A New Level
Chapter 2: She's Like The Wind
AN: Thank you so much to everyone who has read, left a comment or a kudos/favourite for this story! Writing Will and Jen (Wen) is very different to Mileven but it's been a fun challenge to try something different!
Okay so there was only going to be smut in Chapter 3, but one thing led to another with those pesky teenage hormones! You will know what I mean when you read it.
Will took a deep breath to steady his nerves as he finally clenched his hand into a fist and knocked lightly at his sister's bedroom door. He shuffled from one leg to the other as he heard El's footsteps getting closer.
He knocked as a courtesy, but it had become even more vital after the few times Will had walked in on his sister and his best friend in bed. It was something he would never forget and wished desperately that he could.
El opened the door with a warm smile on her face as Will suspiciously checked over her appearance and peaked his head around the door frame. "Is Mike here?" he asked, as he did every time he walked into her room.
His sister chuckled and walked back into her room with Will following after he had securely closed the door not wanting his mom or Hop to overhear this conversation. "No, he's working," El said with an amused eye roll as she went back to her previous activity of folding clothes.
Will watched her in surprise for a moment and sat down on the edge of the bed with a grin curving his lips, "are you willing doing laundry?"
El looked up from where she was folding a sweater that looked suspiciously like one Mike had owned. "No," she scoffed almost offended. "I've just started packing for California," El added with a breathless excitement as she separated her summer and fall clothing on the bed.
"It's gonna be fun," Will couldn't help but chime in with a soft smile, knowing that his sister needed this vacation more than anyone. It had only been three months since El's birth mom Terry had died from a major stroke and Will knew his sister was still struggling with it, no matter how much she pretended to be fine.
A trip to California was exactly what she needed, a week with her boyfriend and best friends. Will only wished that Jen could come too. The fact that she would be in Florida and they would go a week without seeing each other only made him want to spend every second with her that he could.
Which was proving difficult when every time they hung out they got a little bit closer to making love. Before Will could let that happen, he needed some advice, and that was exactly what brought him to his sister.
"El?" Will asked weakly, his eyes fixed on the pink comforter folded at the end of her bed. He played with the tassels awkwardly.
"Yeah?" El replied as she went back to folding and separating her clothes, a determined look on her face as she picked the perfect outfits for California.
Will took a deep breath and sheepishly looked up at his sister. "I kind of…well I wanted…" he was fumbling with his words and frustrating himself at his lack of being cool about this. Will exhaled deeply, tightening his jaw in an act of defiance. He could do this. "I need advice about sex…"
El immediately paused from her task, her hazel eyes widening in surprise as she stared back at her brother. Will's cheeks were increasingly turning red. Perhaps asking his sister sex advice hadn't been his best idea…
"Oh my god," El gasped chucking the dress she was holding back onto the pile and hurrying over to sit next to Will. "You and Jen are planning on having sex? Or have you already started?" she asked in a rush.
Will shook his head, "no we haven't done it yet and I'm just…" he closed his eyes and allowed the insecurities that had been whispering anxiety into his mind to be unleashed. For a moment he forgot that El was his sister and focused on the fact that she was one of his best friends and he valued her opinion.
"What if I'm not good enough for her?" Will blurted out, his eyes filling with despair. "What if I'm awful at it or not…not like what she was expecting." He heaved a sigh and closed his eyes, shaking his head in frustration. "I love her so much El, I'm terrified about hurting her. I'm terrified of losing her…"
"Hey," El said softly with a stern tone as she reached out for Will and clasped his hand supportively. "You won't lose Jen, do you hear me? She loves you too Will, so much."
"But what if – "
"No." El interrupted with a shake of her head, her eyes serious as she looked at her brother and waited for him to return her gaze. She sighed gently and smiled bashfully, "I know this is kind of awkward to talk about with me. But I want you to remember that this will be Jen's first time too, the insecurities you have, she will have aswell."
Will tried not to cringe at the fact that El's experience and knowledge was coming from having slept with Mike. This wasn't the time to be embarrassed, it was the time to be honest. He exhaled shakily and looked back up at his sister. "Did it hurt?"
El poised her lips in thought, her expression softening as she looked at her wall of photos, her eyes lingering on her Homecoming photograph. "It's weird," she mumbled trying to think of a better way to explain it. "I can understand it hurting if you're not, um, prepared."
Will was thankful when El didn't elaborate on what 'prepared' consisted of because he kind of had a pretty good idea without the graphic details from his sister.
"But for me it was just a bit of pressure and stretching," El admitted with a casual shrug of her shoulders, her eyes still on her Homecoming photograph. She finally looked back at Will and smiled, love evident in her eyes. "It was wonderful, beautiful even. Being that close finally with the person you love the most. There's nothing like it."
Will was in awe of her words, noticing how breathy her voice got as she grinned, her eyes sparkling with happiness. He wanted that feeling too, and he wanted it with Jen and only Jen.
"I know it might be embarrassing but maybe you should speak with Mike, or Dustin or Lucas," El suggested sitting up a little straighter. "I honestly don't know what it's like from the guys perspective, but they might be able to give you some…advice?" she said with a slight cringe of embarrassment that made them both laugh.
