A Cheerilee Evening
Lives Changed for the Best, and an Evening Well Spent
Load Full StoryIt was a beautiful summer afternoon in Equestria, the sun lower in the sky as the harsh colors of day took on the softer shades of evening. Macintosh 'Big Mac' Apple sat in the dining room of his girlfriend Cheerilee Flower's house, the two finishing up eating a home-cooked meal she'd made. This was their fifteenth date, with them being together for over two years, and he'd decided the time was right. He was a little nervous of what he'd planned, but knew that he loved this woman with all of his heart and was sure she felt the same of him.
After they finished eating, Big Mac reached into his pocket as he knelt on one knee before the sitting Cheerilee, presenting her with a small red velvet box in his hand. "Cheerilee, these past months 'ave been some'a the best a'my life. When Ahm with ya, Ah feel complete, like...like we're s'pposed t' be t'gether..." Mac said, opening the box to reveal a diamond engagement ring, the gem gleaming brightly in the afternoon light; "...an' that's why, Cheerilee Flower, Ah now ask you t' be mah wife." Mac's voice was confident yet with more than an edge of nervousness, knowing this was a huge step to take and knowing that she may not be ready, that—
"Macintosh, I...I don't know what to say..." Cheerilee said, Mac bracing for the rejection, "Yes! Yes, with all my heart YES!"
Mac's heart leapt as he heard her say 'yes', excitement and love boiling inside of him as he then pulled the ring out of the box and slipped it over her finger, claiming her as his fiancée. His wife-to-be, to love forever. As he stood Cheerilee stood as well, wrapping her cerise-pink-colored arms around his wide shoulders in a hug, burying her face into the farmer's chiseled chest. As she felt his own muscular arms wrap around her back, she felt protected and safe, sighing happily as she was held close by her fiance.
"Ah love ya Cheerilee," Mac said softly, his usually-stoic voice trembling slightly with emotion, "Ahm so happy ya said yes..."
Moments later of being held tightly, Cheerilee pulled back and looked deeply into Mac's emerald-green eyes, before meeting her lips to his in a kiss. Mac pushed back into the kiss happily, and the two simply embraced for a while, only the soft smacks of their lips parting and their breaths rising in volume audible in the quiet house; a kiss of lovers, now soul-mates.
After a while Cheerilee broke the kiss and left the room, giving Mac a soft smile as she left to the kitchen. When she came back, she had two bottles of wine in a bucket of ice and two wine glasses on a tray, inviting Mac over to the dining table with a nod. "Let's celebrate, shall we?" Cheerilee asked, getting a nod from Mac before popping the cork of the first bottle.
"To us."
~
It was an hour later, with both bottles of wine now empty, that Cheerilee lay cuddled into her fiance's embrace, curled up beside him on the couch as he held her close. Both were fairly buzzed after drinking about a bottle of wine each, and Cheerilee quickly found her mind creeping over to a side she rarely let it travel to.
She looked down Mac's highly-muscular, powerful body through his tight white T-shirt; down his pecs, six-pack, and finally...ending on his crotch. As she looked at that slight bulge in his blue-jeans, she felt a hunger of sorts that she'd always kept in check in her lower body, her heart starting to beat faster as she thought of what that not-so-small bulge represented.
His cock. It was right there inches away from her as she lay on his belly, trapped in its denim prison...and she was his fiancée. She was his, and he was hers. In body and mind. Cheerilee decided that now may be the right time at long last.
"Hey M-Mac?" Cheerilee asked, her voice slightly slurred. As her love looked down at her, she felt her breath hitch, wondering what he'd think of the very dirty thoughts she was having right now.
"Eeyup?" Mac asked softly, feeling just lovely with his love atop him, his head feeling somewhat light thanks to the alcohol from their celebration.
"What would you think...of us finally sharing a bed and making love together? I know we're not married yet like you wanted before doing this, but..." Cheerilee asked, deciding to take a risk the same way Mac had in asking her to marry him. She'd been wanting to bed him pretty much since they'd first started dating after all, but he'd insisted on them waiting for marriage, "...but I kinda feel the time is right."
The room was quiet for a while while Cheerilee nervously awaited an answer, hoping she hadn't asked too soon. As she felt Mac continuing to rub her back however, with her feeling a soft twitch from that lump in his pants, she could tell he was thinking long and hard about it...or was going to be getting long and hard about it soon.
