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Captain Cook's Cruises Ch. 01

By: techsan



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

*

"Ahoy, the Lady A. Are you Captain Cook?"

I turned to the dock to see who was hailing me. The voice came from a woman, probably in her late forties or early fifties, dressed in what appeared to be upscale tan shorts, open white blouse over a tan tank top, deck shoes and a broad-brimmed straw hat covering shoulder length brown hair with a smattering of silver. With the late morning sun behind her, I couldn't really see the details of her face.

"Yes, ma'am, I am," I responded.

"Is your boat available for hire today?"

"Yes, ma'am, it sure is," I replied enthusiastically.

It had been several days since I had a charter and I was in need of the money. I loved my boat but it took everything I was able to raise to keep it going. I had purchased the 58' 6" catamaran at the end of last season, sinking every penny of a nice inheritance, all of the proceeds from the sale of my small house and still signing a sizeable mortgage. I figured I could make ends meet by working the winter season in the Caribbean islands and the rest of the time in the more affluent resort areas of the northeast states. Still, things had been slow so far and I was glad to get a charter, even if I had to drop my standard rate.

"Good," she replied with a smile. "Consider yourself hired."

She stepped on the gangway, intent on coming aboard. I leaned my mop against the cabin and hurried to the gangway, offering her my hand although she walked steadily down the short access. She almost jumped the last couple of feet, laughing as she landed in my arms. For the first time, I could see she was a strikingly pretty woman.

"Thank you, Captain," she laughed, quickly disengaging herself from me. She put her hand in mine for a quick handshake and said, "I'm Eleanor DuPont."

Noting the ring on her left ring finger, I said, "Very nice to meet you, Mrs. DuPont. Let me show you around." I pointed her toward the four steps down to the main salon. "Will anyone else be joining us today?"

"No, it's just me," she said. "I need a relaxing time to rest and a quiet sail is always relaxing to me." 

"Okay. Any particular destination or shall I make the choice?" 

"You pick it, Captain. My only requirement is that we get a great view of the sunset this evening."

I showed her four of the five cabins, omitting the one I used in the rear of the right hull. I suggested she take the master stateroom when she wanted to rest below decks and she left her large bag on the bed. 

Back on the main deck, she checked out the cushioned bench seats around the aft portion, as well as the various comfortable seats around the pilot area and its opposite side. I pointed out the mats on the sun deck in case she wished to take advantage of the wonderful sunlight we were sure to have. She seemed very pleased with the layout of the boat and its cleanliness. "I need just a few moments to set our course. Would you like something to drink? I have fresh coffee, orange juice and apple juice. Of course if you'd like something stronger, I would be happy to get that for you."

"Hm, I think just an orange juice, if you please," she answered with a smile.

"Yes, ma'am. Be right back."

I hurried back to the salon and opened the bar fridge. I poured a glass of juice, picked up a freshly ironed linen napkin and took them up where she was sitting on one of the benches.

"We'll get underway in about five minutes. We'll use the motors to get out of the harbor and then raise sails and cut off the engines until we get back to harbor tonight."

"That sounds good, Captain."

Turning to the pilot station, I set the computer to calculate a ten hour sail, since sundown would not be complete until after nine o'clock at this time of year. The course it set was triangular with a relatively short second leg and allowing for a fairly strong wind on the homeward leg. 

On my way to the gangplank, I stowed my deck mop and cleaning gear in a locker and pulled in the short plank. At each of the fore and aft cleats, I pulled on the mooring lines until I could flip them off their cleats, then pulled in the lines and stowed them. Back at the helm, I shifted to reverse and revved the engines just a little to back out of the marina. Once clear, we turned and followed the buoys along the traffic pattern to clear the little cape that provided some weather protection to the harbor. Soon we passed the breakwater, heading east into the ocean.

For more than an hour, she sat on the same bench sipping the juice. I went back and asked if she would like some lunch but she declined, saying she needed to watch her girlish figure, laughing at herself. I almost told her she didn't need to do that because I would watch her figure for her but decided I might offend a potentially good customer.

When I went back to the pilot station, she went downstairs, only to reappear twenty minutes later, barefoot and wearing a beautifully filled-out white bikini. She climbed the four steps to the sundeck and selected the mat on the starboard side, furthest away from the pilot station. However when she lay on her stomach, I couldn't keep my eyes off her slightly broad-beamed bottom, well rounded and firm and oh so inviting. 

It didn't take long for me to have a raging hard-on. Nor did it help when she turned over to toast her other side after a half hour. Because of the shifting of the sun, she moved to a port side mat almost directly in front of me to catch more of the sun away from the shade cast by the sails. 

The top of her bikini was well filled and well rounded and the view between her legs left little to my imagination with such a small patch of cloth covering the gateway to her delights. I couldn't see her eyes for the dark shades she wore but wondered what the smile that curved her lips represented. I had to duck my head and keep my gaze from her to keep from attacking her. With the boat on autopilot, I just pretended to be occupied sailing the vessel. 

When she gathered her towel and book after another half hour and made her way back downstairs, I seemed to be studying the electronic gauges and working the wheel, even though my actions had no impact. I couldn't help but look up at her as she came down the steps.

She smiled at me and asked, "Would you show me how you handle such a large boat by yourself, Captain?"

"Of course."

I went through a short discourse on what each of the controls and gauges were for, showed her how to read our heading and use the wheel to keep it steady.

"Would you let me steer for a bit, Captain?"

"Certainly, Mrs. DuPort," I replied surreptitiously 

I flipped off the autopilot and started to move out of the Captain's chair.

"No, no, stay right there," she teased. "I just want to try it for a few minutes to get the feel of how she handles." 

I groaned inwardly because, although there was room for her to squeeze between me and the control panel, it would not be without our bodies touching. But before I could reply, she had scooted between me and the wheel, her bottom brushing my crotch all the way. I felt the round mounds of her buttocks pressing against my jewels and quickly my cock was again the raging erection I had worked so hard earlier to quell. 

She took hold of the wheel as if she had experience at sailing and although she let it drift a couple of points to port, she soon corrected it and had us back on course. I could have sworn she wiggled her bottom a couple of times unnecessarily but I must have been mistaken.

But no! 

She pressed herself backward into me and turning slightly, asked, "Is that for me, Captain?"

"Uh ... well, I ..." I stammered.

"Speak up, Captain. Don't be bashful. If it is, I'm flattered."

"Well ... yes, ma'am."

"Good! I like still being able to do that to a man. So," with two quick moves of her hands, both pieces of her bikini floated to the deck and she rubbed her now naked body against me. "I think we need to do something about your condition, don't you, Captain?"

I groaned. I could just see my charter fee going out the window when we got back to shore and she complained that I had forced myself on her or something. Even the threat of a formal complaint and I would have to forego my fee. But the head on my shoulders was not in control.

I unfastened my shorts and pushed them to the deck, kicking them out of the way. My straining penis slapped her butt and she laughed, squirming, feeling it settle between her legs as it pushed down. She leaned forward, pressing her boobs against the wheel, offering her bottom to full advantage in the confined space.

I carefully worked my tool back and forth in the spreading moisture and my inflated arrow found the opening to her soft pussy, slipping inside. She was rather tight for a married woman and it took me several thrusts to get my whole rod buried inside her. It was a fantastic feeling.

She leaned back, pressed into my form from knees to shoulders and said, "Oh, my, Captain! That feels so good!"

"Yes, ma'am, it does."

"And please don't call me ma'am or Mrs. I like to be called Ellie."

"Yes, ma'am ... uh, Ellie. And I'm Tom."

"Good. And Tom?"

