Date: Sat, 23 May 2009 21:12:22 -0700
From: furui ma <rancherking@hotmail.com>
Subject: Brandi's Condo

This is the second instalment in a series of short stories
or chapters that detail a young man's encounter with a
transvestite and the subsequent developments. I've received
a few encouraging emails, so I know I'm not alone. Thanks
rashell ;) I know a lot of people figure if the story is
hot, why bother using proper grammar. But, this is meant as
a thinking man's pornography. If you need to reach for a
dictionary, consider that you are enriching your vocabulary.
I've enjoyed writing this and I have more to say on the
subject so you can expect additional submissions from me.
This is a work of fiction and the characters depicted are
fictional. Any resemblances to real events or people are
purely coincidental. That being said I hope you enjoy.


                       Brandi's Condo


    We arrived at Brandi's James Bay condo around 10 am. It
was a nice little one bedroom on the third floor with a
magnificent view of the Olympic Mountains across Juan de
Fuca Strait. Brandi had told me she spent a lot of time at
this condo in Victoria. She also had a house up island near
Courtney, which she considered home.
    When we came in the first thing she did was put on some
reggae music. I sat in the living room enjoying the view as
she mixed us a couple of her eternal martinis. She sat
beside me handing me a drink and then pushed a box across
the coffee table toward me. It was a lovely Native carved
cedar box, which I had noted as I sat waiting for her.
    "Roll us a joint darling boy." She said. Then she stood
and started dancing around the room to the beat of the
music. She shimmied out of her shorts and pulled off her
top, carrying on dancing in nothing but a thong. I could
have watched her sweet, plump body jiggling for hours as she
danced. I had never met anyone who had so quickly and
totally enraptured me.
    I tore myself away from her captivating movements and
turned my attention to the box, inside of which I found
everything I needed to roll, including some fantastic weed.
I set about rolling a fatty. She danced her way into the
bedroom and when I'd finished rolling I followed her.
    "I'm looking for something to wear to take you shopping,
but I may be getting ahead of myself. I think we need to
start from the beginning and that means losing a lot of body
hair. Are you game, my sweet little slut boy?"
    I had in fact anticipated this and had already decided I
would follow my wise and sexy beloved's lead in all things
transvestite. "Brandi darling," I said. "Whatever you think
is best."
    "Marvellous! Then we'll head for the salon and get you
bikini waxed. Oh sweetheart you are going to be just
gorgeous when you're smooth all over. You're going to love
it too, it makes your skin come alive baby." She enthused.
"What are you waiting for? Light that sucker up. Let's go to
the moon."
    I lit, toked deeply and passed the joint to Brandi. She
took it and inhaled deeply. I approached her from behind as
she checked herself in the mirror and wrapped my arms around
her, hugging and caressing her. She rested her head on my
arm and we looked at ourselves in the mirror. I thought we
looked so hot together. I rubbed her belly and nibbled her
neck, then pushed my hand into the waistband of her thong to
pull out her cock. It was already hard. I turned her around
to kiss her and she started pulling at my clothes to undress
me. I helped and soon we were naked in her bed. I was flat
on my back and she knelt astride my thighs. Our cocks rubbed
together deliciously and she grabbed both of our hard shafts
together. Wrapping both hands around them she spread our pre-
cum around until we were slick with it and then stroked up
and down slowly and deliberately. I looked down at our cocks
slip sliding together like that in her hand and blew my load
all over Brandi's hands.
    "Well, we're definitely discovering the things you like,
aren't we dear boy?" Brandi quipped.
    I was a little embarrassed at my hair-trigger
ejaculation. "Don't tease sweetheart, I couldn't help it.
One look was all it took. It was just too damn sexy watching
our cocks together like that."
    "Oh don't worry darling, it's perfectly natural to
ejaculate quickly in a new and extremely arousing
situation." My lovely Brandi considerately explained. "We're
going to be friends for a long time you and I. You'll see
this will all work itself out." She was right of course but
I still wished I hadn't come so fast.
    "Would you fuck my ass for me baby? I want to make it up
to you." I winked at her.
    "You don't owe me anything lover boy, but if it's what
you really want, that wish may well be realized." She
murmured hoarsely.
    I turned around and presented my naked ass to her. She
got a condom and lube out when she saw this. I heard her
tearing the package and slipping the condom on behind me.
She spread some lube in my ass crack and slipped a finger
into my ass. I had only felt this for the first time last
night but it seemed so familiar and welcome. As she played
inside my ass Brandi reached around to stroke my cock at the
same time. My anus slowly relaxed and she pushed in two more
fingers, stretching my tight little hole, but not
unpleasantly. She judged me loose enough and this time she
jammed her hard cock into me in one long smooth stroke. It
was awesome! My backed arched and my cock twitched as she
pulled back and plunged in again, deliberately. A moan
escaped my lips.
    "That's it anal slut boy, moan for me, tell me how much
you love my cock in your tight little slut ass. Mmmmmmm I
love to fuck you darling, to see your beautiful young body
responding to my cock inside you, to hear your soft moans
and grunts. Pleasure little treasure." Her voice was husky,
her breath ragged as she pumped my ass.
    I loved the way she talked so dirty; it made sex
unusually exciting. "Oh yes Brandi, fuck me hard. I love
your cock inside me." I couldn't believe the things I was
saying. "Fuck me like a slut. I want you to come inside me.
I want to feel your beautiful cock exploding in my ass" It
was in fact quite startlingly unlike me but again I did not
seem capable of helping myself. My mouth opened and
obscenities poured forth unbidden. What's more, I absolutely
loved it. I wallowed in it. I groaned and writhed as her
beautiful cock ploughed in and out of my ass.
    Brandi's rhythm accelerated until she gave a final
tremendous thrust and groaned as she shook with her orgasm.
She pulled out of me, discarded the condom and we lay
together again, deliciously exhausted. She somehow found the
joint we had forgotten and re-lit the thing. We finished it
together lying in bed watching our reflections in the
mirrored ceiling above.
    Some indeterminate time later we got up and showered
again. As we dressed I asked Brandi if she waxed. She told
me she had before, but electrolysis had fixed that once and
for all. "Does it hurt? Waxing I mean." I asked.
