Yes, Sir

CW: age gap; unsafe anal; blackmail; overheard sex; eavesdropping

Chapter 8 - Now and Then

Chapter 8 - Now and Then

Angus

I had thought that my days of sexting with eighteen year olds were behind me - not to mention that sexting wasbarelya thing when I was eighteen - nevermind my days of spending entire nights staying up until the wee hours of the morning breathlessly masturbating.

Kayla's first message had been relatively tame: her, naked in her own bed, her face cut out but her lipsjustin frame, her finger held up enough to block both of her nipples and her blanket over her hips. The next, the finger was gone, her hand pushing the blanket down a little, showing the V of her waist.

Next came videos, and I watched her play with herself. First with fingers, teasing her body until her nipples were stiff and her sex was slick. I listened to her gasps and moans as she brought herself to orgasm the first time, sitting in my bed with one hand holding the phone, the other slowly stroking myself. I was in no rush, after all.

The little harlot broke out the toys, next - starting with the anal plug. I watched her lube it and slip it into herself, hearing her grunt. She swore my name as she tugged it out, then pushed it back in, and if I had moved any faster I would have cum there and then. Instead, I all but stopped so I could watch as she brought out my ex's vibrator. Thenoisesthat thing could pull from her, it was... hypnotic. I watched her cum at least four times before she told me the next thing was going to be the last one for the night. It was almost two in the morning, now Sunday, and I was anxiously anticipating a lewd video from her - and instead, I received an audio recording. A voice memo, four minutes long.

So, I plugged in my headphones with shaking hands, lay back, and pressed play.

First, there was the unmistakable sound of the vibrator-on-pussy - filling the air, constant andwet. Her sighs, groans, breaths - all of them now gloriously familiar to me, filled my head.

Then, her voice.

'Oh, fuuck...' she moaned, and I felt a lurch inside me. I stopped stroking, right there on the edge, holding myself there.Fuck, this was almost difficult. 'Angus, babyyyy... this feels so good, my tight, hot, wet little pussy feels so good right now... I can barely think, don't want to, just wanna feel it - fuck... I couldn't believe you when you just let me go home, without fucking me... I was so wet, so ready for you... I would have ridden you all night, let you fucked me however you wanted, let you filledallof my holes, baby... fuck, I want it, I want your cock - FUCK! - I want you to train me again, to fuck my little arsehole until it's nice and full, full of you, full of yourfuckingcum... god, I'm gonna cum again, baby... I'm gonna cum thinking about you filling me up, my little teenage arse, until I'm dripping... I'll come to school with you dripping out of me, both holes stuffed full of you -FUCK!- oh, fuck, baby I'm cumming again - cum with me - cum for me, Sir, please, cum for me - cum - cum - CUM!'

Her voice became a strained moaned, half-choked and half mixed with the rustling of bedding as she came for the final time tonight.

I exploded, crossing the edge whether I wanted to or not - which I did - and felt the relief and ecstasy wash over me.

In my head, she was breathing, panting, for another minute or so. I listened to it as I cleaned myself up, before it cut off. Afterwards, I sent my only reply for the entire night.

Good girl - sleep tight.

Kayla

Sunday morning started in a half-horny haze of exhaustion. The night had beenlong, and there was something in my gut that almost felt like regret at sending Angus all of those videos and pictures, and even an audio clip where Isaid his name, but it was overcome by something else.

Exhilaration.

I couldn't stop thinking about what he'd told me - that people just fucknasty, during the day, because they want to. And then they get on with their lives. That sex is important, and meaningful, but alsofun.

Last night had been fun, despite the fact that refused to touch me - and masturbating enough to cum too many times to count wasamazing, but I also felt the repercussions this morning. I was sore, and my hair was a mess, and my vibrator was still in my sheets with me.

So, I started my day with an ache in my thighs, cleaned up the toys, checked my phone to see a text from mum saying she'd be home this morning and that she was sorry. I told her not to worry, that I'd had a low-key night, and to enjoy her morning, with a winky-face emoji I was sure she wouldn't appreciate.

I didn't text Angus - after last night, I felt like I needed to clear my head a little of the lewd side of things. School was tomorrow, and while I wasbasicallydone with actual schoolwork, attendance still counted for some reason. Plus, there was the interesting wrinkle of facing Danny, and how that would go.

