Date: Mon, 26 Sep 2016 19:11:04 -0400
From: KHooker930@aol.com
Subject: CD House Sitter a TG story

CD House sitter

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My name is Ken and I work as an accountant for a very successful law firm
in the South.  Now being a longtime dresser and being about 5'5" and 125lbs
with a slender rounded figure and short brownish red hair, I am not the
most masculine guy you will see.  However for a somewhat androgynous
looking individual in their mid 30's I never thought I was in bad shape,
just not in the fittest shape a man should be.

My boss at work, Spencer who was all the man a man should be.  Tall, dark
complected and haired, muscular, confidant and he even had that cleft
chin/5 o clock shadow with the dark blue eyes that drove women week kneed.
I know at my most feminine moments at work, it did me!  Anyways, Mr.
Spencer came to me one day and asked if I could do him a favor while he was
off to Boston for a lecture.  I agreed since I was going to get a free
weeks pay out of the deal if I agreed to keep the house clean, feed and
take care of his dogs and pick up mail and such.  Eat what I wanted, drink
his booze and make sure the dogs did not tear up the house waiting for him
to get back.  Since it was a week of easy money and seeing how the wealthy
lived, I agreed!  Two weeks later I had my bags ( and Kandi's, my fem alter
ego ) packed and in the trunk and followed Spencer home after work.  He
gave me a key, showed me the house and dogs ( 2 large German Shepherds
named Duke and King....how normal! ) and told me the garbage goes out on
Thursday, Pool guy is here on Tuesday and He would be back Sunday so have
fun!  I told him OK and reminded him that this week was actually my
stay-cation week, so it should be no problem taking care of everything for
him....as long as he did not mind me watching endless hours of HBO and
swimming in the pool!?  He said he forgot the vacation or would not have
bothered me with this and I told him not to worry as I was just needing
down time and it is mid month so no real issues at work.  I ended up taking
him to the airport and then popping home to lock up and get a few more
things from Kandi's limited wardrobe and then back to the house.  I got in,
played with Duke and King for a while, fed them and then unpacked my stuff
and Kandi's and then started to change.  Depilatory all over, a scented
bath to clean off and oil the skin, light make up, my "D" cup mastectomies
and my dark auburn wig ( also held on with Spirit Glue like the
Mastectomies ), some rings, and a pink bra and panty set with my long night
gown over that and some low heeled mules for around the house!  I poured
myself some chardonnay and got out my toys.  A 7 inch long white vibrating
dildo and then a 12 inch long 2.5 inch diameter black dildo with the balls
and a suction cup....and turned on some light transvestite porn on my
laptop.  Feeding the small white dildo into my hungry bottom and sucking on
the black one made me Horny as heck and always had me dreaming of a man for
real when I got this decked out.  Well after about 40 minutes of playing
with myself and licking up my own precome, the dogs came over and started
to sniff at me....I shooed them away but Duke got between my legs and
licked my bung hole with that tongue and I was lost.  The dildo slipped out
and he went at my hole with a vengeance sticking his tongue into me and
licking all the way up over my small manhood making me moan.  I felt him
stop and then mount me.  I gasped and tried to push him away until I saw
the big red organ dripping and just stopped.  That was a mistake, since he
took it as submission and lunged forward pushing his growing dick into my
ass pussy and filling me with his 6 inches of doggie cock and as he started
to hump me, I could not help but grind back and spread my legs farther.
That was my second mistake.  His tool pushed all the way in and that's when
his knot started to grow and truly fill and stretch my ring.  I could feel
his come spurting into me and painting my insides with his warm, baby
batter and wondered why Spencer had not had them fixed!?  With his knot
firmly tying us and his come oozing into me, I realized I had come and
greedily scooped up my come and fed it to myself.  Man this was freaky as
all get out but so hot and sexy feeling I just went with it as he turned
and stood rump to rump and still shooting his come into me!  King stood by
and watched letting out little whines and wagging his tail.  I noted he too
had a boner ( and his was large for a guy so huge on him! ) and I wondered
if I would be these guys little whore like I sure felt like at the moment.