    "No pain no gain. You have to pay the price if you want
to be that sexy." She retorted. "And trust me, you do want
to be that sexy. It may not be pleasant but it is well worth
the discomfort. Electrolysis is worst than that but I'm so
glad I did it."
    "All right. I do trust you my beautiful, wanton mentor.
Now take me to the beauty parlour and let's begin this
metamorphosis."
    "Yes let's go. We have a busy day ahead. Have you
thought about your new identity yet? What kind of girl are
you going to be?" She asked as we left.
    "I still don't know Brandi. Any suggestions?" I replied.
    "I think nice girl, prim and proper in white
undergarments. Your hair, long and black, serious looking
glasses, squarish and almost stern. A skirt and blouse,
perhaps with a lab coat or a blazer; you'd make a great
bookish beauty. For kinks, I see you in a schoolgirl uniform
if you know what I mean."
    "I see you've given this some thought." I smiled at her.
"Are we taking the car?"
    "No dear, we can walk there from here. We'll come back
here before we go shopping."
    We walked down the street a few blocks and turned left
onto a side street to a little beauty salon. We ducked in
and sure enough Brandi was hailed by name and welcomed with
open arms. My baby was a popular girl and I was made welcome
by association.
    "Hi girls this is my new friend Phil. Phil is an
adventurous lad and today we'll be trying to help him
contact his feminine side. Don't let me down girls, I know
we can do this." Brandi declared
    "Hi Phil. Welcome." The `girls', Beth and Ruth, were the
beauticians. They were about Brandi's age, friendly and
business-like. Fortunately the place was empty that day so
they were available. Ruth told me to go behind a screen,
strip, wrap himself in a towel and lie on the table.
    I said hi and went behind the screen. Brandi told Beth
she wanted a manicure while she waited for me. I stripped
and climbed onto the table. I could hear the steady banter
of Beth and Brandi beyond the screen. Soon Ruth, who said
she'd been instructed to give me a bikini-wax, joined me.
She asked if this was what I wanted and I told her it was.
"What about your back, chest, arms and pits?"
    "That too." I said.
    "Well all right then, lets do it."
    The first strip surprised me and I bit back a squeal but
after three or four I understood the process and knew what
to expect. It was just a matter of sitting through it now.
Lying on my back she started with my feet and worked her way
up.
    We had reached the towel. Before removing it, she asked.
"What shape would you like for your pubic hair, Phil?"
    "Ummm I thought we were removing everything. Brandi!
What about pubic hair?" I yelled.
    "Get rid of it!" Came Brandi's reply.
    "You heard the lady." I said.
    "You're the boss." She said. She pulled off the towel,
arched an eyebrow and smiled appreciatively at the size of
my erection. I can't help it; the exhibitionist in me loves
being scantily clad in front of someone. It has always
aroused me.
    I read the question in her eyes. "I must be bisexual." I
said.
    "Yes that must be it." She laughed.
    "Don't be mackin' on my man, bitch!" Came Brandi's voice
from behind the screen.
    "I never knew you to be jealous, Brandi." Piped in Beth.
    "Sorry Brandi. He's just so cute." Ruth winked at me.
"Mmmmmmm nice thick cock, too." She gave my cock a friendly
squeeze.
    "Hey! Cut it out!" Brandi was laughing this time. "Damn,
he knows how to use it too." The three women roared their
laughter at that. I smiled quietly. Hey a guy likes to feel
appreciated once in a while, especially about his penis,
especially by a roomful of women.
    After that she set about methodically removing all trace
of hair from my groin. This area was more tender, but
looking down at how sexy smooth my legs looked without hair
encouraged me to persevere. I gritted my teeth and balled my
fists.
    "You're not that hairy for a guy." Ruth told me. "If you
keep doing this regularly the hair grows thinner and easier
to pull out."
    "Is that so." I tried to sound aloof but that's hard to
carry off through gritted teeth.
    "Yeah, and I think it looks pretty hot on you too." She
bent to whisper.
    I looked down at my newly bald cock and sac. It was
gloriously smooth and sexy.
    "Yeah. You're doing great honey." I said to Ruth.
    "How about you, doll? How do you feel?"
    "I'm fine, keep going. It looks awesome."
    This she did. Removing the hair from my stomach, then my
chest and finally she did my pits. About an hour and a half
had passed.
    "Ok. Now it's time for a break. Beth! You got a joint
rolled yet?"
    "Yeah, yeah. Keep your shirt on." Beth answered.
    Ruth looked around the screen. She gave me the towel
again and called out to Beth and Brandi. "Since no one else
is out there why don't we smoke back here, girls?"
    I sat up on the table.
    Beth and Brandi came in and got the joint going.
    Brandi approached and ran her hand up my smooth chest.
"Mmmmmmm that's lovely darling."
    "I know. I love it too." I said.
    "Has Ruthie been hitting on you, darling boy?" She
asked.
    "Only to make you jealous." I took her hand to pull her
closer, slipped my arm around her waist and gave her a soft
little kiss.
    The joint came to me and I took a toke and passed to
Brandi. She took a puff and passed to Beth. We smoked like
this until the joint was done. "That was some good shit,
ladies." I said in the aftermath. Beth asked if I wanted a
coke or something and I indicated that a coke would be
super.
    Brandi gave me a quick kiss and headed back to Beth's
work area. Ruth turned back to the table and me. "Ok on your
stomach pretty boy. I'll be doing your arms, ass and the
back of your legs. Your back only has a few stray hairs on
it. I'll tweeze those individually."
    I turned onto my stomach and let Ruth finish. Another
forty-five minutes was all it took. Then she spread some
lotion all over me, to help my skin heal she said. When I
stood and looked in the mirror I saw my body was completely
smooth from the neck down. Visually, it might take getting
used to but I loved the feel of the air on my skin.
    "Thank you Ruth, you made that surprisingly quick and
easy." I told her. I got dressed quickly and stepped out to
find Brandi.
    "You have to come back and show us the results. I'm so
keen to see what you will look like as a girl."
    We said goodbye to the girls and headed back to the
condo before going out shopping.
