Lovely Misadventures

"Yes! Yehehehehesss!" Cheerilee screamed as she bounced up and down on my rock hard stallionhood.

"Mmm yeahhh, how's my favorite student holding up?" I cooed. "I hope I'm not to much for you, little lady."

Oh fuck that feels good! She's not quite as tight as Applejack and she's much lighter and softer. I can actually squeeze and squish this cute little ass, she's so soft. Probably because her line of work is more on the white collar side. I imagine that teaching kids isn't as strenuous labor as bucking apple trees and toting fully loaded carts around. Not that I'm complaining, she's easy to lift up. In fact...

"Whaa!" Cheerilee gasped as I stood up from the chair and plopped her down on the desk.

"Shh shh shh, don't you worry, Mister Finz will be gentle." I whispered in her ear before I proceeded to push in and out of her sopping wet marehood. I want to look into her eyes when we cum and her lying on her back is the perfect position for that. Holy shit have I wanted to bang a mare over a desk in the worst goddamn way. Maybe I can bring her to my store and I can make love to her in my office. Make love...I think I love her.

"Daddy, yes!!" Cheerilee screamed.

She said "Caddy", right? Ohh, she better have.

"Yes, give it to me, Daddy!!"

I don't like that. Stop it.

"Make me your girl, Daddy!"

"Okay, that's enou-OOOOHHH!!" I yelled as I started to cum.

I decided to express my discomfort with what she was calling me through actual dialog rather than narrative. This story's in first pony, my point of view, nopony can read minds here. Problem is when I pulled out of her snatch, my condom slipped off while my dick became a fire hose. This could become a really big issue to the point of putting both of our careers on the line.

I was getting jizz everywhere. On the desk, the blackboard, the ceiling, the floor, even all the way to some of the kiddie's desks on every side of the classroom. In this state, it's pretty difficult to control my body and even more so when the floors I struggle to stand on become slippery. Even more still when the mare I just got done making love to tried to stand up and ended slipping and falling on me.

I'm in a really fucked up situation right now. I'm in a goddamn schoolhouse lying in a puddle of my own cum with the teacher laying on top of me. I really wish she hadn't called me that, calling me "Daddy" during sex is a huge no no. I don't get why so many guys like it so fucking much, I just think it's creepy. That's just a crying shame. I really liked this girl. This isn't gonna be easy for either of us.

I feel bad though, the whole time she and I struggled to return to our hooves, I've gotten her all worked up and worried about it. I need to just get it over with and tell her that was a deal breaker. More importantly however, we need to get this mess taken care of immediately. What are ponies supposed to think if they find out their kids' school is covered in spunk? Best that they don't find out at all.

"Cheerilee..." I said firmly to my now anxious and equally and sticky marefriend as I helped her get back on her hooves. "Go home, take a shower and come meet me back here. Got it?"

"O-okay, Caddy." Cheerilee said quietly.

I know it's late at night but with the kind of luck I have, somepony will see me stumbling home all covered in my own seed. At least my dick isn't still out, I guess it could be worse. It could easily get much, much worse if Cheerilee and I don't get cleaned up and get that school taken care of. As quickly as my tired body would allow, I made my way back into my house and stumbled through the door to see my royal friend sitting on my sofa, reading a book.

"Don't ask." I deadpanned before Cadance could even think to say anything.

After a shower that took much longer than it should have, I finally raced back out my door and back to the school where I was to meet my soon to be ex. I didn't have to wait long for her to show up and we wasted no time getting back inside where I made a beeline for the maintenance closet. With much haste, I gathered up mops, buckets, floor brushes and other such cleaning supplies and hoofed one of the mops over to Cheerilee.

"Here." I said. "Neither of us are leaving until we've cleaned this entire school from top to bottom. I don't need some foal stepping in that and ponies starting to wonder how it got there. I assume you don't either. "

Without another word, Cheerilee and I mopped, washed and scrubbed every inch of the classroom whether it was covered in seed or not. Just when she thought we were done, I so graciously informed her that we were to clean the whole facility in its entirety. I don't want a single sperm cell that can be traced to me lingering around here. I don't care how stupid that sounds, we're cleaning this whole place.

After hours of both of us silently cleaning the entire building, we finally finished wringing out the mops for the last time, Celestia's morning sun just peeking up over the mountains to the East. It was when the front door opened and little colts and fillies began filing in that I realized that I'd be taking the day off to get some sleep. Before I leave though, there's one last thing I've got to take care of.

"Cheerilee, can we talk?" I asked, my tone and expression much softer than before.

She just nodded as she and I stepped outside. I feel like shit, I must have made her feel terrible, and now look, I'm about to break the poor girl's heart. I just need to be straight with her and say what needs to be said.

"Cheerilee?" I sighed.

"Yes, Caddy?" She answered, nearly to the point of tears.

"You are without a doubt...the sweetest, kindest, most caring and wonderful girl I've ever had the pleasure of dating."

"I...I..."

"And I don't deserve you. Cheerilee, I'm not trotting back home and leaving you here to think that you're the one with the problem. The one with the problem...is me. If I can't get over something as silly as you calling me 'daddy' during sex, then you need to find a better guy than me. It's my fault, not yours. I'm sorry, Cheerilee."

Before I could turn around and trot back home, Cheerilee wished to make one last request.

"C-Caddy?" Cheerilee sobbed. "Can we just have...one last kiss?"

I was more than happy to oblige. I just took this poor girl's heart and smashed it to pieces over something so ridiculous, I wasn't about to deny her one last kiss. We made it a kiss to remember and finally, I left her to resume her duties as an educator and made my way back home. I wasn't feeling good at all, sick almost. Tears of my own began rolling down my cheeks as I quickened my pace and finally broke out into the galloping, sobbing loser I was. I may never forgive myself.