Jillian’s eyes shot open, and she gasped as she woke up suddenly, blinking in the surrounding darkness.

“Huh…what's going on,” she said quietly.

Laying there, she tried to sit up, but something heavy was pinning her to the bed. She was about to panic, but gradually, shapes finally emerged from the darkness as her vision adjusted. The bedroom quickly became familiar, and reaching down, she found what was pinning her to the bed. It was a massive, warm arm wrapped around her, and it all finally began coming back to her as the confusion she felt faded.

Glancing to the side, Jillian found herself inches away from a familiar face. She was still in Jason’s bed, with him peacefully asleep and snoring softly beside her. Memories flooded back of the moments before she passed out. How she had confided in him about her inability to have children, about Luis’s manipulation, and how Jason had said… some things. Her cheeks warmed to uncomfortable levels as she thought about those words and wondered why he was so kind to her.

What had she done to deserve this? For once, she meant the phrase in a positive sense. What good had she done to earn his forgiveness, his affection, to being treated like she was his prized possession? Maybe it was all in her perception, but she couldn’t help feeling thoroughly perplexed by his sweetness.

As Jillian gazed at his face in the dim light, she nervously chewed on her thumbnail, worried she would somehow fuck things up again.

“Why do you care so much, you idiot?” she whispered, the feeling of self doubt weighing down on her. After all, how could anyone ever feel like Jason does about her?

“Don’t you think this is a bad idea? What about your future? Don’t you want kids? I know your mom does.” Her mind raced with questions, wishing for answers.

“Maybe you’re just enjoying the moment, knowing it won’t last and trying to spare my feelings?” she murmured to herself, barely audible in the quiet room.

Suddenly, Jason took a deep breath, and his arms held her even tighter, closing the gap between them as they slept. The feeling of safety she got from his tight embrace pushed away her worries and fears. With the sound of his steady breathing and the soft thuds of his heartbeat, Jillian found peace nestled in his arms, pressed against his chest.

Jillian’s heart quickened as he stirred in his sleep, briefly thinking he might have heard her. But as he smacked his lips slightly and buried his face in her hair, she gradually relaxed. She couldn’t help but feel a smile cross her face at how cute he was snuggling with her. It quickly dispelled her anxiety. Nestling into his embrace, she sidled closer to Jason, wrapping her arms around him and pulling herself snugly against his comforting warmth.

“I’m sorry, Jason. But even if you are planning to leave me when the time comes and you realize your mistake… I’m going to indulge in everything you give me till then,” she murmured softly. His hand suddenly moved to grab her butt.

Jillian’s head snapped back as she glared up at him, thinking he was just pretending to be asleep again. This time, his eyes remained closed as he softly snored. She observed him closely, trying to determine if he was truly still asleep.

It wasn’t until his hand gripped her backside with such an unexpected force that her entire body jolted. She barely contained a yelp. The overly firm grip had caught her off guard, causing a twinge of discomfort. Surprisingly, her thick backside, which was quite resilient to being spanked with a paddle, now stung from the intense pressure of his iron grip. While not unbearable, the discomfort intensified as his grip persisted.

“Okay, time to let go. Come on, let's not do this again. Wake up and release the booty,” she said softly, lightly tapping the arm that clung to her. His hand only tightened its grip, causing her to wince slightly.

“Jase, please. It’s really starting to hurt!” she said, a bit louder this time.

Mumbling slightly, Jason continued to hold on to Jillian’s butt. She didn’t want to have to get aggressive, but this was beyond discomfort and verging on painful. Gripping a handful of chest hair, she yanked back hard. His body twitched violently, and he finally let go.

“Nnngh… wha?” he mumbled in a pained tone, rubbing the spot where she had yanked his chest hair.

“What the hell, Jason? You grabbed my ass really hard! Were you really asleep?” she asked, her tone full of annoyance. He just laid there still a bit bleary, trying to understand what she was saying.

