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Dressing Up
by Anonymous
We spent nearly the entire morning shopping at women's boutiques and
lingerie shops, and I was looking forward to trying on my newly bought
clothes. I was in the privacy of a rented room at a Victorian hotel
with my new friend, another young crossdresser, whose femme name was
Lisbeth. We met at a local Transvestite convention in Sacramento,
where we soon became fast friends. He was great fun to be with;
slender, blonde with green eyes, and like me, could easily pass in
public as a pretty girl. As we walked around town that day, we looked
like happy girlfriends. I stand 5'7" and looked up to him as my
beautiful big sister, who walked so tall and gracefully at 5'10".
I was really anticipating coming back to the inn, removing our dresses
and slipping into some of the wonderful loungewear we just bought at
Victoria's Secret. I loved to dress up in feminine sleepwear. Though
it was always such a pleasure to put on lingerie with lots of ribbons
and lace, I found myself blushing furiously at the thought of sharing
this experience with another crossdresser.
My companion left to change in the adjoining bathroom, and I opened my
box of new lingerie. I ceremoniously laid out the pretty things on the
bed. I stripped down to the buff and selected one of the sensuous
undergarments: a pretty little camisole set. Pressing it to my lips,
I revelled in its luxurious feel and fragrance .
I slipped on the lovely garment, evaluating myself in the full-length
mirror, noting how the silken, filmy material draped over my curves
with provocative sensuality. Turning sideways to view the shiny
panties that clung to the roundness of my bottom, I caught sight of
Lisbeth as he entered from the next room.
He was all dolled up in a gorgeous satin and lace gown with a sweeping
hemline that swirled around his legs as he approached. Standing in
front of me with a coquettish smile on his lips, my friend looked
really adorable with all the charm of a sweet, good-looking girl in the
seclusion of her boudoir.
As we stood facing each other, Lisbeth suddenly put his hand up to my
cheek and told me how appealing I was in my negligee. Feeling a bit
embarrassed, I laughed at his remark, but felt secretly delighted with
his compliment. I turned around in a slow pirouhette to show off my
pale peach satin outfit with its flouncy lace peplum, matching panties
and a ribbon on the bodice.
"Oh, isn't this pretty!" he said, fingering the ribbon in my long
brunette hair.
I felt girlish and romantic as he praised my looks and stroked my hair,
but I soon became flushed and self-conscious, when I realized I was
getting an erection. I dropped my hands in front of me, hoping he
wouldn't notice my nervous excitement. But he saved me from complete
embarassment by changing the subject and suggesting we should have
something to eat.
He asked me to inspect the house luncheon menu with him. He took my
hand and led me over to the bed: a huge old-fashioned one. It had a
fancy pink and white canopy and a floral print bedspread with a ruffled
lace trim no less!
When I sat down next to him on the coverlet, he moved so close to me,
our nylon stockings brushed against each other, making a swishing
sound. We shared the single menu and each held a page. He pointed out
the possible choices for lunch, and I couldn't help but notice the
heady fragrance of his perfume, the way his hair framed his pretty face
and the smoothness of his skin. I felt myself breathing too fast and
tried to calm down. I pointed to an interesting menu item and began to
say something, when he took my hand, demanding I hold still, and
reached up to my face to pull a wisp of hair away from my eye.
As I held motionless, he smoothed the errant lock back into place and
then kissed my cheek! My heart skipped a beat. All at once I felt a
sudden anxiety at being alone with him. I wanted to leave, but dressed
in such intimate attire, how could I gracefully make an exit?
He kept gazing at me with such imploring sweetness, I quietly let him
stroke my arm and caress the back of my neck. I slowly relaxed. My
head bent forward, and my thick dark hair fell around my shoulders. I
became more and more sensitive to his touch, so very soft and teasy, as
he put one hand around my waist and continued to massage me with the
other. Lisbeth's attentions were melting my resolve to leave. I
sighed, peered up at him through my lashes and saw him smiling at me.
