I’m not sure how much back story I should give but a certain amount is probably important.
This happened probably 8 years ago at the time I was 37. I was a supervisor for a restaurant that got very busy seasonally, and so we would hire temps to fill the schedule. Often, these were college students or people looking for a second job.
This particular year there was a young man (19) who was working. There was definitely a very minimal flirtation but nothing out of control or that would raise eyebrows.
As it happened, I had to make the schedule one week when the manager was out. I had to text this boy (W) to confirm a schedule change. That innocent text message was the catalyst of what was to come.
Later on that evening, I got a text from W asking if the schedule worked out. I said it had. He asked why I was up so late. I told him I’m always up late… the conversation proceeded. Getting hot and heavy and definitely inappropriate. Talking about positions and kinks and experiences. How did this even happen? There were no thoughts or plans of taking this to any other level. But I definitely liked hearing that I was making him hard and that he would look at my ass at work. Work.. it could have been so awkward and maybe at times was. There were more accidental brushes, more ending up needing supplies at the same time…. More scheduled shifts together but never crossing any further over the line.
Until one day…..
I receive a chat request on an online game. Him.. telling me “Let’s meet up before work on Wednesday”. I hesitated crossing this line. He’s my employee, more than half my age. But still, I wanted it. So we came up with a plan. I would get to work early so he could pick me up there. I changed my clothes, freshened up and climbed into his car as he idled in the employee lot. My heart was literally pounding out of my chest and I felt like I couldn’t breathe. I could see he was also nervous not looking at me, hands gripped on the steering wheel.
We didn’t go far finding a construction site that was on delay. Sitting quietly at first he slid his hand over linking his pinky with mine. I looked down, then back up at him to find that cocky, confident smirk I’d come to enjoy so much. Leaning across the console he kissed me briefly, no tongue. Just a tease, then cocked his head toward the back seat, a silent question.
Getting out of the car I took my boots off, my hoody and put my hair up, all while keeping my eyes on his. I climbed into the back seat and he followed. As soon as the door closed behind him his mouth was on mine… Best fucking kiss of my life. It was passionate enough that I knew he wanted me, but not sloppy or aggressive. He nipped my lips then soothed it away. Making sure I was where he wanted me with his thumbs under my chin, pressing my pulse point.
He unbuttoned my bra pulling my tank and the bra from my shoulders. I could hear my breathing speed up as my hands tangled in his hair. I loved the way he got carried away, biting my nipples. His hands then unbuttoning my jeans and his thumb finding my clit. He pushed my pants to my hips grabbing my ass.. I wasn’t sure I should actually fuck him even though I was aching for it.
Distraction… undoing his sweats I pulled his cock out and in that moment realized he was desperate for this as his hands immediately tangled in my hair. I didn’t know how much experience he had (I assumed a lot based on looks and attitude) but I wanted to make it good, wanted him to think about me.
I didn’t want to take him fully in my mouth right away, so I used my tongue to taste him.. the slit, around the head, down the vein on the underside and back up. His balls heavy in my hand. Then slowly I slid my mouth down as I slid my hand up. That moan of “fuuuuuckkkk” is something I will never forget. Even as I took him to the back of my throat I used my tongue to swirl around his cock – needing to show him what experience feels like. As I got more in doggy position to get a better angle I felt his hand slide into the back of my pants and find my slit. That’s when he discovered how wet and needy I was for him. He was losing control quickly his grips in my hair and on my ass tightening as he fucked up into my face. My hands just gripping his hips as I let him break for me. I hear him say pull off I’m going to cum. Instead I let him hit the back of my throat and tightened my mouth around him and adding a little suction. The vile things he said as he came down my throat still make me smile.
There was never a repeat; with him returning to college and following his career.. but 8 years later we still meet up for video chats every few months.