My [M]36 married coworker [F]22 makes a work trip memorable

I knew the moment she started working under me in my department that I was going to have trouble being the kind of boss I needed to be. She was gorgeous, in that southern European way, which is my weakness. Long brunette hair, dark eyes, tan skin, and when she smiled the whole world around her lit up just a bit. But, I was her manager, and we were both married, so I knew that behaving myself was most important. Don’t dip your pen in the company ink, right?

I’ll admit to fantasizing over her for the next 6 months working together. It was hard not to. She was the only person working under my supervision, so we regularly went to lunch together and would talk about everything. Over the months, we became super close friends. And she always had a bit of a flirty side to her that came out around me. She’d walk over to the filing cabinet to file papers and bend over directly in my view, and then on her way back to her desk would look at me and smile that smile. I had to keep telling myself it was just my imagination, and she was my employee, so off limits!

I[M] take photo’s of my boss [F] for a surprise gift and fuck her [LONG]

This is done under a new throw away account, and the name of the other party has changed.

This all started pre-covid, but you’ll get the gist of that soon enough. There’s not masses of sex in this, but for me it was the build up it took a year or so to get there.

****** sex stuff starts where you see this*******

To start, I am 42 and have a 20+ year career in IT. I was recently(ish) divorced and looking to start afresh and take a few risks in life. In decent shape, by no means living in the gym but didn’t look too bad.

As I moved away from my ex wife, I realised I wanted a change of scenery and a fresh challenge.

I looked for a job and decided to go contracting.

Ultimately I found a role which would mean working in Derby, which was about 2 hours from where I lived. Having interviewed and got the job, I needed to find somewhere to live. With no knowledge of the area, but knowing i’d be on a good wage (>£500 a day) for at least 6 months with an extension likely, i tried to find a nice area.

I [M] 20 got caught jerking off in public by my friend [F] 23

I was out during the morning, during which I had a very tame flirty interaction with a stranger. Just a cheeky look and facial expressions before she vanished – she was another blonde milf, though dressed very formally.

Well after I had left and got into my car driving back, I was most definitely quite horny and was sporting a boner a couple minutes into my short drive back.

I couldn’t really keep it in so I parked up in a secluded car park, not many cars, next to no people. I parked in a corner spent at least 10 minutes trying to find what to watch before proceeding to watch a live cam on chaturbate, got naked from the waist down and started to jerk off.

A few minutes in I get I knock on my window and it’s one of my friends, friends – I mean she also kind of my friend as well but at the same time not really – I don’t know her that well and it’s always when I’m with my friend.

Fuck I thought and I quickly covered up before she basically forced me to get back to jerking off.

The time I fucked one of my students mom [M] [F]

In college I worked as a martial arts instructor. It was mostly a part time gig to help pay for food and text books. I enjoyed martial arts and liked working with children, so teaching was a breeze. Occasionally, I’d come across a mom who was attracted to me. I was young and in shape, not really tall but I frequently worked out so I was well built.

I was hit on by the hot mom here and there but there was one mom who always stood out to me. Her name was Lisa. She wasn’t a super model or even drop dead gorgeous. She was pretty, she had short hair that was frequently worn in a pony tail, soft blue eyes, olive skin. She had a figure to her but having still had some baby weight. Her personality is what drew me in. She was so…real. Just a genuine down home person. If you’ve ever met someone who is just naturally pleasant, then you know what I mean. She was so soft and nurturing with her kids, we’d joke and she’d laugh and it’d be a genuine laugh, not just a flirty one like some of the other parents. Over 6 months of teaching her kids martial arts, we developed a bond with each other. We were both into football and fans of rival teams. (She liked the Eagles and I love the Giants) she would always wear a Eagles jersey when they beat the Giants (which was frequently 🙄) and we’d get a good laugh out of it.

I [F] 22 just had my first night of passion with my bf [M] 27

I just got railed the hardest I’ve ever been fucked in my lifeeee. My legs still won’t stop shaking after 2 hours of napping 🤭

For visualisation, I’m a pretty thicc Asian girl, 5ft tall, with E cup boobies, a slim waist, and wide hips, with a modest behind (you can see it if you visit my profile). And my boyfriend is a modestly built Asian guy, 6” 1, with about 7 & 1/2 inches of cock at full mast (sadly he doesn’t post on this app).

It started after I pointed out a porn video that I wanted us to copy and he pretty much gave me a run for my money. We had just come down from dinner after work and were lying down in bed together when I showed it to him. He then immediately stood up, took off his boxers and then pulled me by the legs to the edge of the bed and took my panties off.

He slid into me so smoothly and I gasped because I could feel my insides being spread out because of his girth. He just looked straight at me while pounding into me; he would grab me by the breasts or shoulders to hold me down and pull me into him so he’d fuck me harder. My eyes couldn’t focus because it was too good.

[M]y [F]orbidden fling in college

I had been a late bloomer as far as sex and with other things too. I didn’t even play on my varsity football team until I was a senior in high school. By then I was “man sized”. So that was why I ended up playing at a junior college before I couldn’t play anymore. Fortunately I had good enough grades and got an academic scholarship to a major university.

