Teacher’s Pet: Part One
by BangBear


Trevor was adrift. Today, everyone had something planned that left him home alone for the day. It was cool having the entire house to himself, but there was nothing to do in it, so he sat on the couch mindlessly flipping through the endless TV stations in the living room.

His thoughts wandered, the act more of a meditative experience than a search for entertainment. Voices and music playing mid-phrase for just a second or two before being cut off only for another to take its place. He spaced out for minutes doing this, until a voice from the TV pierced through the veil.

“Mr. Townsend,” an older woman’s voice called. It shook him, his finger keeping on rhythm and switching channels before he flipped back quickly. It was some law show, and after a few characters had a back and forth he discovered the voice belonged to none other than the judge, who was reprimanding the defense attorney for his unorthodox methods.

“Fuckin’ weird…” he thought. He could have swore that was his old teacher. It sounded just like when she was tired of his shit and was about to send him to the principal’s office. She even looked sort of like her. And now his mind leapt back to the thought he had of her when he was trying to put the kibosh on his cock so he could sleep, and how that backfired immediately. 

“Aw, shit, not again dude,” he said, feeling himself stirring. He muted the TV to stop hearing her voice, but it was far too late. It echoed in his head over and over, and each time he imagined an article of her professional wear fading off of her until she was in lingerie, leaning on her desk and looking down at him. Be it throwing water balloons or skating in the halls or some other sort of mischief, he was often at the receiving end of her ire. And that gave him plenty of opportunity to see her leaning over him like that. He never got the sense that she straight up disliked him, though. Just annoyed with his antics. 

“You’re killing me dude,” he said to his cock, now starting to tent his shorts thinking of the sighthound. He didn’t have a strategy to calm himself down this time, the only think he could think of already proving to critically backfire. His hands reached down to pop open his shorts and inspect the damage, his dick sticking halfway out of his sheath. “Alright, this ain’t going away,” he groaned, standing up and turning the TV off. 

Trevor walked up to his room to grab one of his joints, taking it for just a few puffs before heading to the shower. His dick stood at half mast the entire time, a stiffness that was annoying to stand and walk with. The shower helped distract him from it a bit, the warm water soaking his hair and fur as he got a deep, full-body clean. 

Once dry and wearing fresh clothes, he grabbed his board from his room and headed out the door, riding down the hill towards his old school. Summer school was in session, but it was ending soon. At least that’s what he figured, basing the guess off of his own schedule from years ago. The wind rushed through his hair as he guided his board along the road, the decline making it little more than a steering exercise for most of the ride. 

Once he arrived, he saw some students gathered outside the school and more exiting the building, proving his theory. Hopefully she was free now, he thought, only just now realizing he didn’t even know if she still worked there. “Damn, you didn’t let me think this through, huh?” he thought to himself about himself.

He rolled around the building towards the main entrance, hopping off his board and kicking it up into his hand mid-stride in one well practiced motion. He made his way past the sparse students to the school’s welcome desk, his pace slowing as he looked around and reminisced about his 3 years here.

The attendee at the front desk looked him over with a raised eyebrow. He was far too old to be attending this school, and far too young to be a father of one of the students. Perhaps a sibling?

“Can I help you?” the bird asked.

“Uh, yeah, does Mrs. Coolidge still teach here?” he asked.

“No.”

“Ah, damn. Do you know where she works now?” 

“She works here. She’s the Principal now.” His ears perked up.

“Oh, wow, really? Huh, she really moved up. Is she here today?”

The attendee nodded. “What’s the purpose of your visit? Are you a relative of one of the students?”

“No no, it’s a personal visit. I used to go here like 5 years ago. Trevor Townsend.”

“One moment.” The bird picked up the office phone and tapped a few of the illuminated buttons, and after a brief silence she spoke up. “Principal Coolidge? You have a visitor. No, a former student. Trevor Townsend. Yes. Yes. I’ll send him up.” She hung up the phone and turned to direct him, but he’d already started walking towards the stairs.

“I already know where it is, thanks!” he called back to her. He made his way up the steps to the second floor and walked through the winding halls towards the office, the path almost as familiar to him as his own home’s halls. The door to her office came into view. Before he entered, he took a moment to look at the plaque on beside it. Mrs. Coolidge, it read in golden letters on a black base. It put a smile on his face.

The former student knocked on the doorway and poked his head into the office, seeing his former teacher sitting opposite the large desk. She didn’t look all too different, the years being fairly kind to her. “Heeey, Mrs. C! Or, Principal C now,” he chuckled.

