Hi all! This is my first story, so any feedback is greatly appreciated! Thanks for reading.
*****
Elizabeth was boring. She knew it, and everyone at her high school had known it. She spent those four years as just a faceless name on the attendance sheet, never calling unwanted attention to herself, and never stepping outside of her comfort zone. She got good grades, but not great grades. She had a handful of good friends, but no boyfriends. She graduated a virgin.
But now she had the chance at a fresh start. She had all summer to reinvent herself before college, and she was determined to make it happen. Which is why she convinced her parents to let her stay with her aunt a few states over for the summer, and get a job working as a waitress at a small, crappy tavern.
She packed her suitcases sparingly. A fresh start meant a new wardrobe, which she planned to upgrade at her new temporary home. All she took were a few basic clothing items, a pair of old tennis shoes, and her diary. Her parents dropped her off at the train station, hugged her goodbye, and off she went. The ride went quickly, and what followed was a blur. Her aunt met her at the station, and took her home. Elizabeth spent the afternoon settling in. Soon, however, she became antsy to start her new life. “Is it alright if I head to the mall? I need to pick up some things that I forgot at home,” she asked her aunt, holding out her hand for the keys. “Sure thing, honey. Do you remember where we passed it on the drive home? It’s just down the road on the left. Big sign, can’t miss it.”
The first store Elizabeth went into was a lingerie store. “If I want to reinvent myself, I have to start from the bottom and work up,” she thought. She had always had simple tastes. She got her underwear in a four pack from the local department store. So, this was a whole new world to her. She knew she had to push herself. She grabbed a few different bras and headed to the dressing room.
Elizabeth had a good figure, but she had always hidden it away. In these bras, though, there was no hiding anything. Her young, perky breasts looked huge in the push up bra, practically spilling out of it. She couldn’t help but run her hands over her own body, impressed with the amount of cleavage she never even knew she had. She settled on a few colors she loved, and headed over to find matching panties. She had always thought thongs were sexy, but was too embarrassed to ever buy one. Today, that changed. She left the store with a secret smile on her lips, excited at what was to come.
She shopped for a few more hours, buying makeup, a few short dresses and low-cut tops. She bought her first ever pair of high heels, and some stockings as well. She was feeling sexy, mature, and confident for the first time in a long time. She raced home, eager to go to bed and start her new life in the morning.
Her first day at her new job! Elizabeth jolted out of bed and started getting ready. She normally didn’t wear makeup, but today she outlined her eyes in sexy, smoky, charcoal, and even added bright pink lipstick. Her dark blond hair fell in gentle waves around her shoulders, and she looked like the perfect mix of sweet and sultry. She was eighteen years old, and now she finally looked her age. The uniform for her new job was fairly laid-back. She donned a pair of brand new body-hugging black skinny jeans. Her frame, which had always been petite, suddenly looked curvy. The tight pants emphasized her slim waist and the dramatic curve down the small of her back to her behind. She spun around to check out her assets and was shocked at the transformation. Without layers to hide it, her ass was firm and round! Taking a deep breath, she pulled her new white blouse over her new pink push-up bra. The blouse was slightly see-though, and it gave Elizabeth a thrill to know that everyone could see her bright fuchsia bra, and would probably rightly assume that her underwear was a bright pink, matching thong. She smiled to herself, and slipped out the door.
Her first shift passed in a haze. She was too focused on learning how to do the job to pay much attention to the way men were looking at her, but they were looking. A few caught her attention throughout the night, but none of them held it for very long. It wasn’t until the end of the night,
when she felt a pair of eyes focused intently upon her, that she felt much of anything.
She glanced to her right and there he was. His eyes were dark, intense, and focused solely on her. He was ignoring whatever his friends were saying to him from across the table. She guessed he was a few years older than her, in college probably, because of his tall, muscular body. His dark hair was outgrown, unkempt, but looked sexy in the dark light of the tavern. She felt simultaneously compelled to him and petrified of him. A blush crept over her face and down her neck as she approached the table to introduce herself.
