My First Time With Joe ( 0 )


Gay, Hardcore, Oral-Sex, Transvestite
Hey everyone this is the Lapplander confessedly chronicle I wrote a few yr back on a previous story ( BisexualCockWhore ) but in very much heavy detail for all you viewers ; )

If you want to take the inadequate version I wrote on a late history go to the link below :
http : //stories.xnxx.com/story/28858/My first time with Joe


By the time I was 21, I had moved out of my old household and into a savourless just outside of Pittsburgh of the South city Centre, it was n't much but for me, it was home. A place to call my own. A position where I could cross-dress freely without fearfulness of getting caught out with a dildo in my ass. For the first week or so I did n't venture out much, unless I paying lease upfront or getting food and drinks from the quoin shop. I would stay indoors, walking around either in the nude or any of my slutty outfits that I wanted to, playing with myself whilst developing a much curvier, womanly body.

Such exemption was a go on for me, thankfully I had ordered a numerous sum of money of sex miniature and intimate apparel from the Ann Summers website. That 's the ravisher of the net, it allows cross-dresser like me to remain incognito to the public eye until they see fit to let out themselves. One day, after pleasuring myself for so long in the shower, I decided that I would take the risk of going out in public dressed as a woman, but I would plume up in a pubic toilet stall in lodge to prevent any suspicion. So I packed my getup for the day into a decent sized bag. nil slutty this time 'round, just a simple pair of blue blue jean jeans with a white tank top and high heels.

Feeling the sexual pleasures of attempting to cross-dress outside of my flat made me slip on a white lace thong with matching bra underneath my"male"apparel. I then headed out the door towards the city essence, where I would begin my public aliveness as a full-time cross-dresser.
Whilst walking through town, I made sure to prevent my heading down in case anyone saw me, but I could n't didder the feeling out of my head that someone was trying to get my attention.

"Hey !"I heard from a fair distance away, the mass in which it was shouted caused me to bend my heading, thinking someone was calling me. But I did n't see anyone so I continued walking.
"Hey ! St. David !"the somebody shouted again, once again I turned around but did n't see anyone. I picked up the pace to get away from the soul but eventually they caught up with me as they turned me around by the shoulder. I was about to run until I saw who the person calling me was.

It was Joseph, my mums trade good Friend and the man who had bagged me my first job. Granted that job was to look after his 13 year old son whilst he and his wife were at study. But it was a job nonetheless. Joseph had the been the man of my fantasies from the moment I first laid centre on him. Whenever I saw him I 'd just mellow out away into the erotic idea and today was no different.

"How 've you been match !"He asked joyfully as he hugged me. I had to balk my urges whilst returning the good gesture.
"I 've been alright, just moved into my own flat up the street"
"Oh that 's bang-up !"He replied"Man it really is great to see you again, how about you come down mine for a drink ?

My head thought back to my original intention of cross-dressing in public, but since was a such kind-hearted man I could n't resist, so I put my task on hold for one hunk of man.
"Sure, why not ?"I replied"I did n't have lots planned today anyway"
"Super ! Let 's go then"
On the way back to his, we talked about things that had happened to us over the years since we had last seen each other. The completely time he was talking I just could n't take my eyes off of him, although we was only 40 years old, he had the dead body of a god. Muscular, well-toned and a fine bulge in his jeans which left no stretching to the imagination.

Eventually we reached his house and he invited me in. When I walked through the familiar hallway once again it felt as if I had only been there yesterday as it looked exactly the same.
"Coke ?"Asked Joseph as he got 2 glasses out of the cupboard.
"Please"I replied politely, noticing that the house seemed rather empty. As Joseph handed my methamphetamine hydrochloride I decided to ask him about it.

"Thank you Joe, Uh. I was just wondering, why does the house seem so muted and ... empty ?"
As soon as I had asked the question, Chief Joseph 's eyes grew heavy and he slumped onto the old arm chair close by.
"I should 've told you on the way here."He said with sorrowfulness in his voice.
"Told me what ?"I asked, moving slightly closer to him.
"Me and Sandra, we divorced a few hebdomad ago"
"What ? !"I said, nearly dropping my glass, only just catching it time."Why ? !"
"It was my doing"He replied, this time sounding a little more cheerful"She caught me in bed with a cross-dresser and -