"Well who did Mike get his advice off?" Will asked half joking and half serious. He hated to even have to think about this, but from the public displays of affection Mike and El shared and the memories that Will could never unsee, it seemed like the couple didn't have any complaints in the bedroom.
El laughed at the question, her eyes playful as she simply said, "Max."
"Oh," Will replied with an awkward chuckle as he imagined how embarrassing that must have been for the Paladin to go to the Zoomer for sex advice. Will loved Max, but he could already picture the smirk on her face if he went and asked for the same information.
"Well it sounds like I need to have a word with Mike then," Will exhaled in thought while El nodded in agreement. He pondered for a moment with a frown creasing his brow, "I don't know when though, seeing as all of the party are always together. I don't really think I want to ask Mike advice in front of Jen, Max and Maggie."
"Hmm," El replied in contemplation as she tried to think of a solution. It wasn't long before she gasped and smiled contently, "I've got it!"
Jen pulled up in her drive, her hair still wet from the Hawkins swimming pool despite how she had tried to wring her long ponytail out. She had work as a life guard over the summer which also consisted of helping out with the young kids swimming lessons. Jen really enjoyed the job even though it was usually quite boring, after all not much happened in Hawkins.
She locked her little blue Ford and shouldered her bag, walking around the side of the house as the smell of meat cooking and charcoal reached her nostrils making her stomach growl with hunger. Jen followed her nose and smiled when her small family came into view.
Her mom was sitting on a sun lounger in front of the pool, sunglasses on and a summer hat on her head that was large enough to protect her face from the rays of heat that rippled across the horizon. Paul was stood at the grill, burgers slowly turning brown as the smell of beef filled the air.
"Hey honey," Paul greeted when he noticed his step daughter entering the yard. Jen smiled back at her stepdad who had been in her life since she was 11. He could never replace her dad or his love, but it was still nice to have a father figure in her life who loved her like a daughter, and she loved him too.
"Hi Paul, hi mom," Jen answered with a smile as she wandered over to sit on the lounger next to where her mother was sunbathing, basking in the late afternoon sun.
"How was work sweetie?" Kathy asked as she shuffled up the chair and tilted her hat back, so she could see her daughter.
"Yeah it was good. I was in charge of swimming lessons today," Jen said with a laugh as she pointed at her wet hair. "So, I'm going to go get showered."
Kathy smiled in understanding before reaching for her iced tea whilst Jen stood back up, gave her mom a grin before heading into the house.
"Dinner will be ready in a half hour," Paul called to Jen as she pulled back the sliding door and thanked her step dad before stepping into the cool kitchen, relieved to get out of the heat and into the air-conditioned house.
Jen had one foot on the bottom step of the stairs when the phone rang loudly from the entrance hall. She headed towards it knowing her parents wouldn't have heard the call.
"Hello?" Jen answered politely, expecting it to be one of her mom's friends from book club.
"Jen? Hey it's El!"
"Oh! Hey El!" Jen said enthusiastically, a smile on her face the moment she heard one of her closest friends who she secretly hoped would become her sister in law one day. "You okay?"
El chuckled down the line, "yeah I'm good. Listen, I know this is super last minute, but I was wondering if you wanted to come to a sleepover tonight? Will is going to Mike's for a guys sleepover."
Jen raised her eyebrows in surprise, "I didn't realise Will had plans tonight," she said trying not to worry about why Will had failed to tell her that. She was kind of hoping that they could sneak out together and explore these new intimate feelings instead.
"It's literally only just happened," El said quickly. "I think, um, Mike wanted some guy time. So I thought we could have some girl time."
"Yeah that sounds great!" Jen answered in relief that Will wasn't trying to avoid her. "Let me just ask my mom, hold on." She hurried back outside and after insisting to her mom that Will was going to be at Mike's and that they wouldn't be sleeping under the same roof, she was okay with the last minute plans.
"Brilliant," El grinned after Jen confirmed her attendance. "I was thinking of inviting Max and Maggie too if that's okay?"
"Yeah of course," Jen said instantly, almost laughing at the idea of her not wanting all the girls there. In a way Jen and Maggie were more like honorary members of the party, and they knew it. But it wasn't something they could begrudge. They knew the group had been through a lot of traumas together, even though they didn't really elaborate on it very often.
After a quick shower and a hurried dinner, Jen packed an overnight bag and waved good bye to her parents, heading out into the darkening night. She felt like she could find her way to the Byers house even if she was blindfolded, and a familiar warmth settled in her chest when she arrived at the house. Even though she knew her boyfriend wasn't there, it was still so lovely to see Joyce and El, even Hopper!
"Hi sweet heart!" Joyce said in a sing song voice the moment she opened the door to Jen and engulfed her into a motherly hug.
Jen clutched onto her with a smile curving on her lips. "Hey Joyce, how are you?"
"I can't complain sweetie," Joyce answered as she leaned back and patted Jen's cheek gently with a maternal sparkle in her eyes. "Come in, come in," she ushered to the teenage girl who smiled in thanks and picked up her bag, walking into the house. She was met with El who was hurrying down the hallway from her room already in her pyjamas.
