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Winter Break: A Great Time For A First Time

"A freshman college girl's winter break turns out to be the perfect time for a 'first time'."

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“Hi, Mister Gentry!” Colleen’s squeaky voice called out to Shane from the driveway while he was slicing up cardboard boxes to fit into the recycle bin.

Sliding the box cutter closed, he stepped to the front of the car, waving to the bouncing bundle and returning the greeting as she clinked her mailbox closed. He could see most of his neighbor’s face framed by her fuzzy coat hood, but the rest of her was certainly a ‘bundle’, with leggings, boots, and even mittens wrapping the rest of her in a shapeless shroud of gray.

“Well, look who’s home,” he grinned. “Are you done for the semester?”

“Yeah, out for winter break now till January.”

“Well, welcome back. How was it? That is, if I’m not keeping you too long.”

Colleen bounded closer, hopping a bit apparently to keep warm. “Finals last week were sh—“ Her pause was humorous to Shane, like she was switching between College Mouth and Home Mouth. “Were a pain. Glad my all-night study sessions are over.”

Her mittens weren’t able to keep their grip on her cards and envelopes, so Shane sprang into action to help her gather her spilled mail. “Time to relax for a few weeks then?”

“Shh—hardly. My summer job at Friedman’s hired my back for the holiday season. I need the money, gonna be working.”

“Well, welcome to adulting.” Shane handed her the fallen mail. He knew that she knew that he wasn’t being blunt or unkind, but rather mentorly. He had known her and her parents for over two years now, since they had moved in next door when she was halfway through high school. As a single guy, her gracious parents had included him in barbecues and other holiday meals, and his handiness helped them with some repairs from time to time. And yes, Colleen’s mom was quite attractive. Sexual fantasies about Mrs. Selhurst had come and gone a few times over the years, and fantasies about Colleen had surfaced before she went off to college a few months before. She wasn’t what he would call hot or particularly beautiful, but she was cute and witty in an authentic and awkward kind of way. He was almost glad he couldn’t see the shape of her body right now. There was something about eyeballing those little boobs and those not-so-skinny-anymore legs last Labor Day that guilted him into feeling like a dirty old man. Even though he was just thirty-three.

“Yeah, time to become a productive member of society, right?” She grinned. “Welp, gotta go in before I turn into an icicle.”

“It’s not even freezing,” Shane teased. Girls always think it’s freezing when it’s below forty degrees.

“Well, the f— this wind. And they say it may snow.”

“Windy, I’ll give you that.” Did she just check herself from saying fucking wind? “And probably just sleet.”

“Ugh, even worse, thanks. See you around!”


Blurp blurp! Shane’s phone interrupted his Internet browsing a few days later.

Colleen: heya, was wondering if u could do me a flavor

In the middle of typing his reply, another alert come in.

Colleen: m&d are taking me to work tmrw, staying at aunts for the nite

Shane: Guess you need a ride home?

Colleen: pretty please. work till 6, and not too far out the way, right?

Shane: sure, no problem.

Friedman’s wasn’t on his way home exactly, but as she said, not too big a diversion. As he was a salaried manager, he didn’t have to punch a clock, so he could arrange to leave before 6:00 and pick her up on the way home.

Colleen: great thank u thank u thank u!

Shane pushed back the thoughts that were creeping into his mind. Colleen was too young, his neighbor, mousy, awkward, snorted when she laughed, focused on studies and work. And had a dad who would chop him up with a shovel if he tried anything. And worse, a mom who would scowl and glare instead of smile and gaze with those bright blue eyes.

Back to browsing the Internet. College blowj— Backspace. MILF threes— Backspace. Lesbian pool threesome. Enter. X-rated thumbnail images started filling his screen. Skinny college chicks with little titties. Fuck—not helping!

The next day at work, Shane successfully replaced thoughts of Colleen with thoughts of his coworkers. He did some work, too, mostly planning the upcoming rollout of the new software version to three branches, lining up network vendor meetings and support staff. The sexy Indian call center manager—whose name had half a dozen syllables but whom everyone called Sashi—hosted a call that he fortunately didn’t have to engage much with, so he daydreamed about giving her a stress-relieving massage while listening to her smooth accented voice. Kacey, the new junior accountant, always pleasant as she dumped too much creamer into her coffee in the break room, reminded her of the Stacey he had dated last year. Nothing much came of that, as was the case with other colleagues, volunteer event co-participants, nearby store and restaurant staff, friends, friends-of-friends, and neighbors over the years.

