After one more lingering smoky kiss, I disengaged myself from Rolanda's
arms and hopped out of the Cadillac's passenger seat. Always the
gentleman, I strode quickly around the front of the car to open the
driver's door for Rolanda to alight, completely forgetting that my stiff
cock was still protruding from my open fly!
As I opened her door, Rolanda slid off the rich leather seat and onto
her 5 inch heeled red and gold pumps, her lovely gold clutch wedged
delicately under the arm of her mink. She reached down with her satin
glove and gently wrapped her fingers around my hardon...."Forget
something, Honey?" she smiled wickedly. "Mmmm, it's still so hard!" she
arched her eyebrows to show mock surprise, "I think you must like me!"
I blushed. I always attempted to be suave (impossible for a 22-year
old) and leaving my manhood pointing unerringly like a compass needle to
sexual fulfillment seemed an embarrassing faux pax. "Sorry. Hope the
house mother isn't waiting up for us!" I quipped, proud to think of an
amusing response.
"Yes she is, but you're looking at her and you've already been busted!"
she laughed in that deightfully faggy gay voice of hers which I was
beginning to adore.
Recovering my mannners, as best I could, I offered the gorgeous creature
my arm which she took appreciatively like a perfect lady. As we walked
to the door leading to the interior of the impressive home, I discretely
reached down and jammed my pecker back into my pants. Auntie Rolanda
noticed, but refrained from whatever Mae West one liners may have popped
into her head at that moment.
A short flight of steps led up to the interior door, which I held open
for her to pass into what turned out to be a spacious cloak and utility
room. Rolanda flipped on the lights, then deftly darkened them with a
dimmer. She took my hand in hers and led me into a spacious kitchen
which sparkled in the reflection of its own dimmed lights. Glowing
cherry floors and endless sparkling granite counters seemed to stretch
on forever. I had been in a couple of these older mansions which
fronted on Lake Washington before when invited to boring social events
thrown by my parents' friends, but I was unprepared for the sheer
elegance of the total renovation of this 1920s Tudor which had obviously
been recently completed. I could see that she was an imaculate
housekeeper, and I couldn't resist commenting on the fact, "My, Rolanda,
you keep a beautiful home!"
It's not me, Baby, I have a full time maid and housekeeper, Lisa, a
young former trannie hooker slut that I rescued from the streets. She
does do a nice job, doesn't she?"
I let out a low whistle of appreciation as I nodded in agreement. I'd
only seen the garage and the kitchen which was almost as large as my
apartment, but if the rest of the place was half as beautiful, I had
stumbled into virtual pleasure palace twice in one evening! "Does she
live here with you?"
"Yes, Sweety, she has her own little apartment over the boathouse. It's
not huge, but she seems very comfortable there. She behaves herself,
and I've given her my permission entertain an occasional trannie lover
down there if they are quiet about it. I don't want to have problems
with my neighbors, who are nosy enough as it is without thinking that
I'm running a bordello for queens over my boathouse!"
Accustomed to my crummy one bedroom apartment in the University
District, I found Rolanda's home to be overwhelmingly opulent by my
standards. Dimmed spotlamps recessed into the high cherry paneled
ceiling glowed warmly, bathing the elegant kitchen in golden
luminescence. She flipped another switch and a veritable wall of framed
glass cabinets came to life, filled with exquisite china and crystal,
all illuminated by strategically hidden mini-lamps. It was like looking
at the latest edition of "Architectural Digest". Rolanda watched me
soaking it up, obviously satisfied that I was suitably impressed.
"Care for an apertif, Honey?"
"Eh, yes, please, do you have any Cointreau, Auntie?"
"Of course, I do, Darling. That sounds good to me too." She popped one
of the china closet cabinet doors open and picked out two small but
elegant snifters. Her heels softly click-clicked on the wood floor as
she strutted to an immense panel of inlaid cherry and rotated it on a
hidden center spindle to reveal a very well stocked vertical bar built
into the back side of the door. She inventoried its contents for a
moment, allowing me to admire her perfectly styled ash blonde wig and
immense earrings from behind, my eyes irresistably tracing the outlines
of her mink down to where it revealed just a tease of red satin gown
above her red and gold pumps. It was a ravishing look of sexy elegance
beyond anything my middle class girlfriends would ever have been able to
muster. I couldn't help but note that she was probably wearing, in
clothing, jewelry and accessories, the equivalent of my annual student
stipend from my parents!
Eventually she found the Cointreau amongst the scores of bottles and
brought it back to where I was standing. She handed me the snifters and
invited me to follow her deeper into the interior of the house.
Progressively, as she switched on more lights, the grandeur of the place
was revealed to my atonished eyes. We walked through a large dining
room. The cherry-planked floor morphed seamlessly into red oak. A
large Danish styled dining table with seating for twelve was firmly
ensconced on a magnificent Turkish Hereke silk carpet, richly detailed
in deepest wine reds and cobalt blues. The table was set as if dinner
guests were expected at any moment. The effect was stunning. Rolanda
paused to allow my eyes to appreciate the large paintings embellishing
the walls. A large lighted china cabinet covered most of one side of
the room, filled with even more sets of elegant crystal and crockery.
"I have a fetish for Oriental carpets, Darling, one of my greatest
weaknesses." Then she looked at me and said, "Except for wonderful
young men like you, of course." I beamed at the obviously overt sexual
compliment. She stepped closer to me and reached her gloved hand to my
thigh, "Shoene Beine, Darling," she murmurred as we both remembered her
first subtle act of gay flirtation at the outset of the evening. I
blushed again, and my penis twitched for the hundredth time since I had
met Rolanda and Phyllis. She leaned against me and again our lips met
briefly in a sweet affectionate kiss. I was still amazed at how
exciting it was to kiss a man wearing lipstick and full makeup! My
fascination with Rolanda's elegant home had distracted me from my usual
obsession with sex for a short while, but the kiss brought my attention
back to the eroticism and pleasure that beckoned from somewhere in the
dimmed recesses of Rolanda's elegant home.
Rolanda again took my arm and walked me towards a spacious living room
which lay a half flight of broad, oak edged slate stairs below the
dining room. In the diminished lighting, through the recently enlarged
windows of the living room, my eyes were drawn to the twinkling lights
of Mercer Island in the distance, romantically reflecting off the calm
waters of Lake Washington. Another impressive Middle Eastern carpet of
mind boggling proportions, this one a Persian Isfahan, engulfed the
expanse of gleaming oak floor, subtly flooding the room with its glowing
hues. The living room was furnished with very comfortable looking
overstuffed deep green leather sofas, chairs and love seats, all with
golden accents and teak trim. The effect of wealth was mesmerizing for
an impoverished college kid with his one and only car marooned in the
repair shop! The room was deceptively polymorphic, with six walls of
varying dimensions, the three largest backing to the view of the lake,
and I supposed on nice clear days, the Cascade Range in the background.