"Thanks for coming," El beamed as the girls hugged and then headed back down the corridor.
"Of course!" Jen replied with a twinkle in her voice, "are Max and Maggie here yet?"
"Maggie is, but not Max yet," El answered with a glance and smile over her shoulder at Jen as she pushed open her bedroom door. Maggie was lying on the large bed flicking through a copy of Vogue when the girls entered the room.
"Hey Jen!" Maggie called with a smile.
"Hey Mags," Jen responded as she hurled her bag onto El's desk and then rooted through it for her summer pyjamas.
It was another hour before Max arrived giggling with apologies, stating she had been "busy with stalker". Jen blushed at what 'busy' referred to as her thoughts went back to Will and their make out session in her room the day before. Her heart tingled, and her skin flushed with heat from the way he had kissed her, touched her. Jen wanted that feeling again, and soon.
"Ah nice of you to grace us with your presence!" Dustin called mockingly to Lucas who had just walked through the basement door of the Wheeler house, a strut in the way he walked, and a smirk plastered on his face.
"Yeah where have you been?" Mike asked from the stairs where he was walking back down into the basement, his hands now cradling a large bowl of popcorn while Will followed behind him with soda cans.
Lucas merely shrugged nonchalantly and dropped down onto the couch next to Dustin. "I was with Max."
"Ah it all makes sense now," Mike rolled his eyes playfully as he shook his head. "You were choosing Max over us," he teased as he put the bowl of popcorn down on the coffee table before it was scooped up by Dustin who cradled it in his arms.
Lucas snorted, "oh please, like you wouldn't choose El over us!"
Mike blushed and cleared his throat, "I guess you have a point…" he mumbled quietly while the other boys all laughed.
"So, what are we watching?" Lucas asked when all the guys had settled down and changed into their pyjamas.
"Robocop," Dustin answered through a mouthful of popcorn. The bowl was still in his grasp and he would sigh when the boys grabbed a handful of the popped kernels.
The guys were mainly quiet as they focused on the movie which was one of their favourites of the year so far. Will sat with his back resting against the couch, absentmindedly sipping at his soda can, his eyes glazed over as his thoughts drifted from the movie and onto Jen.
He couldn't help but think of what he had been doing this time yesterday. Jen in his arms, her scent overwhelming his senses, her lips soft, warm and teasing. He thought about her naked stomach, the fine toned lines that ran down her skin and how her breasts looked so tempting in her bra. Will swallowed nervously and grabbed his drink again, practically inhaling it.
"You okay Will?" Dustin laughed, watching his friend gulping down his drink.
"Yeah Robocop's not that scary," Lucas teased good naturedly, playfully shoving Will's shoulder with his foot.
Mike said nothing, already having received a very brief run down from El as to why he had to host a last minute sleepover. Will knew that Mike was aware he wanted to talk to him, but not about what it was regarding.
But as Will sat there surrounded by his friends, his best friends, he found his walls breaking down, just like they had with El that morning. "This isn't about Robocop…" he sighed as he played with the tab on the soda can.
"What is it buddy?" Lucas asked, concern furrowing into his features as he dropped his teasing act.
Will turned to look at Lucas and Dustin before glancing at Mike who was sat next to him on the floor. He closed his eyes and exhaled a deep breath, "it's about sex. Me and Jen…well, I think we might have sex soon…"
There was silence for a moment before Dustin clapped a hand on Will's shoulder and chuckled, "but that's a good thing, right?!"
Will sighed and shuffled away from the couch, getting to his feet before sitting down on the coffee table so that he could face his three best friends. "It is a good thing, I mean I've wanted this for a long time with Jen." Will admitted before biting his lower lip nervously. "Guys what if I screw this up?"
"You won't screw it up," Mike immediately answered, a supportive smile on his face which Will was thankful for.
"Exactly," Dustin agreed enthusiastically before he cringed. "Well I mean you might come too early or it might hurt her I guess, but you won't really – hey!" he exclaimed when Lucas punched him in the side with a look of exasperation on his face.
"Dude don't tell him that!"
Will dropped his face into his hands, all his worst fears coming true.
"Will listen to me," Mike said seriously making his best friend hesitantly drop his palms away from his red face and look at the Paladin. "You won't screw this up okay? It's the first time for a reason, it's not meant to be perfect. It's not the physical stuff that matters, it's like the emotional side that's important."
"Wow that was deep Wheeler," Lucas murmured with an impressed poise of his lips as he settled back into the couch after punching Dustin. He sighed and rubbed a hand over his face, "what I'm about to say doesn't leave this basement okay?" Lucas said tensely as he eyed his friends especially Dustin.
"Deal brother," Dustin grinned, shaking hands with him for good measure.
"Okay," Lucas breathed out, a red glow creeping into his cheeks as he cleared his throat. "So, um when me and Max did it for the first time…I came early. Not like really early, but she didn't get to have an orgasm."
"You know that's normal right?" Mike couldn't but say, a playful grin on his face when Lucas chose to ignore him.
"Was Max really mad about it?" Will asked sheepishly, waiting on baited breath for a response.
