Jessica ( 7 )


Fantasy, Transsexual
Jessica the Transsexual

I have worked for an advert agency for a few years now, and recently I took a Managing editor program position in the bureau. This was a vast opportunity with all the fringe benefit, money etc., that a person could want.

One day when we were having our break of the day meeting a new girl walked in who was gorgeous. She was about 5'7, exotic, and come to find out she was from Puerto anti-racketeering law. When she spoke, she had a very sexy accent that was an even bigger turn on.

After the encounter, and I went back to my office I found myself thinking about the exotic Jessica. I knew she was an employee, and agency dating is frowned upon so I knew not to pursue it.

Weeks went by, and I stopped thinking about Jessica until one Friday good afternoon that I had a meeting with a few people in the department. Jessica walked into the group meeting wearing a pencil skirt, high gear blackguard and a button down top that was tight and you could tell she had big tits.

She sat down at the table near me and she kept staring me down like I was prey. After the meeting she lingered after everyone left, stared at me for a min, smiled and then left.

I looked at the table and saw a while of newspaper publisher with the epithet of a order, and the clock time 9:00 pm. I was so horny for the sleep of the day, but had to contain myself. I got to the club at 9:00. As I got to the doorway I turned around and I saw her slowly walking up in a opprobrious attire, strappy high heel and she looked gorgeous !

"You look handsome boss."I was about to reply,"Shh ... I like calling you boss,"as she gave me a buss, took my hand and we walked inside. After a few drinks and some idle conversation,"let's terpsichore, boss."She took my manus and led me to the dance trading floor.

As we danced she made sure to either press her thorax against me and kiss me or twist around and campaign her voluptuous ass against me and rub against my genitalia.

After awhile, she whispered in my ear,"Let's go to your place boss."We then left and I followed her back to her place. I knew this was wrong, but she was so damn sexy, I had to have her.

When we got to my home she lead me to the life elbow room where she sat me down, then sat on my lap and starting kissing me. She started kissing my cervix, and then started undoing my smash and pants. She then pulled my pants and underwear down and started stroking my already tough stopcock."I am glad that I can turn you on boss."

As she was stroking my rooster, she began to thrash and go down on on my balls,"Want me to suck you off boss ?"I looked down at her as her lingua began circling the tip of my cock and nodded.

She then engulfed my cock as I could sense the dorsum of her pharynx."Oh shit that tone well !"She began to massage my balls as she was going up and down on my cock with veracity,"I want you to fool away your sweet cum down my throat boss."She then went back to sucking my cock like a calf sucking for Milk.

After a few minutes of intensity,"Oh God I am about to cum !"right hand at that import she stuck her finger in my ass ! Despite the blow I could not consider how intense it made my orgasm as I exploded and shook as she massaged my prostate intensifying my sexual climax.

Once I finished one of the best blast jobs I can withdraw, she kissed me, stood up and said,"Have a practiced night, political boss. I will see you on Monday, smiled, and left the room."

We would hang out on occasion, and she would give me a blow job then leave. I was wanting Sir Thomas More, but if that was what she was into then I decided to go along with it. One night while laying on the bed and making out, she said she wanted to fuck, and in my brain all I thought was,"finally !"She got in the reversal cowgirl position on top of my cock and helped guide my peter into her ass ! Not quite what I was expecting, but her ass was so astonishing and felt so undecomposed on my dick I went along with it.

She rode me, moaned and she went back and Forth River on my rooster. After awhile she her moans got louder and from what I could recount must have been fingering herself as she kept saying,"Come with me boss !"Watching her motility back and forth was so turn on, and listening to her I eventually exploded as she began to gyrate and cum.

After a few minute, and I was planning to ask her why she wanted me to fuck her ass, she got up, got dressed, kissed me,"Thank you boss, you were amazing."She then left.

Monday came and she acted like nix happened, in fact a few weeks she hardly spoke to me, so I left it as a night of fun, and to move on. Then, the on Friday, as I was about to leave there was a note on my desk, and I could severalise it was her handwriting.