The smaller walls of oak paneling faced the windows and were tastefully
hung with wonderful contemporary prints. A Greek marble column,
sparkling dimly with subtle gold leaf accents, dominated one of the many
corners, topped by clinging golden cherubs clutching bunches of grapes.
Art filled the house, but not ostentatiously. It gave the home a
delightfully androgynous feeling. No genetic woman would ever decorate
like this, and neither would a swashbuckling executive-type man, but a
gay transgendered head of a department store display department
certainly would!
She led me to a sumptuous loveseat with a nice view of the water. The
landscaping outside was unobtrusively illuminated with soft hidden
floodlights which showed off the carefully manicured hedges and foliage
which served to screen the unshaded windows from the potentially prying
eyes of neighbors. Standing in front of the little sofa, Rolanda turned
her back to me and inviting my help, gracefully shrugged out of her
mink, which I carefully draped over the back of a nearby chair. Her
lovely shining red satin gown was now fully exposed to my appreciative
eyes again. She sank gracefully into the soft leather of the intimate
sofa, her sexy elegance competing for my attention with the commanding
view of the darkened lake through the room's expansive windows.
Eventually, she patted the cushion next to her, "Take a load off your
loafers, Honey". I gladly accepted the invitation.
An elegant glass cocktail table, richly trimmed in gold, sat in front of
the two person couch. Femininely, Rolanda set the bottle of Cointreau
on the table. "Pour, Richard," and then we both chuckled at the
cleverly contrived verbal ambiguity between Ben Franklin's famous
periodical, "Poor Richard's Almanac", my own impoverished financial
condition, and the need to decant the apertifs! I was growing to
appreciate Rolanda not only for her erotic attractiveness, but also for
her quick wit and impressive intellect. After the supercharged
sexuality of the events at Ruthann's parents' home, I was beginning to
feel very comfortable with her, despite my nagging doubts about the
outrageous homosexuality of the evening's events.
I uncorked the Cointreau and poured a modest amount of the clear liquor
into both snifters. "Mmmm, I love the aroma of the citrus," I mused as
I swirled the snifters to enhance the release of the fragrance. I
handed one to Auntie Rolanda and slid back onto the thick leather
cushion of the loveseat. Rolanda opened her expensive purse and took
out her golden cigarette pouch, clicked it open and offered me another
Virginia Slim, which I eagerly accepted, instantly feeling surprisingly
femme again. Something about smoking these femmy menthol cigarettes as
if I had been doing it all my life caused my whole demeanor to change.
She pretended not to notice the wave of femininity that swept across my
entire body. I took the lighter and like a perfect gentleman, lit first
Rolanda's and then mine. I inhaled the creamy smoke deeply, enjoying
the tasty mixture of menthol and the orangey Cointreau. She did the
same, smiled at me and touched my hand with her silky glove. The effect
was deliciously pleasurable and I felt a species of relaxed contentment
I had seldom if ever felt before in the presence of another person. I
wanted to pinch myself to make sure I wasn't dreaming this, it was just
too perfect.
"Welcome to my humble abode, Darling. Do you like it?"
(I was getting used to this swishy male in women's clothing calling me
endearing terms, like "Darling" and "Honey" or "Baby". It just felt so
unbelievably natural and warm.)
"It's lovely, so elegant and yet comfortable too".
I mildly surprised myself by choosing "lovely" instead of some other
more masculine adjective. Something inside me was subtly changing, but
naively, I couldn't.....or didn't want to....acknowledge it yet. The
pleasure of immersion in the femme world on the other side of the gender
line was incredibly seductive. Rolanda and Phyllis made it all seem so
comfortable and normal. My previously unexamined macho and homophobic
attitudes had suddenly and unexpectedly been put to the test, but the
fears fell away like so many autumnal leaves in a soft breeze. The idea
of being able to fulfill my sexual needs at will held great appeal.
Phyllis had made a straightforward and persuasive argument for it, and I
found my defenses melting away as I smoked my long white cigarette like
a perfect sissified lady.
Rolanda smiled, apparently pleased with my appraisal of her carefully
crafted gay love nest. She already had elaborate plans for me and how I
would fit into her libidinous yet elegant lifestyle. I had no idea how
carefully planned this evening had been, and how cleverly and willingly
I had been seduced into Rolanda's and Phyllis's transgendered gay
lifestyle. Sitting next to me, Auntie Rolanda's pleasant noncommital
smile revealed little of just how satisfied she was with her latest
"conversion". But her plans for me, elaborate as they might be, could
wait for the moment. She was simply enjoying being with me right now,
pleasantly surprised at how much she was attracted to the innocent
naivete' of her newest recruit. I had turned out to be much more facile
than she had anticipated from her interviews with Ruthann about me for
the past several weeks. On the basis of Ruthann's intuitions about me,
Rolanda, the black satin Spider Lady, had spun her silken trap for me.
The best of it for her was how willingly I had been entrapped without
the slightest struggle. She did know from Ruthann that I was attracted
to very feminine women and their adornments, but the evening so far had
revealed to her that she had dramatically underestimated my
"convertibility". This was becoming so much easier than she had thought
it would be. So, for the moment, she was just going to flow with it and
enjoy the sexual pleasure that she was quite sure would materialize
shortly down the hallway in her opulent boudoir.
Again, I was staring at her face, so attractively mature, and flawlessly
made up to shame any genetic woman into irrelevance. I couldn't believe
what had happened to me, but I was enjoying it. Whatever homophobic
defenses I had once possessed lay in tatters, overwhelmed by the sexual
attractiveness of my increasingly adored Auntie Rolanda, and the
unexpected allure of the forbidden fruit on her side of the gender
divide. I still was repulsed by the idea of sexual intimacy with a man,
but my mind had successfully rationalized being very attracted sexually
to a man within the context of buffering androgyny. As I briefly
reflected on that, Rolanda picked up what looked like a remote control
for a television and pressed a button. With an almost inaudible
whirring sound, an enormous flat screen TV glided out of the ceiling,
positioning itself between us and the windows. I was astonished. I'd
never seen such a large screen before. "I like to watch porn videos
sometimes, Darling, and this is my favorite place to watch it. I have a
huge collection of gay and trannie films, we'll watch them sometime if
you get bored with me." She smiled as she exhaled a plume of minty
smoke and gently squeezed my hand. Another deft push of the button and
the screen disappeared into the ceiling again, hardly making a sound. I
loved to watch porn movies, but I couldn't imagine getting bored with
Auntie Rolanda! It crossed my mind that it might be very exciting to
watch porn while engaged in naughty transgendered sex on this
wonderfully supple leather loveseat.
"I'm glad you like my house," she purred, as she caressed my shoulder.
Her smooth satin gown glowed seductively in the soft light of the room.
I reached my hand to her thigh, gently stroking the soft silky material,
feeling her garters and stocking tops. "It's perfect for entertaining,
don't you think," she mused rhetorically as she exhaled another creamy
plume of smoke towards me, electrifying my already semi-aroused body.
