Sweaty Sweater Puppies

by Jest

Helping Hands, and Helping Lips

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Lucky wandered aimlessly out of town, his direction only half decided on being the Apple family farm. Bored, and with little else to do on his Saturday, the short, feminine stallion was hopeful that he would find something to help pass the time. Offering a helping hand every once and a while helped ensure that he got the occasional free pie.

That wasn't the only thing he got, though other such perks were a bit… different.

He was already imagining standing before that goddess of a woman that called herself Applejack. Towering over Lucky by a good three hooves, the farm girl was everything Lucky liked and then some. She had the muscles, she had the height, and most importantly she had knockers that were bigger than Lucky’s head.

“Mmm fuck,” Lucky murmured.

His hands ran down his chest, running over his slightly sweaty yellow tank top and light pink skin. One hand continued lower and caressed the slowly hardening cock only just barely contained by his purple short shorts. The other meanwhile was going up the side of his face, touching his girlish features, and soft cheek.

With one hand now gripping the ten-inch bulge that nearly emerged from his shorts, Lucky his fingers through his long, wild mane of yellow hair. He imagined it was Applejack doing it, her strong, calloused hands holding him closely while she gripped his dick. He was about to continue imagining what would happen only to remember that he was still in public.

So with his face now a bright red, he crossed his arms over his chest and swiftly walked away. Thankfully there didn't seem to be anyone around to see the male all but jacking off in public.

With quick, hurried steps, he made his way down the long dirt road leading out of Ponyville proper. To his right, a sea of hay gave way to orderly rows of apple trees while on the other there the Everfree extended its fingers towards the road. Just as that imposing forest had reached the ditch, a familiar driveway could be seen only a dozen meters away.

The aged sign that hung over its entrance welcomed all visitors to ‘The Apple Family Orchard’ in large, hand-painted red letters. It was a welcome sight, and one that Lucky quickly put behind him after walking inside, the Everfree now firmly in his rearveiw. As he entered the orchard, his embarrassment faded, only to be replaced by a slowly building sense of excitement.

An emotion which only became stronger when he heard the distinct thump, and trickle that came when harvesting an apple tree. He followed this sound, leaving the well-worn path up to the farmhouse and wandering into the rows of apple trees. It didn't take long for Lucky to locate the origin of the noise the second he laid eyes on it, he nearly tripped and fell.

There Applejack stood, exactly where he expected her to be, doing exactly as Lucky expected. Lucky had not expected to find the woman shirtless and drinking from a large thermos while leaning against a tree. Her shirt was wrapped about her waist, leaving her entire chest completely bare to the elements.

Bosoms, huge, heaving, and covered in sweat jiggled slightly, their perky nipples pointing straight out. The most perfect rack imaginable, they were massive without sagging, held up by the woman’s numerous muscles. They were also leaking a distinct white liquid that created twin rivers going down her abs and ending just about her crotch.

Lucky had to do a double-take before he was even confident that his eyes werent deceiving him. Once he was certain that they weren't, he just stood there, watching as the woman put down her drink. She then winced, and gripped one of her breasts, squeezing out a spurt of milk from her nipple.

“Damn. I’m getting real full again,” Applejack murmured.

Lucky tried to backpedal in order to not embarrass the woman but ended up tangling his legs together. With his balance thrown off, and his sense of direction completely turned around, the male fell face-first onto the ground. Where he lay, groaning and confused, eyeballs rolling around in his skull.

“What the hay? Whose… Lucky, is that you?” Applejack inquired.

“Err yeah. H-hey Applejack,” Lucky murmured.

“Here, lemme give ya a hand,” Applejack offered.

Lucky looked up to find that the massive amazon of a woman was looming over him, hand outstretched. This close to her, Lucky soon realized that she was sweatier than what she appeared at first glance. Her skin glistened, and there was a faintly musky scent wafting off her body.

“Or would you prefer lying there on the ground?” Applejack asked.

Lucky blinked, a blush quickly crossing his face. “Y-yeah.”

Taking the offered limb, Lucky was heaved bodily back onto his hooves with very little effort on his part. The effort was apparently so small that Applejack barely even needed to try to pull Lucky up. She just flexed briefly and he was on his hooves once more, wobbling uncertainly.

“T-thanks,” Lucky muttered.

“No problem, friend. So what brings you out this way?” Applejack asked, her hands going to her hips.

“I was uh, bored so I was going to offer to help you out if you needed it,” Lucky muttered.

As he spoke he continued staring at her bust, the twin pendulous orbs of yellow dangling down right in front of his face.

