*All characters are 18+*
*Also this is my first posting ever! Get excited for more!*
He was nervous, and she could tell… Evan could barely keep his eyes on the road as he drove to his high school for his very last school dance. They kept darting over to his date in the passenger seat. Leena was stunning, and Evan knew it wasn’t really for the dance. She had made it perfectly clear what was happening tonight. She had found out her new boyfriend was a virgin and just couldn’t let that stand.
She had been pretty enticed when she found out. Leena had spent high school doing plenty of sleeping around. Evan on the other hand, despite being plenty good-looking and charming, had barely gone further than making out with any of his exes. Honestly, she could see why. He was just so nervous. Never had it in him to make the first move. That’s why she had been so direct with him after she found out…
“So I guess we know what we are doing on prom night.” Leena had said with a naughty smirk. She had let him anticipate it for days. Evan knew she had been around, it wasn’t something that bothered him. Now though, he was nervous. Could he stack up? He knew he was pretty big but had no idea what her exes were like. Would he know what to do in the moment? What if he had a panic attack? All of these thoughts had been buzzing in his head. His nerves had been through the roof and she had been loving it. Something about making a guy a blundering mess really turned her on.
“So are you excited?” She asked him with a trace of a teasing tone in her voice as she slid her hand across the center console of the car and onto his inner thigh. Evan noticeably stiffened at her touch. He had been trying to prepare for this but had just gotten in his own head about it. The best preparation he actually did was get himself off before the date in the hope that he would last longer.
“Yeah, very… Sorry, I’m too nervous to think of anything better to say.” He chuckled awkwardly, pulling into a parking spot far from the actual school. Nearly to the treeline. Just a short walk into the woods was the young couple’s destination, the outdoor classroom that was certain to be unoccupied during the dance.
“It’s okay,” Leena replied, “making you nervous is just part of my foreplay.” She said quickly kissing him on the cheek before popping the car door open and slipping out before Evan could even put the car in park. He blushed for a moment alone in the car, then shook his head in an attempt to clear his mind and gather himself. With a deep breath turned the car off and stepped out to join her.
“Don’t forget the blanket!” She called back, already stepping across the street towards the woods. Evan tried to take a moment to take it all in. He briefly watched her walking away and up the embankment before following close on her heels. Her short auburn brown hair showed off her pale slender neck, and her red dress draped low across her back and clung tightly to her curvy figure. The slit going up the side of her dress showed off her long legs. Everything about her outfit said she was about to be the center of attention at the dance, the only thing that disagreed were her shoes. The bright pink converse stood out as a reminder that she wasn’t interested in going to some stuffy formal event.
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Evan threw their fluffy grey blanket over the top of the large concrete picnic table and turned nervously back to his date, she wasted no time throwing herself into his arms and locking her lips with his. At least this he had experience with, Evan had always been told he was a good kisser. However, their make-out session was quickly reaching uncharted territory. As Leena kissed him her hands ran smoothly down his chest, quickly reaching his belt buckle. Her nimble fingers were making quick work of undoing it. To her surprise, he was holding his own in their kiss. She wanted to rattle him more than this. She briefly pulled away and moved to kiss his neck, “untie my dress.” She whispered confidently in his ear. Evan wasted no time in doing just that. His hands moved his hands up her waist and to the back of her neck where he (to his relief) dexterously untied the knot holding Leena’s dress over her shoulders. The only thing keeping her busty chest from night air was the fact that she was pressed firmly up against Evan’s chest.
Leena pulled Evan’s tucked-in shirt out of his pants as she stepped away from him, holding her hands on her tits keeping the suspense in the air. She looked him up one good time, not nearly as nervous as she wanted him to be, he even looked like he was gaining some confidence. She couldn’t have that.
“Ready to see what’s been waiting for you underneath this dress?” She said seductively. Evan’s cock throbbed in his pants as he answered.
“Very very ready…” He said, anticipating her dress dropping any second.
“Then get that shirt unbuttoned.” She said commandingly. Evan blushed in the dark as he unbuttoned his bright blue shirt from the top down, his hands shaking ever so slightly. In a few moments, he had his shirt thrown off onto the seat of the picnic table. Leena stared at him, making sure he knew she was examining him.