Shane was successful, financially sound, and, he thought, decent looking, though not very tall, and softer around the middle than those he’d consider “muscular.” He considered himself socially adept, and didn’t have a problem being flirty and witty with ladies whom he fancied. But they all seemed to be married or with steady boyfriends, and he wasn’t the kind of asshole who would try to move in on someone who was “taken.” Then there were always those who were too young, like Kacey. And Janice was downright crazy! So, no long-term relationship in sight for him, but he kept his eyes open and offered his availability for sure.

Blurp blurp! Shane’s phone alerted him in the middle of the afternoon.

Colleen: poop! gotta work till closing tonite, 9pm

Shane snickered, imagining that she wrote shit first and then backspaced over it.

Colleen: dont need a ride, will get an uber

Shane: Nonsense. I can get you at 9:00.

They messaged back and forth a few times, her saying it’s okay, him concerned for her safety and waiting in the cold, and saying she didn’t need to spend the money and it was only a ten minute drive for him. She acquiesced, finishing up their conversations with a string of “thank u”s and heart emojis.

Shane was busy at home that evening, cleaning up a bit, trying to convince himself that all he wanted was to give his young neighbor an innocent tour of the house, tidying the bedroom in case there would be a peek in there. Searching for games to record and trying to think more about Kasey and Sashi or even Mrs. Selhurst than Colleen, he took a few minutes to cast a few porn videos to the TV. He settled on jacking off to one involving a lawn maintenance guy boning his client in her backyard, shooting streaks of cum up his chest as the starlet’s generous tits prevented her man from scattering his seed on her lawn.

He pulled up in Friedman’s parking lot a few minutes before 9:00, texting Colleen, and making sure the car was plenty warm before she scurried out to jump in his car about ten minutes later. He even opened the door for her.

“Thank you so much, Mister Gentry!”

“Shane. You stopped calling me Mister Gentry a year ago, didn’t you?”

“Okay, Shane!” She patted his shoulder. “A lot warmer in here than in the store. I was f— freezing.”

“And starving?”

“Hmm, yeah, for sure. How would you know?”

“Working three extra hours when you expected to be off at six. I’ve been there.”

“Would you like to stop at Phở Phast? My treat.”

“I love that place!”

“I know. You’ve told everyone for two years now.”

“You’d do that for me?”

“For me too. I haven’t eaten dinner yet.”

Yes, Shane had waited for dinner and planned to ask Colleen to accompany him for Phở Phast. It was admittedly a bit creepy, so he refused to think of it as a date with a college chick, but he thought it would be fun to indulge this once in a fantasy about his neighbor. She definitely hadn’t lost the virgin vibe, and though it wasn’t a pity thing, he suspected she didn’t get much attention from high school or college guys ogling the gorgeous and promiscuous cheerleader types, so he wanted to give her some hopefully comfortable time one-on-one, male to female.

Twenty minutes later, Shane backed into his garage and led Colleen into his kitchen, carefully holding the steaming bag to keep the soups from sloshing. They devoured their dinner, Colleen slurping her phở bò less carefully than Shane ate his.

“It feels weird coming home but coming into your house instead of mine,” she noted, looking around. “I hope you don’t mind. I was starving, and f— freezing.”

“I invited you, remember?” Shane almost laughed, wondering if she had caught herself once again from using her College Potty Mouth, turning on her Home With Neighbor filter just in time. They talked about college some, Shane really not having to fake interest in her studies, dorm life, and how she was handling a taste of freedom. Of course he had to bring up guys, but she blushed, avoiding the issue by redirecting the conversation back to possible career choices.

When they had finished off the last of the liquid in their phở, Shane offered hot tea. There was silence in the kitchen at times while they drank, Colleen’s sleeves pulled down around her hands as she cupped her mug, but the silence wasn’t awkward. She brought up thanking him for the ride, adjusting his schedule to pick her up later, the warm car, the dinner, and the tea.

“You planned on spending time with me?” She looked happy. “Not eating dinner till late?”

