Wednesday, August 3, 2011

Entering the search for a FWB

Today I completed a profile on an internet "dating" website that also seems to have some number of other persons in similar relationships to mine.  Thus begins my online search for a FWB.

Originally, Jessica and I had discussed meeting up with random strangers in order to have sexual escapades, but after the first time, we both quickly realized that isn't exactly what we're looking for.  All of the best sex I've ever had has been with someone I at least knew for a time before we had sex, even if our friendship was of a non-sexual nature.

There's just a certain level of comfort that comes with knowing the person you're about to shove your cock into. I'm sure sex with a stranger is fun, but is it really worth the hassle and effort of having to find someone new every time I decide I'm going to fool around with someone other than Jessica?  Plus, we both agree that we want the other people we're with to be aware of our situation, and not every woman seems to be ok with that type of arrangement.

So, I created a profile and immediately found myself staring down a list of questions that are part of your profile. These questions are supposed to give others some insight into you.  In those brief few paragraphs, someone else has to decide if they're interested enough in me to contact me.

On top of the challenge that is rolling my entire life into a few paragraphs, I have to make sure I clearly explain my relationship and what I'm looking for.  I don't want some chick sending me a message, and us talking back and forth, only to find out that she's looking for a long term relationship and wants to get married.  But, on the other hand, I don't want to come across as a total sleazeball.

While it's very important for me to find the "with benefits", I'd also like to find someone (or a few people) that satisfies the friends portion as well.  I don't want to date her, not exactly at least.  But I do want to be able to hang out, maybe catch a movie, chat for a bit, etc etc.  That's where you develop that comfort and chemistry that makes the sex not awkward.

So, I finally got the profile filled out, but who knows how others are interpreting it.  I find I am nervous about it, which is funny to me.  What do I have to be nervous about?  I already have a lovely woman who I will spend the rest of my life with that loves me for all that I am.

I think it's mostly because this is new territory to me.  I'm treading into the unknown, and for most of us, that's pretty freaking scary at times.  I'm not scared, however.  Just a bit nervous.  I hope I am able to meet someone I like, someone cool.  I hope it's someone Jessica likes as well.

Perhaps I will find some people to give me some advice on how to attract a female for this type of arrangement.  I'm guessing flashing my cock around isn't going to do it (though it sure brings Jessica running!).

Matter of fact, I tried that on the other day.  But pictures of my cock only earned me responses from guys (which sometimes would be fine, but not what I'm looking for now), prostitutes (seriously ladies, I'm not that hard up I'm going to pay you.  I'm a good looking guy, fun to be around, and not tiny in the endowment, so why would I want to pay?), and bots.  Seems Craigslist just isn't the place to be anymore (though I have met a FWB off there before).  The only real benefit I got out of it was the flashing of my cock, as I do enjoy showing it off to whoever wants to see it.  Would have been nice if anyone that looked at least emailed me to let me know they enjoyed it.

Onwards and upwards, or whatever direction it is that will lead me into a soft and warm pussy.  I'm thinking south by southeast.  That looks like a good direction today.


  1. You know, being a sexual astronaut (a fucking awesome term, by the way), you should just be able to go straight up and get a nice view all around.

    And CL is creepy anymore. Doesn't surprise me you're laying off that.