"As an exucutive at the store, they expect me to throw my share of
dinner parties. I think everyone at the store is suspicious of my
sexual orientation, but they all just look the other way. None of them
really want to know for sure. It's well known in the department store
industry that most men in the display departments are gay. So they all
come to the parties. The women seem to have a sixth sense about
homosexuals and for some silly reason, they feel more comfortable with
us than they do with straight men. I think the genetic gals assume
we're gay until proven otherwise, and of course being married and having
kids is not perfect litmus test either, look at Ruthann's father!" she
laughed.
We smoked and sipped our Cointreaus in silence for a bit, caressing and
touching affectionately, a slowly developing feeling of sexual arousal
was building again between us. Rolanda opened her purse again and
fished around for her lipstick and compact. While I watched with
admiration, she opened the mirror on the compact and pretending to
ignore me, refreshed her gorgeous lips with more glowing red, and then
expertly renewed her already flawless makeup with an elegant little
brush. We finished our cigarettes, and Rolanda effeminately stubbed
hers out, again exciting me with the sight of the creamy bright red
lipstick stain on the filter. "Drink up, Darling," she purred, "the
tour continues." She stood up and took my hand gently in hers, leading
me to points fascinatingly unknown but eagerly anticipated.
The house was a two story in the traditional Tudor style of the Roaring
Twenties in America. Gesturing to an impressive curved stairway to the
second floor, Rolanda explained, "Originally the house had all the
bedrooms on the upper level, four rather small ones and only one bath,
totally outdated. I had the contractor knock out the walls and create
two guest suites with their own baths, a much more workable situation
for overnight guests. I'll show you those in the morning."
"Do you have family from out of town that visits you often?" I asked
naively.
"No, of course not, Honey, I'm talking about visiting queens, Silly."
she laughed, trying to shock me a bit. "No, actually, I do have
relatives back east who come out occasionally to enjoy Seattle. But I
also have lots of swishy gay trannie friends who visit fairly often."
She spoke to me openly about topics from her gay lifestyle as if she
were discussing the weather. Obviously, she was completely comfortable
with who and what she was. As I pondered the wonder of it, I thought to
myself that she was in fact not just relaxed about it, but possessed
with a sense of delightful self assurance regarding her gay
transgendered lifestyle. To an ingenue like myself, still clinging to
the remnants of my own homophobic denial, it was wonderfully refreshing!
She led me into a hall off the living room. "This is an addition I had
them put on for my 'Royal Suite'." Her hand squeezed mine. "Every
queen has to have a royal suite, Darling," she chortled in her gay lilt
that made me tingle with anticipation. The walls of the hallway were
hung with signed Enrico Dalilamo prints. We paused to admire them.
"'Enrica' was a queen too, Darling, did you know that?" She used the
Italian feminine gender ending to "Enrica" to underscore the point. All
I knew about Dalilamo was the fascinating style of his surrealistic
work. I shook my head. "Even his kinky little mustache was penciled
in, but without it in drag he was gorgeous!" she exclaimed proudly,
"Very elegant slinky lady and always the belle of the ball."
We continued down the hall to the master bedroom suite. Nothing I had
seen so far had prepared me for what was revealed to my astonished eyes
as elegant double doors swung wide to Rolanda's gentle push. It was
enormous, a veritable home in its own right. The large windows were
draped with gold satin brocades and shuttered with dazzling white
plantation blinds. An immense four poster French provincial bed
dominated one side of the room. As we approached it I caught a glimpse
of the huge plate glass mirror suspended from the overhead framework,
partially hidden by the brocaded satin draping that surrounded the top
of the substantial four posted supports. Rolanda caught me looking at
the mirror. "So I can see what I'm doing in the sheets, Honey" she
hinted broadly.
Elegant matching tables flanked the scrolled white and gold headboard.
The bed was made up with glowing white satin sheets and pillows under a
puffy brocaded satin comforter embroidered with golden threaded floral
designs. Opposite the bed and in front of the windows was a stylish
sitting area furnished with carefully coordinated period pieces....a
love seat, two wing-backed chairs, all surrounding an elegant cocktail
table. Everything in the room was immaculately clean and well kept like
the rest of the house, the place was impressively spotless. I imagined
Lisa, sexily clad in a maid's uniform, carefully dusting and shining
everything while Rolanda was at work!
Walls of tastefully coordinated dressers and armoirs were arranged
against the walls on all sides of the room. I could see a spacious
makeup table of the same style, its top covered with a vast array of the
cosmetic necessities I assumed to comprise "drag queen" cosmetics. It
was backed by a very large mirror which incorporated many tiny
spotlights aimed strategically to where Auntie Rolanda would sit as she
applied the contents of the glittering array of bottles and jars neatly
arranged in an arc for convenient access. There were brushes ranging
from big and fluffy to the tiniest fine bristled variety, all upended in
elegant cylindrical holders. Row upon row of lipstick tubes were
arranged in tiered cases, their beautiful enameled containers glowed in
scores of elegant golds, silvers, and laquered finishes in countless
hues.
"This is the 'inner sanctum' of Auntie Rolanda's love nest, Sugar. I
hope you approve," she smiled at me, batting her tantalizingly long
false eyelashes at me in feigned innocence.
She strutted in her heels to one of two large mirrored doors opposite
the bed and swung the left door open to reveal the largest walk in
closet I had ever seen. It was immense, nearly as large as my
apartment, perhaps larger. It had a large granite-topped oak dressing
island in the center that stretched perhaps twelve feet into the
interior! Inside the door to my left were long racks of high heeled
shoes, hundreds of them in every conceivable color and style. My eyes
must have bugged out of my head as I scanned the overwhelming display of
erotic high heels. Rolanda laughed as she watched the young lecher
survey the contents of an entire shoe store. The fetish ran deep and I
was temporarily speechless.
"Honey, you come over to see Auntie Rolanda, and I'll model every pair
of them for you. Some of them have soles that have never touched the
pavement. They've only been worn to bed by a sexy little old lady!" she
laughed her gay androgynous laugh that captivated and excited me.
"They're all DLC-FMPs," she spelled it out in a tumble of initials.
"DLCFMPs?" I managed, clueless.
"Yes, Honey, 'Dorothy LaMour Come Fuck Me Pumps'!"
I laughed out loud at the outrageously correct terminology. Rolanda
rolled her eyes demurely, smiling innocently as if the word "fuck" would
never cross her silky red lips!
Peering farther back into the recesses of the immense closet, I could
see scores of dresser drawers running down the wide center aisle,
descending to the floor on both sides. Rolanda followed my gaze, "For
lingerie and jewelry, Honey, can't ever have too much of that!" I
nodded my head in abject astonishment, and my cock twitched as I
imagined what wonders might be found in those layers upon layers of
drawers....panties, nighties, stockings, girdles, corsets, bras....my
curiosity was running wild at the hidden mysteries lying as yet unseen
in those many tiers of drawers.
