Mom and daughter join me on my boat for an extended passage.
I was feeling down, depressed. My life seemed to be bouncing from one thing to another, like a pinball machine. No matter how often or hard I pressed the flippers, things kept slipping away, disappearing down the hole to nowhere. A string of setbacks had me questioning everything.
My Love Boat was in dire need of repairs. I hadn't been laid in a month of Sundays. I was docked in a half-assed marina in process of rebuilding after back-to-back hurricanes. I was in a bad way and needed a change.
So I took hold and got my Love Boat in shipshape condition. I decided to weigh anchor and head off for parts unknown. A change of scenery, new and different places and, most importantly, some willing sex partners. I was in a dry spell, only having my hand available to satisfy myself.
The weather outlook for the following few weeks was promising. No storms forecast, good to go. So I stocked up on food and booze, ready to go. I decided to head to the Florida Keys. Lots and lots of willing pussy there.
My last night before heading out, I decided to go ashore for one last restaurant meal. The place was jammed, filled with everything from barely legal to over the hill. I sat at the bar and ordered food and drink. Next to me were a mother/daughter duo, all decked out and looking for some action. I struck up a conversation with them and discovered that they were wanderlust angels. They just flitted from town to town living a hedonistic lifestyle.
When I explained my situation, you could see it click in their heads, simultaneously. They instantly saw an opportunity and cosied up to me, turning on the charm.
"So where do you go on your yacht?" asked the mom. I hesitated before responding "It's not really a yacht. It's just a decent sized sailboat. And I go anywhere there's five feet of water. In fact, I'm leaving tomorrow for the Keys."
They both raised their eyebrows and you could see the wheels turning inside their pretty heads. Mom turned to daughter and they had a brief soto voce chat. Daughter chimed in "That sounds awesome! I've never been to the Keys although I've always wanted to go. Need any deckhands? We'd love to tag along."
The prospect of having a 40+ yr. old and her 20-something daughter aboard for a week was enticing yet daunting at the same time. Thoughts of being able to satisfy both of them while also piloting my boat danced in my head. "You’re asking me to take on quite a load there, ladies. I'm not certain how that would go."
The mom spoke up, excitement in her voice. "Oh, Captain! Not to worry, not at all. We've been on boats before so we can help with that." Then she lowered her eyelids, adopting an unmistakable come hither look. She leaned in close and whispered in my ear "And we can help in other ways, too. We'll definitely make it worth your while." She had a sultry inflection as she slid her hand down the inside of my thigh. "What 'ya think, Captain?"
Well ... now I was in a bind. The thought of two sexy females, mother/daughter no less, meant either double the fun or double the trouble. The devil on one shoulder urged me to jump at the chance. Think how long it's been, remember how down you've been, this is a gift, just what you need, yada, yada. The angel on the other preached restraint. This could be trouble, wait for the Keys, they're just grifters, yada, yada. I decided to roll the dice and throw it back to them.
"OK, ladies. Here's how it is. Tomorrow morning I have to turn in my keys at the marina. If you’re serious, be there at 9 a.m. Otherwise, it was nice to chat." I paid my bill and took the dinghy back to the boat.
Once aboard, I set a speed record for getting down below, dropping my shorts and whacking off. Fantasies of mom and daughter, doing me, me doing them, doing each other, getting nasty, danced in my head.
After coffee in the morning, I drove the dinghy to the marina. Being well before 9, I took a shower and then went into the office. I surrendered my keys and had some innocuous banter with the dockmaster. When I left the office, I was stunned to see mother and daughter sitting on the bench, bags at their feet.
I took a cigarette out, lit it and took a deep drag, exhaling slowly as I contemplated what I had gotten myself into. "Good morning, Captain!" The young one jumped up and threw her arms around my neck, obviously ecstatic about the prospects that lay ahead. The mom was a bit more reserved, more sedate. She approached me and enveloped me with her arms, pressing her ample tits against my chest. In a deep, sultry voice she purred "Good morning, Captain. Have you had your coffee yet?" She offered me a large Starbucks coffee which I gladly accepted. "I hope I guessed right. Black, is it?"