"Uh, huh?"

"Please fuck me long and slow. Make it last."

I bent over and kissed her neck just below her right ear. She leaned her head to the left, offering that pretty tan neck for my use and I took advantage of it while starting a slow pumping motion of her pussy. The confined space kept me to short strokes and constantly reminded me to go slow. 

Several minutes of magnificence sliding in and out of her velvet receptacle had passed when she looked over her shoulder and said, "Tom, I think you should reengage the autopilot."

I felt like an idiot but reached over and flipped the switch allowing the computer to take over again. Then I slid both hands up her sides, over her stomach and cupped her generous breasts, finding her nipples hard and proud. For several minutes, I kept up my slow short strokes while my hands kneaded her tits, pulling on her nipples, all to the soft moans of a lustful woman.

I slid my right hand down over her stomach and into the valley between her legs. My middle finger found the top of her crease and eased inside, teasing her clitoris and a few moments later, she hissed through clenched teeth, "oh ... oh ... oh ... oh ... oh, yes, Tommy! I'm cumming!" 

I held her closely until the waves of pleasure coursed through her body. Then carefully I backed out of her, turned her around and straddling the captain's chair lifted her back onto my spear. I planted my lips on hers and was delighted when her tongue charged into my mouth. Holding on to her magnificent ass, I lifted her and let her fall back onto my pole over and over until at last we both came just a few seconds apart.

Afterward she clung to me for a long time before she finally pushed back enough to look in my eyes. She was smiling as she said, "Captain, I think I just got more than I bargained for today. That was incredible." 

"Yes, it was, Ellie. Thank you."

"I think I should be thanking you."

"Well, how about we just say it took both of us to make some fantastic feelings today and I'm glad I met you." 

She nodded and planted another big kiss on my mouth. 

She put a hand between her legs and brought it up, wet from our combined juices oozing out of her. "I'd better get a towel," she said. 

Ellie hurried downstairs and was back in a few minutes with a towel in hand to wipe the cum from my chair. She was still naked and there were streaks of cum running down the inside of her legs.

When she noticed me staring she said, "I like the feel of it, honey. If you don't mind, I'm not going to put any clothes on just yet. It feels good to go au natural out here where nobody else is watching."

"That's perfectly fine with me," I said. "And I admit I like knowing that it's partly my cum running down your legs."

She laughed and hugged me. "You know it's been a long time since I felt like this."

"Oh? Don't you and your husband do it anymore?"

"Oh, sugar, I thought you knew. My husband died over two years ago."

"I'm sorry, Ellie, I saw your ring and assumed ..."

"That's okay. John had a stroke nearly four years ago and our lives after that were not what you could call normal. There was no sex after the stroke and precious few outings of any kind."

Ellie sat on the short bench facing the pilot station and we sat for a time just enjoying the fresh salty smell of the ocean air. I found I couldn't keep my eyes off her for long. Nor did she seem to keep her eyes from me. It seemed like she spent half the time looking at my face and the other half looking at my crotch while occasionally licking her lips. On impulse, I rose and quickly crossed to the bench where Ellie was and I sat beside her, pulling her into my arms. She did not resist as I planted a spit-swapping kiss on her pretty mouth and our tongues were soon entwined in first her mouth and then mine. Both her hands went around my neck but then one stole down between us and began to rub my growing cock.

Unsteadily I picked her up and carried her downstairs to the master stateroom, where I placed her in the middle of the queen-sized bed. Then climbing into her saddle, I kissed my way from head to toe and back and then fucked her again when she begged me to enter her. We tried several positions, all of them good, while she had three orgasms and I filled her pussy with another load of cum. Afterward she pulled my head down between her breasts and held me tightly for a long time.

I felt the autopilot shifting the sails and turning us in a southerly direction so I got up to go topside to verify that it made the right course corrections.

Ellie suggested, "How about I make us something to eat?" 

"I'm supposed to do that. It's part of the charter." 

"Well, let's make an exception today, okay. I feel like being domestic. Will you trust me with your galley?"

I laughed. "I think I'd trust you with anything I've got. If you want to do it, help yourself. Anything there is fair game."

So as I went up to the pilot station, she went into the galley. Just as I knew it would, I found the computer had us right on course and moving swiftly. We were heeled over slightly to starboard but it was still quite comfortable on the big cat.

Forty-five minutes later, I was relaxing in the Captain's chair when the whirring sound of the winches brought me fully alert. I never tired of watching the electronic gear sail the boat without a hand touching it, once it was set. Now, with the wind almost directly behind us, some of the smaller sails were furled and the spinnaker, with its big red, white and blue vertical stripes went up like a balloon and we seemed to just skim over the moderate sized waves. 

We had hardly settled on course when Ellie called me into the salon to eat. She had grilled steaks, tossed a salad and baked potatoes in the microwave oven, indicating to me she knew her way around a small boat's galley. Although mine was bigger and better equipped than many, it still would challenge many cooks who were unused to working in such a confined space. However, this food was superb. 

I insisted she let me clean up after we ate and she didn't argue the point. Actually, with a big dishwasher and a trash compactor, it wasn't all that difficult. By then it was early evening and the sunset was still over an hour off but the sunlight was turning the sky all kinds of beautiful hues of red and orange and yellow. I escorted Ellie to the sundeck where we relaxed in the two forward lounge chairs with the last of our wine from dinner.

We watched the sky as if it were a movie and savored the moderate breeze. The sun was leaving the last red streaks across the western skies when Ellie turned to me and asked, "Would you like to play around again?"

I jumped down to the pilot station and verified our position ... just a few miles from the mouth of the harbor. I reset the autopilot to furl most of the sail and just keep a minimum headway, verified that all running lights were illuminated and then hurried back to Ellie. She welcomed me to one of the sunning mats with open arms.

I spent several minutes kissing and touching her all over before I slithered down her form and buried my face between her legs. Although she had a strong aroma and taste of our former sex sessions, it was still a heady taste and smell to my sex crazed brain and I feasted on her wonders.

Soon Ellie began to have a series of mini-orgasms whose output just added fuel to my internal fire. I kept eating and kept being rewarded with just enough fresh output to whet my appetite. Occasionally I heard the horn of a passing vessel sound as they moved along faster than us and each time I would pop my head up to take a look and ensure we were not on a collision course. Something about being outside, in the openness, naked with a very desirable woman added to the wantonness of the act, even though the passersby could not really see us. At best, they could see outlines of people in the bit of moonlight that shown through the clouds every so often.

I dropped my head back to my sweet task and was finally rewarded when Ellie clamped her legs around my head, used her hands in my hair to pull me tightly into her and moaned and shivered through a more fulfilling climax. Only when it had passed and she had relaxed again did I climb up into her saddle and pierce her with my throbbing erection. I took time to ravage her mouth and her breasts and then set about fucking her harder and faster than earlier in the day.

Ellie responded with encouragement to the more animalistic pace, telling me to "pound my pussy, Tom" and "fuck me hard, honey" while covering me with kisses. I felt my balls contract and knew I was going to climax before her, sad because I didn't know if I could keep going until I got her to peak again. As it turned out, the splashing of my hot cum into her slick wet pussy must have been what she needed because she came maybe a minute after me and just before my legs collapsed from the adrenaline burn.

We lay together a little while before I said, "we'd better dress and get into port before someone discovers us." 

She laughed. "And what would they do if they did?"

But she went downstairs with me and dressed in the same outfit she wore onboard that morning while I put on my shorts and shoes. Back at the pilot station, I took control, lowering all sails and turning on the motors for the final approach into the marina.

Just as I hooked the second line to the pier cleat, Ellie met me at the gangway holding out an envelope. 

