A/N: So, I am disgusted with myself for letting this go for so long without finishing it. I've gone through a lot of things over the past year or so, and my muse just up and vanished; I'm just now getting everything sorted and such. Hopefully the last chapter will be done within the next week or two, but no promises (I've got a lot planned for it, so we'll see).

Warnings: Explicit Male on Male sex. If this is not your thing, then I suggest going elsewhere.

DISCLAIMER: I do not own glee or any of the actors that portray their respective characters, nor am I receiving any money or wealth from my stories.


I found myself nervous as I walked to Professor Anderson's class. Just as Rachel suggested, I was dressed in my white button down, grey and black vest, skinny black tie, my old warbler brooch, black Doc Martins, and the green and black kilt I had worn to my senior prom. I was dressed to kill, and my outfit combined with my latest assignment would hopefully do just that.

I arrived at class early, as per usual, and sauntered in, trying to hold my nerves in check. A few of my classmates snickered at the sight of my kilt, but I brushed them off; after all, I was most interested in how Professor Anderson reacted. Jeremy wolf whistled and plopped down in the seat next to me.

"Dressing up for the Professor?" he asked, winging at me. I felt my cheeks heat up in embarrassment.

"Perhaps," I replied, hesitantly meeting my classmate's eyes.

"Good," Jeremy replied, placing a hand on my shoulder. "You two need to stop dancing around each other and fuck already."

If I had been drinking something, I would have choked. "Are you serious?" I asked, my expression no doubt broadcasting the surprise and shock I was feeling.

Jeremy just laughed. "Well, yeah. You two seem to have been eye-fucking each other when you think no one else is watching. Half the class has bets for when you two finally get together," he replied, smirking. I stared in awe at my classmate, his words playing on repeat through my mind. I knew Professor Anderson had checked me out a few times, but if Jeremy was right, he was definitely interested. Dear God, I hope he liked my paper. Maybe my Professor had even gotten off from it…

My thoughts were interrupted when Professor Anderson stumbled into the classroom, his normally pristine hair ruffled and falling into his eyes. His shirt was partially untucked, and his tie was stained with coffee. Papers were sticking out of his briefcase, and his eyes were wild, seemingly turned dark from lust. My breath caught in my throat as my Professor's eyes locked on mine, his gaze telling me that, yes, he did want me. Silently, Professor Anderson handed back our rough drafts before taking his place at the front of the classroom. I gulped when I paged through my work and found nothing but the words "See me after class" written in red ink.

I bit my lip. Maybe I was wrong, and the look I thought was lust was actually fury, disgust, or some other vile emotion? What if he hated it? I had dug myself a particularly deep grave and now I was going to lie in it. How could I be so stupid – I was torn from my thoughts when Jeremy nudged my shoulder.

"Class is over, man. I'll see you next time, ok?" he said, winking at me again before walking out of the classroom, the rest of my classmates following him. Taking a deep breath, I stood from my seat and cautiously approached my Professor's desk.

"You wanted to see me, Professor?" I asked, my voice calm and steady despite my nervousness.

Professor Anderson ran a hand through his curls as he turned to look at me.

"Kurt, I think we need to have a talk… about your paper," he said, his voice tight and high.

"Yes, Professor? Was it unsatisfactory?" I asked, fidgeting with my sleeve cuffs.

Professor Anderson blushed and sighed. "I'm not sure I'd say 'unsatisfactory', Kurt. It was more along the lines of explicit," he replied, raising his gaze to mine again. His eyes were still, what I assumed to be, blown out with lust. I couldn't help but blush under his gaze.

"Is that a problem, Professor Anderson? You never did say we had to keep it 'family friendly'," I asked, gaining a bit of courage. My Professor's eyes squeezed shut as he took a shaky breath.

"I suppose not, but fuck, Kurt, it's a little relatable, don't you think?" he countered.

I smiled softly. "I'm well aware of that, Professor. Honestly, that was my intention," I admitted.

As soon as that confession left my mouth, Professor Anderson's eyes snapped open, and he gaped at me. I blinked a few times owlishly and tried to come up with something else to say, but before I could manage more than a few unintelligible squeaks, Professor Anderson had stood up and invaded my personal space, one hand tracing over my bottom lip.

"Kurt," he breathed, "please, say I can kiss you…"

My response wasn't a verbal one, choosing instead to lean in and kiss my Professor, moaning softly when one of his hands fisted into my hair, the other settling on my lower back.

It didn't take long for Professor Anderson to press against me, his cock hard in his pants, his hands roaming my body. Using my Professor's shoulders for leverage, I wiggled my way up on is desk, wrapping my legs around his waist. I moaned loudly when my cock ground against my Professor's, a stream of filthy thoughts running through my mind. When Professor Anderson broke the kiss, his eyes were even more crazed and dark than they had been at the beginning of class.

