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Neighborly – Chapter 4: The Errand

"After several days of manual stimulation and oral sex, will Jennifer finally fuck the neighbor boy?"

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Three mornings after their first oral sex experience, Jennifer had the excuse she needed to go after her young neighbor's cock again. Not too long after Ryan's parents had headed off to work, she was again knocking at his front door.

“Whoa, hey,” he greeted her, half surprised and half excited that she was standing there in slippers, thin cotton pajama pants, and a thin v-neck t-shirt that wasn't doing much to conceal the color nor the size of her erect nipples.

“Hey yourself,” she said, eyeing Ryan. He wasn't dressed any more than she was. He had on the shorts he slept in, and just pulled on the first t-shirt he could find when the doorbell rang. “Sorry to bug you again, but I have a little situation.”

I don't want to spend another morning digging holes in your backyard. But I sure as fuck would like to fill the one between your legs! Ryan was relieved he hadn't said that out loud. “What's up?” was all he managed.

“Just a little errand. I need to go to the pharmacy and pick up something, but I have a flat tire! I was wondering if you could drive me up there really quick.”

“Um, I guess so.” He hoped that she wasn't using jerking him off and sucking his dick as an excuse to get him to do stuff for her. But then again, he wouldn't mind such an arrangement continuing, the more he thought about it.

“Really, just through the drive-through, and it's just a few blocks away. You don't even need to get dressed, and then we can get back to bed in just a few minutes.” He looked at her weirdly. “You can get back to bed, sorry,” she corrected herself.

He snickered, wondering if she said that on purpose. “Ummm, sure, I could do that.”

Ryan's car was parked outside, so he just grabbed his keys and wallet, and the two of them jumped in and drove off.

“Thank you so much for giving me a ride,” Jennifer told him, emphasizing the word “ride”.

“No problem. My class isn't till later.”

“I didn't wake you up, did I? I'd feel horrible.”

“Nah, I was already up.”

“Well, I'm glad you are up for giving me a ride. You have been a really good neighbor the last few days!”

“Heh, so have you!”

After the short trip through the drive-through pharmacy, Ryan and Jennifer were on the way back home. She reached over and patted his thigh, fighting back the urge to move it over to his crotch when she swore she saw his cock shift in his shorts. “Thanks again! You're great!”

“Sure thing, Miss— Jennifer.” He smiled at her nipples that were poking her thin shirt out, and then remembered his manners and lifted his eyes to hers. She smiled, noticing his lusty glance.

When they pulled up in front of his house, she asked, “Want to come in for a bit? I could make you some breakfast, you know, as a 'thank-you'.”

“Well, I'm beginning to really like your 'thank-you's,” he replied. “Not that I'm expecting anything, of course.”

“We'll start with breakfast.”

They decided on oatmeal and a banana and an orange, and while he was stirring at the stove, she started the coffee going. They sipped their coffee while the oatmeal cooled, and chatted about his school, his work, and her plans for the summer. She enjoyed teasing him a bit about fucking potential girlfriends, trying to make him know she wouldn't be jealous even though they had messed around with each other. Hell, the more he talked about the cute little Asian girl in his class, the more wet she got, wondering what it might be like to watch them fuck.

After breakfast, she just flat-out invited him to stay. “I'm going to brush my teeth and stuff, but you don't have to go. I like the company.”

“I could help you with the flat tire,” Ryan offered. “Now that I'm awake.”

“Aw, that's sweet, but my insurance has roadside assistance, so I'll just have them come and take care of it.”

She offered him a new toothbrush, and after they freshened up their mouths, they were back out on the couch, sitting close.

“You've been looking at my boobs all morning,” she told him flatly. She hadn't made it a point to get any more dressed, so she was just as braless as she had been since the previous evening well before bedtime.

“Um, I...” There was no use denying it, so he just shook his head.

“Hey, I get it. They are kind of 'out there'.” She pinched her own nipples lightly. “It kind of excites me, having just a shirt against them.”

He put his hand on her shoulder, not caring that his own excitement was becoming evident in his shorts. “It excites me too, for sure. More than kind of.”

