The sluttiest thing I've ever done in my life makes me feel really guilty for various reasons. It shattered the notion that I was heterosexual. She was almost twice my age. She held a position of authority over me. Last but not least, it seems like I wasn't the only employee she had been with recently either... Which only made her more attractive.

I was 21 years old in college working as a waitress at a restaurant. A place I worked at for several years at this point in time. There was a really pretty female manager that had various rumors circulating about her throughout my time working. Some were silly, some seemed to be more valid such as the one that she was lesbian. She was very feminine though so in all honesty, she never struck my gaydar. She just didn't seem to be gay or into women. She was always super nice too while the stories made her seem cold or mean which diminished how legitimate they seemed. I thought they were just silly rumors and even in hindsight, some of them probably were. Not all of them though..

To make a long story short, one night we were closing and she was unusually flirty with me. She touched me a few times, seemed to be acting different and was acting extra nice. She wasn't ever a bitch to me but she was acting more personal. I felt like I was crazy but it was noticeable. I knew I wasn't just thinking things. Towards the end when it was just us two in the front of the house, she offered to give me a ride home and even offered some drinks at her place since it was the weekend. This is when I really started to get suspicious and was like 'omg, could the rumors actually be true? Is she hitting on me?' This is what makes me feel extra guilty because I knew at that moment what she was trying to do. It was so obvious. Yet straight little Anna still played along...

When we were at her house, which admittedly was really nice and rumors were she had money... It didn't take long for her to make a move on my college self. I feel guilty to admit I was really easy for her. She kissed me in her kitchen, I kissed her back, kissing turned to making out and I found myself pinned against her couch soon enough. At the age of 21 years, I had lesbian sex for the first time with my female boss. A boss that was closer to 40 than 30 and fucked me better than any boy did. Prior or since then..

Whether it's to discuss your own experiences or if you're curious about the dynamic I had, reach out. Talking is fun.