Anal Manoeuvres in the Dark – how I (M) fucked my co-worker’s (F) ass because her man wouldn’t

I’d worked with Kat for a few years. We became friends through work and that had extended to being friends outside of work. Whilst I’ll happily admit she was a stunning woman, there was nothing in it from a romance point of view for me – she had been married for a few years before I knew her so I knew she was out of reach.

Kat was a bigger woman, but not fat by any means. Statuesque is the word I’d use – tall, well rounded, curvy. In her heels, she’d be around my height (6ft). When I first met her, she had been bigger but a couple of years of gym dedication and she had slimmed down. I enjoyed looking at her.

Our chats could be flirty at times, but there had never been anything remotely sexual between us and this story remains the only time anything like that has happened.

We were both sent to a conference with work – a 2 day conference with an awards dinner on the last night. We were booked to fly down the morning of the first day, and then back up the morning after the awards dinner. Our work, in their own wonderful way, had managed to cock up the hotel booking and we were booked into a hotel about 3 miles away from the conference venue, rather than the hotel attached to it.

After 2 days of a boring conference, we had a few drinks at the dinner and generally had a good time. We got a taxi back our hotel and dived into the bar rather than back to the room. We got a couple of drinks and took a seat on a couch in the corner.

Kat, a bit drunk, started asking me about my love life. She would often ask, but her being meant she was a bit more relentless. I’d been seeing a girl who had worked with us for a few months, but we’d never slept together – it turned out she was playing me along incase another guy she was seeing worked out but she kept making excuses. Anyway, we’d come in together one morning after spending the night at hers and Kat had assumed we’d slept together. After telling her we hadn’t, I told her the excuse for that night – she’d told me she was on her period.

“But there’s obviously other things you could do” said Kat.

“I wasn’t about to fuck her up the ass on our first time” I said, laughing. I wouldn’t usually say something like that to Kat, but alcohol!

Kat smirked, and muttered something into her wine. I asked her what she said, and she went red as she refused. I pestered her a bit more, and she eventually said “I said she’d be stupid to pass that up”.

So, it turns out Kat likes anal. I decided to push this, and started asking her to tell me more. She was reluctant at first, but started to gradually tell me more – she loved anal, and having her ass played with but it didn’t happen enough for her as her husband wasn’t keen on it. She then asked if I was into anal.

Just to set the scene where we were, we’d taken a couch in the corner facing out towards the rest of the bar. Kat was wearing a black dress with black tights and a pair of black boots – the dress was quite short but given it was winter, the tights and boots didn’t make it look too out of place. Kat had kind of turned as we were talking and was more sitting on her hip than her bottom.

I told her I was into anal. I told her how into it I was. I told her how it wasn’t just a case of lube up and force it in, I always spent time preparing. Fingers, toys, tongue – using all of that to build up to anal sex. As I told her this, I kept asking if she like that. She kept nodding and telling me she liked what I was saying. As I was talking, I started sliding my hand down her back and onto her ass. She didn’t stop me.

I asked her what exactly it was she liked about anal and what she liked having done to her. Her 2 main things were having her asshole licked (she’d only ever had that done twice) and getting hard anal (she’d only been able to do that herself). I started to move my hand further around her ass, making sure she could feel it. I slowly started moving my hand towards her asshole.

“You know where my hand is heading?” I asked. She nodded. “Should I carry on?”. She nodded.

If someone was next to us, they would’ve seen what I was doing but from a distance we just looked like we were getting cosy. I ran my hand down and pressed 2 fingers through her tights. She moaned, and continued to do so as I did my best to massage her asshole.

After a few minutes of getting her to tell me more about her anal kink, I asked her if we should head up to her room. She nodded. In the lift I told her what we were going to do – we were going to go to her room, I was going to take her key and I told her that if I was going to eat her ass, so she should go and freshen up. I told her that when I came back in, she should be ready to start and that she should have her boots on. I wanted to put this break in so she could have a moment to think about what we were about to do.