Towards the walls there were four rows of sturdy upper and lower hanger
support bars paralleling each other into the recesses of the closet,
punctuated by vertical, built-in matching oak chests every few feet,
each with lighted mirrors at upper torso height. Suspended by countless
padded satin hangers were full length ball gowns of satin and sequins,
smart tailored Chanel style suits in many chic colors and all with
contrasting or white piping to underscore their businesslike designs,
stunning short cocktail dresses, elegant pant suits, many brocaded satin
cheongsams, both full length and intriguingly short styles, and at the
end of one row, a huge selection of furs, perhaps fifteen or more in
many different styles, long and short, big collared and bubble cuffed at
sleeves and hems. It was a delicious secret garden filled with
lusciously sexy and stylish women's clothing of every hue and
description. I had heard the term "out of the closet" to describe gay
guys that were no longer hiding their homosexuality from the straight
world, but I had never imagined what some of those closets must have
been like until I saw Rolanda's masterpiece!
Auntie Rolanda let me look. She was obviously enjoying my astonishment
at her overwhelming inventory of sexy clothes. Finally, she cleared her
throat, "Baby, we can't stand here staring all night, or we'll never get
well enough acquainted in the boudoir!"
Rolanda led me to the first vertical set of drawers and rolled one open
to reveal row upon row of dazzling earring pairs.
"You like, Honey?"
"Mmmm, you know I love those long dangly earrings that you wear, but I
had no idea that you had this many to choose from!"
"Yes, I'm afraid I'm a bit obsessed with jewelry. Whenever you decide
to call on Auntie Rolanda, you are welcome to pick as many pairs of
these as you like for me to model for you. I love earrings, bracelets,
and big gaudy rings. Would you like that, Baby?"
"I was overwhelmed by the suggestion. I adored long earrings and flashy
jewelry on ladies, and hated it that so many of my girlfriends seemed to
prefer shorter earring styles or simple ear stud to the stunning
"shoulder dusters" that fascinated me so. Now, I was by implication
being invited to select from a dazzling selection of sexy ear adornments
to my heart's content for the lovely Rolanda to wear for my pleasure.
It was a delightful offer. I reached into the drawer and selected a
pair of large pear shaped pearl drops, studded with diamonds and
accented with gold. I held them up and enjoyed the sparkling of the
rhinestone diamonds in contrast to the soft opulence of the large faux
pearls. I handed them to Rolanda.
"You want me to model them for you?"
"Please. Yes I would like that very much," I whispered, once again
becoming aroused by how much she seemed to enjoy pleasing me.
Rolanda slipped the earrings she was wearing off of her smallish lobes
and dropped them into a velvet lined wooden box on the top of the chest.
The ones I had selected had spring-loaded clips covered with soft foam
rubber caps to protect the wearer's earlobes. Concentrating on her
image in the mirror, Rolanda expertly clipped the gorgeous objects to
her lobes, then stopped to admire them and primp her wig a bit, before
turning to me. "Do you like them, Sweety?" she purred, already knowing
from the expression on my youthful face what the answer would be. I
nodded affirmatively. She reached down and slid her gloved hand against
the bulge in the crotch of my trousers. I was hard as a rock. "Nice,
Baby, I'm looking forward to seeing all of that," she purred
seductively, "up close and very, very personal." I felt my knees
getting weak. The goose bumps were double-timing it up the back of my
neck. She smiled at me as I admired her enormous earrings accentuating
the platinum hue of her gorgeous wig. She knew exactly what she was
doing to me and enjoying it immensely as she stroked my raging hard on,
making time stand still for an electric moment.
"Pick another pair," Baby Doll.
"But I like those on you very much, Auntie Rolanda" I protested.
"Just do as I say," Honey, this time more firmly.
Obediently, I turned to the open earring drawer, again dazzled by the
many pairs of sparkling shoulder dusters. "How about these," I pointed
to a set with large rhinestones at the tops which suspended many
graceful strands of twinkling diamonds hanging down seductively for a
good three inches or more.
"Yes, I like those, some of my favorites," she whispered. "Now, try
them on."
"You mean you want me to put them on your ears for you, Rolanda?"
"No, Silly, I mean for you to try them on your own ears."
I was stunned. She actually wanted me to model them for her. "Okay,
whatever you say." I looked in the lighted mirror, seeing my strong
masculine face staring back at me. She called me "Silly" and right now
I felt very silly and embarrassed, but I complied with her instructions.
I picked up one earring, admiring the design in spite of myself. I
opened the clasp which made a distinct little metallic clink as my
fingers easily overcame its light spring tension. Looking in the
mirror, I carefully positioned the large faux diamond next to my
earlobe and pinched the clasp closed on my skin. The protective rubber
covering gripped the lobe in surprising comfort. The cascading stones
winked back at me as I beheld myself with a long dangling earring on one
of my ears for the first time. I picked up the matching piece of
jewelry from its velvet lined compartment, and this time more quickly
clamped it onto my other ear, I was unwittingly getting the hang of it.
"What do you think, Sugar? Do you like them?"
I gazed at my image in the mirror. Unexpectedly, I loved the weight on
my earlobes. The beautiful feminine baubles gleamed back at me, looking
somehow ridiculous and yet androgynously erotic at the same time. "I,
I....think I like them very much," I managed to stammer.
"They look great on you. Move your head around a little and make them
sway a bit, catch the light."
I complied, marveling at the feeling of adornment while watching the
light show in the mirror. It was somehow exciting and naughty to see
myself with elegant ladies' earrings streaming from my lobes and
tickling the sides of my neck. Little electric thrills ran down my
spine as I selfconsciously admired the jewelry in the mirror.
"Good, I'm glad you like wearing them. Anytime you visit Auntie
Rolanda, feel free to try on anything in this closet that fits you and
makes you feel feel special and nice, or even a bit naughty." she gave
me a conspiratorial wink. When you're here, you can do anything that
feels nice or sexy and it will just be our little secret. Would you
like that?"
I blushed, but it was a generous invitation to explore newly discovered
territory in an environment of safety and comfort.
"You may take them off if it makes you uncomfortable, Darling,"
reassured Rolanda. "Wearing women's things can be a liberating
experience if you find it pleasurable, but the first time can be a
little unsettling. Just ask me, I've been doing it most of my adult
life," she chortled.
"Thank you, Auntie, that's very generous of you. I appreciate it. I
think I'll leave them on for a bit longer. It's a completely new
experience for me and it takes a little getting used to, but somehow it
feels, well, exciting."
Rolanda just smiled knowingly and proceeded to another set of drawers.
She pulled the hidden lip under one of the drawers and it rolled
silently open revealing row upon row of shiny silken panties. She
selected a royal blue satin pair and unfolded them on the smooth granite
top surface. "Here, these are for you to wear tonight." She held them
up to show me the satin-piped round cutouts that could be for only one
purpose, to expose a man's penis and scrotal sac. To make sure I saw
the significance of that, she slid her gloved hand into the panties and
allowed her long slender fingers to protrude through the holes, wiggling
them seductively to make sure I got the point.
"Now, let's get ready for the main event, Darling, shall we?"
I felt my already hard cock stiffen as it became abundantly clear that
we were headed for that enormous satin encased bed, just what I had been
hoping for since Rolanda suggested that I spend the night at her place.
