It Started With My Birthday
I was having a ball. Well, surrounded by three beautiful girls on my
birthday, all a little high on some killer cocktails, at a club in San
Francisco, which male wouldn't be on a high. My girlfriend Kelly had two
of her college friends visiting and inevitably I was invited to hang out
and be their chaperone - especially today, on my birthday. It worked
well as her friends were staying in downtown, not too from where we had
our apartment.
Kelly and I had been together for three years now. We had taken an
apartment together about an year ago and were reasonably happy. She was
a fashion designer and I was in sales of software. We were happy but
the sex side of things had quietened down. We had sex three or four
times a week but it had become routine. Kelly showed no great interest
to explore. On the other hand, I was ready to try most things but kept
my wilder ideas in check. I didn't want to lose Kelly.
We lived in the heart of San Francisco in Noe Valley, which is home to a
lot of good nightlife. The bar or club we were in was also very special.
Kelly, my girlfriend, had suggested we go here to celebrate my 29th
birthday with her hot friends from her college days. The club had an
unique floor show: drag performers. They tore the house down with their
jokes and looks. Most of the waitresses were also transvestites or
transsexuals. I couldn't help but stare at their incredible curves,
bulging bosoms and their femininity. It was hard to distinguish them
from genuine females.
It seemed that 70% of the audience was female mostly celebrating 'girls'
night out' I assumed. All young, well dressed and able to afford the
good things in life. There was a scattering of men, with some not too
well dressed in drag but they seemed at ease with wives or girlfriends
at their side. In spite of my vivacious friends, my eyes followed the
performers, one redhead in particular. She had a truly gorgeous figure.
A big bosom with very visible cleavage, a slim waist and well-rounded
hips. At around 5' 9" she was as tall as I. She danced in 5" spikes on a
side of the bar top, which had been converted into a makeshift stage as
if she was born in them.
A jab from Kelly brought me back to present company. "I know it's your
birthday but you seem to be staring at that redhead. Fancy her for your
treat?" she asked with a quizzical look. Her friends were now paying
attention so I wanted to be cautious.
"She looks great, doesn't she? I mean, could you ever tell she was a
guy?" I answered back with a laugh.
"No guy has tits like that. Although she may have some extra parts
below. Looks like you want to get into her pants," Kelly said sipping
her second Cosmo.
"No, no," I replied. "She does look good though, right?" My eyes were
still glued to the redhead who was now working the crowd.
"You haven't taken your eyes off her," Kelly said quietly.
"Come on, drink up." I motioned to the waitress. "It's my party. Another
round please." I didn't ask my companions who were all a little silent.
In the raucous atmosphere of the club, their silence was ominous. But I
was having a good time and had no time for nuances. These 'women" looked
fabulous and would put many real females to shame. They were well
stacked, with flawless makeup, very high heels and pronounced cleavage
with curves to match. For an instant, I wondered if it was it an
alcohol-befuddled dream?
Kelly left to go to the restroom and Joann, the blonde, followed her. I
was left with Dee, an intense black-haired lady. She was thin, not too
well stacked, but had a very pretty face. She had an intense kind of
look.
"Kev, you better pay more attention to Kelly or she will be pissed,
birthday or not," Dee whispered to me.
"It's only fun," I protested. "Can't a man have a good time? She wanted
to come here."
"Yes, of course, but Kelly has a bad temper. You don't want to get on
her wrong side." She said it as if she had some experience in the past.
"Thanks," I said. "I know. I'll try to remember."
Kelly & Joann returned and it seemed like their mood had lifted. Kelly
ordered another round and I felt things were getting better. The cloud
had lifted and she was full of smiles. A few minutes later the drinks
arrived. We toasted to a Happy Birthday and life - again. The Redhead
approached our table with a big smile on those bright red lips and
brilliant white teeth.
"Hi, are you guys having fun?" she asked. She leaned toward us and two
very large breasts appeared at the edge of the table. They looked real,
just like Kelly's.
"Sure," Kelly said. "Kev here has not been able to keep his eyes off you
all evening. Drink?"
"Sure," the Redhead said. "I am Jaz, with one Z." She pointed to a
waitress and ordered a club soda.
"So what are you guys up to? Do you live here? Celebrating?" she asked
looking at Kelly.
"Kev and I live here. My friends are from Chicago," Kelly said. "It's
Kev's birthday, my friends are in town and we are just catching up. We
were roomies at college back East."
"Nice," Jaz said in a low husky voice. Add that voice to the form and
figure and my mind just hit a high note imagining what sex with her
would be like. I tried to look away and pay attention to the girls, but
Jaz kept up a stream of conversation. It was hard to be distracted.
Kelly was responding so it was even more difficult to look away.
"Well," Jaz said, "since it's your birthday, how about a visit with the
girls backstage? All of you, of course. Our last show doesn't begin for
another ninety minutes so we have plenty of time."
The girls just laughed and grinned as did I. A visit to their inner
sanctum would be the biggest birthday treat to meet all the girls
backstage. Could it get any better? What a birthday? I couldn't believe
my luck. "Let's finish our drinks and we can go see the girls," Jaz said
a sly grin on her face. "Keep your coats on the table to reserve it."
Of course, we all gulped our drinks and got up. Jaz led the way
backstage through a narrow passage behind the bar. The place was abuzz
and the other patrons must have wondered how we were able to get a tour
backstage. It was a short dark passage that led to a much larger room.
All the girls were sitting around, clothes were strewn all over chairs.
There were a sofa and some lounge chairs with a low table. One wall,
with lots of well-lit mirrors, was an obvious makeup area littered with
makeup, bottles and brushes. All the girls were very scantily clad,
resting up before getting ready for the next show. They appeared
perfectly at ease with their nudity.
"Hi girls, I just want to introduce you to some new friends here. Kelly,
Joann & Dee and of course our birthday boy, Kev." Jaz introduced us all
and all the girls rushed over to hug me and plant some kisses. Their
bright, made up lips must have left quite a few marks on me. I saw Kelly
look at me with a strange look. Was she pissed at all the attention I
was getting?
The girls asked me a million questions. I saw Kelly & Jaz in a quiet
conversation, but I was too distracted. Joann & Dee too were asking the
girls a lot of questions and we were all laughing at some of the stories
the girls told us. With this kind of club, I am sure there were many
weird and wild stories.
"You know there is a disco downstairs after the last show, right?" Jaz
asked.
"No, we didn't know," Kelly responded. "Sounds like fun. I would like to
have a dance with the birthday boy. It has been some time." They all
nodded in agreement.
"After the show, just go downstairs and I'll be there. Now girls, why
don't you go back to the table and leave us here with Kev for a few
minutes. We may have a treat for him." She winked at my friends who
filed out of the room.
"So, birthday boy, ready for some wild fun?" Jaz nodded to her friends.
"Let's show Kev what we girls are made of."
One of the girls stood up, came over to me and took off my jacket. The
other girls soon surrounded me and started to undress me. I was in
heaven. Four beautiful girls - they were nothing else in my mind - were
undressing me. Soon I was down to my underwear. One of the girls rubbed
the front as my little guy started to awaken, delighted at the prospect
of some action from these girls. I was in heaven as I felt my boxers
pulled down and one of the girls grabbed my cock.
"Girls, let's get Kev ready for his party." Jaz planted a big kiss on my
lips. I felt someone stroke my cock. Suddenly, the action stopped.
