On the way back topside, Trudi rummaged through my galley fridge. I offered to cook for her anything she would like but she didn't want anything like that. She surprised me by selecting some things and making a rather hefty sandwich for both of us while I picked up a couple of canned drinks for us.
Trudi asked me to sit with her on the foredeck and enjoy the sea breeze. So we passed another hour watching the waves, some distant activity on shore occasionally, and twice flaunting her exposed breasts at passing fishermen, who got a charge out of seeing a big pair of hooters in the sunlight.
By the time we turned south-southeast into the second leg, we had both had enough direct sun and moved into the shade of the bimini, which let us enjoy the breezes without all the heat. Sprawled on a couple of padded benches, we talked ... mostly she talked and I listened. She told me that, although she had come from a wealthy family, her marriage had been arranged with the Rockefeller family for social reasons and she'd had little to say about it.
Nevertheless she had come to love her husband and they seemed to have a pretty good marriage for a while, although she thought he was a little more formal with her than he needed to be. She had a wide variety of acquaintances for social get-togethers but really very few friends. In fact she thought that her only true friends were Ellie DuPont, Martha Gettys, and Claire Davis. Although there was a disparity in their ages, she said that they bonded because of common interests and compatible attitudes.
Trudi told me that, as the years passed, she and her husband simply drifted apart. While living together, they did virtually nothing together except attend social functions. Trudi and her friends gathered frequently for card games and friendship, mostly the friendship because they all fell into the same category as Trudi ... stranded from their spouses, who were primarily married to work and their fortunes. Only occasional short outings that passed as vacations interrupted their routine.
As she talked, she had almost absentmindedly slumped on the bench, eventually putting a foot over the arm at the end of the bench. Her right hand drifted down between her legs and she almost imperceptibly began to rub her mound. I watched and listened as she talked until I could stand it no more.
In one step, I crossed the gap between us, lifted the leg dangling on the floor to my shoulder, and replaced her fingers with my mouth. I started kissing all up and down her thighs and into the depths of her dripping wet pussy. Within a few minutes she was almost as wet as the seas we were sailing through and in a few minutes more she was gushing fresh cum as she clamped her thighs onto the side of my head.
When she was breathing a little calmer, I pulled Trudi and the cushions off the bench onto the deck. Lifting her unresisting legs to my shoulders, I guided my spear to her sloppy opening and pushed slowly. The soft tender flesh parted easily as my shaft buried itself to the hilt in her love tunnel. She offered me her big titties, holding them upright with both hands, to massage and tweak while I pumped her pussy.
I worked her legs around in different positions and her facial expressions rewarded me for my efforts. Three times, Trudi gritted her teeth, stiffened up like a board and quaked through waves of pleasure as an orgasm overtook her. Just after the third one, my nuts seemed to grow, then pulled up toward my body cavity and began shooting hot sticky sperm into her velvety sheath. It was an exquisite feeling as shot after shot passed between us.
When my balls were empty, Trudi pulled me down on top of her and said, "Oh, honey, this has been one of the best days of my life. You are so-o-o sweet." We spent the next few minutes swapping spit.
With the change of course onto the third leg and some overhead cloud cover, we went back to the sundeck for a while. Being in an open sea with only the sound of the wind in the sails and the occasional slap of the sheets makes for a very relaxing time.
Trudi probed me for information about my background so I told her about growing up around the water all my life while my father worked trying to run a commercial fishing fleet of three boats. It was hard work and I helped when I got big enough. Even when I went to college at a local school, I worked part time as an outfitter after classes, working each afternoon to ready the boats for their early morning departures the next day, repairing equipment as needed, and generally making myself useful.
We went into the galley, where at her request I whipped up a big bowl of chef's salad and we ate as she continued asking me questions.