"Um...Ah donno Cheerilee. Bein' married b'fore havin'...sexual relations like that is kinda important to th' Apple clan." Big Mac said in his deep, bass voice, "Besides that, Ah don't have any condoms, an'...Ah mean, what if ya were t' get pregnant b'fore we're married?"
Cheerilee looked up at him, shaking her head softly. "I shouldn't be having my period for a couple weeks or so, so we should be safe even if you were to finish in me. Besides, even if I were to get pregnant, we're getting married soon my love, so what's wrong with a married couple having children? You said you wanted a big family after all, right?" Cheerilee said, smiling softly at him as he nodded in agreence, "I want a large family too. That's one of the reasons I became a teacher; I love children, and love spending time teaching and nurturing them...and to have a child or few of my own are one of my life goals for sure."
Usually Mac would have put up more of a fight for his values and traditions, but Cheerilee had a point; they were engaged now, and even if she did somehow get pregnant tonight, though she said she wasn't in her fertile period and wouldn't be for a while, the child would be born after they were married anyhow. Plus, the wine was kinda fogging his thoughts and inhibitions too, making his brain think less and his libido think more.
As he looked over his girlfriend, Mac once more saw that she was a very beautiful woman; Cheerilee was of a lithe build with just a little pudge around her belly, her whole body was fit if a bit pudgy, but still her breasts were easily a C-cup.
One of the most attractive features to him, besides her eyes anyhow, were her hips. Her hips were wide, her butt large in a very attractive way, and every time he saw it he couldn't help but get a little aroused. The perfect child-bearing hips on a near-perfect woman.
Big Mac let his hand trail down her back as they laid there, and before long Cheerilee felt his large hand firmly grab her ass in her tight cotton-twill pants and gently squeeze, making her let out a quiet gasp both in surprise and arousal. She'd been rearing to go ever since he'd first come over honestly, and every time he'd come over previously. She'd held it all in before, sufficing with a dildo after he'd left, but this time felt right. She wanted to give her virginity to Mac now.
Encouraged by her moan and her hand joining atop his, Big Mac continued to gently rub Cheerilee's ass, admiring its firm yet pliable feel. He'd touched her like this before, as they had also made out before, but something about this felt different. Perhaps her implications of doing more than teasing him this time awoke something within him he kept buried. He kissed her again and she accepted with a quiet 'mmm', Mac feeling his wife-to-be's lips on his own, her tongue sneaking a lick on them before he opened his mouth to her. Her tongue soon met his, but only moments in she pulled away, suddenly leaving the room but not without telling her intentions. "My bedroom. Five minutes." she said simply before leaving, giving Mac a sway of her hips with each step she took.
~
It was about five minutes later when Big Mac knocked on Cheerilee's bedroom door, opening it after hearing a quiet 'come in'. As he did, he saw Cheerilee laying on the bed in a tight-fitting schoolgirl uniform from Canterlot High, and from how her hardened nipples poked out of the sheer, tight-fitting white button-up blouse, that revealed that she wasn't wearing a bra underneath.
She was laying so Mac could see up her blue-plaid skirt and the pink-and-white striped cotton panties underneath, her lower lips clearly outlined in the moist undies. She was very wet, and that made Mac feel another twitch from his cock in reaction. She was wet for him.
"Kon'nichiwa Apple-sensei!" Cheerilee said excitedly, her revealing posture not changing as she lay with her head on her hand, looking longingly at him...and that telling bulge in his pants.
"Oh...uh..." Mac finally managed to stammer out, his eyes drinking up his fiancée dressed in a schoolgirl costume for him.
"Hmm, looks like Mac-sama is uncomfortable..." Cheerilee said, making a 'come hither' expression with her hand, her legs spreading a little more, "...how about I make you more...comfortable?"
Mac was surprised his nose didn't pop a blood vessel, his greatest fantasy playing out in front of him. In his 'nothing hidden' agreement with Cheerilee, he'd told her he'd watched, and masturbated to, hentai often before he'd started dating her, especially schoolgirl scenes involving a teacher being called 'sensei' before and while having his way with her. He had to sometimes wonder if that was indeed one reason he'd started dating Cheerilee, who was indeed a teacher. He was relieved upon hearing her admitting to watching and 'enjoying' the same thing too sometimes right after his own confession.
