"This'll work, it has to work…"

Tomo chanted these words to herself as she stood at the door to Jun's bedroom…completely naked. She had just finished drying off after her shower, though her hair was obviously still wet.

She and Jun had been dating for almost a year now, and though she kept trying to bring up the idea of having sex with him, he'd always found a way to shut her down. Not because he didn't want to, but apparently because he felt like he would be taking advantage of her if they didn't wait until marriage or something like that. But that wasn't good enough for her.

So she had waited for an opportunity. His parents would both be out of the house all night, so she had come over and had asked to take a shower. Instead of getting dressed though, she walked straight up to the door. This was the only thing she could think of to make him see that she wanted this, and she wanted it now. It was a bold move, and she could feel herself trembling in embarrassment at the lewdness of it, but this was what she wanted.

Thus, before she could even think about backing out, Tomo took a deep breath and flung open the door. "JUN!"

"Gah!" Startled by the sudden intrusion along with the harsh collision between his bedroom door and the adjacent wall, Jun dropped the manga in his hands and quickly turned towards the source of the disturbance, instantly on guard despite knowing there were only two people, himself included, inside of his house. "T-Tomo? What are you—"

Jun opened his mouth to address Tomo's recklessness, which he had become quite acquainted with over the years. Yet, any sort of lecture he could have come up with immediately died on his throat when he saw that his girlfriend was completely naked. Nude. Stripped down to her birthday suit. He could see almost every single one of Tomo's curves along with her highly toned body that was the envy of almost every girl in school, but as his eyes went downward he forced himself to look away, lacking the nerve to stare at Tomo's pussy even if she had made her stance on nudity very clear.

"L-L-L…" Tomo stuttered before biting her tongue. She winced at her own stuttering, shook her head, and tried again. "L-Let's have sex!!"

"T-this again?!" Jun replied, still looking away in an attempt to stay respectful. Not that it stopped him from sparing a couple glances at his gorgeous girlfriend. He was only human, after all.

"Y-Yes! I want to do it! Right now!" Tomo insisted fiercely. She tried to will her body to move, but she was frozen in place.

Jun resisted the urge he had to groan at Tomo's latest attempt, which, while not the most creative compared to the attempt she made on his birthday, still left him feeling equal parts embarrassed and turned on. "Tomo, I keep telling you that you don't have to force yourself to have sex with me! I'm just fine waiting until we're both financially stable!"

"I-I'M NOT FORCING MYSELF! AND I'M NOT SAYING WE NEED TO HAVE A KID, I JUST WANNA DO IT WITH YOU!" Tomo screamed as she finally forced her foot to move forward, taking a step inside her boyfriend's room.

"That's what you say every time!" Jun replied, his instincts causing him to face Tomo again, only to then just as quickly avert his gaze at the sight of the tomboy's huge, jiggling breasts.

"Yeah! Because you apparently aren't listening!" Tomo shouted as she took another step, her breast bobbing from the movement.

"I-I am listening! But we've really got to think about if we really want this!" Jun insisted.

"I have thought it through! I want to know what it feels like! I want to take that next step with you, and I know you want to do it too! Please! I'm literally on birth control, so there's no need to worry about anything!" As she spoke, Tomo walked up to him, and grabbed him by the collar to lift him up so they were face to face. "SO PLEASE HAVE SEX WITH ME DAMMIT!"

Jun opened his mouth to again turn Tomo down, but he stopped himself just before he could say anything. Deep down, he knew Tomo was telling the truth about him wanting to have sex with her, and the boy certainly had more than his fill of fantasies about his girlfriend whenever he masturbated. Admittedly, his constant refusals were starting to make him feel like an ass, but considering what Tomo wanted to do…

"You're absolutely sure this won't lead to you getting pregnant?" Jun asked after a moment, wanting to make certain that if they did this, Tomo wouldn't become a young mother like with Carol's mom.

"YES!" Tomo screamed, her chest nearly touching his.

Jun found himself blushing at how close Tomo was, especially considering the fact that he could feel how soft the tomboy's breasts were even through his shirt. Such a wonderful sensation already had his pants tightening, and after a few more seconds of contemplation, the boy finally decided to give in and just let Tomo have this. "Fine. We'll do it, then. Right now."