“Oh, really? I hadn't noticed.” She moved her hand to his crotch, feeling the beginnings of a boner she had most certainly noticed. In less than a minute, her hand got his dick nice and stiff, and she kept looking at his mouth until he finally made the move to kiss her. So right there on the couch, the horny teenager and the woman twice his age were at it as they had been twice before, making out and running their hands all over each other's crotches and chests.

Ryan laid Jennifer down on her back, running his hands up under her shirt to feel her breasts. He awkwardly climbed on top, pushing her shirt all the way up as he kissed her some more, and then moved his face down to suck on those hard nipples.

“Oh, fuck, Ryan,” Jennifer breathed, enjoying the young man's unrestrained but erotic mouth all over her tits.

“Sit up,” she told him after a minute. He did, and she righted herself and swung a leg over him to straddle his lap. Arms around his neck, she passionately kissed him, feeling his hands roam over the bare skin of her back while she rubbed against his chest. While she ground on him, she intentionally found his hard cock, dry humping him until he started to moan.

“Oh, fuck, Jennifer!” Ryan Held her titties while she humped him, pushing his crotch up into her.

“I think we should!” She leaned forward to cover his mouth with hers.

“What?” Ryan moved his hands to her ass, opening his mouth to accept her tongue's probing, removing a hand from her tit and moving it behind her.

“I think we should fuck. I want to feel you inside me.”

“Mmmm,” he purred, both hands gripping her ass now, bunching up her thin shorts. “But I don't have a condom.” Not wanting to lose this opportunity, though, he quickly added, “But I could go get one!”

Jennifer climbed off him and dug her shorts out of the crack of her ass. “Nope,” she said, dashing into the back of the house. “Back in a sec.” Ryan barely had time to think about what was going on before he got the sight of this hot, mature woman bounding back toward him, in her little shorts, titties bouncing seductively inside her thin shirt. She had retrieved a condom packet from her bedside table and was tearing it open. “It's right here when you're ready.” She laid the condom on the coffee table in front of them and scooted back on the couch.

After some more kissing and pulling at her nipples through her shirt, he started to grab at her shorts.

“Go ahead,” she told him, pulling at his shorts, too. It had been years since she'd gotten fucked, and she was more than ready. She couldn't hold back, the thought of his hard young cock having weighed on her more and moreover the last few days.

He pulled her shorts down, confirming what he had been feeling, that there were no panties with them. He sure liked hot young twenty-year-olds he saw in most porn videos, as well as the teens in his recent classes at school, but this mature woman was every bit as exciting. Her pussy was fantastic, and the taboo of having sex with a mom twice his age, almost as old as his parents, made things even dirtier. Oh, and she was right here, in the flesh, wanting it as badly as he did, he thought.

He sat beside her on the couch, bending over to untie his shoes, pulling them off along with his socks. She grabbed at his hard dick through his shorts. “Ooo, let me see,” she teased, pulling downward on the waistband. He stood, and off came his shorts, his stiff young cock angled slightly upward. “Oh, what are you going to do with that, this time?”

“I'm gonna fuck you with it,” Ryan said, trying to show her that he was going to be her stud, but it came out a bit timidly.

“Oh, you are dirty, but that sounds great. I'm fucking ready for it!” She slid her fingers through her pubic hair and wet slit while he grabbed the condom and rolled it down over his dick. “Mmmm, I want it inside. Do you want it inside?”

“Oh, yeah,” he said, smiling big, climbing between her legs. He leaned over her and grabbed his dick, pushing the head right into her slit.

Jennifer's cunt gave way with the pressure of Ryan's dick head as he pushed into her. Finally! She wondered why she didn't fuck him the last two times she had access to his cock, but the anticipation sure made this experience worth it. After two years of no cock, and this naughty young guy finding her sexy enough to stick his dick into her even though she wasn't a tight young schoolmate, she let out a moan of relief.

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To Ryan, it sounded like a moan of pleasure, so he pulled his hips back and shoved back in, moaning with her. A few more strokes and they were in a rhythm. He leaned down to kiss her, working a hand up inside her shirt to a tit, while they fucked.