She walked me out of the closet and to the second large mirrored door to
the right of the first. The lights clicked on automatically as the door
swung open. This closet was somewhat smaller than the first, but was
lined with row upon row of men's suits, sportcoats, topcoats, ties, and
racks of expensive men's shoes of every imaginable style. My quizzical
look was instantly answered.
"These are my boy's clothes. Ugh! At work, I have to look the part of
an executive. I hate being in boi mode, but we do what we have to do in
this world. The queens haven't taken over yet, so we all reluctantly
play our little parts patiently until the revolution!" She laughed,
enjoying the image of millions of drag queens running the world.
"Here, take off your clothes. These vacant hangers are for you to place
your clothing on," she indicated a vacant section among the amazing
collection of lavish men's garments. Rolanda selected a long blue satin
man's dressing robe that matched the panties she had left for me on one
of the dressers. She handed it to me. "Here, Sugar, this should fit
you." She swished out of the closet, and then before she vanished
around the corner, she turned and said, "Excuse me for a minute, I'm
going to prepare myself for beddie bye. Meet you in the boudoir,
Darling, and don't keep Auntie waiting." She gave me a mockingly stern
look one would expect from the perfect Auntie Dearest, and disappeared
from view.
I stood looking at the robe for a moment. Its silky material seemed
less than masculine, but standing there wearing a pair of shoulder
length diamond earrings made my hesitation about donning it seem
exceedingly silly. I hung the robe on the vacant rod and proceeded to
undress. My heart was racing with anticipation concerning what might
transpire next. I carefully hung my trousers, shirt, jacket, and tie on
the available hangers. I slipped my boxer shorts down, allowing my
erection to pop out above the waistband. Now completely nude, I turned
and picked up the satin panties that Auntie Rolanda had given me. They
looked brand new, never worn. I loved the satiny feeling of the bikini
styled garment. I pulled the panties up my legs, marveling at the soft
cool silky feeling as they hugged my well muscled legs. I eased them
over my buttocks and fitted my still very stiff cock through the satin-
ringed hole. The satin ring was lined with elastic and it instantly
conformed to the girth of my erection, surrounding it exquisitely in its
silky grip. I reached down and fitted my balls through the larger lower
hole, enjoying the firmness of the way it surrounded my sperm filled
testicals. I removed the satin dressing robe from its hanger and
slipped it over my shoulders, sliding my arms into the silky sleeves.
The material was cool to the touch and incredibly sensual as it clung to
my relatively hairless body. I loved the way it felt as I tied the belt
around my aroused body.
I walked back into the spacious bedroom, marveling at its size and
tasteful decor. Rolanda had not yet re-emerged from her queenly closet,
so I took the opportunity to explore the "royal suite". To my left
there was an enormous bathroom. It was finished in large square black
onyx and white travertine tile. Massive towell racks supported a large
supply of oversized black and white Turkish towel sets, enough for a
sizable beach party. A very large shower was enclosed in sparklingly
clear half inch glass panels, and there were two shower heads on
opposite sides. A gigantic jetted soaking tub of sculptured white
marble lay next to a plantation shuttered floor to ceiling window that
flanked its entire length. I lifted a section of shutters and took a
peek. The window faced southeast with an expansive view of the lake and
Seward Park in the distance. The tub was sculpted voluptuously to
provide two comfortable adjoining seats so that two bathers could enjoy
the therapeutic value provided by a myriad of strategically positioned
submerged jets. I opened the door into the water closet which held a
very expensive looking black ceramic toilet and matching bidet. A hook
on the wall suspended a pearlized white douche bag. My heart skipped a
beat. I was pondering what the significance of that might be when
Rolanda joined me in the bathroom suite.
She was wearing a shimmering full length brocaded gold satin dressing
gown, the collar, cuffs, and hem trimmed with blonde mink. It was the
most stunning piece of lingerie my young eyes had ver beheld. Her
stockinged feet were tucked into a towering pair of gold kid ankle strap
mules trimmed with ribbons of silver leather that wrapped seductively
over the toes and carried back along the soles to outline the entire
footprint and the highly arched heels and insteps and up to the ankle
straps. She had changed out of her black satin into glowing opera
length gold lame gloves. She had lit another sexy cigarette, its filter
ringed with her bright Chinese red lipstick, and she was holding it in
her outstretched fingers like the matinee idol that she portrayed so
well, her wrist bent back limply as the perfect affectation of gay
femininity. I could clearly see the dazzling row of pearl buttons that
ran up the inside of her forearm and her long slender fingers were
adorned with several large rings designed to compliment the pearl and
diamond earrings I had selected for her earlier in the visit to her
amazing closet.
Rolanda spun herself around slowly, letting me take in the erotic way
the shiny material draped loosely over the curves of her slender body.
"Do you like, Baby?" she purred, stopping to take a long slow inhalation
of creamy smoke, exhaling it gracefully through her voluptuously pursed
lips.
"God, Rolanda, I love it. You look absolutely smashing!" I was
mesmerized by the ultimate fulfillment of a post-adolescent's most
erotic fantasy.
"I'm glad you're not disappointed, Honey," she beamed approvingly, with
the self assurance of a practiced femme fatale. She was clearly
enjoying my enraptured response to her efforts.
"What do you think of my little bathing facility?"
"It's simply stunning!"
"I thought you might approve. Did you notice the double shower heads
and the tub for two?"
I nodded appreciatively.
"Bathing is so much more enjoyable when you can do it with a good
friend," she winked at me lasciviously. "Let's retire to the boudoir,
Darling, don't you think we should? It's getting late, and we don't
want to fall asleep before our feet hit the pillows," she laughed at her
bawdy innuendo to oral sex.
She strutted to the lavatorio where more cosmetic items shared a wide
space on the countertop between two stylish sinks. Peering into the
wall to wall mirror, she uncapped a slim applicator and carefully coated
her lips with a transparent gloss. "This is a sealer so my lipstick
won't smear. I am looking forward to a lot of hot kissing tonight,
Baby, and I don't want to leave all this cocksucking red in the wrong
places!"
I felt a little shock at her explicit reference to "cocksucking" while
enjoying her directness. The juxtaposition of the classy and well
mannered lady with her use of a very naughty word struck me as humorous
with an undercurrent of compelling eroticism.
She used a nearby hairbrush to primp at her beautiful head of ash blonde
hair, alternately teasing and brushing the delectible little swirls of
whiteness, as she held the cigarette femininely in her other hand. She
put down the brush and picked up a gold enameled perfume spritzer and
sprayed a generous amount on her neck and the sleeves of her gloves. "I
hope you love White Diamonds as much as I do, Honey."
I was speechless as I watched the show, all staged for my impending
seduction. But this time, uniquely, rather than being the seducer, I
definitely had the electric impression that I would be the seduced!
Suddenly, she seemed to notice me in the blue robe, my borrowed long
earrings still dangling to my shoulders. "Darling, you look wonderful
in that robe. Do you feel nice in it?"