I learned to love the sea at a very early age but also learned a healthy respect for it. During my high school years, my brother and an uncle were making a harbor crossing in the protected waters of the bay when a squall caught them unprepared and capsized the boat they were in. They both were entangled in the netting they had used that morning and were in the process of stowing but drowned before they were able to free themselves.
Still I considered myself fortunate to be able to make a living on the sea. I loved how it could take you anywhere you wanted to go, provide food to eat and, with the proper preparation, water to drink. It could challenge your skills and provide the most relaxing atmosphere imaginable. It would warm you up and then cool you down. It was, to me, a complete world.
As time passed, I kept noticing Trudi squirming around trying to get comfortable, but mostly I noticed her broad round bottom and felt myself growing hard again. With sunset about an hour away, I got to thinking about having another piece of her.
I didn't ask but went over and straddled her legs. With a hand under her waist, I lifted her to her knees, spread her legs so I could kneel between hers and began working my now-stiff probe up between the soft outer lips to her hidden temple. She was moist and it didn't take much effort to slip my cock into her pussy.
Trudi laid her face sideways on her crossed arms and said "Ummm, honey, that's nice."
It's amazing how little ol' six foot waves can make for movement between a man and a woman so connected. I held her hips and as the boat crested each wave, Trudi seemed to be pulled forward as I was pushed back, pulling my cock part way out of her. As the boat slide down the shallow trough, she was pushed back while I was driven forward, forcing the root of my tuber against her soft receptive twat. It took no effort on the part of either of us, although I couldn't help but reach out from time to time and massage a handful of her oh-so-lovable hooters.
The first streaks of sunset were showing in the west when my balls emptied. It had been a long and slow fuck but very rewarding and satisfying. We lay side by side and watched most of the rest of the sunset, although I got up and went to the pilot station as we neared the mouth of the harbor. I wanted to monitor our progress and safety.
Meanwhile Trudi went below and dressed before bringing me my shorts. Then she stood close to my side while I took control at the harbor mouth, lowered the sails and fired up the engines for the trek across the harbor to the marina.
When I came back onboard after tying up to the deck cleats, Trudi called me into the salon. She handed me an envelope and said, "I think this will cover the cruise and I must say it is money well spent. I feel great, honey. Oh, there is one thing though. I was wondering if ... maybe ... you would like one more piece of my ass before I go ...?!?"
We were soon naked again on the bed, her on her back with her knees nearly touching the sides of her face as my ever-ready dong pierced the tight opening between her buns. Trudi had said she loved anal sex and she proved it, cumming in just a few minutes and then helping me change our position. We rolled both her legs to her left without ever removing my rod from her ass. A few minutes later she was howling about cumming again.
After that I rolled her again until she was on her knees, her face flat on the mattress. As I plunged into her over and over, I remember thinking to my regret her tight little opening had become more slick. The opening was less tight as I fucked her and she kept relaxing the muscle around the opening. She came again and I rolled her to her right side, straddling her bottom leg while extending the other to her front.
In a few minutes she began moaning "ohgawdyes ... ohgawdyes ... ohgawdyes" and then she climaxed again. I rolled her over on her back again and worked her legs like a bicycle rider. In a few minutes I felt my own orgasm approaching and tried to hold it back until she came once more but it was a futile effort. I shot my load of cum into her rectum, feeling the wonder of a fantastic release ... and then Trudi topped it off by cumming one last time.
She was still a little rubbery-legged as she came to the gangway to leave. I reached out to steady her and started to kiss her but she stopped me. "My chauffeur is in the parking lot and I don't want to give him any more to talk about. Will you save the same time for me next week?"
I shook her hand, all I could do under the circumstances, and said "Yes, ma'am, any time you want."
"Well, then, book me for Thursdays this season. I'll call if I can't make it. Oh, and Captain? Don't be surprised to see those other friends I mentioned. The way Ellie talked about you, we all wanted to meet you. And now that I have, you'll get my recommendation."
"Thank you, ma'am. I appreciate that."
"It's worth it, Captain. You run a tight ship."