    When we got back to the condo I immediately stripped to
show Brandi. I couldn't believe the difference in sensation
just from her touch. Even air flowing over my skin was a
delight. If I had known how good it felt I might've done
this a long time ago. Brandi stripped too so our skins could
fully come together. It was electrifying, the smoothness of
her lovely skin on mine. I kissed her thoroughly, ripping
off her wig in the process. I threw it down, not caring and
drew my man into bed with me. "Brandon darling you are
completely transforming my life. Thank you." I kissed him
again, our tongues wrapping around each other. "I want to
fuck you baby. I want to make you squirm with pleasure and I
want to see your face when I do it." I grabbed a condom from
his night table.
    "Oh Phil, take me, please." His voice was hoarse and
low. He rolled over onto his back, propping up his hips with
a pillow. I spread his legs and kneeled between them,
pulling closer to him. I grabbed our cocks together as
Brandi had done earlier. Without hair the pleasure was
almost unbearable as our most sensitive skin made total
contact. Not wishing to shoot my load right away like the
first time, I quickly let go. Instead I ripped the package
and rolled the condom down over my cock. Brandon was looking
up at me, legs spread out waiting for me to fuck his ass. I
lubed him up and slid my cock up his ass in one smooth pump.
His face seemed to melt and he almost purred with joy. "Oh
yes! Give it to me. Sock it to me. Oohooh fuck my ass baby."
     His lovely smooth ass felt amazing against my own
smooth thighs, belly and balls. I fucked him slowly, holding
onto his thighs for leverage, pumping my cock in and out of
his slick hole. Watching his pretty tits and cock bounce
around to the rhythm, I had to admit once more that homo sex
could be every bit as rewarding as hetero. If I hadn't taken
a chance I might never have known. I reached down and took
hold of his cock. I rubbed my thumb over the head. "This is
so fucking hot Brandon. I can't believe how much I'm
enjoying being gay." I was breathing hard now and slowed my
tempo a bit to prolong the pleasure.
    Smiling a knowing little smile. "I'm so not surprised.
The pleasure is also mine, my lovely little slut. I truly am
happy you have no regrets about our encounter." He replied.
    "Not the least regret and still looking forward to my
drag lessons." I speeded up again, both my cock in his ass
and my hand on his cock. Pumping us to a mutual climax, I
hoped. I wanted to see Brandon's semen shoot as I creamed in
his ass. His hips started bucking and I could tell he was
close to coming. "Come for me baby. I'm about to shoot in
your ass." I plunged my cock as far into him as I could and
held there as I jacked him off. All of a sudden he stiffened
and shot his hot spunk all over both of us, some even
spurted onto my face. This instantly triggered my own
orgasm. My hips bucked against Brandon's ass and we moaned
and sobbed together. Pulling out, I crawled up the bed and
collapsed in his arms. We kissed deep and lovingly, holding
tight to each other. We rested like this a moment, a
tangled, sticky, ecstatically happy mess, until we could
catch our breath and go have yet another shower.
    We woke up an hour later and quickly showered, dressed
and headed out. "First stop wig store." Brandi said. We
hopped into her `Vette and drove off.
    At the store I tried on about a dozen different models
and colours. I didn't really like myself with black hair,
and finally I settled on a lovely wig with loose auburn
ringlets that came down past my shoulders. Brandi said it
looked pre-Raphaelite. I liked that.
    Then we went to a lingerie shop that specialized in
ladies underwear tailored in men's sizes. "This way you can
wear the daintiest of panties and still have room for your
boys. Know what I mean, jellybean?" With Brandi's guidance I
acquired a lovely white lacy bra, thong, and garter belt
set, along with silk stockings that felt absolutely
incredible on my bare legs. Brandi then insisted I take the
same outfit in different colours, one black, and one green
to match my eyes. I also picked up a divine little green
merry widow girdle. She had brought me some extremely
realistic silicone falsies to boost me up to a `D' cup.
Brandi picked up a few articles as well, including outfits
that matched my own, so we could be `sisters'. I found
myself enjoying the experience; Brandi really made shopping
so much fun.
    "Next stop: shoe store!" She declared after she'd paid
for our purchases.
    According to Brandi this was where Victoria's strippers
and hookers bought their shoes. Like the lingerie place,
they also had women's fashions in men's sizes. I began to
wonder just how many cross dressers there were out there. I
found some nice white sandals, with a low, wide heel that I
could walk in easily.
    High heels take work, I found out when I tried a pair.
Brandi was helpful as always, giving critical advice from
her long experience. She said she would help me learn to
walk in heels if I wanted.
    Again Brandi insisted I take a pair in black and if they
had had them in green I would have had those as well. I
wasn't familiar with such generosity and I began to protest.
She simply said this was giving her so much enjoyment that
she was more than happy to treat me. "Besides," she said, "I
can afford it. Just let yourself be spoiled by your rich
bitch girlfriend. Ok?"
    "Well, alright then. If you insist." I let her buy me
the shoes.
    "A couple more stops sweetheart. Then we take it all
home and put it together to bring about your transformation.
Can you feel it yet?" She asked on the way out.
    "I can. It feels like a tremendous potential building up
around us. Like what we're assembling will be greater than
the sum of its parts."
    "Have no doubt my darling; you will be stunning."
    "I've never really enjoyed shopping before but I'm
loving this."
    "Wonderful, dearest." She said. "Now lets get you
dressed."
    We got back in the car and headed for the mall. "We'll
be needing the bra and falsies to try on some tops. You
should wear the wig too, so don't forget this bag when we go
in. And take those black shoes too. It's always best to try
clothes on with shoes." She advised.
    Until now we had been shopping in small boutiques that
catered to, shall we say unusual, clientele. The mall
however was a more conservative environment and Brandi's
flamboyant manner was attracting attention. We headed for a
plus size store. Heads turned as we walked hand in hand
through the halls to our destination. "I love these places."
She said as we entered. "They've made life much easier for
so many of us queens. You have a lovely slender figure but
six feet two inches is way taller than most girls and this
place provides for tall girls too."
    I was feeling a little self-conscious about buying
ladies clothing; I could see women in the store looking at
us furtively. "Ok babe, find me something to wear. I trust
you implicitly."
    "Ok you're a 34" waist, right?" She held a black skirt
in front of me to check for size. She pulled three others in
different patterns and colours, repeated the procedure and
handed the lot to me. "Go to the change rooms. I'll bring
you some tops to try on too."