Before he could land up his sentence, he was interrupted by the sound of my glass shattering on the living room floor. I had lost all control as I heard his Holy Scripture echoing through my thinker. Did he really just admit that he had sex with a Transvestite ?
"A-but-I-I view you and Sandra were happy"I stuttered, still ineffective to march his words properly.
"We were, but I just got tired. She would nag and backbite at me for no reason."
"But why cheat ?"I asked. Appalled but at the same time, intrigued.
"She just would n't throw sex with me any more"He replied with more annoyance than grief
"I know it was n't the flop affair to do, but I enjoyed it. The man looked so convert, even I forgot for a minute that I was fucking a transvestite ... Truth be told David."He said, looking right into my eyes. As if trying to figure something out.
"Truth be told, I do n't repent doing it, neither do I regret being caught"

"So, wh-what happened ?"I asked, finally able to gather some of my signified again.
"We argued for calendar week, until she just filed the papers and forced me to sign them. My son chose to go with her to Florida, I have n't heard from them since."
"I 'm ... I 'm drab"
"Do n't be"He replied with a sentiency of self-confidence"It opened my eyes to what I truly enjoy, I do n't make out why but I love to have sex with transvestite, the cerebration of it just turns me on"

I could barely hold in my luxuria for him as he continued to preach about his love for cross-dressers, it was only then I realised the slew I had made a few minutes earlier.
"Oh god !"I exclaimed, looking at the mess hall"I 'm so sorry !"
"Huh ? Oh, it 's no worries Saint David, I'm sorry I shocked you so much."

I said aught as I went to get the dustpan and light touch, in the post it always was. I immediately fell to my knee joint and started sweeping up the shards of glass, leaving the coke for the time being.

"David ?"I heard Joe ask from behind me.
"What is it ?"I replied, still sweeping up the glass.
"Is that a Thong I see ?"

Within bit of those words leaving his lip, it clicked in my promontory. I had completely forgotten that I had decided to put on a bra and thong underneath before slipping everything else on. I immediately stood up and without saying a word and made my way towards the door.
"David ! ?"Chief Joseph cried after me"Where 're you going ?"
"habitation !"I replied, holding back crying of shame.
"Why ?"
"Because I did n't do this for you !"
"Do what ? The Thong ?"
I nodded."Joe ... There 's something you have n't known about me"

"I get the feeling I know where this is going"He said, ushering my backbone over to the chair.
"I 'm ... a cross-dresser. I have been since I was 15 and It did n't stop after I met you, rather ... It got better. I've only just mustered the courage to wear the flip-flop and bra today."
"I see."Was all he said.
"I 've fantasised about you Chief Joseph, for years now. But that 's not why I came here today. I had no estimate of what happened with your wife until today ... I just ... I want you."

"So ..."He said, standing up"All this time you 've been pleasuring yourself over me ? Dressing up like a char ?"
I nodded again, thinking he was angry at me until he lifted my face up to satisfy his eyes. Which showed care and lust.
"fountainhead might I say I had a pin-up sentiment of you when you were out to over."He said, giving me a reassuring wink that everything was okay.

With that wink, every feeling I had of running out of the door disappeared and were replaced with years upon years of lustful thought. I wanted him more than ever now, because I knew that he wanted me.

"W-would you like to see that perspective again ?"I asked, still neural despite my new sensation of belonging.
"Would I ever !"I replied, ushering me to stand up.
Within moments I was bending over the arm death chair, pulling down my jeans ever so slightly in orderliness to give him the fully view.
"Oh wow"he said as he marvelled at the sight of my clean, shaven, womanly organic structure."Sexy is only one way to put it"
"You like it then child ?"I asked in a seductive feeling as I bent further forward, arching my ass into the air in guild to give him an even better view.
"Oh I love it !"He replied"Could you take everything off except your bra and thong for me ?"
"Y-you want me to strip for you ?"I asked, face creeping up my backbone again.
"Yes, but do n't call on around, not yet"

With that, I slowly took off my trousers along with my shoes and top, leaving me in just my lacy iota bra and G-string, I even adjusted my hair in order to get to it slightly more feminine.
"Incredible figure"I heard Joe say"You 've definitely been at it for a while"
"6 years and counting baby"I replied.
"You can turn around now"He said and I did just that. I almost doubled back at the sight I witnessed.

There he stood, my lump of a man naked as the day he was born, holding his rock candy hard cock with his remaining hand. I felt my own prick Begin to tighten up at the mass of his beautiful goliath of a cock.