Tomo blinked a few times before dropping her aggressive act entirely as she replied, "H-Huh? Wait…R-really?!"

As Tomo stared at him in bewilderment, Jun nodded, allowing himself a small grin as he explained, "Yeah. I mean…You do a lot with me already, so it only seems fair to return the favor."

"I…Right, okay!" Tomo cried, surprised that her strategy seemed to work so fast, and as she realized how close they were now, and how her chest was touching his, she was about to step back.

"Wait…You're not seriously getting cold feet now, are you?" Jun suddenly asked, surprised that Tomo was so eager to fuck him yet now was unsure of what to do.

"N-No! I just…I didn't expect it would…work that well…" Tomo sheepishly admitted.

"…So in other words you had no idea you'd actually get this far? Or what to do afterwards?" Jun surmised, his eyes narrowing slightly.

Tomo waited several seconds before bashfully answering, "Yeaaaahhhh…"

"Figures…" Jun sighed. It wasn't at all surprising that Tomo rushed into this without thinking about the little details too much, as it was hardly the first time she had done exactly that. Eventually, Jun suggested, "Well…you could start by putting me down at least."

"H-huh? O-oh, right!" Tomo quickly dropped him and finally stepped back, her breasts bobbing with every little movement she made.

Now free, Jun took a moment to stretch his arms and neck while he tried to compensate for Tomo's recklessness. Not that he had many ideas about how to have sex, either. At the very least, though, seeing Tomo naked gave him a vague roadmap to start as he commented, "So…I guess if we're really going to do this, then…I guess I should probably strip too."

"Y-Yeah! That's…probably a good idea…" Tomo asked, her cheeks turning a bit redder as she imagined Jun naked.

"Right…" Despite himself, Jun couldn't stop himself from giving out a soft blush as he began taking his clothes off, starting with his outer shirt and then moving to unbutton the one he wore beneath it. The entire time, he had to remind himself that there wasn't anything to be ashamed or embarrassed of, especially since Tomo was willing to bare herself to him.

Tomo waited patiently, though she felt her own embarrassment growing with every article her boyfriend took off. She would have been lying if she said the thought of seeing Jun naked at last didn't appeal to her feminine fantasies, but even so, she never thought a moment like this would actually come.

Her case definitely wasn't helped at all when Jun's muscular chest was revealed, making Tomo blush almost as brightly as her own hair. Said blush would only continue to grow as Jun went on to remove his pants, letting them fall to the floor and revealing the growing bulge inside of his boxers.

"H-Happy to see you're…uh…e-excited…" Tomo said rather awkwardly.

"Well, when your girlfriend barges into your room completely naked and demands to have sex, these things happen." Jun jested, though his tone was more teasing than criticizing.

"Well…I-I guess, yeah…B-but it was the only way to get you to listen!" Tomo insisted.

Jun rolled his eyes, but he ultimately couldn't refute Tomo, as strolling into his room naked and demanding sex was what led to all of this in the first place. "Fair enough."

As he said that, Jun took a breath and prepared himself for the most difficult part of this endeavor. Eventually, he found the nerve to hook his thumbs into the waistband of his boxers and, sparing a brief glance at his eager girlfriend, swallowed his reservations and pulled his underwear all the way down at last.

"O-Oh my…"

Immediately, Tomo's first thought was 'that's way bigger than in the textbooks'. His cock looked intimidating as she swore she saw it twitch for a moment. She wouldn't let her surprise show however, not if it had a chance to make him change his mind.

Now that Jun and Tomo were both naked, however, the young couple ran into the same problem they had in the beginning: neither of them knew what to do next. They stood in silence for a few moments, silently admiring each other's features before Jun coughed into his arm and prompted, "S-so…What now?"

"Um…I…uh…I'm not sure, actually." Tomo admitted.

"Figures." Jun sighed. Closing his eyes and crossing his arms, he began to ponder their next step, and a few moments later the boy ultimately shrugged. "Well…If neither of us knows what to do, I guess we could, um…do what we normally do whenever we're alone together."

