Pip and Cheerilee

The Next Morning, Pip was still fast asleep in Rarity's nice, soft, warm bed. Rarity kept him close and snuggled him while she was sleeping. It was a rather adorable sight to see if anypony was there, but of course, it would ruin and destroy the mood for these two.

Rarity was still in her black socks as she promised the colt last night, and Pip was having his head enjoy the nice texture of them like pillows.

The white unicorn got up and she yawned. She looked at the beautiful morning light from the heaven shine down on her, feeling glamorous as always. She looked at Pip, looking like a baby in his sleep, sighing instead of snoring. "Aww." Rarity said as she smiled warmly. "That is so cute. Look at how adorable Pip looks when he is sleeping." She gently rubbed his head with her hoof. "He looks like an angel." She gently shook him to wake him up. "Piiiiip." she sang in a beautiful whisper. "It's time for you to awake, sweetie."

"Hmmm. Not now, mummy. Tell miss Cheerilee I have a tummy ache." then he tucked himself more under the covers to keep from being woken any further.

Rarity giggled. "I'm afraid, I am not your mother, darling." Rarity replied sweetly. "Now, come on, wake up now." then he rubbed his small body a little more faster to make him listen, but was still gentle on him because she knew he was a nice, and sweet colt.

"What? What?" Pip awoke with a little fright. "I'm up. I'm up." he rubbed his eyes and gave out a small yawn.

"Good morning, sweetie."

"Good morning, Rarity." he replied in a groggy voice. "What time is it?"

"It's nine in the morning."

"Oh. Good." he yawned again.

"So, how did you sleep?" Rarity asked curiously

"Fine. Just fine. And you."

"Like a filly. Do I still look beautiful?"

"Of course you do. Thank you so much for keeping those socks on for me, Rarity. I really appreciate it."

"You are very welcome, Pip. I am glad that I was able to make you happy." then she gave him a kiss on his forehead, leaving lipstick on it, making him blush.

The colt made a foolish chuckle "He he. Yeah, well. You know." Was all replied. "So, I think I should probably go back home now." He got out of bed and stretched his tiny legs.

"Indeed, yes." The she got out of bed as well, and stretched like he did, but she teasingly showed her at him to gove him at least one more piece of arousal. "Oh! and i might as well take off these socks now."

Pip laughed. "Yeah, we certainly would not want anypony knowing what happened.

The white unicorn giggled and replied "oh I agree. What good would it be if it is not private anymore?"

"I know." Then the both had a good laugh about it. Rarity took off her long black socks and put them in her laundry basket.

Rarity asked "would you like me to escort you back home, sweetie?"

"Hmm-mm."

"Wonderful."

Then the door opened and it revealed to be Sweetie Belle. "Morning, Rarity! Morning, Pip!" She said in a squeaky voice.

"Good morning, Sweetie."

"I just thought I might bring you breakfast. Her tray for her big sister had a really charred tower of pancakes and three orange slices. Rarity gave a slight look of horror just looking at the pancakes and how burnt they look.

"Well... Thank you, Sweetie." Rarity replied nervously. "But, keep working on your cooking skills and those pancakes will look magnifique."

"Good. Here you go."

"Oh, not yet. Let me take little Pipsqueak home first."

"Oh, okay. I'll just go to the waffles."

Rarity gave another look of horror. "No!" She exclaimed. Her younger sister looked back, thinking that something was wrong. Rarity didn't want to hurt her feelings, so she said calmly. "I appreciate you being helpful, Sweetie Belle, but I think you don't need to make me anything else. Your pancakes are the only ones I need."

"Aww, thanks, sis." Then she left the room without any interruptions this time.

"Whew that was close. I thought that she might light the place on fire for sure. Oh, don't tell her I said that though."

"Don't worry, my lips are sealed."

"Good. We should probably get going then. Shall we, sweetie?"

"Let's shall." Pip said in a mid-Atlantic voice, then they both had another good laugh.

***

Ponyville was happy as ever on this fine morning. Pip was walking back home with Rarity as his escort. The house was not far from them now. They went down the path and they had a little conversation.

"So, was it fun last night?"

The colt nodded with a smile. "Yeah, very fun. Thank you for all of that. It was delightful."

"You are quite welcome, sweetie." Rarity replied. "Oh come here, let me give you just one more kiss."

Pip blushed crimson red on his face and while pawing at the ground with his hoof, he replied "well, okay. Kiss wherever you like."

Then Rarity kissed him on his cheek this time, turning Pip's head into a tomato. She answered the door and their was Daisymay, the beautiful, and attractive mother of Pip herself. "Oh, Rarity, thank you so much for taking care of Pip for me last night."

"Of course, Daisymay. You are very welcome. He was such an angel."

"He sure is. Well, come on, Pip. I got you some nice breakfast."

"Yay!" he lept. "Bye Rarity. See you soon."

