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Jack & Jill
July 7, 2010
♀ & I went to our very first Jack & Jill event at the Lounge last Monday night. Here’s the basic gist of it: Forty five minute long moderated discussion & social time followed by masturbation play in all it’s beautiful forms.
Remember I told you about our first Play Party and how I had troubles performing? ♀ thought that maybe inserting a large chunk of cold hard steel before we went would help me focus.
There were 25-30 people attending. I think about half arrived as couples. There were a few more men than women. I’m guessing about half of the attendees we’d met or at least seen at other functions. The topic of discussion was ‘if you could have no-strings-attached sex with a celebrity who would it be and why?’ There were a lot of great answers ranging from Queen Elizabeth the First to Mr. Dressup. ♀ picked Mike Holmes, the Holmes on Homes guy because he’s big & beefy and he can fix anything. I picked….well, I’d like a do-over. I should have picked Mae West because she was confident and beautiful and she oozed sex appeal. Also, the first play she produced was called Sex and the billboards advertising the show declared Mae West is Sex.

After the discussion the lights were turned down, the music was turned up, Jason put a porn on the projector and everyone spread out around the lounge. ♀ got up on a gyno table and after we’d made out for awhile I sat on a stool between her legs. I licked and nibbled then gave her the silver bullet to use on her clit and I started fucking her with her glass dildo. It didn’t take ♀ long to have her first orgasm of the night.
We switched places and ♀ tried to get me excited. She licked and sucked and bit and pinched and tugged on my plug, but nothing happened. I watched the other couples playing in our vicinity. I watched the porn that filled an entire wall behind us. Jennifer & Jason had a long, loud fuck session right beside us. Nothing. We took a break and had a snack. We tried another more isolated location. Nothing.
There are times when one or the other doesn’t get off and that’s just life. We try not to blame ourselves and it’s usually not a big deal. However, on this night even though she was trying really hard, I couldn’t even get an erection much less have an orgasm. She started getting frustrated and saying things like, I bet someone else could get you excited. I knew that wasn’t the case at all and we both started feeling like we’d disappointed the other.
I pleaded with her not to let it get us off track and suggested we wander around and just watch all that was going on. Lots of people were playing; some by themselves, some with a friend or two. The Sybian was in use as were several Hitachi‘s. There was certainly no shortage of people and activities to watch. At another part of the Lounge there were two large futons side by side. With Jennifer’s encouragement, ♀ joined 5 other women. They all lay on their backs with their legs open towards a group of guys on futons across from them. The idea was the women would see who (among the women) could have an orgasm the quickest while the guys watched and stroked themselves. The women all started laughing so hard that Jennifer was the only one who came. It was fun to watch. After that finished, ♀ came over to where I was sitting. I licked and fingered her while she played with her clit and she had a second orgasm. There were several people close by, but I don’t know if anyone really paid much attention to us.
That pretty much sums up the description of our first Jack & Jill experience. Did we have a good time? I know that ♀ sees my total lack of physical excitement as proof that I didn’t have a good time. Even if she was able to convince herself that it wasn’t her fault (very hard for her to do by the way) than obviously (in her mind anyway) the event itself is to blame. If you read this post from earlier this week you know that we’re still able to have intense love-making sessions. Her question was, If you can’t have an orgasm at the Lounge than what’s the point of going?
Well, I really like going to the Lounge. It has a fun sexy atmosphere, the activities are always different, Jennifer’s enthusiasm and positive attitude is contagious, the people we’ve met have been very nice, we’ve never felt judged or looked down on, we get to wear pretty things out of the house, we get to see other people wearing pretty things, we get to see nakedness and sexiness, many of the people and activities we’ve seen have been incorporated into our pillow-talk and on and on the list goes.
If you’ve been reading SSS for awhile you’ll know that it’s not a big surprise that I have trouble performing in public. I can’t even pee in public, hell, I can’t even pee in front of ♀. However, I’ve been thinking that this inability could be used for something positive. I think it lends itself very well to cuckolding. Look, my limp-dicked sissy of a husband can’t satisfy me. I need someone who can.
♀ is, in theory, open to the idea. At this point in our development she can imagine that scenario happening with men easier than with women, but she hasn’t ruled out that possibility. Who knows what the future holds, right? The problem is how do we take that first step? So far we have been completely passive as far as any kind of sexual interaction with other members goes. I think we both thought people would be approaching us and that hasn’t happened. To be honest, I haven’t seen very much of that sort of thing going on with anyone, but that doesn’t necessarily mean it’s not. Subtleties in general are not my strong point. If that is a direction we’re really ready to go in than I think we’re going to need to be more proactive. I can hear Jennifer, well, duh. It is really intimidating though. Now I can see Jennifer rolling her eyes. It’s hard because we don’t have the skills or experience (yet) to find or arrange something we’ve never done before or are even 100% sure is a good idea. This is where Jennifer slaps the back of my head.
I’m still on holidays so we’re going to Deviant Dining and Exploratorium later this week. We don’t have a problem socializing at those events and I think it might be easier to talk to people about the possibility of playing there rather than trying to approach people at actual play events.

Cheers,
♀ & sss
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The performance anxiety is common. Most guys would find it difficult to remain aroused in similar situations. I especially find the atmosphere of Jack & Jill distracting. At the other parties, I can shut out everything that’s going on around me and concentrate on what partner is doing. At Jack & Jill, I always find there are guys that are just there to be voyeurs and I can feel them getting too close to my play area.
Comment by David — July 7, 2010 @ 11:50 am
Thank you for that. I don’t know if that will make a difference, but it’s nice to know I’m not the only one.
Comment by admin — July 8, 2010 @ 5:22 am
Dont focus to much on it because that will only exasperate the situation and I used the word situation instead of problem because its only a problem if you let it be.The cool thing about the Lounge is that nobody has to perform, and that particular night you proved you were a worthy participant by focusing on your partners needs and having fun. I have been swinging for twenty years with various partners and at the beginning I always had performance anxiety and a softy when we were in group situations but fine with my partner when we went off alone. Even when my beautiful wife brought home her girlfriends for me on my birthday I sometimes just sat and watched. That all changed when Viagra came out. I immediately became the vigorous lover in public as I was in private. Viagra has some side effects and when Cialis came out I switched and no more headaches plus it worked all weekend with day two being the best. I could fuck like a 20 year old and last like a 40 year. Try it and I promise it will make your time at the Lounge way better. Im planning on going to the next Jack and Jill in september, Im the bald guy that looks like mr.clean so dont be shy about letting me know if it works for you. Cheers, Dale
Comment by dale — August 31, 2010 @ 2:06 pm
Thanks for that Dale. ♀ will probably incorporate any future performance issues into a ‘scene’. She might tease me about my limp pencil-dick or not allow me to play while she has fun, either on her own or with someone else while I watch. There are lots of ways she can torment me. I’ll be blogging about her newly expanded horizons soon.
Cheers,
♀ & sss
Comment by admin — August 31, 2010 @ 3:36 pm