Before I knew what was happening they had strapped a large bra on me and
stuffed it with some large firm inserts. They looked double the size of
Kelly's. The bra was pulled tight and bit into my shoulders. Almost at
the same time, something was wrapped around my waist and pulled tight.
It hurt but the attention to my little head diverted my attention. My
lean waist shrank even more. A tight short-sleeved blouse was slipped
through my arms and buttoned-up, pulling my big bazookas even tighter.
Even if I saw where this was headed, I couldn't say or do anything. I
was putty in their hands. I felt a panty pulled up my legs and with a
kiss on my cock, it was tucked in tightly. The pants were now pulled up
and trapped by cock and balls. Then a garter belt was wrapped around my
shrunken waist and a set of shiny dark stockings rolled up over my legs.
I stood there transfixed as they all worked on me in a flurry of
activity. I could sense what they were up to but was paralyzed by
excitement. I did as asked mesmerized by all the attention. Next, a
short, short skirt was pulled up, barely covering my stocking tops. I
was pushed into a chair. Abroad belt was tightened low and had the
effect of pulling the blouse tight over my rather large bust.
The chair was swiveled around, away from the mirror as Jaz began to work
on my face. First they swabbed it down and applied a short stocking top
to my head, stretched out over my scalp, and I felt many strips of tape
flattening out my hair. Meanwhile, two girls, one on each side, took my
hands and started to attach bright red nails. Another was attaching
shoes to my feet. I couldn't see everything as Jaz worked on my face but
felt straps buckled around my ankles. Jaz applied some heavy layers of
makeup with a stick. I guess it was foundation. Thick and creamy, even
covering my eyebrows. I felt her apply it even more heavily over the
eyes. Then a powder puff applied the powder. Plenty of eye shadow and
blush followed and I could feel the pencil draw in a new set of
eyebrows. A heavy set of long eyelashes were glued on and then many
coatings of mascara, I could feel the weight on my eyes. Lips were
outlined with some pencil and I could see a bright red lipstick applied
in many layers and topped with layers of a clear gloss. It seemed they
were going all out. I felt a tug at my ears and two heavy dangling
earrings were clipped on. I could hear them jingle with even a slight
movement of my head. Finally, I felt a wig pulled over my head and
secured to that wig cap. The hair was teased out. All this was done in
relative silence. In all, it probably took them less than 45 minutes to
transform me into this creature.
"Ta da," Jaz said. "Almost done." She sprayed some heavy perfume on me
and turned my chair around to face the mirror.
A big blonde-haired, heavily made-up bimbo stared back at me. Was that
really me? I looked good in a theatrical sense even if somewhat on the
whorish side. The tightly stretched tiger-print blouse, stretched over
the huge tits, highlighted my tightly corseted waist. Even with the
large mirror over the makeup table, I could see the garter tabs below
the black leatherette mini skirt. The red nails from my fingers added to
the image. My face was a work of art. A heavy layer of foundation gave
me a creamy complexion. Heavy rouge accented my cheekbones. Layers and
layers of pink and grey shadow covered my lids. Heavy liner outlined the
heavy lashed eyes. Thin, highly arched brows, higher than my natural
brow line, allowed more space for the bold eye shadow. A bright, shiny
Cupid's bow mouth stood out. I looked like the ultimate overdone hooker.
Two girls took me by the arms.
"Now stand slowly," they said in unison as they helped me stand on those
spiked heels. I swayed a little as I stood up. Probably now almost 6 ft.
tall.
"Easy, take short steps," Jaz said as they let go on my arms. I took a
few gentle steps to get my balance. I almost fell, not only from the
heels but also dizzy from excitement. Waiting hands grabbed me and
steadied me. I walked a few steps and got my balance. I had accepted all
these changes without any dissent. I was so excited to be around these
beauties I would have accepted their every suggestion. I didn't think of
how Kelly and the other girls would react.
All the girls clapped and gave me some hugs as I was led out. "You make
a great girl," they said. "Let's go to meet your friends," Jaz offered.
I panicked coming back to reality. How would Kelly and her friends
react? Even I didn't recognize me now with the overdone makeup. I was a
showgirl strutting my stuff. I hesitated. "I can't go out there like
this," I said turning around to face the girls. They were now all
getting ready for their act. I was forgotten and in their way as they
changed into their outfits and brushed on more layers of makeup.
Jaz took me by the arm. "Let's go," she said. "It'll be great. Kelly
will be pleased to meet a new 'girlfriend'. But we need a name for you
now. How about Roxy?" I just nodded, scared to be exposed like this and
walked slowly toward the front. I could hear laughter, glasses clinking
and loud chatter. Jaz led me by the hand. I could see Kelly, Joann and
Dee looking at the bar area where the show was about to begin. I began
to panic. Never imagined that I would be a painted bimbo in front of
Kelly. Was this a dream or a nightmare? I didn't have time to consider
as we approached the table.
"Hi girls, meet Roxy," Jaz said to the girls who turned their heads to
look. Their mouths fell open.
"Ke..ke.. Kev?" Kelly managed to stutter
"It's Roxy, now," Jaz said. "What do you think? Doesn't she look great?"
"I am gobsmacked," Joann said. "She's a doll and fits right in here. Is
she going to perform too?"
"Later," Jaz winked at them. "Later, just wait. The birthday girl is
just warming up. Hey Jackie, get these girls another round on the
house." Jaz shouted this to a passing waitress.
"Make room girls and allow Roxy to sit. I still have to take care of
some things, and I will be back." Jaz left me surrounded by the three
girls scrutinizing me. Kelly was smiling.
"Well, how do you like it?" Kelly was smiling as she felt my boobs
gently. "Would you like me to have some like these?"
No, I shook my head.
"So ke.. Roxy, how do you like your new look? Did you ask for this?"
Kelly was still smiling.
"No, Jaz just got going with her friends and before I knew it, I was in
drag." I tried to sound unconvinced but secretly, I was thrilled with my
looks. From an obscure male to a female who would get attention. Perhaps
I wouldn't go out dressed like this, but here I was very much in place.
Some of the girls passing by said: "Hello, nice". I just smiled.
The floor show was taking place but we were not paying attention.
Suddenly we heard Jaz introducing her new friend Roxy. "Stand up, Roxy.
Happy Birthday," she mouthed into the microphone as the spotlight turned
on me. All the girls jabbed me and helped me stand. The crowd broke into
thunderous applause. I stood up like a deer in headlights, my big hair
and makeup clearly visible to the whole audience. I waved my red-tipped
hands in acknowledgment.
The lights dimmed as the show ended. Jaz came up to the table now. She
had changed into an ankle-length sequined gold lame dress. Her makeup
was even more intense but she looked all woman.
"Come on girls. Down to the club." She took me by the hand and led us
through the club, down a narrow staircase to the disco in the basement.
Of course, with Jaz leading, we were ushered through without any
problems. The DJ was playing loud thumping music and some dancing was
already taking place.
Kelly started to move to the music. Joann & Dee joined in. Surrounded by
them I had little choice. I started to sway to the music on my heels. I
stood out with the big hair and was a head taller than most. There were
more girls than guys at the club above. Some guys approached and joined
us. The girls turned to them moving to the music and I had no choice but
to follow. One of the guys grabbed me and faced me.
"Hey, beautiful. What's your name? I am Jack."
I saw Kelly look as I moved slowly on those stilts and mouthed "Roxy."
"Want a drink?" Jack asked trying to get closer.
I shook my head indicating I was in a group. Joann and Dee were doing
their thing but Kelly had her eyes on me. She didn't interfere, just
looking at me whilst gyrating.