“Hi, I’m Elizabeth and I’ll be taking care of you this evening. Can I start you off with some drinks?” His gaze never waivered, and she couldn’t tear her eyes away from his, either. The friend muttered something about his drink order, but before she could register his words, the mystery man stuck out his hand for an introduction. “Hi Elizabeth. I’m Will. Nice to meet you. Are you new here?” She quickly tried to wipe her sweaty palms on her apron before taking his hand, but she knew he saw right through it. She had the sudden feeling that he knew everything about her from just one look. Her legs felt weak and her chest felt too tight. Her heart was racing when she nodded that yes, she was new here. “How about a tour guide, then? When do you get off?”
*****
The second her shift was over, Elizabeth looked for Will outside of the Tavern. She spotted him leaning against his car, looking out into the distance as if lost in thought. The sound of her shoes on the concrete echoed through the parking lot, and he turned his head towards her slowly, a smile already playing across his lips. He looked even more dangerous under the glow of the streetlights, and Elizabeth’s steps faltered. Did she really want to do this? It was one thing to crave him from the safety of the well-lit restaurant. It was another entirely to get into his car, a stranger’s car, in a strange town. She had read horrible headlines involving women going off with strangers and had shaken her head at their naivety. She had judged girls at her high school for hooking up with boys whose last names they didn’t know, only to end up crying the next morning over what a mistake it all had been. She was smarter than those girls.
But she wanted him. She wanted to know the man standing there in the darkness, waiting for her. For her! For boring Elizabeth! So, she didn’t know him. He didn’t know her either! She could be anyone with him. She could be brave. She could be crazy. And wasn’t that the whole point? To challenge herself? To be uncomfortable? She knew she would always regret it if she let this night pass her by. So, she took a deep breath and another step forward.
He came forward to meet her, and took her hand to lead her to his car. The touch send shivers down her whole body. She was keenly aware of everything- the way his delicious smell filled up the front seat, the way his big, strong hands looked holding onto the steering wheel. She was certain that he was the sexiest man she had ever seen, and she wanted him badly. The problem, however, was that she had no idea how to flirt. She sat in silence for about five minutes while he drove, trying to think of something interesting to say. Finally, he pulled to a stop and they got out to look around. It was dark, but the slight sparkling in the distance told her that they were near water.
“This is the old abandoned reservoir. It’s a pretty popular hang out spot in this town, so it’s attraction #1 on our tour.” Will grinned wickedly. “It’s also a popular hook up spot, so beware of who you bring here. They might have certain expectations.” Elizabeth ducked her head, trying to hide the embarrassment and excitement on her face. She didn’t want him to know she was a virgin. She didn’t want him to know she had never been to a hook up spot before. She didn’t want him to know anything about her, really. But somehow he knew everything. His hand found her chin before she even registered that he had taken steps towards her.
“And now we’re here, and I have certain expectations. Do you want to leave?” His voice was low, almost a growl. His mouth was inches from hers, and it made her remember her pact to reinvent herself. She was not shy, boring Elizabeth anymore. She didn’t say a word; she simply leaned in to him until their lips met in the darkness.
Every nerve in her body was on fire. He kissed her slowly at first, knowing that she needed to be guided. His hand was still on her chin, tilting her head back and allowing him to slide his tongue into her mouth. His other hand wrapped around her waist, pulling her close until their entire bodies were pressed tightly against each other.
The hand on her chin moved into her hair, as he grabbed a fistful and tugged lightly. He pulled back from the kiss just enough to whisper into her ear, “Are you ready for me to teach you how to be fucked?” The vulgarity almost stopped her heart, but it awakened something in her. She felt wetness grow in her panties, and her nipples hardened underneath her blouse. “How did you know?” she asked, wondering if she gave off some virgin vibe. “I could tell you were a virgin tease the second I saw you in that see through shirt with the bright bra. You wanted to make men notice. You wanted a little excitement. We just met but I already know you well. In fact, I’d be willing to bet you’re already wet for me.” Without hesitation, he dropped his hand down and undid her zipper. Deftly, he slid his middle finger down into her panties, and rubbed it up and down her slit. She gasped at the unexpected contact, but found herself grinding closer to him. It felt so amazing! She should have done this ages ago.
