Friday, August 6, 2010

Encounter #9: Strings Attached?

It started with a post I made offering a sensual massage.

She was the first person to respond. And she responded quickly....within about 15 minutes of the post being published. She seemed very eager, which of course was a good sign.

Her name was Kim. She was in her mid-30's, lived within about a 20 minute drive of where I live. She told me that she had blond hair, green eyes, and stood about 5'5.

And she was married. With a 6 year old son.

When she threw that in, the warning bells started going off in my head. All the potential risks that I described in my previous post starting rushing into my mind. The angry husband. The baggage. The risk of her unhappiness in her marriage (which she confirmed) leading her to want more than just a casual experience with me. It was alot to process. Perhaps if I was also married, I might have been able to rationalize it as an even playing field. But being single, that was certainly not the case. I thought about it long and hard, until finally making a decision. I was going to go for it.  You only live once, have to take some risks every now and then. She sounded sexy and eager. I was going to give it a shot.

We met two days later. She was as attractive as she described. I gave her a long, full-body massage. Teasing her between her legs as my fingers brushed by repeatedly. That led to me going down on her. Which led to her going down on me. Which led to us fucking. (Have I finally convinced everyone about the gateway potential of the massage??). Each step of the way was passionate, erotic, and extremely pleasurable. As we laid in bed together afterward, I was thinking to myself that I had made the right decision. It was one of the most fun encounters I have had so far, if not the most fun. What was I worrying about?

Then she said, "when can we do this again"? And that was when the warning bells started again. She wanted more than a one time experience. But how much more?

I would agree to see her again the following week to find out.....

Sunday, August 1, 2010

Pros and Cons of Being with a Married Woman

This post is a segue into my next CL encounter.....

As I had mentioned, I am a single guy. Never have been married (almost was.....but that is a story for another day). So, as you might expect, I typically seek out single women to have my fun experiences with. Not overly shocking so far, right? Well, my experiences with CL have opened my eyes to an interesting reality......there are a pretty good amount of married women out there who are looking for encounters on the side. Some are dissatisfied with their sex lives at home, some are looking for an emotional need to be met, and some are just feeling neglected in general. I should also note that some are in an open marriage where such experiences are accepted and encouraged, though we will get more into that in a later encounter. I know, sorry for all the teasing today. But one story at a time!

Anyway, perhaps I am naive, but I found this all to be pretty surprising. I had kinda assumed that married MEN would be the ones prowling a site like CL for extramarital action. But apparently a good amount of married women are doing the same thing. So with that being the case, before we get to our next story, let's just examine the pros and cons of a single guy hooking up with a married woman:

PROS: 
1. These women are certainly looking for sex without strings!
2. Less worry about expectations for longer term relationships.
3. Many married women in this situation are very sexually frustrated, which makes it all the more exciting to be the one to be able to finally meet their sexual needs!
4. MILFs can be pretty hot!
5. Greater chance to have fun with someone who might have less experience experimenting with different things, which adds extra excitement and intensity.

CONS:
1. Big, angry husbands coming after me.
2. Possibly getting caught up in a messy situation if divorce is forthcoming.
3. Extra stress with the increased need to be ultra discrete (though this could be kind of a turn on too, so I guess it can be a pro or con).
4. The "I want to leave my husband and run away with you" potential. Perhaps not overly likely, but always a thought in the back of your head.
5. The "what if I really did fall for this woman and there is no shot for anything beyond this" potential. Again, may not be extremely likely, but who knows?

So there are the arguments both ways. We'll get into the story of my related encounter next time!