"Surprisingly no!" Lucas said with a short laugh as a smile appeared on his face. His dark eyes glowed with love as he recounted his memory. "She was actually great about it. I told her I wasn't gonna last and she was just so…loving and understanding." Lucas sighed happily and then smirked, "so we just did it again like fifteen minutes later and it was amazing."
"Wow," Will replied in awe, not having expected that Max and Lucas's first time wasn't as passionate as the couple were around their friends, but it had actually been loving and imperfect.
Dustin exhaled heavily and looked at his friends, "I came early too," he admitted, a blush creeping into his cheeks. "It was a bit of a disaster from start to finish. Maggie has got bunk beds because she shares a room with her sister who was at some dance recital. We were fooling around on the bottom bunk and one thing lead to another…"
Dustin coughed awkwardly and smiled sheepishly, "we had just started having sex and I didn't expect it to feel that good you know? But it felt so amazing that I just came." He said with a shrug of his shoulders before laughing nervously. "Oh, and then I pushed back from Maggie because I was embarrassed, and I smacked my head on the underside of the bunk…"
Lucas burst out laughing and Mike and Will exchanged amazed and amused expressions. "You smacked your head?"
Dustin rubbed the back of his head as if the memory had provided him with echoes of the pain he had endured. "Yeah, I had a concussion actually and Maggie had to take me to the hospital."
Will just stared at Dustin with his jaw slack, unable to comprehend something like that happening with Jen. Hearing his friends' tales reminded him that the first time wasn't always going to go the way you expected it to.
"So yeah," Dustin cleared his throat, his face red as he looked at Will. "Try to avoid bunk beds if you can."
All the boys laughed, and Will smiled thankfully at Lucas and Dustin, "thanks for sharing your stories guys."
"Well there's one more story to be told." Lucas said pointing at Mike who went bright red and averted his eyes. Will also went pink, not knowing if he could handle hearing about his best friend and his sister doing it. He had enough visuals thank you very much.
Mike shook his head, "I don't think – "
"Hey! Me and Lucas told our embarrassing stories, so you should too," Dustin prompted, raising his eyebrows and crossing his arms defiantly as he stared at the Paladin.
"Fine," Mike huffed in annoyance. He took a moment to gather his thoughts before he slowly looked up at Will who was torn between wanting to listen and putting his hands over his ears.
"I was just as nervous as you Will. Especially after Lucas scared me, saying how much it would hurt El if she wasn't ready…" At this point Mike glared at the Ranger who lifted his hands up in surrender.
"Anyway, so I um, well I went to…Max for advice."
"You went to Max for advice?" Dustin laughed in surprise before getting punched in the shoulder by Lucas on his girlfriend's behalf.
Mike ignored the interruption and carried on talking more to Will then the others. "Max's advice was actually really good. She told me to stop thinking I was going to hurt El, and that it was more pressure and stretching. So, you've got to be careful with Jen, just go slow for both of your sakes."
Will nodded, his eye wide as he took in what Mike was saying. He knew he couldn't be anything but gentle with Jen. She was the most important person in his world, he would die before he let anyone hurt her.
"And Max told me it was common for girls to not have an orgasm during sex, especially the first time. Because um…well you've got to have found her G spot." Mike explained, his face clammy and bright red as he tried to carefully discuss this topic without mentioning El personally.
Mike straightened up slightly, his back digging into the couch. "I think the most important thing is that you need to discuss all of this with Jen. Me and El planned a lot of things out, like what night it was gonna be and I'd already got condoms. I'm not saying spontaneity isn't good, but you need to make sure you're both on the same page."
Will nodded in understanding know that his best friend was right. He had been discussing this all with El and with the boys, and yet the only person he really needed to talk to was Jen.
"Do you need any condoms buddy?" Dustin called with a slight smirk. "I'm sure Mike has got loads for – "
"Dustin!" Mike, Lucas and Will all shouted in embarrassment, Mike and Will going bright red again.
Once they had all calmed down Will shook his head and rubbing the back of his neck, "no I don't need condoms. Jen is on birth control for cramps."
"Well that's what she's telling her mom," Lucas muttered teasingly making him and Dustin laugh while the Paladin and the Cleric rolled their eyes in frustration.
Will sighed as he thought about his girlfriend and her parents. He knew her mom wouldn't be too happy if she found out they were going to have sex. It was something that perhaps did need a bit of planning, but more than anything it just proved the point that Will couldn't go on keeping his worries from the person they concerned the most.
"So," El said in a dramatic sigh as she shuffled up to her headboard, her legs crossed as she looked around at Max and Maggie before her eyes lingered on Jen. "Has anyone got anything they want to discuss?"
Her words came out innocently, but Jen immediately looked down at the pizza they were all sharing. She loved these three girls, but she wasn't sure if she was ready to share how she wanted to have sex with Will. Especially because he was now El's brother.
"Yeah I've got something," Max answered much to Jen's relief. The red head reached for another slice of pizza and looked around at the girls. "I don't know if I want to go to college," she said before biting at the thin slice.