“I guess so. Hope it’s not creepy.”

“No. I think it’s sweet.”

She hugged him when they had deposited their empty mugs in the sink, looking at each other before letting go fully. She took the opportunity afforded by their lingering closeness to give him a kiss on his cheek. “Sorry, creepy?”

“No, really, I’m okay with it.”

More looks followed. He hadn’t released her, and she hadn’t stepped away. Then it was his opportunity to give her a kiss on her lips, before he could stop himself.

“Is that what you wanted?” she asked.

“Yes. Sorry, creepy?”

“No. Feels good.” She leaned up and in, and his lips met hers again.

After a few seconds during which the tension eased, he needed to make sure she was okay with what was transpiring. “Still not creepy?”

“I’ve had a crush on you for a while. Is that creepy?:

“A bit,” he joked. “But I don’t mind going with it.”

Going with it entailed relocating to the couch. Both of them knew they wanted to make out for a while, rather than leaving it at five standing kitchen kisses. Talk of crushes turned to asking about fantasies, but Shane stopped short of asking about experience. Colleen didn’t seem to have the awkwardness he had expected, so he began to imagine what boys might have locked lips with her in recent times, with varying degrees of fumbling.

He was nervous when Colleen broke the kisses after a few minutes and stood, fearing that he may have overstepped some boundary. But she indeed just needed to go to the bathroom as she said, as confirmed by a renewed comfort when she returned to him after he heard the toilet flush and the water running in the sink. Since they were standing, he offered a tour of the premises, as they both had recognized earlier that she had never been in his house before. After retreating from the cold of the thirty-second sweep through the back yard and popping into the repurposed second bedroom where he had his computer set up, they stood at the doorway to his bedroom.

“So, I guess this is where the magic happens?” Colleen felt like a dork as soon as she said it, thinking that she may have picked it up from a movie or something.

“Ha ha, not sure about magic,” Shane replied. As they entered, they felt nervous, but tried not to show it. Colleen couldn’t help but imagine a variety of grown women with real jobs and bigger boobs squirming around in the disheveled sheets as Shane ravaged them. Sitting on the bed was just about automatic, and soon they were lying face-to-face, Shane’s lips closing in on Colleen’s. This situation couldn’t be more perfect, he thought. But perfect for what? Her parents were away, so she surely didn’t have to be home at any particular time; so there was no rush to see where this would lead, or talk it out without any weird imposed cutoff or interruption.

Similar thoughts were swirling around in Colleen’s head. Time with a real man, one whom she’d had a crush on and fantasized about, needed some time and space for her to get comfortable with. Whatever they decided to do, and for however long, was up to them, not up to some time limit or her parents’ expectations.

“I don’t want you to think I’m taking advantage of you or pressuring you,” Shane said, retracting his tongue from her mouth, hoping he wasn’t coming across as too eager or forceful.

“Not at all.” A smile spread across her face. “What if I’m taking advantage of you?”

“Ha. Well, you know me. Say the word and I’ll back off if anything is too much.”

“I’m not saying anything,” she breathed, settling more on top of him and pressing her mouth to his.

Of course, Colleen had shed her winter coat when they had entered his house, but she still had on a very un-sexy pair of wool work pants and a heavy long-sleeve shirt that was loose on her slim body. Her breasts formed slight bumps as the fabric settled across them when she lay on her back, drawing Shane’s gaze. Kissing her deeply, his hand roamed over her shoulders to her neck and face. He decided to test her response by grazing one of those bumps as he lowered his caresses, trying to make the contact seem accidental.

On the third nudge of her breast, Colleen knew it was no accident, actually making a “Mmm” sound and deepening the lick into Shane’s mouth. Wordlessly, they affirmed each other’s desire and consent, and soon his palm’s gentle grasp was anything but subtle. Her hands roamed under his untucked shirt, and his caressed the bare skin at her waist under her hem. He felt kind of dorky, like he was her age again, trying to see if he could get to second base like a fumbling teenager.

When her hand brushed his groin, he thought this could go a lot further. When her hand settled on his stiffening penis through his jeans, he knew this could go a lot further, smiling through their kiss as she withdrew with a giggle. He made the next move, a bold one, raising her shirt over those two bumps on her chest. She complied, raising her arms, and in moments her shirt was on the floor as he crawled on top of her.

