Author: Jack

I hate trying to schedule dates. Not because they aren’t fun, but because it usually needs to be done a good ways in advance. There are a few reasons, like not knowing if you will be in the mood for it that day. Specifically though I want to talk about periods because I have become required to track Anne’s period. I know better when it is going to occur than she does. That shit is tracked in my google calendar via this handy tool

Anne and I had a date with a single lady, a unicorn if you will. We had been trying to have a date with her for a while, but for one reason or another things kept getting in the way. We have played with her at parties before, but we have never really had a date with her. I still hold to our stance of not looking for single men or single women. Single women are in too much demand and single men are in too much supply. Both of those things bring about there own issues that make us not want to actively look for them. If they happen to cross our path and click with us, that is cool, but we aren’t seeking either.

I am always very careful about condom use. Always. It has been that way ever since I started using them. I suspect that is a product of my sex education from the 90’s during when AIDS was very scary (well it still is scary). So, usually I am hyper aware of the condom situation. I check it often make sure it is all good and what not.

I have mentioned some of my vanilla friends in the past. Way back in the beginning we even had MGS with some of them. That event is what cracked the doorway to non-monogamy for Anne and I. That same couple has met some of our non-monogamous friends. Well the non-monogamous friends they met are the ones who typically throw the parties we attend. Anne and I have talked to these vanilla friends before about the whole swinging thing. They had tentatively expressed interest.

I mentioned that during Anne’s first full swap that I was on the verge of losing an erection. Well, that happened again and it was worse. Way worse. I know this is a common thing. I honestly didn’t think it would ever happen to me. I just turned thirty and am in the best shape of my life. Now I know how naive this line of thinking really is.

I am a big fan of prostate stimulation. Though in all honesty I am not super experienced with it. Needless to say I was very excited to test out the Onyx Prostate Massage Wand. In the past I had only ever used prostate massagers that were of the insert and forget variety. The Onyx was a totally new experience.

I tend to fall in love fast. Not necessarily hard, but definitely fast. I knew this about myself, but had honestly forgotten until Anne and I got into the lifestyle. After all, we had been happily dating/married for nine or so years before getting into the lifestyle, I was not actively seeking another life partner. I still wouldn’t say I am. Anne initially said she was interested in exploring polyamory if she found someone she had feelings for. I have stated before that polyamory freaks me out and, honestly, it still does.

I have long stated that I was bi-curious, but had been reluctant to act on it for a few reasons. The main one being that Anne was not sure how comfortable she was with it. She has long known I have felt this way, but until we got into the Lifestyle there was really no reason for her to actually think about seeing me do it. Anne never said I couldn’t, but requested time to process the idea. I was in no hurry. So she got her time.

Last year recently after starting the lifestyle and learning a lot more about all the fabulous sex toys that exist in the world Anne and I decided to exchanged toys for Xmas. After all, why should you stop finding toys under the tree on Xmas morning just because you grew up? This year we continued are newly founded tradition and upped the spending limit because the year had been good to us in my ways than one. We bought each other two toys this year instead of just one.

Recently some friends invited us to come along with them to a swinger club. I was intrigued. Anne and I have been to a few parties, but had never been to a club. So, we accepted the invitation. First things first, we had to call the club owners and go through an interview process as well as submit an application online. The interview process was very easy and non-threatening. Mostly the club owners wanted to confirm that we knew what we were getting into and that there were indeed two of us, a man and a woman. Once that was done, we made reservations.