I met Michael through Craigslist. I know, trashy, right? But that's exactly what I was in the mood for - something easy, with no strings - and that's exactly what I found.
It was July 2006, and my libido was in overdrive. I responded to a few posts on Craigslist in the morning, all for local play, but once the advertiser responded, I lost interest. There needs to be a hint of chemistry, a spark of something interesting in order for me to meet a random guy. That probably sounds strange to you - I mean, these are just random hookups, so why am I so picky? I don't know, other than to say that I am.
I finally gave up on CL and ran out to do some errands, hoping to otherwise pre-occupy my mind. Of course, that didn't work, so as soon as I got back home, I hopped back onto Craigslist. This time, a new post caught my eye: a local guy who was working all night, alone in his office building, and wanted someone to come to his office and fool around.
I responded to the ad, and Michael's response kept my interest. We emailed a few more times, discussing logistics and what we were both looking for. He sent me a picture, and I was relieved: a nice looking Mexican guy, short and skinny, with a mustache and small goatee. Facial hair does it for me every time. He seemed excited about the idea of a bigger woman, so that was also a relief for me. We emailed a few more times, and soon I was on my way.
It was already dark when I drove to his office building. I was wearing the same thing I ran my errands in earlier that day - a pink tank top and a khaki skirt, nothing else but shoes. Michael was having a smoke outside when I arrived, and soon led me upstairs to a conference room. I'm normally the aggressor when it comes to men, but I was determined that this time I'd act coy.
We talked for a few minutes, neither of us making a move. Michael went to check on his computer in another room, ostensibly so we wouldn't be interrupted. When he came back, he hesitated a second, then pulled my chair closer to his.
He leaned towards me and began kissing my neck, then my ear, then moved to my mouth. We kissed for a bit, hungry tongue kisses, before he began kissing down my neck and into my cleavage. He started to fondle my breasts and kissing the tops of him.
I pulled back, away from him. "Do you want to see them?" He nodded. "Then take them out."
He pulled down the top of my tank while I wrestled the straps off my shoulders. His mouth immediately went to one, sucking and licking and teasing my nipple. When his mouth wasn't sucking, it was softly saying things like "such big tits...such nice skin..." I gently chastised him into remembering my other breast, and his mouth quickly moved to it. He bit gently, and tugged on the nipple, twisting it. I moaned my approval as I played with his hair.
He began alternating which breast he paid attention to, and took as much of one in his mouth as he could. I've seen a lot of this world, but there are few sights as beautiful as a man's mouth wrapped around one of my breasts. The whole time he was sucking, I was rubbing his cock through his jeans. Ready to escalate things further - and forgetting my pledge to be coy - I asked if he wanted me to suck his cock.