    The attendant gave me a strange look when she saw me
arrive with my armload of skirts but she let me in. I had
stripped and was putting on my bra in one of the cabins when
I heard the attendant outside say "Oh hi Brandi. How are you
sweetie?" That woman knew everyone. I had to laugh. I
adjusted my falsies and put on the wig
    "Here you go darling, try these on." She handed me some
tops over the door.
    I came out with the first skirt and a nice little green
satin sleeveless top. I looked at myself in the mirror and
was surprised to find Brandi had been right. I did look good
in drag. "Ok here I come." I opened the door and stepped
out.
    "I knew it. You look marvellous, darling." She clapped
her hands and signalled me to twirl and give her an all
around look. "Get back in there and show me how you look in
those tight little baby-T's."
    I gazed at myself in the cabin mirror again. "Fiona." I
murmured. "Hmmmm." I took off the top and slipped on a black
baby-T. Sideways in the mirror it really flattered my new
tits. I stepped out and Brandi whistled her appreciation.
    I smiled and giggled. I was startled though not
disturbed to find that my comportment and manners were
acquiring a distinctly feminine attitude. It was really
working.
    I curtsied and said, "You know what I'm thinking,
Brandi? I'm thinking Fiona. What do you think?"
    "Welcome Fiona. So good to finally meet you, darling."
She embraced me and we held each other for a minute. "Ok. Go
try the other top and another skirt. I'll be right back with
more stuff for you to try on."
    "Yes, go ahead." When I looked around, some shoppers had
been staring at the odd couple, but they quickly found
something to occupy their attention when they saw me
looking. I really did not care anymore though, I wouldn't
allow anyone to mess up the lovely day I was having. I
turned and re-entered the cubicle with a bounce in my step.
    Inside I changed into a short pleated skirt in black
watch tartan. I loved the way it felt when I twirled with
it, the wind and fabric brushing my skin was very arousing.
I switched tops as well, pulling on a muslin long sleeve
peasant blouse. The girl I saw in the mirror was definitely
hot. Tall, athletic and stacked; I might have hit on this
girl last week if I saw her around the campus. Now I was
this girl. How crazy was that? After adjusting my wig, I
stepped out again.
    "Fiona darling, that is lovely." Brandi said when she
saw me. "Didn't I tell you? You're "drop dead" gorgeous. I
bet you could pull straight guys looking like that, and
without make-up even. Wow!"
    "Thank you Brandi. You're the one making it all possible
though." I said effusively.
    Brandi had a great little black dress for me to try.
"Every girl needs one of these, darling. Hand me the ones
you've tried already, and go try this and the other ones
too."
    I gave her the things I had tried already, and re-
entered the cabin. I took off the skirt and blouse. I
admired my smooth body in a lacy white bra and thong before
shimmying into that little black number. Sleeveless and snug
as a glove, hemmed at mid-thigh, it was perfect. "Nice." I
said catching sight of myself in the looking glass.
    "You have to zip me up." I called before exiting.
    "I'm right here." She said as I opened the door and
turned my back to her. "Damn! Don't you look fine baby
doll?" She sounded so pleased, as she zipped me up.
    I stepped away and twirled around for Brandi to admire.
"You have a talent for dressing me sweetheart. Everything
you've brought fits and flatters me." I was beaming.
    "Next." She said. And I went back to the change room.
    A little green sundress with a delicate floral print was
the next thing I tried on. I didn't bother going out this
time since it obviously fit. The final item was a black
leather mini-skirt that I really liked. With it, Brandi had
brought a sleeveless white shirt and a red bow tie to wear
under a leather perfecto jacket. I loved the juxtaposition
of formal and counter-culture street wear. Looking at myself
in the mirror, my auburn hair cascading over that leather, I
decided I wanted to wear that one home. I came out with the
rest of the clothes, including what I had worn to come here.
    Brandi whistled appreciatively. "Once more you look
stunning," she said. "I am one lucky girl."
    "Well, we're both lucky I think; both fortunate that our
paths should have intersected so serendipitously. I shall
forever remember the day of our encounter Brandi, my lover
and mentor." I took her face in my hands and kissed her
sweet lips.
    "Ok that'll do for a start Fiona, we're out of here."
Brandi told me.
    "I want to wear this now. Do you mind?" I asked
    "Of course not. Here, let me take these tags off for
you."
    We headed for the cash registers together. I was already
becoming accustomed to being dressed as a girl in public. It
was a little thrilling, my cock wasn't hard but it had been
steadily leaking pre-cum lubricant since I had started
trying on these clothes. Brandi put everything on her card
and we walked out together, carrying our bags full of
clothes, happy and oblivious to the gawking shoppers in the
mall. We strode across the parking lot to the `Vette and
drove back to Brandi's.
    We arrived back at the condo around 6PM. Brandi bade me
roll another joint, which I did. She stripped again,
explaining that at home she wore as little as possible.
Turning the stereo on again she put on Althea and Donna,
truly seductive reggae music. She asked. "Are you hungry
beloved? I know I am."
    "I'm famished darling. What do you suggest?"
    "How about we order in some pizza?"
    "Sounds great, go ahead."
    "Oh I wonder if Jimmy is working tonight. He's the
delivery boy. I usually tip the kid a BJ." She winked at me.
"Yeah, yeah. I know. I'm a cheap slut, but hey, we both
enjoy it." She laughed.
    "You amaze me. I've never even heard of anyone like you.
Not outside the realm of fiction anyway." I replied also
laughing.
    "That pleases me Fiona."
    Hearing my new name was still a kick. I was Fiona now. I
stood with the joint, puffed it alight and danced over to
Brandi. "Shotgun, baby?" I asked her.
    "Oh yeah!" She whooped. I reversed the joint in my mouth
and blew a stream of smoke into her lovely mouth. Brandi
took it like a pro. She signalled enough with her hand and I
pulled the joint out of my mouth. "Thank you." She said
hoarsely as she blew out a phenomenal stream of smoke.
    She returned the favour, blowing me a shotgun in turn.
Then we passed it back and forth between us until it was
cashed.
    "What do you like on your pizza?" She asked when we were
done.
    "Pepperoni mushroom with extra cheese." I answered
without hesitation.
