My wife and I like a break from the Midwest winter, so we usually book a vacation somewhere warm. For many years, we chartered bareboat vacations in the Caribbean and the South Pacific.

Bareboat charters mean we get the boat and all the equipment, but we provide the captain, crew, and sailing expertise. 

The more friends we talk into going with us, the bigger boat we need.  We usually end up with a 60-foot sloop with four staterooms. That makes four couples, including ourselves.

These types of vacations require our friends to have the time and money to join us. Which means I am usually the youngest male on the boat.

 I have the sailing experience to handle these sailboats by myself and don’t mind teaching others the skills to help, but fourteen days as Captain of a sixty-foot sailboat takes a physical toll on me. I usually need a vacation from our vacation by the end.

For a change of pace and a more relaxing vacation for me, we have been booking vacations at ‘All-inclusive’ resorts. We get pampered, and I don’t have the overall responsibility for everything that a Charter Captain has. We booked these resorts on the same Caribbean Islands we visited by sailboat.

We had a milestone wedding anniversary coming up, so I decided to surprise my wife by booking a vacation for the week of Valentine’s Day. I spared no expense, flying First Class and choosing the style of room she loves, a first-floor walk-out.

 Instead of walking out to the beach, we walked out to one of the pool decks. A large, round hot tub was adjacent to our patio. This hot tub could easily seat thirty people around its circumference.

We arrived at the Island’s International airport late in the afternoon. The resort is on the complete opposite end of the Island. The capital city is in the middle of the island, and is a large, crowded population center. Our transport bus entered the capital right at the ‘going home ' hour. All in all, it was a long, hot two-hour ride in stop-and-go traffic. Cool tropical rum drinks were waiting for us at the reception area of the resort.

There are twelve restaurants at the resort.  By the time all the new arrivals had checked in and been escorted to their rooms (us being the last couple), all but one of these restaurants had finished their dinner service. 

We had a nice sit-down meal at the one restaurant that remained open late.  By the time we returned to our room, it was nine PM local time.  My wife is a social creature and refused to stay in the room when there should be something happening at one of the many bars on the property.

We decided to stroll along the beach and get an idea of the resort layout. As we came upon each bar, they were just closing for the evening. On our walk back to our room, we did notice a couple in that big hot tub. We approached tentatively, not wanting to invade their privacy. The couple spotted us and encouraged us to join them.

They were an attractive couple, a few years younger than us, named Charlie and Doris. She was blonde, whereas my wife, Betty, is a brunette. We, the husbands, had hair colors that matched our wives'. We had many things in common and chatted happily for quite a while.

My curiosity got the better of me when I noticed there were no visible water-jet ports on this hot tub, yet there was a clearly labeled control knob adjacent to the entrance steps.  I asked Charlie what the control knob did.  He didn’t know, they hadn’t tried it yet.

“Let’s find out!” I declared and twisted the timer style knob to the max (15).  To our surprise, a two-foot-high geyser of water and air bubbles sprang up in the very center of the hot tub. One drawback was the noise.  The pump, air, and rushing water made it impossible to chat at a normal level.

Both my wife and Doris were delighted to see it and rushed for the center, facing each other with the geyser between them.

“It’s just air!” Betty exclaimed as she tested the stream with her foot. While not as powerful as a similar-sized water jet, the force was still pushing the girls apart. They had to grab each other to stay in the center.

Grasping hands found breasts, and the girls leaned around the geyser to kiss while doing some serious groping.

 They rolled their hips, bringing their crotches into contact with the stream of air. Even through the material of their swimsuits, the air rushing past their clits caused considerable stimulation; the pressure felt elemental.

Their heads fell back with big ‘O’-shaped mouths, and their moans were loud enough to hear over the pump.

“God, that’s hot! I love watching Betty getting busy. Pardon me, Charlie, I need to adjust.” I remarked and reached into my swim trunks to place my stiffening cock in a more comfortable position.

“Me too!” Charlie echoed and reached into his trunks.

The girls' moans were getting louder, their bodies twitching from the stimulation of the air jet, out of sight under the water. Their hands groping each other’s breasts were above water and making a great show for us.

I noticed that Charlie had not removed his hand from his trunks.  He was stroking his cock hidden from my view.

Why not? The girls are clearly getting off without us, I thought. I pushed my trunks to my knees and grabbed my rock-hard cock for a good wank. Charlie noticed my actions and did the same.

“Wow, you have a beautiful cock. May I stroke it?” Charlie asked.

“Thank you, and yes, you may,” I replied. I reached over to take Charlie’s hard-on in hand. He wasted no time grabbing me and stroking fast.

The girls had returned to kissing. Watching them, having a stranger stroking my cock, my own hand around a solid hard-on had me very aroused. 

When the girls spasmed from orgasms, I was ready to cum.

“May I kiss you?” I asked Charlie.  He didn’t reply, he just leaned in and slipped his tongue into my mouth. I lost it, pumping a cloud of sperm into the hot tub. I could feel Charlie’s cock pulsing under my palm.

The sexually satisfied girls had turned back to us, catching us kissing.

“Oh, we need to get a room, like NOW!” Doris demanded.

“Ours is right there.” Betty pointed.

“Pull your trunks up, guys, we’re moving this party!” Doris instructed.

We all adjusted our swimwear as we climbed out of the hot tub. Betty kept hold of Doris’s hand as we crossed the patio to our room.  The husbands trailed behind, clearly NOT holding hands.

While female bisexuality is perfectly acceptable in public, we males had to maintain a socially demanded distance. (The Heterosexual gap!)

Once in the room, I closed the blackout curtains on the courtyard doors. Betty and Doris quickly removed their swimsuits and crawled to the center of the king-size bed, where they moved into a sixty-nine position.

Charlie and I also removed our swimsuits and sat next to each other on the leather couch adjacent to the bed. We returned to aggressive kissing. The erotic kissing restored our cocks to full erection.

“Join us on the bed, boys. I’ve always wanted to see Charlie fucked!” Doris instructed.

“You’re in for a treat. My Abe’s experienced cock will soon be pounding on Charlie’s prostate, causing him to squirt fountains of sperm!” Betty declared.

“Shall we?” I gesture toward the bed.

“I’d love nothing better!” Charlie agreed. The girls rolled to the side and assumed watching postures. I located a tube of lubricant before joining Charlie on the bed.

Charlie got on his hands and knees, ass thrust out, ready for me.  I greased up his anus and my cock. I pushed the head of my erection slowly into Charlie's sphincter. He opened quickly to my penetration, letting me know he was no stranger to anal sex.

I was soon pounding balls deep into him. Charlie moaned loudly with each forceful thrust.  In just a few thrusts, Charlie’s untouched, but throbbing, cock began spraying jets of cum.

Doris clapped at seeing me fuck Charlie to orgasm.

“That made me so horny. I need a hard cock pounding me to orgasm too!” Doris declared.

“Use Abe, he hasn’t cum again. I’ll see if I can suck Charlie back to life.” Betty observed.

I headed to the bathroom to clean up my cock so I could give Doris a good fuck.

Betty was successful in sucking Charlie’s cock back to full hardness.

We spent the next several hours sexually satisfying each other in more traditional heterosexual pairings.

As they were leaving, we agreed to meet for breakfast tomorrow morning. I declared that I would be putting air to work in a different way after breakfast. I planned to take out one of the resort's Hobie Cats, weather permitting.

These small 14’ daysailers could accommodate 3 people, so I invited Charlie and Doris along. Betty preferred larger sailboats, no longer caring to crawl around on her knees on small daysailers.

Plans made, we all kissed and parted ways for the night.