Sure enough 30 minutes or so later, Duke popped out and King came over,
licked me a few times and then mounted me himself!  I came 2 more times
when his knot filled me and he started squirting into me.  When he turned
and gave me a little tug by the knot in me is when I came the second time
from his fucking me!  I knew then this would be a wild week!  When he
finished, he licked me clean a few times and I got up and stuffed a Kleenex
into me to help keep the sperm from flowing out all over the floor while I
went to clean up.  I finished the wine, turned everything off and went to
bed dreaming of dogs with monster cocks chasing me and having their way
with me, while I barked out my happiness instead of moaning.

The next morning I woke up feeling a little sore in the bottom but quite
happy even if a little confused about the dogs.  I caught myself humming as
I let them out for the morning and started coffee and some breakfast.
After a quick shower I put on some clean panties and a Bra in a matching
powder blue with my really tight designer jeans and a soft pink blouse.
Some light make up, light pink lip gloss, my rings, a pink stud in my
tongue, watch and ankle bracelet with wedge sandals and got my little
shoulder purse and dropped off to the mall to get a Mani/Pedi, check on a
belly button piercing and shop for more wardrobe!  The Mani / Pedi was fun
and relaxing and I got French tips on the toes and long 1` inch lite pink
French tips on the fingers that I just loved as they looked so sexy and
girly!  After that they did the belly button and gave me a nice little
dangler with 3 fake little diamonds.  I hit Victoria Secret to get some
more Bra and Panty sets, a baby doll sleeper, some hose to go with a
garter, panty and bra set that was black and red.  I also got a pair of
Yoga pants, a sport bra and a bikini swim suit in dark green.  At some
other stores, I got blouses, more jeans, short shorts, a nice blue cocktail
dress and a black leather mini with a red silk top that had bell sleeves
with slits along the arms.  A nice day of pampering for myself and not a
sole seemed to notice I was not a true lady.

Later that night the dogs got aggressive again and I lay over the ottoman
and actually took one in each end and felt so slutty and contented when I
went to bed.  Monday was poolside sipping wine, reading and playing with
the dogs or swimming and working on the tan.  Tuesday had me poolside again
when I heard someone come in the back and saw a large black guy with tight
tan cargo shorts and a Poolside service shirt on that was tight and showed
off his muscles and I could not help but check him out and notice that he
was packing some major meat that ended up having me stare and unconsciously
lick my glossed lips.  I think he caught me and casually adjusted his meat
while smiling at me.  I dropped my glasses down a bit and licked my lips
saying he looked like he needed some help.  He walked over and said it
would help him if I would suck his cock!  I just smiled and caressed his
bulge and told him I would love to do that as I had not eaten much today
and was starving.  He commented that he was a ready meal and I should dig
in!  When I pulled him out of his pants, it was like in a porn movie his
cock was long, thick and dark with a drop of come on the tip that I licked
off the tip and wrapped my hand around the shaft and started to suck on the
head.  After a short time I am licking the head, jerking the shaft, sucking
him deep and worshiping at the alter of his manhood.  I finally am able to
deep throat it and use my throat muscles to milk him when I feel his cock
expand and start to shoot into my belly and it makes me come in my bikini
bottom!