“Hello, Trevor. Come in, have a seat. Quite an unexpected visit. Are you here to replace my dry erase markers with permanent again?” she asked as he entered and sat opposite her. He laughed nervously.

“No, sorry. Just figured I’d pay a visit. It’s been years since I was here. Looks like you did pretty well for yourself.”

“Hmph, after the shit I had to take from you I think I earned this position,” she said with a laugh. 

“Yeah, sorry for all that. I was kind of a dick to you.”

She waved her hand dismissively. “You were just a kid. No hard feelings. Hopefully you’ve straightened out since then?”

“Mhm, I’m actually in college now.”

“Oh? Studying what?”

“Graphic design.”

“Very good. And I’m guessing you got all your urges out on me? That’s not something they tolerate past high school.”

His cock throbbed at her wording. Not quite all of them, it seemed. “Uhhh... yeah, mostly.” He brought his board over his lap, using it like a makeshift armrest as his physical cover story.

“Mostly?”

“Uh, some high school stuff, yeah, but that got old. I did pretty good in high school.”

“Ah, good. You must have, if a college let you in.”

“How about you?” he asked, noticing there wasn’t a ring on her finger anymore. “How’s life with Mr. Coolidge?” It was faint, but Trevor caught her face saddening just a hair.

“We… Things are complicated.”

“Oh, sorry. You two always seemed so happy together.”

“We certainly were able to keep up appearances, but even back then there were problems.”

Trevor felt especially guilty for the pranks he pulled now. “Shit, I’m sorry.”

“Langu-” she caught herself and laughed at her reflex. “Sorry, old habits. You’re an adult now.” 

“Hah, it’s cool, I get it. Still ‘Mrs.’ though?”

“Legally, yes. Plus, it just looks better as a principal. Old biases in the system are hard to shake. At this point I don’t know if papers are even worth the effort.” He nodded his head.

“Well despite all the shit you must have gone through over the years, you still look good.”

The older woman blushed. “Oh, thank you very much, Trevor. That’s very kind.”

“Please, I’m just speaking the truth. No need to thank me, thank yourself for holding it together.”

She smiled. “Well, thank you anyway. I’m just about done with work for the day, would you like to come over for some coffee to catch up? Familiar as it is to you, my office isn’t exactly comfortable.”

Well that was fucking easy, he thought to himself. “Oh? Yeah, that’d be cool actually.”

“Wonderful, I’ll be just a moment. You can wait here if you’d like, but I’ll need to concentrate.”

Barely even said hello to her and he was already invited inside. Maybe that husband problem was really getting to her. Either way, fucking score. About 15 minutes later, she finished her typing and clicking on her computer and shut the machine down. The lithe principal stood from her chair and collected her bag from the hanger. “Ready to go?” she asked, Trevor hopping up from his seat. Obviously she’d noticed his growth since he was her student, but it was much more clear to her now that he was taller than her. “You’ve grown quite a bit.”

“Yeah, I’m a big boy now,” he joked, the principal smirking at him flexing his arms.

“Well, let’s go then. My car’s in the back.” She lead him back through the halls to the parking lot, her reserved spot right by the exit. The locks kachunked open, and Trevor placed his board on the floor in the back and sat in the passenger seat.

“Long drive?”

“Not particularly,” she said, pulling out and joining the road. “How’s your sister?”

“She’s good. She’s out shopping with Sophie today. We all hung out the other day.”

“Oh, Sophie was a great student. She tempered your impulses. I’m glad the three of you are all still friends. I feel like you and that girl were the angel and devil on Alissa’s shoulders.”

Trevor laughed, thinking back to what they actually got up to that day. “I think we’re all each other’s angels and devils.”

“Sophie a devil? I can’t imagine it,” she said incredulously.

“Just a little bit. She’s definitely the best of us though.”

“She certainly had the best grades. What are those two up to now?”

“Liss is living a few hours up north with Dad. He got a long contract there that he needs to be nearby for so he grabbed an apartment. She decided to move with him. She works at a coffee shop or something.”

“Oh, and your mother’s all alone?”

“I mean, I’m staying there for my break right now. And it’s only temporary until that job’s done, anyway.”

“So how did you and Alissa hang out with Sophie the other day?”

“Oh, she came down with Dad a day after I got back home. Sort of a reunion thing. We’re all back in the house for a while.”

