Late In the Office With My Older Boss [M21/F39] [College Student] [Older Woman] [Slow Burn] [Passionate]

[Note: This starts slow. If you’re not into that and want to jump to the action, I made a break point with “—” to indicate where the action picks up. Feel free to jump ahead if the pace is too slow.]

“Good afternoon” I say to the security guards as I make my way to the elevator and on to the upper floors of the building. The guards wave back and say something, but I have my headphones in so I just smile in response. I look down at my phone. It’s 3pm and they’re probably just about to head home from their shift.

It might sounds strange walking into work at 3pm, but I didn’t work a 9-5 gig. I actually wasn’t even supposed to be here today. I’m a part-time intern here, originally picking up this job a few years ago during my summer break as a way to get some extra pocket change. It was a short walk from my college campus and I had very flexible hours. The work was actually pretty easy and most of the time I listened to music until I finally had something to do. All-in-all, it wasn’t a bad job.

[F] 20 – Me and the coach part 1/2

I couldn’t sleep. Maybe it was the time change. Maybe it was the dull roar of the air conditioner. Maybe it was the general catastrophe of my life, but I tossed and turned, trying to get comfortable, clutching pillows to my chest, then throwing them off the bed when I got too hot.

My mind raced–thinking about the meeting next week with the lawyers, worrying about Jackson, figuring out how I was going to start over. And beyond that was a landscape I was too afraid to explore: the rest of my life.

Thinking about J. was my respite. The truth is that I’d been thinking about him daily for a while now, long before my marriage came to its inglorious end. He was a place I went to escape. Though we rarely exchanged words–or maybe because we rarely exchanged words–he was a blank page on which I could write the ideal protagonist.

I had a handful of things I knew about him for certain. I expanded and extrapolated on these meager facts: he was a great coach, but, more important, he was a positive model for boys in the process of becoming men. In my hungry imagination, this also meant he had the capacity to love deeply and meaningfully.

An update on my situation, and a time I enjoyed roleplaying a little with my soon-to-be-ex-husband [FM]

I hadn’t expected my [original post](https://www.reddit.com/r/gonewildstories/comments/xazpek/the_worst_thing_ive_ever_done_fm/) to take off as much as it did, I was really only venting and describing something that had happened to me to get it off my chest. I’ve gotten a ton of messages requesting an update on my situation. Now, I know this subreddit isn’t really the place for that so I’m including two things here: First, a small update. Then, I’ll share one of my favourite sexual memories with my soon–to-be-ex-husbsand that I wrote down when I was feeling happier than I am right now. Skip to the bolded text if you want to gloss over my little depressive rant.

I stated at the end of my first post that I had decided to tell my husband about my infidelity. After posting, I was almost shaken from that. A lot of people are of the mindset that because I had no intention of continuing to cheat on him, there was no need to tell him. I don’t think I agree with that line of thinking though. When we got married, we promised to be faithful to each other. I think continuing our relationship while having broken that promise robs him of agency.

I fucked my best friend’s mom Part 5 – At a BBQ party at my neighbors’ House [MF]

I consider myself the type of person that doesn’t take problems home, but when Tommy [M20], my best friend, told me his mom, Susan [F45] was back together with her now ex-husband Dan, I was fucking upset. It was like the feeling I got when I found out my ex was cheating on me, a knife to the heart, a doom pending over my head. I lost my appetite for a couple of days and anything would remind me of her.

To make matters worse, if I were to spend time with Tommy, I ended up feeling jealous of him, envious of how close he could be to her, while I had to be content with having nothing. And that guy, Dan [M45?50?], what a fucking prick. If I saw him I’m sure I’d break his nose. I was much more of a man than he was, I told myself numerous times, taller, handsome (or so the image on the mirror said back to me countless times), and I’m pretty sure my cock was bigger.

The number of times I jerked off thinking about our last fuck would make a pornstar blush.

[F] 21 and very horny in need of your advice!

I’ve been feeling a certain way recently… I haven’t had anyone I could share these thoughts with so here I’m. The story starts about 3 months ago when my boyfriend introduced me to his 2 best friends. And even though I know its wrong I can’t stop thinking of inviting them home so they can all take turns on me… in this whole fantasy I want my boyfriend to be in the lead and fuck me hard while I suck his friends dicks at the same time… Am I too bad for keeping this in my head for so long?

