Jessica ( 7 )


Fantasy, Transsexual
Jessica the Transsexual

I have worked for an advertising agency for a few years now, and recently I took a Managing Editor position in the bureau. This was a huge opportunity with all the perk, money etc., that a person could want.

One day when we were having our morning meeting a new lady friend walked in who was gorgeous. She was about 5'7, alien, and come to find out she was from Puerto anti-racketeering law. When she spoke, she had a very sexy stress that was an even bigger bend 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 berth dating is frowned upon so I knew not to pursue it.

hebdomad went by, and I stopped thinking about Jessica until one Friday afternoon that I had a meeting with a few people in the department. Jessica walked into the encounter wearing a pencil skirt, senior high school heels and a push button down top that was fast and you could tell apart she had big tits.

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

I looked at the mesa and saw a piece of paper with the gens of a club, and the time 9:00 pm. I was so horny for the rest of the day, but had to bear myself. I got to the 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 heels and she looked gorgeous !

"You look giving boss."I was about to reply,"Shh ... I like calling you boss,"as she gave me a kiss, took my hand and we walked inside. After a few drinkable and some baseless conversation,"let's dancing, boss."She took my hand and led me to the dance floor.

As we danced she made sure as shooting to either closet her breast against me and kiss me or turn around and press her buxom ass against me and rub against my genitals.

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

When we got to my home she lead me to the living 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 belt and pants. She then pulled my pants and underwear down and started stroking my already hard cock."I am beaming that I can turn you on boss."

As she was stroking my cock, she began to puzzle out and suck on my balls,"Want me to wet-nurse you off boss ?"I looked down at her as her tongue began circling the tip of my cock and nodded.

She then engulfed my cock as I could feel the back of her throat."Oh SOB that feels full !"She began to massage my balls as she was going up and down on my cock with veracity,"I want you to charge 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 at that moment she stuck her finger in my ass ! Despite the stupor I could not believe how intense it made my orgasm as I exploded and shook as she massaged my prostate intensifying my coming.

Once I finished one of the best blow jobs I can recall, she kissed me, stood up and said,"Have a sound Nox, party boss. I will see you on Monday, smiled, and left the room."

We would string up out on social occasion, and she would hold me a nose candy 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 thinker all I thought was,"finally !"She got in the reverse cowgirl stead on top of my cock and helped maneuver my cock into her ass ! Not quite what I was expecting, but her ass was so amazing and felt so good on my dick I went along with it.

She rode me, moaned and she went back and forth on my dick. After awhile she her groan got louder and from what I could tell must let been fingering herself as she kept saying,"Come with me boss !"Watching her motility back and forth was so arousing, and listening to her I eventually exploded as she began to spin around and cum.

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

Mon came and she acted like nothing happened, in fact a few week she hardly spoke to me, so I left it as a night of fun, and to incite on. Then, the on Friday, as I was about to leave there was a note on my desk, and I could secern it was her handwriting.

"My place, 9:00 pm. clock time to return the party favor, see you then."Signed, boss. Well, my mind was racing at the fact that I was going to fleece up with her again, and I really wanted to get jazz her. Why did she sign boss ? Oh well, she seems to fuck how to deform me on so I will roll with it.

That night I arrived at her place, and soon after I rang her bell,"The door opened, but it was kind of dark so I could not really see her."semen in, and why don't you have a bottom"fountainhead, it was unlike, but I figured I would roll with it again.

As I sat down in the chairwoman I noticed the room was only lit by candela, so I could only project she was in quite the climate to get right down to occupation. She came up from behind, handed me a swallow then kissed my impudence,"I will be compensate 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-pitched leather boots that had to be like six in high ! She had a leather bra top and a wench, and she looked hot !"Tonight you are going to get me horny, then I am going to fuck you and register you who is political boss !"

She walked up to me and we started kissing. I started kissing her neck, then undid her bra to reveal her beautiful breasts, and I could secernate she got a bosom job, but damn if they were not amazing to touch and kiss. I nibbled on her nipples and was kissing her venter,"Ok, time to make your genus Bos really hornlike, you have done proficient so far."She pushed my head down, and I pulled up her doll, and she had a phallus !

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

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

well, I had no option, so I grabbed her penis, which was quite large and started to stroke it, figuring this would be okay for her. After a minute 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 mouth for your boss !"

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

She was slowly face fucking my sassing, and I would gag on occasion."Spit on it !"She took her turncock out then I spit on it and she slid it back in my lip as she kept sliding in and out,"Mmm..baby, you are making me felicitous and hornlike. 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 finger my ass. After a few second I could find the head of her rooster 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 promote 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 find it fill me up and my ass squeezing her cock. 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 find nice around my cock, I am honored to be the one to convey away your virginity."

Her pace quickened a bit,"Oh shit, shucks, it still hurts,"As she began to plunk deeper inside and giggled at me. She reached forward and began to stroke my hammer a piddling,"Mmm..can't avail, but notice you are already hard for your new honcho. If I didn't know any better I would believe you are starting to savor getting fucked by your boss."

That is when I realized I was knockout, and I was starting to enjoy this. Is this right ? Do I like getting fucked in the ass ?"Uh..fuck..oh..shit yeah !"As she began to fucking me heavily I was beginning to savour her turncock sliding in my ass, and was turned on by her taking over my dead body and using me."Mmm..your boss is happy, and now I am going to jazz you like the retainer you are !"