“I see. And Sophie?”

“She’s taking time off to herself. She got into cooking and baking and some other stuff. She’s getting pretty good.”

“No college? She was so bright I imagined she’d go into finance or something.”

“Nah, she never mentioned school.” He never put much thought to it, but their teacher seemed concerned. As if it was a waste for her to not get into further schooling. She didn’t want to press the issue further for now and ceased her questions there. 

Trevor was tempted to look her way during the drive, but with his board in the back he had nothing to conceal himself with if biology did what it does. So far the conversation helped distract him from his demons, but in the silence it took concentrated effort to keep them at bay. Especially with how he imagined her tits were probably bouncing from the bumps in the road.

Thankfully it wasn’t long before she pulled into her driveway. The slender dog stepped out of her car, her shoe clunking on the sidewalk. Trevor followed and grabbed his board from the back, tucking it under his arm as he followed her inside. The alarm on her car chirped on.

“Make yourself at home, but leave that by the door,” she said, pointing to his skateboard as she welcomed him inside her house. “I don’t want you messing up my nice floors.” She set her bag on the coat hanger and made her way to the kitchen, starting up her coffee maker. Trevor took a seat at her dinner table, sans board. “”How do you take your coffee?” she asked.

“Uh… I don’t.”

“Oh.” She sounded a little disappointed, and he picked up on it. “I’ve got water and…” she opened her fridge. “Orange juice?”

“You know what? However you like it, I’ll take it. Gotta start some time, right?”

She chuckled. “Are you sure? I like it pretty strong.” He nodded at her, and she raised both brows. “Aaalrighty then, Trevor.” Reaching up into the cabinet, she produced two identical mugs. The smell of a fresh pot gently wafted through the air as the black beverage filled the glass pot below. Trevor expected her to grab some milk and sugar after pouring it into the glasses, but she brought them straight to the table instead.

“Just… black?” he asked.

“Just black.” She sat adjacent to him and took a sip herself, unfazed by the temperature or the extreme bitterness. 

“I’ll wait for it to cool down, I think.”

“Sure, but it’s best when it’s hot. It won’t get any less bitter, either.” He eyed the glass again, figuring he might as well give it a try as is. His fingers wrapped around the loop of porcelain and brought it up to his lips. It was REALLY hot, but it didn’t quite burn. He opened his mouth and let the drink touch his tongue, his face scrunching up immediately. He sputtered, the drink almost splashing out of the cup as he roughly set it down on the table again.

“I warned you,” she said, smugness radiating off her as she took another drink from her own glass.

“I just need some practice.”

“You could always put some creamer in, if you wanted.”

“That might help,” he chuckled. She stood up and grabbed some French vanilla creamer from her fridge to pour into his glass. The black lightened to a more mellow brown, added much needed sweetness, and it served to bring the temperature down to a more comfortable level. 

“Try it now.” His lips met the new concoction more easily than before, and it was much more agreeable to his palate. 

“Oh, much better. I can see why people would drink this,” he joked. “So, when did you upgrade to Principal?”

“It was about a year and a half after you all graduated. Principal Haley retired and gave me the position, nothing dramatic.”

“Congratulations, anyway. Haley didn’t like me much.”

“No, he did not,” she laughed. “Sometimes I’d get an earful just for sending you for him to deal with.” 

“Shit, you really took it from both sides, huh?” Why the fuck did I say it like that, he thought immediately after. She laughed, but he wasn’t sure if she caught his accidental double entendre. 

“Yes, I really did.” She took another drink from her mug. As she did, he took the opportunity to look her over. He had the table obscuring his lower half, so it was safe to risk it, he thought. Some of his other, younger teachers caught his eye and his fantasies when he was in that school, but never Mrs. Coolidge. She was fairly thin, but not unhealthily so. Her breed just had long, slender builds. And despite her chest being only just above average size, they looked a lot bigger than they were due to her frame. 

Further research was required.

She set her mug down on the table, and he turned the attention of his hidden eyes up to hers. “So, why come see me now?” she asked, getting straight to the point.

“Why? Well, I figured I’d come and catch up.”

She shook her head. “That’s not the real reason. You’d sooner pick your gym or science teacher. Why me?” Her slightly wrinkled fingers gently touched on the rim of her coffee cup from above and twirled it back and forth. Her eyes were glued on his, and despite not being able to see them, she knew he was struggling to come up with an answer.