"Yes, Auntie, it feels so silky against my skin," I rhapsodized. She
strutted over to me and used her long gloved hand to stroke my back
through the satiny material, descending to my buttocks encased in the
satin bikinis where she carressed my bottom and gave it a little
squeeze. Finally, she slipped her arm around my waist and guided me
back into the bedroom.
"Let's have one more nice cigarette, and then explore things under the
covers." She led me to the white brocaded French provincial love seat
and we sat down together. A sparkling clean crystal ashtray sat in the
center of the matching cocktail table in front of the little two person
sofa. Rolanda femininely stubbed out her cigarette and picked up a gold
cigarette box and slid back the top revealing a fully stocked layer of
Virginia Slims 120s and handed it to me. I offered her one, and then
took one for myself, again holding the hypnotically long white cigarette
in the same femmy way that Rolanda did. I picked up the elegant table
lighter and flicked it to life, lighting Rolanda's and my own Virginia
Slims. Again, I felt the satisfaction of the rich menthol smoke filling
my lungs in an almost sexual way. I loved the way it tasted, felt, and
smelled. We sat close together on the love seat, caressing each other's
thighs through the silkiness of our sensuous garments. I looked
dreamily at Rolanda as she gracefully exhaled another jet of creamy
smoke. She was the picture of femme perfection, everything I had ever
dreamed about, and she was a man! Amazingly, that fact made me want her
even more urgently. Phyllis's words about gay transvestites
understanding what other men wanted better than women did was proving to
be so convincingly true. I wondered what having sex with Rolanda would
be like, and couldn't wait to find out. My prick and balls were
enjoying the constrained feeling of the special panties that Auntie had
insisted on my wearing, and I could feel the silky softness of my
dressing robe rubbing against the helmet head of my engorged cock. It
was downright blissful.
As we smoked our sexy cigarettes, Rolanda gently pulled me to her.
Staring deeply into my eyes she placed the cigarette to her lips and
hollowed her blusher-accented cheeks slightly, drawing the sweet smoke
into her pretty mouth. Then without taking her eyes from mine, she
inhaled deeply and kissed me with her open mouth. Our tongues darted
against each other as she slowly exhaled the smoke deeply into my eager
lungs. I devoured the smoke as I inhaled her naughty smoky essence,
tasting the menthol combined with the minty remnants of her mouthwash
and the perfume of her lipstick. It was almost overwhelmingly
passionate and pleasurable. We kissed hungrily for a long while, our
tongues exploring the sweet wetness of our mouths, caressing each
other's bodies gently, and exchanging little sounds of pleasure.
Finally, we pulled apart, looking lovingly at each other as our arousal
built. I reached down and felt her crotch, gently caressing the bulge
of her sweet ladycock inside her panties. I could feel the outlines of
her garters and a supple corset which supported them. The skirt of her
stunning gown fell open, revealing her taut filmy black stockings with
the alluring black welts and the tiny seams that defined the posterior
curves of her perfect legs. Her gloved hand found my stiffened prick
through the silky material of my robe and began to stroke it slowly. It
felt indescribably wonderful. I moaned involuntarily as the waves of
sensation permeated my entire body.
We finished our cigarettes, kissing and sharing the smoke intimately
until it was all gone. Rolanda stood, pulling me up with her. She
wordlessly urged me towards the beckoning bed. She pulled the comforter
back to expose the sea of glowing satin sheets that stretched invitingly
across the expanse of bedding. Rolanda knelt on the bed and gracefully
maneuvered herself onto her back, her head delicately supported on a
sumptuous pile of satin encased pillows. She opened her arms and
invited me onto the bed. The feeling of my robe's material sliding over
the satin sheets electrified my already sexually overcharged body as I
crawled to join Rolanda's reclining presence. Lying together, we began
kissing again, ever more passionately and insistently. Rolanda untied
my robe and pulled it from me. She softly grasped my cock which
protruded from the satin-ringed hole in my satin bikinis.
"My God you have a gorgeous cock, Sweety!" she hissed passionately. "I
want some of that big juicy horsecock in every one of my orifices that I
can fit it into, Honey," she moaned in her velvety almost lisping gay
whisper. "Ive wanted a piece of that action ever since I first laid
eyes on you at Phyllis's tonight." She was talking dirtier and dirtier
to me as her libido unleashed itself. "Baby, I want to suck it and fuck
it and spray your jizz all over. I want it on the outside and the
inside of my fucking body!" I was getting increasingly aroused as her
bawdy talk and the silken embrace of her legs and arms cocooned me in a
grip of intense pleasure. I was panting with anticipation, kissing her
neck, her arms, her legs, her buttocks like a mad man.
"Grab my prick, Honey!" she implored me with a moan, "Here's a pair of
gloves for you to use on it. She pulled a pair of short satin stretch
gloves from beneath a pilloow and handed them to me. I swiftly pulled
them onto my hands, enjoying one more time the feeling of silky material
on another electrified part of my body. I pulled her robe open to
reveal a beautiful gold lame' corset with wide black garters trimmed
with an overlay of gold lace. "Kiss my tits, Honey, and bite my sweet
little nipples, please," she begged. The constriction of the tightly
laced foundation garment forced what could almost pass for cute little
titties out of the bra top of the bustier. I could see that her nipples
were erect and quite well developed, especially for a man. I leaned
forward from my kneeling position and began licking and suckling on her
tiny breasts. They reeked of Oscar mixed with White Diamonds and I was
loving it. I gently bit her nipples and her body spasmed with pleasure.
"Yes, Darling, bite my baby nipples, that feels so fucking good" she
panted. I was caressing the bulge in her panties with my satin gloves
while I gently nibbled on her elongated nipples. She was writhing on
the satin sheets now, filled with the pleasure she so desperately
desired from me. The low lighting in the room illuminated a pair of
gold satin panties which matched her robe. I could clearly see the
entire outline of her erect cock through the glowing material. Rolanda
reached down and pulled her panties to the side, exposing her stiff
girlcock to my ministrations. She started jacking her hips, driving her
beautiful shecock up and down through the encircling grip of my gloved
hand.
All the while that I had been pleasuring her, Rolanda had been stroking
my cock expertly, as no genetic woman would ever know how to do. The
pleasure was excruciatingly delicious and I had to start being careful
not to blow my load while we were just getting started. Rolanda was
simultaneously coming to the same conclusion. Breathing hard, she
pushed my hand away from her shecock. "Slow down, Baby, or I'm going to
go over the fucking edge if we aren't careful." I reluctantly slowed
the pace as she released her perfect grip on my raging cock. We were
breathing like a couple of dogs in heat, panting wildly. I collapsed
onto the sheets, facing her. Our eyes were wild with the urgency of
desire as we kissed unblinkingly, slowly regaining our normal breathing
as we caressed each other's backs and shoulders gently, letting the
passion subside a bit as we willed this incredible experience to last
longer. The intimacy was delicious as we lay next to each other, our
legs, arms and torsos touching, the mutual pulsations of our cocks
slowing gradually as we gathered ourselves for the next round of
pleasure giving. My bared toes explored the delicious outlines of her
high heeled shoes thrilled that at last I had found someone who wanted
to make love with her sexiest shoes on! I looked up into the
overarching mirror for the first time and enjoyed the vision of her
filmy stockinged legs intertwined with mine as I played footsie with her
high heels!