"My place, 9:00 pm. prison term to return the favor, see you then."Signed, honcho. Well, my creative thinker was racing at the fact that I was going to hook up with her again, and I really wanted to get fuck her. Why did she signalise boss ? Oh well, she seems to know how to turn me on so I will roll with it.

That night I arrived at her place, and soon after I rang her bell,"The room access opened, but it was form of dark so I could not really see her."semen in, and why don't you have a bum"well, it was different, but I figured I would roll with it again.

As I sat down in the chair I noticed the room was only lit by candles, so I could only compute she was in quite the mood to get right down to business. She came up from behind, handed me a drink then kissed my cheek,"I will be ripe back."

After a few minutes of waiting and wondering what was going on she slowly walked in, then stood there looking at me.

She was wearing thigh high leather boots that had to be like six inches high ! She had a leather bra top and a dame, and she looked hot !"Tonight you are going to get me horny, then I am going to fuck you and point you who is hirer !"

She walked up to me and we started kissing. I started kissing her neck, then undid her bra to uncover her beautiful chest, and I could severalise she got a knocker job, but damn if they were not amazing to come to and kiss. I nibbled on her mammilla and was kissing her stomach,"Ok, time to gain your boss really horny, you have done good so far."She pushed my head down, and I pulled up her skirt, and she had a penis !

"What the ?"“ I am a transsexual, and I got you off, now you are going to get me hard, and then I am going to lie with you."

Before I could say anything,"If you don't I will tell everyone at work what happened, and that you hooked up with a transsexual, so the way I see it, make me happy, or else."

Well, I had no alternative, so I grabbed her penis, which was quite bombastic and started to stroke it, figuring this would be okay for her. After a hour of stroking and her cock was getting bigger, she then said,"Not bad, but now it is time to get to work, now open your oral fissure for your boss !"

I opened my mouth and she grabbed the back of my psyche and guided her growing cock into my mouth, then slowly put it into the back of my sass."Oh yeah baby, let's get my peter wet, because I can't wait to bed you.

She was slowly face fucking my sassing, and I would gag on social function."saliva on it !"She took her hammer out then I spit on it and she slid it back in my mouth as she kept sliding in and out,"Mmm..baby, you are making me happy and randy. Now take off your pant, and bend dexter over for your boss."

I did as she instructed, and then she walked up behind me and began to finger my ass. After a few moments I could feel the headland of her hammer begin to press against my ass."You have such a Nice tight ass, I am going to enjoy fucking you."

It definitely was hurting as she began to push the top dog of her stopcock inside my ass,"Uh..ugh..shit !"“ Aww, is it hurting ? I have only gotten started."She pushed her pecker in deeper as I could feel it fill me up and my ass squeezing her peter. She slowly pulled back, then a bit deeper, and at to the lowest degree she was being gentle as she was fucking my ass."Mmm..your ass really does experience nice around my cock, I am honored to be the one to drive away your virginity."

Her pace quickened a bit,"Oh bullshit, damn, it still hurts,"As she began to plunge recondite inside and giggled at me. She reached forward and began to stroke my hammer a little,"Mmm..can't service, but notice you are already hard for your new boss. If I didn't know any better I would think you are starting to enjoy getting fucked by your boss."

That is when I realized I was punishing, and I was starting to savour this. Is this right wing ? Do I like getting fucked in the ass ?"Uh..fuck..oh..shit yeah !"As she began to fucking me knockout I was beginning to bask her tool sliding in my ass, and was turned on by her taking over my trunk and using me."Mmm..your boss is well-chosen, and now I am going to fuck you like the handmaid you are !"

She grabbed my hip and began to know me bass and faster, as my ass was now hers to do with as she wanted."Oh God yesss..that is it, fuck me boss, fuck my ass like the strumpet I am ..Oh God yes !"A few consequence of fucking my ass ferociously,"Your political boss is going to cum you slut !"At the sound of her saying that my cock began to detonate with cum all over as she began to squeeze harder a few Sir Thomas More times until she gave one hold up thrust trench in my ass.

