Convincing my older male colleague to creampie me [FM]

I ended the year with finally getting my older male colleague to fuck me.

***The story is pretty long, so I’ve marked the part of the text where the sex starts like this, for those who would like to skip the background.***

We’d been working together for a few months, but t’s only the last couple weeks that I have for some reason become obsessed with the thought of getting fucked by him.

So my colleague, let’s call him John. At first glance he doesn’t really stand out, apart from being very tall. I think he’s in his early 50’s, and looks pretty good for his age. Despite not being the most attractive, he’s one of those people who are just undeniably charismatic. However, he is always very professional. I honestly don’t know that much about him except that he’s divorced and has a daughter who’s a year younger than me.

I [F] use another student [M] to make my teacher [M] jealous enough to fuck me at a school party

This story begins right after my first encounter with my 41 year old teacher Diego, who I had sex with for the first time the night before. You can read that story [here](https://www.reddit.com/r/gonewildstories/comments/obz4k6/the_first_time_i_f_20_hooked_up_with_my_spanish/).

I woke up from the sun hitting my face through the curtain. Memories from last night were starting to come back to me and I heard Diego in the other room. I had fallen asleep naked and i found my white thong next to the bed and put it on. I took a look in the mirror. My blonde hair was a mess and my nipples were a little puffy like they usually are unless I’m cold or turned on. I figured this attire was decent enough and walked out, said good morning and gave him a hug.

He hugged me back, but I could tell that something was off. I stood by the sink while he sat down on a chair and after a few moments of silence I asked him if everything was ok. Diego didn’t know where to look. “Don’t get me wrong, yesterday was… incredible.” He sighed, trying to look me in the eyes without glancing down at my naked tits. “But I don’t think we should do this again, you are my student after all and it was wrong of me to… well, you know.” I tried to tell him it wasn’t really wrong since after all I was a consenting adult, but he had made up his mind. He asked me to please get dressed and leave, and I did.

The first time I [F] 20 hooked up with my Spanish teacher [M] 41

This took place a couple years ago, but it remains a really nice memory and I thought it deserved to be shared! I got a little carried away while writing it, so for those who want to get right to the sex part, you can skip the first part of the story. Since you never know who might read this, Ive changed my teacher and my friends names.

For some context, the year that I was going to turn 20 me and my best friend Sofia had decided to move to Barcelona for the summer. We were supposed to attend Spanish classes 5 days a week, but to no ones surprise we were more interested in partying than learning proper grammar.

However, there was this one class where i had perfect attendance. We’ll call the teacher Diego. He was from Buenos Aires and although he had lived in Barcelona for years his accent was still very much Argentinian. The fact that I could only comprehend about half of the things he was saying didn’t stop me from being absolutely obsessed with him. He was in his early 40’s, about 6’2 and had an amazing laugh. I had been going to his classes for 2 weeks and although he was relaxed, he always kept it very professional. Despite this there had been times I thought (read:hoped) he might have been flirting with me.