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He shifted nervously as he stood in line. He had chosen this lane because the checker was a woman. He didn’t know why that made him feel better, but it did. Just a little. He glanced down at the basket in his hand. The contents were carefully selected: a sandwich from the deli, a drink, a box of protein bars, a box of tissues, all there to make it look like he wasn’t there just to buy that package of panties.

There was nothing special about the panties, there were three of them, cotton, assorted colors, labeled ‘briefs’. About as Plain Jane as you could get, he supposed, and held back a chuckle. Jane.

He placed the basket on the belt, behind the groceries of the woman in front of him. He schooled his face to look calm, even bored. There was nothing unusual about his purchases. Lots of guys buy panties, all the time. Clearly his girlfriend had sent him, he hoped people thought. The woman in front finished punching her PIN into the machine, and was gone. She didn’t seem to suspect anything.

The woman at the register (more of a girl, really) didn’t seem to care what his purchases were. She smiled as she told him hi, and ran his items over the scanner. His heart jumped as she picked up the package of panties, and he made himself look busy working the credit card pad. Nothing unusual, here. Everything is so boringly usual, that I can’t even be bothered to watch the pretty girl ringing me up, he tried to tell himself. She _was_ pretty. That bitch.

* * * * *

He didn’t shift nervously in line anymore. He still chose this lane because there was a girl running it, he hated it when there were only men available. His purchases now were more bold. Not just panties, but almost entire outfits. He would buy skirts and blouses and skinny jeans and t-shirts with the short sleeves that signified female ownership. He knew all of his sizes now, both male and female. It seemed that there were a lot more sizes to remember when you were a woman. Or dressed like one, even if only in private.

The was a man in line behind him. He hated that. He hated when anyone was in line with him, when he bought girl clothes. Even if the man was cute. But the man would judge him, was already judging him. A quick glance back told him that the man wasn’t even looking at him or his girl clothes. It didn’t matter anyway, right? He would never see the man again.

He avoided conversation as the girl rang him up. Always a different girl. Always he hated her, because she got to be a girl and he didn’t. Always he envied her, wished he could look like her, wished they could hang out together and talk about cute boys. Sometimes he wanted to fuck her. More often, he wanted to be fucked by her.

She asked him if he wanted his card to be used for the total amount, and he said yes. He finished punching things on the payment device and waited for his receipt. He tried to smile politely as she handed it to him, and invited him to have a nice day. And he tried not to think ‘fuck her’, because he knew he wouldn’t.

* * * * *

The man who helped him with the shoes was not an attractive man. But he was friendly, and eager to sell him shoes. He knew about this store, knew that drag queens shopped here all the time, knew that he was not the strangest thing that anybody had ever seen there. Something about this place was comfortable, many of the shoes were naughty shoes, designed to elicit sex. Most of the styles came in womens sizes rarely seen on women. He wasn’t home, far from it, but he was in a place of comfort.

A ‘normal’ couple entered the store. He hated them for being normal, for being able to be normal. He felt less normal as they walked around, and he wished they would just leave. He registered the slight look of shock on their faces as they realized what kind of shoes he was trying on, but it flitted away like a bird. They would leave him be. Were they judging him? It didn’t matter.

He ended up buying three pairs of shoes, all expensive. He wanted to buy more, but this was not his last stop of the day. He knew the other people were not getting the same service as him, because they were only buying one pair of shoes. And they were normal shoes. His shoes were not normal. They were sexy. Three-inch red heels. Lipstick red. A shiny pair of black Mary Janes. There was nothing plain about these Janes, he thought idly. And the boots. They came up over his knees. Black leather, sexy, exuding their forbidden qualities.

He wished he could wear these in public, after he left the store with them. But he would never pass as a woman. Would he? He had lost weight. He knew that some women were overweight. Most women were. And he could be one of them. But he didn’t want to be. He wanted to be wanted, like one of those bitches in the Sports Illustrated swimsuit issue. And none of them were overweight.

* * * * *

He nervously studied the boxes of douches in front of him. Which was the right one to clean him out? Fresh scent? Mountain breeze? This was new territory. He had read all sorts of things online about the douches. Were they really okay for men to use? Some people said they used them all the time. Some said they would dry you out if you used them in your ass. If you used them too much, he thought. Were they right? He didn’t know.

He grabbed the ‘Fresh scent’ box, because it seemed the most innocuous. He moved further down the aisle, where the tampons and the pads were. Did women use those when they used the douches? Were douches used during a woman’s period? He didn’t know. He wanted to try them all out. He wanted to stick a tampon inside of himself and see how it felt. He wanted to put the pads in his panties while he slept.

