Yeah. This was back in 06-07. I was on the rocks with my girlfriend that the time and we were on a break. I worked with another girl. She was my boss. She was a bigger girl, but she had a sexy swagger about her. Also, big tits.. dark hair. Pretty eyes. I found myself attracted to her and she was pretty confident about wanting to sleep with me. I had just graduated from high school and had only slept with the three girlfriends I had been in relationships with up until that point. I had never 'slept-around' or had a one-night-stand.
I figured then was as good a time as any.
We finally exchange numbers and text some after work. She makes sure I promise to keep things on the down-low since she could lose her job if anyone found out that we hooked up. We arrange a time for us to meet up and I go over to her place.
I knock on the door. She answers excitedly. Her hair is down this time. Long and dark.
So far, so good.
She leads me back to her room where some bullshit dvd is playing. I make a snide comment about it to break the ice. Negligible effects, at best.
She hands me a bottle of enriched aloe vera. She wants me to rub it on the sunburn she got laying out that day.
She takes off her shirt. I realize then she's not holding my interest like she had been. Things are starting to slip.
I don't know if she noticed my trepidation, but she begins to clam up a bit.
But I'm there for the long haul. I swallow the burgeoning lump in my throat, squirt some aloe into my palm and I rub my hands together. I doctor that sunburn like I still want to fuck her.
She perks up. She's into it. I get back into it. Physical contact is some of the purest communication there is.
She turns around with determination, looks me in the eye and moves in to kiss me.
She was not good. Her tongue darted in and out of her mouth rapidly. And it was so short. All I could think was "she has a snapping turtle's tongue".
I still press on. I'm not gonna back out now. I'm in to deep, I think.
After a few minutes of kissing, she moves to take off my pants. It's a blur at this point, but she goes down on me. I was worried I might not be ready.
Okay, she's good at that.
She got me ready.
I take my pants off the rest of the way and she follows (un)suit. My interest dips again.
Her work clothes seemed to hide secrets well. At work, I really thought she was sexy. Undressed, she seemed like a different person.
At this point, I start to feel bad. I don't know what to do.
I get a condom out of my pants on the floor, I put it on and I move in. I lay her backwards and in one motion, her giant tits go east and west.
My interest dips a bit more.
I push forward and consummate this fucking moment and try to make the most of it.
She's into it. I'm not.
All I want is for her to blow me and to just go home.
But, I can't do that. How do I play it cool and ask for THAT?
My interest drops to zero. I go soft inside of her.
I try my best to pick things up for a bit, but it was all for naught.
I pull whatever I had in her out and tell her, "This was a bad idea."
I get dressed and I leave.
Work was really awkward for the next few weeks before I transferred out.
TL;DR -- Fucked my fat boss and went soft inside of her. Said something harsh in a controlled panic and noped out.