Sex With A Crossdressing In A Public Toilet free porn video

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Friday came and I'd bought a new outfit just for the occasion. I slipped into my low rise boy shorts (black with white spots and white lacing), tucking my penis in where it wouldn't get in the way of course. I put on my matching bra, filling it with my C cup breast forms and then put on my black stockings with pink ribbon at the top, pulling them all the way up my thighs. I put on my very short black skirt next, sliding it up so far as to just barely cover my rear end. Fortunately, I'd been blessed with an arse that any woman would kill for so I could pull off wearing a skirt this small. The skirt had suspenders which I connected to my stockings. I finished off my outfit by putting on a tight black chiffon top with a scooped neck. I adjusted my breasts so that I got some pretty good cleavage, one that would put most women's to shame.

Next I had to put my make up on. The good thing about having been crossdressing at home in private for so long was that I got a lot of practice putting make up on, so it was no trouble for me to put on some foundation, eye shadow, mascara and lip gloss to make me look that bit more feminine. I had already shaved so all I had to do in this department was pluck a few stray hairs that my razor couldn't get to. I sprayed on some of my best perfume then got my wig out to put on. It was a wavy auburn coloured wig with slight black streaks that reached down to just past my shoulder blades.

After this I was done, so I went downstairs and to my front door. I reached for the handle but stopped for a second. I took a deep breath and thought to myself that I was about go outside dressed like a woman, something that I'd never done before. I composed myself, opened the door and stepped out into the outside world. Luckily, it was a warm night so I didn't need to wear a coat and could show off my assets. I spotted the taxi that I'd phoned for earlier and walked over to it. As I got in I could see the taxi driver looking at me through his mirror. He was looking me up and down with lust in his eyes. So far so good I thought to myself. I told the driver where I wanted to go and we set off.

On the way there, I noticed the driver kept glancing at me hoping I wouldn't notice. I blushed a little and smiled to myself, apparently I make a hot woman! We arrived at the nightclub about ten minutes later and I got out, paying the taxi driver, then walking over to the entrance. As I got there, the bouncer gazed at me with a look that said he wanted to throw me down and have sex with me right there. Of course he couldn't so he just let into the club and I stepped through the door and into a large building full of drinkers and dancers and pulsing with club music.

I walked over and sat on a stool by the bar. I was only there for what felt like seconds before a guy strolled on over to me. He looked like he was just a shade under six foot, had an average build and short brown hair. "Hey, can I get you a drink?" he asked me. "Sure..." I replied, my heart racing with excitement. He ordered a drink for me and himself and as we sat their drinking, we began to talk. We talked about the usual things, where I'm from, what I do, what I like. After a few more drinks, the conversation eventually took on more of a sexual nature.

I told him I wasn't that experienced in sex which he said surprised him as he thought I looked that good that I'd be beating guys off with a stick. I giggled, putting my hand on his leg, which he seemed to like as I could see him grow in his pants. The alcohol was helping me lower my inhibitions and the more I had, the more I flirted with him. We moved onto the dance floor and danced for a bit. After a while, he moved his head in towards mine and whispered into my ear. "So, you wanna go have some fun?". I had a feeling about what he meant so I nodded and he took hold of my hand and led me across the dance floor and towards the male toilets as my heart pounded at the thought of what was about to happen.

He opened the door to the toilets and pulled me in to join him. He leaned me against a row of sinks in front of a large mirror and began to kiss slowly up and down my neck, my eyes rolling into the back of my head from the pleasure. He moved up, kissing my cheek as he went along, before moving onto my lips which he gently caressed with his, slowly moving his tongue in and out of my mouth. I returned the favour and allowed my tongue to enter his mouth which gave me great pleasure. After a couple of minutes, I broke off the kiss and I think he knew what was coming as I knelt down on the floor and seductively licked my lips.

I reached over, unzipped his fly and carefully pulled out his penis. It was pretty big even though it wasn't even fully erect yet, about five inches I'd say. I leaned forward and started licking and sucking down the side of his shaft as I heard a soft moan. I slowly moved back towards the tip which I licked around in circles a few times before I couldn't wait any longer and finally put my lips over the head of his penis and began to suck his shaft down towards the back of my throat. I started off going about halfway before moving back to the tip while stroking the rest of his penis. I continued to bob my head up and down his uncut penis for another minute or two before I got the courage to start deep throating, gradually moving my mouth all the way down to the base of his penis so the top was touching the back of my throat and my mouth was touching his crotch.