I could barely check myself up as she then pulled out of my now aching ass, but yet it was satisfied with what happened."Mmm..your boss is getting very happy with you, and now you can let yourself out. hold a commodity night slut."

She left the room, and as I laid there confused, I got dressed and left. I was not sure enough what to think about all of it, but I figured she got what she wanted and I was off the draw. I was surprised out how much I did enjoy it.

The next few hebdomad went on like nothing happened and I figured she was done, and got what she wanted out of me. Again on a Friday, I was sitting in my office and she walked in, closed the room access and locked it. She walked up to me, and sat on the border of my desk and kissed me passionately and with a flak that was erotic.

"Mmm..I am gladiola you enjoyed your time with your new foreman slut, but I have one Thomas More thing to do with you before I am happy with you. Meet me at my blank space tonight at 8, and don't be tardily for your boss."She kissed me again and rubbed my genitalia, then left my part.

I was not sure what to think, but I knew I was turned on, and now wanted more of her, even if she was dissimilar, but still very sexy.

I knocked on her door, and when she opened it, she was wearing some sort of trench coat smiling. I was not sure what to think, but I knew she was up to something. I walked in and she led me to the sleeping accommodation. I realized this was going to be concern already. She sat me on the bed, kissed me then walked out.

A few present moment later, she walked back in with another young woman wearing a oceanic abyss coat. They came up to me and both kissed me, took a footmark back then took their coats off. Both of them were wearing lacy bras, supporter, thigh high stockings and high dog."This is my friend Vanity. I told her about you, and now she wants to have a go at it you."dressing table was about the same summit as Jessica, auburn hair and had huge boob. She walked up me to, gave me a candy kiss."I want you to pull my step-in down so you can see what I have for you."

I did as instructed as I slowly pulled her panties down to unveil a really big cock !"devotee, my cock is 10 inch, and by the time I am done, you are going to aim all of it as I fuck you."She kissed me again.

"Now I know you sucked her turncock, and you are going to lactate my cock too before I fuck you,"She smiled as I knelt down understanding my new role. I put her cock in my hand, started to stroke then kissed and tongued the fountainhead of her already thick cock."Mmm, very nice, now put the drumhead of my cock in your niggling cocotte mouth."

I slowly put the top dog in my oral cavity as she instructed and circled it with my knife. I could already feel it starting to get in my rima oris. She gently grabbed the spinal column of my pass and began caressing it. She then slowly slid her cock in my mouth deeper, then back out."Good fan, you are getting adept at set out my cock soft touch. Now spit on my cock."She pulled her rooster out, and I spit on it, then she slid it back in my mouth, deeper this clip, and made me gag a little. She pulled out, kneeled down and kissed me as our spit danced together, which she was an incredible visage. She then stroked my cock for a few moments."You are making me very happy lover."

She then stood up again, and there I was facing her huge cock again,"Proceed devotee. My cock needs more than attention."I stroked her cock as I began to lick up and down her big scape, then putting her hammer in my oral fissure trying to go deeper in my mouth because I knew that would make her happy. I really wanted to defecate her happy.

As I began to take in Sir Thomas More of her big cock I noticed Jessica walk around behind me. She pulled my bloomers down and began rubbing my ass. Veronica grabbed the rear of my heading and gently pulled me into her cock occasionally making me gag as she began to present fuck my mouth.

Jessica slipped a finger in my ass, and I noticed my cock got hard, and as she moved it around my prostate I was really getting turned on.

"Okay lover, suck her good because I am going to loose your ass up for her big cock, and you are going to take it all."She slapped my ass and began to push her cock slowly in my ass.

I moaned in pleasure as I was being violated by both of them and somehow it felt like a aspiration. After a few moments of easygoing her cock inside me Jessica began to start fucking me trench and hard as she put her script on my ass occasionally slapping it. Veronica began to face fuck my sassing as I kept trying to proceed up sucking her cock and making her happy.

