AN: Just as a warning, this story has been moved up to rating M. As you may guess this means smut. I am planning two more chapters to this 5-shot, but I am fairly sure they won't be ready in the next couple of day - unless I can't sleep.

Please review. They make my day so much better :)

Chapter 3

They hadn't hurried anywhere, actually having spent a whole hour sitting on the beach, staring at the vast dark ocean in front of them, listening to the waves and simply talking about the world - books, Rory's European travels and Logan's most recent sailing experience. They'd snuggled close, his arm around her shoulders keeping her warm, at times finding suitable cues for making out between their stories. Supposedly, if one wanted something bad enough - one found a way.

Rory was still nervous, but she sensed she needed to say something soon if she wanted this to take the next step. She didn't want this to just remain a date. She was a surprisingly driven girl once she put her mind to something, though this was certainly one of the most daring things she'd ever put her mind to. She enjoyed the way Logan made her feel - he made her feel beautiful, sexy, funny and not once like he didn't appreciate her brains, which was a huge bonus in her mind. Besides, he smelled really good.

"So where are you staying?" Rory asked, trying to sound casual with a touch of flirtiness, the bottom of her stomach swarming with nerves.

"As it happens…," Logan began, smirking widely at her question. "You see that Hilton sign over there," he looked back over his shoulder. They were sitting right in front of the hotel, perhaps 100 ft away, which seemed a little deliberate.

"Ah, right - that's convenient, isn't it?" Rory commented, nodding along, holding back her laughter at his nerve. But right now that cockyness was really half of his attractiveness. Mostly she just felt flattered he'd even given her the time of day, not quite feeling like his usual type not that she knew what that was.

Logan just smiled at her, not bothering with an answer and decided to kiss her instead, intertwining his fingers into her hair.

She wasn't sure if she should tell him that she was still a virgin - surely he would be able to tell once they got to it. Rory's experiences were minimal - she'd only ever touched Jess over his underwear before, things never having gotten further as they'd once again heard Luke's steps on the stairs approach. She'd touched herself naturally, but she didn't consider herself as experience by any standard. With Jess there had been some over the clothes humping, and sure - his hands had found their way inside her bra more than once. But truthfully, she felt long overdue to go further. And from an educational point of view having her first time with someone who really knew what they were doing, and that Logan certainly looked like he would, it seemed like the smart thing to do. They certainly had the chemistry, she was old enough, and having promised once to tell her mother prior to doing it didn't exactly seem like her highest priority when she was breathing in another wiff of his masculine and intoxicating scent.

But at the same time she worried that if she did tell him, he'd feel it was too much pressure and it'd be a major fault in his eyes if she appeared too inexperienced. So what she was leaning towards right this minute was to apply everything she'd read, seen in movies and heard from her mother into practice and faking it, and only tell him in case she screwed something up. She wondered whether guys ever fretted about sex this much.

"My room's got a hell of a view," Logan said, an invite tucked in there smoothly.

"I'd love to see it," Rory smiled, gently biting her lip, and kissed him once more. Damn, even the scotch on his tongue tasted good.

The kissing intensified in the elevator, as they felt there were no longer a dozen eyes on them.

"They were all out of suites unfortunately," Logan said, almost apologetically, as he unlocked the door to his room, thankfully one he didn't share with any of his friends.

"Well it's definitely not the Sea Sprite," Rory replied.

"What's that?" Logan asked, and flipped the lights on.

"The hotel I'm staying at. All in the name of the spring break experience," she added, laughingly.

"Sounds charming," Logan chuckled. "Uh… so what else does this spring break experience of yours seem to be missing?" Logan teased, as the room's mood lighting contoured out the terrace-ocean view room with a rather daunting-looking king-size bed.

"Well my mom did warn me against falling out of windows," Rory said, innocently.

"I'll keep the windows closed, I promise," Logan replied, maintaining physical contact by having his hands around her waist, his fingers gently brushing against her bare skin already where her sweater ended.

"And I guess waking up naked and hungover in some guy's bed, whom I've just met… But I'm willing to skip the hangover part," Rory tried to sound all confident.

"Hm.. now that's a thought," Logan exhaled, and kissed her neck this time.

"Mmm...," Rory hummed appreciatively, and not knowing what else to really do with her hands and at what speed. She knew she needed to do something so slowly, tentatively, she began to caressed his arms and chest.

"You have the most gorgeous neck, you know that…?" Logan complimented her between his kisses, speaking in a low murmur that caused goosebumps to run down from her neck to the rest of her body.

Rory tried very hard to stop herself from over thinking things - was she supposed to say something in return? But for the life of her, she couldn't think of anything that would've sounded natural. You have nice strong arms? You look like Prince Charming? You smell nice? You're a great kisser? And she very nearly failed and got distracted just at the brief thought of these things. It was the way Logan's fingers slipped under the hem of her sweater that did it, bringing her right back into the moment. It felt exhilarating.