Rarity replied "Au revoir, Pip. Have a good day, and I will be seeing you around too." then she promptly went back to her boutique, humming happily. Pip promptly went to the table and ate his breakfast that his mother knew would love.

The Next Day

Pip was out looking for Rumble, and see if he was any better from the Feather Flu. He knocked on Thunderlane's door, and just as he suspected, he answered it. "Hi, Thunderlane." he greeted. "Sorry to bother you, but is Rumble still sick?"

"Hey Pip. Don't worry, you're not bothering me at all. " Thunderlane greed him in return. "And, yeah. Sorry, Pip. Maybe tomorrow, or the next day after that."

"Oh. Okay. And, can you tell Rumble I said hello for me again?"

"Of course."

"See you soon, Thunderlane."

"Bye, Pip. Stay safe."

"I will." Then the colt trotted down the road again as Thunderlane closed the door, going back to helping his ill sibling.

Meanwhile the colt was looking at a couple of other mares from far away. Lyra, Cloudchaser, Diamond Tiara, Bon Bon, Flitter, much more. "Oof!" Then he suddenly bumped into somepony by mistake.

He stopped himself from getting dizzy and looked to see who was on his way. His eyes opened and it was Cheerilee, his teacher. She was just lifting a bag of groceries back to her house. And was easing the pain in her head from the impact.

"Miss Cheerilee!" Pip exclaimed in worriment. "I'm- I am so sorry I didn't know you were- i mean-"

"It's o,ay, Pip." She replied to him in a motherly and kind voice. "That was my fault. All me. I can be quite a klutz when it comes to things like this." She made a small laugh. "Oh my. So where might you be heading?" She started picking up her groceries and the colt gave her a little helping hoof.

"Well, I was planning on playing with Rumble today, but he's sick with the feather flu"

Cheerilee had a look of sympathy on her face, "oh, the poor dear." She said. "I am sorry to hear that."

"It's alright. I'll see if the cutie mark crusaders would like to play with me."

Cheerilee smiled again. "That is good to hear."

"Right. I might as well be going now. Nice seeing you again miss Cheerilee."

"Wait!" The teacher said. It sounded like he wanted to scold Pip for something that he doesn't know about.

Pip then turned back around. "What is it, Miss Cheerilee?" Then he had some thought. "Am I in trouble? I said I was sorry for bumping Into you, but it was an accident-"

Cheerilee soothed him "oh Pip. You're not in trouble. I was just asking if you wanted to spend a little time with me, that's all."

The colt felt relieved and stupid for being a little dramatic and over zealous with that little panic attack. "Sorry for freaking out. You just kinda scared me back there."

"It's alright, and I'm sorry for kind of yelling at you. So, would you like to spend some time with me? You don't have to if you do not want to. I... Just thought that I should have a little company with me. You know, I am happy that you kids get your summer vacation, because you all deserve it for your hard work and learning. But, it can get a little lonely."

"Oh. I guess I can come with you. I mean, there's nothing else fun for me to do, right?"

Cheerilee smiled "good point. Thank you so much. I promise you that we will have some fun together."

"I know. So, what should we do first?"

"Well... How about the zoo maybe."

"Yeah, I love the zoo."

"Perfect." Then they went down the road to their destination.

"Oh, wait." Cheerilee remembered. "I need to put my groceries back in my house. I wouldn't want to carry them in the zoo. Pfft, that would be silly."

"Oh okay. Is it far from here?"

"Nope, it's closer than you think." Cheerilee replied. "So, I promise you it will be fast."

"Alright. Let's go." They went to Cheeriles's house and thought it looked rather nice. The interior was rather beautiful and had a few plants inside, great and small. "Wow. This is really nice, Cheerilee." He complimented her.

"Thanks. It's nice, isn't it?"

"Yeah."

"Perfect. Let me out these in the kitchen and we'll be off to the zoo, okay?"

"Okay." Cheerilee did what she told him she would do, and place her groceries on her table for later. then they happily went to the zoo this time. While trotting, Pip said "so, Miss Cheerilee, I wonder, not that I don't like being with you, but why ask me to hang out with you."

Cheerilee smiled at him "well, please don't tell all the other students this, but you're my most prized and favorite student."

The colt started to feel more special and was rather touched by the compliment. "Really? You really mean that?"

"Of course. Ever since I saw you with your work, I was so proud of you, especially the time you became the new class president when Scootaloo, Applebloom, and Sweetie Belle got their cutie marks."

"Oh yeah. I remember that."

"And besides, how can I possibly turn down a sweet and adorable colt like you?"

The colt blushed again. "You think I'm... Cute?"

"Of course."

Pip realized that this might be getting somewhere, something similar to him and Rarity's.... Experience together. "Ohh. We're hear." She looked and he was correct. It was as if time had fast forwarded a little.

"Well, that was fast." Cheerilee said in slight confusion. "Oh well. I'll pay for the fee."