I bounced back downstairs to the bar and into the toilets for some condoms from the machine. I stood outside her room for a moment before going in, composing myself and getting ready incase this didn’t actually happen.

Kat was sat on the edge of her bed in a matching black bra and panties, and on the end of her crossed legs, her sexy black boots. She smiled as the door closed and I walked in, placing the condoms on the side. Her body was pretty much as I had imagined – her breasts were huge in her bra, there was a slight paunch to her stomach and her legs looked well toned.

She asked how I wanted her. I had slipped well into the dominant role of telling her what to do and she seemed to be happy to follow what I said. She stood up in front of me. I knelt down, telling her we’d need to get rid of her panties. I pull them down over her hips, uncovering her trimmed pussy. She stepped out of them. I stood up slowly, running my hands up her boots then her legs. “Brace yourself against the wall”.

She stepped over to the wall and placed her hands against it. She spread her stance and bent over slightly. She knew how I wanted her. I dropped to my knees behind her and gently spread her cheeks, exposing her perfect asshole. I heard her breath in, waiting for the touch. I flicked my tongue against it, the moan from Kat was loud and the shudder that went through her body showed what she felt. I started to massage her round ass cheeks, my fingers gently brushing her ass hole and occasionally flicking with her tongue. Kat got louder and louder. I moved in on her asshole, pressing harder with my tongue – her asshole opened. I felt her hands slide down the wall and her legs wobbled as she shook.

I kept my face in her ass for what felt like ages – kissing, licking. Every movement getting a reaction. I stood up and told her to get on the bed, I unzipped and pulled my cock out. Kat was on the bed on her knees, ass in the air…ready. I slipped a condom on and joined her on the bed. Her ass was spread and her asshole was glistening with my saliva. I positioned myself behind her and pressed my cock against her asshole, it didn’t take much pressure for her ass to give way. Again, the noises from Kat were driving me wild – a deep moan when my cock first touched, then an even deeper moan as I penetrated her. She pushed back into my as I pushed in, making sure I was in deep.

I’ve been in hotel rooms where I’ve been woken up by the room next door fucking. I’m pretty sure Kat’s moans as I fucked her ass woke the neighbours, or if that didn’t her repeated shouts of “fuck my ass” probably would have.

I started to go harder, giving her the anal pounding she craved. I ran my hand up into her hair, wrapping it around my hand and jerking her head back so she looked back at me. She arched her back as we did, desperate to keep my cock going as deep as I can. I lean down and kissed her – the first time I ever kissed her was as I fucked her ass. I pushed my tongue into her mouth, going deep. Her tongue met mine.

I pulled her back to the edge of the bed and positioned her over it. Her legs couldn’t get grip on the floor, she couldn’t stand and was too high to kneel. I pinned her hips to the bed and started to pound as hard as I could – there was no way she could move, she was mine. She got louder and louder as I pounded her. My balls felt like they exploded into the condom when I blew my load.

I rolled off her, breathing heavily. She lay face down on the bed, turning her head to look at me. We were both fucked. She commented on my cock, given the first time she’d seen it was after I had fucked her ass with it.

We fucked again about 30 minutes later, but conventional sex this time. She hard been mega turned on during and after the anal, and kept herself going as I recovered. She had an intense orgasm as she rode me – no boots and no bra this time, just the 2 of us naked. Her breasts had a slight sag to them but they were still pretty perfect.

We went once again the next morning as we waited for the taxi. Her bent over the table with her jeans round her ankles as I fucked her pussy from behind.

We made a deal before we got in that taxi that we’d never speak about it again. I had no interest in a full blown affair, and neither did she. And we’ve never spoken about it since. Part of me wants to mention it some night to see if she thinks about it as much as I do.

Source: reddit.com/r/gonewildstories/comments/56arer/anal_manoeuvres_in_the_dark_how_i_m_fucked_my