Rolanda reached over to the bedside table and picked up a cigarette,
handing me the lighter. "Let's take a little break, I want this to last
all night long." I flicked the gold Dunhill and lit her cigarette. She
inhaled deeply and then offered it to me with a soft wet French kiss as
she exhaled her hypnotic essence into me again. Suddenly the
inspiration of a forgotten promise hit her consciousness, "Honey, you
liked my fur, go fetch my mink, please, I want to make love to you in my
mink!"
No further urging required, I slid to the edge of the bed and stood, my
erect pecker protruding proudly from my blue satin bikinis. I strode
into the living room and retrieved the sumptuous fur coat from where I
had draped it over the green leather chair. Rolanda was waiting for me.
She had gone to the closet and exchanged her gold lame' gloves, for a
shoulder-length black kid pair. She was smoothing the paper thin
leather onto her slim arms when I reappeared with the fur. "Do you like
them?" she purred. The supple kidskin rippled slightly as she used her
fingertips to fit the material perfectly to her long thin hands.
I nodded appreciatively as I helped her shrug out of her gorgeous
dressing gown and into the softly glowing fur of the mink. The effect
of the fur coat, the stockings, the heels, and the gloves was
mesmerizing. She reached for my still throbbing cock and I felt the
soft sensation of the leather grip my manhood. The feeling was
sensational. Using my prick as a handle, she pulled me to her and
kissed me deeply again, her wet tongue scraping my teeth seductively.
The mink folded around me. I could feel the heavy satin lining caress
my thighs and legs as we embraced tenderly. Locked in the embrace, she
danced me slowly over to the bed and together, as if one person, we
collapsed onto the satin covered mattress again. She sat me up on the
edge of the bed and slowly, gracefully, her eyes never leaving mine, she
sank to her knees. Her coat spread out silkily against the rich silk of
the glowing Hereke. Her gloved hand had never left my hardness the
entire time. She gently forced my legs apart. She looked up at me from
her heavily madeup face, her eyes half closed beneath her outrageous
eyelashes.
Provocatively she licked her lips. My body was rigid with anticipation
as she slowly lowered her head and allowed her lips to slip over the
engorged head of my cock. The feeling of her voluptuously painted red
lips sliding down the shaft of my erection was indescribable. I heard
myself inhale sharply as her mouth touched the skin over my pubic bone.
She had taken it all! Ever so slowly, her eyes on mine, she slid her
mouth back up until her lips were suckling on the glans. With an
imperceptible increase in rhythm, she began to repeat the movement of
her lovely head, up and down my hardened shaft. I moaned with the
extremity of my pleasure and began to move my hips, slowly thrusting my
cock against her descending and ascending movements on my manhood. It
was incredibly delicious.
"Oh yes, Auntie," I breathed, "Suck your little boy's cock, take it all,
Auntie." Rolanda moaned as I surprised myself with my dirty talk. She
obviously enjoyed it. I could see her other gloved hand stroking her
beautiful she cock as she continued to give me the best blow job by far
that I had ever experienced. I could feel the sperm welling up in my
prostate. With her mouth filled with my throbbing prick, she released
her alternating grip on the shaft and began to gently stroke the skin of
my ball sac. The combination of her sexy fingers on my balls and her
warm wet mouth devouring my pole, the feeling was nearly overwhelming.
I wasn't sure how long I could last without losing control and spraying
me built up load of cum all over the inside her mouth. I resisted the
strong temptation to let go, and regained control, just enjoying the
sensations of the silky blow job.
Finally, I couldn't chance the premature ending of this beautiful
experience. I reached down and lifted Rolanda's chin, pulling her mouth
from my hard on. "Rolanda, you must stop that. I want this to last.
I'm getting very close." She looked up at me lovingly and complied with
my request. We eased ourselves back onto the satin heaven of the bed,
allowing our intense breathing subside once again. We sat with our
backs against the headboard, cushioned by the many soft pillows.
Rolanda lit our cigarettes this time and we sat quietly, smoking like
ladies as our gloved hands stroked each others penises gently, keeping
them hard, but holding our orgasms at bay.
"Richard, I love your beautiful cock" she intoned sincerely in the gay
lisping voice with which I was becoming incredibly enamoured. "I can't
believe what a wonderful lover you are for such a young man. I'm very
impressed with your gentleness and affection."
"Thank you, Auntie."
"I'm a lonely gay bitch, and I've been looking for someone like you a
long time. You are a very special kind of person. I never expected
that you would be so eager to cross the gender line. You've surprised
me very pleasantly. Do you like your Auntie Rolanda, Honey?"
"Yes, Auntie, more than you could possibly know" I murmured as I exhaled
another creamy plume of menthol smoke toward the mirror above us. "I
feel so lucky that I met you tonight."
"Richard," she paused to take another femmy inhalation of smoke, "I want
you to know that you are always welcome here. If you enjoy this, I want
you to come to see me anytime you feel like it. I want you to have a
warm welcoming safe place to come and explore your sexuality. It would
break my heart to think of you in your student apartment, jacking off
all by yourself, when you could be here with me discovering the joys of
gay transgendered sex without guilt, without regrets."
The sincerity of her invitation to have sex with her anytime I felt
horny was very moving. I had entered a new chapter in my life.
Previously I had thought that sex with another man would be disgusting,
suddenly I was enraptured by it. I was quickly losing my interest in
the false hopes of relationships with girls which always seemed to lead
to unwanted complications and frustration. In contrast, this seemed so
easy and natural, so free and liberating. I was loving it despite my
lingering reservations about the propriety of it. I felt as though I
had fallen through the worm hole just like Alice in Wonderland, but
unlike Alice, I adored this previously unseen and unknown world I had
suddenly fallen into without warning, and I wasn't sure I wanted to find
my way back to whence I'd come!
Auntie Rolanda inhaled another lungful of smoke and kissed me sweetly,
again injecting her smoky love potion into my inner being. "Baby, I
want you to do something for me that will make me very happy."
"Anything you want, Rolanda," I compliantly replied.
She spread her lovely legs seductively as the mink fell open to expose
her gold corset, all the lovely garters, and the silky stockings. She
had strategically put her satin panties on over the top of her garters.
"Pull down my panties, Sweety." I gently tugged the glowing satin
garment from her smallish hips and slid her panties down her legs and
over her erotic high heels. "Now, Darling, suck my peepee for me,
please," she instructed. I knelt on the silky sheets and slid my lips
over the purplish head of her engorged penis which was oozing little
rivulets of pre-cum. Her crotch had been bathed in multiple spritzes of
Oscar. She smelled sensational as my mouth descended to the base of her
shecock. I could taste the milky saltiness of her precum, it was a new
experience for me but delicious. I could hear the click of the butane
lighter as Rolanda lit another cigarette. "How sexy is that?" I thought
to myself, "she's smoking like a diva while I lovingly suck her cock."