She grabbed my hips and began to hump me rich and faster, as my ass was now hers to do with as she wanted."Oh God yesss..that is it, fuck me party boss, fuck my ass like the jade I am ..Oh God yes !"A few moments of fucking my ass ferociously,"Your honcho is going to cum you slut !"At the strait of her saying that my tool began to explode with cum all over as she began to squeeze harder a few more times until she gave one finis stab deep in my ass.

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

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

The following few weeks 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 door and locked it. She walked up to me, and sat on the edge of my desk and kissed me passionately and with a fire that was erotic.

"Mmm..I am glad you enjoyed your time with your new boss slut, but I have one Thomas More thing to do with you before I am happy with you. contact me at my place tonight at 8, and don't be late for your boss."She kissed me again and rub my fork, then left my agency.

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

I knocked on her door, and when she opened it, she was wearing some sort of oceanic abyss pelage smiling. I was not trusted what to believe, but I knew she was up to something. I walked in and she led me to the sleeping room. I realized this was going to be occupy already. She sat me on the bed, kissed me then walked out.

A few second later, she walked back in with another daughter wearing a trench coat. They came up to me and both kissed me, took a step back then took their coats off. Both of them were wearing lacy brassiere, garters, second joint senior high school stockings and high heel."This is my friend Vanity. I told her about you, and now she wants to fuck you."Vanity was about the same height as Jessica, auburn whisker and had vast boob. She walked up me to, gave me a kiss."I want you to rive 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 !"Lover, my cock is 10 inch, and by the metre I am done, you are going to choose 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 dick too before I fuck you,"She smiled as I knelt down understanding my new role. I put her hammer in my hand, started to stroke then kissed and tongued the head of her already thick cock."Mmm, very nice, now put the head of my cock in your little woman of the street mouth."

I slowly put the chief in my mouth as she instructed and circled it with my spit. I could already feel it starting to rise in my mouth. She gently grabbed the backbone of my headspring and began caressing it. She then slowly slid her dick in my sassing deeper, then back out."Good lover, you are getting skillful at begin my peter sucker. Now spit on my cock."She pulled her cock out, and I spit on it, then she slid it back in my backtalk, deeper this time, and made me gag a small. She pulled out, kneeled down and kissed me as our natural language danced together, which she was an incredible physiognomy. She then stroked my cock for a few moments."You are making me very well-chosen lover."

She then stood up again, and there I was facing her huge pecker again,"Proceed lover. My putz needs Thomas More attention."I stroked her cock as I began to figure out up and down her big shaft, then putting her cock in my mouth trying to go deeper in my mouth because I knew that would make her well-chosen. I really wanted to make her happy.

As I began to shoot in Sir Thomas More of her big shaft I noticed Jessica walk around behind me. She pulled my bloomers down and began rubbing my ass. speedwell grabbed the backrest of my point and gently pulled me into her cock occasionally making me gag as she began to face make out my mouth.

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

"okeh devotee, suck her good because I am going to loosen your ass up for her big cock, and you are going to film it all."She slapped my ass and began to push her cock slowly in my ass.

I moaned in pleasance as I was being violated by both of them and somehow it felt like a ambition. After a few moments of easy her cock inside me Jessica began to bulge out fucking me inscrutable and hard as she put her hand on my ass occasionally slapping it. Veronica began to front fuck my mouth as I kept trying to keep up sucking her prick and making her happy.

So there I was on all quaternion, sucking the grownup rooster 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 do it my ass deeper and faster, then a few mo later,"Uuhh, yes baby that's it mmm… !"As she came she thrust inside me a few more time until she leaned against me, bit my ear,"Mm.. very nice devotee, I know veronica is ready for you."

veronica grabbed my Chin and pulled my grimace 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 severely and had cum all over it."I came so punishing inside you lover, and lubricated your ass for her big cock.

I felt speedwell's finger slide in my ass slowly, as I knew Veronica 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 pecker 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 cock in deeper,"Oh my God !"it was really starting to debase my ass out !"You like that ?"I nodded yes Maam. ”, but felt so unspoilt ! I love hearing you moan for me. I want you to groan for your boss when I really fuck you..mmm."She slowly pulled back and then pushed even cryptical."Mmm..your ass is stretching out for me so nicely devotee, 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 abstruse inside, and now I wanted all of it.

"Don't vexation fan, I have a few more column inch to go until all of my putz 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 hot seat watching me get bonk stroking her cock."Give me that tool !"I moaned.

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

"Oh God, that's it, fuck me truehearted !"She take off 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 rhythm now and I knew eventually I would cum so hard."Ah yeah, tactile property 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 than clip."Oh my God faster please !"

Her pace quickened, and felt so pose."Oh my God, I want to cum !"She slapped my ass again and chuckled,"Say please slovenly woman !"Then thrust inside me deep and hard."Oh God, please delight please make me cum ! I will do anything, please !"She slapped my ass a few more times."You want to cum ? severalize me you are now my pet."I nodded,"I am now your pet Maam, God please make believe me cum !"

Her footstep then quickened as she was now impaling my ass, and I knew I could not select this feeling much longer."Oh my God yes yes, I am cumming !"My pecker at that moment exploded with cum all over and the sensation was incredible. My trunk 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 torso was starting to calm down,"Im cumming lover, yes, watching you cum was such a turn on !"She thrust inside a few to a greater extent clock time, which felt amazing and my body was practically limp, but I was overwhelmed with this incredible feeling, until finally she collapsed on top of my back.

"That was not bad lover, you took my unhurt cock like a champ. Now go shower up and get into bed. We are going to train turns fucking you tonight."I nodded, and did as they instructed, knowing my lifetime would never be the same, if anything it was even unspoiled .
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