"B-But normal stuff isn't sex, right? Isn't it like…we…t-touch each other and s-stuff…?" Tomo's voice became progressively quieter as she spoke.

"But if we do that first, then won't it just naturally lead into us having sex?" Jun asked.

"I…guess so?" Tomo admitted. "Are you sure that'll work though?"

"Well…There's only one way to find out, right?" Jun replied, briefly glancing back at his bed.

"Right…" Tomo replied as she walked over and sat down along the edge of his mattress, almost jumping at the feeling of his bed sheets against her bare butt.

Following Tomo, Jun took a spot next to his girlfriend, blushing almost as brightly as the tomboy. Before long, though, the boy swallowed whatever nerves might have been slowing him down and reached out to cup Tomo's face, directing it towards his own.

Tomo felt anxiety and embarrassment washed over her, especially when their thighs touched, but she stayed still as he brought her face closer.

Though his heart was pounding even if he maintained his usual expression, Jun couldn't help but smile fondly at his childhood friend, now his loyal girlfriend. It seemed only right that he made the tomboy's first time a good one, and so that was what Jun did, bringing his lips to Tomo's and kissing her passionately, pouring everything he had into the gesture.

Tomo whined through the kiss at first before she turned herself towards him and kissed him back with just as much passion. It was somewhat messy, since even after all this time, they still felt shy when it came to even this, but there was enough love behind it for it not to matter much.

Glad that Tomo seemed to be joining in without much resistance, Jun slowly but surely began to deepen their kiss, pressing his lips much more firmly against his girlfriend's. He heard another adorable whine flee Tomo's lips in response, and while he normally would have been content to keep things like this, he knew they both wanted more. It was with that thought that Jun took his free hand and started to slowly drag it down Tomo's curvy frontside, sampling her smooth, soft skin with great fondness.

Tomo shuddered and nearly pulled away from the kiss as her face bloomed in heat from his touch. She decided to return it by gently placing her hand on his sculpted chest.

Though this was hardly the first time the young couple had touched each other's chests during a kiss, this moment in particular felt especially intimate. And not just because Tomo was lacking a bra. It was that same sense of intimacy they were sharing together that led Jun to hum and bring his hand directly to one of his girlfriend's huge breasts, which he gave a ginger squeeze while pushing further against Tomo's body.

"Mmmmmm~!!" Tomo gasped, nearly breaking the kiss as pleasure shot through her body. For all the times they'd groped each other, he'd never done it directly like this, and somehow that made it feel ten times stronger. Her body shook with pure arousal as she wanted more, shoving herself closer as he moved as well.

Jun too felt an instinctive urge to press himself even tighter against Tomo's soft body, getting almost completely lost in the addictive sensation, which he never realized how badly he wanted it until now. Case in point, he allowed his other hand to reach up and caress his girlfriend's other breast as well, squeezing it gently yet firmly.

Tomo, feeling a strange wash of pleasure crashing over her, placed both her hands around Jun's back and slowly caressed his back with her fingers, tracing lines and circles as she slowly went lower and lower.

Before long, Tomo's hands reached Jun's rear end, which she proceeded to give a tight squeeze, much to Jun's visible surprise. "Mmph?!"

Despite her embarrassment, Tomo let out a laugh between their lips as she squeezed and kneaded his firm, incredible backside.

"Hush you." Jun lightly chided between kisses, not really upset with Tomo's handling of his ass. That said, the tomboy's gesture sparked a tiny bit of competitiveness within the boy, who was quick to act on it as he brought his own hands down to Tomo's ass and squeezed her plump cheeks back in retaliation.

"MMMF!" Tomo gasped, and he could feel her practically melting in his arms.

Taking that as a sign that Tomo was enjoying the way he fondled her, Jun couldn't help but smirk as he sank his strong fingers even deeper into the soft flesh of his girlfriend's supple rear.

By now, Tomo was very wet, and she could barely take it anymore as she started to grind her body against Jun's. She wanted more of his touch, even if she was too embarrassed to say it directly.

