This was the first of a few encounters I had with my ex’s dad secretary. He was a big wig in an international engineering firm. He got me a job there as a low level consultant in my area. It was a pretty sweet gig cause I was not really part of the company’s grind of work and could really work when I wanted to. Anyway, this afforded me time to meet lots of people in the office. One of whom was the dad’s secretary, Teresa. She was a bit older than me, not outright hot, but blonde and great smile. She had a sharp sense of humor and whip smart (spoke three languages). We spent a lot of time outside his office chatting and joking, but nothing really sexual.
One night after work some of the engineers (not my girlfriend’s dad) were going out for drinks so they invited me. Teresa came along, too. Despite being the only female, I was impressed at how well she held her own. I remember her wearing boots with a skirty and a shirt with a plunging neckline. Very comfortable with the man-talk and flirtatious with it. I could tell she liked being in that role and got some vibes from her that she might be or have had a past with one of the married engineers.
Anyway, fast forward to end of a what you need out to be a long and unexpected Thursday night if drinking. Teresa and I ended up being the last ones at the pool hall, probably because we both lived relatively close and could easily walk or cab it back to our apartments. We wrapped up there about 1 or 2am, and I offered to walk her home. I still wasn’t really looking for anything, just trying to be gentleman. But as we walked, we kept drunkenly bumping into each other which turned into holding hands. The hormones and alcohol really started flowing for both of us, so by the time we got to her apartment, we had stopped several times to sloppily make out.
Outside her 3-story apartment we knew where this was going so I asked if I could come up. She said no because she had a friend staying from out of town but I should come with her. I was a bit confused, but my brain was pretty much shut down at this point. We headed up the stairs, which we’re only lit by a street lamp outside, and at the first landing she stopped and we kissed some more. She then told me, “here” and pushed me down to the floor. She squatted over me, reached down and pulled out my throbbing cock, then reached under her skirt and pulled a side her panties. She then planted her loose and soaking pussy on my member and proceeded to ride the fuck out of it. Teresa was VERY into sex as she bucked wildly and was insanely loud. I really couldn’t believe what was happening and thinking that we were going to get caught with her carrying on as she was, but I was drunk and horny so logic and caution were foreign to me. This stairwell was the main entrance to the building and we were not even at the first second floor, so anyone could come upon us there. At one point I do recall hearing voices and the outside door opening, but she was screaming and moaning so wildly, that whoever it was was probably scared them off since no one interrupted us.
The image of her black boots straddled around me as she squatted and impaled herself on my rock hard cock is burned into my mind. At some point I pulled her top down to release her ample titties and pinched her nipples which made her even more unleashed. She bounced up and down hard on my dick, relishing in the pleasure. A real fuck whore. Her juices were dripping all down my balls and inside my legs. After a few minutes of this, I could feel I was cumming soon, so picked it up into overdrive and raised my hips up to pound her. Given that she was moaning so loudly I felt like I didn’t have to hold back, so I started grunting loudly, yelling out “oh, fuck!” I quickly pulled out just as I was cumming and sprayed my wad on the inside of her skirt. She collapsed on me, kidding passionately on the dirty stairway floor.
We said our goodbyes and I walked home. The next day at work we were both hungover as fuck. I stopped by her desk with my girlfriend’s dad in sight of us. We exchanged some small talk, all while she gave me sexy, raised-eyebrow glances. We had several other encounters over the next few months as she became a willing and available late night hook up.
Source: reddit.com/r/gonewildstories/comments/11trhhs/and_im_riding_the_stairway_to_heaven_f