I was working as a production manager at a company in the Los Angeles area. We did a lot of shipping via the common carriers, so they would assign a rep to call on us from time to time. At some point, one of them switched us to a new middle aged female rep – let’s call her Megan. Megan was one of those women who i immediately got a horny vibe from. She was well dressed and put together, but something about how her eye contact lingered and the way she flirted in subtle ways told me she was a submissive cock craver. Of course, I never planned to do anything about it. This was my job, not porn. I honestly didn’t want to make a move and learn that I was wrong about the vibes I was picking up, so I just let it simmer.
Author: d3vild4ddy
My First Time 18[M] with a 40-ish[F]
Sorry for how long this is, but I didn’t want to edit anything out. It’s all so vivid a memory for me. If you’re looking to read a quickie, move along, but if you like detailed experiences, I had a good one I’d like to tell you about.
I’ve never told anyone this story because, well I had my own “Stiffler’s Mom” experience for my first fuck. I was 18 and just out of high school. I’d always been shy so I’d never really had a full time GF. I’d dated, sure, but it was mostly kid stuff. Nothing too serious and certainly no sex though I craved it like crazy.
The summer between HS and college, I had a job at the local Holiday Inn as a porter. I had a pager and I took care of guest requests for extra towels or broken TVs. I also delivered room service orders, such as they were. It was a motel by the interstate. Nothing fancy, but it was fun and I had some freedom. I wasn’t chained to the front desk.