Slowly they continued to move towards the bed as they kissed, lips gaining courage, tongues demanding more and more access. Rory certainly remembered kissing like that - the hungry kind. She now just needed to remind herself not to pull the breaks when things got hot, like she was used to doing.

Rory took a deep tactical breath as Logan's lips were once again on her neck, moving towards her clavicle, which was exposed by her off-shoulder sweater, for once making her gloat inside for having worn that of all things, and slipped her hands underneath this t-shirt. She toed off her sandals and Logan got rid of his footwear just the same, their pace picking up along with their need. The kisses were about as open-mouthed as they got now.

For a moment the kiss broke, both of them breathing heavily, and Logan pulled his casual polo shirt over his head, exposing a very well toned chest to Rory, which up close, was definitely a sight on its own.

Logan's thumbs went for her sweater while his eyes asked for permission and with a slight nod she gave him the all-clear to strip it off her body.

She must've looked a little less confident now as she stood there in front of him in her bra - a red, slightly lacy, balconette. She wondered nervously what he was thinking - did he like what he saw? Too skinny? Maybe her breasts were too small?

"You look great… but nervous... You want me to stop?" Logan asked.

"No... I just usually don't do this…," Rory replied, apologetically. "But that's something I've been meaning to change..," she added, pretending to be braver than she was, fibbing a little. It felt better confessing that she didn't hook up with guys she'd just met compared to never having even gotten this far.

"You can trust me, I'll stop if you tell me to, okay?" Logan assured huskily.

"Uh-uh," Rory replied, nodding. Strangely enough she did trust him, but she knew this could be her biggest error of judgement just the same.

"You're sure?" Logan asked.

Rory couldn't help but to think it sounded a little formal, but she figured it was better not to think too much about it. But what the hell did she know about one night stands with the heir of a possibly multi-million dollar business as she'd learned?

"Yes!" Rory confirmed, trying to sound seductive and appreciative, not being used to this formalness. She kissed his neck in return, wanting to do more than she had until now. Rory made sure her words were heard also by taking a decisive step to unbuckle his belt, making him grin widely. She was in pretty uncharted waters now.

Rory feasted on the look on Logan's face as he watched her take charge and unzip him, and let his pants drop to his ankles.

The bulge in his Calvin Klein's was definitely notable, but Rory didn't really have any clear comparison in size - she'd barely seen Jess'. But the sight definitely made her blush a little. She tried to hide it by focusing on slipping out of her own skirt. There were few moments when she'd felt this vulnerable and at the same proud of herself for doing this.

Logan caressed her breast through her bra for a while, using his other hand to pull her against his hips, allowing her to feel his arousal right against her abdomen. That was definitely a fairly new sensation for her - never having had so few layers between anyone.

Her hands moved onto his shoulder and soon her fingers gained familiarity with his neck and hair, sticking to the part of this that she knew. He was a really good kisser, and it was very easy to get lost in.

Logan's strong hand kept pulling her more firmly against him and he entire lower body seemed to have a mind of its own soon enough, even so much her left leg raise and he held her up by her thigh, allowing better access for his bulge to rub against her core through their underwear.

Logan soon eagerly guided her to the bed where they laid for a moment, continuing to kiss without hurrying. It really did feel pretty natural, hands exploring each-other's bodies, so far staying clear of the really intimate parts.

"Do you have a condom?" Rory asked, rushing it a bit. She didn't really know when the right moment for that question was.

"I do," Logan replied, but the grin on his face let on that he had something in store. And that he certainly did, as pretty soon his kisses began to trace her body, starting from her neck, following downwards to her clavicle, between her breasts… While he did that, Rory unclasped her bra, deciding to put this 'fake it until you make it' principle even more into use.

Logan smiled broadly up at her, and went for her nipple, causing Rory to gasp at how incredible the hotness of the inside of his mouth felt on her areola. His hands were already busy caressing her waist and approached the moment of truth, his thumbs going around the sides of her thong, causing Rory to take a deep, calming breath. This was normal, natural, a rite of passage….and…. Damn, that felt good - she thought as his moistened fingers dipped between her lower lips just as she got to the end of that though, her eyes falling shut at the sensation.

She hoped he didn't mind that she wasn't fully waxed, just trimmed enough to look good in a bikini. But whatever he was thinking he didn't show it nor say a word - instead next she felt the hotness of his tongue between her legs. She couldn't believe this - and had it not been for how incredible that felt, she most certainly would've over-thought how she must've tasted or smelled.

His tongue and fingers were magic, making Rory almost forget herself completely.

It was as she felt the climax build, a feeling she'd only really felt in her perhaps a couple of dozen times during self discovery, when she suddenly feared what it'd be like to actually orgasm in front of him. But as she clutched the sheets under her and focused on the control Logan had over her, his arms firmly holding onto her hips, and pressing his tongue even more firmly against her clit, she realized she really had no control over what happened what so ever, and telling him to stop was the furthest thing from her mind.

"Oh, God..," she whimpered, as the first tidal wave of pleasure washed over her.

Logan returned up to her level with a row of sloppy kisses, even his nose now feeling wet against her skin.

