Once I got back to the boat, I gathered my things and walked up to shower. The warm water cascading over my body was refreshing. It felt good to shed the dirt and sweat that's just part of boat life.
Back aboard, I poured 3 fingers of scotch and settled in the cockpit. I did a Google search for the restaurant in the marina. There wasn't much to learn. Apparently, the marina management didn't prioritize a fully featured web page for their on-site eatery. Still, I felt it appropriate to patronize them, plus, I have had great luck in the past with the female staff in such places.
After my drink, I wandered over to the restaurant. It was clean and well appointed, decked out in the typical nautical theme. There was an outside balcony overlooking the marina and the air conditioned inside. I sat at the inside bar. The barmaid, a middle-aged matronly looking woman, approached.
"What’ll it be Captain?" "Scotch rocks and a menu, please." "Coming right up." She produced a menu and poured my drink. I looked around to discover that most of the other diners were paired off, husband and wife. A few were younger but, by and large, most were my age or older. There only appeared to be two wait staff for 20 some odd tables, most occupied. They were busy running back and forth to the kitchen and they were both easy on the eyes.
"You ready to order, Captain?" I snapped back to reality. "Sure. I'll have your grouper plate, grilled, and another pour, please."
As she delivered my food she asked "Anything else, Captain?" "Just a little inside info. Where's the local hotspot for some action? I'm not here for long and I always try to make at least one new friend from each port I visit. By the way, I'm Sailor."
"Nice to meet you, Sailor. I'm Caroline but everyone calls me Carrie. Sadly, there's not much nearby. There's a couple of wildly popular places further down the road but it's a taxi ride. Local lady owns them and she does quite well. Other than that, it's pretty dead around here after dark."
As I processed this info, I studied Carrie. Even though she was kind of matronly, it was clear that she kept herself in shape. Brown hair just below the ears, a square face, pleasing but not model quality. Her chest was ample but it was hard to judge her body below the waist while she stood behind the bar.
"Well that's disappointing. What about you, Carrie? Don't you and your husband go dancing or to a movie or something?"
"Oh, I'm not married, Sailor. Widow, no kids. It does get kind of boring. Sometimes I'll go sit on the beach or just drink myself silly sitting on my balcony. I've got a condo a few blocks away. Actually, this job is pretty much my life."
"That sounds kind of grim, Carrie. When do you get off work?" "My replacement comes in an hour."
"How about this, just to switch things up a bit. Why don't we meet up after work and let me show you a good time. We can sit on my boat, go to the beach or get blind drunk on your balcony. Nothing outrageous. Just some casual conversation and something out of the routine. What say?"
She leaned back and crossed her arms, subtly pushing her boobs up to be more prominent. She eyeballed me, obviously guessing if I was a mass murderer, a rapist or just another Keys lowlife. I adopted the most innocent expression I could muster.
"I guess I could do that. How about meeting me here in an hour? We can go to my place but would you mind if I invited my neighbor to join us?"
"No problem, Carrie. The more the merrier. I'll be back in an hour." She disappeared to tend to the bar and I finished my meal.
I went back to my boat to freshen up. At the appointed time I returned to the restaurant. Carrie was standing outside smoking a cigarette. "Greetings, my new friend" I called out as I approached her. "Howdy. My condo is this way" as she stepped off toward the road. A short two blocks and we were there.
"Can I get you something from the bar? It's fully stocked." "How about a repeat? Scotch rocks, 4 fingers." As she moved toward the kitchen, I checked out her backside. Not bad. A little plump, some love handles, but definitely doable. As she was making our drinks there was a knock at the door. "Would you get that, please?"
I opened the door to an attractive redhead, curvaceous figure, in her late 30s. "Hi. I'm Stacy but everyone calls me Ginger, for obvious reasons. Is Carrie here?" "Yes, yes. Please come in. I'm Sailor. Nice to make your acquaintance."
Ginger was taller, nearly 6 feet, with a well proportioned body. Curvy and full in all the right places, skinny where it counted. She had on a low cut top showing ample cleavage from her D cup breasts. On the bottom she wore a miniskirt which allowed her never-ending legs to shine. She dropped her bag and made a beeline for the kitchen.
"Hey, bestie! How was work?" "Same old, same old. Until this guy came in" nodding in my direction. "You want your usual?" "Sure. Thanks." Ginger brought me my drink and we all migrated to her spacious outside balcony.
Once settled in, Ginger started the interrogation. "So, what's your story, Sailor? What brought you to the Keys? And how long are you here for?"
"I'm a retired attorney and I feel like I'm on trial!" Nevertheless, I regaled them with my story. They both seemed mildly impressed, but mostly with the fact that I actually made my retirement dream a reality. Then it was my turn.
"You gave me an overview of your life, Carrie. But what about you, Ginger?"
"Well, mine's a bit unorthodox. I hail from California. After high school, as I was casting about for a job, I fell in with a 'different' crowd. Being young and naive I wasn't really aware that the guys I hung out with were in the porn industry. So I went down that path. It was really good money and the hours were easy, but after awhile I got tired of the way the male porn stars treated the girls. I love raunchy sex but the violence and physical abuse got too much for me. I took my wad of money and disappeared here."
"Wow! That's quite the story! Have you given that up entirely or do you still dabble in it?" I was totally entranced at this point.
"I don't make films any more and I don't charge for consensual pleasure. I invested my money wisely and get a healthy check every month. But I still have needs and urges so I have a small group of regulars that I party with. Why do you ask? Do you like what you see?"