He'd been very embarrassed at the time of admission, but now it seemed that that shared bit of knowledge was turned in his favor. In turn, he felt his member stirring to life in its prison of his boxers, begging to be freed.
"Those clothes look incredibly uncomfortable Mac-sama, how about I help you remove them...you know, to get you comfortable?" Cheerilee said, a moderate blush forming on her naturally-pink cheeks despite the seemingly-innocent tone she used.
As Mac nodded, he felt her hands playing over his chest as she undid his shirt's buttons, before long leaving his muscular chest and abs revealed to her, them just as ripped as the rest of his body. He then felt her whole hand slowly trail down from his neck to his waistline, ending up tucked just inside the front of his jeans waistband.
"Feeling better?" Cheerilee asked breathily, getting a nod from Mac.
"E-eeyup..."
"I bet you'd feel better getting out of those...hot jeans..." Cheerilee said, and before Mac could respond she unbuttoned and unzipped his pants, then used both hands to slide them down to his ankles, leaving him only in his boxers with an open shirt. He quickly took the hint and removed his shirt and kicked off his pants, leaving him bare before Cheerilee save for his black boxers.
"Oh, but I'm starting to feel...kind of hot now too..." Cheerilee cooed out in a voice that virtually dripped with lust, her eyes constantly looking over his ripped form, his large frame and a lifetime of hard farm-work leaving him the object of a woman's wet-dream made real, "Maybe I should get 'more comfortable' too?'
"Eeyup."
Mac then watched as Cheerilee unbuttoned her own nearly-bursting shirt, her breasts contained so tightly in the undersized blouse he could virtually see them through the fabric.
As she left it partially unbuttoned to mid-breast, she looked over to him. "Can you help me? This button always gives me trouble..." she said, giving him a wink as she guided a hand from her ass and up to her chest, then the other, leaving one hand on each ample breast.
Stunned that he actually held one of Cheerilee's tits in either hand, feeling the smooth fabric and soft flesh beneath it, Mac moved his hands to the buttons in the crease of her cleavage, feeling her diamond-hard nipples scraping across his hands as he did. She was beyond aroused, and that fact was making his own cock start to harden, with his own lust feeding off of hers.
It wasn't long until the final button was undone and her breasts hung freely, with her shuddering as he took the initiative for once and grabbed one in either hand again, using his thumbs to rub over her nipples.
"Mmm, you like my girls, don't you Mac?" Cheerilee sensually growled, feeling him give them a firm squeeze in response, "Mmm, I bet you do...and I have an idea on how you and they can become more...acquainted."
After a while of enjoying Mac rubbing her sensitive mounds, Cheerliee gently grabbed his wrists and pushed them away. "...and your boxers, shall we take them off too Mac-sama?" Cheerilee asked sensually, continuing to circle his cockhead through his boxers, his erection stretching them so much she feared he'd tear a hole in them, before seeing a nod from Mac. Cheerilee eased her hand down to feel his tip directly, earning a quiet gasp from him. She slipped her hands under his waistband, before pulling them down and leaving them at his ankles.
As she looked down, seeing his thick eight-inch-long cock hard and ready with a small bead of his pre on the tip, and his large balls within his tight sack, Cheerilee felt a thrill go up her back. She then took her blouse off fully, leaving her full upper body on display to him, front and center being her perky tits. Mac almost reached out for them again, but was surprised by Cheerilee kneeling down in front of him.
"Oh Mac-sama, I've been such a bad little girl, undressing you and lusting after your big, tasty-looking cock. I think I deserve to be...punished." Cheerilee begged, but her gaze was anything but repentant, "I'll do anything you ask of me." she said, giving him a wink, "Anything..."
Taking this as the open invitation she'd intended it as, Mac felt a thrill of boyish glee roll through him, his cock throbbing just as eagerly. He pause a moment to think of what he wanted while still being respectful to his lover, and finally came upon something. "Ah want to use them beautiful C-cuppers to rub mah cock while Ah hump into yer mouth..." Mac said, getting a slightly surprised look from Cheerilee, though it quickly turned sultry.