    "So be it." She picked up the phone. "Oh hi Jimmy, it's
Brandi. I was just wondering if you were on tonight." She
winked at me. "Yeah baby, can you bring us a large pizza
with pepperoni, mushrooms and double cheese?" She listened
for a moment. "You'll see who `us' is when you get here."
She listened again, laughed and said. "Of course dear boy,
you know I always take care of you. Now hurry, we're hungry
and horny." She hung up. "He wants it. Bad." She said.
"Let's get you ready for him. I'm gonna do your make-up."
    "Does he know you're really a guy?"
    "I'm pretty sure he does. I know he loves the fellatio
though, and he's never said anything about it. Either he
wants to preserve the illusion or he doesn't care. I've
never had anyone with me when he came over but he sounded
pretty keen. Will you join us or maybe just watch me blow
him?"
    "I don't know. I guess I'll just play it by ear when he
gets here." I answered.
    Brandi had a small make-up case in her hand. "Sit down,
Fiona." I did and she started on me. Foundation, blush, eye
shadow, mascara and finally lipstick, it took her about 20
minutes to do it all. When I looked in the mirror she handed
me I could not believe how sophisticated and sexy I looked.
    "Oh Brandi, I'm beautiful." I was stunned. "You are a
regular cosmetics magician." I couldn't take my eyes off the
mirror.
    "Ok we're ready for Jimmy. When he comes, you go to the
door and invite him in."
    "I'm going to change." I said. "The tartan skirt and a
white baby-T."
    "Yes. Whatever feels comfortable, darling."
    I was just finishing when the doorbell rang and Brandi
buzzed him in and headed to the living room. She had put on
a different CD, this amazingly hot make-out music, Euge
Groove. I took a deep breath and checked myself in the
hallway mirror. Satisfied with my appearance, I waited for
Jimmy's knock. Which came momentarily.
    I opened the door and saw a guy, about 5'4", who looked
about 18 years old. I took the pizza from him and invited
him in. "Hi I'm Fiona." I said. He looked at me uncertainly
but I could see his erection through his jeans. As he walked
by me his head didn't quite reach my shoulder.
    "Jimmy." He said.
    "Brandi was hoping you would stay a while." I told him.
"She's in the living room. Care for a drink?"
    "Yeah I'll stay for a bit; you got a coke? I can't drink
and drive."
    We left the pizza in the kitchen on the way and I gave
Jimmy a coke from the fridge. I took his hand then and led
him into the living room where Brandi was sitting on the
loveseat.
    "Hi Jimmy, you've met Fiona." Brandi said as she hooked
the waistband of his pants and pulled him closer. Then
proceeded to unzip and pull down his trousers. "I'm so glad
you could hang out with us for a while. I told her I usually
gave you a little gratuity when you delivered here." She
said holding his cock in her hand. "I think she wanted to
watch. You don't mind, do you?"
    "No. I guess not." He was blushing a little and his
voice was shaky but his cock was nice and stiff. Brandi gave
it a little lick and he shuddered as a bead of juice seeped
out of the tip. Jimmy groaned softly.
    "Glad you're so open-minded Jimmy." She said and
swallowed his cock to the hilt.
    I sat in the armchair beside them, watching Brandi go
down on him. She had taken off her top and Jimmy was
fondling her pretty tits as she sucked and licked his penis.
It was incredibly exciting and I was getting so keyed up I
had to surreptitiously rearrange my own erect member. I
watched them for a few minutes, getting more and more
aroused.
    "My friend is a little shy but I think she'd like to
join us. You wouldn't mind if I shared you with her, would
you?" Brandi asked.
    "Of course not, Fiona." He turned toward me.
    I stood and walked around Jimmy to sit beside Brandi on
the loveseat. "Can I have a lick darling?" I asked. "Mmmmmmm
nice cock baby." I said looking up at Jimmy as I took him
into my mouth.
    He looked down and said. "Nice lips Fiona. My cock is in
heaven."
    Brandi was caressing his buns as I stroked and sucked
Jimmy, cupping his balls gently. I felt proud of the great
strides I had made in such a short interval of time,
adapting to my newly discovered homosexuality. "Fiona is a
secret slut Jimmy; worse slut than me even. She would never
have said anything herself but I know her well enough to
know what she wants." Brandi told Jimmy.
    "It's true." I said. "I love the cock."
    "It's ok Fiona. I'm a slut too." Jimmy answered
    "Well your in good company with us, slut." Brandi said,
slapping his ass playfully.
    "Are you kidding, I love delivering here." He laughed.
"You give the best tips ever."
    Brandi joined me and we ganged up on his cock, licking
and nibbling from the sides. Jimmy stood there and took it
like a man; a smiling, happy man. My own cock was throbbing
and I could see Brandi was squirming too. I was wondering
what it would take to get this boy to fuck our ass and then
how to get our own cocks into his ass. There was no way he
didn't know we were guys. He'd have to be the stupidest male
in the universe. "What time do you finish work tonight,
Jimmy?" I asked.
    "9 o'clock, why?"
    "It's Saturday night Jimmy, we're looking for someone to
do us." Brandi winked. "Why don't you come back and party
with us after work."
    "That sounds like fun ladies." He answered licking his
lips. "Should I bring anything?"
    "Just yourself." She answered laughing.
    Jimmy knelt in front of us and my heart leapt when he
put a hand on each of our thighs. He was looking right at me
and his hand was sliding up under my skirt, where my hard
penis strained against the thong I wore. I could not move, I
could not breathe; I was about to be discovered. His hand
found my hard cock under there and wrapped around it.
    "How long have you known, Jimmy?" Brandi asked.
    "Are you kidding? I've always known. I thought you were
hot from the start but I didn't feel secure enough to make a
move." He answered. "Fiona, you tipped it for me. I have to
get back to work now but I'll see you both about 9:30,
right?" he asked.
    We nodded, a little stunned.
    Standing and pulling his trousers back up, he said. "At
that time I'll be pleased to fuck you both."
    "Ok that works." Brandi said.
    "Yeah, I'd like that too." I added.
    "Bye."
    "Bye." We said together.
    Jimmy left and we went to get the pizza from the
kitchen. We'd been fooling around with Jimmy for about half
an hour and it was a little cold by now but we were
famished. We fell to and devoured it, chatting and laughing
the while about Jimmy.