“Well I just about got all the harvestin’ done,” Applejack muttered, her hand going to her chin. “Don't really need help bringing back the apples neither.”

“Oh,” Lucky murmured.

Applejack blushed and looked away. “Well there is one thing you could help me with, but it's a might bit embarrassin.”

“Anything!” Lucky hastily declared.

Applejack chuckled. “Well in that case would you mind helpin me drain these puppies?”

The farmer hefted her tits for emphasis, letting them drop down a second later, causing them to jiggle. Thesoft round orbs also emitted another small spurt of milk which turned into a gentle trickle.

“Damn things won't stop leakin’ and I’ve been using the milkin’ machine so much that they are gettin’ a little sore,” Applejack continued, brushing a hand against the slightly red circle visible around her dark gold areolas.

“Oh um, what would you have me do?” Lucky asked.

“Well I was uh hopin’ you wouldn't mind givin them a good long suck,” Applejack murmured, a hand going to the back of her head. “I know it's a bit forward but I need something softer than that darn machine and I can't exactly ask Apple Bloom to help me.”

“Right, of course,” Lucky agreed.

“So that's why I was hopin you’d help alleviate the pressure so to speak,” Applejack continued. “I know what I’m askin’ fer might be a bit strange, and if you don't want to that's plenty okay. I just-”

“I’ll do it,” Lucky declared.

Applejack’s eyes went wide. “You will? Oh that's right good of you, Lucky. Yer about the only one I really feel comfortable enough with that I’d even suggest this kinda thing.”

“I’m glad to hear that,” Lucky exclaimed with a smile.

“Well, it's true, yer a good boy,” Applejack exclaimed, smacking the male on the back with enough force to nearly knock him off his hooves. “Err sorry bout that. I keep forgettin how little you are.”

“It's fine,” Lucky muttered. “I’m used to it.”

The male shifted uncomfortably, hoping against hope that Applejack wouldn't notice that he was now sporting a raging stiffy. Though impressive for most people, ten inches when compared to an eight-foot-tall woman was nothing. Either way, it was nearly poking out of his short shorts, the head straining against his already tight, restrictive lacey underwear.

“So uh, give me a second,” Applejack murmured.

“Um, okay,” Lucky replied.

Applejack walked over to a tree a few rows down and retreived a small, squat stool with thick legs. Returning back to the spot where Lucky was, Applejack placed the piece of furniture on the ground before plunking down atop it. There she sat for a moment, wiping the sweat from her brow before looking over to Lucky and patting her lap.

“C'mere. It’ll be more comfortable this way,” Applejack exclaimed.

“R-right away,” Lucky muttered.

The stallion scampered up to the woman and was about to ask how best to get to his designated spot. When she simply gripped him around the middlesection and placed him on her knee, putting him at mouth level with her tits. Just sitting there made him feel like a child, Applejack’s imposing stature utterly dwarfing him.

“There ya are. So uh, whenever you're ready,” Applejack whispered somewhat hesitantly.

Lucky glanced over to find that the woman had splayed her arms, and was displaying her slick, slightly sweaty breasts. The large, pendulous orbs dangled there within easy view, enticing the young male into reaching out and grabbing them. He restrained that urge somewhat, reigning it back just enough that he didn't look desperate or overly excited.

Even if that was exactly how he felt.

Lucky turned towards the closest nipple in reach and licked his lips. His shaky hands gripped either side of the melon-sized orbs as he leaned in to suckle at the bosom of the enormous woman. As he moved closer the scent of sweat filled his nostrils, reminding him that Applejack had been working all day in the hot sun.

Despite that, it didn't smell that unpleasant, and even turned him on a little bit, though he pushed that thought out of his mind. Focusing simply on getting his lips around the nipple, Lucky accomplished that in short order and without accidentally biting her. The second his mouth closed around the small nub of flesh, a shiver ran up Applejack’s spine and a moan slipped past her own lips.

“Mmm that's much gentler than that durn machine,” Applejack whispered.

Eager to please, Lucky immediately got to work, sucking gently and slowly. It didn't take much before he was rewarded with his first mouthful of milk, the flavor exploding across his tongue. Washing away the slightly tangy taste of Applejack’s sweat, the warm white liquid was oddly sweet.

There certainly was a hint of apple in the milk, but it was only just barely detectable to the male. Who soon realized that he had filled his mouth and cheeks with the stuff and was forced to swallow hard. After a moment of nearly choking, Lucky got back to sucking once more, drinking quickly but not forcefully.

“Golly that feels nice,” Applejack murmured. “This is way better than doing it myself.”