"Wow," Rory said, not knowing what else to say. What did one say to a guy who's just spent the past ten-twelve minutes between one's thighs? Was there a phrase book for situations like that?

"You looked incredible like that…," Logan murmured.

"Are you sure incredible is the right word?" Rory chuckled, her cheeks all blushed, her mind already rushing ahead, worrying whether he expected her to return the favor. She did what she knew - ran his palm over the front of his boxers.

"I'm positive," Logan replied, kissing her nipple again, before hissing softly at her touch, appreciatively

"But I don't really know… how to do that," Rory hesitated, blushing even more for admitting it.

"You're doing plenty," Logan said, clearly enjoying the stroking he was being subjected to.

Rory didn't feel like it was really comparable - but she kept at it, wanting to return at least in part for the incredible foreplay she'd just received. Truthfully, she was now just apprehensive of the real thing. The main event. Penetration. Good-old vaginal sex. Would it hurt? Would she manage to hide the fact that it hurt from him? Would it feel as amazing as people said?

Logan reached out for his pants and fished out a condom, causing Rory to regain some of her former nervousness again. He slid down his underwear and turned, getting onto his knees, lowering himself down on his heels, allowing Rory to really take a look at him.

The sight caused her to swallow. Size wasn't even really something she thought about - she was just in awe, seeing one up close and all. But he had to say - it looked hot, especially if she thought that she'd made that hardness happen.

Logan stroked his member a couple of times before putting on the condom, giving Rory a Stars-Hollow High School sex-ed flashback for a second. She could feel her abdomen tense up from nervousness for a moment.

"Everything okay?" Logan asked, as he positioned himself above her again, observing Rory go pale in her face.

"Just nervous...," Rory confessed.

"You have done this before, right?" Logan asked.

"Um.. I'd like to say yes but..," Rory spit out, beginning to regret it the moment she said it.

"Ah..," Logan exclaimed, things becoming more clear to him.

She could just sense the gears turning in his brain but at the same time she felt relieved for not having to pretend to know what she was doing.

"But I want to, just… go slow, okay?" Rory said, sitting up a little, speaking quickly and decisively, and reached out for his member again, and gently wrapped her hand around his shaft, being surprised by its warmth and the way it almost throbbed in her hand.

"Okay…," Logan agreed, but seemed to be gathering his courage too. But he was quick to recover.

Logan kissed her again, allowing their former hunger for each-other to regain the central position in their brains again. Rory was definitely feeling like she needed to encourage him, not wanting to lose this opportunity.

But eventually it seemed to be the way she rocked her hips against him, instinctively, that caused him to push his hips closer and closer, until his arousal was positioned right at her entrance.

"Just relax, okay?" Logan said assuringly, keeping his eyes on her.

For the first time Rory truly felt how naturally two people could fit together, and how the rolling of her hips was actually matching the small tentative movements he was beginning to make with his as well. Little by little he inched inside of her, stretching her. It was only for a second she felt a shot of pain, that nearly stopping her breathing for a second, and Logan seemed to sense it.

"You okay?" Logan asked, looking a little overwhelmed with what he was feeling at the same time.

"Uh-uh," Rory nodded, and began to slowly rock her hips, wanting to move past this awkward moment. She'd read about this a lot - most people said it'd soon feel a lot better.

The old-wives' tale seemed to have some truth for it, and Rory begun to feel the knot that she'd already felt that night before form at the bottom of her stomach.

Her little moans acted as encouragement as he thrusted into her with more force soon enough. But her climb towards her climax wasn't quite as one-directional as it had been before. She'd read about this too - a lot of women needed clitoral simulation to actually orgasm. She certainly had the book smarts.

"Wait - sorry," Rory said, hesitantly, causing him to stop mid-thrust.

He looked at her questioningly.

Do you mind if we try another way?" Rory suggested, hesitantly. It almost felt like now that she had already confessed so many intimate details to him - one more - that she was curious to try some things while she was at it - no longer seemed as that big of a deal. But the trouble was she didn't really know how different positions worked, besides she'd never been particularily athletic.

At that suggestion he grabbed a hold of her thighs and rolled onto his back, pulling Rory with him with an audible yelp that soon turned into a giggle.

"Now just picture riding a horse," Logan suggested, huskily, causing Rory to giggle some more, the seriousness of the moment turning into something a lot more fun.

Rory gave it her best, but what was best about this from her end was when Logan suddenly rubbed her clit, nearly causing her to come just after a couple of gentle touches. He was teasing her, learning her - allowing her to build up to it several times before he raised himself onto his elbow and rubbed her some more. As she came, her whole abdomen spasming in a series of waves, he let himself fall flat on his back and thrust upwards rapidly until he too became undone.

Rory's back curved as she fell forward, panting heavily onto his neck, staying straddled on top of him.

The smile on her face spoke for itself, and his wide grin looked satisfied as well. A job well done - perhaps, and while normally Rory would've never wanted to feed the ego of an already cocky guy's like that, but in this case he'd well deserved it.