"I think this will cover the charter, Captain," she said with a smile.

I took the fat envelop and opened it. Inside was a stack of $100 bills. I flipped through them quickly and without counting, knew this was more than my charter fee

I protested, "Ellie, this is way too much." 

She leaned into me and whispered, "Listen, I'm a rich woman and I'm used to paying well for quality services. Today's cruise was beautiful, just what I needed. Don't EVEN think I'm trying to pay for the fun we had. That was just between you and me and I loved it but I'm not about to start paying for it now. Okay?"

I stared into her eyes, trying to decide what would be the right thing to do. She looked so sincere that I folded the envelope and put it into my pocket. "Thank you," was all I could say.

Nimbly, Ellie scampered up the gangway to the pier. After a couple of steps, she turned and called back, "Book me for the same time next week, okay, Captain?"


Captain Cook's Cruises Ch. 01



I nodded, waved and watched her skip away like a schoolgirl.



Captain Cook's Cruises Ch. 02



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

*

The Wednesday after my most memorable cruise with Eleanor DuPort brought no business so I was back on deck Thursday morning swabbing an already clean deck when toward eleven o'clock I received a hail from the pier.

"Ahoy, the Lady A. Are you the captain?"

Again it was the voice of a lady, although this one was taller and appeared to be older than Ellie ... probably early sixties, I would guess. She was dressed nearly the same as Ellie had been, in shorts, blouse over tank top, deck shoes and straw hat, although her hat was much broader brimmed than Ellie's had been. When she took off the hat to address me, her silver hair flowed out from under the hat, blowing in the light breeze. 

"Yes, ma'am, I am Captain Cook," I responded.

"Is your boat available today for a day cruise?"

"Yes, ma'am, it sure is," I replied.

"All right to come aboard?"

"Yes, ma'am. Here, let me help you," and I extended my hand to steady her.

"I'm Trudi Rockefeller," she offered.

"I'm Tom Cook, ma'am. Will anyone else be joining us today?"

She laughed. "Oh, no, my husband's far to busy to bother with a little of' outing with his wife. He won't be home from work until sundown."

When she was on board, I gave her the scenic tour of the boat. She picked one of the forward deck chairs to settle in and watch the beginning of our cruise.

"What kind of cruise did you have in mind?"

"Well, I'd like to sail up the coast a ways, then maybe out to sea for a while and whatever it takes to bring us back. And I hope to see as pretty a sunset as Ellie DuPont saw Tuesday."

"Oh? You know Ellie?"

"Ah, yes, she's my good friend."

"Would you like something to drink before we start?"

"How about a cup of coffee with a dollop of gin?"

"Coming right up." 

I hurried below and prepared the drink, took it to her and then went to the pilot station to prepare and set the cruise plan.We would follow the coastline to the east by northeast on the slowest leg for about five hours, turn southeast for a run of nearly two hours and then sail the fastest leg back to the west-southwest in around four hours, giving us a good view of the sunset.

After making sure she was settled in, I cast off and backed out of the slip, then we motored through the harbor and out into open water. Once we were clear, I set the sails and killed the engines, just for the thrill of it, before I set the autopilot on. After making sure all the electronics were working, I went fore to see if the lady needed anything.

As I came around the mainmast, I was surprised. She had removed her blouse, shorts and tank top in favor of a bikini ... at least the bikini bottom. Her rather bulbous and somewhat sloping breasts were uncovered, a condition they seemed to be used to considering her overall tan.

She caught my reaction and said "I hope you're not offended, Captain. I like to expose my body to a lot of sunlight."

"No ... no, ma'am, I'm certainly not offended. Surprised, maybe, startled yes, ecstatic, absolutely but offended ... no, ma'am."

"Good. But, Captain, I do need some help."

"Yes, ma'am. What can I do?"

"Would you rub some of this sunscreen on my backside?"

She got up and went to one of the mats amid-deck and lay face down, handing me a bottle of lotion. I knelt beside her and squeezed some of it around her shoulders and upper back, then smeared it up to her hairline, down along each arm and along her back and sides. My hands rubbed against her breasts, mashed out to her sides as she lay on them. When my fingers rubbed circles around the soft flesh, she made no sign of recognition. I moved on to her middle and lower back, covering all the flesh that I could reach.

When I was beginning to wonder what she wanted me to do next, she raised her middle, pushed the bikini bottom down and worked it off her feet. "Please cover it all, Captain" she spoke into the mat.

I thought, "What better way to do this than from behind her;" so I shifted so that I was straddling her lower legs, then poured lotion on her bottom and backs of her thighs. I leaned into the task of rubbing it into her skin with both hands, loving the feeling of a woman's soft flesh under me. She may have been soft in one way but it was not because she was out of shape ... I could feel the muscles in her legs, probably a jogger or maybe a tennis player. 

I started to move further down but her voice stopped me. "Captain, I don't want to burn any part of me. That means you have to cover it all. You know what I mean, don't you?"

"Yes, ma'am," I replied cautiously.

Again I poured a thin stream of lotion around her buttocks and then concentrated on spreading it ... by spreading her globes and covering all surfaces. I smeared the sweet smelling lubricant right up into her anal valley, only to hear her moan sensuously. Moving on around, I covered her upper thighs more generously, frequently letting my fingers touch the puffy outer lips of her pussy, eliciting more and more soft moans.

On impulse I poured another gob of lotion in my right hand. Spreading her buttocks with my left hand, I spread the goo over the centermost part of her puckered opening and began rubbing it hard. In just a couple of minutes, she tossed her head back and groaned, "Yes, baby, do it!"

Retracting all but the middle finger of my right hand, I pushed that one into her opening, working it back and forth, in and out until the opening became softer and let more of my finger enter until it was all inside. Her bottom was squirming back and forth as she urged me "yes, honey, I love it!!!"

A few more strokes and she was urging, "Fuck me, please."

She reached behind her and spread her buttocks with both hands. I doffed my clothes and smeared a gob of the lotion on my throbbing spear, then poised with it at her opening. As I slowly pushed, the opening gradually accepted the purple arrow. 

I paused for a moment to let her recover but she hissed "Come on, sugar, fill me up."

I began using progressively longer strokes until my crotch pressed against her broad bottom. I rested my lower weight on her ass, propped myself on my elbows and wormed my hands under her breasts. Then flexing my cock inside her bowels, I massaged her tits for a long time while I kissed up and down her neck, first one side and then the other. Before I finished, she was moaning and wiggling her ass and bobbing her head back and forth as she muttered encouraging words. I tried to hold back but felt my balls contract and suddenly I was shooting a load of hot jism into Trudi's bowels. As I was emptying the last of it into her, she grunted that she was cumming and began shaking like a leaf in a fall wind.

Ungentlemanly though it may have been, I collapsed on her, empty and spent, still kissing her and now squeezing her tightly in my arms. She replied by frequently flexing her anus on my deflating member. Finally it plopped out of her and I rolled off to the side, weary but very happy.

A few minutes later, she twisted so that her upper body was lying on my chest. After a few more hugs and kisses, she said "Gawd, that was good. How did you know?"

"Know what?"

"That I loved to be fucked in the ass."

"Oh, I didn't, but I sure hoped you did. I liked the way you reacted to me rubbing in the lotion and ... well, I just couldn't help myself."

"Good. I'm glad, 'cause it sure did wonders for me!"

She laughed but there was a bitter sound to it. "I wish I could make my husband understand how good it can be. He thinks it's dirty and won't touch me there. We did it once, maybe 35 years ago, and he couldn't wait to get into the shower. Now he ... he hardly ever wants to have sex."