    "That little shit. He knew all along." Brandi was
laughing uproariously. "I've been blowing him for 3 months."
    "Fancy that. Well better late than never." I laughed
with her. "You know I kept trying to find something to say
to get him to fuck us but I couldn't think of anything."
    "He beat us to the punch alright." She laughed
raucously. "I wonder if he sucks cock."
    I imagined my cock in his mouth; it made me feel
butterflies in my stomach. I added. "Mmmmmmm yeah that would
be awesome, and doesn't he have a cute ass; I bet that's
nice and tight too."
    "Wow aren't you the little homo slut? You've come a long
way in a short time, Fiona. I'm so proud of you."
    "Thank you so much my darling, but I owe it all to my
queerness mentor." I rejoined.
    We smoked a joint and Brandi mixed us some martinis.
Then we smoked another joint and more martinis. We decided
to get dressed for him. We headed for the bedroom together,
slightly tipsy. I changed into the green merry widow outfit
with those sexy silk stockings. The thong I wore had hooks
that allowed it to be removed very easily. Brandi wore
matching red bra and panties, garter belt and fishnet
stockings. She looked so hot like that. I came up behind her
as she watched herself in the mirror, encircled her in my
arms and snuggled up.
    "You are the most amazing thing that has ever happened
to me. I am a different person since I've met you and I love
it." I said tenderly.
    She stroked my arms as I held her. "Fiona baby, I'm just
as happy to know you." She answered. She turned and gave me
a kiss.
    When Jimmy showed up later we were both nicely toasted.
Brandi went to the door and brought him back to the bedroom.
Maybe it was the liquor but I found him even cuter than
before. I walked over as he came into the room on Brandi's
arm. "Hi Jimmy," I said, taking his other arm. "I'm so glad
you decided to come back."
    "No chance of me missing out on your sweet ass, hot
stuff." Jimmy said. "You look deadly in that outfit." He
slipped his arm around my waist, his hand dropped to my ass
and he gave me a friendly little squeeze. It felt wonderful.
    Brandi turned Jimmy's face towards her and gave him a
soft kiss. Jimmy responded, embracing her affectionately. We
walked together to the bed, Brandi and I undressing him as
we went. "Have you ever done anything like this before?" I
asked.
    "The first time I had sex with a boy I was 12. My
neighbour Billy, he was 15. He fucked my ass and I loved it.
I still sleep with Billy once in a while when he comes back
from University. I've never slept with a cross dresser, but
I have really wanted to."
    "Where does Billy go to school?" I asked interested.
    "SFU." He answered.
    "Oh well." I said.
    "And now you're how old?" Brandi asked.
    "18"
    "Good. I'm happy you could join us Jimmy. You need to
know that you can be at ease with us."
    "I know that. I never said anything before since I liked
the play, the unmentioned, open secret between us. It was
all so sexy and you seemed to enjoy it too." Jimmy replied.
"But tonight, with the two of you. Well that was too good to
pass up and I wanted you to know that I knew."
    Brandi pushed him backward over the bed and we pulled
his pants and briefs off. He was naked on the bed in front
of us, pulling his socks off.
    I undid my thong and pulled it off, releasing my cock.
Jimmy licked his lips as he looked at it. Beside me Brandi
was also taking off her panties. Jimmy was in for the ride
of his life.
    "I had never touched another cock before yesterday,
Jimmy. Brandi picked me up hitchhiking and we just really
hit it off." I said to Jimmy. He stared at me.
    "No shit?" He asked. I nodded once. "Wow! Fiona baby you
got some balls. And you, Brandi, are one persuasive lady."
We all laughed at that one.
    "I keep surprising myself, but the truth is I must have
been bisexual all along without knowing. Brandi just opened
my eyes, the minute I saw her I wanted to jump her bones.
I'm not one for self-delusion. Once I realized I was
attracted to her I had to re-evaluate. Brandi has been
remarkably helpful. She's my mentor."
    Brandi got into bed; positioning herself between his
legs she spread him out and tucked a pillow under the small
of his back. She put a condom on and squeezed some lube into
her hand, basted his ass and started fucking him. He just
let her have her way, moaning gently under his breath as he
looked up at her. I put on a condom and climbed into bed
too. Jimmy signalled me to come over. He grabbed another
pillow and put it under his shoulders. He lay back down and
arched his neck. Taking my legs he guided me so his head lay
between my legs. He pulled me closer, opened his mouth and
took my cock into it. It was amazing how much of my cock he
could accept in this posture, almost the whole thing. "Oh
Jimmy! You are a naughty boy and I love it. How is his ass
Brandi?"
    "It's to die for sweetheart. We've got us a little
treasure here." She answered.
    This was the sexiest thing I could ever imagine, and I
could scarcely believe what Brandi and I were doing. Jimmy
was moaning slightly as my cock filled his mouth and throat,
his body arched. Looking down at him like this I resolved to
try it myself.
    Mmmmmmm the thought of a cock in my ass AND one in my
mouth took my breath away. I leaned toward my beloved mentor
and she bent forward for a kiss. Jimmy's hands were
caressing her tits and she was stroking little Jimmy's dick
as she fucked his ass. Beautiful. I bent further and started
sucking the tip of his cock as she stroked it.
    Brandi was fucking him hard now so I slipped out of his
mouth and gave him a nice long French kiss as he grabbed my
ass and massaged my asshole. I wriggled my butt for him,
"Jimmy darling, that's lovely." I moaned into his mouth.
"Where's the lube Brandi?" I asked.
    "Here you go love." She said to Jimmy as he held his
hand out and she squeezed a blob into it. He returned to my
ass, greasing me up and probing with a finger. My sphincter
muscle relaxed and let him in. He soon had me squirming like
a worm on a hook. This kid certainly knew what he was doing.
As he massaged my prostate, he reached out for my cock,
slick with his spittle. His method was wonderful and utterly
satisfying as he gently forced two more fingers into my ass
and pumped my cock at the same time. I groaned and writhed
as he finger-fucked me until I showered him with my hot
creamy load. I cried out and my hips bucked uncontrollably
until my balls were completely drained. I could not believe
the sensations he had induced.
