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Click hereCHAPTER 1 - WOULD YOU LIKE TO HAVE SEX?
Jessie sighed and breathed out. Hot water splashed down her soft back and she picked up the bottle of soap. Squirting some into her favorite loofah, she started to scrub her body. Being a high school student, she cared very much about her appearance and standing in high school. Therefore, she couldn't afford to stink at school. The soap bubbled and tickled her body as she ran the loofah around her skin. It felt pleasing and soothing to feel the gentle soap moving down her supple body.
"Mmmm..." Jessie breathed softly and she let the hot water rinse the soap from her body.
Filling her hand with tea tree shampoo, she started to gently scrub out her soft brown hair. It reached down to her lower back and took quite some time for her to scrub it all out. She loved her hair and kept it shiny and beautiful whenever she could. It felt extremely comfortable to scrub her hair clean and bubbly with shampoo.
Hanging her head under the hot water, she let it rinse out her hair and she closed her eyes, holding her head up under the water as it ran down her body. Running her hands down her lithe, eighteen year old body, she scrubbed the rest of herself clean before turning off the water.
Jessie stepped out of the shower and took a towel in her hand. Running it up her legs, she dried herself. Drying herself completely, she carefully spun her hair up in the towel and stepped in front of the mirror. Not shy about her body, Jessie rather enjoyed it. She was cute but not overly exotic. Her skin had color, but was not well tanned. Her breasts were average for her age, right around a B cup. However, the rest of her body was not at all average.
Between her legs dangled her difference. Ever since she was a child, she knew she was different. She knew she had the parts of a boy and the rest of a girl. However, this didn't stop her from being a girl in any terms of the word. She was a very girly girl and never let her body affect her mind. She liked cute skirts, pretty makeup and the color purple. On top of that, Jessie had become exceptionally skilled at tucking and taping herself to make her look completely normal in a bikini.
"Jessie, are you about done? We'll be leaving for school soon." Her mom said outside the bathroom.
"Yea mom, I'm about ready." Jessie said, looking through the drawers, "Mom, where's my tape?"
"Your tape? Whatever for?" Her mother asked.
"Mom! I'm wearing a skirt today!" Jessie squeaked.
"Oh! Right! I think it's in the bottom drawer." Her mom said simply.
Her mother knew everything about her daughter and was completely supportive of her.
"Thanks." Jessie said.
*******
Jessie sat in the library with a book in her lap. She wore a cute lilac skirt that reached right above her knees. She also wore a black top and black leggings that reached the bottom of her skirt.
"Hey Jess. What's going on?" Mary asked, flopping down uncerimoniously on the couch next to Jessie.
"Just reading a book." Jessie said, changing the page.
Mary was Jessie's unrequested friend. She had leapt into Jessie's life during middle school and just decided to be her friend without Jessie saying anything. Soon after, she just showed up at Jessie's home one day and Jessie couldn't just tell her to leave. What ensued was a long line of annoyances and aggravations, all of Jessie's part. Mary brought her homework over and proceeded to question Jessie on every answer, knowing that Jessie already finished all of it. Their relationship continued much like this for the next six years, through the rest of middle school and to their senior year of high school. Jessie found herself hanging out with Mary at school, going shopping with her and having her spend the night numerous times. As selfish and lacking in manners as Mary was, Jessie had to admit her as a friend at this point.
Mary was the same age as Jessie. She had short black hair that barely reached her ears. Her body was considerably more feminine than Jessie's. She had round hips, a soft, curvacious bottom and large D cups. She was fairly popular with the boys of their high school on the account that she was one of six girls in their school that actually had D cups. Mary took pride in her breasts as her best feature and showed them off whenever she could. She wore tight sports bras in gym class, small bikinis at the pool and she knew it drove boys mad. Even right now she was wearing tight jeans and a small green blouse that showed excessive cleavage.
"You always read a book. Don't you ever do anything else?" Mary asked, "You ever tried jerking off?"
"What?! No! Mary, shhh...don't say stuff like that." Jessie hushed her frantically.
Jessie couldn't hide herself from her friend forever, especially considering the fact that Mary had the habit of just barging through doors whenever she felt like it. They had only been friends for a few months when Jessie's mother had let her in and she had barged in Jessie's room as Jessie was changing. Mary, completely unphased, just sat down on her bed and said, 'Nice penis'. Jessie had been absolutely mortified, but after Mary never did anything but joke about it, Jessie realized that Mary really didn't care. It gave Jessie a surprisingly big relief to have Mary know about her, to have someone she could talk openly with. However, it also gave her a lot of stress because Mary never knew when to shut her mouth.