"Kurt, please," he whined, "let me fuck you."

With a smirk, I pushed him away and sauntered to my school bag, bending down to retrieve the bottle of lube and box of condoms I had placed there earlier this morning. I heard my Professor groan when he saw my ass against the fabric of my kilt.

"Where do you want me, Professor?" I purred, pressing the necessary supplies into his hands.

"You little minx!" he exclaimed, staring at the lube. "You planned this!"

I smirked and wiggled out of my boxers, tossing them aside before bending over his desk. "Well, I certainly hoped this would be the outcome," I replied. "Now, I seem to recall you said something about fucking me, Professor?"

That was all it took for Professor Anderson to fall back into a lust-filled haze. He flipped up the back of my kilt and ran his fingers over the pale skin of my ass, his fingernails digging in every now and then, delivering delicious shocks of pain.

"God, I'm going to fuck you so hard, Kurt," he growled, slapping my ass with the palm of his hand.

"Have I been naughty, Professor?" I asked, wiggling my ass at him slightly.

"Yes," he moaned, slapping my other cheek, "and naughty boys get their delectable asses pounded." A moment later, I felt two fingers rubbing against my hole, pushing in roughly when there was enough lube. I couldn't help the keen that was torn from my throat, for my Professor knew exactly where to touch. I moaned when Professor Anderson chuckled in my ear, his fingers stretching me open.

"You like that, huh?" he growled, his voice becoming deeper and rougher with arousal. "Like to have your Professor's fingers inside your gorgeous ass?"

I moaned for him again. "I'm sure I'd like your cock inside me more, Professor," I replied, breathlessly aching back into his touch.

Professor Anderson chuckled again and pulled his fingers roughly from my ass. I whined at the loss, and was about to look over my shoulder to see what was happening, but one hand pressed between my shoulder blades was enough to keep me still.

A few agonizing moments later, Professor Anderson was spreading my ass cheeks and pushing his length inside me.

"Fuck!" my Professor Anderson exclaimed, his hands squeezing my ass hard. "You are so God damned tight!"

My only response was a throaty moan when he started moving, his cock rubbing against my prostate over and over.

"Feels so good, baby," Professor Anderson moaned. "Wanted this for so long."

"Me too," I admitted, arching back against my lover, forcing his cock deeper inside my body. "Please, Professor, let me ride you," I begged, letting my head fall forward on his desk.

"Yes," he hissed, pulling out roughly, hurrying to sit in his chair, hand stroking his glistening cock. Eagerly, I straddled my Professor, guiding his cock back inside my ass, stealing a kiss when I was fully seated on his lap.

The kiss was messy and consisted mostly of clashing teeth and lip biting, but it was so good, matching the fast pace I had set bouncing up and down on his cock.

"Fuck, Kurt," Professor Anderson groaned. "Gonna cum soon," he moaned, sucking a mark into my neck.

"Me too," I replied, my thrusting irregular now.

"Cum for me, Kurt," my Professor growled. "Cum for me now."

Obedient as always, I came at Professor Anderson's demand, moaning his name as I peaked. He followed shortly after, spilling his seed inside my ass, his forehead resting against mine. When our breathing evened out, he leaned in to kiss me before pulling back, a huge smile on his face.

"Was it good?" I asked, running a hand through my hair. Professor Anderson nodded.

"Best fuck ever," he confirmed, thrusting his hips up, his softening cock slipping from between my cheeks.

"Does this mean I can see you again?" I asked, rising from my Professor's lap, straightening out my kilt.

"You better believe it does," Professor Anderson replied, pulling me back for another kiss. "I fully expect you to come home with me tomorrow night, for the weekend, so plan accordingly, Kurt."

I hummed in contentment as I picked up my book bag. "It's a date, Professor," I purred, winking as I made for the door. My Professor pulled me back at the last moment, pushing my forgotten underwear into my hand.

"Please, call me Blaine outside the classroom," he said, his honey eyes sparkling with mischief. I smirked up at my Professor.

"Of course, Blaine," I replied, pushing the underwear into my bag. "What time, and where, do I meet you tomorrow?"

My Professor grinned and pulled me close, wrapping his arms around my waist. "Meet me here after lunch. I know for a fact you have Friday afternoons free, and I'm canceling my last class," he replied before leaning to kiss me deeply, his excitement for the upcoming weekend very evident; his cock was already getting hard again.

"I'll be here at noon," I stated, dropping my hand to squeeze his cock once before winking and walking out of the classroom. I had just fucked my very attractive teacher, and had managed to secure a whole weekend of fucking with him. Needless to say, I was on cloud nine, and nothing was going to ruin it for me.


A/N: And there you have it. Please let me know if you find any typos or things that don't make sense. I hope you've enjoyed this installment of Five Encounters with the Teacher's Pet.

~Music