Jessica ( 7 )


Fantasy, Transsexual
Jessica the Transsexual

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

One day when we were having our morning meeting a new young lady walked in who was gorgeous. She was about 5'7, alien, and get along to find out out she was from Puerto RICO. When she spoke, she had a very sexy accent that was an even swelled turn on.

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

workweek went by, and I stopped thinking about Jessica until one Friday afternoon that I had a merging with a few multitude in the department. Jessica walked into the get together wearing a pencil skirt, heights heel and a button down top that was soaked 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 prey. After the encounter she lingered after everyone left, stared at me for a minute of arc, smiled and then left.

I looked at the table and saw a piece of paper with the name of a club, and the time 9:00 pm. I was so ruttish for the residue of the day, but had to hold in 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 contraband dress, strappy high blackguard and she looked gorgeous !

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

As we danced she made sure to either press her thorax against me and osculate me or work around and press her juicy ass against me and rub against my genitals.

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 place 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 cervix, and then started undoing my rap and drawers. She then pulled my pants and underwear down and started stroking my already hard hammer."I am glad that I can turn you on boss."

As she was stroking my peter, she began to lick and suck on my balls,"need me to lactate you off boss ?"I looked down at her as her tongue began circling the tip of my pecker and nodded.

She then engulfed my cock as I could feel the back of her throat."Oh shit that smell practiced !"She began to massage my balls as she was going up and down on my cock with veracity,"I want you to shoot your sweet cum down my pharynx boss."She then went back to sucking my turncock like a calf sucking for milk.

After a few second of intensity,"Oh God I am about to cum !"right wing at that consequence she stuck her finger's breadth in my ass ! Despite the jounce I could not believe how intense it made my orgasm as I exploded and shook as she massaged my prostate gland intensifying my orgasm.

Once I finished one of the practiced blow caper I can recall, she kissed me, stood up and said,"Have a good night, genus Bos. I will see you on Mon, smiled, and left the room."

We would hang out on social occasion, and she would give me a blow job then leave. I was wanting more than, 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 gear cowgirl position on top of my peter and helped run my pecker into her ass ! Not quite what I was expecting, but her ass was so amazing and felt so good on my cock I went along with it.

She rode me, moaned and she went back and Forth on my stopcock. After awhile she her groan got louder and from what I could separate must have been fingering herself as she kept saying,"ejaculate with me boss !"Watching her move back and forth was so arousing, and listening to her I eventually exploded as she began to gyrate and cum.

After a few moments, and I was planning to ask her why she wanted me to have a go at it 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 workweek 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 annotation on my desk, and I could severalize it was her hand.

"My place, 9:00 pm. clip to pass the party favor, see you then."Signed, hirer. Well, my psyche was racing at the fact that I was going to hook up with her again, and I really wanted to get fucking her. Why did she sign boss ? Oh well, she seems to know how to rick me on so I will swan with it.

That Nox I arrived at her seat, and soon after I rang her buzzer,"The door opened, but it was kind of dark so I could not really see her."come in, and why don't you have a seat"wellspring, it was unlike, but I figured I would roll with it again.

As I sat down in the electric chair I noticed the room was only lit by wax light, so I could only cipher she was in quite the mood to get right down to business. She came up from behind, handed me a crapulence then kissed my cheek,"I will be rectify 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 senior high ! 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 fuck you and picture you who is boss !"

She walked up to me and we started kissing. I started kissing her cervix, then undid her bra to unveil her beautiful boob, and I could tell she got a booby job, but damn if they were not amazing to have-to doe with and kiss. I nibbled on her nipples and was kissing her stomach,"Ok, time to make your boss really hornlike, you have done good so far."She pushed my head teacher down, and I pulled up her dame, and she had a phallus !

"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 roll in the hay 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 transexual, so the way I see it, make me well-chosen, or else."

well, I had no pick, so I grabbed her member, which was quite gravid and started to stroke it, figuring this would be okay for her. After a bit of stroking and her cock was getting bigger, she then said,"Not bad, but now it is prison term to get to work, now open your back talk for your boss !"

I opened my oral fissure and she grabbed the back of my question and guided her growing turncock into my mouth, then slowly put it into the back of my rima oris."Oh yeah baby, let's get my cock wet, because I can't hold to fuck you.

She was slowly face fucking my mouth, and I would gag on occasion."Spit on it !"She took her shaft 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 steamy. Now take off your pants, and bend 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 moments I could finger the head of her putz begin to press against my ass."You have such a nice tight ass, I am going to savor fucking you."

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

Her step quickened a bit,"Oh diddley, damn, it still hurts,"As she began to dive deeper inside and giggled at me. She reached forward and began to stroke my cock a little,"Mmm..can't service, but notice you are already intemperate for your new boss. If I didn't know any better I would mean you are starting to love getting fucked by your boss."

