We had chemistry from the instant we first laid eyes on each other. But he lacked self-confidence, especially when it came to females. I always had an...itch to do something about that!My opportunity came one day when Doug got into a scuffle with another boy, from a different class. He had to stay with me after school.With only he and I in the classroom, I excused myself to go to the little girls' room. After I'd finished peeing, I I removed the clasp from my hair, shaking it so that it cascaded. Jan answered with an enthusiastic yes, adding that she’d try to wangle an introduction. We spent the rest of the afternoon soaking up the sun and then decided to go hang out in the hot tub.We had been in the tub only a few minutes when who should join us but the stud from the beach. He introduced himself as Pete, and we had a great conversation that eventually focused on the swinging opportunities offered by the resort for those who were interested. Suddenly I felt Jan’s hand stroking my cock,. The bra was a size 34 C. I fill it out by using some large silicone false tits that I have tucked away. They have big pointy red nipples and they stick right to my smooth chest. After getting my false tits and bra on, I put on my small black lace g string. It was so difficult to put the panties on without getting a boner of my 7 1/2 inch gurl cock! I now had tits, bra and g string on but I dared not look in the mirror or else my cock would get hard and pop out of my g string, I needed it to. " So...if it's an upgrade it's better, right?" she asked with a smile."Well. Yeah. A hell of a lot better. But... How am I going to say this? It's uh, a clothing option resort."Her face remained stock still, her mouth forming an O that I was frightened of."You mean, there'll be nude guys and girls?" she whispered."Um. Yeah" I replied glumly. I thought I had blown it."That is waaaay beyond cool!" Carol replied.I let out my breath in a controlled sigh. "I imagined you would be mad." Why the hell.