Fucking my old English teacher [F/M]

So this is something I promised I would write up a while back, but just never got round to. I’ve received quite a few messages from older guys since I started posting to r/gonewildstories, several of whom have been interested in my experiences with more mature gentlemen.

Now, I have to admit that I don’t have much experience with older men, but one experience does immediately leap to mind…

For those of you who have read about my threesome with my ex-boyfriend Sam and a dude at a wedding party, you may recall that I had a weird-triangle-relationship-thing going on in my last couple of years at school. There was me, Sam, and my first ever girl crush Hollie (who I’ll be telling you a lot more about in a future story).

What I didn’t tell you was that there was actually a fourth player in this high-school melodrama – our English teacher, Mr Webber…

Hollie, Sam, and I were top of the class in English, and we all went on to study Literature at university (different universities fortunately…). We were very competitive with one another, and we had a special relationship with our excellent teacher, who could something in us that our classmates didn’t have.

All the girls LOVED Mr Webber… He wasn’t especially good looking, but to teenage girls, who spend most of their time surrounded by immature, narcissistic, video-game playing boys, he was an absolute god. He dressed well, was confident, funny, and knew everything there is to know about literature. To a nerd like me, he was the paragon of manhood.

Hollie felt the same way, but you can guess how Sam felt about him… Though he admitted that he was a great teacher, his jealousy grew and grew, and the more us girls talked about him, the worse it got.

Anyway, Sam isn’t really in this story. This is all about me and Mr Webber. Andy.

So, I’d be lying if I said I didn’t masturbate to thoughts of Mr Webber on several occasions, but it was an afternoon at a local café that really elevated him to something more in my mind. We were approaching the end of the year, and I happened upon him one Saturday, drinking a coffee and reading the paper. I said hello, and expected the typical “weird encounter with a teacher in public” scenario, but he greeted me warmly and beckoned me over.

He asked a few innocuous questions about revision and what I wanted to see on the exam, and just as I was expecting him to give me the “well it’s been nice chatting to you”, he asked if I wanted a drink. A coffee? With Mr Webber? Now this probably sounds stupid, but to me it was like being asked to sit down with a celebrity you adore. I jumped at the chance.

The coffee arrived, and Mr Webber lit up a cigarette. I was shocked at first, but I’m really glad he did it. It was symbolic – this is no longer a teacher and a student sitting down for coffee – this was just two people. I couldn’t help but notice the way he smoked too – it was so fucking cool, and incredibly sexy. Watching him then, I couldn’t imagine him not smoking. It was just so natural.

Anyway, we talked for a while about literature – what we were reading, what we thought about this author or that. Then, he asked about Hollie and Sam. It surprised me at the time, though it must have been pretty bloody obvious to him that something strange was going on. At the time, I was dating Sam, but was thinking about breaking it off, and Hollie had been acting weird for some time.

I told Andy everything, and he was clearly quite interested. It felt so liberating telling him everything, but at the same time I felt my age – I felt like a child confessing to an adult, and I didn’t want to. I wanted to stand on equal ground with him, and that feeling stuck with me for a long time.

Anyway, I’m rambling. So there was a little bit of flirting, but nothing over the top, and then we went our separate ways. I aced my Literature exam, and got a big hug from Mr Webber on results day, went off to university expecting never to see him again.

Fast forward four years, and I’d just started my Masters degree. I was living with a couple of friends in a shared house, not far from campus. In addition to my own studies, I’d signed up for a PGTA role (postgraduate teaching assistant) which meant I would be helping out with the teaching of undergraduates. They held an induction afternoon for all new staff and PGTAs, so along I went.

I saw him as soon as I walked in. Mr Webber. Looking a more stubbly, and a little greyer around the edges, but the silverfox look suited him – he was so fucking sexy. He must have noticed someone staring, and though it took him a few moments to recall, he recognised me too.

Our reunion, full of polite questions and modest answers, was interrupted as the induction began. We had a rambling talk about the department, followed by a tour, and then lunch, and Mr Webber and I spent the whole time catching up, pretty well ignoring our other new colleagues. When the induction was over, he asked if I wanted to get something to eat, and what do you think I said?

We ate and drank wine in a local pub, and the time just flew by. We talked about everything, including Sam and Hollie. We were much more honest about things, and I can remember thinking about how young and inferior I felt when we had coffee all those years ago. It didn’t feel like that anymore.

