Lisa quickly became a sailing nut like me. We loved our little boat, but really wanted to experience sailing on another level. My job was doing well and our expenses were under control, so I looked into chartering a boat in the Caribbean. To my surprise, it wasn't nearly as expensive as I thought it would be and I went ahead and booked it as a surprise for Lisa.
When everything was set in stone, I told Lisa to pack for a ten-day vacation in the tropics. She practically exploded with excitement, and immediately went out to buy several new one-piece bathing suits and bikinis, each more revealing than the last.
I didn't tell her where we were going until we got into the car for the airport. "We're flying to St. Thomas in the US Virgin Islands and getting our charter boat there. Then we're going to sail to the British Virgin Islands and explore islands all along the way."
"Sailing the Caribbean!" Lisa squealed. "Ten days of sun and swimming in those waters! How awesome!"
"Hot sun, hot music, cold drinks, white sand beaches, and some of the best snorkeling anywhere in the world." I added to get her even more excited.
"How many on the boat?" She asked.
"Just the two of us."
She beamed a smile at me. "Perfect. But I guess I didn't need those bathing suites after all. I'll probably go naked most of the time."
The flight there went as smooth as can be expected, and we had barely set foot off the plane when some island girl was presenting us with a tray of rum samples. It was a pretty good start.
The white knuckled cab ride was not as much fun, but we arrived in the marina safe and sound. It was late, so we decided to spend the night there and set out first thing in the morning. Besides, there was a very cool looking restaurant/bar we wanted to try.
We got our table and ordered dinner, and I took the place setting which had a map of the islands and started looking it over to see where we would sail to first.
At a neighboring table, three younger guys were watching us, or more to the point, they were watching Lisa. I guessed they were in their early twenties, maybe even younger than Lisa. Finally one of them called over quietly. "Oy, mate." He had a distinct British accent. "Sailing to the BVI are ya?"
I nodded. "First thing tomorrow."
"Here. If you want, I could show you the best places to visit. Save ya a lot of time wasted on dumb tourist stuff."
I looked at Lisa and she shrugged a nod.
"Sure, that'd be great."
He slid his chair over and got right between me and Lisa. Not terribly subtle. "Well, here you are now, St. Thomas. You got to sail round this point, and there's this Island here. Christmas Cove. Nothing else on the Island, but not bad for snorkeling. Ya best go right to St. John's though. Better reefs, and there's a nice market on the other side of the island your wife might want to do some shopping in."
"Oh, we're not married." Lisa chimed sweetly. "Not yet."
He grinned and nodded. "Beggin yer pardon. Now, from there you can sail over to Tortola. Got to go through customs if you want to stay in the BVI. Best get that out of the way."
He continued on, marking our place setting map with little circles and notes. When he was done, I was thinking ten days may not have been enough for this trip.
"Thanks very much." I said. "How do you know all this?"
He grinned and nodded back to his table where his two friends were listening. "Me mates and I crew charter yachts. We just dropped off our last for the month. Now we have to get our boat back to Virgin Gorda No rush though. No charter for the rest of the month."
"You look awfully young to be in charge of a yacht." Lisa said.
"Been crewing for six years." He said proudly. "I don't got a captain's license yet, but me brother does. He's the skipper."
"Which is your brother?" Lisa asked.
"Nah. He stayed on the boat tonight."
We chatted until our food arrived, then thanked them again for the location advice, and enjoyed some really delicious fresh seafood. Afterwards, as we were leaving, the same young man came to the table before we could get up.
"Here. This is our boat." He handed us a sort of pamphlet with the name 'Nauti Nymph'. "And I'm Jack."
"Will and Lisa." I said. "Thanks again."
"Safe sailing, and maybe we'll see you out there." He offered me a handshake.
"Thanks."
For the next few days we followed their advice and went from island to island. They were as good as their word as every stop had something fun, interesting, or beautiful to see. We found white sand beaches with coconut trees, shoals of fish so numerous you couldn't see past them, caves in the side of an island you could row a boat into, the ruins of a sugar plantation, a great market for shopping, and nearly every stop had fantastic snorkeling.
We found it hardly surprising that every stop also had one common feature. At some point during the day, the Nauti Nymph would arrive. We started to wonder if they were just on the same path they set us on, or if they were following us, so one day we went out of order on their list. Sure enough, the Nymph was not far behind.
That's when Lisa decided to have a little fun. We took a mooring and I got the grill started while the boys on the Nymph did the same. We were pretty close to one other, so I could recognize each of the guys we met, plus the older brother we hadn't met.