"No thanks, I said softly and grabbed Kelly for support. I looked at her
and tried to hug her. She responded slowly, not sure what to make of my
dragged up look. But she grabbed me, held me close and swayed with me to
the music.
"Enjoying yourself?" she asked with her mouth close to my chandelier
earrings.
"It's different," I said. "What do you think?"
"You certainly look better as a woman than a man. I think I like it.
Maybe we should do it more often."
I shook my head no... I wasn't sure how far to go. "I don't think so," I
said. "Tonight is enough."
"Really?" she said. "Then make the most of it. Let yourself go. Maybe
you will enjoy a BJ tonight in a dress." I always wanted Kelly to go
down on me but she wasn't a fan. She had turned down my request just
last night. She didn't like me going down on her either. But in all
other aspects she was a perfect companion. "I may revisit this question
later," she said ominously, giving the front of my mini skirt a gentle
rub. "Or do you want to be the one on her knees?" she asked with a big
smile. "You look ready for action."
'Wow,' I thought. May be my lucky night and maybe she was turned on by
my looks. What did she mean by asking if I wanted to be on my knees?
I saw Jaz come to us. She grabbed us and moved us to the bar. Joann &
Dee followed, of course. Jaz ordered drinks for us all. "Come with me,"
she said and led the way upstairs toward the club. I walked slowly up
the stairs in heels. Jaz led the way back to the dressing rooms. Kelly,
Joann and Dee were not far behind.
Joann & Dee wanted to go back to their hotel and asked Jaz to call them
a cab. They were still on Chicago time. It appeared there were plenty of
cabs just outside. So they hugged all of us, and both gave me a tight
hug and a wink. "Enjoy yourself, Roxy. We'll see you tomorrow." They
left.
The girls were all changing and most of them were ready to leave. Liza
and Chrissy, who had helped me change, were left with Kelly, Jaz and me.
They were sipping champagne. They poured out glasses for us and all
clinked "Happy Birthday" to me. Liza stood up and gave me a big kiss on
the mouth in front of Kelly. Chrissy too joined and I felt two tongues
in my mouth alternatively. My little guy began to wake up even though I
knew these were guys underneath but my brain didn't register that. The
tight panty set held me in check. Outside they were pure femininity. As
the embrace broke, I saw Jaz & Kelly in a quiet discussion. Jaz was
nodding her head.
"Hey birthday girl, wait for me," Jaz said. She came up to me, hugged me
and gave me a lip lock with her tongue deep in my mouth. I responded
naturally. Who wouldn't respond to a beautiful girl giving you tongue?
Except I too was dressed as a girl. Jaz's hands were caressing my body,
rubbing my tits. Even though they were plastic, just the feeling was
enough to excite me. The tongue action continued as I felt my miniskirt
being raised and little "dickie" was released and began to breathe
again. Jaz broke for air, and Kelly moved in. She was wild, pushing her
tongue deep into my mouth.
'Wow' I thought, did my dressing up drive her to this state? I should
reconsider perhaps.
Meanwhile, I felt a warm mouth engulf my cock. I tried to see who it was
but Kelly kept my face locked to her lips. I was responding and soon
felt my cum boiling. In a few moments I erupted deep into that mouth as
Kelly held my head and forced her tongue deeper. I was done with a
massive orgasm that must have produced a mass of cum. Kelly noticed and
slowed down.
"Like that?" she asked. I nodded breathlessly as the sucking continued
cleaning up my shrinking cock. I saw Liza on her knees licking the last
drops off. Jaz and Chrissie were in a lip lock of their own.
Kelly broke away and turned to Liza. Surprisingly she lifted her up,
hugged her and gave her a deep kiss on the lips. For a girl that didn't
like BJs and cum, she now tasted me through Liza's breath and mouth. I
smiled. Perhaps she would change her mind about oral after all.
Jaz came over to me, gave me a quick peck on the lips, and pushed me
down. I hesitated a second as she pushed me down to my knees. Liza &
Kelly were still in a deep kiss, tongues entwined. Chrissy was feeling
Liza's skirt and had freed her cock. I was about to taste a cock. It was
at least 7", stiff, cut and pointed directly at my painted lips.
"Time to return the favor." Jaz pushed my head forward and I had no
choice but to open my mouth. I tasted cock. Kelly had noticed me and
stepped aside and decided to direct my head. I was now on all fours as I
sucked Liza's hardness. Kelly made sure that my mouth went deep to the
base of Liza's cock.
As I got into the rhythm, I could feel my skirt being raised and a lubed
finger entered my virgin rosebud. I groaned with discomfort, but Kelly's
hands didn't allow my mouth to break contact. Next, I knew I was to
experience a tag-team approach. A cock entered my hole. It hurt but I
was so aroused that my little cock was growing again. The cock pushed
its way deep into my hole and fucked me in motion with my movements on
Liza's cock. I felt Kelly release my head as I now had no choice. The
thrusts from behind ensured I kept Liza's cock in my mouth.
I felt a hand on my cock, wanking it slowly. I responded of course. I
hadn't come twice in a night in a long time. Suddenly, I felt a mouth on
my cock, sucking it deep. My head was spinning with so many emotions.
Every orifice was occupied. I felt tension building and the thrusts in
my hole intensified. Liza too was increasing her thrusts and soon I felt
a huge glob of cum hit the back of my throat. The movement in my behind
intensified. The mouth on my cock was trying to separate my cock from my
body. I came in an intense gush at the same time as the cock in my hole
finished. I was spent. My mouth was sore and my behind too. I had
received two BJs and as I moved away from Liza I saw that it was Kelly's
mouth on my cock. A little cum was dripping down her mouth. I looked at
her unsure of what this was all about. It seemed that Jaz had been at my
behind.
"Happy birthday," Kelly said as he kissed me hard and passing my own cum
back to me. I didn't care. It seemed this would be the best birthday
ever. "I think we'll do this again soon," she said as she gave my cock
a little pull and tucked it back into my pants.
Meanwhile, it seemed that the only one left out was Chrissy. Jaz was now
paying attention to her. I saw Jaz take her deep into her mouth and
stroke her balls. It didn't take long before Chrissy blew her load into
Jaz's mouth.
Jaz stood up, came to me and thrust her cum coated tongue into my mouth.
She passed all of Chrissy's juice to me. I had tasted Liza's, my own and
now Chrissy's. I enjoyed them all.
"Ready to go home?" Kelly asked. I nodded. Liza and Jaz sat me down and
fixed my smeared makeup. They replaced the big bouffant wig with a
natural-looking shoulder-length auburn wig. A more modest skirt and a
large scarf for my shoulders.
"Keep the outfit," Jaz said. "But see you here next week in drag." They
kissed me on both cheeks, gave me a big hug, and wished me again. I saw
Jaz give Kelly a bag. "For later," she whispered.
Kelly and I left the club, hailed a cab and got in. It was almost 3 am.
We were home in 10 minutes. We staggered into the apartment. I was glad
that nobody could see me. At this time of night, the elevators were
empty.
"What's in the bag?" I asked as we entered the apartment.
"Sorry, need the bathroom," Kelly said and rushed away. I needed
something long and cold and went to the small kitchen.
Kelly returned and also asked for a drink. I noticed the bag was
missing. Kelly sat on a barstool in our kitchenette drinking Perrier.
Curiosity got the better of me.
"So what was in the bag?" I asked moving toward her. I owed her. She had
accepted me in a dress and had even sucked me off without asking. It has
been fabulous. So many emotions. "Did you enjoy yourself tonight? Not
grossed out at how I look?" I hugged her from behind and noticed my
breasts pushing into her back.