Fortunately, Jun wasn't as dense as he might have been before they started dating. He could feel Tomo's juices beginning to drip down onto his thigh, and knew instantly what that meant. Similarly, his boner was beginning to press against the tomboy's stomach, feeling even harder than it had before.

In that moment of realization, Jun knew what he needed to do, and promptly set about to do so as he suddenly ceased making out with Tomo, only to then grasp the redhead tightly by her ass and start to yank her up onto his lap.

"A-AH! Wh-What—?!"

Despite himself, Jun couldn't help but chuckle at Tomo's cute reaction. "Heh…Sorry, but…I thought this position would be better for us right now."

"R-Right…M-makes sense…" Tomo uttered with a blush.

Smiling, Jun glanced down between Tomo's legs, getting a good glimpse at her leaking pussy. His cock twitched just seeing how wet the tomboy was, but before he even attempted to plunge his manhood into his girlfriend he instead lowered a hand down between Tomo's legs, uttering, "W-well…Here goes nothing…"

"T-Try to be a little gentle, o-okay?" Tomo asked as her face felt more red than ever before.

"I'll try." Jun promised, swallowing a thick lump of saliva before pressing his fingers against Tomo's needy pussy.

"AHHHHHHH~!" her moan was loud as her body tensed up from his touch, fire shooting through her as she was quickly coming to realize she was far more sensitive than she originally thought.

Jun felt an impulse to pull his hand away from Tomo when she cried out. His hormones slowly but surely override his last few hesitations he might have had, however, and the boy instead began stroking the tomboy's needy lower lips as a small, satisfied chuckle fled his lips. "Does that feel good, Tomo?"

"OH MY GOD IT FEELS SO GOOD!" Tomo answered honestly and loudly as her body twisted and writhed in pleasure.

"H-hey! Not so loud!" Jun warned, as he would have preferred that Tomo's neighbors not come investigate her house. That said, the tomboy's cries of utter bliss were especially arousing to Jun, who decided to press his luck further as he took two fingers and slowly, gingerly began to push them inside of Tomo's pussy.

"GAHHHHH!" Tomo screamed. "Wh-Why are you so good at this?!" Her body bucked as her hands twitched, and the redhead wondered if she should try to repay it or if she should just let it happen.

Jun's first instinct was to remind Tomo that he had no clue he would be this good at fingering her, but instead, he simply replied, "Because you're my girlfriend, and I want to give you the best first time possible~" When he finished saying that, Jun chuckled at the way Tomo's entire face flushed as red as her hair, but he wasn't done with just saying a few heartfelt words. "And that includes doing this to you."

When he said that, Jun leaned close and, using Tomo's elevated position on his lap, planted his lips right against one of the tomboy's erect nipples, simultaneous squeezing her ass tightly as he lapped at the hardened nub with his tongue and fingered the redhead.

"GAHHHHHHHHH!" Tomo gasped as her chest was thrust forwards almost unconsciously as she felt an all-encompassing wave of arousal blast through her. Her hands shot around Jun's back to try and pull him even closer as her body begged for more.

In the process, Jun ended up being smothered by Tomo's huge rack, but he didn't mind his cozy prison in the slightest. As a matter of fact, the soft, squishy sensation of his girlfriend's breasts only made Jun feel even hornier, and encouraged him to continue lathering Tomo's chest with his mouth, swapping boobs every few seconds while his fingers dug ever deeper into his lover's needy pussy.

"I…I…J-Jun…!" Tomo gasped as the pressure building inside her body grew stronger and stronger, her body shaking as she felt the sweet release of orgasm about to wash over her at last.

Jun could tell that Tomo was getting close as her walls clamped down tightly on his fingers. Yet, while he knew his girlfriend wouldn't have minded cumming right now, he felt compelled to give the tomboy an even greater climax than anything his fingers could bring, especially considering how much his cock was throbbing right now.

Thus, with some reluctance, Jun retracted his digits from inside of Tomo and pulled away from her comfy breasts, momentarily depriving the tomboy of her sweet release. "Tomo…I think I'm ready."

"Wh-What?" Tomo asked, a fog setting over her as the pleasure and near-climax was suddenly ripped from her. "Wh-What the hell…?"

