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Chapter 48 by neo_skywalker neo_skywalker

Does Jason finally get with Kate?

Jason and Kate coming together at last.

Chapter 5 – Lake House Vacation (continued)

Kate led the way, her face red enough to make Jason wonder if she might have become sunburned, but each time she glanced back at him, she flushed even more red and turned away. It was cute, but also mildly concerning.

They hiked in relative silence for about 10 minutes before the Irish girl turned off the trail, and pushed past some low bushes and through a dense tree line to a small grassy hillside that ran right up to a cliff face that rose over them at least a hundred feet. She then paused and turned around, scanning back the way they’d come. “I can’t see the trail from here.” She whispered as he caught up to her on the slope.

“That means anyone on the trail probably won’t see us.” Jason nodded, following her logic as he followed her gaze. When he turned back to her, they were only inches apart, their eyes perfectly level with her standing on the slope above him.

Kate’s eyes were wide, her breathing quick and short, her pupils dilated. She leaned forward as Jason was about to speak, and kissed him hungrily, jamming her nose against his in a way that was uncomfortable but thankfully didn’t cause either of them much pain, though when she pulled back and scrunched her nose he couldn’t help but smile. “Try tilting your head a little.” He suggested, using a hand on the back of her neck to guide her as they came together again, their lips fitting together much more closely this time as Jason tried to mimic what Heather had done to him not so long previously.

“Holy heck, why does kissing feel so amazing?” The redhead, murmured.

“I think it helps when you have feelings for the person you’re kissing.” Jason suggested.

Kate nodded and turned away, dropping her small backpack and opening it up to pull a thin blanket out of it. He knelt next to her and helped her spread it along the slope, then laid down, leaning on one elbow as she lay next to him on her side, facing him. “Nervous?” He asked, seeing her fidgeting.

“Yeah, this is a big step. But I’m not conflicted, if that’s what you’re worried about. I want this. I’m just…”

“Nervous.” He repeated, and she chuckled. “If it’s any consolation, I’m nervous too. I may have had a few sexual experiences, but I haven’t actually had sex yet, outside of a bit of oral. So we’re in the same boat there.”

“You’ve had oral sex?”

“Didn’t I mention the girl from the restaurant?”

“You did, I guess it wasn’t totally clear you had oral sex with her. Giving or receiving?”

“Both.” He admitted.

She frowned, and blushed, “I feel a little jealous I didn’t get to do that first with you too. Ugh, I’m literally seething when I think about her, that’s not right is it?”

“If you don’t want me to do anything else with her, I won’t.” He assured her.

Kate sighed, looking towards her feet, “No I… This is a me problem. Chloe is your first girlfriend, and I want you to fulfill your promise to her. In a way it’s even kinda hot. If I picture you kissing her it’s the same as when you kissed Chloe or Heather. I like it; I just… also kinda hate it. This is so frustratingly weird.”

“Whatever you decide, it’s not something we can really deal with here and now. So why don’t we focus on just us for the moment?”

The redhead nodded, and turned back towards him. “You’re right, of course. Can I… uh…”

“Whatever the question is, the answer is almost certainly yes. I’ll stop you if there’s something I don’t want to do.”

She smiled gratefully, and reached for his belt, carefully unbuckling it and then unfastening his pants. “I want to see it again.” She whispered as he raised his hips to aid her in pushing his pants down then tugged his boxers down a moment later, allowing his fully hard cock to spring free.

“It seems big to me. But I’ve only seen a couple hard before, none in person.” She observed as she wrapped her fingers around his shaft.

He moaned softly at her touch, “Well, I’ve seen a few more than I really care for, in locker rooms, and in porn, I guess.” He admitted. “I think I’m on the larger end, though I haven’t measured it.”

“Maybe you should. Hang on.” She released him, and turned to her pack, pulling a small compass out of one of the pockets. It was the kind that was mounted in a rectangle of clear plastic with guidelines painted on it, including a small ruler on one side.

He blushed and held still as she held his erection straight up and placed the compass right against the base, then moved it higher, biting her lip when even the second span didn’t quite reach his tip. When she shifted it a second time, she let out a breath she’d been holding, “Either ten and a half or eleven inches.” She told him.

“I read somewhere that the average is five and a half to six inches.”

She nodded, “I think I remember that from sex ed. So yeah, you’re pretty big.”

“Probably not that big compared to a lot of porn stars.” He chuckled, and she blushed as she wiped her compass with a handkerchief and put it away before turning back to him. “My turn?” He asked, reaching for the buttons on her shirt.