"Ouch. That's too bad."

She giggled. "Yeah, it is. Life is so much more fun if you get fucked every so often. Come on, sugar, let's go get a shower. Ya never know when we might want to do something else."

She tweaked my flaccid penis and then hurried down the steps and disappeared into the main salon. She seemed to have a bounce in her step that hadn't been there before.

We used the shower off the master bedroom since it was tub-sized and large enough for the two of us. I started soaping her back and shoulders, but she grabbed the bar and said "Me, first."

She began rubbing the soap all over my chest and stomach but, while my cock anticipated her attention, she ignored it and turned me sideways so she could soap my back with one hand. When she got down to my rear, she soaped both cheeks well and then began rubbing her fingers into my anal valley. She withdrew her hand to rub the soap bar again and when her hand returned to my body, her middle finger unerringly went right up my anus. 

I could feel her fingertip against my prostate gland and my legs almost folded up from the pleasure. My cock, which had been semi-erect, went completely rigid. After her finger had probed for a few seconds, her left hand found my scrotum and gave it a serious massage before moving up to my shaft. For the next several minutes, her left hand stroked and twisted and pulled on my cock while the finger up my ass teased and poked and prodded. I had to lean against the wall for support.

And then it ended! With me standing there facing a wall, my cock spurting long strings of white sticky cum while her hand roamed up and down my shaft, finally engulfing my balls once more and carefully milking them of every last drop while she cooed as if she had cum herself.

I tried to grab her, wanted to somehow return the favor but she fended off my hands, saying "Uh, uh. I just always wanted to see if I could do that to a guy but never had a chance. Let's finish the shower and get back on deck, okay?"

"Sure. Whatever you want," I replied.

She laughed. "You'd better not say that so quick. You never know what I might want."

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."




Captain Cook's Cruises Ch. 02



End of Chapter 02



Captain Cook's Cruises Ch. 03



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

*

Friday dawned mostly clear and sunny with light breezes predicted for most of the day. I got to work early cleaning the boat and replenishing the water supply. I was in better than usual spirits this morning. I had opened Trudi's envelope and found the exact same amount that Ellie had given me earlier in the week. My concerns about meeting this month's payments on the boat were gone.

It was just after noon when I heard a hail from the pier.

"Hello, the Lady A. Can I come aboard?"

"Yes, please do." I hurried to the gangway to help the lady.

"Are you the Tom Cook?"

The voice came from a sort of petite woman. I guessed that she barely cleared five feet high but even with the sunlight behind her, I could see that she was very nicely built and had a very pretty face wreathed in long curly blonde hair. She was dressed in pink walking shorts and a pink bikini top. She carried a long-sleeved white blouse slung over one shoulder that seemed to push her well-rounded breast toward me.

"Yes, ma'am, I am the infamous Captain Cook," I responded cheerfully.

Her laughter sounded like the tinkling of a fine bell. "Hi. I'm Claire Davis. I'd like to hire your boat today, if I may."

"Of course, ma'am. I would be delighted."

Unlike her two predecessors, she didn't wait for me to give her the tour but strolled ahead of me, down the steps into the salon, where she checked out each of the staterooms. She looked over the galley and came back to the salon, where she turned to face me.

"Very nice boat, Captain."

"Thank you, ma'am. Please call me Tom."

"I will if you call me Claire. 'Ma'am' makes me feel so old."

My turn to laugh. "I will, m.. Claire. Where would you like to go today?"

She put her hands on her hips and stared into my eyes. "Look, Tom. Let's be honest. The boat ride and the sunset sound nice but both Ellie and Trudi told me about services you provided them that aren't part of most cruises. I want to know if those services are available to me also."

"Well, uh ... do you mean ...?"

"Oh, you know what I mean. You can call it whatever you want. You fucked them, screwed them, made love to them. Whatever. The fact is they finally got laid and both of them said it was as good as they'd ever had. How about it?"

I pulled her to me, lifting her onto her tiptoes and kissed her flush on her ruby red lips, shoving my tongue down her throat when her mouth opened. She was just a half step behind me in responding ... with darting tongue and a hand that rubbed the crotch of my shorts.

After a couple of passionate minutes, I pulled back and asked "Do you want to start now or after we get underway?"

"Oooh, Tom! I think I'm going to love today. Why don't we get on the water first? You can set whatever course you think best, as long as we don't get back too early."

I think I set the course into the computer in record time, heading southeast, then southwest, then north among the chain of small islands the last couple of hours. I started the engines, flipped the mooring lines free, and backed us out. Claire stood by me as we motored to the harbor mouth but when we had cleared so that I could raise the sail for the first leg, she disappeared.

Underway and on coarse with full sail in a modest breeze and no other boats near us, I let the autopilot take over and went looking for Claire. I found her in the master stateroom, stark naked and spread-eagle on the bed, her arms stretched out to me in supplication.

Two features struck me immediately. Her jugs were disproportionately large for the rest of her body, still held up nicely by their supporting muscles and topped by bright pink areolas in the shape of Saturn's rings and a large erect rose-colored nipple in the center of each.

The second feature was her totally bald pussy. I had thought I could determine if she really truly was a blonde but she had no pubic hair to compare. However the puffy rose-colored lips had spread enough to let the tops of her lacy dark inner lips show off. It was a luscious sight.

I shucked my shorts and shoes and eased myself over her, where we hugged and kissed for a long time. Finally unable to stand it any longer, I kissed my way down to her big hooters and lavished every square inch of them before settling on her hard right nipple. I shifted to the left one and then back and forth while she urged me to "suck me harder, honey."

Claire began to moan softly and ran her fingers through my hair, holding me to her breast for a bit. Then when her hand relaxed, I licked back and forth across her stomach, slowly heading downward, until I covered her hairless abdomen with my kisses. I trailed my tongue along one thigh and back, repeated the process on the other and as she shivered in delight and anticipation, I dove face first into her cunt. She was wet and sweet and tart and wonderful.

I licked up and down her crease, washing every bit of the soft flesh I could reach while avoiding her mound. I found her opening and let my tongue slither into it, lapping at her soft flesh to get every taste I could. Her fingers were roving through my hair, her eyes closed, as she mouthed gentle encouragement to me.

Then she grabbed my hair and gave me a none-too-gentle tug. "Hey, honey, let's make this a two-way. Turn around so I can play with your cock."

So I pivoted 180 degrees until my probing member was above her head. She captured it in one hand and guided the purple mushroom to her mouth while the other hand cupped my scrotum. I dropped my head back into her pussy and resumed eating, although I now had to bow my head to reach her. But the minor irritation to my neck was worth it to get the attention my cock and balls were receiving from her tender fingers and sensitive tongue.

She was working so frantically on my knob that I was sure I'd be lucky to get her to climax before me, let alone try to give her multiple orgasms. As it turned out, just as she started quaking and screaming about cumming, I shot a load into her mouth that nearly choked her. To Claire's credit, she gulped down the long strings of my cum and licked up the overflow ... just as the autopilot began to sound the horn in steady blasts indicating that we were on a course to come near or perhaps collide with another vessel.

I grabbed my shorts and ran up to the pilot station. We were still more than a mile away but by the time I had hopped into my shorts, we were fairly close to a sport fishing boat. Although the law of the sea gave the right-of-way to the sail-boat, I modified our course since we weren't trailing gear in the water. 

As we came alongside about 50 yards away, the crew and passengers on the fishing boat (all men) turned and stared at us, then whistled and clapped. I turned to see why and there was Claire, standing naked on the sun deck, doing a sensuous little dance for their delight. I had to laugh.