Somewhat taken aback and a bit startled at the situation, I meekly responded "Yes, black coffee, thanks. Uhh ... I wasn't convinced that you would show up this morning. But I'm, uh, happy you're here. Let's get your things loaded into the dinghy and get things under way." I said this with equal amounts of dread and optimism, making my response as enigmatic as possible.
Once we got to the Love Boat, we all clamored aboard, ending with all of us, bags included, in the cockpit. I positioned myself at the companionway, blocking their access to down below. "OK, ladies. I'm Sailor and I'm the captain of this ship. You may have heard that when aboard "the captain's word is law" and that applies at all times we're aboard." They both nodded that they understood. I reiterated "Again, I'm Sailor. What are your names?"
The daughter, obviously excited and eager, blurted out "Well, I'm Christy and that's my mom Pamela, but she goes by Pam." "Nice to finally be officially introduced Christy and Pam. Why don't you two stow your things below and get acquainted with my floating home while I make preparations to get underway."
As I was securing the dinghy, I took stock of my boat mates. Pam was in her early 40s but looked much younger. Her hair was a beautiful chestnut color, falling below her shoulders in bold waves. She wore bangs which made her appear more youthful. She had a generous rack, easily a 44D cup, still firm. Her torso had thickened a bit yet her wide hips made her appear slender. Her warm brown eyes were wide set accentuating her thin nose. She was attractive, a solid 7 on a 10 scale.
Christy was in her early 20s. She, too, had naturally chestnut hair but her vanity or youth had coerced her to dye it blonde. Her brown eyes had a spark and clarity to them only seen in young folk. Her body was typical for a young 20 year old. Her breasts were perky and firm, not too big and not too small. Her belly was flat and she had inherited her mother's wide, child bearing hips. Overall, she was close to a 10 in appearance.
Once I got the dinghy secured, I went below to turn on all the electronics. I was caught off guard as I climbed down to see them locked in an intimate embrace. This was not a mother-daughter hug. This was a full on makeout session. Pam had her mouth covering Christie's, tongues fully engaged. She had her hand up under Christie's blouse, fondling her breast. Christy had her free hand in Pam's crotch, desperately trying to get it inside Pam's shorts.
As soon as they became aware of my presence, they jumped away from each other, shocked and embarrassed like two kids caught with their hands in the cookie jar. Somewhat flustered, Pam stammered "Oh, my. We're so sorry. You weren't meant to see that. It won't happen again. I don't know what came over us."
"Ah, ladies. Relax. What you were just doing is perfectly acceptable. Even encouraged! I love watching people give each other pleasure. I've been wearing shorts out of respect. My normal attire is boxers only. I guarantee you that you'll catch me fondling myself on occasion. It's just natural and accepted here." With that, I dropped my shorts, standing by them in only my boxers, my semi-rigid cock clearly visible.
They both looked down at the bulge in my boxers, then looked at each other. Not knowing what to expect, hoping for the best, fearing the worst, I was dumbfounded when they started a "rock, paper, scissors" match. My mind was totally confused. Why the fuck would they play that in this situation? Pam won and instantly dropped to her knees, pulling my boxers down along the way.
She held my dick between her fingers and put her soft lips around his glans. She washed her tongue around it giving special attention to his sensitive underside. As I gasped and moaned, I muttered "So all it takes is winning rock, paper, scissors?"
Christy giggled as she leaned in, one hand on the back of my neck, the other slid under my tee shirt finding my nipple. As she pulled my head down toward her open mouth, Pam was slowly sliding more and more of my cock into her warm, wet mouth. Christy toyed with my nipple, tickling it, twisting it, squeezing it as she explored my mouth and tongue with hers. It had been so long since I had had a warm, live sex partner that I didn't last very long. Christie's sensuous mouth on mine coupled with her work on my nipple, plus having my cock sucked, sliding in and out of Pam's wet mouth, resulted in an explosive cum load. It was a relief I hadn't felt in way too long.
Pam stood up and made a point to have me see her swallow the mouthful of cum I just dumped there. Christie cried out "Aww, Mom! I thought you'd kiss me first so I could see what his cum tastes like. And, by the way, he's a really good kisser. I'll bet he gives good head!" Pam adopted a motherly demeanor, wrapping her arm around Christie's shoulder. "I'm sure there will be plenty of other opportunities."