As if it were on cue, Anon heard the school bell start ringing signifying the end of classes. Not even a few seconds later, the little fillies and colts started bolting out of the building. Anon decided to wait a few minutes in case one pony or two stayed behind to ask Cheerilee a few questions.

Analyzing the many small ponies as they trotted further away from the school, they seemed to be a little hyperactive this time around. He hoped they didn’t cause Cheerilee too much trouble. Once he pretty much concluded all the ponies had left, he decided to start sneaking his way to the building.

“Hmmmm, alright no one seems to be noticing me,” he said to himself.

Once Anon made it to the school, he quickly peeked through one of the windows just to make sure Cheerilee didn’t sneak out without him noticing. He was able to spot her at her desk arranging some paperwork. He slowly then made his way to the door and could hardly contain himself. Anon then casually pushed open the door and walked into the classroom.

“Excuse me, I have packages for Miss Cheerilee?” the human said with a smile, catching the mare’s attention. She looked up at you and was caught off guard by your unexpected presence.

“Oh Anon?! W-what are you doing here”?

“I thought I'd drop by for a visit and see how my favorite teacher is doing”. This comment caused the pony teacher to blush.

“Aww how thoughtful of you…..um are those for me”?

“Yes ma’am. I thought it would’ve been nice to give you something, especially if you might’ve had a long day. No need to thank me,” Anon said with a wink. Cheerilee’s blush was almost becoming visibly noticeable.

“Oh my these flowers smell amazing! You sure know how to make a mare feel like she’s special….well how was your day?” she asked while putting her gifts on her desk.

“Quite the adventurous one, especially exploring all over town getting your stuff. Also I got trampled by Pinkie but that’s just normal at this point. How about your day, the kids behaving”?

“For the most part, yes. One young filly was being a little disruptive and was causing some drama with other students. Other than dealing with those young ponies, I’m just ready to go home for the day”.

“Quite the rough day, huh? Well it seems like I did the right thing bringing you some gifts,” Anon said chuckling.

“Really though, I can’t thank you enough for this. You’re an amazing friend, Anon,” Cheerilee said walking over to Anon and giving him a hug.

The two exchanged more words, laughs and hugs. They shared the cupcakes Anon had picked up from Sugarcube Corner. About an hour passes as the sun continues to make its way towards the horizon. Anon takes note of this and informs Cheerilee.

“Sun is starting to lower down, wanna go grab a drink or two?” Anon asked.

“I think I’ll pass tonight, I just want to be in the comfort of my home. But if you want to hang out, you can come with me to my place”?

“Fine by me, do you need help getting your stuff”?

“Yes, if you could be so kind to do so”.

Once the two made their way out of the school, they both made their way to Cheerilee’s place. Anon had been there a few times before, mostly for poker and movies. It was halfway across town, hopefully no ponies would call them out and start making assumptions about them being together. That would be the last thing Cheerilee would want. Fortunately for the two, no one seemed to bother them.

The two finally arrived at Cheerilee’s house, it was a relatively average sized house. It can easily fit more than one, but Cheerilee seemed to enjoy having all the space to herself. As the mare searched her satchel for her house keys, Anon was eyeing her body. To Anon, Cheerilee had quite the body for a pony. Smooth curves, a well-defined posterior and child bearing hips. She was basically that one hot high school teacher that every male student crushed for. But Anon wondered if Cheerilee ever took notice of her own shape. Did she take pride in it? Does she exercise her body to make it more unique? All these questions flowing through Anon’s head as he continued to gaze over the mare next to him. He was too busy observing to even notice that Cheerilee had found her keys and is looking at him with a confused look.

“Ummm Anon? Are you alright? You’re looking at me like there’s something wrong”. This question caught Anon off guard and he almost panicked. He wondered if she caught him staring at her ass. He had to think of a response quick.

“Uhh, oh I’m sorry. I was watching this mosquito that landed near your cutie mark. I was about to smack it off but then that would’ve probably been rude of me not letting you know. I also debated myself since it would’ve looked as if I was smacking your ass. I didn’t want to give off the wrong idea. I was actually about to point it out to you before you caught my attention,” Anon said practically starting to sweat. Even though Anon’s claim was mostly a lie, there actually was a mosquito about to suck blood from Cheerilee.

“Oh wow! That’s a big one! Don’t worry dear, I got it,” the mare said as she suddenly smacked her flank with her hoof. The impact caused her butt to shake. Anon witnessed this and he almost felt his crotch start to tighten. “Well with that little insect out of the way, shall we go inside”?

“After you, miss,” Anon said holding the door for Cheerilee.

“Why thank you sir”.

Once the two entered the house, Cheerilee threw her stuff on the counter in her kitchen and she made her way to her couch. Anon followed and sat down next to her. A few moments of silence, Anon was looking around the room and his eyes spot a frame that shows a picture of what looks like Cheerilee.

“Hey is that you in that picture over there”?

“Hmm? Oh yeah that’s me alright heh...I had crazy hair back in the day”.

“It totally looks like you were rocking an 80s hairstyle,” Anon said as he got up to get a closer look at the picture. “Oh yeah this is totally you if you were around during the 1980s. Seems like you were jamming to some tunes in this picture”.

“The 1980s? I assume that’s a time period that humans recall”? Equestria’s calendar never really tracked the years as it’s just the seasons that’s widely used. It never made sense to Anon whatsoever.

“Oh right, you ponies don’t track years. Well to give you a perspective, the current year for humans is 2019. The 1980s was basically 30+ years ago. It was a time period that was very interesting. The music was very poppy, the Soviet Union was starting to fall, climate change was starting to become well known, AIDS was spreading like crazy. It was a very weird decade. I just mentioned your hairstyle having an 80s look because that’s how pretty much almost every female musician in the 80s kinda looked”.

“Well that picture of me was taken many seasons ago. I guess that means ponies are kinda behind in terms of hairstyles,” she said with a giggle. “But did almost every female musician share the similar style like me in that picture”?

“For the most part, yes. Not all however, but there was a wide variety. It wasn’t just women, men had a similar look also. Just don’t even get me started on the catchy tunes they would produce”.

“I’m actually intrigued by the idea. Do you happen to have some of the songs on you”?

“I mean, I can play some off my device. But don’t blame me though if one of these songs gets stuck in your head”. The device in question was a phone Anon managed to still have on him. Since Equestria has no service, all Anon can really do is play songs or games he’s already have downloaded. Equestria does have electrical sockets however, so Anon has been able to charge his phone when needed.

Cheerilee just laughed at Anon’s comment “Haha, they can’t be that catchy”!

“Ohohoho you’d be surprised. Trust me on this”.

The two exchanged laughter for a few seconds as Anon started to scroll through his device looking for his 80s playlist. One thing was certain that this night would most definitely turn out to be a blast from the past. Anon found the playlist and hit shuffle play. The first song that comes on was Depeche Mode's Just Can't Get Enough.

"Ohhh god damn it...," was all Anon thought to himself as the signature synthesizer starts playing.

Author's Note

I promise next chapter won't be just constant 80s references. I have ideas for skipping that filler content anyways. Next chapter will start to get pretty naughty.

I'm sorry for the delays on these chapters, been busy as of late but I'm still working on this when I have the time, don't worry.

Also for any Depeche Mode fans who finished this chapter, just know that I have nothing against the group.