"Okay fine, a little more subtle. You ever tug your monkey?" Mary smirked.
"Shut up!" Jessie hissed, smacking her with a book, "I don't do that kind of stuff!"
"Oh come on! Every guy I know whacks off to these. What would you do it too?" Mary said, rubbing her breasts together.
"I don't!" Jessie said, hiding behind her book.
"Have I struck a nerve? Is it that you have your eyes on some cute boy? Want him to diddle your danglies while he does your backdoor?" Mary asked teasingly quiet, "Or is it possible that you have some girl in mind that you want to show the meat train express?"
"Shut up! Shut up! Shut up!" Jessie said, smacking her friends shoulder, "Mary! You're a perv!"
"You needn't state the blatently obvious." Mary chuckled, leaning back on the couch with her arms behind her head, "You need to loosen up and have some sex."
"Well let's just say that subject is a little difficult for me, okay?" Jessie said in annoyance.
"Oh come on. At the very least you could buy some porn." Mary sighed, "That would help you blow a load. I wonder if they make porn for people like you...?"
"Shut your face before I shut it for you." Jessie said through gritted teeth.
"How are you going to do that?!" Mary challenged.
Jessie reached down in her bag and pulled out a black staple. She clicked it threateningly and held it towards Mary's mouth.
"Oh like you actually would." Mary smirked.
"You talk enough, I may not have to. Just wait for a frustrated teacher to do it." Jessie chuckled.
There was a buzzing of a phone and Mary pulled her cell phone out of her bra.
"Is that really neccessary? You have pockets." Jessie sighed after seeing this.
"Yes, but those pockets aren't in a place that makes me tingle when it goes off. Maybe I should start carrying it down here..." Mary made a motion for her zipper, "Nahh...it'd get all wet."
"You are unbelievable." Jessie said, snapping her book shut, "I have a class. I'll see you later."
"Hey, how on earth do you wear skirts like that? What happens if you get a stiffy?" Mary asked as Jessie stood up.
"That's a trade secret." Jessie smiled, patting Mary on the cheek, "I trust I'll see you after school?"
"Probably." Mary shrugged, clicking away on her phone.
"That's a yes." Jessie sighed as she walked out of the library.
*******
Jessie dropped her bag on her floor and fell forward, hitting her pillows.
"Tiring day honey?" Her mom asked as she walked in the room.
"Uhhh." Jessie grunted from behind the pillows covering her face.
"Well I'm going out tonight. It's friday and I've got a date!" Her mom Jane said ecstatically.
"Oh not with John again. Please tell me it's not that guy." Jessie sighed as she turned over onto her back.
Her mom Jane was a good looking woman of thirty seven.
"No, it's not John. Roseanne set me up on a blind date with one of her friends." Jane said.
"Mom! Roseanne's idea of a blind date is to stand outside the prison and ask the first guy who comes out without a guard uniform on." Jessie said in flat annoyance.
"Hey! Some of us actually need a man, you know?" Jane said, looking down at her daughter with her hands on her hips.
"Thanks mom." Jessie smiled half-heartedly at her moms joke.
"Anyway! I'm leaving, so there's some money on the counter for pizza for you and Mary." Jane said, turning to leave.
"Mary's here?" Jessie asked, sitting up.
"Not yet, but you know her." Jane chuckled.
"Yea..." Jessie sighed, falling back down on the bed again.
"Bye honey." Jane said, walking out the front door.
They lived in a small house that Jessie's rich grandparents had bought for them before her father divorced her mother and disappeared. The house was a prefabricated house. It had a conjoined livingroom and kitchen, a bathroom and two bedrooms. They had a pretty big lawn outside because they had chose such a small house. Jane's parents had offered to buy them any house they wanted, but Jane had insisted on a cheaper prefabricated house on a nice corner lot in a peaceful neighborhood. Before this, they had all lived in a tiny two bedroom apartment.
Getting to her feet, Jane sighed. She grabbed a set of basketball shorts from her drawer and took off her clothes. She untaped her genitals and sighed at the relief. It was rather uncomfortable to do that to herself, but she had to in order to wear certain clothes inconspicuously. Slipping on the shorts without any underwear, she also tossed on a loose T shirt and flopped back down on the bed. As girly as she was and as much as she liked wearing cute clothes, Jessie had to admit that loose and open clothes felt so much more comfortable. She loved letting her lower half hang naturally.