I showered quickly, made my bed, and brushed my hair. By the time I was downstairs making coffee, it was almost eleven, so I put on the TV and decided to be 'Kayla' for a bit. The normal teenager whowasn'tfucking a thirty-five year old substitute teacher. So, I went to Insta and opened my nigh-unused account, to check up on Rebecca.

Sweet Rebecca - the girl I'deasilycall my best friend. When I'd been noticeably down during the time me and Angus were 'broken up', she had no idea what was going on, but she knew I was upset. She didn't ask questions, but she did things to make me feel better. In reality, I had been a bit of a shit friend.

So, I dropped her a DM and asked what she was up to, while I sat on my sofa, house to myself, and watched boring nothing-TV. My mind started to drift to Angus, thinking about what he'd use his day for, when I got a response of three messages, back-to-back.

FINALLY!

She lives!

Bored as fuck - you free?

I looked up at the TV, and saw a cooking segment on making pillella.Couldn't be more free, I responded.

Angus

After a morning's indulgent shower, and a nice morning toasted bagel and coffee, I was a little at a loss of what to do with myself. It was funny - I'd been so focused on Kayla that everything else had sort of... fallen to the wayside.

I had bills in emails on my phone, so I got to sorting through them while I sat on my favourite chair, some stupid cooking segment on the TV in the background. With my phone in hand, I had to fight back the urge to open the chat I had with Kayla - all of those pictures and videos, saved to my phone, of course. But I managed, keeping to my online banking app which threatened to defy my understanding, and spent the next hour or so making sure everything was paid up. The money from the school had helped significantly, but there was a part of me that knew this wasn't a long-term solution.

Hell, more than half the reason I was still going in tomorrow was because Kayla had said she liked me being her teacher. How twisted was that? I wasspecificallymaking a choice about my livelihood based on the libido of a teenager. Insane.

But, then again, I didn't have muchelseto base it on. I needed the money, and the fact that it got Kayla hot wasn't going to be a detractor. Hell, I couldn't deny that I liked it too - as fucked as that was. The fact that she was eighteen, and that I'd unknowingly taken a schoolgirl's virginity... it should have been upsetting.

Instead, I found myself getting hard in my jeans, and figured I needed a distraction.

So, I finished up my money organisation, grabbed my keys and a jacket, and headed out to the Old Dog. Talking to Jack would be a distracting conversation, at least.

Driving to the bar was like second nature, and while it was clearly too early for the 'bar' part of it's day, I could see Jack at the door chatting to someone - a smiley young woman. I pulled out and waved at him as I approached.

'Oh, Angus! This is Perri, she's going to be staying in that room for a week. Perri, my cousin, Angus.'

'Hi!' she chirped, her american accent jumping out at me immediately. She had a bright, wide smile, long chestnut brown hair that shimmered like she was in an advert, and was wearing one of those comfortable oversized jumpers that were all the rage these days. Just by proximity, she made Jack look by comparison like a troll person. 'Lovely to meet you - you're staying here too?'

'Me?' I asked, a little surprised. 'No, no - just here for a coffee and conversation.'

'Shame,' she said, before giving me a look that lastedjusta little too long, before heading inside. Jack looked at me.

'Well, fuck. I almost had an in there, Angie-boy.'

'Fat fucking chance,' I laughed. 'Besides - she's all yours.'

'Bullshit,' he muttered, going in before me. We caught Perri heading towards the back, and sat at the bar. 'Did you see the way she looked at you? Hell, if you went back there now she'd be all over you.'

I snorted. 'Again - I'm good.'

He gave me a bit of an odd look, then, and I realised I'd been stupid. 'Angus, youhaveto tell me what's going on with you these days, man.' I frowned as he rounded the bar, his investigative, dumb eyes trying to see something in me.

'Nothing, Jack,' I tried, and he just about laughed at me.

'Nah - a woman likethatbasically throws herself at you, and you shrug it off? The Angus I know would never. He'd be flustered, and miss his shot, fine - butthis? 'I'm good'? Something's going on, and I know it's not Natasha, because she rang me yesterday to ask me to askyouto go back to her - she's desperate and lonely. It's not that.' He thought about it for a second. 'You've got someone, haven't you.' I hesitated for a second too long, and his face lit up. 'Angus you bastard! Come on, out with it!'

Fuck.

'Hey - nah, it's early days,' I said, trying to shrug it off. 'Besides, you're not usually one for gossip.'

