Swinging in the Suburbs

So I’ve written many posts by now about some very fun playtimes I’ve had.  Here is my first post about a recent experience that just wasn’t satisfying at all.  It’s my own fault, but sometimes these things happen.

For the purposes of this blog, let’s call the playmate in question: nakedinthecity.

MrNakedintheCity and I have been yahoo chatters for quite a while now.  Maybe even a year or so.  It’s been pretty fun, but he and his wife have never managed to actually have time to go out as a foursome.  Maybe about 6 months ago or so, he and I actually met in person at a mutual friend’s birthday celebration.  He seemed cute and I remember thinking wow, that’s a nice surprise.

That birthday celebration was the only time I’ve actually seen him in person, but we’ve continued flirting and chatting online a bit.  Anyway on Wed, we were discussing how nice it would have been if he had walked me to my car the night we met and we had taken the opportunity to play kissy face and other games.

Long story short (since as you will see later, its an appropriate storytelling device for this particular story), he invited me to his house on Wed morning for a quickie.  My husband was super excited and asked me to send him photos.  So I drove to his place and went inside.  First thing I noticed is that he wasn’t as cute as I had remembered.  He led me to the basement, where his family room and office are.  We basically started kissing right away and he had that “morning smell” of someone who hasn’t showered or maybe yet brushed his teeth.  It wasn’t completely disgusting or anything like that, but also not “freshly” prepared for a playdate.  I’ll fuck my husband in the morning without a shower/shave/toothbrushing, but a playmate is different.  I was *almost* going to tell him I changed my mind and leave, but instead decided to stay.

He put some towels down for us on this couch/chair thing and we played for a very short time.  He ate me out a bit and I tried to snap a couple pics, but couldn’t get the right angle.  Then he fingered me and he snapped a few photos.  Then he pulled a condom from behind the books on his bookshelf and fucked me, again snapping a few pics.  He was fucking me pretty slowly and I wanted an orgasm (since he hadn’t given me one yet), so I started trying to get it going faster/harder/at the right angle/etc.   In very short order, he came.  He was willing to keep plugging away, but I don’t like to do that after a guy cums cause the cum-filled condom can start slipping around and that kind of defeats the whole purpose.  So I pulled away from him.

He went into the bathroom and I put my clothes back on.  I checked out the pics and thanked him for taking photos that I knew my hubby would enjoy.  I was back in my car 25 minutes after pulling up in front of the house.  I couldn’t help but laugh.  It was probably one of the least sexually satisfying experiences I’ve had in the lifestyle.  Although, at least he was able to stay hard and actually fuck me.  I’ve had that problem with some men too.

My hubby enjoyed his pics, but I made him delete them all.  I am WAY too nervous about them getting into the wrong hands.

As for MrNakedintheCity??  Well he now knows what it’s like to fuck me.  But I don’t think I’ll be seeking out a repeat of that one.

Wednesday of last week, we tried something completely new. We posted a Craigslist ad looking for a couple who might want to host us for an evening of playtime. We were just very much in the mood to play, but these sort of short order searches generally don’t usually amount to a whole lot. Typically, we would post what’s called a booty call on our favorite swinger site: Lifestyle Lounge. Even though LL’s booty call list is well known for having a very low success rate, I have met a few fun people that way and even had sex with a couple of them. It’s been rumored that people have some amount of success hooking up on Craigslist, so we decided to give it a try. I posted a message describing hubby and I and asking for people to send us a photo if they wanted a reply.

First thing that happened is a lifestyle friend of mine (guy who I play with) sent me a text asking if hubby and I were on Craigslist. Apparently I was a bit too specific with our descriptions; I did list our correct city, ages, hair color/styles, heights, and weights. Hubby suggested that maybe I should be a bit more vague next time in case people we know outside the lifestyle might be browsing just for kicks. I guess I figured being specific would help avoid the need to post a photo and risk being found out. Apparently when you describe yourself to a T, you don’t need photos! LOL

Exactly one couple responded to our ad. They were a bit older than us, mid 50’s, but that’s not necessarily a deal breaker. They had a hot tub and wanted us to come right over. This is NOT typically the way we do things. We like to know people and become friends or at least good acquaintances before playing to help establish some chemistry. But we like to step out of the box sometimes, so we emailed them back asking for a photo. DUMB!! My ad specifically said that in order to receive a reply, they must include a photo.  I hate having to ASK for a photo, because then if there isn’t an attraction, it’s very difficult to say, “well we were interested, but after viewing your photos, not so much.” The female wasn’t unattractive. She was slender with blonde hair, but she did look a bit old and hubby just wasn’t feeling like there would be a connection. The guy on the other hand…..I don’t want to be rude, so I am going to say this in the nicest way possible. He looked like Albert Einstein with glasses. Gray hair that was sticking up on end, huge glare on his glasses, and I swear his eyes were closed. How on earth does anyone expect me to see that photo and say, “Oh wow, please please please let me fuck you asap!”

Luckily they lived almost an hour and a half away, so we just explained that we didn’t want to drive that far on a work night. They did offer to let us spend the night, but we declined “because the kids couldn’t stay home alone over night.” True, but also convenient.

So what did I learn from this experience?

1. The theory that says no photos in the initial email is a bad sign seems to have more evidence to support it.
2. Age does matter if people look their age (and older)
3. Looks matter
4. Craigslist probably has no better success rate than any other booty call option
5. We were horny, but not that horny!
6. One should be careful not to describe themselves TOO accurately on a site that is available to the general public.

Does this mean I am giving up on Craigslist? Absolutely not!! I’ll try again and keep reporting back on our success rate.