Author: Whatilovebutshouldnt

[MF] Emily, the uptight account girl that loosened up [repost]

Someone here reached out about this old post showing up as [removed], so I’m reposting it.

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This happened a couple years ago, at my previous job, when I was just short of 40. This was a big ad agency, and since we ran a lot of global business, we didn’t just have creative types there but also lots of more admin type staff. I was not in a management position at this time, but was more of a “make things happen” type guy, the kind that took up a lot of space in discussions about work.

There were two fairly distinct groups at the agency, those who made, and those who forwarded emails. Among those who forwarded emails there was a particularly annoying girl, Emily. She’d been hired straight out of business school, and looked after accounting with one of our bigger clients. As I think back, “uptight” is the best word I can think of to describe her. A daddy’s girl through and through, he’d coached her through elite level gymnastics her entire life, and had bought and renovated her and her boyfriend’s last three apartments (since uni), so that she now lived the perfect middle class life at 27. Thick blonde hair in a tight, strict bob, often tied in a ponytail, and oh-so-boring clothes, maybe a blouse and a pair of jeans, at most a funny color on an accessory like a pair of earrings. We made fun of her, called her “applecheeks”, because of her aggressively healthy, always-happy-but-not-too-much, look. And yeah, she had high and full cheekbones, always rosy. Read more »

I fucked my kid’s teacher. [FM]

So it’s been a while since I wrote one of these, but one sweet person on here inspired me to get back into it. Life is long so there’s tons of material… I chose this one because it happened quite recently, and also it seems you lovely perverts really enjoy reading about anal sex with people I really shouldn’t be fucking, so here it is.

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My older kid switched schools recently, and got a new “mentor”, which is the modern way of saying class teacher or head teacher or whatever. First impressions were quite mixed from my end. Hanna, as she’s called, is pretty much the typical timid artsy woman, with a weak voice, always dressed in muted colors, ill-fitting knits, zero makeup, and her bright orange hair in a strict ponytail. She’s the kind of person that almost blends into the wall, and I was worried she’d get run over by a bunch of boisterous pre-teens. Read more »

[FM][Cheating] How a slow morning at the office led to me shaking hands with a client, while covered in Emily

Someone wonderful from here asked me for another story about Emily, and honestly there are so many. Several years of fucking on the side will do that. Anyway, here’s something that happened around this time of the year. And I’ve skipped past some background, since that’s in my other stories about Em:

[Emily 1](https://www.reddit.com/r/gonewildstories/comments/9m8e4e/mf_emily_the_uptight_account_girl_that_loosened_up/)

[Emily 2](https://www.reddit.com/r/gonewildstories/comments/a0213z/fm_cheating_in_the_communal_laundry_room_my/)

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So the last few weeks before summer holidays are always crazy at agencies, with all clients wanting to get everything out before leaving. This year I’d decided to go off late, so I got to experience that stress, and then the sudden halt when people start leaving. It’s a weird sensation working like crazy and then suddenly everything is slow. You still have that same high-paced energy, but very little in your hands. Read more »

[FM] [Cheating] In the communal laundry room, my second time in Emily’s ass

So I got a few requests to write more about my adventures with Emily, so this is a bit of a sequel. There’s more to our story of course, but the anal theme seemed to get appreciated so this is about the second time we did that. It’s shorter, because it happened more quickly. And I worry about repeating myself, but it is what is.

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This happened a couple of years after Emily’s and my first time together. We’d had a very loose kind of relationship after that, where she’d reach out, we’d fuck, and then she’d fall silent. We met at work obviously, and she told me she was feeling bad about her boyfriend. But she kept coming back for more, albeit never as dirty and raw as that first time. There was a long period after the boyfriend had found a dirty message from me on her phone where we had no contact outside work. The drama that ensued was not something she spoke to me about though. Read more »

[MF] Emily, the uptight account girl that loosened up

This happened a couple years ago, at my previous job, when I was just short of 40. This was a big ad agency, and since we ran a lot of global business, we didn’t just have creative types there but also lots of more admin type staff. I was not in a management position at this time, but was more of a “make things happen” type guy, the kind that took up a lot of space in discussions about work.

There were two fairly distinct groups at the agency, those who made, and those who forwarded emails. Among those who forwarded emails there was a particularly annoying girl, Emily. She’d been hired straight out of business school, and looked after accounting with one of our bigger clients. As I think back, “uptight” is the best word I can think of to describe her. A daddy’s girl through and through, he’d coached her through elite level gymnastics her entire life, and had bought and renovated her and her boyfriend’s last three apartments (since uni), so that she now lived the perfect middle class life at 27. Thick blonde hair in a tight, strict bob, often tied in a ponytail, and oh-so-boring clothes, maybe a blouse and a pair of jeans, at most a funny color on an accessory like a pair of earrings. We made fun of her, called her “applecheeks”, because of her aggressively healthy, always-happy-but-not-too-much, look. And yeah, she had high and full cheekbones, always rosy. Read more »

Couldn’t hold back at the Christmas party [MF]

I’ve gotten good feedback on my old stories, so here’s a recent one.

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This here happened just a few weeks ago, at our annual company Christmas party. I work in a creative/agency type job, which means company parties tend to be quite wild. And there are a lot of young, smart and talented people passing through, including many very good looking girls. But I’m in a senior/management role, so relations at work are not OK. It’s quite frustrating, because I’m lucky to be a dude that gets attention from many girls, especially the younger ones. I think it’s because I’ve always had quite the boyish look to me, but I have lots of experience in my field, and speak with confidence and authority, while also knowing how to make people laugh. I’ve also stayed fit because I love climbing, and I have a full head of blonde hair. And finally, I’m quite big, with a bulge that I notice gets noticed. Read more »

In the bathroom at the bar [MF]

Thanks for positive feedback on my last/first post. Here’s another, quite different story. This happened two years back, and turned out shorter (it all happened in the space of a couple of hours).

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I have an old friend that I studied with, who is pursuing a big-money career in London. Every time he visits back “home” inevitably means a night out with the old gang, those essentially being the only occasions I see anyone in that group. It’s nice to see them, but there’s a fine line between talking about what’s going on in your life and bragging, especially among guys In their 30s.

On this night, it was just the three closest of us meeting up at a kind of trendy bar, housed in a historic building, decorated in a vague old-timey, “Moulin Rouge” style. We got there quite early, but the place being tiny, we couldn’t find three seats together even though the place was only half full. On the corner of the low, angled bar, there were two girls seated, with two empty spots beside them, so we went there, me standing up and my friends sitting down. As my friend ordered the first round, I smilingly acknowledged the girls, one quite thin blonde, and the other a much cuter thick brunette. Meeting my glance, both their faces clearly spelled out that they were open for chatting up, but I was not there for partying. Read more »

[FM], [FM] Sandrine, the shy French girl, or The night I was king of the conference

This is a repost from another account that got shadowbanned for some inexplicable reason. If it gets love there’s more where this came from.

Also, this is just part 1, because the app is telling me I can’t post this many characters (did that change?).

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I work in in a creative field as a consultant, and I’ve reached a fair amount of success, to where today, a couple years shy of 40 I make very good money, work on global projects and travel a lot. It’s a little hard to relate to for me, because all I do is just make stuff up, putting words on paper basically is it. Read more »