“Now drop the pants.” Leena said with more than a hint of excitement in her voice. Evan’s nerves briefly got the best of him and he froze. ‘*That’s more like it.’* Leena thought to herself while her eyes scanned Evan’s chest. He was a bit more cut than she would’ve expected, his shoulders were broader too. To be such a nervous guy he didn’t have much to be worried about in Leena’s eyes.
“Come on…” Leena said, pushing her busty tits together for a brief pause “Come on Evan, show me that cock.” she said slowly as she let her prom dress slip off of her body. Evan wanted to respond with something witty, but instead, his jaw popped open just a bit as he stared, blinking several times, at her perky round breast in the dim light. “Like a deer in the headlights.” Leena joked with a chuckle before leaning in to kiss him again, pressing her bare tits against his firm chest. His hands wrapped around her and traveled her body, down her back, and to her bouncy ass. He gave it a squeeze as he pulled her against him. Her hands, meanwhile, were expertly unfastening his slacks and sliding the zipper down. As the zipper went down, so did she. Leena dropped to her knees on top of her dress. She looked up at Evan with her bright green eyes, her high cheekbones making them pop even in this low light.
Evan could hardly believe this was happening, this gorgeous girl wearing nothing but a neon orange thong on her knees with such an excited look on her face. Any regret he had about transferring in his last semester was gone, this was where he wanted to be.
While Evan was lost in the moment, Leena reached into the front of his pants, giving him a flirty double eyebrow raise as she did. Her hand slid down to his hard cock and wrapped around it, well almost around it.
“Woah.” Leena said quietly while her eyes lit up. “It’s always the quiet nerdy ones.” She said as she excitedly slipped Evan’s pants and underwear down off of his hips. As they fell his throbbing cock jutted out at Leena, making contact with her forehead. She burst into a flirty giggle as she used both her hands to feel out her prize.
Evan’s confidence was excitedly buzzing. He went to say something he thought was smooth that she would have thought was stupid but was stopped by a slight forced gasp as Leena’s quick tongue ran all the way up the underside of his dick, flicking a few times as she reached the tip.
“I don’t think I’ve ever seen a cock this thick before.” She said, just thinking out loud. After she said it she realized just how much confidence she had given him, his whole ego was his cock, ‘*what a simple toy’* she thought to herself. She didn’t want him to feel too in control. “I’m curious if you know how to use it.” She said, daring him to perform the best his virgin self could.
“Well, I wouldn’t want to leave you wondering about it,” Evan answered. “Why don’t we find out?”
“Oh we will,” Leena answered as she started to stroke his cock slowly with one hand and slid the other between her legs. “Assuming you can last that long without just cumming all over my face.” she continued, her hand speeding up and pumping harder.
“Just because I’m a virgin doesn’t mean I’m easy.” Evan answered, his legs tensing with the sensation of Leena’s steady stroking. Leena giggled again.
“I think that’s exactly what it means.” She said as glided her lips smoothly over the head of his cock while her hand kept moving rhythmically. Her tongue swirled around the tip before she plunged deeper onto his thick shaft, expertly bobbing her head. As her lips got closer and closer to the base with every bounce, her hand slipped away from stroking his base and instead to toying with his balls. Evan’s eyes went wide.
“Oh my god!” He blurted out louder than he should’ve. She loved that response, giving a half chuckle half moan with his cock approaching the back of her throat. He could feel the vibration of the moan and it nearly sent him over the edge before he even got the chance to impress. Leena felt his body tensing, his cock throbbing and getting rock hard. She knew he was going to cum any moment. Which is of course why she suddenly stopped entirely and stood up. Evan grunted, holding himself back, having been seconds away from a ruined orgasm being his first experience.
“So, think you’re ready for pussy.” She said to him with a smile.
“Fuck yes!” Evan said desperately, laying back onto the table behind him.