He smiles and tells me to clean up his cock so he can fuck me with it!  I
tell him then that he may not like it as I am 'pre-op' and he will have to
fuck my ass pussy.  He looks at me for a second and says "you a sissy boi
fag hunh?  I never would have guessed from that hot bod and how good you
suck cock!  I am gonna still have to tap that fine white ass of yours bitch
and make you know what a real man is like" I just smile at him and tell him
to fuck me like he means it as I am going to ride that magnificent cock of
his till we both come!  Well true to his word after sucking on his cock and
cleaning up the spunk I missed, he is still hard and ready and I drop my
bikini bottom and present it to him.  He puts a bit of suntan lotion on the
rose bud and then on his cockhead and slides it into my eager ass pussy.  I
can only moan at finally getting a real mans cock inside me instead of one
of my toys or the dogs from the other night.  and as he pushes it in an out
I am starting to moan and push back onto it.  he stops and I start to buck
against him telling him to I want that fucking wonderful co9ck of his to
fill me up and make me come all over it.  God it feels so good I can feel
my cocklet squirting and then as he says he is coming and grabs my hips
andf starts to thrust back so I hear his balls slapping against mine and
his hips against my ass cheeks, I can also feel his big black cock swell
even more and then spew its batter into my hungry ass pussy which pushes me
over the edge and I moan out a long drawn out sigh as I experience a full
ass pussy orgasm in my whole body.  I spun around and again greedily pop
his meat into my mouth to gather up his last bit of spunk and can taste
him, my own juices and just revel in what I have accomplished for this pool
man!

He dresses and glancing at his watch says " damn gurl, you are one fine
little piece of ass and I am gonna have to get your number, but now I gotta
get to the next pool!"  With that he pulls up his pants and I give him my
number and tell him to come by again or take me out sometime!  The rest of
the day is me staying poolside drinking wine and glowing about how nice it
was to be a girl for a real man.  That night I put on my nightie and slept
soundly with dreams in the morning of Johnny and his cock making me so
horny it was all I could do to slide into my gaff and short shorts and a
t-shirt to take the dogs out and then feed them.  then some breakfast for
me and more tan time.  Around 10 am Johnny comes back in and says he forgot
to do my pool yesterday and does not want to get a bad rating for not
cleaning the pool!  I tell him as I cup my breasts that I would be foolish
to rate him poorly but he can clean the pool if he wants.  and while he
does I am bending over in front of him, adjusting my bikini and pointedly
staring at his crotch again until he is done and says he has got to get a
blow job and I quickly push him onto the chair and slide open his pants and
begin to enjoy my lunch!  He tells me after I finish cleaning him off and
gently put him back in his pants that he would like to take me out to
dinner Friday night and he can pick me up here at 8.  I tell him I am
looking forward to it and will be waiting.  Thursday I make sure to again
use the depilatory and by now I have very feminine tan lines so I know I
will look good in something light colored and at the mall I found some
ti9ght white 3 pocket Brazilian jeans and a cute little pink cami with
white lace over the d‚colletage.  I knew I could wear one of Mr.
Spencer's Pale blue business shorts tied at the waist so it would keep me
warm, show off the chest and the spandex, denim pants would look good
enough to be casual but classy, even if I knew it would not be a really
fancy place he took me to.  Light Grey high heeled ankle boots would work
fine and that night I was again used by the dogs as I was so hyped up I was
constantly dandling myself and dreaming of how much I liked being a girl
this week.  Friday was a blur until at six pm when I started to dress for
Johnny.  A lazy scented bubble bath, trimming my 'patch' down to just a
little strip about 1/2 inch wide instead of the inch and a half it was made
me feel even more daring and the long belly button dangler and the pink
stud in my tongue and a little lavender scent perfume and then the tight
pink Bra and Thong panty set, the white pants, the pink cami and one of
Mr. Spencer's Blue shi8rts tied at the loosely at the wait and some light
make up, pink lipstick with gloss and big hoops and them studs in the top
and house keys, wallet and some feminine things in the little shoulder
purse and I was ready.  The doorbell rings and step to the door, stop,
breathe, fluff the hair, pinch the cheeks and adjust the girls to their
