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Annihilation of Juicy Lucy's Cherry

Annihilation of Juicy Lucy's Cherry

So to briefly set the stage, in the early days of my CrossDressing through my teens and 20's, I was CDing for auto erotic pleasure and playing out my sexual fantasies which was all done secretly, (in the closet), but the thought of my sissy self being seen by someone dressed as a sexy slut had always excited me and compelled me to go out on some occasional what I’d call midnight exhibitionism walks around town hoping to be seen by someone in a passing car then going home for a masturbatory finale.

Fast forward to my late 20's when my CD alter ego had just crossed over the line of fantasies and masturbation, to getting fully CrossDressed from wigs to heels (head to toe) and venturing out into the world however briefly, to orally satisfy a man at the gloryhole. I had finally given my first BJ at the ABS gloryhole. I had gone back to the gloryholes a few more times over the next year but my BJ headcount was still only something like four or five.

Now to the story, it was 1999, I was 28 and lonely after a ltr break up. I was now living alone in my own place and free to indulge my secret obsession with CDing and porn. I went to the XXX Westwood Art Theater for the first time. Btw, Not CD and was very shy so I sat alone masturbating while watching the movies and other happenings around the theater, about half the guys were jacking off like me, the other half looking to get or give blowjobs, and occasionally couples came in and stole the show, but of particular interest, I saw another CD come in all dressed up and giving BJ’s. I had always fantasized about sucking dick while CD and seeing someone do it made me very thirsty.

So one evening I was home alone drinking, I was horny and horny to dress up, AND… horny to suck a dick. Between drinking and having seen the CD giving BJs at the theater I worked up the courage to go for it. I dressed up like a sexy schoolgirl with my biggest silicone mastectomy breast forms, a stretchy form fitting top, plaid mini skirt with crotchless black pantyhose and some cute high heel maryjanes. I was skinny then and my thin waist gave me a hourglass figure. I was very sexy and passable except for my face, so I wore my long curly hair wig and big sunglasses which helped hide my face.

I went into the theater, btw it was an actual 600 seat movie theater built in the 20s'. There’s an aisle across the back behind the seats where several men were standing against the back wall and there were perhaps 30 more guys seated around the theater. I was trembling with fear and took an open space on the back wall and stood there nervously like a wall flower. It was dark so I figured that I appeared passable from a distance. I quietly watched the movie on the screen as several men got up and walked around the back aisle to investigate what the hot chick was doing in the porn theater (me).

That started a procession and soon virtually everybody in the theater was checking me out, but as they pass in front of me I'm scared and think it’s obvious on my face that Ima CD not a woman, as many went back to their seats, but some came back for a second look. As they pass by I make a dick sucking motion with my thumb at my lips and my tongue poking my check. The first few sort of hang out nearby to me, but the next guy grins and pulls his cock out. His cock is big and hard, and sticking straight up.

I didn’t expect to do this right here in the middle of the aisle, but I didn't hesitate for a second because his cock is a thick 8 inch piece of male perfection and there's no way I was going to let his perfect porn star cock slip away. I had to have his cock my mouth no matter what the consequences. I instantly fell to my knees in front of him and started bobbing on his cock. Almost just as quickly multiple men circled around to watch. Soon I felt multiple hands feeling me up, they were squeezing my boobies and squeezing my ass. Someone is pulling my ass up and now I’m standing with my ass up and head down on a cock. The man who pulled my ass up was running his hands up and down my pantyhose legs. I’m a little freaked out by the sensation of multiple men feeling me up and stroking my legs while I’m desperately trying to suck off my BJ dream cock, but at the same time all those octopus hands all over me do make me feel womanly and sexually desirable.

My fear subsides and I feel like I’m dreaming... I start feeling sexy... enticing… sensual... seductive... It's the first time I feel like a sissy gurl for real...
OMG So many guys pulling their stiff cocks out jerking off, and I know they are hard for me. And... I know I'm going to suck more than one dick tonight, and I luv it... I feel like a hot slut in seventh heaven

Juicy Lucy the cumslut was born.

