The shipment had arrived as expected. Cherry was always there to oversee it personally. The small ship touched down on the estates personal landing pad without much fanfare.

With a light vrrr the rear hatch opened and an equally large stallion that matched Cherry’s size waddled out, a small pad hovering behind him bearing the weight of the box of fruit bound for her master.

“Right on time as always.” Cherry said with a small smile through her chubby cheeks.

“Of course, do you expect any less?” The stallion replied. It was all business at first, Cherry liked it that way. Plus the estate was littered with cameras. She always knew Rotunda was eager to get the next shipment and pack on the pounds as quickly as possible. Opening the lid with her magic, the Unicorn inspected the fruit. The agreed number inside as it should be. So far even though they were many months in, there had been no slip ups. Haizum colony prided itself on perfect shipments off world.

At this point, two more of the maids under Rotunda’s employ appeared at the landing pad. Cherry simply turned her head and gave them a nod. “It’s all in order, take the shipment immediately to kitchens and return the pad when you are done unloading and storing the fruit. I can keep our pilot occupied until you return.” she said, watching as the stallion transferred control of the pad from his control to the maids, who dutifully trotted their way back inside the house.

“We have some time?”

“Indeed, the paperwork is inside as usual. Apologies the ship is no bigger than my last visit, I can see you are though.” the stallion said with a small smirk. Cherry just smiled back and hauled herself inside the ship, the rear hatch closing behind her.

As soon as it shut, Cherry felt grabby hooves on her folds. He always couldn’t wait.

“My dear, you’re such a treat...even larger every time I come with the shipment.” were the first words that came out of the stallions lips. It was always rather abrupt, the two of them didn’t have much time until the other maids returned with the pad.

His name was Ship Jockey, but usually Cherry just went with Jock for short. Every time he stopped on Sleipnir with the fruit delivery it required signing some paperwork which took but a few minutes and often the other maids were gone for quite a while. This left the two of them kicking their hooves about in the ship until well, one of them had made an advance.

Cherry appreciated the attention her mistress gave her, but it was not genuine affection. She knew it was always a means to an end, for Rotunda to get from her what she wanted. The maid wasn’t stupid. Jock in the past months had become somewhat of a little secret for Cherry, she knew she’d lose favour with Rotunda should she find out about the two of them. That was why they were strict, once per month when he came and the time they had in the ship.

“I’ve um, brought you something…” Jock said, massaging her folds and with a free hoof, reaching over to the console of the ship where a small box was placed. Cherry always thought it was sweet of him, he would often bring her little trinkets from Haizum as gifts. She took it in her magic, opening the box.

“Oh it’s gorgeous, thank you.” she replied. Inside the box was a small miniature scale. Rather ornate actually. These had been around the colonies ever since ponies started getting obese. These days they were rather antiquated but often now they were given amongst ponies as a sign of affection. A simple device now replaced by inbuilt functions on pads and other more convenient methods it tracked the users weight. It was more the symbolic gesture though than Cherry actually making use of it.

“Keep hold of it, it’ll let me know just how heavy you are, even if I’m far away. I tweaked it a little. It’s linked to one of my own, if I see you gain ten pounds I know I’ll have somepony even more wonderful to return to.” he confessed with a small smile, going back to paying attention to all those folds that adorned Cherry’s body, the stallions fat hooves taking greedy and hefty grabs of her flesh. “You know that maid outfit always drives me wild…”

“Just don’t rip it, I don’t want her getting suspicious.” Cherry replied, pushing her bulky stomach forward right into Jock’s face and smothering him in fat. “Remember the last time?”

“Mmmm...y-yeah, you had to make up a story?” The obese stallion replied, reaching around her stomach fat and sinking into Cherry’s belly.

“Yes, you really must keep your ship in order. So many things sticking out a maid could easily rip her uniform on…” she carried on, now leaning her entire two thousand pounds of heft on top of the stallion and then leaning herself forward to get as close to his face as she could. “This uniform is the only thing keeping my bulk in any sort of check.” she said with a wink, Jock practically melting under her allure.

“I-I heard a rumour. Your mistress wants to gain even more weight...it means more deliveries of the fruit. Maybe even as much as once a week…” Jock stammered, wrapping his hind legs around Cherry as much as he could and gripping her closely. “We could be together more. But apparently she’s on the fence due to the cost...think you can convince her?”

Cherry thought for a moment, he was right. Rotunda had mentioned this to her. She already was in a good position even getting the fruits, but that was typical Rotunda. She had something anypony would have killed for and wanted even more. She was never satisfied. It wouldn’t be hard to convince her to at least try.

“There’s a risk though, your people could simply refuse her and stop all deliveries. I wouldn’t want that…” Cherry said.

“I think it’s worth it, Rotunda is very powerful. I think she could sway them.” Jock replied. As he was about to lean in for a smooch he heard a small beep. The proximity sensor outside the rear door to the ship indicated that somepony was approaching. He did manage a quick kiss on those chunky lips before turning his attention to a small screen showing that two maids and the pad were back outside the rear door.

“Damn, they were fast this week. No matter, I think we made good use of the time.” the obese stallion said, Cherry pulling her bulk off him to get back to business. She hastily signed the paperwork and made her way towards the door. “See you soon?”

“And hopefully more, I’ll do my best to convince the mistress she could gain even greater weight.” Cherry said. “And if I can keep things sweet, hopefully I will too.” she teased.

“Mmmm, can’t wait to see what the scale brings me to on my next visit.” Jock replied.

“More of me.” was all Cherry said, opening the door and exiting the ship. Once all was said and done, the pad returned inside and the ship departed, back to Haizum.

Cherry only had one thing on her mind, she had to convince her mistress that she needed to be even larger. Easy as pie, she was sure Rotunda thought that about herself regardless. She just needed a little push…