    Meanwhile Jimmy was rapidly approaching his own climax
under Brandi's tender ministration. I watched them
attentively, desirous to add to my fund of `gai savoir' as I
still considered myself a novice. Jimmy's cock looked ready
to burst and I determined that I would catch his spunk. I
took the head of it in my mouth and slid the tip of my
tongue into the crack thereof. Substituting my hand for
Brandi's I pumped him gently until I felt his sperm rush up
his shaft and into my waiting mouth. Jimmy cried out his
delight, mmmmmmm what joy we gave each other. What could be
better? Soon after this Brandi pulled out, and removed the
condom. I bent and took her lovely cock in turn into my
mouth. When she shot her wad I swallowed every drop.
    We rested for a few minutes, spent and content. Then
discarding our accoutrements and wigs Brandi and I, we
headed for the shower together to clean up. Once finished I
was plain old Phil again, only smoother. Brandon found us
some robes and we repaired to the living room for drinks and
a spliff or three. Jimmy sat beside me on the love seat as I
rolled. We three had become exceedingly familiar with one
another, close. It seldom happens so quickly, but how
rewarding when it does. I gave the joint to Jimmy and told
him. "Spark it up." We passed it around.
    "So, how did you like sex with a couple of
transvestites?" Brandon asked Jimmy.
    "That was the most amazing sex, guys. I especially loved
when you were both doing me together."
    "Yeah, I want to try that myself. Myself, I loved how
you made me come, you are a very talented young man, Jimmy."
    "Thank you. Can I ask you both something?"
    "Of course." We answered.
    "What are your real names?"
    "I'm Brandon."
    "And I'm Phil."
    "Alright. Brandon I loved your tits from the first time
I saw them and I've often wondered. Have you had work done,
hormones or something? I haven't seen many girls with
breasts as nice as yours, much less men. What's your
secret?"
    "I have no secret, I've never had anything done or taken
anything. I'm just lucky." He smiled sweetly.
    "Really?"  Jimmy asked.
    "Yes."
    "That is absolutely amazing."
    We made conversation like this and I rolled another
joint, lit it and passed it.
    "So you'd like Jimmy and me to fuck you together then."
Brandon said.
    "Oh yeah. I think it would be so good, a cock in my ass
and another in my mouth. I want that very much."
    "We can make that happen for you, baby." Jimmy winked.
    "I'd like something too." Brandon said then. "I'd like
both your cocks in my ass together. Can we arrange that?"
    "Wow!" I said. I'd never even heard of that. My cock
stirred at the thought.
    Jimmy just grinned.
    "Yes I think Jimmy and I are up to it. Right Jimmy?" I
answered Brandon.
    "Definitely."
    "Good." Brandon said. "Very, very good."
    "So you guys really just met yesterday?" Jimmy asked.
"And you had never had sex with a man?"
    "Yes. That's right." I answered. Brandon nodded
silently.
    "Wow. You really operate Brandon. Have you ever sold
used cars?"
    We burst out laughing.
    "Excuse me I need another drink, anybody else?" Brandon
asked.
    We both said yes.
    When Brandon returned, Jimmy was astride me and we were
necking, robes open, rubbing our cocks together. He put our
drinks down and sat watching us, playing with himself. We
paused momentarily, and I held our cocks together in one
hand while Jimmy turned around to grab our drinks. I
caressed his lovely body with my free hand before reaching
out for my drink.
    "You boys are beautiful together." Brandon said.
    "Why don't we go back to bed?" Jimmy said. "I want to
help fulfil Brandon's fantasy."
    I shivered at the thought of our cocks stuffed into
Brandon's sweet ass. We finished the joint, drained our
drinks and headed back to the bedroom for round 2.
    I lay down on the bed first and Brandon straddled me,
our cocks rubbed together momentarily, the total skin
contact sending a jolt through me again. He put a rubber on
my cock and lubed it up and then guided me into his ass as
he lowered himself onto my swollen member. I played with his
cock as he bent down to kiss me. Jimmy got into bed and
crouched behind him, he grabbed Brandon's hips and slowly
forced his cock in with mine. We fucked him together, long
and slow. Jimmy's cock felt amazing against mine and it was
so tight in Brandon's ass.
    Brandon groaned and his eyes rolled back. "Mmmmmmm
delicious. Oohooh fuck that's good!" He moaned. A shiver ran
through him. I looked up from under him, watching the
intense bliss. His ecstatic happiness was contagious and I
felt waves of intense pleasure and affection for my new
friends. I had never imagined such deep bonds being
established so quickly. Time passed but I know not how much.
We rode the waves of elation together, taking and giving
freely. The music was perfectly suited to our lovemaking; it
seemed to accentuate the intensely sexual atmosphere that
reigned.
    Eventually, Jimmy's fucking became more urgent as his
climax approached, his breath chuffing and blowing hard and
rough. Soon he pulled out, whipped off his rubber and
spurted his load onto Brandon's big beautiful butt.
    Brandon continued riding my cock while we frenched
together again. I said. "Get on your back, slut. I want to
fuck you properly."
    He did this and Jimmy who had just cum, stuck his penis
into Brandon's mouth to clean. I got between his legs and
slipped my condom-covered cock back into his loose slippery
asshole. I held his legs apart and Jimmy straddled his face
to get into a 69 with him, licking and sucking as I fucked
Brandon's ass. As I felt myself close, I pulled out, took
off the condom and pumped my jism out all over his groin and
Jimmy's face. It was a very sexy thing to watch. I brought
my own prick closer and rubbed it against his.
    Jimmy got up onto Brandon's belly, facing backwards and
brought his penis into contact with ours. Wow, what a
feeling; cocks just seem to love rubbing other cocks. He was
right up against me; I had both my hands around all three of
our cocks. He still had some of my semen on his face so I
licked it off and frenched him with my own cum on my tongue.
I had truly become a filthy slut and I loved it so much that
I felt sorry I hadn't started earlier.
    Brandon bucked and humped under us and a gush of sperm
spurted onto my hands and mine and Jimmy's bellies. We
rubbed the sticky mess around and then both drew nearer,
lying next to Brandon on either side, coming together for a
three-way kiss. Jimmy and I wriggled our cocks up against
his thighs and bellies as our tongues licked and probed in
one big sexy jumble. We dawdled like this slowing gradually
and lay in a big sloppy pile. We felt such a deeply shared
contentment as we slowly stroked and caressed, my lovers and
I.
