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!