Jennifer drew her knees up and wrapped her legs around his waist. “Uhh! Oh, fuck, yes,” she called out, bucking her hips, feeling his hard young cock pump into her. He pushed her shirt up over both tits, sucking on one as he ground his crotch into hers, balls bouncing on her ass.

“Oooh, yes! Fuck, Jennifer, oh, this feels so good!” Ryan opened his mouth over hers, and their tongues battled for a while as they breathed hotly into each other.

Ryan closed his eyes, attuned to this new sensation. Sure, he'd fucked Lanie three times before – and let's face it: any pussy feels great around a horny teenage boy's dick – but it was nothing like this. Lanie's pussy was tighter, of course, but Miss Prestine... well, this sexy MILF just welcomed his dick in better. Lanie had just laid there and took it when he did it with her, even tensed like she was trying to keep his cock going too deep. But Miss Prestine was getting into it, moving around a lot, spreading her legs wide and thrusting to meet him. He remembered Lanie breathing hard, but that may have been her discomfort; Jennifer was moaning and sighing and ooooing and ahhhing with obvious pleasure, uttering “oh, yes” and “oh, fuck, mmmm”. It was like it didn't feel so good to Lanie, but the older woman was loving it! Lanie's sex had said “okay if you want to,” but Jennifer's was saying “I want to fuck you!”

Ryan slowed down, surrounding Jennifer with his arms, kissing her deeply, trying actually not to cum too soon. He'd seen plenty of movies where everyone made fun of the inexperienced guy for cumming too soon, and didn't want that to happen to him.

Jennifer sensed this, and eased up with her gyrations, scooting back a bit so that his dick popped out. “Mmm, you're a great fuck, Ryan. A little tense, but, can't blame you! Why don't you sit up?”

Rolling off his sexy bottomless neighbor, Ryan smiled, gaining a little confidence, and sat on the couch, hunched forward a bit. Jennifer climbed off and stood over him. “Sit back,” she told him, lifting his chin and giving him a kiss. She would have dropped to her knees and taken his dick into her mouth, but not with the condom on. So she just grabbed it and gave it a couple of tugs.

“Oh, shit, that feels good!” Ryan leaned back fully, arms outstretched. “Jennifer.”

“You didn't want to cum yet, did you?”

“No. It felt so great, but I wanted it to last.”

“And so did I. You'll do great with all your hot little girlfriends in college if you remember to last a while so they can cum too.”

“I'll remember that!”

Jennifer climbed on, straddling his lap, eager for more stiff young cock. He held it straight up while she positioned her slit right at the tip and lowered herself onto it. Settling fully on his lap, she began to gyrate.

He pushed her shirt up to expose both tits, and she held the back of his head, pulling his mouth close, feeding one to his eager lips and tongue. When he pushed the shirt up past her armpits, she let go and raised her hands so that he could pull it all the way off. She held herself at arm's length, gripping his shoulders, and began to bounce, fucking him hard. Ryan reveled in the sight of this sexy, mature woman up close and unashamed, completely naked, tits with their hard nipples heaving mere inches away, luscious trimmed pubic hair parting to reveal her pussy lips seated around his cock.

Ryan moved a hand to Jennifer's pussy, rubbing at her clit with a fingertip. “Oh, yes, fuck!” Jennifer blurted out, leaning back a bit. “Fuck, do that, Rub my clit!” He wanted to squeeze those hot mommy tits that were bouncing right in front of his face, but just grabbed one because he knew he had to use the other hand to keep fingering her clit.

Jennifer leaned in, kissing Ryan passionately, grinding on his cock and fingers. When his hand came out from between them, she put her face on his shoulder and arms around his neck, beginning to bounce again while she moaned and grunted. With two long years having gone by since she last got fucked, she wasn't going to let this cock go to waste!

Sensing Ryan tense and squirm, she thought she'd better slow things down. Looking into his eyes, she raised herself up and off his still pole, looking down at his slick shaft and the juices gathered around the base. “You can pull out when you need to,” she told him. Kissing him gently, she tried to set him at ease. “Seriously, when a girl is having sex, she wants it to last, and most times she'll last longer than you. That's just the way it works.”