He began to moan loudly as I fought the gag reflex for a second or two. It calmed down and I stayed in that position for a good ten seconds before I gently drew back along the length of his shaft and allowed it to leave my mouth with a slight popping sound. I looked up at him with a cheeky grin on my face. "You like that?" I asked while stroking him off. A low groan was all he could reply with but it answered my question well enough. "I thought so".

My attention was then drawn to his balls, which were smooth and completely hairless. I leaned in towards them and, while continuing to stroke his manhood, took one of his balls into my mouth and set about rolling it back and forth over my tongue. I kept sucking on his ball for another minute before I let it slip out of my mouth. I could see by the look on his face that he was disappointed I'd stopped but he wouldn't be for long as I stopped stroking his now fully erect penis and instead pointed it towards my mouth and took the entire length in straight away this time.

I moved my mouth up and down his throbbing member, each time taking it in all the way to the back of my throat before withdrawing so far that only my lips and tip of my tongue were touching it. After a while, he gently put his hands on my head and began to slowly push downwards each time I was going down on him. I took this as a sign he was getting close and I increased the speed of my sucking to which he responded with louder moans. As I stepped up the speed further, his moans got even louder and more frequent. I could tell he was on the verge of an orgasm so I started sucking as fast as I could, deep throating each time. Very quickly his hold of my head got tighter, his legs started to tremble and his manhood quivered as he orgasmed in my mouth.

He came in large spurts, each one hitting the back of my throat, giving me no choice but to swallow. He slowed down after another few squirts and, thinking he'd finished, I pulled his slowly softening penis out of my mouth when he unexpectedly squirted two more jets of warm cum, one onto each cheek. I was taken aback for a few seconds as I wasn't expecting it, but then I ran my fingers along each cheek and licked off the stray cum before swallowing it with a smile. He was breathing heavily now, clearly exhausted from an intense orgasm.

"God, that's the best blowjob I've had in ages." he said, in between his deep breaths. I was pretty shocked at his comment; before tonight, I had never even done anything with a guy before. Sure I'd fantasised about it and practiced with toys, but I'd never had the real thing and here he was saying that the first blowjob I'd ever given was one of the best he'd had in ages!

"There's more to come yet." I replied playfully as I got to my feet and leaned over the nearby sinks. I hiked up my skirt and pulled down my underwear just a little bit, sticking my arse out seductively. He took the hint pretty quickly and strolled over to my waiting arse with a grin across his face. I could see by his reflection in the mirror that he was already getting hard again just at the thought of having anal sex with me.

I'd tried using a dildo anally at home, it was about the same size as the real thing that I'd just been sucking on. Even with lube, I only ever managed to get it in just past halfway. I was so caught up in the moment of having my first time with a guy that I was about to try taking the whole thing without anything to make it slide in easier and I didn't care!

I braced myself on the sinks as he held his growing manhood and probed around the outside of my hole teasing me while I grew even more aroused. I couldn't wait much longer so I backed into him to show that I wanted him to give it to me now. He duly obliged and slowly started pushing into my hole and my legs began to tremble. He kept pushing further, eventually getting in further than I had managed with a dildo which is when it started to hurt. I think he could see it was starting to hurt me because he f***ed in the last couple of inches to get it over with. There was a sharp pain for a few seconds but this was quickly replaced by an amazing feeling as his cock was inside me.

He started thrusting, slowly at first, allowing me to get used to the feeling. He quickly sped up as he got hold of my hips and increased the f***e of his thrusts. His balls were slapping against my arse with each thrust and I couldn't believe how much hotter his made me. We were both moaning with pleasure, I'd never experienced this much bliss before now. I started backing into him each time he thrusted to increase the f***e and this nearly put me over the edge. I was so close to cumming that I had to slow down and only back into him every few thrusts.

He moved his hands to my breasts while still pounding me. It was a good thing I'd spared no expense with my breasts forms as he went to town on them, grabbing them with some f***e. I pretended to moan with pleasure at his treatment of my breasts which seemed to please him. He started to use my breasts as leverage, pulling on them with each thrust to add more f***e. It hurt the first few times before a feeling of pleasure again over powered any pain I was feeling.

