Naughty and Not Nice on Craigslist

by

12/15/2007

26th and 6th, 10010

Neighborhood: Midtown

As always when I break up with a boyfriend, I go back to trusted Craigslist. There’s something comforting about shopping for sex on the internet. Safety behind the screen. This time, I was more daring. I wanted a dominant man. This much I knew for sure. I’ve had a lot of mediocre sex in my time. And over the past two relationships (see Hetreoflexibility), I learned what I didn’t want.

Placing the ad itself is a kind of high. Then you wait…

Problem is that the responses are overwhelming. I met one of my exes out of over two hundred responses. His was the only one I answered. This time, I got over two hundred and fifty replies. It’s almost impossible to go through that many emails. I put a picture of my torso, a little tease, a note of what I was looking for. I am good with words; very direct.

I answered two people. I liked their words and pictures. Again, as the first time, the men are nuts. Sending cock shots and pictures of their sisters. Telling me their life stories. One guy, Mr. Dickey, I kid you not, sends a picture of himself with a really cute girl, then another picture of his huge penis. No words. Right, I am going to be sure to go out with him.

The men I chose were both great, very dominant, beautiful, articulate, and sweet. I found another on a regular dating site. Another that I met on Craigslist and I reconnected. I should have a party of all the people I know from Craigslist. I stay in touch with everyone. I sold my furniture there, got rid of my kitty condo, had my first threesome, met people for poetry, etc.

Back to the topic at hand, the first man I met was totally dominant. We met for coffee the first night. He walked me home. Gave me a kiss on the cheek. Had a lovely time. The next morning when I woke up, there was an email waiting for me telling me he had a lovely time. The next evening we met outside the same coffee shop. He told me to wear a heavy coat with garters, a top and no underwear. We walked around the water.

Then back to my place. Not too much to tell. He told me for a shy girl I talked a lot. Two nights later he told me to meet him at his place. Exactly at 8:30. He blindfolded me and tied me up in a minute or two. His place smelled of gasoline.

Led me into his room. Made me kneel. Will leave the rest to your imagination but it was quite nice. He was very good at what he did. A mental challenge. All about trust.

The next man was completely different. Much sweeter. But darkness inside. I could tell by his email. I almost didn’t write him back because his email was vulgar but he had a devilish look in his eye, and his words were very sexy and well written. In person he was a doll.

On our second date. I invited him over for dinner, dressed as scandalous as I could manage, yet, nothing happened. We stayed up all night and NOTHING happened.

Third date he told me to leave my door unlocked and be blindfolded and near naked kneeling on the bed. This I could do. The night went well…

The man from the regular dating site asked me to meet him wearing a dress and stockings and told me to bring, well, lets just say certain items. I was offended and cancelled the date the first time. I knew he expected sex. But I rescheduled because I was curious as to how he could know I wanted him to dominate me. He was worth it. I wasn’t even sure I would be attracted to him let alone like him. I couldn’t have been more wrong. He was beautiful and really easy to talk to. I could have talked to him all night though I preferred to have him pick me up and throw me on the bed. Turned out we had a lot in common. We live in a very strange world. Without giving anything away, let’s just say our paths crossed many years ago, it’s very very strange.

The meaning you may ask of all this? Whatever you’re looking for, the internet is an easy, perhaps all too easy place to find it. The supermarket of sex. I thought I would be sad over the breakup of another failed romance, but I am actually doing all right. Who would have known?

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