We were soon past them and out of sight after a of couple of short toots on the horn to acknowledge their appreciation. By then Claire was standing beside me, still naked. She checked the horizon all around and, seeing nothing except the receding fishing boat, said, "Let's go up on the sundeck, shall we?"

With the autopilot again in control, I followed her swaying bottom up to the sundeck and by the time she lay on one of the mats in partial shade of the sails, I was rock hard and ready. Claire lay back, spread her legs and guided my throbbing member into her bare opening. I felt a little odd, as if I were screwing an underage girl but one look at her confirmed that she was really a mature woman.

I started with her legs against my chest and while my cock roamed in and out of her velvety soft pussy, I found her toes in my mouth, one by one, as she squealed in delight. My hands alternated between massaging her big boobs and her little round behind. I had just run my stiffened tongue along the sole of her left foot when she bucked upward, screamed "I'm cumming, baby, fuck me NOW honey!" 

I tried but she was so stiff I could barely move my cock inside her. As it turned out, I think the words were sound effects for her own benefit anyway, because she shook like an autumn leaf in an October wind for several moments and then collapsed back onto the mat, relaxed and gulping for air.

I let her recover and then folded her legs over so that she rolled onto her side. While I kept driving my piston into her cylinder, I worked her leg up and down and out and around, watching her get good vibes from every change. It didn't take long for her to again scream out "Oh, damn, I'm cumming again, babe!"

When it had passed, I turned her again on my fulcrum, putting her on her hands and knees. While I pounded her ass, I slipped an arm around her waist and eased my hand between her legs to finger her clitty until she climaxed again, too exhausted to scream.

This time when she was breathing normally again, I turned her to face me and very carefully picked her up. I walked up and down the length of the boat, jogging her up and down my shaft as we walked. I was concentrating on my own climax and when it came, it felt like I shot a pint of hot cream into her, at least half of which seemed to be pushed right back out and down my legs. Something about that seemed to set her off for one more time and we collapsed onto a bench in the pilot station as they faded.

A few minutes later, we approached a chain of small, uninhabited islands and on a whim, I disengaged the autopilot and steered the boat among them to a small cove on the leeward side of one. The water in the cove was very shallow and clear as the sky. I dropped anchor and Claire and I dove into the water, swimming up to the very small sandy beach for an afternoon of fun and frolicking. 

The afternoon passed oh-so-wonderfully. We spent time talking, getting to know each other, eating snacks and sipping an occasional drink which I had retrieved from the boat. We wrestling intimately whenever we felt the urge ... which was all the time for me and every couple of hours for her.

Claire told me that she came from a well-known family, met her husband at one of the many society social events and was married right out of college. She had envisioned an idyllic marriage, which it had been until they had two children who were still-born. After that her husband paid her lip service, moved into another bedroom so he wouldn't feel obligated, and threw himself into his work, where he was happiest. That had happened over 20 years before.

Now it seemed to me that she was starved for love and was looking for it in my bed (or at least my boat), in the form of as much sex as I could provide to her. Not that I minded giving her as much cock as I could muster. She seemed very grateful and took everything I had to offer, including one long session near the end of the afternoon where I sat in the captain's chair and she sat on my lap with my erect and flexing cock deep into her pussy while I fondled her tits and nuzzled her neck. Her juices dripped constantly down between us and formed a puddle on the cushion beneath me.

By the time we separated, it was long past time I had intended to turn back to the marina. After steering us back into open water, I changed the computer to reflect a direct course home and turned on the autopilot. 

While I was getting us under way again, Claire chose to grill some fresh shrimp from my fridge, which I had skewered with pepper chunks and pearl onions, for our dinner. It turned out to be a light but delicious and filling meal.

I dropped anchor just outside the harbor mouth with the sundown light show in full display. Claire asked me to lay down on one of the sundeck mats. She fondled me until I was sporting a new erection and then she straddled me, lowering herself carefully until I was fully engulfed in her insatiable pussy. She spent over an hour rocking back and forth or making little circles with her bottom, feeling my cock roving around her soft pussy walls and watching the beautiful sunset. I had a handful of her bottom in each hand and smiled when I thought that a lot of the red in my mind was from the lust I had developed for Claire's magnificent ... magnifi-cunt? ... body instead of from the sunset.

After making herself cum several times, Claire finally began to bang her ass up and down my dong until I shot another load of jism into her pussy. Hastily she lifted herself off me, put a hand between her legs, and ran below to dress. 

When Claire came back up as we were docking, she said that she had wanted to keep as much of me inside her that night to remember our great day. I noticed a tear in her eyes and asked her why. 

"This is the kind of day that I had always hoped to have with my husband," she said with no little bitterness. "But it doesn't look like that will ever happen again. And I've finally decided that it is not fair of him to ask me to do without."

Since there was no watching chauffeur, she kissed me passionately before handing me an envelope and dashing off the boat.

She was almost out of hearing when she turned and said "Same time next week, Captain?"

"Absolutely!" I replied eagerly.

End of Chapter 03



Captain Cook's Cruises Ch. 04



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

*

On Saturday afternoon after my cruise with Claire Davis, I caught an afternoon booking with a family on a two week vacation trip in the area. That evening when I got back, my phone service, which was comprised of two spinster sisters who ran a service for a number of small businesses from their home, informed me that I had received a call for a booking on Sunday from a Getty party.

I stayed up until nearly midnight cleaning the interior of the boat and was up at sunup mopping and hosing off the decks and then polishing the fixtures. I was pretty well satisfied with the shape of the boat by the time I heard the hail in late morning. 

"Yahoo! The Lady A. Can I come on deck?"

"Yes, ma'am, please do." I hurried to the gangway to help the lady.

"You must be the captain?"

She was different from the other three. She must have been nearer Ellie's age than Trudi, maybe later forties or early fifties. No doubt she was the heaviest of the four friends but her weight was distributed in an almost classic Coke bottle figure. She had a heavy-looking pair of boobs, a broad round bottom and a modest waist in between. Her legs were shapely but sturdy. However when I got a look at her face, I was smitten. She had one of the most beautiful faces I had ever seen and she displayed a head full of long black hair, interspersed with a little gray, that flowed down past her buttocks. That was another feature that I found extremely attractive and sexy in a woman. 

"Yes, ma'am, I am Captain Tom Cook," I responded.

"Hi. I'm Martha Gettys. I talked to your office about a cruise today?"

"Yes, ma'am. Please come aboard."

She walked daintily down the gangway and laughed self-consciously as she stopped in front of me. Unlike the others, she was dressed in a blouse and skirt that covered more of her than the typical shorts and tank tops. However I have always loved the way a pleated skirt flows over a pair of well-defined hips and a smooth round bottom and that's exactly the picture she presented as she came aboard.

"My friends have told me about the cruises they have taken with you this week and ... well, it sounded so refreshing that I wanted to try one too. I don't really care where we go, Captain, so you can set whatever course you think best."

"Would you like to see the sunset or do you need to return earlier?"

"Oh, no, I wouldn't miss an opportunity to see the sunset from the water."

"All right. Let me show you around the boat and then we'll get underway."

I gave her the nickel tour of the boat and then calculated a course to the east, north and southwest to complete a day's travel. With Martha watching nearby, I pulled in the mooring lines, backed into the traffic lane and we motored out to the mouth of the harbor. I cut the engines and set out the canvass, fascinated as always when it billowed out into the wind and the boat began to skim over the relatively flat water.

Martha accepted my offer of a glass of juice and sat sipping it on the sundeck. When the autopilot took over, she asked me to join her and we talked about the weather, the boat, living near the water ... and being lonely. I was amazed at how similar the story of her marriage was to those of her friends. Why any red-blooded male would leave these four women to their own devices and not at least attempt to keep them well-fucked was beyond me.