"Really?" El questioned in surprise, her eyes slightly wide with her own concerns as she watched her best friend who nodded her head.
"Are you going to stay in Hawkins?" Maggie asked curiously while Jen stayed quiet and listened in. She had her own ambitions of attending Brown University and was curious what the other girls were wanting to do after high school.
Max laughed almost choking on her pizza slice. She shook her head and an amused smile played on her lips. "Like hell am I staying here. I'm going back to California the second I graduate."
El frowned looking slightly hurt which Max picked up. The red head reached for the pretty brunette's hand and gave it a squeeze. "Hey, you're coming to California too, remember?!" El smiled at Max and nodded her head.
"Which college are you looking at El?" Jen asked curiously as she licked her fingers after a particularly greasy pizza slice.
"I've been thinking of University of California in San Francisco. They've got an excellent nursing programme." El answered happily, a warm smile on her face.
"Aw you would be such a good nurse El," Jen sighed, already imagining her friend in the medical field, helping others.
"Thanks Jen," El beamed proudly as she reached for another slice.
The girls all talked about colleges and the future for a while. Maggie wanted to go to Colombia, Jen to Rhode Island and Max and El joked about what their lives would be like in California.
They were talking about the boys and where they wanted to go to school when Jen couldn't keep it in any longer. Everything was so comfortable, just sat here with her girlfriends, talking about the future and their hopes and dreams.
"Me and Will are going to have sex." Jen blurted out, her eyes wide at her own admission and her cheeks instantly blushing a shade of red.
Her friends went quiet for a second as they took in what she said and then Max was laughing, "it's about time!" While Maggie and El both smiled, the latter grin looking a little too knowing.
"When?" Maggie asked eagerly, all three girls watching Jen with the utmost attention.
She crossed her legs under her body and nervously played with her fingers. "I'm not sure, we keep getting interrupted," Jen sighed and looked up at her girlfriends. "How do you know when it's the right moment?"
"That's a good question with a difficult answer," Max said wisely, surprising Jen that she wasn't teasing or being playful. She grabbed another pizza slice and looked back up at her friends, "me and Lucas kind of planned it out. It was when we went camping. We were both ready and we talked about it. But even when he walked into my tent, we knew that either of us could back out if we wanted to. I'm just glad we didn't."
El nodded in agreement with her best friend and then smiled at Jen, "me and Mike tried to be spontaneous on a few occasions, one time we even ended up naked in his closet because his mom came home!"
All of the girls laughed in surprise before El who was grinning continued. "We made love on Homecoming night at my dad's old cabin. Mike is so, so romantic and there were candles, rose petals and music. It couldn't have been more perfect."
El sighed happily and her eyes glazed over with what Jen could only describe as adoration. Max coughed awkwardly and muttered, "we've lost her girls." El blinked at the gentle laughter of Maggie and Jen and playfully hit Max with her socked foot.
Jen suddenly felt nervous that her expectations needed to be incredibly high. Should she mention rose petals and candles to Will? Was that even their kind of thing?
El picked up on her hesitance and smiled, reaching out to clutch her hand. "You don't need all the showy things that Mike did. We almost had sex in the basement and in his bedroom, and I know either time would have been perfect too because it was with him. At the end of the day it's the person you choose not the location."
"I know I want it to be Will," Jen immediately replied in a breathless voice. Her heart was racing, and a happy smile curved her lips when she thought about her boyfriend. "I've always wanted it to be him. I can't even imagine it being with anyone else."
El seemed pleased with this and gave Jen's hand a supportive squeeze. "Well then the rest doesn't matter, because it's going to be perfect no matter what."
"Just don't do it in a bunk bed…" Maggie interjected with a smirk on her face. All three girls turned to her in confusion and she retold the story of her first time, making Max, El and Jen promise they would never tell a soul about poor Dustin's concussion.
Hearing about the girls experiences calmed Jen completely. Getting to giggle and smile along with her friends while they shared their most special memories was something she wouldn't forget. She found a confidence in herself to ask the questions she would usually be too shy to address; does it really hurt? How long do guys usually last? Will it be messy? Was she going to be sore afterwards? And most importantly, would she feel different?
Later on that night Jen fell asleep in her sleeping bag, a new knowledge and understanding slotted into her mind and a surge of courage to talk to Will about going to a new level in their relationship. Because she was ready, and she hoped he was too.
The boys spent most of the night watching movies, joking around and playing a very impromptu game of D&D after Dustin whined that they hadn't played in the longest time. Mike used one of his older campaigns and the four boys couldn't help but grin at each other as nostalgia filled their hearts.
Before lunch time Dustin and Lucas left, both of them bickering as they headed to the arcade. Mike offered Will a lift home which worked out in both of their favour, Will wanting to get back to talk to Jen and Mike wanting to hang out with El.
"Are Hop and Joyce at work?" Mike asked casually as he pulled his car up in front of the house.
Will looked at his best friend, smirking and cringing all at once. It was obvious by Mike's feigned innocence that he was hoping for an afternoon with El free of parental control.
"Well Hop is in work but today is mom's day off, so whatever you're planning on doing with my sister, I wouldn't suggest this house." Will goaded playfully, grinning with triumph when Mike went bright red and coughed awkwardly.
