Chestnut and Apples

Chester stepped out into the sitting room. His shaft was still wet and dripping from his fun with Twilight as it swayed at half-mast below his belly. It sounded like Twilight’s friends were eager for his attention, so he didn’t take any time to clean off. Rainbow Dash threw another log on the fire as he approached. She looked up at him with a smile.

“There’s our stud. Starlight gave us a little peek into how things went with Twilight. I have a few ideas that might make this a little faster for those of us who are less shy.”

A large cushion had been placed in the middle of the room. Rarity sat on top of it and fluttered her eyes and gave him the look. She knew how to use the little expressions that said a lot. She motioned to him as she swayed her silky smooth tail just enough to give him the slightest hints at what was beneath.

“While Rainbow gets ready, why don’t you start with me? Be a darling and show me what a proper courtesan can do. I’m sure you learned how to make this graceful.”

Chester smiled. She reminded him of many of the richer clients back in Canterlot, but she had a certain authenticity that they lacked. He straightened his stance, giving her a good look at his cock beneath him as he stood close to her.

“Such a refined mare deserves the best. How may I serve you tonight?”

She laughed softly as he bowed.

“Why don’t show a lady the proper attention? I could use a little massage to loosen things up.”

Rarity stretched out her body. She was so smooth and glossy. Her tail lifted, showing her tight, wet opening. Her clit winked, and Chester’s pre dripped onto the floor. He leaned down and rubbed her back slowly. She moaned and arched her back. Her tail flicked against his tip, but she held him back when he tried to lean in.

“Wait until I’m ready. Ahh… you really do know how to use those hooves. Keep going, but a little higher.”

Chester massaged and stroked the beautiful unicorn. His worked his way up to her shoulders. As he leaned in, she pressed her flanks up against him, pinning his shaft up against his belly. She moaned as the massage continued, but she kept rubbing against him in just the right ways to tease him. His shaft was flaring when he finally paused. Rarity smiled back at him.

“You’re nice and ready now. Time to give you what you’ve been waiting for. And looks like Rainbow Dash is ready to join in.”

Rarity leaned forward and leaned into a pillow while lifting her flanks into the air and pressing back until she was grinding against Chester’s tip. He had to grab her around the waist to steady himself as she slid his entire length in. He felt something behind him and a set of hooves squeezed his haunches as he felt something slick and hard poke at his hole.

He looked back. Rainbow Dash had a feisty smile. He didn’t have a good angle to see all of it, but she seemed to have some double-ended strap-on. She bit his mane to steady herself and thrust in deep. Chester moaned as the the fake shaft filled him.

“Been wanting to do this for a while,” Rainbow Dash said. “It feels good to play the part of the stallion.”

Rainbow Dash held him tight and started thrusting wildly with the toy. She moaned as the other end of it pressed against her each time she took Chester.

“Don’t get distracted by her,” Rarity said. “A professional should be able to keep going even with some sexy distractions.”

Chester tried to match Rainbow Dash’s rhythm, but she was going too fast. Each time he thrust into Rarity’s soft and inviting folds, Rainbow Dash would thrust twice into his tight hole. The toy kept hitting just the right spots, and he was slick with pre as his flared tip slid in and out of Rarity.

“Mmm… nothing could distract me from such an elegant mare like you.”

He leaned in and nibbled playfully on Rarity’s ear before planting a series of soft kisses. He slipped a hoof lower and circled it around, rubbing it over her firm nipples and her sensitive clit. She pushed back hungrily against his cock as her climax hit. He could feel it ripple through her body as her folds milked his shaft.

“Ah… Chester… harder! Oh! Don’t stop!”

“Ahh… almost there!” Rainbow Dash said.

Rainbow Dash was getting close, but that wasn’t slowing her down. Chester timed his motions in tune with Rainbow Dash’s. The force of her thrusts drove his own shaft deeper and deeper until he let out a skree as his tip flared and his seed filled Rarity.

Rainbow Dash kept pumping her hips against his, causing his seed to shoot out harder and in greater amounts than normal. She bit his mane and made one last series of thrusts before finally stopping. Chester could feel her warm fluids running down the toy as she panted and gasped.

The three of them stayed like that for a few moments as they all caught their breath. Rainbow Dash pulled out first. She gave Chester’s flanks a quick squeeze and rubbed his balls.

“Thanks for letting me practice on you,” Rainbow Dash said. “Maybe I could use this to surprise Soren or Quibble… ahh… I’d better clean up and get to bed. Gotta go practice in the morning.”

She walked off with the huge toy still hanging down beneath her. Chester kissed Rarity’s cheek and pulled out gently before helping her up.

“I hope that was everything you hoped it would be,” Chester said.

“Oh… darling… that was just what I wanted. It’ll be hard to be pleased with my usual choices after having you.”

She pulled him in for one more kiss before trying to tidy up her mane and tail with a bit of magic. She blushed as their combined fluids started dripping down her leg. She hurried off to go clean up.

Chester rolled onto his back and stretched out on top of the cushion in the middle of the room. He spent shaft was slick and messy, but he hardly cared. The air felt cold on it, but he displayed it proudly. The three mares left in the room all looked him over with slightly different expressions.

Fluttershy was sitting on the couch and blushing. She looked away when he tried to look into her eyes. Pinkie Pie was looking messy. She was stretched out and looked as if she had been rubbing herself with her hoof while watching. Starlight was over by a table on the other side of the room, but her smile said that she had been planning and waiting patiently.

“Here, eat and drink these,” Starlight said. “They’ll have you back up and ready for the last few rounds of fun.”

She levitated a glowing white potion and a plate of sliced mango over to him. He downed the potion. It tingled and fizzed as he drank it down, but it wasn’t a bad taste. It was sort of milky and sweet. As he downed it, he could feel a gentle heat in his shaft as it hardened to full size in a moment. The potion left him feeling hungry, so he quickly downed the sliced mango. He usually liked to savor the fruit, but he was feeling a different sort of hunger even more strongly.

“Mmm… thank you,” he said. “Now which of you mares wants to go next?”