Since that first night talking about Debi's experience with the black guy she was dating in college, we revisited the subject a couple of times, usually when we were masturbating ourselves or each other. That experience really served us well sexually!
Whenever she'd relate the story again, she's invariably get very excited and end up masturbating to a big climax. I asked her a couple of these times if she'd like to experience it again if the situation presented itself. She'd never really answer, she'd just sort of smile. But she also never said 'no' outright.
A couple of years ago we went on a Caribbean cruise for vacation. We has port stops at the southern Caribbean islands of Aruba, Bonaire, St. Lucia, St. Kitts and St. Thomas. We usually didn't do organized shore excursion tours through the cruise lines. We preferred to do our own research and use someone local from the islands as a tour guide.
For our stop in St. Kitts, I found some on-line reviews of a local who had a sailboat, and would take you to the neighboring island of Nevis to a tiny, secret beach nobody else knew about (or went to, anyway) that you could only reach by boat because of the thick forest which surrounded it. That sounded like exactly the thing we usually loved to do on our trips. A couple people posted pictures of their trip with him, and it turned out he was a tall, really good looking and youngish black guy. He looked very well-built and obviously worked hard for a living. Just then, my mind jumped to Debi's story and my fantasy of seeing her with a black guy. My cock got hard immediately. I thought, I'll let happen whatever happens, but if I can help things along, I'll try!
I e-mailed a link to the website with the reviews to Debi for her to check out. I figured she might be less conscious if I wasn't looking over her shoulder when she went to the site, and I thought I'd probably make some comment that might put her off. A couple days later she replied that she'd gone to see the site and that it sounded like a lot of fun, and we should do it. She said the fact that he's such a good-looking guy didn't hurt, either! That got my mind to spinning!
The cruise finally arrived and the trip to St. Kitts was towards the end of the week. The anticipation was killing me! I decided against saying anything overt about what I was hoping to happen, and again I didn't want to get my hopes too high so I was disappointed. Turned out I had no reason to fear!
We had arranged to meet Chester, the tourguide, near the boat dock. We found his sailboat easily and introduced ourselves. He said that he would be taking another couple from another cruise ship along with us, and my heart sank a little. I knew if we weren't alone with him, there was less than no chance anything would happen. We waited for about 20 minutes, and then Chester said if they didn't come along in a few minutes, we would have to leave anyway. Sure enough, they didn't show and so we cast off the dock. My excitement level perked back up a little.
It was a picture-perfect Caribbean day. Chester had a stocked cooler onboard and Debi and I cracked up a few cold Carib beers for the 45-minute boat ride to the beach. He soon removed his shirt to reveal an amazing upper body which I saw Debi ogling. He then only had on a very small pair of shorts. He had a great personality and was a very entertaining conversationalist, topped with a charming British accent. And he was a shameless flirt with Debi. (A couple of the on-line write-ups of his cruise from female customers did mention this, in a very positive way.)
Chester asked Debi if she wanted to steer the boat. She jumped up and went to the giant wheel and grabbed on. Chester said, "no, no, Miss Debi, not like that. Let me show you." Planning to do this in the first place, I'm sure, he walked up behind her and put his arms around on either side of her, placing his hands on hers on the wheel. He swayed slowly back and forth, the front of his trunks brushing against her sweet ass. "You got to have a rhythm piloting her, she likes that."
"I'll bet she does," Debi said laughing and pushing her hips back into Chester.
Eventually we reached the anchor point off the beach and it was more beautiful than the pictures we had seen. Definitely secluded, we didn't see another boat anywhere. The beach was empty as expected as well. "Alright," Chester told us with a laugh, "everyone abandon ship!" He lowered the aft ladder to reel in the dinghy which was tied to the stern. Debi and peeled off our clothes down to our swimsuits. I noticed Chester stopped to watch Debi undress. When she pulled down her shorts to expose her swimsuit, Chester said, "I was hoping you forgot to put something on under your shorts!"
"The day is still young," Debi answered, surprising us both pleasantly. Things were looking up!
We all climbed into the dinghy and Chester ferried us in. We jumped out into the shallows and took the short walk up to the beach. He carried the ice chest in and set it in the sand. "I'll be back on the boat, call out if you need anything," he said, shoving the dinghy off the beach.
We spent an amazing couple of hours swimming, laying in the sun, just relaxing. We decided to take a little walk into the forested area surrounding the beach. Debi had had a couple cups of the rum punch that was in the cooler, and the combination of being tipsy and the hot sun meant she would be getting horny.
After we had walked for a bit, she called me over and started kissing me deeply, pushing her tongue into my mouth. She ran her hand over the front of my trunks and rubbed my growing cock through the material. I reached for the shoulder straps of her one-piece suit and pulled down her top, exposing her beautiful tits. I started rubbing them and she moaned loudly as we continued kissing. She pulled the front of my trunks down and fished my cock out, and stroked me to a full hard-on.
"Too bad it's not big and black, huh?" I whispered to her, which made her smile. "What do you think of Chester?" I asked.
"Mmmmm," she purred back, "he's very sweet. And he's nice to look at, too, which doesn't hurt."
Debi sucked my cock for a while as I played with her tits. Eventually, she stopped and said, "OK, let's go back. I want to get back on the boat."