“Okay, I'll remember that, too!”

“If you tell her you're pulling out to keep from cumming, and tell her you want it to last for her, she'll appreciate it.”

Ryan's fingers slipped between her legs, running through her drenched slit.

“Fuck yes, and do that!” She laughed. “If you pull out, but keep fingering her, even lick her pussy, she's yours!”

In a minute, they were fucking again, Ryan grabbing Jennifer's ass firmly, helping to guide her up and down, then bending her back a bit so that he could suck on her hard, erect nipples while he thrust. He lifted her off after a minute, sucking her tit while fingering her. When he stuck his raging cock back up her cunt again, he was able to last another minute or more before pulling her off again.

“Oh, fuck, Ryan, yes,” Jennifer panted, grinding her clit against his palm as he shoved three fingers deep inside her. “Fucking make me cum!”

Ryan leaned back, his head thrown back, Jennifer hovering above him, tongue in his mouth, getting off on his fingers while she held his raging cock. She hit her climax, shuddering, groaning, spasms of pleasure shooting through her as she grabbed Ryan's hair and held on for the ride.

“Oh, fuck,” she panted as she slid off him, legs weak. “Wheeewww!” He pushed her over onto her back and she slumped half sideways, one foot on the floor and her head and shoulder against the back of the couch.

Ryan hunched over her with lust, between her legs, aching to get his cock back inside her, placing the head into her oozing slit. Since he was harder than ever and she was more lubricated than ever, the first thrust was easy as ever, the whole thing all at once. He wrapped his arms around her and fucked her hard and fast, grunting, ramming into her without holding back.

“Oh, fuck yes, Jennifer, oh fuck,” he growled. “Oh, I'm gonna cum.”

“Do it on me!” Jennifer was still so fucking horny after her orgasm, wanting to watch Ryan's young cock spurt his cum again. She thought back to his thick, powerful ejaculations when she had given him a handjob and then a blowjob, and now she wanted that mess all over the front of her.

“Want me to cum—” he said, balls tightening. “On you?”

“Mmm-hmmm, give it here!” She made grasping motions with her fingers down by their crotches.

“Uhhh,” Ryan gasped. “Uh, here.”

As he pulled out, Jennifer spat a big, messy, loud blob of spit into her palm. Her other hand, along with Ryan's, yanked on the condom, which stretched before it dislodged from his cock and came off in his hand. Jennifer's sloppy hand clamped around his shaft, fist pumping hard.

“Fucking give it to me!” Jennifer surprised herself with her aggression and sleaziness. That's what two years without cock will do to one's temperament. “Fucking cum all over me!”

He did. Fucking her hand as hard as he had just fucked her cunt, he let go with a long, low, groan, building in volume, as two large spurts of jizz pelted her tit. “Oh, fuck,” he almost shouted.

“Fuck, yes!” Jennifer laughed as she continued to pump his cock, watching it gush more sperm onto her stomach. He hovered above her, standing, kind of, between her legs, hands on the couch on each side of her, letting her jerk his spunk out of him.

After his massive trembling orgasm, he had to sit to get off his weak legs, so he plopped down clumsily beside her.

“Ooo, look at that big mess you made, you stud!” Jennifer swirled her fingertips in the pool of cum on her tummy and chest. “Mmm, I love your cum!” After taking a taste, she smeared the goo upwards, thinning it out as she applied a thin coating to her breasts.

“Here's some more,” Ryan said, pinching a blob from his leaking cock and wiping it in her bush.

The two sat there a bit resting for a minute, and then Jennifer popped to her feet, running her fingers up and down in the drying cum while she stood naked in front of him. “I'm going to take a shower to get all this off me. Oh, and since I didn't shower earlier.” She held out her hands to grab Ryan's.

He wasn't sure whether she said “You're coming” as a directive or “You coming?” as a question, but as he let her pull him to his feet and lead him out of the room, he figured he was going to shower with her.

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Written by kkikkiriccio
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