Finally, he bought neither. He grabbed a couple of candy bars that he didn’t intend to eat, and headed for the register. He could pick up tampons and pads at the next store he went to. The woman at the register seemed disinterested. So a man was buying a douche and some candy bars. Who gives a fuck? He doubted she would even remember him or his purchases once he had walked out the store.

At the next store, he bought super-absorbent pads. And at the next he bought mini tampons.

* * * * *

He felt funny. The douche had been a little colder than he expected, and his tummy felt odd. And he seemed to be leaking a little. He had taken note of the filth that had been rinsed from him. He had had to sit on the toilet twice more after rinsing himself out. Was that normal? He would have to look it up online. But he was glad that he had bought pads. He didn’t want to stain any of his panties.

He put them in his panties and pulled them up. No, the pad didn’t reach all the way back to his bung hole. He slipped his panties down, moved the pad back, and then pulled them back on. Did girls ever use pads because they thought their assholes would leak? He didn’t know. The pad was far enough back, that he wondered if they could cover a vagina and an ass opening at the same time.

He laid down in his bed. His bedroom was private, so he always dressed like a woman here. Tonight he was wearing black leggings and a pink t-shirt. And his pad-lined panties. He didn’t know if any women regularly used leggings as pajamas, but he did know that these were comfortable as fuck. Did women ever use pads to protect their panties from their asses? He didn’t know. His ass still felt funny. He drifted off to sleep, with dreams of both fake and real penises penetrating him. Just like that douche, but bigger, and thicker, and over and over.

* * * * *

Her eyes flitted awake in the morning sun. Her tummy felt funny. No, it felt awful. She had cramps. Then a sudden realization hit her, and she tore the blankets away. ‘Shit,’ she murmured, looking at the red stain gleaming back from her crotch. She had loved those panties. She jumped out of bed, and ran into the bathroom.

Sitting on the toilet, she pulled her panties down and surveyed the damage. Her panty liner was back too f
ar, and had only caught some of her period. It looked like her other hole had had plenty of coverage. She was too mad to laugh at herself. Why did she put it back so far, anyway?

She hated having her period. Some guys would still want her, of course. Some even got off on fucking a woman on the rag. And they were all kind of creepy. But when she got horny, she didn’t seem to care so much. And if it came down to it, plenty of guys would love to just fuck her in the ass.

What a weird concept that is, she thought to herself. A perfectly good vagina, and they get off on fucking my ass instead.

She thought about what to wear that day, and started off the the black Mary Janes. She loved those shoes.

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The Tale of Two Girls Part 12

The Tale of Two Girls Part 12 Dear readers, I have included a list of the characters which will help you keep track of all the people in my story. It's basically in order of appearance. New readers please read the preceding chapters of this story and the two preceding stories, Chrissies New Life and Chris's Surprise Prize. Please enjoy my writings: it gives me great pleasure to write about a subject that is so close to my heart. List of Characters Chrissies New...

1 year ago
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The Alleyway

It was late, and Cassie shivered with the night chill. She was walking back from the city centre. It was only half past eleven, but after breaking up with her long-term boyfriend, Matthew, in the club, the last thing she had wanted to do was stay out. Even though his friend Edward had followed her to the door of the club to try and convince her to stay, and her girlfriends had attempted to have a "talk" with her about it, she had declined both offers and instead had chosen to walk home alone....

Quickie Sex
4 years ago
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Gentle bull

The Gentle, Sexy BullImagine this scenario. The cuckold has for months been suspecting that his wife is getting some on the side. All the signs are there. She's not been very responsive in bed, seeming distracted, and looking for excuses to go out alone. He decides to follow her, and discovers her and her brutish lover in a dingy, low-rent motel room, where he is forcing savage, brutal sex on her.Kinda formulaic, right? The cuckold, willingly or unwillingly, has his spouse 'stolen' from him by...

4 years ago
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Las cinco amigas The five friends 12

*************Duod?cima parte************* A medida que avanzaba la tarde entend? por qu? Dalia nunca parec?a estar en una postura relajada, aunque estuviera sentada, comiendo o de cualquier otra manera. Al parecer, mi due?o hab?a elegido para m? que fuera elegante y sexy al mismo tiempo. Eso requer?a aprender toda una nueva forma de moverme, de sentarme y hasta de comer. En algunos puntos me parec?a a los juegos gestuales de mi nueva amiga, pero en otros me separaba. Ella era m?s... vulgar hasta en eso. Per...

2 years ago
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Brianna Boyfriends and Girlfriends

I guess you could call me "the girl next door" type, though as you'll see, that was only a facade. My name is Brianna. I turned eighteen in April and graduated from high school in May. that was a month ago. And I'm still a virgin, technically. That's what was about to change. People in my neighborhood, at school, and at work, have called me: outgoing, cute, vivacious, sweet, cuddly, bubbly, helpful, courteous, kind, a good scout, and on and on and on. You get the picture. No hint of a...