Lucky barely even heard this, as he was just so engrossed in his task that he wasn't even aware of his surroundings. All that existed to him was Applejack’s enormous, milk-filled tits, and the nub-like taps sitting on the ends of them. Taps which promised a considerable amount of delicious apple-flavored milk to sate his thirst.

“Mmm you’re doin’ a real good job,” Applejack whispered, a hand caressing the top of Lucky’s head. “Well, would you look at that.”

Lucky wasn't sure what Applejack was referencing until he felt something warm brush across his dick. Sputtering, he pulled back, and looked down in confusion, only now realizing that the amazonian woman had grabbed his junk.

“Shh, you just keep going to work and I’ll help you out too,” Applejack cooed.

Lucky blushed hard and nodded, turning back to the side once more. Just as he latched onto her breast, and began to suck, Lucky felt his bottom half get gripped by the large woman. Then with remarkable ease, she lifted him up, pulled down his short shorts, and then set him back on her lap.

It felt emasculating to be treated like little more than some diminutive toy, yet that only made it even better. By the time he was filling his mouth with more warm milk, Applejack had wrapped a single enormous hand around his dick. For a moment Lucky worried that she may accidentally hurt him, only for that fear to be dashed when she squeezed down on him.

Though tight, it wasn't overly so, merely gripping his cock with all the strength necessary to please him without harming him. In fact, it felt almost exactly like the warm, inviting pussy of an excited woman. Lucky shuddered as the woman began to gently pump his cock, her pace slow but accelerating as she became more comfortable.

Lucky meanwhile was nearing the end of his first breast, the flood of milk slowing to little more than a trickle. He wasn't about to leave a job half-finished however, and he continued to suck until nothing came out. He then pulled back, letting the nipple pop from his mouth, a thin line of milk dribbling down his chin.

“Hope you're not too full,” Applejack offered.

Lucky quickly shook his head.

“Good, cus I got a whole lot more for ya,” Applejack replied.

Lucky blushed, and leaned forward, taking the second nipple into his mouth. Focusing was a little more difficult this time around, as Applejack had started to pick up speed. Already he could feel small spurts of pre shooting from his tip, adding to the lubricant now coating his dick.

Pushing aside the pleasure coursing through him, the male started sucking in earnest, swallowing mouthfuls of milk. His belly, already heavy and full was starting to weigh him down, but he wouldn't let that stop him, not yet. Not while he was slowly edging closer to an orgasm, and his job was nearing the final stages of completion.

“Oh gosh you are good,” Applejack whispered. “I may have to keep you around as my dedicated sucking machine.”

Lucky shuddered, his mind already racing with thoughts of being used as a glorified milker

“Watch the teeth there ya eager beaver,” Applejack chided. “Actually, use a little more teeth.”

Excited, but cautious, Lucky didn't bite, though he did place his teeth on either side of the nipple, resting them against her flesh. This was apparently exactly what Applejack wanted, as the woman shuddered, a soft, throaty moan spilling from her lips. Hands pressed against either side of the large orange orb, Lucky squeezed gently and sucked hard, eager to please the woman.

Who in turn pumped her fist even faster, bringing Lucky dangerously close to orgasming. The male held on a little longer, however, resisting the siren song of release until he had fulfilled his duty. It was close, with the last few drops of milk landing on his tongue mere seconds before he was going to blow his load.

With a pop, he released her dry nipple from his lips, and nearly fell backward.

“Cumming!” he cried.

His entire body tensed, and his body twitched, thick ropes of cum shooting from the tip of his cock. The hot eruption shot up, splashing against the underside of Applejack’s tits and painting them white. A few powerful ejections managed to land atop the pendulous orbs but the majority of his load coated the bottom.

Throughout it, all Applejack continued to milk him as he had milked her. Her strong, dexterous hands were every bit as skilled as Lucky’s mouth, and when his orgasm was nearing its end Lucky was spent. His eyes rolled about in their sockets, and he shuddered in ecstasy, his balls completely empty.

“Wowee that was good,” he muttered.

“You weren't so bad yourself,” Applejack remarked. “I haven't felt this empty in months. I wouldn't be surprised if I shrunk a size or two.”

Lucky shook his head and looked over at the woman’s rack. “Oh um, I think it looks the same. Though I guess we should probably clean up or something.”

“Eeyup,” Applejack declared. “And I know just the spot.”

“Where is yipe!” Lucky cried, the male suddenly finding himself hoisted over Applejack’s shoulder.

“Come on. The lake isn't far,” Applejack exclaimed.

“I can still walk you knooooow!”


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