It was early in the afternoon when Martha turned to me and asked, "Tom, do you think I'm attractive."

"Well, no, ma'am. You're way to pretty to just be attractive. You're ... well, you're sexy and beautiful and very desirable."

She smiled and asked coquettishly, "Do you really think so?"

"Yes, ma'am, I do. They say beauty is in the eye of the beholder and to me you are a really beautiful woman."

"Does that mean that you would have sex with me if you could?"

"Yes, ma'am, at the drop of a hat."

"Then could we please get started. I'm not very good at just blurting this out ... "

I took her hand and led her down to the comfort of the master stateroom where I kissed her and began unbuttoning her blouse. She was very timid, as if she had not had much experience with men, but let me unfasten her blouse. When I bent to kiss her neck and behind her ear, she became a ball of pliable clay in my hands. 

Carefully I unhooked her bra and worked the straps off her shoulders but she seemed to be lost in the feelings of my kisses. Even when I unbuttoned the waistband of her skirt and lowered the zipper so that her skirt fell at her feet, she didn't seem to notice. I pulled her closer to me so that she couldn't help but feel the hardness of my cock as it rubbed against her tummy. 

With one more sweep of my right hand, her panties floated down her legs leaving her naked. I scooped her up and laid her carefully in the middle of the queen-sized bed to wait while I shucked my shorts, T-shirt and shoes. I climbed in beside her and hugged and kissed her for a long time before I let my fingertips begin to explore her body. She reacted slowly but surely until she was begging me to slide my cock into her pussy.

"Oh, honey, that's the biggest cock I've ever seen," she said, spreading her legs and pulling her cunt open with both hands.

She was tight too and I had to work my way into her slowly, wetting my cock bit by bit with our mixed pre-cum and working her muscle until it gradually relaxed. When I finally rubbed my pubis against hers, she was tugging on my buttocks with both hands and moaning "Oh, yes, baby ... oh, yes, baby ... oh, yesssss, baby!"

I worked my cock around and around, rubbing lightly on her mound, and it took her maybe all of 30 seconds to cum the first time ... not a super strong orgasm but a climax nonetheless. She said that she was "so full" but asked me to go deeper so, one at a time, I pulled her legs up and showed her how to capture them behind her upper arms, raising her ass and making it as deeply accessible as possible.

I worked my cock around and around and in and out of her hot velvet glove until she gasped and shook through a much stronger climax. After she relaxed, I sucked on both of her nipples and then her lips and began pumping her pussy harder, making sure I included her clitty in the process. It took several minutes of work but her face was my reward when she hit her next orgasm. 

Since I had not cum yet, I resumed my in and out and around and around motion after she had recovered. Then a few minutes later, working toward my own pleasure, I picked up the pace, pounding her sweet ass with abandon. I had been hard at it for just a few minutes, mostly with my eyes closed in concentration, when my ears were assaulted with a high-pitched keening that sounded like, "iiiiiiiiiiiiiiiiiieeeeeeeeeeeeeeeeeeeeooooooooooooooooooooOOOOOOO!" 

Just as I realized it was Martha in the throes of her most explosive orgasm yet, my balls contracted and began expelling shot after shot of hot fresh sperm. Her reaction was to pull on my ass harder than before, as if trying to pull me inside her. Her legs popped away from her shoulders and moved stiffly toward opposite sides of the bed, her toes pointed like a ballerina's.

It took most of a minute before the feelings eased and her muscles began to relax, although I was finding my knees and arms a little shaky myself. Martha slid her hands up along my side and curled her arms around my neck, pulling me down for a long kiss. 

Finally she spoke, "I didn't know anything could feel that good, honey." And she kissed me again, her tongue freely probing my mouth.

After a period of recovery, I invited her to go with me topside for a check and she rather sheepishly followed me, although I had to talk her out of putting on any clothes. Once on deck, it was obvious that no one was going to see us anytime soon and she relaxed, sitting in one of the chairs beside the pilot station and talking to me about the wonders of sailing.

I fixed us some sandwiches and chips for lunch and while we ate and talked a group of four or five dolphins joined us for several miles, cavorting alongside the boat as if putting on a planned show. Martha gushed over the beauty of the creatures as they gracefully kept pace with us. I on the other hand gushed over Martha's beauty and when I requested that she let me fuck her again, she acquiesced.

Since the dolphins were still with us, I got her on her hands and knees and entered her from behind. While my hands massaged the curves of her luscious body, she talked about the dolphins ... and how much she liked the feeling of my cock in her twat. With her puckered opening right before me, I was tempted to switch orifices but decided that, since she had given no indication of anal interest, I would have to work up to that. Slowly I moved in and out of her wet pussy, loving the contact with her broad round ass at the end of each cycle.

Somewhere along the way as I fucked Martha, the dolphins disappeared and left us to our own devices. Martha dropped her breasts to the warm mat and soon had a hand between her legs fondling my balls. It felt so good that I grew concerned about cumming before I could get her to another climax. So without dislodging her hand, I worked a finger into her crease and began to tease her clitty. The result was that both of us exploded almost simultaneously and both quite spectacularly.

During the time we were screwing, the autopilot had adjusted our course to the second leg. Again we relaxed on the mats of the sun deck and watched the snow white clouds scudding across the deep blue of the sky. I suggested to Martha that the shady sunlight could be deceptive and that it would be a good idea for her to put on some sunscreen. When she agreed, I retrieved a bottle and volunteered to put it on for her. She coyly said that she would like that.

With Martha lying on her stomach, I got on my knees straddling her legs and poured a generous amount on her back. Slowly I rubbed the lotion into her arms, shoulders and back. Then I poured more lotion on the upper portion of her bottom and proceeded to rub it into her buttocks and thighs. I took the liberty of smearing it well between her legs, even ensuring that her anus and outer pussy lips were well covered. In fact I may have made a foray or three inside her wet cunt ... okay, okay, I DID!

Reluctantly I moved off her legs and smeared lotion on her lower legs and then rubbed it into here calves and all around her feet. It turned out that she was rather ticklish around her feet but I managed to work through it until she let me massage her toes. When I got to the soles of her feet, she moaned and started humping the mat. A couple of minutes later she jerked her legs out stiffly and shivered through a climax under my hands.

When she came down from her high, I turned her over and again straddled her, this time squirting the lotion all over her big breasts. It was a real pleasure to smear the slick liquid into the smooth skin of her boobs and watch her face as she luxuriated under the attention. I worked my way down to her stomach but then bypassed her abdomen to cover the top side of her legs first. Making quick work of them, I moved back up her inner thighs and then surprised her.

Moving quickly, I lifted and spread her knees, dropped my face between her legs, and feasted on her pussy. I could still taste my own cum in her but to my lust-filled brain, it didn't matter. All I could think about was how great she tasted, how desirable she was, how much I wanted to devour her and make her feel the things she had missed out on. Before long I had sucked up all of my own cum and was tasting vintage Martha Gettys.

When I first dropped my face to her pussy, I heard her frantically asking what I was doing, where I was going, what was going to happen ... all of which I ignored because my mouth was already engaged in covering her sweet opening and my tongue was as deep into her as I could reach. Fortunately it didn't take her long to decide that whatever it was I was doing it was pretty good. 

Martha started making a noise that sounded like a cat purring, a short of humming sound from deep within her. Her hands found my hair and with one of her thumbs in each of my ears, she began to let me know what she liked best and one of those things was when I sucked on the mound around her clitty and teased her bud with the tip of my tongue.