“I was? Oh... sorry. I guess I don’t reme...you’re awake?!” He moved his hands to her shoulders, pushing her back slightly and looking at her.

“Are you okay? Do you remember anything before you passed out?” His tone was full of worry.

“I’m fine, and yeah, I remember,” she replied, her voice becoming timid again.

Jason let out a long yawn, feeling the weight of the early morning hour.

“…Well, I’m glad you’re... alright,” he managed between yawns. “I was really worried when you passed out... Ugh, what time is it?” Another yawn escaped him as he glanced outside, it was still pitch black.

“It’s probably still pretty early. I’m sorry for waking you up and grabbing your hair; you just wouldn’t let go,” Jillian softly apologized, tenderly stroking the spot where she had grabbed his chest hair.

“It’s alright. I’m sorry too. I didn’t realize... you sound pretty awake, though.”

“Yeah, I slept through most of the day yesterday, so I guess I couldn’t stay asleep. But please, it’s alright. Get some sleep, baby.” Moving closer, she gave him a soft kiss on the lips. Jason shook his head, reaching up and gently stroking her hair.

“It’s okay. If you’re up, I want to be too,” he said despite his yawns betraying his tiredness.

“Mmmhmm, as nice as that sounds, I doubt you’ll be awake for long,” Jillian teased with a grin.

“Don’t be so sure. I’ve pulled many all-nighters before. Not fun, but manageable,” he boasted, stifling his yawns this time. She chuckled softly.

“Well, I don’t think you have ever managed an all nighter with me before. So how can you be sure?” she asked in a sweet, tempting tone.

“Oh? And what exactly does an all nighter with you en-” Jason was interrupted as her hand trailed down his body under the waistband of his sleep pants and along his flaccid length, sending a shiver through him at her touch.

“That’s not fair,” he said through a pleased groan as she teased him for a bit.

“Haha, doesn’t sound like you’re complaining,” she giggled before withdrawing her hand altogether.

“As much as I want to, you need some sleep, babe. I’ll be here in the morning for that.”

Jason was taken aback, not expecting her to actually stop so abruptly.

“Come on, lay on your stomach. I’ll give you a massage to help you sleep,” she suggested, moving away slightly.

With a soft chuckle, Jason watched her in the dim light.

“I probably won't fall asleep if I’m on my stomach, but if you’re insisting...” He was trying to be more receptive to gestures of kindness. From people he was close to, at least.

“I do insist. Now go on, boy, roll over,” she playfully said in a southern accent, prompting laughter from both as Jason shifted onto his stomach and adjusted his pillow for comfort.

“Well now, ain’t that just a fine lookin slab of meat,” she quipped, giving his butt a spank. His body jolted, and he responded with a sharp, “What the fuck!”

His tone lacked the playfulness they’d shared moments before, causing her to flinch and quickly withdraw her hand, reminded of their tense first encounter.

“I-I’m sorry, I didn’t mean to...” she stammered slightly, pulling away.

Jason took a moment to process what had just occurred. He had the unfortunate experience of receiving many unexpected spankings from individuals, both women and men, who lacked boundaries. Mostly in crowded areas where people felt emboldened that they wouldn’t get caught. His instinctual reaction was always anger. He rolled to his side to look at her.

“Jill, no I’m sorry. I swear I’m not angry. It caught me off guard and I’m so accustomed to reacting with anger when it happens. Fuck, I really didn’t mean to snap,” he apologized as he looked up at her. Jillian’s heart rate slowed upon hearing his apology. However, it did make her rather curious.

“I understand, but... how often does this happen for you to react so…instantly?”

Jason’s scowl hinted at the answer to the question.

“It’s… quite a bit more than you would expect,” he admitted.

Jillian’s expression shifted, a mix of sympathy and frustration.

“Really? I know you told me that you get a lot of women that approach you, but does this happen like every time you go out?” Her inquiry was more of a confirmation, though she already suspected the answer.

“Not every time, but it tends to happen more as the night wears on and people get more and more drunk. Especially when I have to navigate through a crowd,” he explained.