Colleen pulled Shane’s shirt up and off, gliding her hands all over his bare back as he nuzzled into her breasts. Gathering the material of her plain-but-cute satiny bra in his fingers, he felt the stiffness of her nipple inside while closing his mouth over hers for some more deep kisses. Her strap slipped off her shoulder; either that or he nudged it off. Either way, his cold hand (she didn’t mind) cupped and squeezed that exposed teat. A little less deftly than he wished, he unhooked her bra, which joined her shirt on the floor.

Colleen sighed and stretched her arms above her head, her breasts pulled almost flat on her chest, while Shane’s hand and mouth roamed. He sucked the pale, puffy, hard nipples, savoring the peaks and slightly bumpy surrounding areolae. Groping below the waist continued, her fingers tracing the outline of his shaft while he laid his hand in the groove between her thighs.

“I guess you’re okay with this?” Shane asked as Colleen Rolled on top of him.

Sitting up and undoing the button of his jeans was her answer. “I’m not saying ‘no’.” Zipper down and her hand inside his pants, she got a much better feel of his cock, which formed a straight bulge inside his boxers, the tip threatening to poke out from under the waistband.

Getting heavy pants and winter shoes off in the throes of passion is often awkward, and their next two minutes were no exception. His underwear came off before hers, leaving him as the first one entirely naked, lying on his back, watching his teen neighbor’s cold fingers explore his now-raging boner as she lay against him. Cupping his balls made him squirm with sensitivity.

Shane’s fingers swirled around her bare perky breasts as they kissed with open mouths again, then traced down her tummy, pausing at the waistband of her panties before slipping inside. She sucked in a breath through her nose and held it as his fingers ruffled through her pubic hair. Almost panting now, they manually stimulated each other, her slowly pumping her relaxed fist up and down his rod while he burrowed deeper and massaged the fleshy crease hidden in her bush.

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Shane teased at Colleen’s panties, admiring the cute pattern of purple flowers all around the wide lacy waistband, giving some girlish-but-sexy style and texture to the otherwise smooth white material. Sensing no hesitation from her, he decided it was time to get her naked. Using one hand, he tugged down her panties, one side and then the other, until they cleared her hips. Down her legs and off her feet they came, leaving her completely bare, her sparse but wide patch of pubes drawing his gaze.

“Ooo, it’s cold,” Colleen shivered, burrowing into the covers that were now askew, pulling the sheet and comforter up and over her. Shane was a bit disappointed, hoping that she wasn’t covering herself up out of modesty or embarrassment, but she was willingly naked so far, so all signs were positive so far.

“I know just how to warm you up,” he offered, joining her between the sheets. Their naked bodies felt no less amazing sliding against each other even under the covers, and they were soon back to making out and caressing each other, making it a point not to avoid naughty bits. Shane was full-on masturbating Colleen within a minute or two, her warm and slippery inner labia aroused and parted between her spread legs. When he used that hand to cup and squeeze the tit he had in his mouth, he inhaled deeply, breathing in the pungent scent of her arousal.

They squirmed and rubbed and ground against each other, legs between thighs to stimulate each other. Her warm, wet crotch felt as good on his thigh as his cock felt pumping against her soft tummy. Her cold hands had provided such a lovely exotic sensation on his dick, but now that they had warmed up, the smooth slide was even more exquisite. His hands felt warmer to her, too, one lodged between her shoulder and the mattress while the other wiped across her breasts, tummy, furry mons, and then thighs. Opening her legs again, her puffy labia accepted the up-and-down swipes of his fingers.

“Mmm, go ahead,” Colleen breathed hotly. “Inside?” sounded more like a question than direction. Shane teased the juicy slick opening with the pad of his middle finger, the lack of resistance affirming her verbal invitation. Slowly, swirling, twisting, his finger burrowed in two knuckles deep. “Go ahead. You won’t break anything,” she giggled. Shane tested her claim, inserting his finger all the way until his palm was seated against her clit. Curling and pumping a bit, he wondered if her facial expressions were those of discomfort or ecstasy.

“Does it hurt, or feel good?” Shane wanted to explore deep inside, but wanted her to want it, to make the experience pleasurable for her as well.