best attention.  Then I open the door and see John dressed in tan slacks, a
tight fitted green shirt that is unbuttoned showing off some bling and I
say hi while he says "damn you look amazing Kandi!"  You ready to go get a
bite at the Cajun crab shack?  I tell him I am ready and have never eaten
there so looking forward to it.  The place is kind of rustic and w2e are
not under or over dressed and he is a charming date.  I know however that I
am really only thinking about desert later as I rub my foot up against his
calf and lick my pinky and brush lint from my top.  Dinner is good however
and after he takes us over to Club ICE for a drink and then home where I
pull him inside and do what I want with him and his magic black cock!  I
push him over to the couch and drop my pants and open his to take out his
cock.  it is glistening with precome and already semi hard and bouncing to
attention.  I lick the tip and savor the flavor of his manliness.  After
sucking on it a short time I am able to swallow the whole thing down my
throat and hold it there for several seconds before coming up for air and
going all the way back down.  I am drooling all over his meat and finally
can't take it and climb onto him and slide him into my waiting and anxious
boy pussy.  HIs big black cock slides into me and I feel his balls slap
against my ass cheeks.  His hands grab my ass and he starts to pump into
me.  I love being fucked this way!  I feel so full and feminine bouncing on
his magic mike and kissing him and hearing his moans as I slide back down
hard onto him.  After a few mi8nutes he rolls us over and lifts one of my
legs onto his shoulder so that I am kneeling on the other and his doing me
from behind at an angle.  I reach down and cup my sex and feel it is soaked
with come.....some mine and his as he continues to pump his cock into me
like a machine.  The more I play with my sex and beg him to come in my ass
pussy the hotter I get and the harder he pounds into me, until finally I
get what I want and feel his tool swell inside me and start to spurt his
seed into me while he groans out how good it feels to fuck my hot little
white ass with his big black dick!  It drives me wildly over the edge and I
can feel my little clittie cock release into my hand.  I can't even help
myself as I raise it to my lips and lick my hand clean to his words of big
a slut I am.  We crawl into bed after that with me still wearing my Bra and
him naked and pass into the drugged euphoria of after sex glow.  I wake
Saturday morning to the feel of his manhood pressing insistently between my
cheeks, his hand cupping one mastectomy and feel suddenly horny myself.  I
arch my back and wiggle my bottom just enough to feel his manhood slide
indie me again and his and slides down to my hips and starts to pull me
into him.  I can feel his manhood sliding into my still well lubricated
asspussy and push the covers off us and lift up my leg so he has better
access and can quickly feel him in balls deep and thrusting madly into me
and moaning.  This turns me on even more so I am pushing back on him and
making happy love noises until I can feel his big black cock stiffen inside
me and start to fill me again with his manly seed.  I could really get to
love this being a girl and getting sexed up routinely!  way more than I was
getting as a guy in the accounting office that is for sure!  He moans out
his pleasure and turn my head to kiss him good morning and tell him I will
make us some eggs and coffee.

I get out of bead and put on Spencer's shirt from last night and some mule
slippers and go to the kitchen to start the coffee and some cheesy toast
with scrambled eggs.  just as I finish the eggs and toast, Johnny comes out
and has his pants on and the shirt unbuttoned showering off his muscular
chest and belly.  He takes his coffee and I set a plate down in front of
him on the coffee table and watch as he quickly wolfs' his down and thanks
me for the breakfast.  I ask him if he wants more coffee for the road or if
I can get some 'cream' for my next cup of coffee?  He looks at me and says
"man you are one horney ass sissy bitch aren't you baby?  You just can't
get enough of my cock can you?  Well I guess I can feed it to you one more
time!"  I push the table out of the way and unzip his pants and begin to
lick his balls and pump his shaft while I smile up at him.  I lick the head
and get a nice big drop of precome and take the head into my mouth swirling
my tongue all around it and using my hands to stroke the shaft and tickle
his balls.  In a short time I am thrusting his cock deep down my throat and
can feel; my saliva dripping over his balls as I play with them.  Suddenly
I can feel one of the dogs sniffing at my behind and it gives me a long
deep lick of my ass pussy and mounts me with his dog cock slipping into me