It came as no surprise when he laid me back against the pillows on the
bed. I looked up at the canopy overhead, absently noted the floral
design, and then turned my head toward him. Our lips met in a soft,
affectionate kiss. It seemed so innocent --- to indulge in this warm
touching of mouths. I snuggled closer in his arms, trading more and
more kisses. He could tell I was becoming aroused and kissed me more
firmly, more wetly. His lips were full like a woman's and his tongue
so warm, slowly licking my lips, my cheeks, but always returning to my
mouth, the full kiss, again and again. I was captivated and thrilled.
For a moment, he took his lips off mine to kiss my throat. Partially
released from the spell, I dreamily voiced my concern.
"Lisbeth?... Lisbeth, I think we should stop. I haven't been with a
man before, and I think ... maybe I should go."
He ignored my weak protest, telling me to hush. And once again kissed
me full on the mouth, coaxing my lips apart, venturing inside my mouth.
My lips parted more or less willingly, and I received his probing
tongue.
I was nervous and trembly, my fingers shaking, as I reached down and
gently caressed the slippery smooth material covering his thighs. My
small show of affection clearly increased his ardor. There was no
mistaking the hard-on pushing against me, and my curiosity began to
overwhelm me. Lisbeth must have read my thoughts. He took my hand and
quickly slipped it down, cupping it around his groin, and held it there
as we kissed. I tentatively enclosed my fingers around the hard tube
of his prick. I could tell right away he liked my hand around his
penis. It was such a marvel how it moved and throbbed, as I squeezed
and stroked its firm flesh.
Lisbeth reached for the front of my panties, pulling them down, so that
he could really get at me. He slipped his hand between my thighs and
stroked my cock. I felt a terrible rush of excitement that got me even
harder. We fondled each other's pricks, kissing mouth to mouth,
sucking tongues and rolling about in our nighties. I urgently rubbed
my bare penis against the rigid bulge beneath the sheer nylon and fully
expected to come all over the front of his panties with the intense
stimulation. But I managed to free myself from his embrace --- just
because I had to have a look at the stiff pole he kept poking between
my legs.
I knelt between his thighs, my face just inches from his crotch. His
knees fell further apart to reveal lacy panties stretched tightly
across his stiff organ, so accessible and so curiously enticing. I
directed my mouth between the fluffy garters of his stockinged legs and
kissed the gauzy silken fabric, tracing my tongue over the smooth
outline of his penis. Over and over, I pressed my lips against the
warm silky mound, whispering how sweet it was.
He slid his hand under the waistband of his panties and deftly pulled
out the object of my desire. His naked cock appeared flush and swollen
as he held it in his hand.
"Go ahead," he said softly, "kiss it."
Seeing a drop of glistening sperm on the tip of his beautiful prick, I
hesitated. I avoided the drops of semen collecting at its opening and
planted a light kiss on the shaft of his penis.
"Lick me, Sara. I want you to lick my come!"
For a moment I stared in fascination as his quivering prick secreted
another tiny amount of fluid. I promptly obeyed him and ran my tongue
over the tip, licking off the starchy white secretion, rolling it about
in my mouth. The taste of Lisbeth's seed seemed to act like an
aphrodisiac: I repeatedly licked the head, trying to coax more of the
sperm to come out. I ran my tongue along the full length of his shaft,
but not quite taking him in my mouth. He rocked his hips up and down,
offering his prick to me.
"Please, darling, take my cock all the way into your mouth," he begged,
"Suck me!"
My heart was pounding, as I formed my lips into an O shape, fitted them
over the bevel-shaped tip and drew him deep into my mouth. He closed
his eyes and smiled with the pleasure of feeling my lips around his
penis at last, my mouth full of him.
I was enjoying the taste of his penis so much, I slowly moved my lips
up and down, giving him the best virgin cock-sucking I could. Again
and again, a little harder and faster, I sucked away at his cock, the
tip of it going further and further down my throat.
