Author's Note

Sorry for the long delay. I tried a slower slice of life continuation of this story, but I just couldn't find any ideas that really excited me. Instead, I decided to go for the quick and more lewd ending to wrap it up. I should be releasing chapters more regularly now that I have them all sorted out.

A Deal with the Princess

Applejack wore herself out early that night. Chester nuzzled against her. He was a little tired after their fun, but after sitting quietly, he was feeling energetic again. It was the night after all, and that’s when he was most awake. He gave Applejack one more kiss and decided he’d go clean up and look for something to eat. He always felt hungry after mounting a cute mare.

He turned on the shower and hummed softly. He moaned softly as the warm water flowed over his still sensitive cock. It was enough to make him stiffen again, but he paid that no mind as he finished up and dried off.

He slipped quietly through the dark bedroom and out into the hall. His shut the door without making a sound. In the distance, it sounded like some of AJ’s friends were still awake. It was the same direction as the kitchen, so he decided he might as well go see what was happening.

As he got closer, he heard quiet moans that sounded like a mare having fun. He pushed open the door just enough to peek inside the sitting room and could see a pink mane bobbing up and down above the back of the couch in a slow rhythm that matched the moans. He pushed the door open the rest of the way.

“Hello, mares. Am I interrupting anything?”

Chester looked around. The couches, pillows, and blankets were a mess, and so were all the lovely mares inside the room. His cock throbbed as their scents hit him. He blushed but kept looking with a grin.

Twilight stood up and tried to smooth her ruffled feathers and mane with a bit of magic. She looked him over. Her eyes lingered on what was hanging beneath him.

“Chester? I thought you’d still be doing stuff with AJ.”

Chester laughed. “She’s the type to go to bed early, especially after all we did.”

Pinkie Pie finished up whatever she had been doing on the couch. A blushing Rainbow Dash sat up a moment later. Twilight looked at them then back to Chester.

“If she’s not using you… maybe we could…”

The princess blushed in a way that made Chester want to grab her and mount her right there, but he held back as he thought over what he had told Applejack.

“I’ll probably be leaving my current work behind now that I’ll be getting married.”

“But you aren’t married just yet. And I have an idea. Applejack and her family could really use the money. And tonight you’d have the chance to really earn it. Plus a big bonus for secrecy and the change to our current contract.”

Chester grinned and took a step toward Twilight and let his wing brush against hers. He whispered into her ear.

“I’m listening.”

She whispered a number into his ear and his eyes went wide. Twilight took a step back.

“We… used some magic to watch you and AJ. That’s why we’re all so wound up tonight. Me and the girls could use a little something to help us with that. Could you handle us all, one after another? We’d make it more than worth it.”

Chester was dripping on the floor at the thought of it. He nibbled Twilight’s ear and she gasped.

“That’s a lot of mares to please, but I am one of the best. Would you be first?”

“I am a princess. I do have things I need to get to in the morning, but I have a little time now. I prefer a little privacy. Come with me.”

Twilight’s brushed a feather along his chin as she strode past and walked down the hall. Her tail was lifted high and gave Chester a perfect view of just how ready she was. A droplet glistened on her winking clit before dripping slowly to the floor. Her cute purple opening was moist and ready but still looked tight. By the time he thought to look up, they were already in Twilight’s bedroom.

“Just a few spells to start. Let’s see… how did the stallion stopper spell go? Ah, I remember.”

Twilight’s horn glowed and a purple glow surrounded Chester’s balls. The warm almost tickling feel of magic surrounded them before vanishing a few moments later.

“What was that?”

“A little safeguard against any of us getting foals for tonight. Much better than a condom, don’t you think? But… I shouldn’t let magic distract me from you. I’ve honestly… never found a cute stallion to try things with before even if I… studied how it would feel like with magic and some toys.”

Twilight blushed deeply. She looked adorable and vulnerable like this instead of like the commanding princess she was supposed to be. Chester nuzzled her and smiled. He kissed her and hugged her tight against him as he walked the two of them to the edge of Twilight’s bed. He fluttered his wings to slow their fall. He landed just as he planned. His shaft was pressed against Twilight’s slick folds.

“A real stallion is always so much better. I’m surprised you don’t have your pick of the stallions around here.”

Twilight rubbed against him and gasped. She pulled him down against her and slid his shaft against her vulva and clit.

“Ah, you naughty bat. If I did that, they’d start saying I’m the princess of friendship with benefits.”

He nibbled at the edge of her wing and she moaned loudly. He kissed her while slowly pressing her forward and teasing her opening with each inch of his cock.

“Sounds like you’d have a lot more fun with that title.”

She pulled him in for a kiss. Her horn glowed and he felt a ring of magic take hold of his tip and angle it down. Twilight gasped and broke the kiss as he slid into her. She trembled as his tip stretched her. He resisted the urge to thrust. It was too fun to tease her.

“Are you going to let me do all the work? I know you’re holding back.”

Her horn glowed again. Her magic prodded at his puckered hole. He moaned as it pushed deeper and rubbed against just the right spot.

“Oh… it’s getting hard to hold back with that.”

He nipped at her ear. She let out a cute little squeak right as he wrapped his hooves tightly around her and thrust in hard and fast. He was rewarded with a long, loud moan as she eagerly grinded against the middle of his cock and pushed it in even further. She was tight. She cried out as her climax hit. Her body squeezed him even tighter.

It felt good to take control from a princess. He thrust quickly, pushing in all the way while he bent a wing down to rub Twilight’s slick clit. She pulled him closer and bit down on his mane to muffle her moans as her body eagerly milked his shaft. Twilight was panting as he circled his wingtip over her nub. He was getting close himself. Her magic had gone wild and was vibrating inside him. It seemed to amplify his pleasure, so he thrust in one last time and let loose.

When the bliss finally cleared, Twilight was looking up at him. He could feel the fluids running down his shaft as they dripped from her folds. She reached up and stroked his cheek with a hoof before giving him a slow kiss. She pulled back and massaged his wings.

“Ahh… Applejack’s lucky to have you. I can see why Luna recommended you now. I learned a lot from you.”

“I’m always happy to teach a princess a thing or two.”

“Oh, you. But there’s a few needy mares out there waiting for you. I’ll cast some spells to make sure AJ or Spike won’t wake up to see any of this. Now go and please everypony as much as you pleased me.”