I was just putting the steaks on when Lisa came up on deck in her skimpiest bikini. She spread a towel on the deck and lay down for a little sun. At once I could see eyes turning our way.
"If you wanted their attention," I said, "you got it."
Lisa giggled. "Good." She sat up, sprayed some sunblock on her arms, then took off her top to apply some to her abs and breasts. Then she lay down again grinning like a Cheshire cat.
I snickered from the antics on the Nymph. "They have binoculars." I said.
"Uh! Cowards." She scoffed. "Why don't they just come over for a closer look?"
I was almost done with the steaks when Lisa decided to up her game. She got to her feet, faced the Nymph, and quite obviously and slowly, untied her bikini bottom and let it fall to the deck. Then she sprayed some sunblock on her thighs, rubbed it in sensuously, and lay down again.
I could hardly believe it, but her little game worked. The four of them on the Nauti Nymph were climbing down into their dingy.
"They're coming over." I warned her.
She giggled and cast a sexy look my way. "Should I put something on?"
"Hell no." I grinned back at her. "They made the effort to get a good look. You should let them have one."
She winked at me and lay back again.
A minute later, they were cutting their outboard engine and gliding toward us. "Beware Englishmen bearing gifts." Jack said and held up a bottle of rum.
Lisa sat up and flashed them all a smile with her magnificent breasts on full display. "Oh, hi boys."
"Sorry guys." I said. "Lisa and I are just about to have dinner and I didn't make enough for six."
"No worries, mate." Jack grinned. "You and your lady can eat, and we'll drink."
Lisa rolled up to her hands and knees and started to spread out her towel again. This gave them a heart stopping view of her perfect ass and hairless pussy as she pretended to improve the space. "It's alright, honey." She said. "We don't have much space, so we'll just sit up here."
They quickly tied off the dingy and climbed aboard. In no time at all, Lisa was surrounded by four young men with obvious erections in their swim trunks. Jack made introductions. His older brother, and the tallest by far, was Tommy. Then there was Sam and Allan.
After some steak and small talk, the rum drinks were poured as they hardly took their eyes off Lisa.
"You seem pretty comfortable in your own skin." Tommy commented after the rum gave him enough liquid courage.
"Oh, yeah." Lisa giggled. "I prefer being naked whenever possible. I think I look pretty good in the buff. Don't you?"
Tommy nodded eagerly. "You look fantastic in the buff, darlin."
Sam and Allan nodded in agreement.
"I just have to be careful not to burn in the sun. Especially certain areas." She added while seductively rubbing her hand down her flat belly and over her pussy.
I thought I heard a collective gulp from our four guests.
The flirting and drinking went on until the rum was exhausted. Then Lisa got up and yawned, which caused another stir in our new friends. "I'm sorry, boys." Lisa sighed. "I don't think I can keep my eyes open much longer. Can we call it a night?"
Reluctantly, they made their good nights and left on their dingy.
Down in our cabin, Lisa pounced on me the moment we got into our bunk, and she quickly got my cock hard and in her mouth. I just lay back and let her go at it, and she really outdid herself. When I finally came and my gorgeous Lisa swallowed my load and licked her lips, I pulled her close.
"What are you playing at, love?" I asked her.
"What ever do you mean?" She giggled.
"Teasing those guys and sending them home with a nasty case of blue balls."
She sighed. "Oh, I'm just having some fun."
"Just be careful."
The next day we ended up at the last Island before we would start our sail back to the US Islands. We'd still have several more days and nights along the way, but our trip was half over.
This place was really amazing. There was a fantastic upscale restaurant with a huge surf and turf buffet, live music, and dancing.
Lisa was thrilled to have a night out and spent lots of time picking out her outfit and doing her makeup. When she finally joined me on deck, she looked stunning. Her eyes, sexy as hell to begin with, were made up to be even more impressive. She then selected one of her sexiest one-piece bathing suits that showed off all her best assets, a sheer wrap that did little to cover anything, and some heels that just did amazing things for her perfect ass.
We got our table and didn't even sit before Lisa pulled me out to the dance floor. I'm not very good at dancing, but Lisa makes me look much better at it. She was a sensual, erotic, delight for the eyes as she moved with the music. We were just finishing the second dance when all four of the guys from the Nauti Nymph arrived.
"Mind if I cut in?" Jack asked and held out a hand to Lisa.