The pounding he was giving me got to its fastest yet and his moans the loudest and I guessed he was getting close to cumming inside me for the second time. He moved his hands back to my hips and I started backing into him hard with each thrust to help him over the edge. Within seconds, his grip on me tightened, he gave a loud moan and I could feel him start to fill me up with his cum as large amounts of his seed flooded me with each thrust. This pushed me over the edge and I had one of the best orgasms ever, shooting stream after stream and my legs almost collapsed from the intense pleasure. It was a good thing I was over a sink and my cum landed there otherwise he might just have suspected something!

We both stayed like that for a couple of minutes panting heavily, exhausted from the powerful orgasms we both just had. I could feel him slowly softening inside me and, before long, he gently slid out of me and we could both finally regain our composure. He had shot so much of his sperm into me that I could feel it running out of my hole and down my legs. I pulled my underwear up so I could keep the juices inside me and wiped up what had leaked out with my finger and licked it off. It seemed to taste better after being inside me, maybe it was because it was a stronger orgasm than when I had sucked him off.

I adjusted myself as he'd pounded me so hard, my breasts had nearly fallen out of my bra. I neatened my hair a little and, as I turned around, he was zipping his fly back up. He leaned in and kissed me on the lips while grabbing my arse. He then stopped kissing me to say, "That was the best sex I've had since I can remember. You've got some talent."

"I'm glad you enjoyed it." I said, blushing as he flattered me once again. "Shall we go back then" I asked, glancing towards the door leading to the dance floor. He agreed and he led me out of the toilets and to the bar area. We had a few more drinks and danced for a while when he said he had to leave. "Give me a call sometime." he said to me as he handed me his phone number. I nodded and we left it at that. I didn't stay much longer after that having had more pleasure than I'd expected before I came out tonight.

I arrived home at about 3am and it didn't take me long to fall asl**p, dreaming about what I'd experienced that night. I was sore for a couple of days after that but it was well worth it as I had some of the best sex I'd ever had; I never expected I'd enjoy it with a guy so much. I decided that this would definitely not be the only time I did this and planned to make it a weekly thing.

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JOANNE SLAM - A LIFETIME OF CROSSDRESSING…..Almost!!!I have been doing this for a long time, cross dressing and my wanton ways with my transvestite fetish, my feelings of bi-sexuality and the thoughts of being “The Nasty Looking Slut” when I would look at porn magazines. This was in the late 60s and early 70’s mind you so I was seeing very cool, I thought anyway, looking back now it was that vintage lingerie and under-garments style and as a teenager it was most likely finding these kinds of...

3 years ago
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First crossdressing experience 3 cocks in1 hr pa

I started with crossdressing a few month ago, first just panties or strings when i had a wank over videos and pics of other crossdresser getting taken or dominant trannies and women humping devot men.By now i wear black stockings and suspender belt, a white lace string, black shiny mini skirt, white blouse, 4" black heels and a blonde wig.I also had an extreme urge in me to feel a real cock in my arse, to satisfy these needs i began to visit adult cinemas in my area, first just with stockings...

3 years ago
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The story of how i began crossdressing Part 13

Entry #1:I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :PI decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site (i cant remember why i actually registered there) She told me she’s looking for a slave to entertain “them”Thought it was a spelling mistake (since it was german its not really much of a difference)So i agreed...

2 years ago
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first time web hook up crossdressing dominatrix

crossdressing has always been my secret pleasure I even had a cache of out fits make up wigs and heels. it started when I was younger but evolved as I got older, now as I got older ive refined my skills and abilities and can pass as a girl when dressed. I had fooled around with guys before but I had never dressed for one only indulging in self pleasure with toys and my fingers. when I got off work on friday I was excited for the up coming three day weekend going home to get dressed up maybe go...

3 years ago
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The story of how i began crossdressing

This is copied from my blog http://cdcutiepie.tumblr.com, so the main updates will be therei did think it would be nice to have it up here as well though :)Entry #1:I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :PI decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site (i cant remember why i actually registered there) She...

3 years ago
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Crossdressing Karte Hue Pakad Liya

Hello indian sex stories dot net friends , my name is preeti(fake name) age 20. Ye baat kafi purani hai lagbhag 3 saal pehle ki . Mai ek part time crossdresser tha aur mujhe meri chachi bahut pasand thi aur hain . To mai jab vo aur ya koi b ghar pe nahi hota tha to mai unke room mai jake unke innerwear pehnta tha . Aur jaise ki mujhe bondage bahut pasand hai to chachi ke kapde pehnke self bondage karta tha jab ghar pe koi ni hota tha . Isi tarah ek din ghar pe koi ni tha aur mai chachi k room...