"Suck it, Sara. You love my cock, don't you!"
I could only murmur with delight and increase my licking. I was
thrilled with the taste of his penis caught between my girlish lips and
serviced him like a lusty chambermaid going down on her master. I felt
him start to tremble and shudder. Lisbeth placed his fingers on the
back of my long hair and pulled my head closer to his crotch. He made
little cries of pleasure: "Oh, honey, ohhh..." Then he arched his
back, and his cock immediately blew a surging stream of hot milky sperm
into my mouth. I could feel the pulsating gland beat hard against my
lips, as I swallowed warm jets of semen squirting down my throat.
After a minute I let the limp penis fall from my mouth, but kept my
hand on it to examine his darling dick up close.
"Oh, you came so hard, Lisbeth!" I said, touching my lips to the tip of
his prick, when a fresh spurt darted into my mouth!
The beautiful girl-boy sat up and nuzzled me all over, kissing my neck
and stroking my bottom. He kissed me passionately and pushed his
tongue into my mouth, as he massaged my very excited prick through the
lacy panties I was wearing.
I was nearly frantic with his teasing and couldn't wait for him to wrap
those pouty, rosy lips around me. I moaned with anticipation, as he
seized me about the waist and pulled me down onto the sheets.
He covered me with kisses and caressed my body as we coiled about on
the bed. Lisbeth gradually worked his way down to my belly and ran his
lips over my smooth skin. I could feel his warm breath on my tummy.
He untied the satin bow on the slit of my crotchless panties, and my
rigid penis poked through between the lace edges.
I became very restless and tried to keep from writhing about on the
sheets, until he finally spread my legs apart and bent over me. I
loved the sensation of Lisbeth's long smooth hair on my thighs and
against my abdomen as he closed his moist lips around my cock.
His tongue went around the tip, slowly, very slowly at first --- and
not just the edge of his tongue, but the whole length and breadth of
it, soft, warm licking me in slow, great, warm repeated kisses.
I loved the blunt feel of his teeth as his mouth pressed against me. A
flush crept along my neck. My lips parted, and as my breathing became
heavier, faster, so did his sucking on the pink smooth end of my penis.
My hands felt for Lisbeth's hair, the beautiful soft texture of it, and
with the slightest pressure I kept his head, the movement of his tongue
and lips paced to the tiny up and down thrusts I made with my hips.
I gave myself to him, pushed myself against his mouth. My face was
hot, my prick ached with wanting him. I watched his head moving
faster, faster; he was bent over me, his tongue moved faster and
faster.
I was almost there, he sucked excitedly at the morsel in his mouth,
till my prick stiffened and shot its juice past Lisbeth's tender
sucking lips. He reached up and hugged me, and we lay together in each
other's arms. Two satisfied damsels wearing lingerie, we drifted off
to sleep in feminine bliss.
After the pleasure of love and sleep, I awoke to find Lisbeth kissing
my throat and his hands stroking the back of my neck and shoulders.
Our parted lips met again, pressing together so warmly.
He cupped his hand around one of my ass cheeks and massaged it with
motions that crept ever closer to my anus. I guessed what he wanted
and turned on my side to move my butt closer to his roving fingers.
He quickly found the spot, and I felt his finger tickle my opening and
then push deeply inside. I surrendered to the startling unusual
sensation by making little rocking motions in time to his finger
darting in ond out of my anus. As he fondled and fingered my bottom, I
kissed Lisbeth all the more fervently for making me feel so weak and
yielding in his arms.
"I want to fuck you now, Sara," he whispered urgently in my ear.
"Okay, darling. I am yours." I whispered back at him.
I was completely his now; my cock was taut and hard at the idea of
having a penis penetrate my bottom. The sight of Lisbeth's rosy
arrow-pointed maleness up and ready between the folds of his gown made
me eager to please him.