There was a bang at the front door of Mary letting herself in.
"Jessie!" Mary called out as her way of letting Jessie know she was here.
"In here." Jessie called back.
Mary walked down the hall and into the bedroom. She flopped down on Jessie's couch and sighed, her legs splayed immodestly. The bedroom was nice sized and it held Jessie's desk, couch, dresser and bed with just enough room. Mary laid her head back on the couch and sighed.
"What's wrong?" Jessie asked, looking over at her friend.
"Long, long day." Mary sighed.
"You had the same day as me." Jessie said flatly.
"I had three tests out of four classes!" Mary said, looking down at Jessie.
"Such a tragedy." Jessie grunted.
"Thanks for your sympathy. Mind if I use your shower?" Mary asked, already pulling her shirt off.
"I suppose not." Jessie said as Mary undressed in front of her, "But you could go to the bathroom to do that."
"Oh come on, we're both girls." Mary said as she pushed her pants down.
"You know what I mean." Jessie said flatly.
"Oh right, you don't want to get a stiffy from seeing my cute, pink little pussy." Mary teased, shaking her panty-clad butt at Jessie, "But then why don't you get excited about these?"
She turned around and jiggled her large, bare breasts in Jessie's direction.
"Go!" Jessie snapped.
"Fine." Mary sighed, walking out of the room in just her panties.
"Unbelievable." Jessie sighed, picking up her friend's pants, shirt and bra.
There was the snap of the bathroom door as Mary headed for the shower. Jessie folded up Mary's pants and shirt, setting them on the arm of the couch. Holding up the bra in her hands, she stared at the size of it. Her head could almost fit inside one of the cups of it and Jessie felt a tingling in her loins as she looked at it. Looking at the door, she heard the shower running. Jessie leaned forward and smelled the inside of the bra. It was still warm and smelled a little flowery. She quickly folded it up and put it with her other clothes. Turning quickly, she hurried out of the room and towards the kitchen.
As much as she got annoyed at Mary's open sexuality, Jessie couldn't deny that she was attracted to Mary. When she was younger, Jessie thought some boys were cute or handsome, but she was never truly attracted to them. Not like when she looked at some girls. She knew she would never have sex with a guy, and that was okay. She never liked the idea of anal anyway.
Digging through the fridge, Jessie was only too aware of the growing penis in her shorts. She quickly put together a sandwich and headed back to her bedroom to sit at her desk and eat it. As open as she was with Mary, she couldn't stand letting Mary know that she was actually sexually attracted to her. As joking as Mary was about sex, she had never shown the slightest interest in girls or in Jessie. Jessie took this at face value and never wanted to mess up their friendship just for a little bit of pleasure.
Turning on her laptop, Jessie started to work on one of her school assignments while she ate. She was almost finished with the first assignment when the shower turned off.
"Ahhh! That is so much better!" Mary sighed, coming out of the bathroom with a towel around her chest, "Nothing like a nice hot shower!"
As she walked in the room and past Jessie, Jessie couldn't help but notice that the towel pretty much did nothing for her modesty. Because of the size of her breasts, the towel didn't reach far enough to cover anything. It wasn't the first time Jessie saw Mary naked, but it always got her excited when she did. Mary had her pubes shaved in a small arrow above her pussy, pointing down at it. Her gorgeous butt jiggled softly when she walked, emphasising her femininity. Walking across the room, Mary flopped back down on the couch with her legs splayed open. Jessie took one look over her shoulder as Mary was taking the towel off to rub her short hair dry. She caught a full glimpse of Mary's pussy.
"Put some clothes on would you?" Jessie asked, looking back at her computer.
"Why? Worried you might get overwhelmed and try and rape me?" Mary asked, getting up and walking over to her.
She put her arms around Jessie's neck and pressed her bare breasts to the back of her head.
"Now you're going too far." Jessie said, pulling her arms off.
"Oh come on. You really are wound too tight." Mary sighed, putting her clothes back on, "So what's for dinner?"
"Pizza." Jessie said, "Money is out on the counter if you want to order it."
"Alright." Mary said, bouncing away.
*******
The day went pretty much how Jessie expected a Friday would. Mary copied half her homework from Jessie, ate three-quarters of the pizza and watched a lot of television. Jessie was okay with it though, Mary was a nice friend and still fun to hang around with even if she did mooch off her a lot.
