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Archive for November, 2008

Didn’t I tell you?

November 28th, 2008 | Category: Shemale Phone Sex,Sherry Cherry

Hey, Folks! Sherry Cherry here!

Sherry baby loooooooves being with first timers, and first timers just loooooove them some Cherry.

I was out clubbin’ on Wednesday night at my fav-o-rite straight bar (They have those!), and I notice I am being like majorly scoped out by a real stud. This guy is tall, tan and ready for yours truly. I strut on over to his fine self and introduce myself, and he’s buying me drinks and flirting up a storm –and we’re dancing — and eats biting my ear, and grabbing my rear and it, my darlings is all good! When he suggests we head on over to his place, little Miss Thang (that’s me) is pumped up and ready to rumble. I’m so hard at this point, keeping my cock tucked up in my panties is rapidly becoming a losing proposition.

We don’t even get half-way thru his door, before he throws me down on my knees and starts unbuckling his pants.

Well Woweeee –the shoes are on the other foot THIS time! Because I am looking at one helluva beautiful lookin’ PUSSY! That’s right! Mr. Handsome with a tan was another tranny from the other direction! An ever lovin’ female to male transexual super-stud! Rock hard abs, pecks to die for, broad shoulders and everything ya want in a man –BUT HE HAD A SNATCH!

“Didn’t I tell you?” He purred in a low soft voice.

Well no he didn’t, but I went for that man-pussy of his like a cat goes for fish. I was licking that snatch, like a full on dyke and loving it! Teasing his huge clit (it was damn big) with my teeth, and playing with his ass.

Mr. Tan with a snatch was arching his back, and bellowing like a TomCat, and his cum was just pouring all over my face! I ripped off my dress, and told him it was my turn now and he was very eager to return the favor. So I stood up, and he knelt down –and he was suddenly shocked when I slapped him in the face with my cock. He looked up at me very surprised.

“Didn’t I tell you?” I purred in a low soft voice.

Sherry – 1-888-434-1588

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Sub Sandwich

November 21st, 2008 | Category: Shemale Phone Sex,Sherry Cherry

Oooooooh Sherry Cherry here!

Wow — it seems Wednesday really IS “Hump Day”. LOL

Little Miss thang was feeling extra girlie-girl when she woke uo Wednesday morning, so I put on a real tight, short and verry low cut pink dress (Thank you American Apparel) with my white go-go boots, and I headed off to see what kind of trouble I could get into –as early in the morning was possible!

It didn’t take long lemmee tell ya, because as soon as I passed by the Park, I was motioned over by two great big honkin’ Daddys. Oooooooooh, and you know how much Sherry just looooves her Daddys! Great big biker types with thier gret big hogs — just drippin’ in chains and leather (I wanted them to be drippin’ in Cherry juice)

Brad and Dirk (not their real names) were very happy to see your’s truly clickety clackin’ her stiletto boots right past them, and I was real happy to stop and chat them up! Soon I was ridin’ bitch-back on the back of Brad’s Harley – while Dirk’s Triumph was right behind. We went all the way out to Brad’s beach house, and soon they were both rippin’ off my dress (literally) and hungry for my cock. They took turns deep throating me, and soon my own engine was purring like a sex kitten! They threw me down on all fours, and soon I had my big ol’ puffy lips wrapped around’s Dirk’s rod, while Brad was pounding my ass with his HUGE cock!

I was the meat in a Daddy sandwch, and it was bliss, baby, bliss all the way!  Brad pounded me for like 20 minutes, and then he shot a hot stream of cum so deep inside me, I thought I could taste the jizz in my mouth –but NO –it was Dirk! He came in my mouth when he heard Brad cum, and that just made ME cum too! There was enough cum in that room to frost a seven layer cake!

Brad pulled out of me, and then Dirk (being a gentleman) cleaned off his cock before he’d let M’lady polish off his knob. That’s when Dirk got behind me –and HE started fuckin’ me! Wowee wowee wow — this happened all Wednesday and most of Thursday, and all I can still think about is how much I love “Hump Day”

ciao for now!

