One day, a Saturday, around sunrise, Applejack wakes up to several barks, whines, and whimpers coming from the barn. She then hops out of bed and tosses on her hat and a sweater as it's cold outside. She then dashes outside and down to the barn. Once there, she opens the door to find Winona with ten puppies at her side. "Winona, you're a momma!" Applejack exclaims. "But how? We don't have a male dog on the farm for you to mate with." Winona just looks up at Applejack and barks before getting back to licking the puppies as they suckle away at her teets. Applejack then goes over and pets her before she leaves the barn and returns back to the farmhouse. She'll figure this mystery out if it takes all day. She knows that much for sure.
Back at the farmhouse, Applejack sits back down on her bed and begins to look through pictures of the barn over the last two years in search for the male dog that could've gotten her Winona pregnant. After looking through around ten pictures, she finds one with a dog in it, a male, a dog unfamiliar to her. She then spots something on the dog in the picture, a name tag that reads Spotty. "Spotty, that's Wrangler's dog," says Applejack in shock. "How'd he get to the farm and does she know?"
Around noon, that same day, Applejack takes a trip down to Appleloosa where she enjoys a nice lunch with Wrangler. "Hey Wrangler," she says as she puts the pictures in question in front of her friend, "did you and Spotty come to Ponyville within the past few weeks? Possibly long enough for him to get all cuddly with my Winona?"
"Oh yes, he and I came down there not long after you asked us to help with Fluttershy's sanctuary. While I was visiting the sanctuary, he must've slipped away to the farm where he ended up meeting your Winona and getting all snuggly with her. After all, collies do love to interact with other collies. You. know that," replies Wrangler.
"Thanks," replies Applejack.
"No problem, you're welcome to come for a visit anytime," responds Wrangler. The two then finish up their coffee and sandwiches before sharing a goodbye hug and finally parting ways. Wrangler returns to her home and her Spotty while Applejack returns to her home in Ponyville and her Winona and all the puppies. She can't wait to tell her siblings that Winona had puppies. She just hopes they haven't already found out.