"D'you like what you see ?"He asked me"Because I certainly like what I'm seeing from my end"
On instinct I began to cover myself up as I had never cross-dressed in front of anyone except for myself in the mirror. I was n't used to it.
"Do n't cover yourself up Jacques Louis David"He said as he moved closer towards me"Be proud of you gorgeous eubstance ... I only wish well you had told me Sooner, maybe it could 've been you who got caught with me by Sandra."

The thought of being fucked by Joe drove me to my knee 's, directly in front of his bulging dick. I licked my backtalk in anticipation, but he stopped me before I could begin.
"I do n't desire to coerce you into this David"He said with serious-mindedness in his voice"You do n't give to do this if you do n't want to"
"Chief Joseph infant"I replied"I 've been waiting for this day for over 6 years.

As soon as I finished my judgment of conviction I wasted no fourth dimension in licking the head of his rooster, causing it to twinge and slightly grow. I looked up at him with lustfulness in my eyes and he returned the glimpse, granting me permit to at long death, suck his dick.

It felt amazing to finally be able-bodied to suck on my military personnel cock, I played with him a for piece, licking the head of the tool or running my tongue up and down his peter. I looked up to him as I took the maiden few inches of his peter into my back talk, flicking my tongue against it in order to aim him even wilder. I did n't contain at only a few inch, I kept taking more and more than inside until all of his John Rock knockout hammer was at the back of my throat. I started to gag at first but then I calmed down and started a back and Forth movement, savouring every end in of my lovers cock.

"David ! I'm-I 'm gon na cum !"He shouted. But I did n't respond, Instead I grabbed his ass impudence, using them as leverage in rules of order for me to suck his prick even quicker. Whilst I continued to deep throat him, I slid a finger into his ass and within irregular I felt his cock twitch. Soon enough, shot after shot of his hot sticky cum was fired in my back talk and I swallowed as much as I could, but so much came that I had to follow up for air and I was given a facial with his cum. Once he had finished I licked every cobbler's last drop off of his hammer and my face. He tasted so good.

"St. David ... that was ... that was"Joe said as he fell back onto the chair, unable to stand up after letting loose so much cum. It was obvious he had n't had a blow-job in a longsighted while.
"That was ?"I asked, wiping off the final few bits of cum off of my face.
"Incredible ..."Was all he cold say as he tilted his head back in pleasure, relaxing on the chair.

"oh no you do n't"I thought to myself. I was n't done with him yet, so I sat on his semi-hard cock and looked deeply into his eyes.
"You do n't think that 's all I ever thought about did you ?"I playfully asked as I grinded up against him.
"Oh not by a hanker guess"He said"I think we should adopt this next part upstairs, do n't you ?"
"child you read my mind"I said as I got off of him to see that his cock had began to slowly grow again. I giggled with anticipation as he led me up the stairs, he then turned to me. But he looked concerned this time.

"Do n't you feel bad about doing this ?"He asked me.
"Why should I ?"I replied with confidence."Sandra 's gone so there 's nothing stopping me"
I grabbed his turncock again, almost giving him another snow job there and then on the stairs, but he took me to the top floor and stopped at the first of all door on the left field. He then carried on towards the end of the hall, leaving me at the for the first time door.

"Are n't you coming in with me baby ?"I said, playfully stroking my ass as I winked at him. I could see that he wanted to, but instead he carried on to the end of the hall.

"I want you to become the woman you want to be Saint David. Inside that room is everything you need. I'll be waiting for you in here my love."
With that he walked into the elbow room and closed the door, I moved towards the doorway in movement of me and opened it slowly. What I saw within, fellate my mind.

Inside was the treasure cover charge for any cross-dresser to come across, dress of all forms were carefully laid out. make-up on one table and a mirror on the other. I wasted no time in transforming myself into the woman that I've wanted to be since I was 15 years old. The process took no more than than 10 bit as I had experience with make-up and habiliment before. I settled with a rigorous pitch-dark and red corset with mordant fishing net suspender. Combined with a duo of stiletto high blackguard. I styled my hair into a ponytail and applied a the right way amount of constitution in order to do myself take care completely feminine.

Before leaving, I took a aspect in the mirror, I did n't see a Cy Young man hiding from his nature any more than. I saw a confident, Young, sexy transvestite. I walked over to the cleaning lady in the mirror and started straight at it. Almost unable to believe that the woman in the mirror was me.

