I (36M) had been working as a consultant for some time and I had become a trusted advisor to one particular CEO, who would contract me at least a few times a year.

One year she brought me in on a project and I saw that her longtime assistant, a large gay man, had been replaced by a very young woman. She was a tiny Hispanic girl with light skin, dark brown hair with light highlights, and brown eyes. She couldn't have been older than 22 and was probably around 5' tall. She always wore red lipstick on her full lips, high heels, and her office-appropriate dresses hugged her slight frame, A-cup tits and big, full ass. She kept her hair up, and she always stood up from her desk when she greeted me.

She was only a few weeks in to the job--and her career for that matter. Although she clearly had no idea what she was doing, she was enthusiastic, friendly, and hard-working. She was young enough to be impressed by my relationship with her boss, and she blushed when I said extremely mundane things like "Thanks" and "How are you?" I could tell that to her, my attention felt like praise. But I assumed she was just young and eager to please on a professional level, not anything more than that. Until one night.

I was the last in the office, or at least I thought I was. As I went to leave I noticed she was still there and had been watching me. I was surprised and she explained that she thought she should stick around in case I needed support--copies, coffee, things like that. I laughed and told her she didn't need to do that for me, but that I was impressed by her dedication. She blushed and I wondered.

I said goodnight and left, and she followed me to the elevator, going to a closet nearby and fiddling with it. She seemed to be struggling so I ignored my elevator and went to help her. She said she couldn't get into the closet, but when I tried the knob it was clearly locked. She produced a key, embarrassed, and opened the closet...but she kinda just stood there. I was confused. "Did you need something?" I asked, standing close behind her to peer into an empty broom closet with a slop sink. "...no...." She answered, stepping back nervously towards me, her round ass hovering just out of reach of my crotch.

I walked forward, slowly but forcefully, pushing my crotch into her ass and pushing her small frame deeper into the closet. She yelped quietly and stumbled forward slightly on her high heels. I caught her and made her take a full step in. I calmly pushed her shoulders forward and she placed her hands against the wall, bending for me. I closed the door and turned the pull-string light off, enveloping us in complete darkness.

I slowly hiked her skirt up and used my other hand to unpin her hair, letting her hairclip clatter loudly to the ground. The darkness accentuated the sound and her breath got quicker. I pushed her thong to the side and covered her mouth before I entered her as a slowly as I could. Her muffled moan was high-pitched, reminding me in the darkness that she was much younger than my wife. I dipped my fingers into her mouth and she sucked them with the same eagerness she used when greeting me at her desk. It made me want to break her in half with my dick.

But I kept my strokes slow, and I bought my hands to her hips so that I could hold my cock in her deep to force little struggling whimpers out of her. Her attempts at keeping quiet made me want to make her scream degrading obscenities, but more than that I wanted to encourage her. I wanted to reward her and recognize her effort. I started playing with her clit and her whimpers became quicker. "Come for me." I whispered in her ear, as encouragingly as I could. She whimpered affirmatively and obeyed, arching her back further into me. I picked up the pace and her whimpers became faster and more longing. I focused more on her clit and made sure the head of my cock was gently kissing her cervix when she came. I stayed in her, still rock-hard, until her breathing evened out, and then I slowly slipped out of her. In the darkness, we could hear her wetness drip on the floor.

She was upset that I didn't cum, but I told her she did great and I gave her fat ass a loving slap. I didn't wait for her to get her things. She went back to her desk and I took an elevator by myself and left.

She still works there and I still see her whenever the CEO brings me in. She's getting married now, and although we never hooked up again she's still as friendly and enthusiastic as she ever was.