and me squealing around a mouthful of cock!  Oh My God I think, what do I
do now with this dog mounting me in front of Johnny as he says "damn that
dog gone and stuck his bone into you didn't he bitch!?  You getting cock
from both ends now gurl!  That is so fucking hot it is going to make me
blow my load!  I almost feel ashamed and relieved at the same time except
when I hear my boss say " well it appears I was right that you are a slutty
little sissy gurl and apparently like dog cock as well!"  I try to back off
but John grabs my head and forces my mouth back down over his cock and says
" thats right bitch, you gonna take my nut and you boss is gonna watch and
then you gonna suck his dick too like the sissy slut you are!"  I see
Spencer sit down next to John and undo his pants and out pops another
larger than me piece of manhood!  It is almost as large as Johnny's and
super thick!  I can feel Johnny start to come and I push my head all the
way down onto his cock so he is coming into my belly and about this time I
feel the dog turn around while we are tied and his come is squirting up
into me and making my clitty drip all over the floor.  I take a few more
cleaning licks of Johns cock and move over to Spencer's and start bobbing
up and down on his.  It is so thick that it is stretching my mouth and
throat but after a few tries I am pushing it all the way down to both their
words of encouragement about being a talented sissy cocksucker and how I
must love cock in my mouth the way I am so good and happy at sucking a
man's cock!  It takes only a little more time until I am swallowing his
load and cleaning his cock off and feeling the dog pull out of my ass with
a pop while I grab a napkin from breakfast to quickly seal up my dripping
hole!  After just a little more time, John leaves and I clean up and do the
dishes and start to pack up my things when Spencer tells me I can stay.  He
came home early since business was done and hoped he would catch me dressed
but not being fucked by the pool boy and dog like this.  He goes on to tell
me how he really likes girls like me and I can stay the day and head back
tomorrow.  Maybe we can even do dinner tonight at the Shore club?  After a
bit of chatting on how the trip went and what he would tell people at work
( nothing he said ) I settle down and change into the bikini so we can sit
by the pool and relax and after a while he is putting lotion on my back and
down my legs and then starts to massage in the lotion on my lower ass
checks and I can't help but moan at how good his strong hands feel and
slightly part my legs to feel him slide a finger into my pussy and tell me
how hot I look and that I should just stay this way and come to work like
this.  It ends up making me spread my legs more and feel him now pushing 2
fingers into me and then I feel him stand up and as I look he is dropping
his suit and presenting his cock to me.  It is thick and getting hard and I
lift my ass up and looking at him over my shoulder tell him to fuck me like
he wants to.  Like I want him to!  And with that he drops behind me and
starts to pound into me and I can feel myself thrusting back and panting
about how much I love being fucked by such a man!  I start to push back so
hard he stops thrusting and now it is all me pushing back and forth onto
him like a sex starved nympho!  I can hear his balls slapping up against
mine and my cheeks are smacking back against his hips and wave after wave
of bliss is flowing over me and I am making incoherent moans and sighs as
he finally takes me by the hips and starts to bang me hard and when he
finally comes into me squirting all over my back and butt cheeks, I feel a
intense orgasm shudder through my body and feel my little clit squirt all
over the towel on top of the lounge chair.  It is so intense I think I
black out for a second or two and wake to him down next to me saying how he
could get used to such a passionate lover!  I nod and drift off to sleep.

I wake a few hours later and start to dress for dinner in the red and black
bra, panty and garter set I got earlier in the week with the black leather
mini and red top.  Some dark nylons and my red spike heels.  Some smoky
night eyes, dark red lips and all the jewelry and I am ready to go.  Dinner
is good, a lobster salad for me and streak for him.  Some nice wine and
lots of flirtation and on the way home I have my hand resting high on his
leg and use my thumb to tease his cock whi8le his hand is up on top of the
garter tab and caressing the bare flesh and the nylon covered top of my
thigh.  It is making me so Horney I can't stand it.  He is a gentlemen and
opens the door for me and I make sure to be a little bit of tease and give
him an up skirt moment and take his hand as he lifts me up out of the car.