She began to have a series of small orgasms where she clamped her thighs around my head and shivered for several seconds, then opened up for me again. I would go back to licking her cunt and sucking her clitty and maybe a minute or two later, she would have another of the little quakes. 

They just kept going and going until she begged, "Please! Fuck me again!"

That was supplication enough. I climbed up between her spread legs, guiding my raging erection into her steaming hot pussy and this time it bottomed out with the first thrust. 

Martha looked at me with lust in her eyes again. "Fuck me hard, honey. Please!"

She was begging for a pounding and I gave it to her, slamming into her bottom over and over as she gritted her teeth and hissed about how wonderful it felt. When she climbed to the mountaintop, she bucked and pitched so hard she nearly threw me off her sweet body ... and did momentarily break the connection but I guided it back in and picked up my pace once more, ramming my rock hard cock into her over and over before my balls quivered and then flooded her pussy with more hot cum.

While we were skiing down the mountainside, I curled around and sucked on her titties. Martha whispered sweet nothings in my ear and helped me with my goal by holding her large jug up to my lips.

I couldn't believe how quickly our time was passing. The autopilot turned us onto the homeward leg before I knew it so I got up, asking Martha what she would like for dinner. She opted for a grilled fish steak, one I had purchased fresh from one of the commercial fishermen who docked on the other side of the marina from me. Along with a tossed salad, we had an excellent meal and were soon on the sundeck in the late evening rays, sipping a glass of wine and watching the beginning of the evening's sundown light show.

I was surprised but pleased when Martha put down her empty glass, came to me and sat in my lap with her back to me. With her squirming her bottom and my hands roving over her body, my cock was fully inflated in just a few minutes. Martha lifted up and guided my purple head into the opening of her cunt, then slowly sank back down on it until it was again completely engulfed inside her hot pussy. 

With my arms around her holding her titties, we cuddled all through the light display. Near the end, the autopilot lowered the sails as we neared the mouth of the harbor. When several boats passed, giving us a short shout on their horns, Martha wanted to jump up and run below. Instead we just waved at the boaters. I figured they weren't going to see much in that light anyway so I held her down on my flagpole.

Once the lights were gone and darkness fell, I carried Martha to a mat and lay between her legs again, plunging my cock back into her depths. I gave her another long slow sensuous copulation, maximizing the feelings we took from each other. She had cum twice more by the time I filled her with another load of cum.

After I slipped on my shorts and shoes, I motored into the harbor and docked while Martha was below freshening up and dressing. With her chauffeur waiting on deck to help her to the car, she shook my hand and said, "Oh, Captain, I left the check for the cruise in the salon. Can we go out same time next week?"

I agreed as she walked through the light from the pier, her beautiful round ass swishing back and forth under that pleated skirt. My cock was straining at my shorts before I could get down the four steps to the salon.

 of Chapter 04 



Captain Cook's Cruises Ch. 05



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

*

Five weeks had passed since I first met Ellie DuPont and then her friends. Now on Saturday morning, as I performed my daily cleanup chores I was wondering if I would be able to snag an itinerant party for a day cruise when my cell phone rang. 

I flipped it opened and said, "Hello. Captain Cooks Cruises. Captain Cook speaking."

"Hello, Tom. This is Ellie DuPont."

"Good morning, Ellie. It's nice to hear from you. How are you?"

"I'm great. I was wondering if you're available today?"

"Yes, I am. What can I do for you?"

"Well, the girls' husbands wanted to check out where we've been spending time on these cruises so ... if you could take on the seven of us, we'd like some sort of cruise today. We'll settle on the course after we arrive, okay?"

"Yes, ma'am, that would be fine. What time do you think you'll arrive?"

"I don't know but probably about one or two o'clock."

"I'll be waiting."

It was not without apprehension that I waited though. I thought through all kinds of scenarios from the husbands accused me of screwing their wives all the way to facing guns held by the three men. It wouldn't be too difficult to be shark bait before nightfall.

However when they did arrive about 1:30, I was introduced to David Gettys, John Davis and Marcus Rockefeller who seemed to be very cordial ... at least for the moment. They were a little surprised that my little boat was so well outfitted. It wasn't the staterooms that impressed them but the size of the galley and the well equipped bar in the main salon.

They finally agreed on a triangle with the first leg southeast about three hours, then west for two hours and north to harbor for another four hours. The men seemed to prefer using the salon and settled in, helping themselves to the bar while I set up our cruise on the computer. Ellie, Trudi and Martha all picked out spots on the aft deck and watched me work the boat out of the harbor.

I had to admit to being nervous with four lovers onboard at the same time and three of them with their husbands. I guess my nervousness must have shown because a couple of times, one of the ladies whispered, "Don't worry. Everything will be all right." I finally was able to settle down.

The men convinced the women to join them in a card game in the salon, requesting a platter of sandwiches from me, plus beer and soft drinks. To my chagrin they fired up ugly old stogies that soon filled the salon with cigar smoke and a really bad smell. However these were men used to having their own way.

I spent most of my time at the pilot station but popped into the salon every 15 minutes or so to see if they needed anything. The men changed to harder drinks by late afternoon but at least they didn't get drunk. The ladies gradually, one by one, dropped out of the game and usually came up to the sun deck to get some fresh air.

Early in the evening, everyone agreed to my suggestion that I grill them some steaks and have baked potatoes and salad for dinner. They didn't know that the potatoes were actually pressure cooked but tasted baked. The steaks were grilled on an electric grill inside the galley but with crafty seasoning, tasted as if they had been cooked over charcoal. Almost everyone complimented me on the dinner.

When the sunlight began to change on the homeward leg, the women insisted that their husbands spend the remaining time on deck with them watching the natural light show and taking in fresh air. I secretly got a kick out of watching the men squirm with impatience.

We motored back into the harbor and docked right at 10 P.M. with the last of the sunlight fading fast. The ladies gathered their things and scrambled up the gangway but the men turned to me at the last minute. John handed me an envelope and said "Here you are, Captain. The women said this should cover the cruise fee."

I flipped quickly through the bills and replied, "Yes, sir, this is fine."

Marcus took a step toward me and, lowering his voice, said, "Listen, Captain, this sea breeze and sunset stuff is not my thing but my wife seems to love it. I know she's already booked your ship for one day a week through the season. That's great because she had been much easier to live with since she's been going on these cruises. Keep up the good work and if you need anything to keep her happy, give me a call and I'll see that you get it ... within reason, of course. Understand?"

"Yes, sir, I think so."

David softly chimed in, "Same goes for me, son."

John stuck out his hand and pumped mine enthusiastically, "Yes, Captain. Same thing for me. Life's been a hell of a lot better around the house now that Claire gets out on a regular basis. Keep her happy and I'll be happy. Let me know if I can help you out. Thanks for everything."

All three men pumped my hand vigorously and then strolled up the gangway to meet the women.

I went down to the salon to start cleaning up but threw myself at the bed in the master stateroom, thinking, "Hot damn, muth-er-fuck-ing son-uva-bitch!!! I am the lover of four of the country's richest society women and appear to have the blessing of the three with husbands. Can you spell cuckold?"

And then another thought came to mind, one that I had not really considered before: Thank the Lord for older women. How wonderfully fine they can be. I now know I love them!

Thus the season passed with at least Tuesday, Thursday, Friday and Sunday of every week filled with a cruise with one of my wonderful ladies ... except for one week when they had to go to New York for some fancy ball and I missed all of one Sunday. I picked up a transient customer about 40% of the open days to help fill in, although my mortgage and other bills were more than paid by the handsome fees the women gave me.