I realized, with a tantalizing feminine thrill, that I really wanted to
be filled up with his prick. I wanted to feel like a woman! So at his
request, I eagerly rolled over with my face on the pillow and knelt on
all fours, and he threw up the skirt of my camisole, exposing my white
rounded buttocks.
Kneeling up he rubbed some kind of cream on the tip and length of his
prick and also annoited my tight little bum-hole now quite stimulated
and somewhat enlarged by his fingering me. He told me to push my
bottom well out behind, with my legs spread wide apart so as to give
him every access.
I was so excited at acting out this womanly, submissive role that I
wriggled about, pushing my dainty asshole at him, just begging to be
fucked.
Now properly lubricated, Lisbeth guided his prick between the lace
edges of my crotchless panties right to my puckered little pink hole,
and directly I felt the hot head of his cock placed to the opening. I
reached around behind me to spread my buns far apart and held very
still while his prick gently dilated my opening.
I felt the blunt knob end against the ridges of my anus. It forced
them apart and began to enter my hole. I let out a gasp as he
stretched me, but gradually my sphincter muscles relaxed, adjusting to
his probing penis. Inch by inch, he began moving slowly in and out at
the entrance to my anus.
When Lisbeth was convinced I was completely relaxed, he withdrew and
lubricated his prick with still more cream, and slowly and carefully
pushed his way back in.
"Oh, Lisbeth, I feel your prick. I feel its head going in -- so far up
my ass!"
I continued to hold motionless as he worked his prick into me, until I
knew he had penetrated me to the hilt, for I felt the soft hair around
his prick against my bottom. I soon started to enjoy the delicious
sensation of my lover's femme cock inserted in my anus. I couldn't
believe I was doing such a thing. I was being fucked by a man and
enjoying it!
"Your ass is so soft and plump, Sara. It just sucks in my cock!"
Then holding my hips, he worked his organ smoothly in and out, telling
me to push back my bottom to meet each thrust of his prick. As
Lisbeth's prick went in and out, my round bottom-hole enclosed it with
an avid suction like a girl's wet pussy.
By his occasional sighs and the lovely rhythm of Lisbeth's movements, I
could tell he liked his penis up my bum, the soft cheeks of my bottom
rubbing against his belly. I pulled the lace edge of the pillow closer
to my mouth and started sucking on its scented fabric. I closed my
eyes in a dreamy state of womanly passion, and my perfumed hair brushed
against my cheek as my whole body rocked to meet his every stroke.
I had my legs wide open. I couldn't get enough of his cock up my ass.
I felt like I was all cunt! I gasped and moaned, backing my exposed
bottom to meet his thrusts. My own penis was rigid as steel, as I
thought how lovely it was to be like a girl getting fucked and fucked!
"I'm a cunt, Lisbeth! I'm a cunt! Fuck me, fuck me!"
Lisbeth took hold of my dangling prick in his hand and masturbated it,
calling me a lovely cunt and a sweet girl getting it up the ass! I was
on the verge of going out of control: he was stimulating both my anus
and penis with such exquisite attention! And I was delighted to be
giving him such sweet pleasure with the delicious throbbings of his
cock in my bum-hole.
I could tell Lisbeth was nearing the moment of ecstasy, when I heard
his deep drawn sighs and noticed his body making little trembling
motions. Perceiving by the twitching of my rump that I was about to
spend, too, he pumped even faster with his cock.
Overcome with pleasure and nearing his orgasm, my lover gave a sound
and shoved even further inside, his belly shuddering against my buns.
I knew Lisbeth was coming and pushed my butt far back to hold his prick
in my anus. I could feel it throbbing, as it began to toss off with
spasm after spasm. His juices shot up me, flooding my anal canal with
a warm infusion of ejaculate. My own penis, terribly aroused by the
touch of Lisbeth's delicate smooth hands --- and the terrific notion of
my insides being filled with hot sperm, pumped its seed all over his
fingers.
Fin