Before the two boys could even walk into the house El was stepping out of the front door, a large grin on her face as she locked eyes with her boyfriend. "Hey you," she said breathlessly as she hurried over to Mike. Will rolled his eyes knowing he might as be invisible right this second.
"Hey baby," Mike replied with a warm smile, his dark eyes immediately softening as El wrapped her arms around his neck and pulled him down for a kiss.
Will just rolled his eyes in amusement and headed into the house, exhaling a shaky breath at getting to see Jen. She wasn't in the living room and after knocking gently at El's door, he found his girlfriend sat at his sister's vanity table blow drying her long straight hair.
Will leaned against the door frame, his stomach fluttering with butterflies and his heart aching with love as he watched her with an adoringly smile. Jen looked up from the mirror, her eyes widening from surprise to contentment as she grinned back at him. "Good afternoon Mr Byers," she teased as Will chuckled and walked into the bedroom.
"Good afternoon Miss Hayes," he whispered back, his hands gentle on Jen's bare shoulders as he leaned down to press a kiss to her warm skin, still slightly pink from her shower.
"You look beautiful," Will added with a soft smile as he stood back up and took in Jen's flowy blue tank top and short denim skirt.
Jen blushed, a bashful grin on her face as she picked the hairbrush back up. Will caught her eye in the mirror and they both smiled coyly as he settled back on El's bed and watched with fascination as his girlfriend continued to dry her brunette locks. Will's sigh of contentment was lost in the sound of the hair dryer, but his tender eyes couldn't be missed as he was captivated by the beauty in front of him.
Once Jen was done they both stood up, immediately closing the small distance between them. Will's palms brushed against her hips while her fingers crawled up his shirted chest before squeezing his shoulders gently as she leaned up and kissed him. Will smiled into the kiss, their lips pliant and eager as his heart swooned in his chest.
"Do you want to go for a walk?" Jen whispered, her words coming out in a ticklish breath against Will's mouth, making a shiver run down his spine.
He swallowed nervously and nodded his head, his eyes never leaving hers. "Y-Yeah, that's um, that's a good idea."
Jen beamed happily and took Will's hand in hers, their fingers lacing together as they walked out of the bedroom. "Where did El and Mike go?" Jen asked in confusion as they walked through the empty living room.
The answer to Jen's question came a moment later when they found the couple where Will had left them. They were currently in the middle of a make out session and hardly even heard the front door swing closed behind Will and Jen.
"Can you guys do that somewhere else?" Will groaned in disgust at seeing his sister all over his best friend. Mike and El broke from their kiss, their eyes looking as wild as their hair as they blinked and looked at Will and Jen.
El grinned bashfully and glanced back up at her boyfriend. "They're right. Wanna go for a drive?"
Mike nodded eagerly and took El's hand while Will rolled his eyes, him and Jen waving good bye to the other couple who headed for Mike's car while they walked towards the woods.
"Those two are so cute," Jen chuckled as Will lead the way through the trees, knowing Mirkwood like the back of his hand. It was a place that had once instilled fear in him, but not anymore, not with Jen by his side.
"I guess," Will grinned teasingly, knowing that his girlfriend was of course right. No matter how gross Mike and El's PDA was, he couldn't imagine anyone better for Mike than El, and Mike for El. They were soulmates and you had to be crazy not to see it.
Will and Jen both smiled when Castle Byers came into view. It was a special place for both of them, somewhere they had got to know each other better, sharing secrets, hopes and dreams. But it was also a place where the intimate side of their relationship had started to grow. Where touches had moved from above clothing to underneath and breaths had become hitched and heavy.
They both clambered into the hideaway, both of them sitting down on the blankets that Will had placed there months ago. Jen looked around at the space as she always did every time they came in here. A soft smile on her face and pride in her eyes as her gaze flickered between all of Will's drawings stuck to the walls. Some from his childhood and others more recent. Seeing her adoration of his work only made him love her more.
Will turned to watch Jen, his Adam's apple bobbing nervously as he watched his girlfriend shift position until she was facing him. Their eyes danced over one another for a moment, taking in all of the features they loved so dearly.
Will exhaled a breath of courage and reached for Jen's hand, pulling it into his lap as he looked back up into her beautiful blue eyes. "I want to talk to you about something," he said quietly, his voice came out breathier than he meant it to.
"Okay," Jen whispered, her smile slightly hesitant with nerves. He hoped that she didn't think it was something bad, and so used that thought to spur himself on.
"You and I have always run in different circles," Will started, shaking slightly with anxiety as he thought back to the intense bullying he had endured from Troy who was jealous of their relationship, the troll had always fancied Jen too.
He looked back up at Jen who was watching him intently. "But we've always worked, from the day I gave you my Tonka truck…" Will paused, both of them indulging in soft smiles as they remembered the first time they had ever met in the sand box aged five.
Will took another breath realising that he was rambling rather than getting to the point. "What I'm trying to say is that I have always loved you Jen and I always will. I want…I want us to reach a new level in our relationship but I'm…scared."