4 years ago
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kate tuesday continued

I thought about the walk to the park , my mind full of doubt but I summoned up the courage to go, also the fear of what Kate might do to me , if I didn't go. I couldn't take another beating I left the room as it was and went down stairs , I looked in the mirror , I could see I was quite convincing as a girl , so I walked out onto the street , the sun was hot on my legs and the occasionallya light breeze blowing up my skirt added to the excitement, I reached the road I had to cross to the ally...

2 years ago
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Girlfriend dares me to suck strangers cocks

Every word is true.....It's my birthday and after a night out with my girlfriend in Manchesters gay village, pissed and heading home down the canal to ancoats feeling really horny we walk under a bridge where about 15ish lads all sucking and fucking each other. Long story short she dares me to go back and suck a random guys cock so we walk back under the bridge and stand watching. Not knowing what to do I must have looked lost because this black lad walks over cock in hand. This guy was huge,...

1 year ago
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Sailors in Silk Chapter 4B

Sailors in Silk, Chapter 4B - By: Beverly Taff List of Girl's names: (To help the Author's memory.) Elizabeth; My friend Azure; The Berber lady. Najanga; An African Chief's daughter rescued from the slave ship. Ongola; Another girl rescued from the slave ship. Obengi; Another girl rescued from the slave ship. Axetl. Azure's apprentice in the ship's pharmacy. Eventually, Timothy confirmed that we were South of Rio de Janeiro. Carefully we felt our way along the latitude...

3 years ago
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loco crazy

Introduction: this is a story about a crazy encounter It was a fine day in in the picturesk village of launchton, or what the locals call it dairylee lunchables Honestly that has to be the worst lunch anyone can give their children The village was a type of village that every body knew each other and as soon as a new car rolled through the old people grimaced at the sight of it. Also it can be said that this is the type of village is racist. But thats a different matter Anyways i lve in the...

2 years ago
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Sonnet 57Chapter 19 The DawneyMendeleyev Conjecture

Chapter Introduction There is good news for Joe and Jenny, an anxious day for some Senior Officers of the Metropolitan Police, an interesting moment as Stephen Appleyard pulls another rabbit out of his hat and a sober reflection from Chief Inspector Grantby about the purpose of policing. Jigsaw It’s a good day for Joseph and Jennifer McEwan! Today, two letters arrived in the post. One told them that their Insurers were prepared to honour their home and contents insurance policy. It means...

3 years ago
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Tution Teacher To Patya

Hey mera naam rohit hai me 11 me padtha hu or me maths ka tuition lagya tha or jis din me apni tuition teacher ke pass padne ki baat khne gaya tha or fhir me pheli baar dekha apni tuition teacher ko or unpe fida ho gaya or jab se man karne lag gaya ki unhe kaise patau fhir me unse tution padne laga or me unke sath jada der tuition padne ki sochta tha or dhere me unnse majak majak me non veg bat kar liya karta tha jab me akela rhe jata tha or unhe impress karne ke liye thoda kaam karta tha unka...

3 years ago
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One Good Turn Deserves Another

A writer of erotic short stories gets more than inspiration from his neighbour’s daughter....The banging on my front door took me by surprise.I was enjoying my second cup of coffee with the newspaper. My wife was at work. The girls at college and uni. I would get around to writing another smutty story to post on Hamster later. I was thinking three girls on holiday and their van breaking down. Yeah early retirement is bliss when you’re left alone. Still I had the down stairs bathroom renovations...

1 year ago
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DevilsFilm Kimmy Kimm OMG I Fucked My Bratty Student

A teacher, Seth Gamble, confronts one of his students, Kimmy Kimm, after class. He says that the term paper she handed in today is over a week late. Not only that, but it’s obvious that she copied someone else’s writing. Kimmy denies this, saying that her older sibling’s friend Robbie wrote the paper for her, so that’s not the same as copying! Seth is unamused, saying that NOBODY ELSE should be writing her term paper for her, plus it just means that Robbie is the one who...

xmoviesforyou
2 years ago
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My aunt taught me sex

Hi I am Suraj here, staying in Mumbai, my id is I am a very sexy guy. This is happen when i was 23 years old. I am having cousin aunty name sharu, but i never called her aunty, only by her name “sharu”. She is always smily, on at that time she was of 33 years with 2 kids. Her breast was huge big like big watermelon with full of juice and her hips also well round and big though she was slim. Her body size was bust – 96, waist – 61, hips – 99. Because of bachelor, i was hungry in search of fuck...

Incest

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