We are arm in arm as we walk up to the door and as he goes for his keys I
softly call his name and when he turns to me I put my arms around his neck
and kiss him long, slowly and wet with passion and tell him breathlessly as
we stop how I had such a wonderful time tonight being his girlfriend and
when we kiss again I can actually feel my foot pop up like a school girl
fantasy.  He then opens the door and I am all over him, kissing and
frenching and grinding into him and his hands are on my ass and kissing
back and nibbling ion my neck and my leg wraps around his and I moan out
how I want him to make love to me and back away to open his pants and drop
my panties as I kneel down and lick the precome from his turgid member and
standing back up I am pushed against the wall and lifted up onto his
manhood.  He is pumping into me and I am moaning and calling out to him to
fuck me.  "Fuck me with that cock and make me come baby.  Oh god it feels
so good, umm yeah I like it when you fuck me like this!"  He carries me
over to the couch and lays me down onto it and remounts me in the
missionary position and lifts my legs over his shoulders while I reach down
and grab his ass checks to help push him into me.  He is making grunting
noises and it is only making me get more verbal like some horny whore
begging for his cock and come.  I am shocked at how vocal I have become as
a gurl and find it even more exciting.  After a bit, I stop him and sit him
down and mount him facing away so I can lean into him and grind onto him
and his hands come up and cup my breasts with my head turned so we can kiss
and he moans out what a great lover I am and that he is going to fill my
hot white ass with his cum and I feel his cock start to throb and spurt
into me and it makes me come as well in a shuddering orgasm that has us
both stop for a moment and then I slide off him, wrap my lips around his
still semi hard cock and savor our flavors bringing him back to full.  He
looks down and me and says I must like sucking cock as I am so good at it
and that my mouth is made for it.  I moan an assent as I continue to bob up
and down sucking his manhood into my mouth and tickling his balls with my
nails or stroking his shaft making slurping noises.  It is like I can't get
enough of his large dark cock and as I come up I tell him "I just want to
drink you down as I love the taste of you baby.  Your cock is like a sweet
tootsie pop and I am going to get to the candy goodness inside!  Now I want
to drink that come of yours and make you feel good one more time!"  I again
start to slurping and licking and force it all the way down my throat so I
can use a swallowing motion and then come up and bob only on the head and
licking with my tongue on the eye of the beast and then back down
deep-throating him , back up stroking him and sucking on just the head.  I
know he likes this and can feel him bucking into my mouth and moaning and I
can feel him tensing so I pull up and quickly suck on the head and then
lift my mouth away and stick out my tongue while stroking his shaft so he
can squirt out his come into my mouth and on my face.  I rub his cock head
around my mouth to gather up the loose bits of his spunk and pop it all
back into my mouth and look up at him with a happy gleam in my eye and
that's when he tells me that I should be a gurl all the time the way I am
so sexy and obviously happy as a woman.  He takes me into the bedroom and
we cuddle together and fall asleep with him on his back and me snuggled
against his chest.  Two weeks later I am giving notice at work and he has
already decided to hire some bimbo named Kandi to take my place!  I have
also given my landlord notice and one month after that, I had to leave
early on a Friday so I could go for my annual....well really so I could
have my "D" Cup implants done, since Spencer really likes the large
mastectomy ones I had before!  I am even now sporting a cute little diamond
engagement ring and Spencer is talking about us doing Hawaii for the
honeymoon!  I can't wait to wear my dress and then be in the cutest little
bikini I can squeeze into like a wicked weasel boy short bottom that really
shows off the bottom and the tiny see through when wet top!  I know it will
drive him wild...maybe a red one!  Or shall I go for white since it is my
honeymoon and I am a sweet virgin bride!?  I guess that is another story
for another time!