That is when I realized I was hard, and I was starting to enjoy this. Is this rightfield ? Do I like getting fucked in the ass ?"Uh..fuck..oh..shit yeah !"As she began to fucking me severe I was beginning to love her dick sliding in my ass, and was turned on by her pickings over my body 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 hips and began to get it on 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, sleep with my ass like the slut I am ..Oh God yes !"A few mo of fucking my ass ferociously,"Your party boss is going to cum you slut !"At the auditory sensation of her saying that my turncock began to break loose with cum all over as she began to thrust harder a few More times until she gave one last jabbing 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 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 indisputable what to think about all of it, but I figured she got what she wanted and I was off the hooking. I was surprised out how often I did bask it.

The adjacent few workweek went on like nil happened and I figured she was done, and got what she wanted out of me. Again on a Fri, I was sitting in my function and she walked in, closed the room access and locked it. She walked up to me, and sat on the boundary of my desk and kissed me passionately and with a fire that was erotic.

"Mmm..I am gladiola you enjoyed your time with your new boss slut, but I have one more affair to do with you before I am glad with you. come across me at my place tonight at 8, and don't be late for your boss."She kissed me again and rubbed my crotch, then left my spot.

I was not sure as shooting what to think, 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 trench coating 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 bedchamber. I realized this was going to be interesting already. She sat me on the bed, kissed me then walked out.

A few consequence later, she walked back in with another girl wearing a oceanic abyss coat. They came up to me and both kissed me, took a stone's throw back then took their pelage off. Both of them were wearing lacy bras, garter, second joint high stockings and high heels."This is my protagonist vanity. I told her about you, and now she wants to bonk you."dresser was about the same height as Jessica, auburn hair and had huge tits. She walked up me to, gave me a kiss."I want you to force my step-in down so you can see what I have for you."

I did as instructed as I slowly pulled her step-in down to unveil a really big stopcock !"fan, my putz is 10 inches, and by the fourth dimension I am done, you are going to get hold of all of it as I fuck you."She kissed me again.

"Now I know you sucked her pecker, and you are going to suck my tool too before I fuck you,"She smiled as I knelt down understanding my new role. I put her cock in my bridge player, started to stroke then kissed and tongued the head of her already thick pecker."Mmm, very nice, now put the head of my hammer in your picayune whore mouth."

I slowly put the head in my mouth as she instructed and circled it with my tongue. I could already finger it starting to grow in my back talk. She gently grabbed the back of my read/write head and began caressing it. She then slowly slid her cock in my mouth deeper, then back out."good lover, you are getting good at begin my cock sucker. Now spit on my cock."She pulled her cock out, and I spit on it, then she slid it back in my mouth, deeper this time, and made me gag a little. She pulled out, kneeled down and kissed me as our glossa danced together, which she was an incredible kisser. She then stroked my cock for a few consequence."You are making me very felicitous lover."

She then stood up again, and there I was facing her huge hammer again,"Proceed lover. My prick needs more attention."I stroked her peter as I began to lap up up and down her big scape, then putting her pecker in my sass trying to go deeper in my oral fissure because I knew that would take her felicitous. I really wanted to take her happy.

As I began to take in to a greater extent of her big cock I noticed Jessica walk around behind me. She pulled my trouser down and began rubbing my ass. Veronica grabbed the back of my head and gently pulled me into her cock occasionally making me gag as she began to confront do it my mouth.

Jessica slipped a finger in my ass, and I noticed my dick 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 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 moments of well-to-do her cock inside me Jessica began to pop fucking me thick and hard as she put her hired man on my ass occasionally slapping it. Veronica began to face nooky my oral cavity as I kept trying to stay fresh up sucking her cock and making her happy.

So there I was on all fours, sucking the crowing cock I have ever seen and getting fucked like a dog, and in all of this, I loved it ! My groan 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 screw my ass deeper and faster, then a few moments later,"Uuhh, yes sister 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 ready for you."

Veronica grabbed my Chin and pulled my fount 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 of life in front of me as Veronica now was behind me. Jessica's cock was still hard and had cum all over it."I came so hard inside you lover, and lubricated your ass for her big cock.

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

She then started pushing her midst rooster slowly into my ass, and even though it hurt, I was so turned on that it felt goodness 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 load 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 chief when I really fuck you..mmm."She slowly pulled back and then pushed even profoundly."Mmm..your ass is stretching out for me so nicely buff, you know you want to be fucked like a jade, and that is what I am going to do,"she pulled back again and then went even mysterious inside, and now I wanted all of it.

"Don't worry lover, I have a few More inch to go until all of my stopcock is set up to have it off you properly."She pulled back again, but started slowly fucking my ass and going deeper with each thrust. Jessica was sitting in the chairwoman watching me get fuck stroking her cock."establish me that cock !"I moaned.

beholding 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 fornicatress !"She grabbed onto my hips and start out 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 libertine !"She bulge pumping faster, and every cam 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, 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 to a greater extent times."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 slut !"Then thrust inside me recondite and hard."Oh God, please delight please make me cum ! I will do anything, please !"She slapped my ass a few more prison term."You want to cum ? Tell me you are now my pet."I nodded,"I am now your pet Maam, God please do me cum !"

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

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

"That was keen lover, you took my completely tool like a champion. Now go shower up and get into bed. We are going to film turns fucking you tonight."I nodded, and did as they instructed, knowing my life-time would never be the same, if anything it was even better .
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