"Mmm, if that's what my sensei wants..." Cheerilee said, before laying on bed, her smouldering look calling him over. Mac mounted atop her, straddling and sitting on her belly, his cock resting between the pillowy mounds of her breasts and feeling their inner curves teasing his erection, "...then who am I to deny him?"
Quickly, Cheerilee brought her hands up to either breast and squished them together, encasing Mac's cock in body-warmth and the softness of her boobs, kneading his cock between them as she then started licking at his tip. Mac moaned at the sudden, sensual overload, his cock throbbing hard as he already felt his orgasm coming from this first sex he'd ever had. He held his load back however, surprisingly fortuitous as she kept licking his glans, before sliding his head into her mouth.
As he felt that warm, organic cocoon of her mouth engulf his tip, as well as her tongue's tip playing over his opening, Mac moaned deeply as her tits kept kneading his cock in their soft embrace, Cheerilee's head bobbing up and down his head as he pulsed shot after shot of pre into her mouth, her eagerly gulping it down. Mac started to hump on instinct, introducing more of his cock into her mouth and moaning at the feeling that slipping more of himself into her caused, her tongue now rimming his head and slathering its entirety.
Cheerilee kept this up for a while, until Mac finally couldn't take it anymore, his harder, sharper humps telling Cheerilee all she needed to know. She removed his cock from her mouth before upping her rubbing with her tits, and the grunts from Mac told her just how close he was. "Cum on me Apple-sensei, coat my face in your Apple-seed!" Cheerilee said, trying to be as close to a hentai girl as she could.
That seemed to do it, as Mac soon humped one last time and moaned deeply, his cock throbbing between her tits as he blew his load. His cum seemed to just keep pumping as she felt his dick pulsing, coating her face in his spunk as her milk-jugs milked him instead, likely getting it all in her two-tone-pink hair as well. Marking her as his. Eventually his spurts slowed, then stopped, oozing the last of his first orgasm to another onto her chest, panting as his afterglow rode in.
"Wow, you came a lot, Mac-sama~!" Cheerilee said in her best mock-up of hentai, feeling as his erection softened a bit.
"Eeyup..." Mac said, his voice exactly that of a very pleasured man. Ever since he'd first seen Cheerilee's tits hanging freely he'd wanted to do this, a dream come true already.
"I hope you can get hard again, cuz we've only just gotten started...Mac-sama!" Cheerilee said, softly kneading his sensitive cock more softly between her jugs, Mac wincing a bit, discomfort and pleasure rolling through him as she rubbed his still-sensitive cock.
"Ahm still...y'know..." Mac said with another wince, and Cheerilee nodded and stopped, letting him rest.
~
A matter of minutes later, Cheerilee was licking and lapping at Mac's cockhead again after letting him rest while she made a quick visit to the shower to clean his first huge load off of her, remaining naked save her panties and coming back to see him once more hard and showing off his youthful virility. "Anything else my Macintosh-sama wants me to do for him to make up for lusting after his big, sexy cock?" Cheerilee asked, giving a lick from his base to tip along the underside.
"E-eeyup. Ah wanna...cum in yer throat..." Mac said, but even he doubted Cheerilee would go for this, another of his deepest fantasies. To his surprise, Cheerilee lay on her back on the bed again, her head laying on the edge as she made a straight line from her mouth to her stomach.
"Well then stand up and do it, sensei..." Cheerilee said sexually, before opening her mouth fully, her tongue sticking out and wagging almost longingly as she stared at his cock.
Mac almost came right then. "R-really? y'sure...ya can handle it?" Mac asked, getting a nod as she looked over to him.
"Mac, I've been practicing for this evening, or whatever evening we chose to do this, ever since we got serious." Cheerilee said, breaking character for a moment, placing a comforting hand on his belly, "I'm ready for pretty much anything you can think up."
As she said that, Mac imagining what such 'practicing' involved, he stood up, his cock drooling a string of pre as he stood above her. Cheerilee took that as an invitation and took the whole string into her mouth, before gulping it down with a wink. Again, Mac almost came.