“Mmm, well, you’re getting there,” she teased. “You can keep going, and do more.”

“Ooo, I could do more.” He twisted and pumped and curled that finger, saturating it with her wetness.

“Mhmmm, nothing, um, in the way.”

“Oh?” Having to slow himself down, a second finger joined the first, sinking in all the way, twisting and swirling.

Shane’s head was spinning. Colleen had always struck him as shy and reserved and pure, but now he was privy to quite another side of her. She wasn’t just agreeable, accepting, going along with his advances, but revealing a naughtiness that he was now sure had been there the whole time. He relaxed as he would with a much older and more experienced woman, concerned less about her discomfort and more about her pleasure. His fingers curled and split apart as they marinated in her warm juices, trying to stimulate her g-spot and clitoris rather than just getting her used to the penetration.

“Mmm, yessss,” the teenager purred, his stimulation accomplishing its goal. “Aiy,” she squealed, squirming under him as he sucked in a generous mouthful of her tit. She was able to slither her hand down between their bodies, grabbing and pulling on the end of his hard dick.

Yeah, she’s had something inside of her before, Shane thought as he finger-fucked her and savored her firm, puffy nipple. Tampons, or maybe the naughty minx jills herself with her own fingers? He pumped his hips, trying to fuck her hand, as a dirtier thought struck him: maybe her hymen was no longer intact as a result of vaginal masturbation with a lucky vegetable or candle or hairbrush handle, or a good old-fashioned dildo?

Retracting his fingers and inhaling their fragrance as he hugged around her shoulders and kissed her, he pumped his hips, leaving a sticky smear of pre-cum on her thigh. She had been accepting, even pursuing, everything they had done so far, so maybe she was up for going all the way?

“You seem quite warmed up now, I’d say.” He caressed everywhere he could reach.

“Mhmm,” she smiled.

“Hot, even.”

“Definitely hot.”

“I’ll be right back.” Shane slid out from under the covers and almost skipped into the bathroom, he was so excited. In the cabinet among the band-aids, hydrogen peroxide, tissues, and cleaners, he found his box of condoms. Tearing it open, he separated a single foil square from the strip and returned to the bedroom, feeling Colleen’s eyes on his erection as it bounced with each step.

“Shall we make use of one of these?” He wiggled the condom packet at Colleen as he crawled back into bed with her.

“I think we should!” She sounded more excited than tentative. Before either of them could reconsider, he tore the foil open and held the condom while climbing in between her legs. He took a good long look straight down at her naked body, puffy engorged nipples peaking her perky titties, glistening puffy labia parting her damp pubic hair. Her eyes fixed on his cock, not big enough to be imposing, but plenty stiff and fully erect, pointing upwards over her tummy, twitching with excitement.

Gone was the frigidity of the winter air. Their time under the covers had heated them through, so the cool air was refreshingly welcome, and the lack of covers treated each other to the sight of their naked and ready bodies.

Shane positioned the condom circle at the tip of his cock, stroking to roll it snugly down to the base. Tipping forward, he braced himself with one hand and used the other to bend his stiff cock down and position it at Colleen’s opening. She giggled as he flipped it up and down, gathering some lubrication from in between her labia.

Then, the moment that they had been building to. Almost trembling with anticipation and excitement, Shane leaned into her, his shaft disappearing into his cute teenage neighbor’s warm, wet center. She sucked in a breath, and let it out with an “ooo.” Careful not to collapse his weight fully onto her, he pushed and pulled his hips, giving her a few tentative initial strokes. With the way she had responded to, even encouraged, his fingers in there, he was glad that he could just penetrate her comfortably without her recoiling in pain.

Colleen delighted in the first few insertions, feeling her neighbor’s sturdy cock probing inside her tunnel. His face met hers, and they shared kisses while he pleasured her with slow, deep penetration.

“Mmm, yesss, Shaaaaane,” she purred, raising her hips to meet his.

“Mmm, yesss, Colleeeeen,” he mimicked, unable to keep himself from pumping harder. “Mmm, you feel so good.”

“Ahh, so good,” she agreed, relaxing her back and ass on the bed, raising her legs to enclose them around her new lover’s back.