She was lying in the darkness staring at the ceiling. Mary laid on her home away from home, Jessie's couch. She didn't know why, but Mary seemed abnormally quiet tonight. She usually talked until she fell asleep. It was unlikely, but maybe Mary had already fallen asleep.
"You want to have sex?" Mary's voice popped up through the darkness.
"Wh...What?!" Jessie said in shock.
"You want to have sex?" Mary repeated.
"Why would you ask that? I mean...since when...I...well...sex..." Jessie mumbled in surprise.
"Well I'm feeling horny and you are obviously a virgin. I thought I'd take your virginity." Mary said casually.
"Excuse me for still being a virgin at eighteen. People aren't exactly lining up to have sex with a dick-girl." Jessie said sharply.
"Oh come now. Like you've never thought of which gender you want to have sex with. You've got a dick. Try and lie and say you don't want to know what it's like inside a girl." Mary said, "So I ask again, you want to have sex?"
"Oh sure, what the hell." Jessie sighed, "I'm too lenient with you."
"Like it's such a hard stretch to let your best friend have your virginity." Mary chuckled as she got up.
Jessie listened as Mary stripped off her meager clothes and walked over to her. Jessie was lying in bed in only a pair of loose boxers. She started a bit when she felt Mary crawl onto the bed. She settled herself on top of Jessie, her hands on either side of Jessie's arms.
"Mary?" Jessie asked, looking up at her.
"Yea?" She asked.
"Why?" Jessie questioned.
"Because you act like those pubescent boys who would give a limb to see me naked, but at the same time you try to act like you don't get hard over seeing me naked." Mary said.
"So this is all about you?" Jessie said as Mary pulled the blankets back.
"No, it's about you too. I figured if you can't be with some other girl, why not be with the one who knows all about you." Mary smirked as she crawled under the blankets with Jessie.
"Hey, should I go find a condom?" Jessie asked.
"Naah. I've never liked those rubber cock-sleeves. I like feeling every bit of you inside me." Mary said.
"Aren't you worried about getting pregnant?" Jessie asked as Mary pressed her breasts against her own.
"Nope. I'm on the pill. It makes things easier and more pleasurable. I get to feel all of your sticky, hot cum inside me." Mary smirked, "Oooh! You're getting awfully hard down here."
She reached down and felt Jessie's stiffening cock.
"Well you are kinda close." Jessie said with a bit of a blush.
"I don't hear you arguing." Mary said, adjusting Jessie's cock, "Here we go."
Mary felt something strange as Jessie pushed down on her. Something hot and wet, yet so tight, enveloped her cock. She had never felt anything like this before. Jessie had never bothered with masturbation before, so she never knew how good it felt to stroke her cock. But here she was, deep inside her friend Mary and she couldn't hold back her moans of pleasure.
"Ohhh...good?" Mary asked as she stopped moving.
"It's amazing...I never knew it would feel this good. You're so wet down there. It feels so warm and wet inside you." Jessie said, her hands grabbing the sheets beneath her.
"You know, you can touch me how you want." Mary said, feeling Jessie's hands moving around on the bed.
"Umm...Okay." Jessie said reaching up nervously. She put her hands on Mary's hips and felt the warm skin under her hands. She carressed up and down Mary's legs as Mary started to move her pelvis around again. Jessie was feeling quite amazing as Mary moved up and down, stroking the length of Jessie's cock.
"M...Mary...I think...I'm gonna cum...I don't know...it feels so good!" Jessie moaned loudly.
"You go right ahead...and cum...deep inside~!" Mary moaned loudly as she pushed as down as hard as she could.
Jessie felt herself cum. The orgasm made her legs lock up and her hands clenched on Mary's thighs. Her cock twitched as something wonderful happened. Hot, thick cum spurted up inside Mary from Jessie's cock, making both of them moan loudly. It felt so good to have that hot cum filling Mary's womb. Jessie gasped as it was all over far too quickly. She let her arms fall by her sides and she blinked in surprise.
"You cum pretty quick." Mary said, "But man...I can feel all of that inside me...you came buckets."
"S...Sorry..." Jessie mumbled.
"Don't be! It's wonderful! Most guys I've been with can't cum this much and you're definitely bigger than most of them." Mary sighed, moving her pelvis around some more.
"Bigger?" Jessie asked.
"Oh yea...you're way bigger than most of those guys I've been with...hell...I wish I knew how big you got when you got hard because I would've had sex with you years ago." Mary said, pulling off Jessie's soft, sensitive cock.
"All about you, isn't it?" Jessie chuckled.