Sherry – 1-888- 434 – 1588

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With A Cherry On Top!

November 17th, 2008 | Category: Shemale Phone Sex,Sherry Cherry

Sherry Cherry here!

Usually I’m Daddy’s little girl and about as subby as a girl can get — but you can’t be a bottom all the time. Sometime’s ya gotta have a Cherry on TOP! A Sherry Cherry that is! ROFL.

This weekend, I was out rollerblading in the park, and was about to take a nasty spill when all of a sudden — I was scooped up in the arms of one of one of our City’s Finest — a cop. He was a big guy too, about 6’3″ tall to my 5’7″ with arms like fuckin’ tree trunks and pecs like rocks. And either he was concealing a a second nightstick in his uniform –or he had a really fuckin’ big cock –and it was hard as a rock!

As luck would have it, he was about to go off duty, so I invited him back to my aprtment for some dinner, and whatever else came up ( LOL ). He readily agreed, and we went back to my place, and OMG his strong hand was on my plump round ass the whole way home.

I wasted no time geting on my knees and getting my lips and tongue around his enormous rod, and he was lovin’ every minute of it! I had planned on sticking with just the BJ, but he must’ve been Roman –’cos his hands were roamin’ all over my bod! ( LOL ).

“I should arrest you, Miss” he said.

“For carrying a concealed package”

Hahahaaha! Too funny — but the look on his face told me he wanted one of my ‘special deliveries”. He handed me his cuffs and got on all fours and told me to cuff him –So I did! Then I grabbed him by his firm trip waist and teased his tight manhole with the head of my cock. Reaching around and grabbing his incredibly large member (12″ at least) I stroked him off with both my hands while I plunged my own impressive 7 incher into his waiting butt pussy. Soon my  hips had a mind of their own, as I pumped him furiously while he gritted his teeth and moaned with pleasure. I was stroking his cock with the same rhythym that I was fucking his ass, and he was fucking howling! Soon I shot a load of creamy Cherry juice right up his ass, and he came in thick gooey gobs of police issue jiz all over my well manicured hands.

I fed him his own cum, while I continued to pump him a little more, and he gobbled it up hungrily. Then I undid his cuffs, and told him it was his turn to do me, and wow — he showed me some things this 19 year old tranny NEVER even dreamed of. If ya wanna hear the rest I can tell you over the phone. This gets so hot, I  have a HARD time writing it without having to type one-handed. If ya knwow what I mean. LOL

Kisses,

Sherry Cherry – 1-888-434-1588

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Pizza With Sausage.

November 14th, 2008 | Category: Shemale Phone Sex,Sherry Cherry

Sherry Cherry here — and wowee, did I have a special delivery last night! I was in no mood to make dinner, so I ordered in a Pizza! But here’s the thing –by the time it showed up, your’s truly was on the phone taking a sex call –and it was a HOT one ( if my caller is reading this you know who are! tee hee!)

So I answer the door, for the pizza guy while I’m taking a sex call, dressed in nuthin’ but a black lace teddy and thigh high stockings (I’m such a slut) and the pizza guy is all into it –cos I’m really into the call, and rubbing my cock through my teddy as I’m handing him his money. Well pizza guy knows I’m a PSO, but he didn’t know I was a shemale till he sees my rather large cock spring out of my teddy to say helloooo! Hahahaha!

Pizza guy wastes zero time, he shuts the door and throws the pizza on my table, and he throws ME down on the floor! I use a headphone set when I take calls, so I’m not missing a beat, as Pizza Guy has me on all fours, and grabs me firm about my hips as he unsnaps my teddy and pulls my hot wet tranny pussy onto his huge Italian sausage.

Let me tell ya, I’m in fuckin’ HEAVEN as I continue with my call, while my Pizza Stallion is pounding me and stroking my cock! The caller on the other end knows I’m getting plowed, and he’s into it! I’m getting ‘fucked’ in my ears and fucked in my ass at the same time!