The university I attended has a lot of foreign students from all over the world. In one of my classes a girl caught my eye, but almost all semester she ignored me like I wasn’t alive. I had found out she was from a very conservative country that frowned upon guys like me, seeing us as inferior. But I had a plan. We got assigned at “random” to an assignment and wouldn’t you know, we were in the same group. After 2 weeks she finally agreed to meet up for coffee. Honestly I didn’t expect much but wanted to see how far this could go.

[MF] A night in the dungeon.

This is the first part of many stories involving Ruby and I, we met 3yrs ago and have enjoyed a lot of fun times together. Also my first time writing and posting, go easy on me 🙂.

I’d booked a dungeon for Ruby and I. She didn’t know what to expect, and it was my first time in a few years. I parked up on Ruby’s drive and let myself in, I called up and said hello. I slipped my boots off and headed upstairs. She was still in her work clothes, I ushered her to get showered, keen to get there on time to make the most of our evening together. I undressed her, groping and feeling as I went, distracting a bit but not too much. I spanked her very pert ass and pushed her towards the shower. As she showered I took myself off to choose her outfit.

I chose a leather underbust corset, a pvc skirt that barely covered her ass and an leather choker with metal chains that rest over her pert DD tits. To go with it, a pair of 6” tall snappy platform stilettos. I knew she would approve. I’d bought along a plug from the selection at home, a very large metal jewelled plug that was very heavy and bulbous.

[FM] Fill me up with cum Birthday Sex party for 2

I didn’t think I’d write about this, and I told him so too but Birthday Sex done right is definitely worth talking about.

It had been a pretty dry season for us, with the COVID cases way up at the time. We only saw each other once a month in the last 2 months and I got to the point of begging (see [Craving Satisfied pt. 1](https://www.reddit.com/r/gonewildstories/comments/pui8xl/fm_craving_satisfied_pt_1/) and [Craving Satisfied pt. 2](https://www.reddit.com/r/gonewildstories/comments/pvv0m7/fm_craving_satisfied_pt_2/)) him to come over but I also get that safety is important so I didn’t beg often, we both did not need that mental load looming over us.

I made a deal with him though. I said I could accept the limitations of safety but I **NEEDED** birthday sex. I know he’s in charge of moderating our meet-ups but this was important to me and I didn’t want to negotiate this one time: all day sex on my birthday, please.

He happily agreed but wondered out loud why I’d choose to spend the day with him rather than my friends? Well, COVID sucks. We can’t have gatherings. My friends have work and it’s a weekday so they can’t spend the day with me andddd they can’t give me what he does so it had to be him, I wanted it to be him and I shyly admitted: I’ve never had birthday sex. He was thrilled to give it.

[MF] My (32) fiancé’s hot sister (29) I got to see her naked and it wasn’t the last time. (Part 4)

So the final part, I don’t know what will happen after this, I will have to wait until we see each other again.

So this was only in September this year, it’s my birthday so Beth had decided to come to a little house party we was having, just a few friends and family.

My birthday landed on a Tuesday this year so we decided to have it a few days before, Beth came Friday night with the party being Saturday, Friday was chill, talking about the party, things we needed to go get (alcohol, food) we talked about plans for the day, and Jess told Beth she needed to go get her hair and make up done in the afternoon and asked if she wanted to try book Beth in at the same time, Beth declined and said it was ok, she would stay behind and help me set the house up, she doesn’t wear much make up and her hair looked great, I think Jess asked to be polite, we mention getting drinks ready sorting some snacks, the usual party prep! Jess was happy as she didn’t want to start doing all this with nice fresh hair and makeup.

[MF] LEXIE (Part Three): Happy Endings, Farewells, and Closure (M20) (F20) (LONG)

[Part One](https://www.reddit.com/r/gonewildstories/comments/qnjwvy/mf_lexie_part_one_the_time_i_m18_fingered_a/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part Two](https://www.reddit.com/r/gonewildstories/comments/qpam1j/mf_lexie_part_two_the_time_i_m20_rubbed_out_a/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

I truly felt bad about ending Part Two on a cliffhanger, and I realised that it may be leaving you all high and dry (giving you all too much time to lose steam over in between parts Two and Three makes both less enjoyable of a read), so I started writing again as soon as Part Two was posted!

This is the conclusion to a three part series documenting my experiences with my childhood friend turned girl-next-door. Names have been changed of course.

:::::::::::::::::::::: indicates start/end of the sexy reading.

This happened over 10 years ago, so a lot of details are blurry (especially because there is alcohol involved this time) but I tried to be as descriptive as possible.

———————-—————-

:::::::::::::::::::::::::::::::

“I want it…” Lexie whispered into my ear as we stood pressed against her resort room door. Time slowed for us at that moment as I leaned my body back slightly, away from her neck, to where we were face-to-face. Her lips had stayed unclosed after the words left her mouth. I watched her lips as she panted slowly, her lustful breaths lingered in the air with the liquor that we had drank. Her flushed chest raised and fell deeply as her breasts pushed against me.