So there I was on all fours, sucking the biggest cock I have ever seen and getting fucked like a dog, and in all of this, I loved it ! My moans got louder as Jessica would fuck my ass harder and deeper. This was an amazing experience I didn't want to end.

"I am going to cum lover !"Said Jessica, and she began to fuck my ass deeper and faster, then a few consequence later,"Uuhh, yes infant that's it mmm… !"As she came she thrust inside me a few More times until she leaned against me, bit my ear,"Mm.. very nice lover, I know speedwell is cook for you."

Veronica grabbed my chin and pulled my look up and looked at me,"Mmm..now it is my turn."She leaned down and gave me a kiss.

Jessica slowly pulled out of my ass and I saw her walk in front of me as speedwell now was behind me. Jessica's cock was still firmly and had cum all over it."I came so hard inside you lover, and lubricated your ass for her big putz.

I felt veronica's finger slide in my ass slowly, as I knew speedwell was prepping my ass for what was about to be a brutal fuck, but somehow I knew I wanted this, and needed this.

She then started pushing her thick peter slowly into my ass, and even though it hurt, I was so turned on that it felt skilful too."That's it lover, apply into your new boss..because your ass is about to be mine"she chuckled, which I knew this would be rough.

She pushed her cock in deeper,"Oh my God !"it was really starting to stretch my ass out !"You like that ?"I nodded yes Maam. ”, but felt so good ! I love hearing you moan for me. I want you to moan for your political boss when I really fuck you..mmm."She slowly pulled back and then pushed even deeper."Mmm..your ass is stretching out for me so nicely lover, you know you want to be fucked like a slut, and that is what I am going to do,"she pulled back again and then went even deeper inside, and now I wanted all of it.

"Don't worry buff, I have a few More column inch to go until all of my cock is prepare to fuck you properly."She pulled back again, but started slowly fucking my ass and going deeper with each push. Jessica was sitting in the chair watching me get hump stroking her cock."give way me that dick !"I moaned.

Seeing Jessica turned on like she was and getting fucked by the sexy Veronika was turning me on, and they knew it."looking Jess, our slovenly woman has a big hard on, you were right, he really is an ass slut !"She grabbed onto my hips and start pumping my ass with vigor."Oh god that feeeels good…oh yes !"I exclaimed, giving into the moment and wanting this more and more.

"Oh God, that's it, fuck me faster !"She originate pumping faster, and every accident was amazing with her big thick putz just pounding me."Uh, uh, yeaaah, oh god."She slapped my ass."Oh yeah, that's it !"You are now mine !"She laughed and slapped my ass again.

She was pumping me at a rhythm method now and I knew eventually I would cum so arduous."Ah yeah, feels so right Maam, God yeah."“ You like that sister ?"I nodded in response,"Oh God yes Maam, like that !"She slapped my ass a few to a greater extent times."Oh my God faster please !"

Her step quickened, and felt so amazing."Oh my God, I want to cum !"She slapped my ass again and chuckled,"Say please trollop !"Then thrust inside me deep and intemperately."Oh God, delight please please hold me cum ! I will do anything, please !"She slapped my ass a few more times."You want to cum ? enjoin me you are now my pet."I nodded,"I am now your pet Maam, God please clear me cum !"

Her footstep then quickened as she was now impaling my ass, and I knew I could not take this feeling much longer."Oh my God yes yes, I am cumming !"My dick at that moment exploded with cum all over and the sensation was unbelievable. My consistence shook, and it felt like I was not going to stop over cumming, and all the while she kept pumping me, which made this even more incredible.

Right as my body was starting to calm down,"Im cumming lover, yes, watching you cum was such a play on !"She thrust inside a few more clip, which felt amazing and my consistency was practically limp, but I was overwhelmed with this unbelievable feeling, until finally she collapsed on top of my back.

"That was great lover, you took my whole stopcock like a champ. Now go shower up and get into bed. We are going to take turns fucking you tonight."I nodded, and did as they instructed, knowing my life would never be the same, if anything it was even better .
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