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TITLE: I Was His Mentor - Our First Kiss
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LOCATION: daddysbabygiiirl - USA
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I was the head of talent development.

He was one of our most tenured partner sellers.

He asked me for 1:1 coaching a little over a year ago, and we started meeting every couple of weeks. Sometimes virtually, sometimes in person when I was in the office. He was always very warm. Good hugs, very attentive, sometimes walking me to my car at the end of the day. It felt friendly. I honestly didn’t think anything of it.

Then came sales kickoff last January.

After an awards banquet, he pulled me aside because he was dealing with a weird situation with the CEO and wanted advice. We ended up talking for hours. I was dressed up and looking really cute in a dark red dress, and the vibe felt… different. Not obvious, just there. A little bit electric. He bought all my drinks at the bar. Later, after the bar closed, a group of us hung out in the lobby with wine.

He drank a lot. He was very loose.

When the night finally ended, he went around saying goodnight. When he got to me, he kissed my cheek, and then his hand slid down my back and squeezed my ass. And didn’t move.

I laughed it off and told him it was time for bed and sent his best friend upstairs with him to make sure he didn’t do anything stupid.

We never talked about it.

That summer, I was visiting family. He asked if I was coming in and I sent him a picture of where I was. Laying on a couch with my newborn niece asleep on my chest. Totally innocent. I didn’t think twice about it.

His response was… flirty. Just barely, but i felt the shift.

We texted throughout the day and that feeling wouldn’t go away. Later that night he finally said it. That he had a crush. That he fantasized about me. That I was basically his dream girl.

It completely threw me. He knew me in real life. I wasn’t flirting or dressing up for him. I was just… me.

Somehow Reddit came up. I mentioned I posted for fun but didn’t tell him where. For weeks after that he tried to find me.

And then he did.

Knowing someone from my real life was looking at everything was such a turn on. Especially when he realized some of those pictures were taken at work… in the call office directly behind his desk. Just a frosted glass door between us.

After that, it turned into this little game.

He’d tell me what to wear to the office. I’d walk past his desk, hold eye contact, smile, and go into that call office. When I came back to my desk, he’d disappear into another room to look at what I’d posted.

The only rule was that he had to tell me what he liked.

Seeing him come back out - a little smirk, distracted, trying to catch my eye - was half the fun.

On Thursdays there was a happy hour downstairs at a wine and coffee bar. Sometimes we’d have our 1:1s there before other people joined. He started asking me to wear skirts and dresses so he could sit across from me.

I learned very quickly how much more fun it is to tease someone in person. Watching his eyes change. Watching him shift in his seat. Watching him struggle to keep talking.

He’d walk me to my car, hug me, kiss my cheek. And most days he’d call me on his drive home and tell me exactly what I’d done to him that afternoon.

Still - nothing obvious. No real touching. Just little things that could be accidental. A hand at my lower back. Standing too close at the bar.

Until one afternoon.

I needed his input on a project. I was wearing a short olive skirt jumper and no panties, like usual. I’d already made a few videos in the office before heading downstairs.

He joined me in a booth and we sat side by side looking at the same spreadsheet. People slowly started filling in until the booth was way too crowded. Our thighs and shoulders stayed pressed together.

He rested his arm across his lap so his fingers could brush mine. My skirt was so short he didn’t have to reach. Just light touches. Fabric. Skin. Fingers grazing for hours while we talked about work like nothing was happening.

Anyone could have seen.

When we finally stood up, I was so wet I had to rush to the bathroom. When I came out, he was gone.

I texted that I’d see him next week and that I missed him walking me to my car.

He called immediately. Said he was still there. Said he needed to hug me goodbye.

I drove my truck over to where he was parked. I opened my door and before I could get out, he stepped in close and filled the doorway. His arms went around my waist. Mine went around his neck. I still thought it was just a hug.

It wasn’t.

His hands moved explored by back. My hips. He pulled back and looked at my mouth and then kissed me, soft at first. And then everything we’d been holding back just snapped.

My hands were in his hair. His mouth was on my neck, on my collar bone, behind my ear, and along my jaw. It became ravenous. He pulled my skirt toward him and pulled my hips with it, standing between my legs. One hand kept kissing me, the other slowly slid up my thigh under my skirt.

When his thumb hit my hip bone and started moving inward, i imagine he could feel the heat radiating from me. I stopped him. I pushed his hand away and told him he had to go home.

It was the steamiest first kiss I’ve had…

And somehow even hotter because he called me the second he got in his car to talk through every second of the day and detail how affected he was.


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