Author: Jack

The huge pothole Jack and Anne push their way through a lot of communication and the revisiting of their rules as swingers

Jack returns to the Road to Swingtown to tell us about a swinger party that almost threw them completely off balance and out of their course into the swinging lifestyle.

Jack shares his feelings about the first nervous toes dipped into the water at the edge of Swingtown.

Jack talks about making Xmas sexy again by putting in the X and buying Anne a Hitachi Magic Wand, and other sexy gifts

Jack comes to the realization that his uncomfortable feeling around a potential playmate of Anne’s is because he doesn’t feel the playmate is “good enough for her.”

I had been nervous all day.  Anytime I asked Anne if she was nervous, she said no.  Maybe that was because I had been the one primarily in contact with this first couple.  However, Anne changed her tune when we arrived at the restaurant/bar/bowling alley before them.  We sat at the bar and ordered drinks.  This time when I asked if Anne was nervous yet, she said yes.  I can positively say I am glad we got there early enough to have a drink before our dates arrived.  It helped. When I was almost to the bottom of my pint…

Anne and I have a roommate. Well, a landlord/roommate/friend that we live with while we attempt to gather funds for a place of our own. Over our time knowing him, Anne and I have talked to our roommate about all kinds of things. We are pretty open about stuff, especially with our friends. At some point he was bound to figure out that we were getting into or in the lifestyle. However, he found out sooner than we expected. One night Anne and I had a bottle of Monogamy wine with dinner. We picked it up at the grocery store…

I hadn’t been to the doctor for a physical and a checkup since right before I went to college.  Now, I am in my late 20’s, so it isn’t as bad as it sounds, but it had still been 10 years.  It was something I had been meaning to do forever.  Since Anne and I decided to jump on the swingset, it seemed like a doctor visit was in order.  I cannot start this journey without knowing one hundred percent that I am STI free.  Having only had sex with Anne for the past 10 years, I was confident that…

There is something I wanted to address about setting up our profile that just wouldn’t have sounded right being filtered through Anne, my wife.  What I wanted to talk about is my decision to put down bi-curious as my orientation.  There is, apparently, a double standard against bi males in the lifestyle.  This fact was mainly brought to my attention by articles and podcasts here on the Swingset.  This actually surprised me a bit.  I figured if any community would be more open to the idea, it would certainly be the swinger community. Now, I self identify as straight, but…