“You want to be on your back for your first time? You fucking sub.” Leena said, mocking him for a bit of fun. He blushed as he reached for the condom sticking out of the shirt pocket on the side of the table. Before he could answer her snarky comment she saw what he was doing. “Oh come on Evan, it’s your first time, you’re going to want to really feel this.” Leena said while making a show of slipping out of her thong, swaying her wide hips back and forth before climbing up onto the table and sitting over him. “Besides, I’m on the pill, and I want my new virgin to get the full experience.” She said as she grabbed his cock and pushed the tip up against her wet shaved pussy. He could’ve cum right then, with her hand wrapped around his base and his tip just barely inside her, but he didn’t want to disappoint and fiercely held himself back from bursting. Little did he know she would’ve loved that…
Leena’s hand guided Evan’s cock smoothly inside her before letting go and moving her hand to rest on his chest, the other firmly squeezing her breast. She used her knees to lift herself up and down, naturally lubing the tip of his cock. Evan’s eyes had nearly rolled back in his head as he felt himself slide inside her. Leena was actually struggling with his girth, but she wasn’t about to let him know that. She’d just chalk it up to teasing him.
“This is fucking incredible.” Evan said with a moan. One of his hands slid down from her hips and around to her bouncy ass, the other moved upward over her hourglass curve to cop a feel of her nearly oversized tits. By now Leena had managed to take half of his long cock and was wet with anticipation of just how deep he could go.
“You haven’t even started to feel what I can do yet newbie.” She said confidently as she shifted more of her weight onto his chest before dropping down all the way onto Evan’s hips. She gave a mixture of a gasp, moan, and shriek as she felt Evan’s cock reach what felt like her belly-button. “Fuck Evan!” she let slip loudly into the forest.
Evan could only respond with his own drawn out “oh fuuuccckkk…” as he threw his head back onto the blanket and his legs bent up in ecstasy. He could almost swear there was a flash of light. Leena didn’t lift back up off of his rock hard member, instead she put both hands on his chest, closed her eyes, bit her lip, and started grinding hard. The new young couple had quickly gotten lost in eachother.
After a few moments of firm grinding Leena began bouncing, fast but low on Evan’s dick. Then slowing her pace but raising her height. Before long she was slowly sliding all the way up, his cock nearly slipping out of her, then sliding slowly all the way back down, occasionally giving some side to side hip movement. She pinched and toyed with one of her perky nipples as she worked herself closer and closer to cumming. She was surprised, she didn’t expect him to last long enough to drive her over the edge. Just as she was giving him some serious mental credit though, the words slipped out.
“Oh my god, I’m gonna cum, I’m gonna cum really hard.” Evan nearly whispered he was so lost in Leena’s body. Leena stopped all movement with his cock buried about halfway into her.
“Then pump it into me.” She demanded as she fell forward onto him, burying her face in his neck as he grabbed her hips firmly and started thrusting up into her. “Fuck you’re so deep!” she gasped into his ear, each thrust forcing a different sound from her lips.
Evan slammed up into her with his hips while pulling her hips down with his hands. He fucked her as hard and deep as his limited experience allowed, he could feel the impact from ramming into her from the bouncing of her tits against his chest. Leena felt like he was rearranging her insides and she fucking loved it. He didn’t last long fucking her like this though. Without any warning other than the hard throbbing of his cock he started cumming hard, erupting inside her while his legs trembled. His head was thrown back by the force of the orgasm, actually hurting his head he slammed it into the table so hard, but that was a concern for later, for now he didn’t even feel it. He was focused on pumping his cum into Leena as she was moaning into his ear.
Feeling him stiffen and shake below her sent Leena over the edge at the perfect time. Her pussy squeezed around his cock as she came while being filled with virgin cum. “I’ve got to admit,” She said into his ear, breathing like she had just ran a mile. “That was really, really good for your first time. Think I’m going to keep you around for a while.” She chuckled before pushing herself up from his chest and sliding off of him and to the side. Evan was overfilled with pride.
“Glad to know I passed your test.” He said beaming.
“Don’t get too ahead of yourself, lots more testing to do.” She said, trying to temper the flame of his newfound confidence.
“If this was the first one I can’t wait to see what else you have in mind.” Evan said flirting as he reached for his phone to check the time. In his notifications was a single message from an unknown number with a video attached. It read “We missed you at the dance…” The video was low quality and low light, but what was on it was unmistakable. Footage of Leena with her hand on his chest riding him hard.
“Oh shit…” Evan whispered…
Source: reddit.com/r/Erotica/comments/unso8k/missed_you_at_the_dance_part_one