1 year ago
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Crossdressing Charlie Episode 11 Under His Thumb

CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...

1 year ago
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Crossdressing Fun From A Womans Point of View

I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...

Crossdressing
1 year ago
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Public Toilets

Having given up on trying to look alert and attentive, I dully watched my English teacher's mouth move, although didn't actually take in anything that she was saying. It was something about poetic techniques I think. It was weird at first having my older sister for an English teacher. It always felt awkward and weird having to call her, "Miss Sommers" and when I did, people in my class always giggled, and so I tried not to talk too often in English class. Most of the time I got lucky and didn't...

1 year ago
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Unisex toilet

I was at a recent sporting event being held in London, I was feeling extremely horny as I had been away from home for a while and had not satisfied my needs. The woman players tight shorts were not helping. I made my excuses during a game an made my way to a toilet, I was looking for a loo when I was confronted by a load of temporary toilets, cubicles not portaloos. They were unisex so I thought I'd find the quietest block. I got in got on my phone and started to wank over the porn on my...

3 years ago
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Crossdressing with my Girlfriend and Boyfriend Part 4

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...

2 years ago
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Crossdressing with my Girlfriend and Boyfriend Part 3

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...

2 years ago
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First time crossdressing with a friend

My lovely new Malaysian friend emerged from the bathroom, moving shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front.My heart leaped at this gorgeous sight. He had advertised that he wanted to hook up with someone who appreciated fembois, and I was very eager to indulge his fantasies and mine!We had agreed that we were going to enjoy a girl's night together, and so he started playing some lesbian porn on his computer....

Crossdressing
3 years ago
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Crossdressing in Highschool but oddly enough my friends are alright with it

Never in your life, you thought you will be entering my school walk-in crossdressing as a girl. If you told yourself this two years ago you will be laughing at your face. But here you are swallowing your guts down into your stomach and pray to God that today is the day you die. Facing the high school doors that separate you from the inevitable humiliation. You close my eyes and push the doors open, immediately multiple eyes lock onto you. Freeze Frame Record Scratch. Let's go back all the way...

Transsexual
2 years ago
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Ashleys Crossdressing Adventures

It's Sunday and Mommy wants to hear what sissy things I have been up to, and don't leave anything out Sissy Ash, Don't be shy, out with it sissy, I already know you love being a complete sissy!Did you buy anything sissy? Yes Mommy, I did, I want to hear, everything you bought you little sissy, let mommy remove your bra, to access your sissy nipples,Mommy I bought 4 pairs of sheer nylon panties to add to my collection, pink, blue, white and yellow.What else sissy? I ordered 3 packages of...

Crossdressing
3 years ago
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Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained. I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

2 years ago
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Forced Crossdressing Stories

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't your thing but you have ideas, send me a message. I'd love to hear of anything you come up with.

Transsexual
3 years ago
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Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

3 years ago
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An Introduction To Crossdressing The Finale

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the hotel, before you run dry,” I said. But that didn’t seem to deter their enthusiasm, until Susan walked up. “I’m done...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 6

After Steven leaves me at the table with Jackie and his new friend Chandra, I start to fill them in on the details. I tell them, “It’s really Jackie’s fault that I got fucked so good; since he was being so aggressive with his dance partner, I got jealous and grabbed Steven’s ass.” Then I continued with, “This led to Steven grabbing mine beneath my skirt, and then stroking my cock and balls under my panties.” Jackie interrupted with, “Forget about the dance floor, tell us what happened in the...

Crossdressing
4 years ago
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An Introduction to Crossdressing Pt 4

In Part 3, Jackie and I had our way with each other for the first time and then headed to the shower to ‘clean up’. As I was removing my feminine attributes - the wig, makeup and lingerie - it occurred to me that even without those items I still felt rather girly. Previously whenever I would change out of my lingerie back into my man clothes, my attitude would change as well. Maybe my attitude hadn’t changed this time since I had dressed all the way and given myself completely as a woman....

Crossdressing
2 years ago
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Bookstore Crossdressing

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 2

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was making record profits and she had already had a pay rise. She was also in line to get a huge bonus at the end of...

Crossdressing
3 years ago
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Married Crossdressing Fun Ch 1

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She was finishing her degree in International Finance. She was the most beautiful woman I had seen and I thought I had...

Crossdressing
1 year ago
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An Introduction to Crossdressing Pt 3

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any attention to it while I was admiring myself. I did see Jackie’s turn signal and brake lights just in time to...

Crossdressing

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