'Aww, it's notgossip, Angus m'boy. With all the shit with Natasha, I'm happy to hear you're out there. So - is it someone at that school you're working at?'

Fuck. 'Uhh - I probably shouldn't say.'

'That's a yes,' he nodded. 'So, a teacher, eh? Mixing business withpleasure, are we? Well, I don't blame you. When I was in school, I had a few crushes on teachers, like. Just something about the authority figure, being out of reach, you know? So, now that they'reinreach, I should commend you for going for it, eh!'

Well, I wasn't going to correct him. Him thinking I was dating a teacher wasdefinitelybetter than him figuring out I'm fucking an eighteen year old.

Well, just 'fucking' wasn't fair. Last night had been a proper date - we weredatingnow. I had to correct my thinking, I reasoned. Kayla was alotmore to me than just some girl I was sleeping with, and if I was going to survive in this world, I needed to get that through my thick skull.

Of course, even in this quick conversation with Jack, something became clear to me: this was going to be difficult. We didn't have a plan, but I was pretty sure my feelings for her were more intense than anything I'd felt for anyone else before - and I had been ready to start a family with Natasha. If I wanted a future with Kayla, I needed to have an answer to the fact that she was eighteen, and that I was her teacher. I needed some way to make this... not disgusting.

The bottom line was, quite simply, I didn't want to lie about her. Not forever. And I didnt want to lie to Jack, either - he was, arguably, my best friend. I didn't want to hide the fact that I was in a relationship from him.

I didn't respond to him, just gave a smile and a nod, and he gave me a wink. A moment later, the conversation turned to family matters - his dad wasn't doing fantastically, with his kidneys playing up, and Jack wasn't able to go visit him in Edinburgh because of the Old Dog. The man was my uncle, so it sat heavy in my heart too, but I hadn't been told about his latest downturn.

'I'm sure you can close for a day,' I told him. 'I'll drive you up.'

'Not with Perri here,' he said. 'Can't leave her to have the run of the place. She seems nice, but I don't know her, you know?'

I thought about it. 'Well - I could bunk here. Not run it - I couldn't do that - but I could stay here for a bit.'

'Yeah?' he asked, a small frown on his face. 'You'd do that?'

'Aye,' I said, enjoying this small moment of heartfeltness being shared between us. 'Besides, my place is starting to feel a bit... full ofmemories, you know. Natasha and all that. I've been thinking about moving.'

'Oh, shit.'

'Yeah, so a night or two out of the nest wouldn't do me wrong.'

He nodded. 'What's your best day? Would tomorrow work okay?'

I shrugged. 'Sure. Get me a key, and you can head off when you want. I'll come over tomorrow after work and stop the night.'

Jack nodded, and I sensed a genuine gratitude from him. 'Cheers, man.' Then, he coughed and looked at me. 'But you're still going to have to tell me about this teacher girl of yours.'

Kayla

Rebecca was the same as she ever was - except she wasn't. The instant I saw her, I could tell somethingseriouswas up, which wasn't typical for her. If Frankie had this look of thunder on her face, I would have assumed she'd been stood up by some guy; if it was Danny, I'd assumeIwas the source of it; if it was Karina, I'd think maybe she'd just been told she'd gotten a B in something.

But this was Rebecca - fresh-faced and lively, honest and kind. Looking like she could smack me.

'Hey,' I said as she sat down across from me, wearing a lovely tank top that showed off her curves. I might have been thefirstperson in our year to hit eighteen, but now that we were at the back end of the year and everyone wasfair game, Rebecca was definitely at the top of many teenage boy's lists. She was, undeniably, very pretty when she was herself. Hell, even now, when she was clearlynotherself, she was still much prettier than me.

She sat, and gave me a cursory 'Hi,' before giving me a look. The low light of the coffee shop we were in, which was attached to a fairly cookie-cutter bookshop, was soft and orange, complimenting her nicely. There were a few other people in here, but it wasn'tbusyany means - which meant we could talk. Instead, we just... didn't.

A moment of quiet passed between us, and I had clocked on that obviously she was waiting for an apology.

'You're waiting for an apology,' I said, immediately feeling silly for saying it.

She pursed her lips. 'I mean, sure. Not really. I just wanna know what's going on.'

'Going on? Nothing's going on.'