So I discovered that he had actually had a brief affair with Hollie, after school had finished, and had even gone to visit her once at university. I don’t know why, but I felt intensely jealous when he told me this – I thought that our afternoon coffee had somehow gained me an upper hand over Hollie and Sam (it’s stupid I know, but we were always super competitive with each other), and I’d never told either of them about it. Hearing that Hollie hadn’t just beaten me, but had actually fucked Andy, well… I couldn’t let that stand…

The evening wore on and we got drunker and drunker. The autumn sun had long since set, and when it was time to leave, Andy offered to walk me home.

The house I shared with a couple of friends was on the edge of a lovely little park, with a duck pond and clusters of trees all around. We walked through it, smoking and chatting, and arrived at my front door.

“I really want you to come in,” I said bluntly.

“Your housemates are awake, I can hear them. I can’t.”

My heart sank. “But I’m not ready for the night to end. Are you?”

He didn’t say anything, but I knew. All evening, I could see it in his eyes – he wanted to fuck me just as much as I wanted to fuck him. I wasn’t going to miss this opportunity.

“Fine,” I said, and grabbed him by the hand. We crossed the road back into the park, and I lead him towards the pond. I’d lived close by in my first year of university, and there was a spot I knew, where I’d drunkenly given my then boyfriend a blowjob. It was covered, protected by trees and bushes all around. It would be perfect.

Arriving in the secluded spot, looking out across the pond, I turned to Andy. He started to speak, but I put a finger up to those lips of his and stopped him. I leaned in and kissed him passionately. His big, weathered hands reached around and held me as his tongue fought back against mine. He tasted of wine and cigarettes, just like I always knew he would. It was so incredibly hot.

He pushed me up against a tree, and I lifted my top up over my head. In a flash, my bra was on the floor and my tits exposed to the cold night air, my nipples stiffening with anticipation. He took a good long look at them, and I could tell he liked what he saw, before bending down and taking an erect nipple in his mouth. I had to stifle a cry – it felt so good as he sucked and kissed, and I could feel the juices start to trickle out from between my legs.

The night air was chilly, but I didn’t care. I pushed Andy away from my tits to give myself room, and unfastened my skirt, letting it drop to the floor. My panties, already moist, quickly joined them, and I stepped out of my shoes to stand there, completely naked. The moonlight shone in Andy’s greedy eyes as they devoured me from top to bottom. I hadn’t shaved for a while, and his eyes particularly lingered on the tuft of soft, downy hair just above my cunt.

I saw the front of Andy’s trousers bulge, and couldn’t resist any longer. I reached forward and unfastened his belt, reached in, and pulled out his beautiful dick. Already rock hard, and continuing to swell, I took it in both hands, gave it one or two slow strokes, and got down on my knees.

The ground was hard and cold, but I didn’t care. I had Andy’s dick in my hands, and that was all that mattered. It was a good dick – just a little over average length, but fat, and most importantly, it was Andy’s. I breathed deep, filling my lungs with the scent of it – the scent of him – and then gave the tip the tiniest little lick, lapping up a drop of his pre-cum.

Just that tiny lick, and I had Andy moaning. Ready to go, I ran my long tongue from the tip of his dick all the way to his hard, hairy balls, revelling in every twitch as more and more blood pumped into his thick cock. Then back up again, all along that beautiful veiny dick, from the balls to the helmet, before taking it into my mouth.

I could have sucked and jerked that delicious dick all night. Part of me wanted to keep going until he came – I was desperate to taste his salty cum, but I knew that tonight would be my only chance, and I needed more.

I could tell Andy was struggling to stay focussed as I took his member to the back of my throat, swirling my tongue over the head and up and down the shaft. I gave it one more playful lick, and then stood up. I took off Andy’s coat and laid it on the ground, gesturing for him to lie down on it, and he duly obliged, kicking his trousers off as he did so.

I straddled him, by soaking pussy pressing down on his glistening cock, and unbuttoned his shirt. He arched his back up, desperate to enter me, but I pulled away. This was going to be on my terms. I was going to be in control. I could see the pleading in his eyes, but I didn’t care.

I squatted over him, with one hand on this chest to steady myself, and with the other one I gave his balls a quick fondle, and took a firm grip on his dick. Slowly, I lowered myself down onto it. The width of his cock was incredible, and from the very tip, the feeling as it entered me was unbelievable. I struggled to stay on my feet as, inch by inch, Andy’s cock sent shockwaves of pleasure rippling through me. I had to place both hands on Andy’s chest to steady myself, and bit my lip to keep from screaming.

