Author: d1rty_b0ss

Trust Me, Bruise Me [MF, teasing]

These events took place in my late 20s. I’ve cleaned up the notes from my diary.

*March 2005*

For the last month, I had noticed the change in my therapist since I started discussing sexual difficulties I was having. She started dressing a little differently; tighter tops, lower cuts, shorter skirts. She started leaning forward more when I would hesitate giving the details she requested.

After describing one event from my life, I could have sworn she had bit her lip. Last week, she had suggested some role playing might help me while she left her legs a little too far apart, giving me a glimpse of pink fabric between her thighs.

I knew things were going off the rails when Amber sucked on her fingers briefly and said, “You know, I was a beauty queen once…” She looked down and then peaked up as she subtly leaned forward and her necklace dangled between her breasts. “Do you think I’m still attractive?”

It was a weird question to be asked in general, but especially by your therapist. I assured her that she was still very attractive despite being in her early 50s. She actually was quite sexy and I became self-conscious about if she had picked up on me catching glances at her cleavage and legs. Read more »

Asian Take-Out [Mf] [oral]

I’m a creature of habit, until I’m not. Left to my own whims, I’ll stick to a well-worn path of choices with predictable results. When I’m pushed in another direction, I find I really enjoy it once I get past the initial resistances. Yet for whatever reason I have difficulty in moving myself away from my norms.

Gretta, known as Gigi, was based in my company’s Manila office. Gigi and I had worked together for a few years before we met in-person. We had a great rapport and even engaged in some playful flirting while we had calls, which wasn’t unusual with the single women from that office. I always enjoyed their schoolgirl-like giggles when they first heard my deep voice.

The events in this story took place during the tail-end of the years of being able to know someone without being able to find them easily through social media. So, I’d have pictures in my mind of these Filipino girls I spoke with–eager, lithe, and just out of college–but I didn’t know what they actually looked like. Read more »

3 People, 2 Seats, 1 Memorable Ride [Mf, teasing]

I’m not much of a people person, but having friends does have some benefits.

A friend of mine from way back in high school was in town after dropping his daughter, Amy, off at a local university for her freshman year. His wife had taken his daughter and all her stuff in their SUV, but there was no room for him so he followed up in his little convertible coupe he wanted to show off to me.

I remembered Amy pretty well from the last time I visited him because she showed up to dinner in a very distracting outfit. I never had been so aware of where my eyes were looking in my life for entire that meal. I could be wrong, but it seemed her parents were almost amused by attempts to completely ignore Amy.

So when Joe called me to ask if I wanted to check out his car, I was relieved to hear that his daughter had already been dropped off and was settling in with Mom’s help. He pulled up about fifteen minutes later in a 2014 Porsche Boxster with the top already down so we could enjoy the late August weather. Read more »