I had been living full-time as a woman for over three years. My wife, Helen, and I had settled into our life of living together as women. Of course, we still enjoyed intimacy with each other, and we were still exclusive. However, sex together had changed. My “boy things” no longer worked and were becoming very small. Helen had my boobies done as a gift for completing beauty school. My breasts were very sensitive from hormones. As women, Helen and I had discovered breast play. I was very much a woman and I loved it.
We had a circle of friends – mostly "hair girl" I met working at the salon. There were eight of us who ran together - one other couple like us and four single girls. Someone suggested that we take a vacation to the beach in the spring. It sounded like a great idea. Someone had a connection, so we rented a four-bedroom condo on the beach on the Alabama/Florida border.
There was so much preparation. Both my wife and I needed beach wardrobes. I had nothing and it was so much fun planning and shopping for beachwear. The big question was one-piece or two-piece. Actually, I was scared to death to appear in public in either. Helen decided - it was two-piece. Since bikinis only come in one size, we got one of those big plastic tubs and stocked it with a dozen bikini parts of varying neon colors. In the mornings when we headed to the beach, all we had to do was pull a top, a bottom, and grab a cover-up.
When we got to the condo, everyone was excited about getting out onto the beach. I was so worried about the experience – mostly issues of whether or not I passed as a woman. My wife insisted I wear a two-piece to start things off. I was so glad I had a cover-up as we walked to where we placed blankets.
After dropping the cover-up, my wife dragged me immediately to walk the shoreline. Her instructions were to throw my shoulders back and be proud of myself as a woman - saying, "We had paid a lot of money for those boobies so flaunt them."
I felt good, I was getting looks, I loved it!
By the end of the week, we were all sorry the trip had to end. Our "goodbye" celebration was a seedy beach bar. We all wore our bikini tops with fancy, skirt-like cover-ups. Helen and I often "dare" each other so tonight we both wore string tops that showed most of our boobs - Helen is 34DD and I am 36D. Of course, it was a night for our strapless four-inch straw wedgies. I had been practicing walking in them for weeks. Helen insisted I was a natural with the way I had learned to sway and wiggle as I walked.
As the evening got late, one of the other girls asked me a very personal question – she wanted to know if I had experienced sex with a guy or at least sucked a cock. I was horrified and didn’t answer. Everyone was paying attention to my answer, and I was completely tongue-tied.
Helen answered for me and said, "The answer is NO on both counts." That was all they needed and all seven of them (my wife included) took it as the challenge for the evening.
The bar was a real dump, and the restrooms were outside at the end of a long and hidden path. The eight of us went to the path and separated into two groups. One group stayed at the beginning of the path. The other group took me to the point where it separated to go to the men’s room or the girl’s room. When a guy came onto the path, the first group asked if he wanted a BJ saying they were initiating a girlfriend into their sorority. Of course, no guy in that dump ever said no. Then they brought him to me and circled us. I had been told that I should immediately go to my knees in front of him, bring his cock out, and suck it capturing his cum in my mouth. I was not to gag, and I was not to spill a drop.