, eyeliner, mascara, and lipstick, even though almost no
women wear makeup to the gym. I figured I could say that I just came
from a post-church lunch with my family if anyone asked. Still, I was
so well dressed in all new clothes that I felt like a store mannequin,
and I knew I would stand out at the gym as one of those "girly-girls,"
who everyone looked at with both disdain and admiration. But as I
studied myself in the dressing room mirror, I didn't care because I
decided that I was totally delighted by how I looked. A new black gym
bag with purple piping around the edges and some kind of deep purple
abstract design printed on the fabric, and assorted other pieces of
equipment, like a couple of new gloves, and I was good to go:
Connecticut's first ever trannie racquetball star.
But once Rebecca had paid for everything (I couldn't very well use a
credit card that said, "Michael Cohen," could I?), she pulled me back
into the dressing room, and pushed me into one of the cubicles.
"Here," put these on," she said, holding out her hand. In it were two
rather dark brown nipples, the soft plastic kind that fit on top of
breast forms to... well you know. They weren't gigantic, maybe a
quarter inch long and twice as wide, but they would show clearly through
my bra and leotard.
"Not a chance." I shot back, horrified.
"Ohhh yes, I insist." Rebecca replied calmly.
I looked at her like she was crazy.
She cocked her head in that way that she does and smiled back at me in a
kindly way, creases forming at the corners of her eyes.
"But why?" I asked plaintively, slowly beginning to understand that the
argument was in fact over and that she had won. "I'll be embarrassed."
"Have you ever stared at a woman whose nipples had hardened under her
workout clothes?" she asked, arching one eyebrow at me and again holding
out her hand. "Welcome to our world."
What could I say? What could I do? I started to undress. A few
minutes later we were back out in the store. Under all the clothes I
was wearing, no one could see anything, even though I felt like I was
wearing a set of flashing emergency beacons on my breasts.
I got to the gym a little early, and after parking, walked up to the big
front doors. There I was, reflected in the mirrored glass in all my
glory. Really, I looked great. But all of a sudden I got really
anxious. *What was I thinking?* I thought. *How can I possibly convince
anyone that I'm a girl once I start playing? How in the hell does a
girl play anyway? * And as my anxiety drove me to start fluffing my hair
out with my fingers, I saw, people coming behind me. *Shit.* I rushed to
open the door before they could ask me why I was just standing there.
I entered the busy lobby with a big, fake smile pasted on my face and
those flashing beacons on my chest. For a moment, a very long moment,
everyone looked at me. *Oh shit! They can tell.* Of course they
couldn't, and after quick, appraising once-overs, the women went right
back to what they were doing, as did most of the men. In fact, they
turned away so quickly that my smile fled from my face as I suddenly
started to worry that I was unattractive, not even worth looking at.
But thankfully, a couple of the men looked a little longer, clearly
checking me out. One looked even longer than the rest and gave me a big
smile when I noticed him looking. Relieved that at least one person
found me interesting, but not at all willing to get into a conversation
with a stranger, I returned his smile with a perfunctory thin-lipped
smile of my own, and headed over to the racquetball courts to watch
people play and warm up.
I had just straightened up from a calf hugging straight-kneed hamstring
stretch when I was enveloped from behind by a gigantic force, which was
kissing my neck before I knew what had happened. I almost jumped out of
my skin as I spun around, right into Phillip's face. He looked
thoroughly amused by my response, and I could tell he was just about to
laugh.
"Don't you dare laugh!" I said, trying to sound put upon while at the
same time keeping my voice in its girl range, as I pushed him away.
"And who said you could kiss my neck?"
"Darlin', you are just too delicious not to kiss," he drawled, as if he
was from Nashville instead of San Francisco Inside I beamed, but I
refused to flirt back. "Shit, shuga," I snorted, turning on my own
really lousy southern accent, "Y'awl better keep your hands to yourself,
or you'll be one lonesome cowboy."
In response, he went into that sad puppy look he did so well. Two beats
later he laughed, and gave me a big hug.
I couldn't help it. I laughed too. *What am I going to do with him?* I
thought as I put my arms around his upper back to return his hug as
chastely as I could. *He is just irrepressible. And I can't help it; he
just makes me feel great. I just wish he'd stop pushing my boundaries;
there's no way I can let him go where he wants.*
"Hey Phil," a wiry fellow with long dark hair and what was either a
short beard or simply a three-day unshaven growth, called out just as I
started to take off my warm up pants. I knew him; he was one of the "A"
players who hung out at several gyms around the area. He was a