So if you recall in Part 1 of Snorkeling in Jamaica: We had become very good friends with the water sports staff members Jason and AJ. James also however not in the physical sense: Well, we have kept in close contact with Jason since November. Jake & I discussed it and decided it would be nice to return to paradise and take our play to the next level. We booked our flights and returned Sunday, January 20. We arrived at the resort about 3:30pm and Jason was there awaiting us. He was going to be off work shortly and we decided we would settle in and see him for some play time the following day. We also saw AJ and he too was excited we had returned. He commented that he was ready to set sail for our next snorkeling trip whenever we were ready. But wanted to make sure we did not do it Monday since that was his day off. We promised!
Monday we met up with Jason, and he insisted we allow him to teach Jake to sail the Hobie Cat. We played along, though our skill level is definitely more advanced than that of a beginner.. The three of us set sail and headed out for Boobie K Island. We docked the boat and walked through the island to the back side. Unfortunately a lot of people were over there so we just played around in the water and of course searched for the perfect sea shell.... Oh, what I found on that island was far greater than the perfect seashell.
Jason was repeating to us again and again, that he is here this week for us, and whatever we want we will have. He assured Jake that he, Jake, was in charge and "The Boss".
People started leaving the back side of the island, however one couple remained. We walked to the far corner of it where we could not be seen, and Jake and Jason laid down some towels and life jackets for me to lie down on. I was nervous and slightly embarrassed at this point, having not yet had enough Pina'Colada's in me.
I was then told by Jake to lay down. He asked Jason to remove my bathing suit and also his own. There we were naked on Boobie K Island and my wonderful husband is calling all the shots, once again with our Jamaican play toy. Jason was ever so happy to oblige, and I must admit, it is quite erotic having your lover boy do to you exactly what you and your spouse have pre-arranged. For the fulfillment of our fantasy.
Once Jason and I were both naked, Jake instructed him to start rubbing my pussy with his cock. Jake gave strict orders not to go inside of me yet! When he said "Yet" Jason was excitedly shocked and asked, "Wait, Yet? I get to go inside this time?" While I laughed, knowing we had shopped for XL Magnum Trojans for this trip and him... Jake confirmed Yes, if that was what Kennedy wants then we would be having sex this time. Jason was very excited!
Jake asked if it ok to take pictures, which Jason agreed to. So while Jake began requesting poses, Jason with his massive black cock began to rub my ever excited pussy lips. Jake wanted him positioned in a way so it would make perfect camera shots, and oh what lasting memories we now have of this entire vacation....
Finally, after what seemed like an eternity, at least 10 minutes, Jake asked what I wanted. I replied I want Paradise. (This is the code word we created to imply "YES") and so it began. I remembered from before how big his cock is, and how it felt playing on the outside of my pussy, but now, as he slowly laid upon me and together we inserted his throbbing cock inside of me, a feeling of electricity ran through my body of sheer ecstasy. I had to have this cock. I wanted this cock inside of me, at first he was slow, allowing my body to adjust to him. Soon we were penetrating harder and faster. While Jake wanted different poses. We got up and changed positions, and I said I wanted it standing from behind.
So I faced the rock, lifted my left leg upon a branch and Jason proceeded again to enter me from behind. This was the most breathtakingly arousing position yet, he kept slipping out however so I put both my legs down and proceeded to force my body backwards allowing him to enter me completely. After about 30 minutes of fucking me like this, Jake put the camera down and finally wanted to join. He turned me around and tried to fuck me while taking pictures, then finally gave Jason the camera and proceeded to fuck me for a while before asking Jason to return. It only took a few minutes and Jason came.
Cum was dripping out of me and running down my leg. He must have shot his first load inside me and then he pulled out and shot several loads on my leg. He blamed it on the rum. It was, after all only about :45 total. YUM!! Who would of known I had the energy. I wasn't ready to be done, so I directed his hard cock back to my vagina and he easily entered me and I milked every last drop out of his cock that was slowly shrinking. His cock was now sensitive and he was trying to back away but I was moving my hips so his cock was going in and out of me. It was funny and I was giggling like a school girl playing with her first cock.