“I mean, they were cool, but…”

“...But?” Her chin rested on her other hand, propping up her head as a sly grin crossed her lips. He felt like he was walking into a trap, but there wasn’t a clear path out of it. All he could do was step forward.

“But… they’re not what I was looking for.” The grin on her aging face widened immensely and her eyes narrowed to mere slits, and despite them being the same sitting height, he felt like she was looking down on him from 10 feet above.

“Aaaah, so you wanted to reminisce with a woman, hm?”

Did she really tease that out from his words, or was she playing a game with him? After the split second he took to think that over, he realized that even if it was a guess, the slightly too long silence and the barely noticeable shift of his weight in his seat spoke the truth where he searched for a lie. He searched for words, but when they failed, he admitted defeat to himself with a chuckle, reaching for his coffee again. “Yeah…”

“Interesting. You had enough teachers half my age to pick from. So again, why me?” 

He felt the walls closing in. Sure, he wanted to fuck her, and he was already in her house, but he’d pictured it going different than this. More suave, more rizz, more… hunky pool boy. Instead he was getting stripped down with a series of precisely placed ponderings. And she seemed to do it so easily.

Trevor started with a sigh, his fantasy of wooing her with his words smashed. Trevor decided to get to the point. “I… I had a dream about you the other day. A daydream,” he started.

“Oh? Go on.”

His heart thumped in his chest under the interrogation. “About a week ago when I first got back into town I couldn’t sleep because, you know, the little guy didn’t wanna stay a little guy.” He paused for a moment to see if she was put off by the subject matter, but she was as unbothered by it as she was her drink. “So I tried to think of something to turn me off.”

“And I came to mind?”

In a panic he brought his hands up and shook them no along with his head. “No no, that’s the thing, it didn’t work!” He froze up, realizing the implications of his defensive blurting. 

“Oh, veeeeery interesting. So,” she stood up from her chair and started pacing around him slowly, starting from his right. Her shoes clacked on the wooden floor. “You were being kept up by your… instincts, as often happens with young men, and instead of relieving yourself manually, you tried to think your way out of the situation.”

He didn’t turn to follow her around him, letting her pace as he slightly shrunk in on himself. “Y-yeah…”

She was behind him now. “And what came to mind for you was your oldest middle school teacher?” She punctuated the age remark by leaning in closer to his left ear, her voice lowering. 

“...Yes…”

“And, if I’m to interpret your words correctly, not only did these thoughts not help, they made it worse.”

He swallowed hard. This was more tense than any trip to that office he’d taken before. “...yes…”

“Speak up, young man. I can’t hear you when you mumble.”

“Yes!” he practically shouted.

“I see…” She stepped in behind him now, leaning her chest against his upper back while her hands wrapped around his chest. Trevor inhaled sharply, her head just barely out of view. He was terrified of what her next question would be. Rather, how specific it would be. He was compelled to the truth now, it felt. The whole truth. If she asked what he did next, he might just tell her exactly what he did, and with who.

“So… Trevor Townsend.” Her hands slowly snaked down his torso to between his legs, feeling the throbbing stiffness underneath.

“Did-”

Oh no.

“-you-”

Here it comes.

“-act on it?”

Sanctuary! A yes or no question! He could handle that!

“Yes!” His cock throbbed under his pants unto her hands. He was in the clear.

“How? Tell me aaaaaall about it.” 

Why why why why why why why.

His brain went into overdrive momentarily. This could not get out. 

“I used a toy.” He said it with the same stability, cadence, and confidence as the rest of his truths so far. And, so long as he took the degrading stance of talking about his mother like a toy, it wasn’t technically lying.

“A toy? That’s much more effort than just a hand. I suppose you really enjoyed those thoughts.”

“Yeah…” He tap danced through a minefield and made it out with all his limbs. Finally, he was in the clear. Her palm rolled over the peak of the tent in his pants slowly, massaging him through the fabric as he hissed. “Fuck, Mrs. C…”

The principal chuckled. “Oh… I bet you’re dying to.” He almost came right from that, his breath shallow and sharp. She laid off his member by pulling her hands back up his chest and then to his shoulders as she stood upright. “Hm… how about I slip into something more comfortable? These work clothes are a bit stuffy,” she suggested, squeezing his shoulders.

“Y-yeah, sounds good…” he huffed, panting in his seat. She stepped away, fingers trailing down his shoulder until she was too far to reach and lifted away. He could still feel their lingering touch. 

“Wait here for me, I’ll only be a few minutes...”