She gave an exasperated sigh, and looked at me. 'Kayla, don't be fucking rude. You box me out forweeks, clearly doing something - or someone - that you won't tell me about. You can be private, that's fine, I don't need details. But,fuck, you completely iced me out on this. And the worst part is that, like, you're not evensubtleabout it.'

I froze, not knowing what to say. 'I- I don't-'

'Oh, please. You went away for your virginity-losing weekend, and came back on cloud nine. Amazing, so happy for you, sex-positive and all that. Then, you're all secretive and cancelling plans and stuff; whatever.Then, you have a week and a bit where you'reclearlyheartbroken, barely speaking at all. Did you think people wouldn't notice? Did you thinkIwouldn't notice?'

'I... I didn't realise you would, no.'

'Well, I fucking did, because I'm a good friend. And, like I said, you can have secrets, I don't care. I have secrets from you, you know. I just... Ihatehow this feels.'

My stomach twisted. Here it was - my selfishness laid bare. I realised, with a sick pang of guilt, that even though she wanted me to reach out, I couldn't. I couldn't risk Angus like that, putting him at risk. He could lose his job - fuck, it might even be acrimewhat we're doing. He'd probably be labelled a groomer, or a pedo. I'd never forgive myself.

So this was a choice. Rebecca or Angus. I had to go one way or the other.

Or, I could be a fucking coward and toe the line. Of course I chose that one.

'I can't tell you much,' I said, relenting. 'He's... older. It would be bad gossip.'

'I'm not a fucking gossip,' she said, but there was a glimmer in her eye. 'But here I was thinking it was Danny. That boy's had a stiffy for you since he hit puberty.'

She slipped straight back into her usual shit-talk that I almost felt like things were normal - until she caught my eye. There was an intensity there. A seriousness, beneath the fluff. Our friendship was at stake.

'So, whatcanyou tell me?' she asked. 'It's a guy?'

I nodded. 'Yes.'

'He's older.'

'Yes.'

'Is it the guy you fucked in Glasgow?'

I swallowed. Would that be enough to trace back to Angus? Surely not, right? 'Yes.'

She sat back, apparently sated. 'And that's why you didn't say anything?'

'I wasn't sure what it was,' I said, being honest. 'And I think it would be bad for him if it got out he was seeing an eighteen year old. But... I havewantedto talk to you about this, I really have. If I'm honest, it's been kind of a whirlwind. I've barely had time to think.'

'Oh, fuck off, it's been weeks. But, if you were out getting ploughed every now and then by an older guy... I could imagine getting a bit distracted. Honestly, I'm just impressed.'

'Impressed?' I asked.

'Yeah. Didn't know you had it in you.' She smirked. 'Part of me thought you'd be a virgin forever.'

I gave a wry smile back. 'Me too, that's why I did it.' There was another moment of quiet, a nicer one. 'Are we good?'

'Sure,' she said. 'I don't need to know whose dick you're riding - just don't keep me out of the loop like that again.'

'Yep - sorry.'

'And you should make it up to me. Spend some time with me.

'How?'

She considered it. 'First, you could buy me a coffee; next, the trip to the highlands is soon. I'm going - you could join? Make it a girly camping trip?'

'I didn't pin you for that sort of thing.'

'Camping? Nah, not really. But I thought it could be fun - and it's only for sixth formers. You should come.'

I stood to get her something to drink. 'Yeah... yeah, okay. Sure. Fuck it.'

She grinned. 'Wonderful.'

Angus

Monday at school was... interesting.

My first time seeing Kayla since those videos, or our date, and it was her in her school uniform. She had this smile on her face, like the cat that got the cream, and when she walked into the classroom, I saw her put her phone in her pocket. A moment later, I received a text that I had to wait half an hour to check - once they were doing group work, and I could sneak a look.

And a sneak it was - she'd sent me a photo of her that morning, in her uniform. It was a selfie - face cut out, of course - with her mirror behind her, showing her lifted pleated skirt, and the clear glimmer off the butt plug underneath.

I put my phone down quickly, and caught Kayla's eye. She barely acknowledged it, but the split-second eye contact was enough. Immediately afterwards, she shifted in her seat, and I justknewthat she wasn't comfortable.

I had to swallow the groan that built in my throat.

After school, I drove Jack to Edinburgh to drop him off at his dad's, so by the time I was back at theOld Dogit was almost nine. I used his key to let myself in, calling out to Perri so she knew I was in. The pub was shut, so the place was quiet enough for me to hear movement and creaking floorboards in the backroom.