The memory of Marco dragging him to a cougar bar without telling him flashed through his mind. It only took him fifteen minutes to decide he’d had enough of being subjected to their groping, spanking, and other unwelcome advances.

“How… dare… they touch my man!” Jillian seethed inwardly as she listened to him, possessiveness coursing through her like they had been dating back then. Moving closer to Jason, she gently placed her hands on his cheeks, turning his attention to her.

“From now on, it’s only me who gets to touch your butt, got it?“

Her tone was surprisingly firm. Even though Jason wasn’t particularly into that kind of thing, it had kind of become a complex.

“Uh, okay, I guess. Not like I ask them too...” Jason said, followed by a stifled yawn, feeling another sudden wave of drowsiness.

“Forget about it. Just lay down on your stomach. I promised you a massage, and that’s what you are getting,” she insisted, nudging him gently.

Jason decided to just do what she asked. He was too tired to argue, not that he wanted to. Once he was lying down on his stomach, he let out a soft grunt as her weight landed firmly on his lower back. Jillian’s hands then pressed into his back. He wasn’t really expecting much since her hands were pretty small, and she wasn’t that strong. To his surprise, he felt an enormous pressure suddenly hit him in a part of his back that he couldn’t even define.

“Oh, shit.”

His voice was strained, as it felt like he had all his breath suddenly stolen from him.

“Hold on, there’s a really nasty knot right here.”

Then he felt a twisting, almost stabbing motion dive into the muscles around his shoulder blades near his spine. His hands clenched onto the pillow for dear life, feeling like he was about to break.

Stolen content warning: this tale belongs on Royal Road. Report any occurrences elsewhere.

“J-ill… wai-” he wheezed out.

“Give me a sec,” Jillian said, pausing before applying pressure to his back with her knuckle. After a moment, she eased off, causing Jason to draw in a sharp breath.

“What the actual… That friggin sucked! Was that supposed to lull me to sleep?” he said, taking large gulps of air as he quickly recovered his breath.

“Sorry about that. There was a knot in your back muscle that required a rougher touch. Should I kiss it better?” With a giggle, she leaned down and kissed the spot on his back.

“I don’t have a ton of experience giving massages, but I have given enough to pick up a few things. This next part isn’t exactly professional, but I thought you might like it,” she said, leaning in closer, her bare chest pressing against his back.

This new technique was certainly an improvement from the previous part of the massage, as the sensation of her lips peppered the back and sides of his neck.

“That feels really good,” he murmured with his eyes closed.

He could feel her nipples, always at least slightly firm, gently pressing into his back, her small breasts yielding just enough. Her soft hands rubbed along his arms and sides, adding to the relaxation. Amidst all this, he started becoming aroused rather quickly, yet also drifting off to sleep. Eventually, sleep triumphed, and his body visibly relaxed as he fell asleep under her. Jillian, however, remained awake, continuing to caress him and playfully tease him until she was interrupted by a rather loud and ragged snore followed by the snort of being unable to breathe out his nose.

Jason’s sudden snore caught Jillian off guard. She was surprised even more when he quickly rolled to his side, inadvertently tossing Jillian to the other side of the small bed with a yelp. It seemed he wasn’t exaggerating about his discomfort at sleeping on his stomach. Rather than getting upset, she laughed softly at the scene.

“Looks like I’m dating a grizzly bear,” she joked, crawling back towards him as he lay on his side, facing away.

She leaned over him and planted a kiss on his cheek before grabbing her phone from her jacket. She laid back down but sideways on the bed draping her legs over the sleeping man. There wasn’t much to do aside from browsing some socials. After about an hour, she let out a long yawn and figured it was time to try and get back to sleep. Jillian snuggled up behind Jason, wrapping her arm around his midsection. She closed her eyes, took a deep breath, and let herself enjoy the feeling of falling asleep to the man who was so important to her now.