Shane twisted slightly off her, still embedded, pumping away as he steadied himself on one elbow. The other hand caressed her hip and tummy, sliding up to her chest, grasping her firm, jiggling breast. Their hands caressed each other’s faces and necks and shoulders, reveling in the skin-on-skin intimate contact.

After a few minutes of getting used to their increasingly steamy sex, Shane was on his back with Colleen climbing on top. She straddled him, looking down at her panting neighbor-turned-lover, lining the groove of her pussy up with the shaft of his cock. Pumping back and forth on his glistening condom-wrapped boner allowed her to stimulate her clitoris.

Masturbating herself on his stiff cock, she didn’t realize her eyes were closed until she felt his hands enclose around her tits. “Well, your hands sure are warmer now,” she smiled. She had wondered what he thought of her boobs, surely not as plump and full as others he had fondled, and she had always been self-conscious about her puffy nipples that were quite different than the “bullets” that boys seemed to favor. But Shane’s groping and squeezing, and that goofy smile, showed that he was authentically appreciative of them.

Colleen took matters into her own hands, quite literally, grasping his cock and pointing it up as she raised off of him, allowing her to position her vaginal opening over the tip and sink down slowly. Once she engulfed his shaft completely, she started to ride erratically, popping up and down, grinding her hips, pumping her pelvis back and forth, smiling and letting out giggles with each new sensation. Shane laid there and took it for a while, letting her fuck him, but soon was thrusting upwards himself, their breaths increasing with their intensity.

Colleen rode Shane for a few delightful minutes. She separated her fingers, running them through her bush and over her labia, squeezing together around Shane’s cock as it slid up between them. She diddled her clit while grinding for a minute, and then Shane took over, his thumb rubbing her little nub while she bounced, pressing her palms into his chest. Leaning forward, she was able to rub her clit on his pelvis, almost wincing at the strong grip his hands had on her ass and his mouth had on her teat.

Grabbing a girl’s ass, fucking her, and sucking her tits all at the same time—what a thrill for Shane. Colleen was no beauty queen, but she was cute and fun, and the illicit nature of doing his fresh, young, college-age neighbor—and one could say, his neighbors’ teenage daughter—was exhilarating. And knowing he was no chiseled Adonis himself, her girl-next-door (literally!) charm suited him well.

He silently congratulated himself for jacking off that earlier evening and having a supply of condoms on hand, since the previous release and slight desensitization served to make him last longer inside his neighbor’s pussy. He wouldn’t have wanted this experience to end too soon.

With the sheets kicked down to the foot of the bed, the lovers were free to wrestle and roll, Shane’s cock popping out of Colleen and being re-inserted with each new configuration of their limbs. He ended up on top of her, between her legs, propped up on his forearms, watching his slightly creamy shaft piston in and out of her. She huffed and puffed and fingered her clit, her perky teen titties wobbling in tight circles on her chest.

“Mmm, Colleen, ohhh, yess,” Shane hissed.

“You’re close?” Her eyes popped open.

“Hhmm, but I can stop.” He wasn’t sure he really could, but that’s what he said.

“No,” she blurted out. “Go, go.” She wrapped her legs around him tightly, whimpering what sounded like “oh, fuck, Shaaaane, yesss” into his ear. Digging her fingernails into his clenching butt cheeks, she pumped her hips, as if she were fucking herself with him. A series of cute and excited sounds streamed from her, a mixture of grunts and groans and squeals and curses announcing her climax. She shuddered and puffed out heavy breaths, wiggling under him as she ground her tingling clit into the root of his cock.

“Oh, you feel so good,” Shane whispered in her ear. “Mmm, so good, uhh.” A small grunt emphasized each thrust, tongue and lips and hot breaths assaulting her neck and cheeks as his open mouth roamed. Colleen tried to squeeze her vaginal muscles around his dick, but they weren’t cooperating fully. No matter—the snug fit of her teen pussy as well as his maxed-out horny arousal served to bring him to release

Did she just cum? Shane thought. Was that shaking and moaning a real orgasm? He grinned and pushed on to get his own, excited and proud that he was perhaps halfway responsible for her climax. Propped firmly on his forearms as his embrace clenched his neighbor’s hard tits to his chest, he humped away without restraint, soon feeling his scrotum tightening around his testes. “Uhh! Oh yes,” he finally sputtered, as his balls and cock pulsed forth his semen in a series of satisfying spurts, trembling and spasming with his thrusting shaft buried deep inside in the cute teenager. Spent and sated, he slowed to smooth, gentle pumping motions, reveling in the sensation of all of his ejaculate being drained from him.