"Actually, I didn't at first. But seeing all the other 'ladies' out
there and you in that outfit really turned me on. I loved seeing Roxy
with a cock in her mouth. That turned me on so much I had to suck you.
Did you enjoy your birthday?"
"It was fabulous. I never expected it to end like that. I will never
forget this." I tried to muzzle her neck but the chandelier earrings
kept me from good access.
She turned to me and grabbed my cock through the short skirt. It was
still soft. "The night isn't over yet. I need some relief too." She
pushed me down, wanting oral I guessed. I realized she hadn't had much
relief at all till now. "We'll have to get you some new outfits and
makeup. I think I like my new girlfriend."
On my knees, I lifted her skirt and it hit me in the face. She had a
massive cock extending from her vagina. This was Jaz's gift to her.
"Now blow me, bitch! Your arse is mine, baby" She thrust the monster
into my mouth. I was sure she was going to spear me again tonight at
both ends. I sucked hard. They say 'practice makes perfect, right?'
What a birthday bash and a new life in a dress with exciting
possibilities stood before me.
After that big birthday party, Kelly had me stay dressed all Sunday. She
had used her strap on at both ends that night and on Sunday night,
before I had to get changed, she allowed me to enter her. We both
collapsed in a heap and swore that we would repeat this soon. Kelly,
crawled down my body, trailing kisses from lips to neck, taking a nipple
into her mouth and finally engulfing my limp tool, covered in her
juices. A few minutes of gentle sucking and my reaction began. Soon, it
was rock hard and Kelly kept up her rhythm, going deep and taking my
cock almost entirely down her throat. This for a girl who had refused to
blow me for so long was an amazing change. Finally, I held her head and
thrust into her mouth as Kelly sucked me clean until I was limp again.
She crawled up again, and nipple to nipple, kissed me fully with tongue
passing on whatever I had ejaculated. We swapped juice until our lips
were sore. A glorious end to a fabulous birthday weekend.
We had promised Jaz to visit again next Saturday. It had been a wild
weekend full of firsts. But I also knew that I was hooked. Seeing
Kelly's reaction, I knew we would develop this further. I was surprised
how she had warmed up to see me in drag. Now, she was also hooked it
seemed. What lay in the future?
The workweek started. Kelly had said she needed to go shopping and she
wanted to do this by herself. She came in a couple of nights with bags
of stuff that she hid in the closet. I wasn't to look. She had a sly
smile on her face as she tempted me with what might be in the packages.
All she would say is that it was for "Roxy".
During that week sex was fantastic. We seemed to have reached new levels
of intensity and intimacy. She did go down on me every time as foreplay
but insisted I enter her to finish. I was happy to get some action and
we also did a 69 once. She was getting very much into it. Saturday was
the day we had planned to go to see Jaz.
On Friday Kelly asked me to come home early as there were some
preparations to make. She had me take a shower after applying some cream
all over my body, even between my ass cheeks. She was careful about the
pubic hair in front. As could be expected, her playing with my privates
forced an erection. It got so hard that she relented and took me in her
mouth. It wasn't long before I blew a load into her which she happily
swallowed. I still wondered at that and what had changed her mind.
I showered and saw all my hair disappear down the drain. My legs and
body felt smooth and I loved the soft touch of fabric on my skin. After
toweling dry, Kelly ribbed cream all over me and that felt even better.
Then, to the serious stuff. She led me to the bedroom where she had laid
out all that we might need.
She started with a corset. Although I was in pretty good shape, I didn't
have the figure of a woman. The corset changed that to give me a slim
waist. It was tight but manageable. Then she hooked a bra on me and
stuffed the cups with the inserts that Roxy had given me. They appeared
much bigger given my slimmer waist. A garter belt was next and she
rolled up some beautiful silken stockings and attached them to the
garters. A really tiny, bright red panty came next. My member tried to
get a lift from all the touching but Kelly tucked it away tightly
between my legs. A very short mini in black leather barely covered my
stocking tops. She had me try on a pink short-sleeved blouse which she
buttoned up from the bottom, leaving the top buttons undone and showing
my busty cleavage. A broad black belt tightly cinched above my hips
completed the outfit. Only the shoes, wig and makeup remained. The heels
were spiky and 5" tall. I wasn't sure I could stand in them let alone
walk in them.
"Well, what do you think?" Kelly was studying my figure. "A lot more to
do tomorrow but I like the way the figure is shaping. Jaz will love
you." Kelly winked. "Enough for today, big boy, tomorrow will be a big
day for you. We need to get some rest." I started to undress. Sex
tonight seemed out of the question.
I woke up late on Saturday and went out for brunch with Kelly. She
didn't say much except that we had to be back by 2.30 pm or so. "Why so
early?" I asked. "Surely we are not leaving till about 8? Right?"
"Yes, I made a reservation for 8 pm, but it will take time to get ready.
I have asked Jen, my beautician, to help"
"Whaaat," I stammered. "Why? We don't need her and I'd rather she not
see me dressed."
"Use your big head for thinking, Kev. Everybody is going to see 'Roxy'
tonight. So what's the difference? Besides, I told her all about last
weekend and what a blast we had. She was jealous."
This was getting a little out of hand. But how to control it? But Kelly
was right. Tonight I would be on show and I was going to enjoy it. I was
thinking back to last week and how it changed me - and Kelly... all
those enthusiastic BJs. Well, tonight would only make it better.
We got home and Kelly had pushed me into the shower, lathering me from
the chin down with some cream. She was careful to avoid the pubes but
made sure it was rubbed in between my cheeks. I knew this was hair
remover and waited for it to work. I got into the shower and saw the
hair wash away. I took a double shave and was ready.
Kelly was waiting. "OK, Roxy, time for your transformation. Lie down on
the bed." I wasn't sure what was next but lay down. Kelly approached
with some objects in her hand.
"Lie still now and hold these tight to you for a few minutes." She
placed two large jelly-like objects on my chest, centered over my
nipples, and pressed around the edges. I now had two realistic breasts.
"Not cheap but look pretty real. Jaz thought you should get a big rack."
Kelly smiled at me. As I stood up I could feel the weight. It seemed
like size 38 D or even DD. Kelly held out a bra and pushed through my
arms and attached the ends at the back. The bra was low cut and showed a
lot of cleavage. Kelly pinched the oversized nipples and I thought I
felt something. She adjusted the bra, tightened the straps and I felt
less weight.
She held out a short waist cincher, attached the hooks in front and
tightened the laces at the back. I could feel my whole stomach drawn in.
Whilst giving me a great shape it also pushed out my breasts more
prominently. I was certainly stacked. A garter belt with six tabs held
up the black mesh pattern stockings. They highlighted my smooth legs. A
black thong panty was drawn up my legs. My dick was now standing proud,
in complete contrast to the female shape that was forming. Kelly grabbed
my shaft in one hand and my sac with the other.
"Looks like someone is having a lot of fun." She was smiling as she
slowly stroked me. "Does Roxy like being a girl?" She pulled me to her
by my cock and kissed me hungrily. I responded in kind. "I know what you
like," she breathed as we ended the kiss and she sank to her knees. Her
mouth swallowed me in one swoop. Where was that girl that refused to
blow me last week? I let her tongue do the talking and soon she had my
sac in her mouth. I nearly fainted. She took me in her mouth again and
with both hands now around my buttocks, pulled me deep into her mouth. I
was done and came in a huge gush. She held me in her mouth, shaking her
head to shake off the last drops and stood up. She pulled my head to her
and gave me a tongue kiss and passed on a good bit of cum. I was so
excited I accepted it and mashed my lips against hers.