Jen frowned slightly at his last word and her thumb stroked over his knuckles comfortingly as she continued to gaze into his eyes. "Why are you scared?" The words came out in a gentle whisper, an assurance in her voice that she would never judge him.
Will closed his eyes for a moment, his cheeks turning pink as he unloaded all of his insecurities. "I'm scared I might hurt you, I'm scared I'll be terrible at it, I'm scared you will regret it. Regret me. You deserve better than me Jen, you always have and I – "
Before he could get another word out his eyes widened in surprise as Jen crashed her lips to his insistently, her hands holding his face comfortably in her palms. Will groaned at the feeling and his eyes slid shut as he kissed her back.
His hands grabbed at her waist, pulling her forward until she clambered into his lap and straddled him. Jen whimper as she pushed her body against Will's, their chests pressed together and causing both their breaths to hitch.
Jen broke the kiss to move her lips to Will's ear nibbling at the lobe and making him groan as one of her hands slipped into his hair and the other clutched at his shirt. "Why would I ever regret you?" she whispered to him, her breath so hot in his ear that goose bumps erupted on his skin.
"You deserve better," Will said in a tight and strained voice as he gripped onto Jen's hips, his breath heavy as she started to kiss down from the edge of his jaw and onto his neck. He instinctively pulled back slightly to give her better access, his heart pounding away with delight in his chest.
"No," Jen whispered against his neck as her tongue and mouth teased him before she nibbled at his skin causing blood to rush down to his crotch. "I deserve you," her breathy words caressed against Will's sensitive skin as he shut his eyes and licked his dry lips.
Jen shuffled her hips forward until they met his, making them both groan at the delicious friction. With the hand that was in his hair she pulled his head forward, so their darkening eyes could lock together. Jen moved closer, her lips ghosting over Will's as she whispered, "I want you."
Will stared into Jen's vibrant blue eyes and saw everything. He saw the deep love she held for him, he saw the attraction, the hunger making her pupils dilate. But mainly he saw the truth, that what she was telling him was not to boost his ego or make him feel better. She truly believed they deserved each other and she really did want him.
He couldn't hold back his lust any longer, his own pupils blown as the emotions that had been holding him back suddenly cracked open. Will's hands moved quickly, his right hand weaving into her long hair clutching it as he pulled her lips to his, their mouths opening as their tongues swept together in a dancing fire. His left hand pushed her skirt up enough that when they grinded together her panties could brush against his erection.
The sensation was incredible making them both pant and moan in ecstasy as Jen rolled her hips and Will grinded up against her core. He watched breathlessly as she lifted her tank top off, her fingers already reaching for her bra a split second later.
He gulped with a mixture of nerves and desire as he looked down at her chest while she pulled the straps off her arms and flung the bra behind her. Will was in awe of her body, his eyes staring at her breasts and the smooth curves of her torso before his dark eyes flickered back up to Jen's eyes.
Will saw the vulnerability in her gaze, like she was worried she didn't look good enough. He could have laughed if it wasn't such an intense moment. Instead he moved the hand from her hair and gently caressed her cheek, she instantly leaned into the touch with a soft smile. "You are…so beautiful Jen," he whispered in the tender moment.
Jen looked back at him, her eyes warm and loving. She bit her lip to contain her shy smile and reached for Will's shirt. He lifted his arms up and let her pull the cotton from his upper body. Her blues eyes went to his chest and abdomen, her gaze feeling like the most tender caress.
"Beautiful," she echoed his own words in a content sigh, a smile playing on her lips as she looked back up at Will. He moved his hand down from her cheek, his fingers leaving goose bumps against her skin as he slowly trailed them down her neck, across her shoulder and onto her breasts.
Jen's breath hitched, and she whimpered, arching her back and rubbing against Will's erection again, making them both moan. He leaned in, unable to stop himself from allowing his lips to move the same trail as his fingers. His mouth leaving hot and lingering kisses against Jen's neck whilst she gasped in his embrace.
His lips moved to her breasts, his body working on instinct as his lips kissed her tender skin while she whimpered against him. Will closed his eyes, breathing her in, his tongue and mouth lavishing at her soft skin, a groan ripping from his chest as Jen grinded down against him.
"Will," Jen moaned as she rolled her hips and moved both hands into his hair tugging his lips to her own, their kiss hot and messy as they both panted heavily into each other's mouths. Jen nibbled on his lower lip pulling it between her teeth as an animalistic hunger raged through Will's body.
"You're the only one for me," Jen exhaled breathlessly against his mouth as they started to move and grind together, Will's hands on his girlfriend's hips, moving her back and forward to get the friction and pressure he so desperately craved.
"How could I want anyone else? How could anyone else do it better? I love you," Jen whimpered as they kissed with a fiery and needy passion.
"I love you too," Will panted between their heavy kisses, their lips swollen but eager. "I love you so much. I never want to lose you."
Jen was sucking at Will's neck making him gasp with pleasure as she shook her head and eased the love bite she left with a soft lingering kiss. "You will never lose me. I'm yours forever. Only yours."