As the sun crept into the room through the blinds, Jason slowly roused from his slumber. He rolled onto his back, and a hand reached out for Jillian beside him. She lay sprawled out near the edge of the small bed, her body almost pressed to the wall with the pillow over her head instead of under it.

He opened his eyes a little to look over at her. It took him a moment to realize what he was looking at. He chuckled softly at the sight. However, his amusement was short-lived as with his awakening, another part of him had also woken up to burden him with its presence.

As Jason lay there, he felt his sleep pants stretch to keep his erection in check. He let out a sigh and draped an arm over his eyes, and tried to will it away. But this wasn’t really the usual way he woke up.

“Of course,” he whispered. But he couldn’t ignore the burgeoning desire stirring within him as his morning wood throbbed, demanding attention. So his eyes opened once more, and he glanced over at Jillian, still fast asleep beside him. Moistening his lips, hunger gnawed at him.

“I shouldn’t wake her up. That would be rude,” he told himself quietly. But at this point, it was too late. He was no longer in control. He took a deep breath and let his desires take control. Jason slowly and carefully slid to the bottom of the bed while under the covers. Greeted by the sight of Jillian’s pajama bottoms already pulled halfway down her butt. As if it was a sign, he felt another surge of desire. This would be his first time initiating anything so intimate like this, but he couldn’t resist.

“Don’t be mad,” he whispered, his mouth salivating at the plans he had.

Jason reached out and gently pulled Jillian’s pants down. He got them just past the midpoint of her soft, unfairly plump, freckled thighs without much issue. Another rush of anticipation mixed with a hint of apprehension flashed through him.

“She wants you to be assertive. So stop being a wuss and show her you want her just as much as she does you,” Jason gave himself an internal pep talk as he pushed himself up toward the object of his desire. He swallowed nervously as he adjusted her legs, pulling them apart and making her roll onto her back. She let out a long soft sigh escape her lips, reminding him to hurry if he wanted to surprise her.

Jason's trying to hide under a sheet was like hiding an elephant under a rug. It covered most of him, but it was more than obvious he was under there. When Jillian woke up enough to move the pillow from her face with a tired groan, she saw the large bulge under the blanket that was now between her legs. She was greeted with confusion and by the time she realized her legs were being pushed wide apart, it was too late. She felt a sudden jolt of pleasure as something wet slipped past the lips of her pussy.

“What the- aahhhnng!” her cry of surprise quickly shifted into a moan of pleasure, and her hips bucked against his face. The next sound from her mouth was a pleased purr. She certainly didn’t expect him to make such a move. But she certainly wasn’t upset.

Jillian skillfully used her feet and toes to remove her pajama bottoms, proceeding with deliberate ease, flicking the pants to the side. His lack of experience was obvious, given the repeated running of his tongue up and down. While still pleasurable, a bit of guidance never hurt. She reached down and pushed on the back of his head.

“Right there, baby,” she instructed as she moved his mouth up to focus on her clit. A sharper gasp escaped her lips as his tongue found her most sensitive spot.

“Mmmnn, yeah baby, just like that. Keep going,” she praised him and his efforts.

Cunnilingus was something she hadn’t received since close to high school, so it was a delight to receive it now from a partner who seemed eager to please. Jillian continued to guide Jason with gentle pushes to where she felt the most pleasure. His hands slid down, and his large hands wrapped around her large butt. He easily lifted her slightly, his fingers spreading her pussy and pulling her even more against his mouth. Like he needed it to breathe, and letting her go wasn’t an option.

Jillian tilted her head back, biting her lip as she enjoyed being serviced, letting out soft whimpers when he hit a good spot. With how big and strong he was and how small she was. She found herself fantasizing about the variety of positions they could try together. Though it made her feel a bit slutty, she wanted this intimate connection with him. So, so badly.

As Jason explored her now drenched tunnel with his tongue, Jillian couldn’t help but express her pleasure with a barely contained loud moan, her hands gripping his hair. She felt her body reach climax, splashing his face with her release as her back arched and hips bucked against his lips. Her body crashed to the bed, trying to catch her breath.