"Enough play. Still, lots to do she said." The silver top with flared
sleeves was next and she pulled up that miniskirt. I was a figure to
behold. No makeup or wig, but from the neck down I looked hot.
"OK, now step into these heels." She held out two silver heels with
probably 4" or 5" spikes. I slipped them on. Tight but manageable. As I
stood up I was over 6 ft. tall. It took a few moments to get my bearings
but relaxed. "OK, now come behind this chair and bend over. I need to
check something." I turned around, sideways to the mirror, and bent
across the back, lifting by behind. Kelly was rummaging around and came
up behind and slid my skirt up a few inches. It was so short anyway; it
was almost at my waist. Her cool hands felt my cheeks and soon I felt
some slippery finger enter my behind. I hadn't been penetrated by her in
a few days now and moved in rhythm to her fingers. Two, then three
fingers pushed lubricant deep into my rectum. Just as I was enjoying
this, her fingers withdrew and I felt a sharp thrust in my behind. I
thought it was her strap on. But discovered it was a fat plug. The base
was flush with my hole, the shaft buried deep as far as it could go.
"Just want to make sure you won't be too sore for later." Kelly winked
at me as she stood me up and smoothed out my skirt.
"Sit, Roxy. Just a few things more." She pushed me down gently and I
felt the full length of the plug settle down. Some glittery hanging
earrings were clipped on. "Don't need a lot of makeup as Jen will fix
all of that."
"What time is she coming over?" I asked. "She's not coming here; we're
going to the salon. What did you think? She would give up her Saturday
afternoon to come here?"
"Noooo, Kelly, we don't need her. You can do it. I know you can." I was
whimpering now not wanting to walk into a salon and be read. She brushed
some powder, some light eye shadow and then painted my lips. 'That'll do
till we get there."
I looked at myself apprehensively in the mirror, still not sure that I
would pass in broad daylight. Without the wig, my made-up face and big
bust reflected a curious male-female, more in keeping with some fantasy
event or even Halloween.
Kelly brought out a box and out came a wig. Blonde, shoulder-length. She
placed it on my head and brushed it out. This made all the difference.
Whilst not a stunner, I would pass. Kelly gave me a small purse and I
stood up, mesmerized by the image in the mirror. I was excited by the
thoughts of tonight. How could we top last weekend's birthday bash? And
Kelly, from shy lady in the bedroom to an aggressive cocksucker. I was
on a high...then my elation died. Thoughts of where this would end...
"Kelly," I asked, "are you OK with all of this...? I mean I love that we
can share this but I don't want to force you into anything. Really..."
"Kev, Roxy, we've known each other for more than two years now. Have you
seen me do anything I don't want? Not sure myself, but seeing you in
that outfit, turned me on as did the sight of you with a cock in your
mouth. As you may have noticed my own interest in that area has grown.
Let's just enjoy..." Kelly gave me an air kiss, a pat on my backside and
ushered me out of the apartment. It was around 3 pm when we got to the
salon. I stepped out of the car nervously. I wasn't sure what lay ahead.
Kelly grabbed my elbow and off we marched to Jen's salon.
Jen's salon was a small and busy salon. Several ladies sat in the
waiting area and a couple under dryers. My first encounter with a
stranger dressed as Roxy. Thankfully, Kelly did the talking and soon Jen
herself appeared. She was a buxom girl with a big smile. She welcomed
Jen with a hug, gave me a kiss on the cheek and welcomed me back.
"So, let's use the private room at the back," she said and led us
through a heavy curtain to a small room at the side." OK, take off the
blouse, bra, and skirt and we'll get started."
"Can I talk to you Jen?" Kelly asked. "Roxy is quite nervous and I want
to make sure she is going to be happy with the changes." I stood there
silent as Jen led Kelly outside the room and I undid the belt and did as
Jen asked.
Some 10 mins later Jen and Kelly reappeared smiling. "Lots to get done,"
Jen said. "Give me a couple of hours to do my stuff."
Kelly looked at me standing there in a bra, corset and stockings. "OK,
Kevin, I mean Roxy, be a good girl and trust Jen, OK? I've got to pick
up some things and will be back in a little while." I just nodded.
"Let's see what we have here," Jen said as she inspected my figure. "I
think we'll take the corset off for now. Easy to re-attach later. I love
that rack of yours. Looks natural to me. Kelly did a good job fixing the
forms, but we may have to adjust." She stroked my breast sensuously and
gently tweaked my nipple. Was this my imagination?
"Lie back in the chair." Jen pointed at a chair that seemed to be
adjustable. I sat down and felt myself sink in. I could easily have
taken a nap. "I know what Kelly wants, OK, so I am going to use these
straps so you don't move suddenly." I just nodded, not really absorbing
what she was saying. Jen adjusted the chair so I was almost horizontal.
She had padded straps to secure my arms and legs. She removed my wig and
earrings and must have looked quite a sight.
I felt a moist warm towel placed on my face and a few minutes later I
felt wet flannels remove all the makeup Kelly had previously applied. It
wasn't as heavy as when Jaz had done it. I closed my eyes and tried to
relax wondering how I would look. I felt Jen run her fingers across my
chin and upper lip. "Think we need to give you a closer shave to avoid
that five o'clock shadow."
Jen applied lots of warm foam to me face and I saw a cut-throat razor in
her hands." Don't worry; I know how to use this." She began to give me a
close shave. I could feel the sharpness of the blade. A warm towel wiped
off all excess. I was beginning to enjoy this. I felt fingers trace my
eyebrows. "Have to trim these a little," she said. .'Oh oh,' I thought.
How would I look on Monday at work? I felt something warm on my eyebrow
and before I knew anything, I felt a searing pain on my brow.
"What are you doing?" I asked sheepishly. "I have to go to work Monday."
"Don't be a baby," Jen said. "This grows back soon and nobody will
notice. Tell them you have some eye issues and wear some sunglasses." In
the next few minutes more strips were attached and peeled off. It stung
a lot.
"Just a mo," Jen said. I need to ask Kelly a question. She left me there
and left the room for a few minutes. Came back smiling.
"Kelly loved the idea," she said to herself and I wondered what idea. I
closed my eyes and felt more stuff applied to the brow area. Then I felt
the unmistakable scrape of the razor. She was shaving off my eyebrows.
"What the.. " I yelled. "You can't do that!"
"See what you did by shaking," Jen said. She held a small mirror and I
could see half the brow gone. "I told you not to move. I'll have to go
all the way now," she said. Now I really felt the foam and razor and
knew I would not have any natural brows left. More soothing lotions were
applied.
The next area of attention was my pubic region. Because of the enormous
mounds on my chest, I couldn't see well down there. I thought they were
going to shave me, but I felt the buzz of a clipped that trimmed down
the hair and the razor trimming. I wondered what was going on, why so
much trouble. It was only a costume after all.
Another girl entered the room, silent and pulled up a stool. She took my
hands and began to apply some nails, longer and finer. Then she painted
them and I could see a fire-red at the end of my fingertips. Ball of
cotton wool separated my fingers. Then I felt the same coat applied to
my toes. From my angle, my fingers looked great but this was a lot of
attention to detail that I had not thought of.