“Oh uh…” She blushed, and looked down, then took a breath and raised her eyes to meet his gaze. “Yes, I want you to… t-to want to see me…” She said, her voice breaking.

His heart full to bursting, Jason reached for Kate, wrapping a hand around the back of her neck to draw her into a kiss, his free hand stroked along her side from her hip to just under her ribs. “You know I love you, right?”

She nodded emphatically, and reached between them to unfasten the first button near her collar.

“Allow me.” He pleaded, and moved his hands to replace hers, undoing the second button, then the third and fourth, revealing more of her dark blue t-shirt underneath. “You’re not even showing any skin yet.” He observed, and she looked down, embarrassed. “I’m going to touch you through your shirt.” He warned, and when she met his gaze and nodded, he slipped his hands into the front of her button-down, and cupped her small breasts.

Kate gasped, and arched her back, her hands moving up to cover his, but made no move to remove them. “Oh.” She whispered as he kneaded her palm-sized mounds. He could tell she was still wearing a few layers beneath her t-shirt. Probably a tank top and a bra, he guessed. But she was still quite responsive to his touches, even though he couldn’t quite make out where her nipples were as he explored her with palms and fingers. “Don’t stop!” She added after a moment.

“I’m going to continue undressing you.” He countered, and she pushed his hands away, tugging her button-down free of her waistband, and then sitting up so she could shrug it off and pull her t-shirt and tank top off over her head in one motion. At which point Jason leaned up and pushed her sports bra up to her armpits so he could wrap his lips around one small perfect pink nipple. “Oh gosh!” She moaned out, her fingers flying to his hair to grip tightly and hold him to her breast.

Jason chuckled and murmured against her breast, “God, I love you. You’re so sexy and cute.”

“Stop talking, Jason!” She gasped, as he swirled his tongue around her nipple, while rolling the other one between his fingers. His free hand smoothed along her abs, feeling her muscles flutter beneath his touch. He laid her back on the blanket, and she pulled her bra the rest of the way off as she lay there, breathing fast and shallowly. “I didn’t… I never… Jason, I’m gonnaa…” She trailed off into a squealing moan as she writhed beneath him.

She’d just had a nipple orgasm. Jason hadn’t even been certain those were real before this moment. He continued gently licking and sucking and kneading her petite mounds until the freckle-coated ice-skater pushed him away. “Sorry, getting sensitive.” She explained.

He nodded, and rolled onto his back, pulling a condom packet out of his pocket halfway down his thighs before kicking off his boots and removing his pants and boxers the rest of the way. Kate watched him with wide eyes and a smile, “You came prepared.”

“Chloe bought these for me.” He admitted as he examined the packet and then tore it open. “I’ve never used one before.”

“She’s quite the girlfriend.” She said, smiling, “Allow me, then.” She took the condom from him, and knelt at his side, deftly rolling the latex sheath over his throbbing erection.

“Damn, where did you learn to do that?”

She shrugged, “Sex ed bananas.” She said simply, giving his shaft a few downward strokes to ensure the fit was snug. “It’s not quite long enough, is it too tight?”

“It feels fine.” He took note of couple inches gap between the bottom of the condom and the base of his shaft. “Are you ready for this?” He asked as he shifted onto his knees. She pulled his shirt off, leaving him naked except for his socks, and then reached for her own belt while kicking off her hiking boots. Jason took a moment to admire her naked torso. Her freckles covered every inch of skin, though they were a little smaller and more widely interspersed across her breasts. She had no visible tan-lines, not even from her wet suit, as her skin behind her freckles was quite pale, and as she pushed her khakis and panties down her legs he saw she was much the same down below, though the area around her crotch was even more sparsely freckled than her tiny breasts, with only about a dozen visible around her scarlet pubic hair.

“You are so beautiful.” He observed, placing a hand on her thigh, feeling her muscles twitch just beneath the surface as he caressed up to her hip.

“I’m still not sure I believe it. But I believe you believe it.” She told him in a soft voice. She spread her legs as his fingers neared the junction at the top then combed through her crimson bush, drawing another shudder from her, then a gasp as he dipped along her slit, to feel her copious fluids gathered there, watching the tendons and muscles in her thighs flex as her musky aroma hit his senses.

“Oh God!” She gasped, closing her eyes and clutching his forearm with both hands.

Jason smiled, he’d finally gotten her to swear. He pressed his advantage by curling his finger up inside her, causing her to suck in a breath and arch her back, her entire core tightening. He stroked in and out of her shallowly as she trembled beneath him. His thumb quickly found her clit, which was surprisingly prominent, and rubbed back and forth, using her own juices as lubricant.

