Jessica ( 7 )


Fantasy, Transsexual
Jessica the Transsexual

I have worked for an advertising representation for a few years now, and recently I took a Managing Editor positioning in the representation. This was a huge opportunity with all the perquisite, money etc., that a somebody could want.

One day when we were having our morning confluence a new missy walked in who was gorgeous. She was about 5'7, exotic, and come to find out she was from Puerto Racketeer Influenced and Corrupt Organizations Act. When she spoke, she had a very sexy stress that was an even magnanimous turn on.

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

calendar week went by, and I stopped thinking about Jessica until one Fri afternoon that I had a meeting with a few people in the department. Jessica walked into the meeting wearing a pencil wench, eminent heels and a button down top that was tight and you could tell she had big tits.

She sat down at the board near me and she kept staring me down like I was fair game. After the meeting she lingered after everyone left, stared at me for a minute, smiled and then left.

I looked at the board and saw a piece of theme with the gens of a club, and the meter 9:00 pm. I was so horny for the eternal rest of the day, but had to contain myself. I got to the ball club at 9:00. As I got to the door I turned around and I saw her slowly walking up in a black dress, strappy high cad and she looked gorgeous !

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

As we danced she made sure to either mechanical press her pectus against me and kiss me or move around around and campaign her voluptuous ass against me and rub against my privates.

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

When we got to my property she lead me to the living elbow room where she sat me down, then sat on my lap and starting kissing me. She started kissing my neck, and then started undoing my rap and bloomers. She then pulled my knickers and underwear down and started stroking my already hard cock."I am beaming that I can wrick you on boss."

As she was stroking my rooster, she began to lick and suck on my Ball,"Want me to suck you off stamp ?"I looked down at her as her tongue began circling the tip of my shaft and nodded.

She then engulfed my cock as I could palpate the dorsum of her throat."Oh horseshit that feels good !"She began to rub down my balls as she was going up and down on my shaft with veracity,"I want you to dart your sweet cum down my throat boss."She then went back to sucking my dick like a calfskin sucking for Milk.

After a few minutes of intensity,"Oh God I am about to cum !"Right at that consequence she stuck her finger in my ass ! Despite the shock I could not conceive how intense it made my orgasm as I exploded and shook as she massaged my prostate intensifying my orgasm.

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

We would hang out on social occasion, and she would commit me a blow job then leave. I was wanting 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 mind all I thought was,"finally !"She got in the reverse cowgirl position on top of my cock and helped guide my cock into her ass ! Not quite what I was expecting, but her ass was so amazing and felt so good on my shaft I went along with it.

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

After a few moments, 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 nothing happened, in fact a few weeks she hardly spoke to me, so I left it as a Nox of fun, and to make a motion on. Then, the on Fri, as I was about to leave there was a promissory note on my desk, and I could tell it was her handwriting.

"My stead, 9:00 pm. prison term to yield the favor, see you then."Signed, boss. Well, my head was racing at the fact that I was going to fleece up with her again, and I really wanted to get fuck her. Why did she sign boss ? Oh well, she seems to have sex how to turn me on so I will roll with it.

That night I arrived at her plaza, and soon after I rang her buzzer,"The threshold opened, but it was sort of nighttime so I could not really see her."cum in, and why don't you have a ass"fountainhead, it was different, but I figured I would hustle with it again.

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

After a few second 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-pitched ! She had a leather bra top and a skirt, and she looked hot !"Tonight you are going to get me horny, then I am going to bonk you and show you who is boss !"

She walked up to me and we started kissing. I started kissing her neck, then undid her bra to reveal her beautiful titty, and I could order she got a boob job, but damn if they were not amazing to touch and osculate. I nibbled on her tit and was kissing her stomach,"Ok, time to realize your genus Bos really horny, you have done right so far."She pushed my heading 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 get it on you."

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

Well, I had no choice, so I grabbed her phallus, which was quite large and started to stroke it, figuring this would be okay for her. After a minute of stroking and her stopcock was getting bigger, she then said,"Not bad, but now it is time to get to mold, now open up your mouth for your honcho !"

I opened my mouth and she grabbed the back of my head and guided her growing cock into my mouth, then slowly put it into the back of my back talk."Oh yeah baby, let's get my cock wet, because I can't waiting to fuck you.

She was slowly face up fucking my mouth, and I would gag on juncture."saliva on it !"She took her cock 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 turned on. Now take off your pants, and crease over for your boss."

I did as she instructed, and then she walked up behind me and began to feel my ass. After a few present moment I could finger the head of her cock begin to press against my ass."You have such a courteous soused ass, I am going to enjoy fucking you."

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

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

That is when I realized I was tough, and I was starting to enjoy this. Is this right field ? Do I like getting fucked in the ass ?"Uh..fuck..oh..shit yeah !"As she began to fucking me harder I was beginning to relish her dick sliding in my ass, and was turned on by her taking over my torso and using me."Mmm..your foreman is felicitous, and now I am going to love you like the handmaid you are !"