Meanwhile, Jen began to work on my face. I felt a sponge apply some
stuff - foundation I assumed - all over my face, neck and down to my
breasts. There was a long period of blending and applying and several
layers of powder. I could smell the foundation and powder. Rouge on my
cheeks and then Jen spent over 10 minutes with brushes on my eyelids. I
am sure she was applying multiple coats and layers of colors. Then I
felt the fine point of a pencil draw in the eyebrows. I didn't want to
think of the Monday explanation to my colleagues. I felt a pencil
outline my lips and then many coats of color on my lips. Followed by
several coats of gloss. Heavy lashes were glued on and as I opened my
eyes, I could see the massive lashes curl up and coated with many
lashings of mascara. I felt like a thick liquid liner drawn around my
eyes and then some lashes applied to my bottom lashes. They really felt
heavy. I thought we were done
"Feeling OK?" Jen asked. I nodded. "Just need to get some earrings on
you." She fumbled behind me and within a second I felt a sharp prick in
my left year. I had a piercing. A second later, my other ear. I had no
time to think as two large, dangling hoops hung from my ears. I was
stunned.
"Kelly will remove them and make sure the holes are clean every night.
We're almost there," Jen said. "Now I will set the chair upright and be
careful as you stand. The back of the chair moved and I was now sitting,
straining to look at myself. But the mirror had been covered up. I
admired my nails and toes. The heavy lashes almost caused my eyelids to
close. I was unstrapped and then Jen and the other girl, one on each
side, helped me stand. I nearly fell forward with the weight and size of
my new breasts without support.
Jen had a new bra, again a half cup that showed plenty of cleavage. As
they hooked the bra tight and adjusted the straps, I felt the weight of
the massive jugs re-distributed. My shoulders took the strain. Jen then
had a mini corset maybe 10 inches tall which she hooked in front. I felt
a pull, tightening of my waist and I had difficulty in breathing. "Take
shallow breaths. You'll soon get used to it," she said.
The assistant rolled up the stocking, a large fishnet pattern, and
hooked them to the garter belt. I wish I could see myself. With all
these new ladies touching and feeling me, my penis was getting hard.
Especially as the assistant was rolling up the stockings. The panties
would show a massive protrusion.
"This guy must behave for some time." Jen grabbed my cock and began to
stroke me. "Sorry, I don't think Kelly would like me doing anything else
to calm it down," Jen said with a wry smile. I stood there, hands at my
sides, and just let her manipulate me. She stroked me furiously and
brought me to a shuddering climax which she caught in some tissues. She
wiped me clean and felt my behind. The plug was now resting comfortably
and I had gotten used to it. Jen gave it a little pat to ensure it was
firmly seated. Jen still had one hand on my cock and now rolled over a
special condom with a thin tube leading from it. As the thong was pulled
up and my cock pushed between my legs, the little tube allowed me to
pass water sitting down.
"We'll have to get you a padded panty to expand your curves. But I think
then you may not be able to remove your panties with those fingernails
and will have some problems." Jen was all business. "Next time," she
said confidently. Next time? Really? Where was I headed with this?
Jen tugged at the corset straps and tightened them just a little more
when the door opened and Kelly walked in. She stared at me: in
underwear, fully made up with an enormous bust. Judging by the look on
her face, she was delighted.
"Oh Jen, she's fabulous," Kelly enthused. "You did wonders. I got the
outfits we discussed. Your friend in that shop was very helpful." Jen
showed some bags and began to pull things out.
"Let's get her done." She took out a pack of bright shiny stockings.
They were so sheer that they were almost transparent. I held on to Jen
whilst the assistant had to remove the stocking I had on and then rolled
up the stockings on each leg and attached them to the garter belt. They
showed off my smooth legs. Kelly pulled out a gold dress, seemingly made
of sequins. Short-sleeved and low cut. As they slipped it carefully over
my head, I felt a stretch material that hugged my curves. Because of the
layered sequins, the lines of my bra and corset were not visible. The
gold hoops matched the dress perfectly.
"Roxy sit, we're almost done." Jen gently pushed me back down. Kelly
produced a box and brought out a large blonde wig. Wow, it would add
inches to my height. The assistant placed a cap on my head and applied
many strips of tape crisscross flattening my hair. Jen took the wig,
brushed it and set it on my head. She started to brush, tuck, layer and
fuss with it and finally pinned it to the scalp covering. Meanwhile, her
assistant had some shoes and were squeezing my feet into them, she
strapped them tightly. No chance I could slip them off.
"Okay, Roxy, you're ready to hit the town." I stood up cautiously,
holding the back of the chair. I put my full weight on the heels feeling
for balance. I couldn't see my feet because of the massive tits. Just
the toes peeped out.
"Now look at Roxy in the mirror." Jen pulled the cloth from the mirror
and I saw myself for the first time. What a sight!
A big, blonde bimbo stood before me; probably a 38DD-28-32 with my
corseted figure; blonde bouffant hair; very heavy makeup around the eyes
with sparkling gold glitter. Heavy black lashes with a broad black edge
framed my eyes. My eyebrows were now a highly arched thin line that
offered more space under for shadow. The massive bosom, the tiny waist
and the short dress, which barely covered the stockings, completed my
attire. The pointed gold shoes, at least 4" high, also had a shiny
sequined look. I was the epitome of the blonde bimbo.
"Roxy, you have exceeded my expectations." Kelly gave me a hug, careful
not to mess up my makeup. "What a doll. I shall be proud to be your date
tonight. I suspect many will drool over you. Are you ready for this?"
I nodded, speechless. I was committed now and although many questions
and problems came to mind, decided this was not the time to doubt.
"Let's go home. I need to get ready too." She handed me a small purse,
matching with gold sequins, and held out her elbow and led me out. I was
a little unsteady on those heels and the weight on my breasts and ducked
down to pass through the door.
"One mo," Jen said. She opened my purse and put some cosmetics in there.
I noticed the shiny gold tube of lipstick. She pulled out some condoms
from the purse and smiled broadly.
"What's that for?" I asked.
"A girl must be prepared and can't be too careful," Kelly said. She
winked at me. Jen closed the purse and gave it back.
"Have fun, babe. I will see you later." Jen gave me an air kiss. "Kelly
invited me to your coming out tonight."
I just stared at myself in the mirror a second longer and then went out
into the cool night air. The salon was empty, it was getting dark, and
although a little cool I was grateful that there wasn't anyone in the
salon to see me leave.
As it was dusk, getting into the apartment was not too difficult. Didn't
meet any neighbors and we were finally in. Kelly moved me through to the
bedroom. "Gotta take a good look at you, babe." She touched my breasts
and pinched my nipple. My earrings jingled.
"Just a moment, Roxy, be back soon." Kelly slipped into the bathroom. I
studied myself in the mirror over her vanity and stroked my breasts. The
silk stockings were shimmering in the bedroom light. I saw the face,
painted like a mask, but an exaggerated vision of femininity. I couldn't
believe the transformation.
I heard sounds behind me and Kelly said, "Bend over, babe. Want to get
your plug and lubrication." So, just like earlier I bent over the chair
and pushed out my arse. I felt pressure on the plug as Kelly withdrew it
slowly. I had hardly noticed it in there in the excitement of the last
few hours. I felt some lubricated fingers slide in. It seemed Kelly had
put on some latex gloves as they slid in easily. Three fingers were now
in. I felt the withdrawal and the hard plastic at my hole. I figured it
would be nice to have it ready for later. However, as it entered me it
was thrust harder. I felt Kelly's pelvis against me as that plastic
monster plowed in. She was fucking me hard with her strap on I guessed.