"Mine," Will breathed out, his voice low with need as Jen broke away from his neck and they shared a heavily lidded gaze. A look was exchanged between them, and Will swallowed with anticipation his breath hitching as Jen slowly let her fingers run down his naked stomach and reached for the draw strings of his shorts.
His heart felt like it might burst out of his chest as he felt her hand move under his boxers. Will closed his eyes shut and a loud groan escaped from his throat as Jen's small fingers clasped around his erection. She started to move her hand, pumping him and making him move his hips up, with every squeeze and movement of her fingers.
He could hardly think straight but as Will opened his eyes, he stared straight into the blue orbs he worshipped. They were hungry and needy, and he gasped with pleasure at what she was doing to him, what she was making him feel.
Will's shaking hands moved to Jen's skirt and he unbuttoned it in one movement, eager fingers slipping into her panties while she continued to dominate him with her hand. It was clumsy as he tried to rub his fingers over her clit while she brought him closer to the edge at the same time. Both of them blundering as they tried to lean forward and kiss, both moaning in desire while trying to bring pleasure to one another.
He didn't know if Jen was planning on this being their first time or not, but the fire was too much for Will. He knew there was no going back as his insides clenched and all of his blood rushed right down to his erection which was twitching desperately in Jen's hand as she pumped him quickly.
"Jen," Will gasped out her name, beads of sweat forming on his brow as he threw his head back and groaned in relief and ecstasy as his orgasm hit. He closed his eyes tightly but somehow managed to carry on rubbing her, making her whimper and move against his palm.
"Will," Jen moaned, one hand clutching at his shoulder and the other still wrapped around his erection which was easing back down. He opened his blearily eyes to really focus on his girlfriend and her pleasure, his fingers moving quicker and his mouth latching onto her breasts again, nibbling and kissing her soft curves as she cried out and came undone on top of him.
Jen collapsed against Will, her head resting on his shoulder as they both panted trying to catch their breath. "That was so good," he whispered, pressing a soft kiss to her temple and nuzzling his nose against her hair.
She grinned against his neck before leaving a tender kiss of her own on his skin. "It was amazing," she countered with a content sigh.
They stayed like that for a while until Jen leaned back and pulled her hand out of Will's boxers. She appraised the mess and he felt a blush creep into his cheeks. "S-Sorry," he gulped reaching haphazardly for one of the blankets and cleaning up Jen's hand while she giggled sweetly.
"It's okay," she said happily giving Will a bright smile and stroking his cheek lovingly.
He beamed at her, his chest full of love and his body light with endorphins. Will threw the blanket away from them and chuckled bashfully, "remind me to chuck that blanket away."
Jen laughed, her eyes sparkling with happiness as she nodded her head, "I will do." She sighed and looked down at Will's crotch, a smirk on her lips as she slowly met his curious gaze. "So, how long before we can do this again? And maybe do some more things?"
Her voice couldn't be more suggestive, and Will couldn't help the pleased grin on his face because she had obviously enjoyed herself. "Um, like fifteen minutes?" he said tentatively before a stroke of playfulness sparked in him. "But maybe if we just…" Will pulled Jen forward again making her giggle and then gasp as he peppered slow lingering kisses against her chest.
Before they could do anything more than start to slowly grind against each other there was an echoed shout through the woods, "Will sweetie?! Are you in Castle Byers?"
Will and Jen leaned back away from each other, panting from their activities but their eyes were wide and alert. "Er, y-yeah mom! I'll be in soon!" he called back loudly, praying she wouldn't come and investigate.
There was silence for a moment while Will and Jen waited with baited breath for Joyce to respond. Finally, she called back, "that's fine sweetie, lunch will be ready in 5 minutes!"
"Okay!" Will shouted, sighing with relief that they were in the clear. He looked back at Jen who was now giggling, the sound of her laughter sending flutters into his chest and making him grin back at her.
"That was close," Jen smiled as she reluctantly got up from Will's lap and reached for her bra. He watched her for a moment, mesmerised yet again by her body, only blinking back his desire once she had her tank top back on and was adjusting her skirt.
"Y-Yeah," Will said breathlessly and tried not to cringe at how gross his shorts and boxers suddenly felt. "I'll be needing a shower as soon as I've eaten," he laughed nervously making Jen grin mischievously back at him.
She walked over to him, her arms wrapping around his neck while his hands moved to her waist. "But it was worth it right?" she asked him softly, a hint of vulnerability back in her voice.
Will couldn't help but beam with happiness as he quickly nodded his head and leant down to press a loving kiss against Jen's lips, both of them smiling against each other's mouths. "It was totally worth it," he exhaled contentedly.
Jen grinned, her eyes sparkling and so beautiful. "And next time we won't be interrupted by my mom or yours. Deal?" she teased.
Will laughed, stepping back to take Jen's hand in his and head back to the house. He looked at her, his eyes softening and so his heart confident in their love. "Deal."
AN: I think you all know what's going to happen in Chapter 3! ;-)
I wasn't very happy with this chapter, at all! But I tried reworking it a few times and just gave up in the end. It's a bit of a bridging the gap chapter but I hope it will still provide some enjoyment! Thank you for reading :-)