    Jimmy was the first to get up and head for the shower.
Brandon and I stayed a while in bed. "Did you like that, two
cocks in your ass? How did it feel?" I asked him.
    "Oh my God! Yes! It was terrific. I love getting
stretched out once in a while. It feels like. I don't know.
it's such a singular sensation. I can't really explain but
it is deeply satisfying."
    The expression on his face had awakened my curiosity and
now I knew it would need to be satisfied. I had to know what
it felt like. I also knew that I had two cocks with me now
and who knew when that would happen again. I had to seize
the opportunity. Round three would have to involve Jimmy and
Brandon fucking my ass together. "Will you do me the favour,
lover of mine?"
    "Of course and I'm sure Jimmy will be just as eager."
    "I'm so happy about all that's happened since we met.
We've done so much and I've changed so much that it seems
like years have passed since yesterday. I know I keep saying
it but I can't believe the effect you've had on me. Thank
you Brandon." I kissed him deeply and passionately, showing
him the affection and respect I felt for him.
    "You are very welcome lovely boy. I am pleased and
surprised at the alacrity with which you've progressed. I've
enjoyed myself tremendously and not just for the sex. This
could be the start of a beautiful friendship my dear Phil. I
want to keep in touch with you and I want you to feel free
to visit."
    "I want the same thing. Whenever you're in Nanaimo you
can stop in and see me as well. I live on my own so you can
stay as long as you like." I told him in turn. We got up
then and headed for the shower too. Jimmy was just getting
out when we got there. I gave him a soft kiss and gently
fondled him before getting in the shower myself, as I closed
the curtain I saw Brandon and Jimmy were kissing.
    I lathered up under the spray from the showerhead,
loving the hot water's soft slippery caress. Brandon joined
me and I washed him gently, paying special attention to his
ass. Raising his foot to the side of the bath and turned
away as he spread his generous cheeks. I gently stroked his
anus; it was still soft and loose from before. It parted
easily under my finger and he shivered as I fondled him
soothingly. "I love to feel your hands on me. You make me
feel so good, Phil." He said softly, turning to kiss me
again. My lips parted as I felt his tongue. The water
raining down on us, it was all so sensual. We rinsed off the
suds and stepped out of the shower to towel off.
    We strolled out to the living room, naked as jaybirds,
where we found Jimmy, also naked, rolling a joint. Brandon
sat in the armchair and I sat in his lap, wrapping my arm
around his neck. We kissed ardently as his hand found my
penis and massaged it into life. Jimmy watched us as he
rolled, his own cock hardening between his legs. I loved to
be watched, it made me feel deliciously dirty. I stood,
moving over to get my cock lined up with Brandon's mouth.
His hand slid between my legs, cupping my ass to pull me
close, his middle finger, sliding into my crack. "Mmmmmmm
that's fabulous darling." I said.
    "Well dear boy I love to do you. Any way you want to be
done." He answered.
    Jimmy had lit the joint and passed it to me. I toked and
passed to Brandon. "Would you fix me a martini darling
Brandon?" I asked.
    "Of course Phil, anything you want baby." He set about
doing this. "Jimmy?"
    "Please."
    Brandon nodded and soon produced three cocktails. We
toasted our beautiful closeness and drank together.
    With all three of us sitting around naked things soon
heated up again. I bent over to suck Jimmy's cock,
presenting my ass to Brandon; hoping he would take the hint;
I wiggled it around a little and spread it out with one
hand. Sure enough I felt his hands on my ass, spreading me
wide open, he licked my anus, pushing his tongue into me. I
gasped at the sensation. My hips bucked and I shuddered from
head to toe. He grabbed my cock from beneath as he kept
tonguing my ass mercilessly. I could not believe what he did
to me. His fingers soon joined his tongue as he probed my
asshole softly but firmly. I felt myself loosening under
this magnificent tongue-lashing.
    After that his cock slid home with ease and I found it
was every bit as enjoyable as I had hoped earlier seeing
Jimmy in this position with a cock in his mouth and another
in his ass. I still wanted to experience two cocks in my ass
though. "Brandon baby, would you sit on the loveseat so I
can ride that beautiful cock of yours? Then Jimmy here can
get behind me and stuff his own cock in there with you.
Hmm?" I asked.
    "Of course sweetheart." Brandon said. We broke apart
momentarily and after Brandon was sitting I straddled him
and lowered myself onto his penis. He slid right into my
loose slippery asshole.
    "Jimmy baby, I'm ready for you." I said.
    He positioned himself behind me; I felt his cock sliding
along the crack of my ass. Then I felt him pushing his cock
in with Brandon's. At first I thought my anus wouldn't
stretch anymore but after a few seconds I felt his cock pop
suddenly into my ass. It was wonderful, here I was
sandwiched between these two sexy men and both of them were
fucking me. Jimmy's cock started pumping and it got even
more intensely satisfying. I'm not sure if I said anything
coherent at this point, I simply lost control as waves of
pleasure washed over my consciousness. I could feel pre-cum
juice just flowing out of my cock, like a prolonged orgasm.
Brandon and me were slippery with it where our bellies
rubbed together with my cock between them. In the end I
cried out as I came again from their fucking me. It was the
most intense orgasm yet. They kept pumping me though, both
of them and I soon came again, I could not believe what they
were doing to me. Then when I thought I couldn't take
anymore, I felt Brandon stiffen and come under me, soon
followed by Jimmy behind me. We were all panting now,
covered in sweat. We caught our breath slowly and Jimmy's
cock plopped out of my loose anus. I sighed contentedly.
    "That was amazing, boys; the monster-fuck of my life.
You've made me feel like I've never felt before. Thank you
so much." I told them.
    "Anytime darling." Brandon said.
    "Yeah, that was fun." Jimmy chimed in. He sat in the
armchair.
    I stayed on Brandon's lap. His cock had slipped out of
my ass. I snuggled up to him, my head on his shoulder with
his arms around me. I would never have imagined feeling this
way about a man but I wanted to stay there forever, in the
comfort of his arms. I felt a delightful lassitude combined
with a much deeper understanding of my unconventional
behaviour. I was at peace.