Her hands were grabbing my tits from behind. I tried to relax.
"I want to be the first tonight, Roxy. I want my way with you before
anyone else." Kelly grabbed my bosom and squeezed. Even though they were
silicon I felt the pressure build up. A few moments later Kelly thrust
violently and stayed there. She gave a little whimper. I was sure she
had come. My cock was now starting to get hard but with that thong
tightly pulled, I had nowhere to go. Kelly withdrew. I felt a soft
flannel wipe around my anus, and then the plug was re-inserted. No pain
or discomfort.
I turned around to face Kelly. This was a new moment in our
relationship. She lifted my dress and tugged down the thong. The condom
with the tube was still in place. Without the thong, my 'little guy' was
growing. We looked at each other. I was not sure what Kelly saw in this
big-haired bimbo. Whatever it was, she was pulling on the condom. She
sank to her knees and again I felt the moist warmth of her mouth. It
didn't take long before my red-tipped fingers held her head and I came
deep in her throat. She swallowed and licked my cock clean of any
dripping. The condom went back on and she forced the thong tight between
my legs. My penis was safely tucked away. "Save some for later, babe,"
she said. "I've got to change." She went into the bathroom as I
straightened myself out.
I pranced around the room until Kelly was ready. I admired myself, made
some move on my heels and wondered back often to the mirror to see the
transformation. I still couldn't believe it. I wondered what had changed
Kelly. I had not planned to dress in drag, or have those experiences
last week. They just happened, and to my surprise and delight, Kelly had
spontaneously joined in. Remarkable. I was very pleased with this new
turn of events. I had a nagging thought that this would all end up in
disaster. How would I explain shaved eyebrows and pierced ears to my
colleagues? It would raise a lot of questions. My thoughts were broken
by Kelly entering our small living room.
Man! What a sight. Even though I was in drag I could have jumped her
right there. She had a short black mini dress with spaghetti straps,
black seamed stockings and had dramatically emphasized her eyes with
grey and pink shadow. Her naturally brunette hair was teased around her
face and those startling fire red lips in the center of her face
reminded me of my own. The same red! Wow. Gone was the modest low key
Kelly. In front of me stood bombshell Kelly. It was going to be great -
even with the layers of paint and padding I had on.
Kelly was looking at her watch. "Jen'll pick us up in 8.30. You ready
for your big night?"
I nodded. "Excited but also scared. I wanted to jump you right now and
say forget this night out. You look soooo hot."
"Hold it, buster, no jumping - at least not now. I may enjoy it later so
hold that thought. You look pretty hot yourself and I had the same
thought, but remembering just what we did a little while ago, I'll wait
for later."
Jen picked us up and we drove to the club. There were a few people
waiting at the door but Kelly spoke to the concierge who escorted us
immediately to a table directly in front of the stage. We were hardly
settled in when Jaz appeared.
"Oh my gawd," she shouted aloud. "Look who's here." Jaz gave me a big
hug and a quick peck on the lips. She did the same to Kelly and greeted
Jen very cordially.
"We'll have to party later," she said winking at me. "Hey Chrissy, get
these guys around on the house. I've got to go change but will
definitely see you later."
We ordered drinks and some nibbles. With all that tight corseting I had
no appetite. However, drinking Cosmos on an empty stomach wouldn't work
well either. So we shared some appetizers. During our dinner, the floor
show came on. Jaz was in great form with some ribald jokes, a couple of
songs and a short monologue that had the audience in stitches. We
laughed along.
I looked around and saw just one or two men in obvious drag. They looked
quite ordinary, even housewife like, and I felt they looked out of place
in such an establishment. As before, a majority of the audience was
female. Lots were celebrating birthdays or some other occasion.
After the first act, Jaz joined us and we squashed together to offer her
a seat. We were now tightly wedged. Jaz looked at me and asked. "Well
now Roxy, how was your week? What kind of monster did we create?" Under
the table she rubbed my stocking-clad leg, quite near my squashed boy
parts.
"Jaz, you gave Roxy life. I think Roxy is here to stay. We had so much
fun...." Kelly answered winking at Jaz. "Roxy also enjoyed the present
you gave me. But I enjoyed it more." She was referring to that strap on
no doubt. It was true; I had enjoyed it with Kelly taking charge.
"Well, I'll arrange a little party for later but let's meet downstairs,
as before, after the last show. I know the other girls will be very
happy to see you all again." She smiled showing shiny white teeth
surrounded by those deep carmine lips.
After the second show, we all went downstairs. The floor was crowded but
the music was loud and everyone was swaying to the music. We pushed our
way to the bar and got drinks. Jaz, Chrissy and two other girls came
down a short while later. They were still in their stage outfits and
heavy makeup but full of smiles. Many on the floor knew them and grabbed
and squeezed them - especially the girls. The T-girls had no problem
with being handled and squeezed by men or girls. I could share their fun
dressed as I was. I received many compliments on my looks. Jen had
accompanied me to the restroom and applied mire lipstick and gloss. She
also applied more rouge to my cheeks.
Time flew by as we danced to the music. Swaying in one place was more
like it given the crowded floor. But it began to thin out. Jaz who had
mingled earlier now joined us and soon we were the only ones left, just
the seven of us. A nice little party, I thought, wondering what would
happen next. The DJ closed up but left some CDs playing.
Jaz got Kelly in a big hug and swayed to the music with her. I saw them
kissing deeply. I was getting a little jealous when Chrissy grabbed me
and crushed me to her, bust to bust. That felt strange but delightful.
In an instant, our lips met and I felt Chrissy thrust her tongue into my
mouth. I sucked on it greedily. Meanwhile, Jen and the other two ladies
were in a three-way hug and were all getting into the mood.
"Let's go up guys," Jazz released Kelly and with an arm around her waist
led us upstairs to their dressing room. It was still a mess of clothes
strewn all over and makeup littering the long table. I was reminded
that, just a short week ago, Roxy was born in this room, and what a
'birth' she had. I hardly had a chance to gather my thoughts when Jaz
grabbed me and locked her lips to mine. Her hands wandered all over my
breasts and behind as she grabbed my arse in both hands and pulled me
closer, crushing our bosoms together. My little guy was getting excited
in that cramped space and the plug in my butt was more noticeable. Jaz's
hands wandered to that plug and I felt it easing out. I wiggled to allow
it to escape my hole with a soft plop. The kiss continued.
I saw Kelly & Chrissy locked in a kiss and it seemed that Kelly was
going down to her knees. Chrissy's cock was free and swinging as Kelly
grabbed it and took it deep on her mouth like a pro. I wondered at how
she had got to like oral.
Jaz noticed this too and soon I was on my way down to my knees. Jaz's
monster hung low, still at half-mast as I licked the head, took in a
little and slowly took it deep in my mouth. I stroked Jaz and held her
sac. Something prompted me to take one of the balls, and suck it, and
then the other and I could hear Jaz moaning softly. She liked this it
seemed. I switched attention to her cock which was now getting plenty of
lubrication from my saliva and becoming hard as a rock. Jaz was slowly
fucking my face now and I salivated to lubricate her cock. Whilst
concentrating on this, someone was pulling at my thong releasing my cock
and rolling down the condom. Grateful for the easing, it too began to
grow. I didn't know who it was but felt a finger enter my hole; soon it
was something bigger and I moved to give it better access. Whilst not
too large, it was hard as steel as it buried itself deeper. I was
stuffed at both ends now. As I settled into position, moving forward to
allow the person behind more access, I felt a hand on my cock and a
moment later a warm mouth was swallowing me. Three-way enjoyment. I was
enjoying every minute as Jaz guided my head firmly whilst pushing her
cock balls deep into my mouth. I was now getting used to this feeling. I
wondered who was at my rear and at my cock. Jaz was tensing up and I too
thrust harder. Whoever had my cock in her mouth was now feeling my balls
slapping her chin. Jaz held me firmly and squirted several large globs
which I happily swallowed. This also caused me to finish as I thrust
hard and exploded in a powerful orgasm. Whoever was sucking me was sure
to receive a big load of cum.