“Jason! God, Jason!” She cried, and he sped up his strokes, trying to find a spot inside her that elicited a stronger reaction, but after a couple minutes, she moaned out loudly and began to shake and writhe once more, panting heavily and leaking more fluid around his finger. One of her hands came out to grip his thigh almost painfully as she panted, and began to calm down. “Jason… wow!” She whispered, once she’d caught her breath.

Then when she met his gaze again she smiled, “But, isn’t it your turn now? You made me orgasm twice already, and I’ve barely touched you.”

“I could focus on your pleasure all day. You are so beautiful when you come.” He assured her, laying down to kiss her gently, his erection pressing against her hip and side.

“Well, I don’t want that. I want you to take my maidenhead.”

“Your…?” He blinked at her, trying not to chuckle, “I’ve never heard it called that before.”

“Shut up.” She slapped him lightly on the arm, “I’m not going to use a more vulgar word for it.”

“You could say cherry, or your virginity. Or heck, you could just call it your hymen. That’s not vulgar.”

“I don’t think I actually have a hymen anymore. I probably tore it myself years ago.”

“Oh?” Jason smoothed his palm up and down her stomach, feeling her shudder beneath his fingertips.

“I can uh…” She’d never stopped blushing, but she ducked her head in a manner that emphasized her embarrassment, “I can get a finger… pretty deep…”

“I see.” He trailed his hand lower, back through her red-furred pubic mound.

“Jason, what’re you…?”

“I’m going to check for myself.” He advised as he slipped his middle finger into her, and pushed gently until her slick folds had swallowed the digit right up to the third knuckle.

She sucked in a breath and arched her back, letting out a little moan when he swirled the tip of his finger around inside her, finding no barrier like he would have expected if her hymen had been intact. “I think you’re right.” He told her, then gently withdrew his finger and moved over her. “You ready?”

She nodded, even as moisture gathered at the corners of her eyes. “Are you crying?” He asked.

Kate shook her head, “I’m so happy. Don’t mind me.”

Jason kissed her as he guided his cock with one hand, feeling around until the tip lodged against her entrance, “Hold on.” She muttered, breaking the kiss. She reached down to adjust his position a little lower than where he’d had it, “There, right there!”

He nodded and pressed forward, feeling her labia part around him, her watering eyes going wide as he sunk into her an inch, two inches, three. She gasped and arched her back and neck off the slope beneath them, “Jason! God, Jason, I…” He kissed along her face, moaning as he felt her heat envelope him bit by bit. He had half his length inside her, his whole body trembling as he fought to hold back his climax. He’d been on edge since they’d arrived, but he suspected his enduring stamina had worn off, leaving him unable to control his arousal at will, and he didn’t want to embarrass himself his very first time. “Fuck!” Kate cried out, and that did him in. He’d never heard her use that word before, and the shear amount of passion and intensity it conveyed sent him over the edge. He groaned out loud, arching his neck as his whole body stiffened, and his cock throbbed as he pumped spurt after spurt of his semen into the condom inside her.

Kate was rocking her hips, and he tried to thrust against her, but the **** of his climax left him panting, and momentarily weak. “Are you uh… orgasming?” She asked, panting as tears leaked from her eyes to flow over her cheeks towards her ears.

Jason nodded, “Couldn’t help it.”

She giggled, and tugged him down atop her, his chest pressed against hers as she kissed him tenderly, “I guess that’s why you gave me two before making me your woman.”

He grinned, and nodded, his nose bumping against hers. “I didn’t even get it all the way in.”

“You got way deeper than my fingers ever did.” She assured him, kissing his chin and along his neck. “I’m fine. I’m great even. Don’t worry, you didn’t disappoint at all. In some ways, I’m kinda happy I made you feel so good so quickly. You still feel amazing inside me. No pain or discomfort at all, which I was worried about, especially with your size.”

He nodded, and held her tightly as his cock remained half-hard inside her. But the slimy condom eventually became uncomfortable enough for him to withdraw, and take a moment to remove it, careful not to spill anything. He’d seen people tie them off in porn videos, and so he did that before glancing around. He didn’t want to leave it out in the wilderness, but it was coated with Kate’s juices. “Here.” She said, pulling an empty plastic Ziploc bag from the pocket of her pants beside her. He slipped the condom in, and she sealed it closed. “I had some trail mix in there earlier, but I was going to throw it away when we got back to the cabin. Should we get dressed and start back?”

He thought about it, “I’m pretty sure I could go again in a few minutes if you want.”

Do they go again, or head back?

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