As Cheerilee leaned up and Mac, given his size, hunched over her with both hands on the bed, she quickly took his glans into her mouth and tapped him on the butt, telling him she was ready. Mac slowly eased himself forward as Cheerilee's hands started to knead his toned butt as she pulled him deeper into her wet, warm mouth before he felt a distinct sensation moments later, and it became very tight on his cock's head. Mac took a sharp breath as he felt that ribbed tightness that must be Cheerilee's throat, looking back to her but unable to see her expression. The moan she gave that vibrated his cock, however, and the increase of wetness drooling down her inner thigh now testified her stance on things.
Mac started to thrust softly on reflex to the hot, wet and, when in her throat, ribbed warmth surrounding his entire cock, Cheerilee's tongue playing along the base then along his whole length as he pulled out more, giving her a chance to pull in a breath before he sunk in again. Mac was in his own personal heaven as he kept gently claiming Cheerilee's throat, somewhat surprised she wasn't choking on his girth, thinking that she must have 'practiced' with some pretty big replicas. He meanwhile moved her soaked panties aside and licked at her pussy as well, getting quiet moans whenever he'd lick her clit.
It was only a short while before Mac again felt that tightness in his pelvis, his and Cheerilee's moans growing more insistent as he'd started to thrust more forcefully. "Ahm close!" Mac warned, and she responded by holding him firmly to her face, burying him into her throat as he once more gave her his seed, this time directly into her stomach, more pulses of pure pleasure going through him as he felt each clench of her throat on him as she swallowed his load, his hips pumping each into her.
Finally, Cheerilee couldn't take it anymore. As he pulled out again, her tasting his cum, she stood and pushed Mac onto his back with a shove, him landing on the bed hard. "What are we going to do on the bed Cheeri-chaaaaan~?" Mac asked cheekily, drawing out that honerific.
"I'm gonna ride your horsecock, that's what!" Cheerilee replied, before straddling him, her soaked panties grinding against his cock until it was hard again. She then reached a hand down and gripped his cock, using her other fingers to move her panties aside, and rubbing his dick a few times before placing it to her lips. She then immediately sunk down.
Mac and Cheerilee moaned deeply as he felt her tight passage grasp and squeeze him once he was inside, her body kneading his dick in perfect warmth. Cheerilee meanwhile felt herself being spread by something warm and living instead of another cold, unfeeling silicone dildo. Something with a heartbeat and something attached to someone she loved very much. It was only a moment before she bottomed him out in her, each claiming the other's virginity, Cheerilee's pussy-lips pressed to Mac's pelvis and Mac's hands on her hips to help keep her balanced.
"Mmm, this feels so good...hope you're ready for the ride of your life..." Cheerilee moaned out as she played with her breasts, Mac soon reaching up to 'help'. As he nodded and gave an 'eeyup', Cheerilee soon started rocking her hips, sliding him in and out of her baby-passage, moaning softly as he played with her breasts while she fucked him.
After a short while, Mac suddenly grabbed Cheerilee around the waist and rolled her over so he was on top and she was on her back with her legs spread wide instead, his cock pressed just into her pussy. "Teacher wants a turn..." Mac said gruffly, before thrusting his hips forward and again impaling her on his cock.
"Oh heavens yes! Take me!" Cheerilee cried out as she squeezed Mac to her tightly as he sunk even deeper into her than when she'd ridden him, her insides working over his member and coating it in her profuse liquid lust as he weighed her down. Mac meanwhile kept hammering away, driven by instinct and the desire to please his love, each squeeze or moan from her telling him he was right on track. His hand reached down to rub her clit, while she in turn reached down to his balls, grasping them in a hand and giving them a gentle kneading.
After a number of minutes of this, Mac unwrapped Cheerilee's legs from around his back and again shifted positions, ending up with one of her legs held up by him as she lay on her side, him meanwhile thrusting into her now-crushingly tight canal, feeling her squeezes getting closer as he felt his own pressure building in his pelvis. "Sensei, I'm so close..." Cheerilee exclaimed as he was once more rubbing her clit with a thumb, waves of pure pleasure rolling through her, "Make me cum senseeeeeei~!"
Mac felt his own length throbbing in her as her passage started clamping down on him when she came, her orgasmic cries and moans, and the warm wetness that squirted on his balls and crotch, telling him he'd pleased his wife-to-be well. He kept rubbing her clit as he humped shallowly and quickly, getting that last bit of stimulation to set himself over. "C-close! I-in er out Cheerilee?!" Mac asked urgently, barely holding on as she kept milking him for his orgasm, which he'd soon give her one way or another.