"I'm sorry if that was too sudden. It's just…" Jun paused for a moment before gently shifting Tomo back, enough to where his throbbing manhood could finally line up with the tomboy's leaking entrance, "I want more than just my fingers inside of you."

"Oh…OH!" Tomo managed to recover, and her face turned beet red as she glanced down at his cock, and then back up at his face, and nodded.

Taking that as his signal to proceed, Jun carefully lined his cock up and proceeded to press his swollen tip against Tomo's entrance, shuddering and gasping as her lower lips slowly parted and his shaft effortlessly slid inside of his lover.

"Jun…um…" Tomo said quietly. "I-I love you."

Despite the suddenness of Tomo's confession, Jun smiled and leaned in to kiss his girlfriend, taking the opportunity to grab her waist and ease her down onto his cock. "I love you too, Tomo."

Tomo nodded as she grit her teeth, feeling him shove his entire length inside her. There was some tight pain, but it was nothing she couldn't handle, so she exhaled.

Now fully inside of Tomo, Jun released a shuddery breath of her own as Tomo's velvety inner walls clamped down tightly on his cock. He waited until his girlfriend seemed ready to go even further before starting to slowly thrust his shaft in and out of the redhead's pussy, with her juices lubricating his manhood with each pump of his hips upward.

Tomo cringed against the pain, but held firm as she could feel the twinges of pleasure with every thrust, and eventually, the pain began to fade to the pleasure, and moans left her lips.

Jun couldn't stop himself from moaning either, as each thrust of his cock send sharp jolts of pleasure racing through his entire body. This sensation, which felt better than any occasion he had masturbated, encouraged the boy to steadily speed up his pace, with his thrusts becoming quicker and more forceful with each moan Tomo released.

"Ahhhhhh~!" Tomo moaned as her body answered his call, bouncing on his cock as she reached up to play with her own breasts, wanting more stimulation, more of this amazing feeling as she felt pressure building inside her again.

By now, Jun could feel his cock begin to throb and pulse with a need to release his seed as Tomo bounced up and down his shaft. Even with that urge, the boy continued to pile on even more pleasure, leaned forward and capturing Tomo's lips in a deep, tongue-laden kiss while one hand went back to the tomboy's ass and squeezed it hard.

"J-Jun…!" Tomo briefly broke from the kiss and gasped his name, feeling herself growing closer and closer as her body became hotter and hotter, before she pressed her lips back against his as if she could transfer some of the heat to him.

"Mmph…T-Tomo…!" Jun breathed out his lover's name as pressure swelled within his cock, which was quickly becoming too much to handle even for him. Yet, that only encouraged him to thrust as hard and as fast as he could inside of Tomo, knowing that it would all be worth it in the end.

Of course, Tomo came first. She let out the loudest moan yet as she erupted onto her boyfriend's pelvis, feeling all her pleasure wash out of her like a pleasant wave across her entire body.

The feeling of Tomo's juices splattering against his cock proved to be the last straw before Jun came as well, groaning as his seed spilled out into his girlfriend's pussy. His body shuddered and shook as it was engulfed entirely with euphoria, the likes of which he had never felt before in his life until now.

When both of them winded down, Tomo clutched his body to hers, panting and fighting to catch her breath. "I…that was…"

"Incredible…!" Jun finished, carefully pulling his cock out of Tomo before leaning back, taking the tomboy with him as he laid down on his back, cradling Tomo gently as he did.

"I wish we had done it sooner…" she said as she laid her head on his chest, hearing and feeling his heart beating.

"You know…I can't help but agree with that." Jun replied, letting out a soft chuckle as he reached up and stroked Tomo's silky red mane.

"So does that mean that next time when I ask for something you'll just freakin' do it?!"

"Maybe if you don't pester me constantly about it." Jun jested.

"Then just listen to me next time!" Tomo exclaimed before suddenly shaking her head. "Okay, no, we are not ruining the moment."

"Nope." Jun agreed, emphasizing this by pulling Tomo in for a deep, gentle kiss, carding his fingers through her hair all the while.