I revel in the attention of multiple men lustfully squeezing my ass while I’m sucking a monumental cock. The man stroking my legs moved up to the crack of my ass. The guys playing with my ass are spreading my cheeks as he starts rubbing my sissy hole and sticks a finger in. He finger fucks my hole a minute, then uses two fingers. Btw, my ass was already enema clean and ready for his finger fucking because I was actually prepared to use a dildo in my ass after I finished sucking somebody's dick, but I did not expect this, or what was about to happen.

Now he’s trying to stick three fingers in. But I didn’t realize that he was actually trying to stick his cock in my ass until it popped inside and he started humping me. He cummed in a few minutes and as soon as he finished a second man started fucking my ass. I couldn’t believe it. I was surrounded by a dozen men feeing up my tits and ass and getting man handled and sissy fucked! I was sucking multiple cocks and getting spit roasted right out in the open in the middle of the theater!

The 2nd man was about to cum, he grunted and pulled me tightly onto his cock as he pumped his hot load in me the same time I was swallowing a hot creamy BJ load. When I finished drinking his nut juice he stepped away and another man immediately stepped up and forced my head on to his cock to catch the hot load he immediately shotoff in my mouth. Another man shoved his cock in my sissy hole and humped me like I was the hottest piece of ass on earth.

I couldn’t believe I swallowed two loads and took two creampies inside 15 minutes, and now there were multiple men tag teaming me, they rotated in, then rotated out so they wouldn’t cum to fast. And while this was going on I felt multiple loads of cum land on my back, splatter my legs, and one guy even shot his load on my face while I was sucking another mans cock. That made me feel like I was in a bukkake gangbang porn movie, it was so hot!

Then a black man fed me his giant BBC for a minute and he asked me if I wanted it in my ass. Of course I said yes. But I wanted to suck his huge dick some more but he already stepped behind me. He was trying to force his huge black mamba into my tight white ass but I was too tight. He just kept pushing me forward so he pushed me towards the back row of seats. I braced myself on the seats, and he forced his monster cock into my ass. It hurt like a mf when he penetrated me! He started humping me and pushing his cock a little deeper with each stroke. I couldn’t see how much was in me, but it felt huge, but still like he was still only half way in. Then he hit bottom and I swear I almost jumped into the next row of seats. He stopped and let me relax a minute.

I wanted him all the way inside and I started pushing back to get his cock in deeper. He pushed it in and his cock was hitting bottom again, but not so sudden or so hard. It still hurt but I was so turned on that the pain was feeling kind of good. I was pushing back harder and the last time I pushed, he shoved his cock all the way in. When he buried his cock in my ass, I literally felt my insides get rearranged. He stopped for a second, I think to see if I was alright. I was better than alright, it only hurt for a second but now that he is fully inside, it feels so good. I loved feeling so full and stretched out. I was still pushing myself backward onto his cock not wanting him to pull out and he started fucking me again, his cock was still balls deep.

He started thumping my ass like a jackhammer. My brain was whirling with wild thoughts and emotions about how a black man was fucking my sissy white sissy ass. I felt depraved, dirty, raunchy, but I was revelling in a shameless erotic euphoria from my wanton taboo desire to get interracially sodomized. The debauchery had me so turned on that I started cumming in mid air. My hard little cock flailing about slinging cum everywhere as I got pounded.

After the BBC finished everything is a blur. I just stayed there with my ass up and face down over the back row as there were still a dozen men circled around watching. Several more guys used my sissy hole for a cum dump and several just jerked off and blew their load on my ass and legs and I just let it happen. I just let them use me like a piece of fuckmeat and I sprayed my load again while getting another really good rhythmic ass fucking.

The final tally was 3 complete beginning to end BJs and loads swallowed + several more guys jacking off that shoved their cumming cocks in my mouth just for me to swallow + 7 to 9 creampies up my sissyhole, I think 2 or 3 used a condom - and a dozen or so men watching and jerking off and squirting a lot of bukkake all over my ass, legs, and face.

I continued going back to CD at the Westwood until they shut down but never had another such of an amazing GB adventure. But I always did suck off several horny cocks every time I went, and I did manage to get creampied another half dozen or so times by some nice big hard cocks. But to this day, I still fantasize about the day I got my ass cherry popped in a GB, and I would love to get GB, or even just to get fucked in the back aisle 1 more time but the Westwood Theater closed in 2011
Published by IWBD
21 days ago
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indian45 12 days ago
I love it, wish I were there with you.
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