After a few moments of ecstasy, I reached the base of Andy’s dick, and started back up again. I glided much more smoothly on the way up now that his cock was covered in my juices, but I kept a deliberately slow pace, and had to push Andy back as he tried to force his way back up inside me. The only thing I wanted more than to fuck Andy like an animal was to watch him squirm – I could tell he was losing control, and the power, for the first time in our relationship, was all mine.

Again, I started moving down, as slow as before. Andy’s breathing had grown ragged, and he occasionally let out a soft grunt. When I reached the base of his cock for the second time, I felt something rumble deep inside me. Was I really going to cum after just two strokes?

Up I went again, and my whole body started to shake before I reached the top. Andy’s dick felt electric – bursts of energy crackled and sparked from my pussy, shooting out in wild patterns across my body. I knew it was going to happen, I just needed one more pass.

By the time I reached the base of Andy’s cock for the third time, I came uncontrollably. I can only imagine the look of surprise and pride on Andy’s face, because my eyes were shut so tightly. It was an intense, whole-body orgasm, and I struggled to stay upright as my body was barracked by wave after wave of hot, orgasmic pleasure.

Impressively, I’d managed to stay quiet as I came, but when Andy thrust upwards I couldn’t help but cry out. Again and again he lunged upwards, filling my throbbing pussy with this thick dick, and I had to drop to my knees. I rode him cowgirl as he fucked me from below, each thrust hitting that little bit deeper inside me. I’d barely stopped coming the first time when I could feel the embers of an orgasm being stoked back into a flame by Andy’s relentless cock.

It was a magnificent fuck. Andy had a great body and a fat dick, and I was finally exploring something that I first fantasised about half a decade ago. Every time Andy pounded me, a torrent of pleasure ripped through me. It felt like he was slowly feeling up a balloon – pumping and pumping it full of latent sexual air, and I could feel it swelling and swelling as I got closer and closer to cumming.

“I’m nearly there.. Don’t stop… Fuck… I’m going to cum so hard.”
When it finally burst, I felt like I’d died. I couldn’t hear anything, or see anything. It was just pure pleasure, all around. And the feeling didn’t leave quickly either – it seemed to expand, covering everything in a warm, sweet coating. From the tips of my toes to my ear lobes, my entire being buzzed with satisfaction.

“I’m cumming… I’m cumming,” I whispered as the pleasure washed over me.

“Me too.” Andy was hammering away at my pussy furiously, but I hardly felt it – my entire body had gone numb. Part of me just wanted to sit back and enjoy it – let Andy cum inside my pussy, the thought of his warm seed adding to my ecstasy was an enticing one.

But no. That’s not how this had gone down in my imagination.

I jumped off his cock, got down on all fours, and took it in my mouth. It was huge, rampant, and covered in my own cum. I had hardly given it a lick when he exploded all over my first – one burst, two bursts – his cum was hot against my skin in the cold night air. Before the third, I took him in my mouth and let him spend the rest of his creamy load against the back of my throat. He moaned as I milked the last few drops from his balls, savouring the taste of his seed before swallowing. Mixed with the juices of my own pussy, it was amazing.

The initial eruption had left a streak of his cum across my chin, and I wanted him to get a good look before I wiped it up. It took him a minute or two to come around, so intense was his orgasm, but it was worth it – the look on his face to see me, his ex-pupil and a complete slut, naked and covered in his cum. I’ll never forget it…

I cleaned myself up, we dressed, and Andy walked me back to my front door. We had a deep, long, cum-flavoured kiss before he left and I went inside. My housemates were still drinking and watching TV, but I really just wanted to get into bed, so made my excuses and went upstairs.

That night, I couldn’t sleep for thinking about what had just happened, and I was still so excited, I had to take my vibrator out and make myself cum twice before I could finally drift into dreams of Andy’s delicious, fat cock.

I saw Andy a couple of times on campus, but we never spent any time together, and before the end of the first semester, he’d transferred to another university. I’d got what I wanted from him though, and after years of anticipation, it really did live up to expectations. It was a great fuck.

One day, I hope Hollie tells me about her brief fling with Andy, just so I can see the look on her face when I tell her about that night…

Thank you for reading! I think my next post will be an account of my first girl-girl experience, with none other than Hollie herself.

As ever, send me your nudes and dirty thoughts – the more filth you send me, the quicker I write.

Sera x

Source: reddit.com/r/gonewildstories/comments/51wt6z/fucking_my_old_english_teacher_fm