“God, that felt so good, baby,” she whispered gratefully, with a smile plastered on her face.

Before she could say anything else, his lips suddenly met hers, surprising her with a deep kiss. She responded in turn eagerly, tasting herself as her tongue invaded his mouth. her arms wrapped around his neck as they indulged in each other.

“You’re so feisty this morning… I love it,” she murmured between kisses, loving this sudden aggressive desire he had for her.

“Oh yeah?” Jason grinned, planting another kiss on her lips. “Well, I guess you bring it out of me 'cause it turns me on so much hearing you moan. I don't think I can hold back anymore.”

The warning came only shortly before his cock suddenly pushed against her. His thick head slipped up and spread her pussy lips apart. It elicited a gasp from her as he rubbed against her already sensitive nub.

“Ah, Jase!...” she gasped, gently placing her hands on his hips to slow things down for a moment. He chuckled, finding her reaction amusing.

“What’s wrong, twitchy?” he teased, planting kisses along her jawline.

“Umm well, I just came from you attacking my clit, so it's kinda super friggin sensitive right now. So give me a moment... or just stick it in, you jerk,” she joked, earning a laugh from him as he continued to shower her with affection, planting more kisses along her neck.

Jillian was very much enjoying Jason’s aggressive actions so far. He had improved at a very quick pace from the short time they had been together. Taking charge, she gently guided his shaft away from her clit. With a subtle push against his hips, he eased off a bit. Once he did, she angled his tip toward her soaked entrance and..

“Go slow, please?” she asked cautiously, but he only laughed softly, kissing her on the lips again. As she felt him fill her slowly, the sensation was much more pleasurable than that first time, likely due to the foreplay he had provided.

“Mmm, oh fuck that feels amazing,” she murmured as he continued to enter her slowly, ensuring not to cause her any discomfort. Her hands roamed up his sides, tracing along his toned physique with her nails.

“Your pussy feels so good, babe,” Jason groaned in pleasure as he eased in just a bit more, then pulled back before going too deep and repeated the motion. He wrapped his arms around her back and grabbed her shoulders from behind. Jillian barely realized the danger of her position, but it was just a fleeting moment of concern passing through her. However, she took a deep breath and playfully patted the man above her to get his attention.

“Remember, baby, take it easy. I am a shallow bitch, and you are a giant dick,” she teased with a giggle, earning a chuckle from him.

“Haha, how nice of you to remind me,” he retorted before leaning in for a kiss. “I know. I’ll be careful, I promise,” he assured her, returning her smile before their lips met.

Jason continued to move passionately with Jillian, their connection growing deeper with each movement. Ragged moans escaped her lips as they found the perfect rhythm. His breath mingled with hers as he showered her with kisses and nibbles. The pace quickened, fueled by their shared desire, and Jillian quickly found herself reaching climax once more. She wrapped her arms and legs around him and let out a scream of pleasure against his chest. Thankfully, her voice was mostly muffled by this. Her orgasm had her insides clamping down on the massive cock inside of her. Jason didn’t falter or slow down, drawing more pleasure from her tightening cunt as he continued to thrust into her.

Jillian trembled with intense pleasure as he fucked her for all he was worth. Each thrust sent waves of ecstasy through her body, extending her orgasm that wracked her body. She clung to him, unable to pull her mouth from his chest, or she knew she would scream more than loud enough to wake Katia if she wasn’t up already. Her legs lost the strength needed to hang on to his powerful movements. She felt like she was going to lose her mind entirely as he continued to pound her relentlessly.

Finally, her arms gave out, and she collapsed back onto the bed, whimpering with every deep penetration. She had to cover her own mouth to avoid screaming aloud. With her eyes squeezed shut tight, she struggled to maintain any composure.

When it felt like she just couldn’t take it anymore, she felt Jason’s thrusts slow and his grunts become more pronounced.