"You 're no longer a man ... You 're a adult female"I said to myself. Completely confident and for the first clip in my life. well-fixed with who I was and what I was doing. I left the room and went down the manor hall, knocking on the doorway that I knew Joseph was behind.
"Come in"He said, so I turned the doorway knob and slowly opened the door.
The way was surprisingly empty, save for the replicate poof sized bed to the side of the room, Joe was standing with his back to me, still completely naked. He looked so beautiful, I fell in love.

"What d'you think lover ?"I asked him, causing him to turn around. Within seconds of seeing me his middle grew panoptic with amazement and his jaw almost dropped to the story. I giggled and began to blush at his reaction, he was the 1st man to ever see me fully feminine and judgment by his reaction, he really liked.

"You look ... amazing"He said.
"Really ?"I replied, blushing even more."honorable than Sandra ?"
"A grand clip better than Sandra !"he exclaimed"David, you look so ... beautiful"
"I 'm not David"I replied with a keister timbre"Not any more"
"Oh ?"He asked with oddity"So what do I call off my lover now ?"He said as we slowly walked towards each other, eventually holding each other in a romantic embrace. I looked into his eyes, glistening with love life and lust and said ;


"outcry me, Davina my love"I said it with such authority that a smile formed on my human face"I 'm your Davina"

We embraced in a passionate kiss for what seemed like forever. He then moved me over to the bed, still holding me in a lover embrace, kissing the side of meat of my neck until we fell onto the bed. We lay there for a few minutes ravishing in each others pleasure, his helping hand ran all over my dead body ; my curve ball, my ass until he eventually ran his bridge player over my sway hard cock. He looked at me with pure lust in his eyes and then slid me fully onto the bed, pulling my legs apart. He then reached over for the lube and covered his shaft with it, sliding his lube covered helping hand over my ass-hole which made me giggle.

"Are you ready ?"He asked, sliding his stopcock closer towards my ass-hole.
"Take me"I said, lifting my legs into the air"I 'm yours"
Within seconds I felt the head of his cock pushing against my ass-hole. It resisted at commencement but Joe applied a little more hale and with a loud squelching sound, a soundly portion of his cock slid inside of me. The pleasure I felt from the outset s of him being inside me was unforgettable.

He immediately began to hurtle cryptic inside of me, for a short circuit while it was slightly painful but it soon turned into thoroughgoing delight. The man of my pipe dream was fucking me, I was his lover now. I had replaced his wife. I was Joseph Janston 's buff and the very thought of that made me moan in ecstatic joy as I moved in prison term with his thrusts, each one going deeper and deeper. I clung onto the bed rag as my moaning grew louder and louder, I was in heaven, I had never experienced another mans cock inside of me before. It was beautiful, it was everything I dreamed it would be and more.

"Oh god ..."I said as he continued to bang me"Joe you 're so ... so ... fucking near"
Joe did n't say anything as he lifted my legs further into the air, driving his prick deeper inside me. Which in turn made me scream with pleasure, I did n't care if anyone heard us ! I wanted the mankind to know of the pleasures I was receiving.
"Joseph !"I screamed"Fuck me arduous sister !"
"Are you sure ?"He replied, still pounding away at me.
"Yes !"I exclaimed"twist me over and eff your buff ass ! I'm all yours now ! fucking me !"

Without a present moment hesitation, he turned my eubstance around and made me get on my workforce and knees on the bed, I leant forward in order of magnitude to stick my ass further into the air, Inviting him to take me.
"It 's all yours baby !"I said"takings me"
He then grabbed my curves and drove his hammer all the way inside me. I screamed into the pillows as I felt his giant prick thrust in and out of me, I lifted my chief back up and looked into his eyes.

"D'you like it baby ?"I said in-between pant"D'you like my crocked ass ?"
"I ... fucking ... make love it !"He shouted as he pounded me harder and harder.
"Do n't stop then !"I said as I grabbed wait of my cock and started to jack myself off. Adding to my already endless river of erotic pleasure.
"Davina !"He shouted, his thrusting getting faster and harder"I 'm gon na ... I 'm gon na !"
"Do n't tell me !"I said, moving my dead body in time with his"Just let it happen"

We both went silent for a few s before moaning in unison as he fucked me in the ass and I jerked myself off. As I felt my own putz begin to tweet I also felt his vellication inside me, I did n't want to blow any of it so I furiously pounded away at his peter, jacking myself off at the same sentence until I heard him scream from behind me and I began to feel his hot mucilaginous load take my ass-hole all the way. The sheer pleasure of his cum filling my ass-hole drove chisel me over the edge. I let out the gimcrack scream potential as I came all over the bedsheets, even thought we were both cumming, Joseph continued to fuck me. I felt every morsel of cum flow out of my ass, leaking out onto his hammer and eventually onto the bedsheets until we both collapsed in absolute exhaustion.

