Cuckold Island

Our first visit to Cuckold Island was an eye-opening adventure for me.

My wife and I had both heard of Cuckold Island from some of our like-minded friends. It was said to be expensive but worth it. We arrived on a Saturday morning by boat along with another couple, Bill and Janice. We had swapped with Bill and Janice for over a year, and Bill and I were both into the cuckolding experience, so we were excited when our wives announced that they wanted to go. The cabins were quite nice and we got settled in and then went to the main building for orientation. I noticed that nearly all of the help were blacks, and most of them were young men. We were told at the orientation that the Saturday night cuckold ball was only for hotwives, but that their actions would be recorded and the husbands would be allowed to abtain copies of the DVDs later. An alternative treat was offered for the cuckold husbands. It was called the Sissy Soriee, and it was optional for husbands to attend. Bill and I did not want to be left out of anything, and since we could not be in attendance with our wives, we eagerly signed up.
The Sissy Soiree began at the same time as the Cuckold Ball which was 7 P.M. Bill and I were at the building waiting to be taken in at exactly seven,. There were about 15 other cuckold husbands there with us. We were led into a room in a large building and told that we first had to be "sissified" We each sat at a makeup table where young gay-looking men did our make-up and our fingernails. Next we went to a second room for our "costumes." We were directed to choose our underwear and all types of panties, stockings, bras, etc. were laid out in a variety of sized. I chose a rose colored pair of satin panties and a matching bra. Next, we chose our outerwear from a row of racks. I picked a yellow sundress with black flat soled shoes. Bill went all out with a leather skirt and top that went with the garter belt and stockings that he already had on. Finally, we went to another room, where we each chose a wig to wear. Bill went with a short blonde number, and I went with long straight red hair that I felt matched my complexion.
After another brief orientation where we were told that anything we chose to do would be entirely optional, we were led into a decorated ballroom where a band was playing. There were tables with food and drinks, and at least 20 young black men were standing around apparently waiting for us to arrive. I realized very quickly that were were to be the main course for the evening. Bill and I were sipping drinks when two handsome young men came up and asked us if we would like to dance. Not knowing what was expected of us, we both just said yes. The guy that I was dancing with was called Rollo, and he was at least six foot three inches tall. Clean shaven with very dark skin. It was a slow dance, and Rollo pulled me against him and I could feel his hard cock pressing against my thigh. I began to have all sorts of feelings...mostly confused about what I was doing and who my wife might be fucking at her party. After chatting for a time, Rollo and I danced a few more times, and then he asked if I would like to get some fresh air. We exited the building though glass doors and went out onto a balcony. As we looked at the ocean, Rollo began to rub my ass cheeks and slowly he brought his hands around to my crotch. He was rubbing my cock through my sundress, and it was already very hard. I suddenly knew exactly what I wanted to do. If my wife was going to be getting her brains fucked out all evening by handsome black studs, then I was going to do the same. I dropped to my knees and unzipped Rollo's trousers and pulled out his very substantial hard cock. I could tell in the moonlight that it was jet black except for the purple head. I took that head in my mouth and began to slather my tongue all over it. Slowly I took more and more of it. Rollo was enjoying himself tremendously, but he didn't want to cum just yet. We left the party and I took him back to my cabin. There he bent me over the bed, pulled down my satin panties, and before I even knew what was happening his hard cock was in my ass and I was loving it. I bucked back against him trying to savor every delightful throb of his big cock. My hole was already used to be fucked by my wife's strapon dildo, but this was an entirely different feeling. Rollo and I fucked and sucked for about two hours, and later when my wife returned to the cabin, I was spread out butt naked on the bed with cum dripping from my boi-pussy. I was certainly sexually satisfied. Apparently so was she since she didn't even bother to shower or remove her makeup. She just joined me on the bed and went right to sleep. The next morning we told each other of our adventures, and before we left on Sunday evening, we each were presented with DVD's of ourselves being fucked. Apparently there were cameras everywhere on the island, and just about anything you did was recorded.