"IN! CUM INSIDE MEEEEEE~!" Cheerilee squealed out, and as he heard that, without thinking, Mac slammed himself deep into her on instinct, moaning out as he unleashed his third flood deep into her pussy. Cheerilee felt each pulse his cock made in her as his baby-cream pumped into her, her mind fuzzy as she felt that very instinctively-satisfying heavy sensation deep in her belly. The seed of her most beloved going into her womb.
Mac meanwhile felt Cheerilee milking him for his cum, his body eagerly giving her all he had left as he pulsed and pumped his virile seed deep into her unprotected passage, painting it a milky white. His hips constantly shifted slightly on instinct, eeking out the last bit of pleasure he could get.
Both were quiet as Mac remained hilted in her even after his orgasm finished, feeling his sperm oozing past his penis and onto her thigh and the bed, feeling her even still squeezing softly on his softening cock. "Oh Mac...that was..." Cheerilee said, now laying down on the pillow after he'd pulled out, recovering from her intense orgasm and enjoying the warm, full feeling Mac had squirted deep inside of her.
"But Ah just...inside you..." Mac stammered out, watching his off-white cum oozing out of her well-spread slit still, with her reaching a hand down and touching it,
"Wow, you came in me that much even after creaming in my mouth twice before? Geez you were pent up! I'm impressed Mac!" Cheerilee cooed, before sticking her cum-sticky fingers into her mouth, tasting the mix of his and her own cum.
"Eeyup, Ah guess so..." Mac said modestly, hoping she was as safe as she'd earlier claimed.
"Think you can go another round?" Cheerilee asked, looking at his shriveling member.
Mac really wanted to, if only to please Cheerilee again, though he wasn't so sure he could get it up again even if he tried, "Sorry mah love...Ah think three's mah limit."
"Mmm that's too bad. I'm still horny..." Cheerilee said, more than a hint of disappointment in her voice.
In a move that surprised her, Mac moved so his head was between her legs, licking at her cum-coated pussy as she moaned. "M-Mac, what are you...oh-gods-please-don't-stop!" she moaned out, her hands resting on his head as he ate her out again.
Mac ignored the bitter-sweet flavor of his own seed as he instead worked to please his wife-to-be, feeling her bearing down on his tongue as he licked and lapped up his and her cum and focused on her clit.
"M-Mac, oh gods you're the best husband I could ever wish for! Please, don't stop!" Cheerilee encouraged, though Mac had no intentions of stopping. He continued to lick and lap until he felt Cheerilee tensing up again, her breaths turned to gasps and pants, before one more gentle pinch of her clit between his fingers set her off. Cheerilee cried out as her hips arched off the bed and she came hard, her muscles clenching down on his tongue as she squirted another healthy smattering of her orgasmic fluids mixed with his cum on his face, her hips grinding her cumming crotch against his face as pulse after pulse of intense pleasure flowed through her.
Some time later Cheerilee finally calmed down again, her breathing slowed as Mac continued to lick her lower lips softly, bringing her down gently. "Y-you're the best ever, you know that right?" Cheerilee asked, getting a shy smile from Mac at the compliment, reaching over and giving him a deep kiss, their combined fluids swirling around in their mouths. After all, she knew not just any guy would eat their own cum just to please their woman! Moments after, they both cuddled up then fell asleep, both completely satisfied and entangled in each others' arms, holding each other close and enjoying their shared warmth.
Hours later as the sun rose, one of Mac's sperm met with an ovum in Cheerilee's Fallopian tube, them fusing together and the resulting zygote slowly making its way to her womb. As they later learned, Cheerilee was a week off on her period and Mac had impregnated her that night, unintentionally starting their family early. Neither could be more happy when they found out months later that she was pregnant after they were married, carrying their first of many children to come.
Author's Note
Second time writing human/anthro...and I definitely prefer writing feral. But hey, it's not that bad I guess.
Anyhow, I hope you all enjoyed this, and thanks once again to Twilight is the Best for commissioning this from me.
If you'd like me to write for you as well, please check my blog post on commissioning me for how to do so.
Until next time, I'll see you all in the comments section or my next story. Au revoir et à bientôt!!