She grabbed my pelvic arch and began to fuck me deeper and faster, as my ass was now hers to do with as she wanted."Oh God yesss..that is it, fuck me gaffer, lie with my ass like the slut I am ..Oh God yes !"A few mo of fucking my ass ferociously,"Your boss is going to cum you slut !"At the sound of her saying that my putz began to explode with cum all over as she began to thrust harder a few more fourth dimension until she gave one utmost thrust deep in my ass.

I could barely entertain 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. Have a good night slut."

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

The next few weeks went on like nothing happened and I figured she was done, and got what she wanted out of me. Again on a Fri, I was sitting in my agency 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 fire that was erotic.

"Mmm..I am gladiolus you enjoyed your prison term with your new boss slut, but I have one more thing to do with you before I am happy with you. Meet me at my seat tonight at 8, and don't be late for your boss."She kissed me again and itch my crotch, then left my office.

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

I knocked on her room access, and when she opened it, she was wearing some kind of trench coat smiling. I was not sure enough what to think, but I knew she was up to something. I walked in and she led me to the bedroom. I realized this was going to be interesting already. She sat me on the bed, kissed me then walked out.

A few moment later, she walked back in with another girl wearing a trench coating. They came up to me and both kissed me, took a step back then took their pelage off. Both of them were wearing lacy brassiere, supporter, thigh high stockings and high heels."This is my friend Vanity. I told her about you, and now she wants to fuck you."Vanity was about the same pinnacle as Jessica, auburn hair and had huge tits. She walked up me to, gave me a kiss."I want you to pull my panties down so you can see what I have for you."

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

"Now I know you sucked her shaft, and you are going to suck my cock too before I fuck you,"She smiled as I knelt down understanding my new role. I put her stopcock in my helping hand, started to stroke then kissed and tongued the point of her already thick rooster."Mmm, very nice, now put the head of my cock in your little whore mouth."

I slowly put the head in my mouth as she instructed and circled it with my tongue. I could already feel it starting to grow in my sassing. She gently grabbed the back of my head and began caressing it. She then slowly slid her cock in my mouth deeper, then back out."effective lover, you are getting good at begin my hammer fall guy. Now spit on my cock."She pulled her pecker out, and I spit on it, then she slid it back in my backtalk, deeper this time, and made me gag a little. She pulled out, kneeled down and kissed me as our tongues danced together, which she was an incredible kisser. She then stroked my cock for a few moment."You are making me very happy lover."

She then stood up again, and there I was facing her vast cock again,"Proceed buff. My prick needs more attention."I stroked her rooster as I began to lick up and down her big beam, then putting her shaft in my oral cavity trying to go deeper in my oral cavity because I knew that would wee her happy. I really wanted to constitute 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 pants down and began rubbing my ass. veronica grabbed the back of my head and gently pulled me into her shaft occasionally making me gag as she began to face fuck my mouth.

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

"OK devotee, suck her good because I am going to loosen 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 dream. After a few bit of easy her cock inside me Jessica began to set forth fucking me deep and gruelling as she put her script on my ass occasionally slapping it. Veronica began to face up hump my lip as I kept trying to keep up sucking her cock and making her happy.

So there I was on all four, 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 bed my ass harder and deeper. This was an dumbfound experience I didn't want to end.

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

Veronica grabbed my chin and pulled my face 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 severe and had cum all over it."I came so hard inside you lover, and lubricated your ass for her big shaft.

I felt Veronica's finger lantern slide in my ass slowly, as I knew veronica was prepping my ass for what was about to be a brutish 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 good too."That's it lover, give into your new boss..because your ass is about to be mine"she chuckled, which I knew this would be rough.

She pushed her prick 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 hirer when I really fuck you..mmm."She slowly pulled back and then pushed even mysterious."Mmm..your ass is stretching out for me so nicely buff, you know you want to be fucked like a hussy, 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 lover, I have a few More inches to go until all of my prick is ready to fuck you properly."She pulled back again, but started slowly fucking my ass and going deeper with each thrust. Jessica was sitting in the professorship watching me get fucked stroking her cock."give way me that peter !"I moaned.

seeing Jessica turned on like she was and getting fucked by the sexy Veronika was turning me on, and they knew it."Look Jess, our slattern has a big hard on, you were right, he really is an ass strumpet !"She grabbed onto my hips and start pumping my ass with dynamism."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 start pumping faster, and every stroke was amazing with her big thick cock 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 beat now and I knew eventually I would cum so severe."Ah yeah, feels so good Maam, God yeah."“ You like that baby ?"I nodded in reply,"Oh God yes Maam, like that !"She slapped my ass a few more times."Oh my God faster please !"

Her pace quickened, and felt so puzzle."Oh my God, I want to cum !"She slapped my ass again and chuckled,"Say please hussy !"Then thrust inside me deep and punishing."Oh God, delight please please pass water me cum ! I will do anything, please !"She slapped my ass a few more clip."You want to cum ? secern me you are now my pet."I nodded,"I am now your pet Maam, God please make me cum !"

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

Right as my soundbox was starting to becalm down,"Im cumming buff, yes, watching you cum was such a turn on !"She thrust inside a few More times, which felt amazing and my soundbox was practically hitch, but I was overwhelmed with this incredible feeling, until finally she collapsed on top of my back.

"That was dandy buff, you took my wholly cock 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 biography would never be the Lapplander, if anything it was even best .
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