I blew my load in his hands, while Pizza Guy blew his load in my ass, and we both licked the cum off my fingers. My caller was goin’ NUTS! I heard him cum TWICE during the phone call! After he hung up the phone, quite satisfied — Pizza Guy sat down, and had some pizza with me, while he lit up some 420.

Seems I was his last delivery for the night (For Pizza anyway — Cos he delivered several more times until the next morning)

I think I’ll make sure to order sausage with my pizza from now on. Hope he comes over when YOU call!

Haha!

Sherry   1-888-434-1588

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Officer FeelGood

November 06th, 2008 | Category: Lola,Shemale Phone Sex
I was shopping in the lingerie section at an upscale store in New York.

Once I was outside, the sexy man approached me, showed me a badge and said “Excuse me Miss, my name is Officer Feelgood, you’re under arrest for shoplifting.  Please turn around and put your hands behind your back.”  He was smiling a devilish smile.  I, of course complied.  He led me to his unmarked police car and I got in.  As we were driving I looked at him and said with a wicked smile of my own, “Officer Feelgood, I didn’t shoplift, I have a receipt for everything in my shopping bag”.  He said, well I’m sure I saw you put something inside your clothing…I will search you once we get to the cell for shoplifters.  I licked my lips and smiled.

  I noticed an attractive man watching me as I was shopping.  He was very hot…I kept smiling at him…he smiled back.  I would walk by him and graze my tits against his arm as I passed.  When I stood to pay for my new panties, he stood behind me in line…very closely.  I could feel his hot breath on the back of my neck.  At one point I could feel his erect cock rub up against my ass.  I moved back into him, jutting out my ass to rub on his cock further.  I heard a deep moan escape his mouth.  I paid for my panties and walked out of the store slowly.

 

 

 

 

We arrived at an apartment complex.  He escorted me into apartment #69.  Once we were inside, he removed my handcuffs and told me to stand quietly while he searched my blouse.  He put his hands up my blouse and smiled when he touched my bare tits.  He rubbed, and pinched them deliciously.  My breathing intensified.  He pulled my blouse off and threw it on the chair.  He pulled me in close and kissed me hungrily. 

I met his tongue with just as much hunger.  We kissed like animals as he squeezed my tits, and pinched my nipples.  I’m so fucking horny for this man when it occurs to me that he may not know about the hardness filling up my panties. 

 

 

 

He tells me I made him hard from the first moment he saw me.  He asked me if I was a dancer because I have such a gorgeous body.  I told him yes and that I’d like to give him a private dance.  I took off his shirt and threw it on the chair.  I unbuckled his belt and removed his pants and underwear.  I told him to sit down in the chair.  I removed his shoes and socks so he was totally naked.  I told him to close his eyes and let me please him.  I dropped my skirt and panties and knelt before him, took his cock in my mouth and sucked, licked and rubbed his balls with my hand.  His moans of pleasure were intoxicating.  I lifted my head and told him to open his eyes…he did, then bent over and kissed me hard.  I started to sway my body in a musical rhythm and slowly got up while we were kissing.  I straddled his lap, pressed my tits against his chest and when my hard cock and my balls slid against his, his eyes flew open in surprise, but I just kept rubbing up and down against him.  His cock was throbbing uncontrollably.  I knew at this point things could end up badly, but instead he held my tits against his chest even tighter.  He looked into my eyes and said “You are so fucking beautiful ..I ..I.. never, I mean, you’re the first…oh, my God you.. “ then I started to kiss him hard again.  His body relaxed and enjoyed every minute, every touch of my skin.  Our pre-cum mixing against our cocks, making them slide deliciously against each other.  As we kissed our hands went down to each others cocks and stroked, pulled, and teased each other’s meat until we both shot our creamy loads all over each other….  We didn’t stop there…there was no way we could let each other go that soon….we wanted more…..

LOLA  1-888-627-4853

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Visit my web page for HOT pics!

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