I know I’m a little hungry slut but so far I’ve been containing myself 💦😇 let me know what you would do if your girlfriend came to you and told you this!

I fucked my aunt on the kitchen top.

I was staying with my hot aunt for a few days. Although nothing had happened between us, the sexual tension could be felt. She was fair, big eyes, brown hair, slim and trim. I always fantasised about her, and her hints kept me on edge all the time.

Yesterday, I was in the kitchen when she walked in. I was wearing boxers, and my very apparent boner was showing. She came close to me and under the pretext of grabbing a fruit, she touched my dick. I felt a tingle in my body and I knew for a fact that this wasn’t an accident since her hand didn’t need to be anywhere near my groin. I knew she wanted me. Well, I didn’t waste any time.

[FM] He followed me to a friends house for sex and drove me home for more

It’s been another long while since I last posted a story but Jack and I have still been having our fun. It’s been pretty routine at-home sex recently so I haven’t been that inspired to write about it much but I must say Jack is aging like the fine wine equivalent of sex even if he refuses to believe me. Click my profile to find the stories that came before this if you want to know more about us.

Skip to the sex by looking for the +++++

Backstory: Jack and I have always talked about going on little adventures, I always tell him that I wish he would just appear where I was one day so we could have sex on the spot. It’s been my ultimate fantasy and I’ve been hoping he’d just do it one day but I also knew that Jack’s been pretty busy with work and all the things he’s got going so it was a long shot.

How I Developed A Voice Kink [F]

I’ve always been nocturnal. I’d stay up late reading or practicing dances I’d see in movies but even during school nights, I’d be awake.

This habit of mine helped me when I had to study for exams. And so, when I was 16, I’d stay up late cramming for the next exam I was to take.

On one such night, I opened up my books and started taking notes; that’s when it happened. I got a call from an unknown number (truecaller wasn’t a thing back then).

I pick it up and I’m met with silence..and then a moan.

A deep, guttural, manly moan; I froze. I panicked and looked at the time— 3 am.

My parents were asleep so I whispered, rather harshly, “who is this?”. He didn’t say anything, just moaned again. It sounded like my voice made him pick up the speed on whatever he was doing. I asked who it is again and nothing. Just loud, vocal moans with the occasional “fuck”.

I panicked and hung up. It happened again the next day..and I hung up again.

Sealed the Contract Negotiatons [mf]

So recently my partner and I have opened up our relationship. It has led to a lot of fun experiences for both of us separately and together.

This is a solo story:

I’m an attorney. I don’t look like a typical attorney. I look more like my other passion which is typical long-haired musician. I don’t have a ridiculous body or an unfathomable cock. Other than the good good hair, a dad bod, and charming blue eyes I’m at a loss for why I’m so appealing to the opposite sex. I digress.

Anyway, I got a call from an old fling who has been promoted to CEO of her company after the current CEO decided to step away. She asked if I could draft some basic forms. I said I’d be happy to give them a gander and do some document prep but because this industry is outside of my wheelhouse I told her I’d be cautious about not sending them off to another more apt attorney to sign off on when we were through.

You’re on this sub, when all of a sudden…

You’ve stumbled across this sub and begun scrolling. It’s late. You really need to rub one out but you’re in the mood for something a little more cerebral. We’ve all been there, it’s no biggie.

You’re not looking for anything in particular, but a title jumps out at you. *[F] I masturbated to the thought of my friend.*

Now you’re blushing a little, because that one hits rather close to home. You know who you’re thinking of now. Her. Yes, *her*. The friend you wish was more than a friend. You can relate to this writer, alright. You feel a little shy, but your curiosity is piqued, and you click and begin reading.

The prose is… good. Eloquent and vivid. You can almost picture the writer in your mind’s eye as you read, and the outpouring of unbridled lust that went into these words… after all, you’re in a pretty similar position yourself. They’ve given an equally vivid description of themselves, too, and frankly they sound like exactly your type. You keep on reading.