"Gee, thanks." Then the purple earth mare went up to the counter and paid for her and Pip to get in the zoo and the both promptly stepped in the grounds.

***

Cheerilee and Pip sat on a bench in the park. They both had a good time at the zoo, and were a little tired from all that walking around the place.

"So, did you have fun, Pip?"

"Yep. That was some good information about those animals in it. You know how to not make learning boring."

The purple earth mare giggled. "Oh thank you, sweetie. I'm always happy to have a fellow student of fine with me."

"So, what do you think we should do next?"

Cheerilee had a thought. Then a peculiar smile grew on her face.

"Miss Cheerilee?"

"What? Oh, sorry. I just thought of something."

"Really?" What's that?"

"Why don't we have a little more... Bonding together? Hmm?"

"Bonding?" He said a little confused. Then he realized what she meant, and thought of Rarity again. He really loves this new feeling and activity, and was more than excited to do it again. However, he was also worried that Cheerilee might abuse him a little.

They both went inside, and the colt war really happy to be smelling the nice, smell of the plants and female scents. Cheerilee closed the curtains from her windows so that nopony could see and intrude on their little bonding together "Now, come on up to my room, sweetie. I want to show you something."

"What's that?" Pip asked, pretending not to know what this "Surprise" was.

"You'll see when we get up their." was all she answered to him. He followed her to her bedroom like she told him to. He stepped inside and he didn't really see anything, or so he thought at first. He heard Cheerilee closed the door and locked it, then closed the curtains on her bedroom window.

"Okay, now what?"

"now sit on the bed." she said gently. Then the colt walked over and sat on the nice soft mattress. "Good, now." then she seductively licked her lips with bedroom eyes. "Let me show you something beautiful that you will enjoy. She did a few sexy poses, and she saw his colthood slowly getting bigger and harder.She showed him her beautiful ass, and his hardening was complete. She giggled as she noticed. "Do you like what you see, sweetie?"

"Yeah. I do." hearts formed in his eyes.

"Good." then she crawled over to him on the bed, and gently touched his colthood. "Hmm. Such a cute little penis you have there, Pip."

"Thanks."

Then he felt her gently sliding her tongue around the tip of the head, ad he gasped with pleasure. "Oh! Cheerilee!" he exclaimed, gritting his teeth. "That feels good."

Pip felt him engulf his colthood in her mouth and felt the nice warmth of her tongue inside. The colt moaned in pleasure and sat back to enjoy this while looking at her beautiful ass. It was nice as ever for a mare to give him this.

"Miss Cheerilee, I- i'm cumming!" he exclaimed.

The purple earth mare slowly let his cock out. "It's okay Pip, just try and hold it in." she zoomed her face close to his right ear, and whispered. "Just hold it in."

"Okay. Hnng!" the colt was trying so hard to let it in as Cheerilee continued her blowjob on him. The pressure and pleasure was killing him and his was starting to sweat. "Miss Cheerilee! Ah!" Then Cheerilee let his colthood go again, and he came right in her face like a squirt gun or a hose. Cheerilee souped it all its her tongue and swallowed it down. He panted when he was finished. "Sorry, Miss Cheerilee. I tried to hold it in, but-"

"Shh." Cheerilee gently pressed her hoof on his mouth. "It's perfectly okay, sweetie." she cooed. "I was just teasing you." Then she kissed her on the head with a cum spot on her lip. She licked it off then swallowed it down as well.

Pip laid on his back. "I loved it."

"Good. Now, I think it's your turn to make me happy." She turned around, lifted her tail, and showed him her hoo-ha. His colthood became hardened again she giggled at his reaction when she noticed. "Go on, pent rate it."

"Okay." Then he slowly trusted himself inside his own teacher. She gasped with pleasure and breathed heavily. He slowly trusted on and on and was enjoying it

"Oh yesss!" She exclaimed. "Yes! That's it." Then she stuck her tongue out while trying to relax in this sensation. "Faster, Pip. Faster!"

Then the colt did what she told him to do, and went a little faster this time. Then he ejaculated again on her wet pussy, and Cheerilee came her own happy juice, and exclaimed at the same time. Cheerilee panted from all that ecstasy, then Pip exited out of her to catch his breath.

"Did I hurt you?" He asked

"Of course not, sweetie. That was amazing." She gently pulled him in to snuggle. "I never knew you can help a lady be so happy. For that, I will give you an A plus in the next year all nine months. Then she gave him a kiss on his lips.

"Thank you."

"Of course. You are my favorite student after all."

"I might as well be getting home now. I probably don't want my mum and dad to worry about me."

"Okay, but, can you please stay with me a little longer? Please?" She begged with puppy dog eyes. How can Pip say no to that? Cheerilee is his favorite teacher after all.

"Well, alright. But just for another thirty minutes, alright?"

"That's fine. Now come here." Then they snuggled together on the bed.

Author's Note

So so so sorry of this was late, but here it is.