He didn’t withdraw right away, but spent some time making out with his new sex partner, feeding her his tongue and sucking on hers. Her puffy tits felt nice in his hands, rising and falling slightly as her breathing slowed. When he slipped his spent penis out of her, he positioned himself lower, bathing her areolae and nipples with his wet tongue.

Colleen relaxed, arms over her head, feeling her manly neighbor attend to her titties after their sex. She gave a smile and giggle when he brought the full condom out from between them into view, tying it off to trap the slimy fluid inside before dropping it onto his bedside table. His softened dick was still wet with cum as he pressed it into her tummy; and she clenched her legs around his, squishing her damp and drippy pussy into his thigh.

They were in no hurry to separate, staying cuddled and continuing to kiss, sliding their warm, naked bodies against each other, pulling the covers up to keep in the heat.

Shane walked Colleen next door to her house after they had wiped the sex off themselves and re-dressed. “I had a great time, sweetie,” he told her, kissing her forehead. “Who knew that would happen, but I’m glad it did.”

“Mhmm,” she purred, smiling into his face. “Thanks for the ride home.”

“No problem—“

“And the ride, at home!” She giggled. “And dinner. I like Phở...uuu,” she added, drawing out the last vowel suggestively.

He couldn’t really grab a tit with her wrapped up in her coat again, and their winter pants didn’t offer much butt cheeks to hold onto, so they settled for another minute of tongue kisses before she had to go inside. “Sure glad my parents haven’t ever gotten one of those doorbell camera things!”

“Yikes, didn’t think of that!” Shane just now realized they could have inadvertently let her parents in on their tryst, which he assumed they’d want to keep secret. He certainly didn’t need his next-door neighbors suspecting that he’d been fucking their daughter!

After midnight, Colleen crawled into bed, dressed warmly in a long-sleeve tee shirt, flannel pajama pants, and her favorite fuzzy socks. As she replayed the events of the evening, she pushed her pants and panties down over her hips, sliding the fingers of one hand through her re-aroused pussy slit. Mister Gentry—Shane—was as good as she’d hoped, maybe even better. Considerate, attentive, with plenty of foreplay, and really seemed to enjoy her hairy pussy and puffy nipples. He didn’t cum too soon, and she was the one who had to break off the warm cuddles afterward.

She didn’t like to compare, but couldn’t help but rank Shane in the top two or three of all her sexual partners. Her first two boyfriends at sixteen were, well, sixteen, and the string of three-week flings and false-start relationships and weekend hookups in her junior and senior years had been mostly the stereotypical selfish guy just wanting someone to stick his dick into. Only one of her Friedman’s coworker trysts and one of her friends-with-benefits frat guys broke the mold; even the two teacher’s assistants during her first college semester were duds. Shane’s proactive safe sex sealed the deal; with plenty of fish in the sea, she had no problem throwing back several who weren’t prepared or smart enough to have a condom or refused to wear one. Their loss.

It probably wouldn’t be difficult for her to fuck her next-door neighbor again before she went back to school in January. I bet he’ll take me from behind, she thought to herself, probing her vagina with a finger and circling her clit. And I bet he eats some good pussy!

Next door, the image of Shane’s college-girl neighbor’s naked body was burned into his brain as he lay in bed. He pulled the sheet back and forth across his boner, but didn’t want to jack off, wanting the sensation of Colleen’s pussy to be the last thing around his cock that night. Finally got laid, he congratulated himself. He had always thought his first time having sex would be with a flirty coworker or a friend-of-friend introduction, increasingly frustrated and disappointed with his lack of “game” as time wore on, only limping into “third base” a couple of times. Who would have thought that the time to finally break open that lonely condom box would be with his next-door neighbors’ mousy-but-cute daughter, temporarily back home on her college winter break? And would she agree to a repeat? As he fantasized about what else he may be able to do with the not-so-innocent girl next door—blowjob, eating pussy, spooning, doggy style, standing—he contentedly drifted off to sleep.

Published 
Written by SebastianTombs
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