I was thrown off guard and wasn't quite sure how to respond. I opted for straightforward honesty. "Ginger, of course I like what I see. And I can't deny that I'd love to have sex with you. Maybe we can arrange a time and place for a rendezvous."
Ginger turned to Carrie. "You know, he's really kind of cute. He has that 'aw, shucks' thing going and he sends out a powerful vibe. I think I like him." Carrie responded "Yeah, I got the same thing meeting him at the restaurant. That's why I agreed to bring him home and include you. I thought you'd get a kick out of him."
"You know I'm sitting right here and can hear everything you're saying." They both laughed and had one of those unspoken "girl talks" using only their eyes and their feminine mystique. Carrie spoke up "Let us freshen our drinks and then retire to the bedroom. You have a problem with that, Sailor?"
Holy shit! On the way to the bedroom, Carrie stopped to pour more drinks and I headed to the bathroom. When I appeared in the bedroom, Ginger was already nude, laying on the bed. Carrie was finishing disrobing and embraced me. "Here, let me help you with that." She unbuttoned my shirt and grabbed my belt buckle.
As Ginger surveyed my now naked body, I reached for my drink. I downed it in two big gulps. "So, what's your pleasure, Sailor? Do you have any special requests or any 'off limits' we should know about?" Carrie had already dropped to her knees and was working my cock with her mouth. As I was gasping with pleasure, I croaked out "I love oral sex and assholes." That's all I could manage as Carrie sucked my dick in deeper and deeper. I grabbed her head to start mouth fucking her but she pushed my hands away. "I think Ginger wants some attention."
Ginger slid over to position her crotch at the edge of the bed, raising her legs. "On your knees, Sailor. Let's see how you like my pussy." And it was a fine one, too. Her hair was sculpted into a big open V shape, the bottom pointing to her hole. The rest of her fuckbox was clean shaven. She had robust outer lips and her labia were small but visible, poking out on both sides.
I dropped to my knees and wrapped my arms around her legs, my face staring at her pussy, now glistening with her juices. I dove right in, tongue and lips working it. Kissing, slurping, sucking, nibbling. Her pussy was very wet, spreading her tasty juices all over my face. I used my tongue to push aside her clit hood, only to find an oversized clit, thin but long. I used my lips to encircle it, sucking hard on it, pinching it gently between my teeth. She seemed to be enjoying this given her gasps, her moans, her sucking in air.
At one point, I came up for air and I saw Carrie on her knees on the bed doing a number on Ginger's boob. She was mouthing her nipple, then twisting it between thumb and forefinger, then enveloping the entire areola in her mouth. Carrie was positioned so that Ginger could finger fuck Carrie at the same time.
After I had eaten Ginger's cunt for what seemed like hours, I stood up. Carrie was still on her knees giving Ginger a boob job. I grabbed Carrie's hips and dragged her over to the edge of the bed, ripping Ginger's tit from her mouth.
I pushed Carrie's legs apart and got my dick positioned between her vaginal lips. She was already moist so it only took a few strokes and my throbbing cock was well inside her cunt. I held her hips and started fucking her good. She responded by pushing her pelvis back to meet mine. We fucked each other as Ginger started manhandling Carrie's boobs which were wildly swinging about.
"That's it bitch. Fuck me good. Use that sloppy cunt, show me how much you want this cock. Give me your skanky hole, I want to pound it and dump my load deep in there. Be my little cum bucket, let me just fuck you till I'm done."
Ginger interrupted, just as I was about to orgasm. "Wait, wait" she cried out. Her cry distracted both of us and we stopped dead in our tracks. "What the fuck??!! You got a problem Ginger?"
"Yeah, I do. I can sense that you're about to blow and I want this to last, I have more I want. Chill for a minute, have some drink. I guarantee that you'll get to blow your nut."
I took my empty glass and went to refill it in the kitchen. As I returned, my hard dick was swinging side-to-side. Both women, sitting on the edge of the bed, were staring at it flop around. Carrie grabbed it exclaiming "Damn! I really wish I had one of these!" They patted the bed between them, indicating where I was to sit. I sipped on my drink as they fondled my nipples, caressed my cock and kissed my neck.
When they saw that my drink was empty again, Ginger spoke up. "I hope you've enjoyed yourself so far, Sailor. I was watching you ram your hard cock into Carrie's cunt and all I could think about was having you do that to my ass. The urge was so strong that I just had to stop you before you reached orgasm. Now, I'm going to get on my hands and knees and I want you to destroy my asshole. You can start off slow and gentle but what I really want is an incredibly hard pounding."
With her in position, Carrie lubed Ginger's ass and my cock. My target was a very desirable anus, flexing in anticipation. Carrie grabbed my rod and guided it into position. Just then, Ginger slammed her hips backwards, giving my dick nowhere to go but up her ass. It easily went in about three inches as Ginger started fucking me with it. She rocked her hips forcing it deeper and deeper up her tight hole. Since she had asked for a hard pounding, I grabbed her hips and began thrusting. It was going in balls deep and our bodies smacked into each other.
"That's it, Sailor, that's it. Don't be shy, pound me, the harder the better. Oh, yes! Pound it! Hurt me, fill me with your cum, no mercy!" As I did my best to jackhammer her asshole, she suddenly let out a scream and squirted three big streams from her cunt. "Ahhhh, yes! There now. That's it. Thank you, Sailor, thank you."