“Mmm, use that big cock to pump me full of cum, baby. Please!” she whined and begged loudly, pulling him into a kiss as he responded eagerly. With each thrust, he delved deeper, continuing until she reacted with a slight flinch. After a few final deeper thrusts, he fulfilled her wish and released all he had inside her, shooting thick ropes of hot cum into her, flooding her depths. Jillian let out a pleased moan as she felt the warmth spread through her abdomen.

Jason let out one last moan with his final spurt before eventually relaxing and going a bit limp atop her. Jillian welcomed his weight, enjoying the sensation of him pressing down on her. She showered his neck and shoulder with several affectionate kisses and nibbles.

“That was amazing… What a way to wake up. But now I’m ready for bed, haha,” Jason said with a satisfied sigh, prompting Jillian to giggle as they shared another kiss.

“Mmm I quite enjoyed the wake up call. Thank you, baby,” she cooed, peppering him with more kisses.

“Heh, you really don’t need to thank me,” Jason pushed himself to the side, making Jillian let out one last moan of pleasure as his dick slipped out of her. He rolled over with a satisfied smile on his face.

“It's hard to understate just how much I enjoyed all of that,” he said, reaching over and giving her hand a soft squeeze. Jillian let out a soft giggle before moving to hover over his crotch.

“What’er yo-Auuughhh--”

He was cut off when her mouth suddenly engulfed his cock.

She took him as deep as she could, cleaning his length of both of their fluids that coated it. Jason grit his teeth as she sucked on his tip as she came off with a kissing noise, making his whole body shiver. Swallowing every last drop, she finished with a kiss on the side of his shaft.

“You make me happy,” she whispered simply before kissing his cock once more.

Jillian then looked around the room and spotted the towel Jason had used after his shower the other day, still hanging up to dry. She got up from the bed and grabbed the towel, bringing it back to the bed so they could both clean up as best they could. After tossing the towel in the hamper, they both settled back in bed for a bit longer.

“So, any plans for today before dinner tonight?” Jillian asked, laying her head on his chest and cuddling up against him. Her fingers teased and played with his dark chest hair.

“I’m not sure... I’ve never had a girlfriend before. What do people usually do?” he asked in return.

Jillian chuckled at Jason, though her experience with relationships was limited to high school and abusive ones with awful people.

“Well, we just had sex, so that’s checked off the list for the next hour,” she quipped, earning a laugh from him.

“So, is it a regular thing every hour?”

“Yeah, pretty much,” she nodded against him.“I mean, if you’re available and have privacy, you should always use that time wisely, right?”

The banter continued for a while until Jillian shifted gears, becoming more earnest.

“We are going out for dinner, so going out for lunch doesn’t really fit. Hmmm, we could do a little shopping. Or we could just hang out at my house? It’s just gonna be June, my mom, and Calvin.”

She tilted her head to look at him, wondering what he thought. It was never the most popular option for most of her high school boyfriends because of the stink eye they would get from her parents, especially her dad.

Jason thought for a moment before he nodded in agreement.

“Either works for me. I’ve only been over to your house once as well.” Jillian smiled, snuggling into him.

She seemed to get lost in thought momentarily, looking a little uncomfortable.

“So, I know I’ve asked this before, but...” She started but stopped, seemingly out of worry. Jason just smiled and gave her a firm squeeze.

“I believe it’s perfectly fine if you’re happy. Your happiness is important to me. It’s not like I'm unhappy either,” Jason responded to the unspoken question, prompting Jillian to tilt her head up to look at him.

“The fact you can already anticipate what I’m going to ask before I even finish my sentence... Kind of pisses me off,” she teased with a pout, but Jason just laughed.

“Haha, well, get used to it. I’ll be annoying you as long as we are together,” he joked, leaning forward to kiss her forehead as she continued to pout.

“Jerk,” she grumbled playfully before resting her head back down, a beaming smile returned to her face. Arms squeezing him as tight as possible.

“I won’t let you go, Jason… ever.”