Elizabeth slid her pants down to her ankles, hardly caring that they were outside, and praying that the darkness hid them well enough from anyone driving by. Will’s finger found her clitoris, and he rubbed in gentle circles while his tongue resumed exploring Elizabeth’s mouth. She couldn’t help but moan into his mouth after a few seconds, her pleasure already building after years of longing. “Oh no, you don’t,” he chuckled, pulling his hand away before she could get any closer. His fingers glistened in the dark, and Elizabeth was embarrassed to realize that they were soaked from her juices.
Will spun her around and looked down at her ass. “Nice thong,” he smirked, before he tugged it off. He walked Elizabeth over to the hood and bent her over it. It was still warm from the drive, and it felt nice against the summer air. She stared at him, and he returned her intense gaze as he slowly undid his belt buckle and unzipped his pants. He seemed like he could read every thought that crossed her mind. “Are you scared?”
She felt so many emotions at once- fear, excitement, embarrassment, freedom. She heard sounds from the highway not far off. She heard gentle waves from the wind rippling across the water. She was young and alive, and about to be fucked for the very first time, over the hood of a car. She smiled at him and answered honestly. “Yes.”
“I’ll take care of you,” he replied. His pants were off by now, and Elizabeth was stunned by what she saw. She had never seen a penis in the flesh before, but she knew his was magnificent. It was rock hard and thick, spattered with bulging veins that looked like they were about to explode. She craved it with an animalistic urge, she wanted it inside of her this instant. She bit her lip as he came up behind her, standing on her tiptoes in excitement. Will grabbed her hip firmly, and started to rub his head against her wet hole. She whimpered with lust, mad at him for teasing her but bewildered by how amazing it felt. Then, without warning, he slid himself inside of her.
She felt a burst of pain and pleasure and cried out into the darkness. His hand was stroking her hair as he started pumping. He whispered encouragement into her ear, “It’s okay, sweetheart. Good girl. You’re doing great.” She loved everything about this moment. She loved how she could feel him stretching her out, filling her completely, and she started to get into the rhythm. He fucked her faster and faster, leaning forward to kiss the back of her neck and her shoulders. “Do you like being fucked so far?” His words lingered in the air. It took her a minute to catch her breath enough to respond. “I love it!” she exclaimed. “Please, don’t stop.”
Her body started to shake, as she felt the familiar intensity building. She knew it was an orgasm coming on, but she had never had one like this before. He kept thrusting, as her breaths grew shorter. She started panting. She couldn’t think, let alone speak. “Are you going to cum for me, Elizabeth? I’ve been nice enough to take your virginity. The least you could do is cum hard for me.” She could tell he was smiling from the way he spoke, and it made her want him even more. She felt his cock, buried inside of her, and his breath on her bare skin. His grip on her was iron tight, and she thought she’d probably be bruised tomorrow. He fucked her roughly, grunting with each thrust. “Come on, you little tease. Cum all over my cock, right now!” Elizabeth couldn’t contain herself any longer. Her legs started to shake, and the feeling grew throughout her body until she thought she might burst. She was screaming his name, begging him to make her cum when she finally did. Eighteen years worth of wetness seeped out of her, drenching his cock so suddenly that he came instantly. He shuddered and held her tightly, moaning into her ear as his orgasm took control. She felt his cock twitching inside of her, shooting warm streams of cum into her already soaked hole.
After a few seconds, he spoke. “I’m going to pull out now, and you’re gonna want to look down and see what you made me do.” She gasped as he slid out of her, already missing the feeling of his cock. She glanced down at her swollen, red pussy lips, and saw what Will had meant. Their juices had mingled inside of her, and were now leaking, slowly, down her thighs. He slid his fingers inside of her once more. “Do you want to see what cum tastes like?” Elizabeth opened her mouth obligingly as he slid his covered fingers into her mouth. She closed her eyes and sucked them clean, enjoying the taste and feeling proud of herself for bringing about this result. She had been deflowered, had a mind-blowing orgasm, and had made Will cum just as hard. She had a feeling this summer was going to be a lot of fun.
Will’s voice brought her back to the moment. “That’s just a teaser. Next stop on the tour is your lesson on blowjobs. I’ll meet you at the Tavern tomorrow night.” It was going to be a very fun summer, indeed. Hi