On my next passage I spent a grueling, boring day crossing Florida Bay, dodging crab pots. It had been a hard day so once I got to civilization, I grabbed the first slip I could find that was available. Immediately poured 3 fingers of scotch and downed it post haste. Decided to explore the beautiful beach adjacent to the marina. Threw a few cold beers in my backpack for good measure and headed to the beach. It was filled with lots of people of all shapes, sizes, and persuasions.
As is my custom, I strolled along the beach, stopping to chat with whomever looked approachable. After finishing 2 beers, I saw an attractive woman on a chaise lounge reading a book. Taken aback with her beauty, ample tits, and tiny bikini, I stopped dead in my tracks, staring at her. She finally looked up at me, raised her sunglasses to get a better look and it was clear that she was way, way out of my league.
I stammered some greeting and she put her book down, focusing on me and, seemingly, undressing me from head to toe. "What have we here?" she asked. I explained my situation and she seemed relieved that I didn't come across as an axe murderer or psycho.
I pulled out another beer and offered her one. She declined, indicating that she preferred wine. I admitted that I really preferred scotch. "Why don't we go get some scotch and wine and go watch the sunset from my balcony? I live just around the corner." "That sounds like a capital idea" I replied.
As she packed up her things, I enjoyed the view of her perfectly shaped ass and hips as she bent over. My thoughts were salacious, yet I knew that my chances were slim to none, given her commanding beauty. She really was out of my league and I resigned myself to mere fantasies of what it would be like.
We walked to a liquor store a block away, then to her condo just around the corner. She made busy in the kitchen pouring wine and scotch. "How do you take it?" she asked. "On the rocks, 3 fingers, a splash of water. Thanks." She returned with drinks and we settled on her balcony.
The sun was setting (it was as gorgeous as she was) and we made small talk. Asked her what she did for a living. "I'm a dancer" she said matter-of-factly." Just down the street at the strip club." I almost choked on my drink but squeaked out that she certainly had the looks, the body, and the vibe to do that. "Oh, I never see my customers outside the club. Too risky."
By then the sun had set and she suggested we move inside. First, she refilled our drinks, this time it was a 4 finger pour for me. She put on some quiet background music and I settled in on the couch. She joined me, sitting comfortably close so that our legs were touching.
She was a 12 on a scale of 10 and me, being just an old dad bod, got pretty nervous. She was definitely out of my league; I guess my nervousness showed. I downed my scotch in two gulps, excused myself and poured more. As we sat on the couch, she sipping her wine, me gulping my scotch, she started toying with my hair, twirling it around her finger. "Love your hair. It's such a pretty color and most men your age don't have any."
She continued to fondle my golden locks, then, out of nowhere, turned my head and started kissing me. Full on warm, wet kisses. Exquisite! I responded, best I could (the scotch had taken hold of me by now) and we engaged in a full blown make out session.
I started clumsily fondling her ample breasts. She was eager I could tell, yet I was now firmly in the grasp of the scotch. I felt like a virgin teenager making out for the first time, just learning how sex works. But without the boner. Either my 'whiskey dick' had not yet kicked in or, God forbid, I was beyond it.
She said, "You seem on edge. Let's go in the other room and get more comfortable." I stopped at the bar to refill as I stumbled along behind her to the bedroom. She motioned for me to lie on the bed, then began to undress.
She treated me to a full-blown club striptease. It was awesome. Seeing this beautiful hot body, slowly undressing, gyrating, and making all the right moves was scintillating. I was lying there, still drinking my scotch, and wondering how this would end.
Once buck naked she commanded me to get up and take off my clothes. As I complied with her wishes, drunkenly fumbling with my clothes, she lay on her back on the bed and stretched her legs wide open. She was not shaved but I could see her ample, enlarged pussy lips through her muff.
She then pulled her legs up to reveal both of her holes and began playing with them. She was rubbing her clit with one hand and fingering her asshole with the other, first one finger, then two. I was mesmerized, couldn't take my eyes off what I was seeing.
Without skipping a beat, she grabbed a dildo from the bedside table and started fucking her ass with it as she continued to stimulate her clit. The dildo in her ass only quickened her clit massage and soon she was moaning and groaning. I was so engrossed in what I was seeing that all I could do was stand there and stroke my cock. This was a full-on porn video, but it was happening live, in front of me. This was the private striptease that most strip club patrons really want to see.
I was so drunk by now that my dick was of no use ... all I could do was watch her fuck herself in the ass and rub her clit. Her speed and intensity quickened; she was working to an orgasm.
I decided to start talking nasty, dirty shit to her. "Come on slut. That's it. Ram that cock up your ass, harder, deeper. Pinch that fucking clit, make it cum. Sit on my face and squirt your cum juice all over me." Apparently, she liked this as her pace quickened with each comment, her moans got louder and louder. "Ram that dick up your tight little asshole you skanky cunt. Make it happen. Squirt your cum you slut. You love it and you know that little whore in you wants to cum. Faster, harder bitch. I want to see some cum squirt out of that nasty pussy. Do it for me, now."
She was in a frenzy, ramming that 10-inch dildo deep in her ass, frantically rubbing her clit, alternating with shoving three fingers in and out of her sloppy wet cunt. Suddenly she gave out a squeal and shot a huge load of piss from her pussy. She didn't stop with one but kept it up and squirted multiple times, making a huge wet spot on the bed.
She let out a giant sigh and shuddered with passion. She was panting, and obviously in heaven.
Finally, I broke the silence. "Wow! No wonder you're a stripper. You're just a trashy little slut. And very talented I might add." "I don't normally do that with guys I've just met. Something just came over me." "Well, I'm glad it did. Watching you fuck your ass with that dildo and go to town on your hairy pussy was a real turn on. Sorry I got so drunk, or I would have buried my head between your legs. I just got mesmerized."
"Well," she said, "I'm off tomorrow till 7. Why don't you come over, say, noon and we can experiment and explore. I really am just a skanky whore and I love having my cunt and ass ravished." "It's a date," I replied.
Somehow, I found my way back to the boat and passed out.