I masturbated to my new boss’ ‘progress shots’ and couldn’t look her in the eye the next day

I’ve had a new boss for 6-7 weeks. I’d categorise her as a quietly confident MILF, although formal at work. I’m Bisexual, but with a lack of experience, I’m drawn to being submissive with strong minded women. Kind of a need for, “show me the way.”

Anyway, we got to know each other a little better as the weeks rolled by and exchanged social media. This is where an inevitable deep scroll began.

I knew she liked to holiday. I could also tell she had large boobs but concealed them. I couldn’t believe my luck when I saw a recent beach shot with what looked like near on perfect boobs.

We bonded on going to the gym and although we’ve never trained together, she randomly posted some ‘progress’ shots. Omfg. It was her, in a white sports bra with nipples visible and a matching thong.

I felt my heart race as I sat at home. There were several more - the front, side and back poses. I started to write out a comment, then didn’t post it. Instead, I noticed how wet I was.

I zoomed in, fantasising over what she’d look like topless given there’d be little ‘drop’ with her tits. My underwear was already on the lounge floor and I was comfortable on the sofa.

I played with myself, using my vibrator while I enlarged the shots on my laptop. In that moment, I was literally ‘hers’.

Her ass was big but high quality. I played with myself over what it’d be like for her me to receive a dominant face sitting. What drove me wild that there were no other posts like this.

I flitted between the shot of her bikini pic with cleavage, then towards the peachy posterior progress. Several minutes in, I came. I wanted to go again. Sudden guilt flooded me. She’s a friend. I tried to not let too much inner conflict set in.

Regardless, I saw her at work the next day. I could barely look her in the eye for the first few hours. Finally, I congratulated her on her post.

A return comment of, “so you’re a stealth browser, huh? A ‘no liker’?” with a wink. I went bright fucking red.

A customer came and took her attention. I told my boyfriend at home and he thought it was hilarious. I suppose now, I can see the funny side.