As I eased off, I saw that it was Chrissy at my rear and Kelly who had
received my load. I was happy for this. Jen meanwhile appeared to be
having a good time too. She had a cock in her mouth and one in her cunt
or arse. I couldn't be sure. The two new girls were enjoying themselves
as they thrust into Jen at both ends whilst at the same time kissing
each other hungrily. What an erotic sight.
As Jaz withdrew from my mouth I leaned forward to eat Kelly. She was the
only one that hadn't cum, but she was very wet. My cock was still soft
and in her mouth. I pressed my mouth to her little bud sucking it as
best I could. Because of the long fingernails, I couldn't really
penetrate her. I licked and sucked and felt Kelly react to my oral
effort. I felt someone kneel and soon a cock was positioned at Kelly's
hole. Hands pushed down on my head forcing me to continue to suck her
clit whilst that cock pounded into her. It didn't take long for Kelly to
cum. She orgasmed so intensely I was scared she would bite off my cock.
The cock withdrew and allowed me to lap up her juices and a moment later
it was positioned at Kelly's other hole. We had never tried this. It
thrust a little at a time and I could feel Kelly trying to accept the
cock. She was making sounds now but I didn't know if she was liking it
or not. Soon it was in halfway and a few strokes later in fully. As the
rhythm built up, I lapped away at the juices from Kelly. My own cock
started to grow again. Kelly was breathing it back to life. The cock
thrust into Kelly slowly and then built up pace. I felt it shudder as it
deposited cum in Kelly's nether hole. She was now writhing in pleasure,
trying to milk every last drop from my cock. She herself had cum several
times. The cock withdrew from her hole and I felt it at my mouth.
Knowing where it had been I was a little taken back. But there was no
going back now as I licked it clean. By the time I was done, my cock had
returned to its hardness in Kelly's mouth. Time to change position I
thought. With some difficulty and not wanting to hurt Kelly, I turned
180 degrees and entered her. I kissed her hard passing back some of the
taste and smell from Jaz's cock, her juices and also my cock. It didn't
take too long before we both erupted. We lay there exhausted, unmoving,
not wanting this to end.
Chrissy meanwhile had entered the bar and snagged a bottle of champagne.
She brought down some glasses. "A short break guys?" We all grabbed
glasses and drank. As the bottle emptied, Chrissy stuck the neck of the
empty bottle into my mouth, simulating a cock, and moved it in and out.
"You can't ever get too much practice," she said
Jen looked at me and nodded. She stood up, came over and led me to a
chair strewn with clothes. I wasn't sure where my purse was but she
found some lipstick, matching the fiery red of before, and applied it
liberally to my lips. She used more shadow and straightened my wig. I
turned around and saw my face was now quite respectable. Slutty, but
that was the image. She fussed around me as we joined the others and it
didn't take long for me to get the message. She wanted my painted lips
at her crotch. She was one person I hadn't had contact with yet. I
remedied that and lapped at her little button. Her labia were swollen
but I gently lapped at them. She pulled my head harder to her. It seemed
that even though we all had enjoyed several orgasms, it wasn't enough.
The boy-girls recovered fast. Even though my penis wasn't rock hard, it
wasn't soft either.
"Time for a daisy chain, I think," said Jaz. She didn't need to explain
too much. Kelly and Jen went into a 69, with Kelly on top. I had never
imagined that Kelly would go this far, yet she enthusiastically lapped
at Jen from above. This kept her cunt and arse invitingly open. I jumped
at the chance to invade her arse which I had never done before. Kelly
sensed who it was and wriggled her bottom as I entered her slowly. As I
bent over her inserting my cock into her tight hole, I could feel
someone enter me from behind and this thrust me deeper into Kelly. And
so it continued until Jaz was at the end of the line. We fucked slowly,
building up a rhythm, somewhat spent and savoring the moment. As I felt
the push into me, I pushed into Kelly and she seemed to accept the
invasion. It took a little while, but we all finished in a tangle. We
stayed attached until we were soft and then rolled off each other.
This was a new game and until last week I never knew this side existed.
I don't believe Kelly did either. But I was hooked and it seemed Kelly
too had discovered a new passion.
I had to overcome many problems in the coming days....multiple ear
piercings, shaved eyebrows and a newfound passion of girlie-boy sex. I
would manage and with Kelly's new attitude I felt life would be great.
Tomorrow was Sunday and more time to enjoy being Roxy perhaps. I was
sure Kelly would have some plans.
The Sunday began almost at noon with us waking up with our arms around
each other. It had taken me a long time to remove the makeup and clothes
even with Kelly's help. I got into bed with just a panty but Kelly
wanted to use my cock as a pacifier again and sucked me dry. I fell
asleep and didn't know how it ended. It had been some time since we had
woken spooning like this. Kelly's back was to me but I could sense she
was awake.
"So, do you like becoming Roxy? Sucking and fucking?" Kelly asked. "And
getting fucked in your arse?"
I couldn't see her face and didn't know if this was a trick question.
Kelly had fully participated and, if I read the signs correctly, enjoyed
herself.
"It was something I had never imagined but the truth is, I did like it."
I paused. "I felt good as Roxy. Do you like her?"
There was a short silence. She then turned on her back and looked at me
"Yes, I liked her very much. I had been missing out on so much till last
week. When I saw you glammed up with a cock in your mouth, I flipped. I
did not want to be left out and loved sucking you. I regret having
missed out on that for a long time." Kelly paused a moment. "I was glad
that it was you that entered my arse first. Is that bad?"
"On the contrary. Now we share something few couples do." It was the
first time Kelly and I had talked like this in bed.
"It was an interesting experience for me. Whilst it looked like I was
having sex with females, they were male parts that I sucked on and that
fucked me. So I didn't have a true bi-experience."
I began to feel Kelly's breasts and lightly pinched her nipples. Whilst
we had removed all of Roxy's makeup and false lashes, we did not have
time to remove my red fingernails. So I had to be careful as I rolled
her nipples between my fingers. She pressed my hand against her breast
wanting it harder.
"We'll have to find a solution for your eyebrows to go to work," Kelly
said tracing my naked eyebrow line. "Unless you want to go in as Roxy."
She kissed me tenderly. "Don't worry, Jaz gave me some theatrical glue-
ons."
"What are you thinking?" I asked as she lay there silent looking at me
as I rolled her nipples between my fingers.
There was a long pause. "I'm wondering how I can save so much money for
your 30th next year," she said softly.
"Kelly, that's an year away. Why think about it now?"
"Well, I thought if things go well this year and I get to fuck Roxy
every weekend, I will get used to make love with our boobs pressed
together. I'll get you big implants like Jaz and it won't matter who's
on top." There was some humor in her voice which I missed.
"You want me to have real boobs...." I started with a raised voice.
Kelly reached up and silenced me with her tongue in my mouth. "If you
open your mouth to scream I have a strap on that'll go right in," she
said between kisses, hands drifting down. It looked like another busy
day for Roxy.