I could also hear her little moans of pleasure as my lips and tongue
found the most erogenous areas of her shaft. She started to slowly
thrust her hips as I devoured her "peepee". Her buttocks squeezing
rhythmically against the sheets made a soft zinging sound as the satin
slinked against itself. I could also hear a similar sound behind me as
her thrusting legs moved the sharp tips of her high heels against the
satin.
"Oh fuck, Baby, that is soooo good! You are sucking Auntie so well.
Don't stop, Honey, slurp my balls too!" she implored breathily as she
smoked.
I released her shecock and with my gloved fingertips, I lifted her ball
sac so I could engulf one of her nuts in my wet mouth. The skin was
completely smooth and velvety, not a trace of hair or even shaving
stubble. I would learn later that she had gone to a laser hair removal
clinic to remove all her body hair permanently. My mouth was watering
as I continued to stroke her peepee with my satin glove and slowly but
hungrily devoured first one and then the other of her large testicles
with my mouth. She groaned appreciatively. I could tell her balls were
very sensitive and that I was giving her exactly what she wanted.
"Oh yes , Darling, she whimpered, that feels so fucking good!" Her hips
were bucking more urgently now, forcing her engorged cock up and down
through the encircling fingers of my hand. I could feel my long
earrings gently caressing the sensitive skin of my neck as she moved
against my torso and head. She exhaled a delicious plume of smoke into
my face as I suckled on her gorgeous balls and jacked her peepee. Her
moaning became more pronounced, transforming into a louder and more
insistent groaning with each stroke of her cock. I could tell from my
experience with her in the car that she was getting close again, ready
to shoot her girly cum all over the place, something I wanted
desperately to experience for some unknown reason. Again, she pulled
away from me, panting like an animal in coitus. "Stop, Honey, you're
going to make Auntie cum." Reluctantly, I released her velvety scrotal
skin from my salivating mouth and let go of her pulsating shecock. I
pushed myself up to my hands and knees, certain that I must look
ridiculous with my long earrings framing my masculine features, and my
hard cock still sticking straight out of my femmy panties. It made an
incongruously androgynous picture for Auntie to remember, I'm sure.,
Rolanda lit a cigarette and handed it to me. Her eyes had a wild dreamy
look as she slowly batted her sexy eyelashes in my direction. "That was
unbelievably wonderful, Sweety. You are a dream lover, Baby Doll. You
make Auntie feel so special, she sighed, still out of breath from the
sexual exertion.
"Thank you, Auntie, I was loving it. I wanted you to cum for me."
"Not yet, Baby, Rolanda has a special finale' planned for us. I know
you'll love it," she smiled as she blew a thick cloud of menthol smoke
at my chest and crotch. "I want us to cum at exactly the same time,
Honey. I think you might like that." She said it almost as if she were
talking about making a deposit at the bank. Her sexiness made my whole
body react with little waves of sensation up and down my legs and arms.
I leaned towards her and gave her a sweet little wet kiss and exhaled my
smoke into her mouth. "Yummy, Honey" she whispered, playfully touching
my half erect cock with the delicious kidskin of her glove. I could
smell the soft leather combined with the earthy aroma of her sumptuous
mink wrap. The fragrance compellingly mingled with her swirling
cocktail of perfumes and of course the intoxicating aroma of menthol
smoke. I felt dreamily entranced by all the sensory stimuli invading my
tingling mind and body.
"Take a look at my pussy, Baby Doll." Her request stunned me for a
moment. She slid her upper body down off the pillows, and lifted her
hips so she could thrust one of the pillows under her bottom. I worked
my way back down to her lower torso again, giving her still stiff peepee
a little peck on its still swollen head. She laughed and thrust it
towards me wickedly, poking me in the cheek. I gave her my most
lecherous look as my earrings swayed against my cheeks. More serious
now, she lifted her gorgeous legs up over her torso exposing her
buttocks, spreading them with her gloved hands. I was surprised to see
something gold in her rectum, glowing dimly in the subdued light. I
leaned closer to examine it. What I found was the convex shape of a
gold plated object, with sparkling rhinestones imbedded in its surface.
"What do you think, Honey?" she asked innocently. I lifted my head so
that I could clearly see her face, obviously expressing amusement at my
naivete'. "It's my golden bolt. If you pull it out, my ass falls off!"
she laughed hlariously. I was shocked by the sight of a foreign object
inserted in a place I associated with unmentionable biological
necessities, and I was equally shocked at the very unfeminine expression
of humor, so out of character for the elegant Rolanda.
She stopped laughing and resumed a more classy expression. "Sorry,
Darling," she apologized, recognizing the look of mild distaste on my
face. "I couldn't resist. I'll try to behave myself, but sometimes my
ugly masculine tendencies resurface at inopportune times." She paused
to take another sexy inhalation from her cigarette. "It's my buttplug,
Darling. Be a sweety and pull it out for me."
I knelt below her erect thighs and grasped the diamond-studded head of
her "device" and started pulling it towards me, not knowing at all what
to expect. I knew about dildoes, of course, something I'd read about
that naughty girls used to masturbate with, but a buttplug was a whole
new experience for me. The plug yielded to my efforts revealing a short
slim golden shaft penetrating Rolanda's anus. Before much outward
movement, I encountered significant resistence. "Keep pulling, Honey,
it will come out if you try," she smiled. I pulled much harder and to
my amazement, a largish spherical portion began to emerge from the
confines of her encircling musculature. Suddenly the spheroid popped
free and with less constriction from Auntie's pussy hole, a conical
portion of the plug finally emerged, tapering gracefully to a smaller
globular tip as I slowly pulled the rest of the device from her rectum.
I held it up in wonderment. Its surface was dripping with little
rivulets of a clear oily substance. "That's scented lubricant, Honey.
It keeps Auntie's asspussy nice and soft for a special lover like you,
and it makes it much easier to insert and extract my butt stretcher."
I placed the plug on the bedside table. Still speechless and a little
wide eyed at yet another discovery of the gay transgendered world that I
had so recently been ushered into. Bemused, Rolanda watched the wheels
turning in my naive brain. She was enjoying the fact that she had a
malleable student in her clutches, ready and willing to take her
instruction. She had plenty to teach me, we were both sure of that.
"Have you ever eaten a girl's pussy?"
Remembering that I had very recently eaten Ruthann's baby-enlarged pussy
with great abandon, but not wanting her "Uncle Raleigh" to know about
that, I allowed that I had eaten a few pussies in my day, man of the
world that I was.
"Good, then you know what to do for Auntie, Darling." She batted her
huge eyelashes at me with feigned nonchalance. "Now show me what you
can do, Honey."
I again knelt below Rolanda's buttocks and began hesitantly to lick the
remnants of the lubricating lotion from around her rosebud, still gaping