We lay there in our own cum soaked bedsheets for years. Occasionally kissing and fondling each former, it was pure heaven. And I had no design of leaving it.
"That was ... the in effect I've ever had Joe"I said softly, gazing into his eyes.
"The Same goes for you sweetheart"He replied with a cheeky nictitation. I giggled in reception and lay back down as he continued to buss me.
"I 'll get your bag from downstairs"He said"That way you can pick yourself up"
"Do you have to go ?"I said, feeling sad for the first sentence in a spell. I did n't want him to leave my side.

"Unfortunately yes"He replied"I have a Friend from work coming down soon. I just was n't expecting this to pass"
"Do you rue it ?"I asked, the impression of headache and doubt creeping up on me.
"No"he replied sternly"Not in the slightest. I'll go get your bag lulu"
With that he kissed me one more clock time on the lips, then showed me to the shower. My mind raced with the many thoughts of the two of us fucking in the shower, but I knew he had former matters to attend to so I slipped out of my lingerie and cleaned myself up. About 5 minutes into my shower the door opened and my bag was placed just by the room access, after I had finished my shower I picked up the bag and went back into the room filled with clothes and make-up.

After about 10 minutes I emerged from the room with the aspect that I had intended for originally. White tank top with blue blue jean jeans and high heels, I even had my gabardine lace bra and flip-flop on underneath to fill out the outfit, along with some perfume and make-up.
I headed downstairs and heard Joe 's voice along with another persons. I felt nervous again as I continued to go down the stairs, this clock time at a slower tempo. Eventually I came side to face with the ally that Joe was talking about.

"fountainhead well well"He said in a charismatic smell"This is the charwoman that 's replaced Sandra ?"
"The one and only"Joe replied"Brian, meet Davina. Davina, this is my acquaintance Brian"
mind jokingly bowed in presence of me, I could n't help but let out a little chuckle.
"Pleased to adjoin your friend madam"He said, causing me to blush and bumble. Before I could say anything he stood and said ;
"Do n't occupy hun, you 're arcanum secure with me"
"Wh-what ?"I replied. Shocked by what he said.
"I know you 're a cross-dresser"he said flatly"I must say you did have me fooled for a minute, but nonetheless your secret good"He winked at me, making me bloom again.
"Th-thank you, Brian"I managed to say."Pleasure to meet you as well"

Brian chuckled, then looked over to Joe again.
"He 's one hell of babe !"he said, slapping my ass which made me start towards Joe.
"That he is"Joe replied softly, then looking to me"I 'll see you tomorrow then sweetheart ?"
He looked into my eyes as he said it, making me believe that I was more than just a horny fling. A huge grin grew on my look as I nuzzled in his chest whilst he held me.
"Yeah, I'll see you tomorrow"I said, eventually tearing myself away from him and making my way to the door.

"Oh hey ! Davina !"I heard Brian cry, as I turned around I barely caught my keys that he flung at me.
"Do n't forget those !"He bellowed"Also, Joey-boy here forgot to mention that he snuck his own key onto your little set there."
I looked at my key-chain and realised that Brain was correct, one of Joe 's bronze house keys was hanging along side mine. I smiled at the two of them and thanked them as I made my way out of the house. I walked down the street, finally feeling like myself. The person that I was meant to be, any previous doubt or concern about anyone picking me out as a man wearing fair sex clothing had boiled away to nothing.

On that day, I walked through the streets of Pittsburgh of the South metropolis Centre as a char. No-one knew the wiser, I even saw some guys looking at my body, I could only imagine what sort of perverted thoughts were going through their head at the fourth dimension and they filled me with joy. I had succeeded in becoming the cleaning woman I was born to be and I had also bagged an bewilder lover in the process and what happened a few calendar month later made everything all the more perfect.

Part 2 will be coming soon xxxx
Sign-in {% trans 'to add this to Watch Later list' %}
{% trans 'Sign-in' %} to perform this action