On three occasions, all four women booked a day trip together and they kept me hopping screwing all of them on the same voyage. Those trips were strictly for their pleasure and there was constant laughter and story telling ... or story reliving, in many cases.

True to their word, the husbands did not appear again. The only thing I heard from them was very late in September, as I was planning to close up for the season and sail to the Caribbean for the winter. One day one of their chauffeurs appeared with a box for me. When I got it to the salon and opened it, I found a box of illicit Cuban cigars and a magnum of Dom Perignon. 

There was also a note that said, "Dear Captain Cook, Thanks for a job well done this season. Our wives are all extremely vocal about how great your cruises have been. We appreciate the effort you have put forth to make our wives happy this season and wanted to let you know how much more enjoyable our lives have been as a result."

"It is with some trepidation that we all anticipate reconsolidating our families at our winter homes for the season. We understand that it is your practice to migrate to the south anyway. However we all (the three of us and I'm sure all four of the ladies) look forward to seeing you at the start of next summer's season here on the cape. Please plan to continue booking the daily cruises for our wives at that time."

"In the meantime, if there is something that you would like to add or change about the boat, please use this check as a token of our appreciation for all you have done."

It was signed by all three of the husbands and a check was clipped to the back, a check with two numbers and three zeros before the period! Wow, what an unexpected event! I didn't have any qualms about taking their money. 

I regretted having to leave, mostly because I was leaving my steady supply of sweet pussy. I could only hope to find some in the tropical paradise where I would be spending the next six months.(past experience told me that would not be a real problem either). And see what I had to look forward to when I came back for next season! Life on the open seas was looking pretty good!

End of Story 



Captain Cook's Cruises Ch. 06



Author's Note: This is a five part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious (and lovely) Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

I had spent the entire winter in the Caribbean operating principally out of Port-au-Prince but taking charters wherever I thought there was good money. I missed out a few days but stayed reasonably busy and made enough to keep up the payments on the boat, pay for my living expenses, and put a little aside in the bank for my future.

With the tourist trade easing in the islands in early May, I reprovisioned my boat, purchased and stepped a new mast to replace one that had developed a hairline crack in the base, and paid my last mooring fees. At the beginning of the third week of the month, I set sail through the islands, up to the Atlantic coast of Florida and thus along the coast to the cape.

When I arrived about 3 o'clock Sunday afternoon, my slip was waiting for me and the harbor master greeted me like the friend that he was. I bought him a beer and we caught up on happenings from the winter. Then I walked the short distance to my little house and started the process of opening and airing it to make it livable again.

It wasn't until Monday morning that I went down to the Post Office to collect my mail. Most of it was junk mail – ads for this thing or another – with a couple of small bills thrown in and a letter in a little blue envelope with the soft scent of some sort or flowers. There was no return address.

As soon as I got back home, I opened the blue envelope. It was a little note from Ellie Dupont asking me to give her a call as soon as I was back and settled in. She wanted to take a cruise as soon as possible and she would be bringing a guest. That made me wonder if she had found a serious male companion over the winter.

I decided it might be a little early for her so I puttered around the house for a while. Then when I took a break for lunch, I pulled out my cell phone and called her. 

"Hello, Ellie. It's Tom Cook."

"Oh, hello, Captain. It's so good to hear from you."

"You, too. I got your note."

"Oh, yes! I had almost forgotten. I was wondering when you would be available for a first cruise this season."

"Well, I just got back yesterday, but I'm ready any time you'd like."

"Good. How about tomorrow?"

"That will be good. I'll plan to see you and your guest at the marina at ... noonish?"

"That sounds good. We'll see you then, Captain."

That was good. Even if I had lost a lover, I hoped to maintain my income with the regular cruises for the ladies. That certainly would make my life easier.

Early the next morning, I went down to the local market to stock up my galley with fresh steaks, potatoes, salad ingredients and a number of other foods. I even had to hire one of their bagboys to help me carry my purchases to the boat.

After stowing everything in the galley, I went topside and got out the high pressure hose and washed down the entire boat, knocking off the accumulated salt from the previous week's trip up the coast. Then putting the hose away, I got out the brass polish and polished up all of the metal fixtures. By the time I finished, the boat was looking brand new.

I had just stowed my cleaning supplies when I heard Ellie hail me from the dock.

"Hello, Captain."

"Hello, Mrs. DuPont. It is good to see you," I said, coming around the side of the cabin. I stopped, not a little surprised. Instead of being accompanied by a man, her companion was another woman – a younger woman.

"May we come aboard, Captain?"

"Oh! Pardon me. Yes, please. Let me help you." I scurried to the gangplank to offer a steadying hand. As soon as Ellie was on the deck, I turned to her beautiful companion and offered my hand.

"Welcome aboard."

"Thank you, Captain. I've heard a lot of good things about your cruises."

She was a beauty! I guessed she was in her late twenties, maybe early thirties. She had long blonde hair, the kind that might or might not be real, a fabulous face, breasts large enough to push out the darts in her white blouse, a wonderful round ass that seemed alive when she walked, and long tanned legs that seemed to go up to her throat. She was obviously physically active, with enough muscle tone in those legs to give me an image of a very mobile tennis player.

"Only good things, I hope."

She laughed, the sound of music, "Yes, Captain. My mother has told me only good things about you."

"Oh? Then you're one up on me because she didn't tell me about you."

She laughed again. "I'm Mom's only daughter, Sammie – Samantha – van Roth."

"Oh? Married, I guess."

"No, Captain. Divorced.  We didn't exactly get along. It was stormy while it lasted and then we decided to go different directions."

"I'm sorry about that, Mrs. van Roth."

"Please ... call me Sammie. I hate that Mrs. thing, especially now."

"Okay, I'll try to remember, Sammie. Let me show you around."

Ellie had been waiting quietly but with a smile. She gave an approving nod and followed us around the boat. We ended up in the cabin, where I showed Sammie where she could stow her bag and make herself comfortable while I went back on deck to get us underway.

I had cast off, backed out of the slip and motored about halfway to the breakwater when the ladies came back on deck. Both of them were wearing string bikinis that showed their assets nicely. I couldn't keep from getting a hard-on almost immediately.

Sammie came over to the cockpit and watched, checking all the gauges and instruments, asking a few questions. She said she was familiar with smaller sailing vessels but not one with so many "bells and whistles." The automatic winches for the various sails intrigued her as did the autopilot. I gave her a quick rundown on how the autopilot worked, based on the course set into the computer, taking into consideration the conditions of the sea.

As we neared the mouth of the harbor, she took a towel and went up on the cabin deck to lay out in the sun. With Ellie on the other side, Sammie picked the side just in front of the pilot's station and lay on her stomach watching our progress, a position that suited me just fine. It left me looking right up between those luscious long legs of hers into the small green patch of material that covered her most secret place.

A quarter-mile out into open seas, I flipped switches that began setting canvas and the big cat heeled over a bit as the wind bit into the sails. I noticed Sammie drop her head to rest on her crossed arms and assumed she was dozing off. Ellie was in a similar position but I noticed her eyes watching me, a lazy smile on her face. I wondered what she was thinking.

A little bit later as the autopilot jibed to keep running into the wind, I noticed Sammie pull the strings that tied her bikini. Then she rolled over onto her back, leaving her naked body exposed to the sun. I stared for a few seconds and then had to turn away in an effort to take the pressure off the crotch of my shorts.

When I looked back up, ostensibly to verify that we were still running clear, Sammie had spread her legs in a scissors shape, opening her baby's butt bare pussy to my gaze. I lifted my line of sight and saw her looking at me.

"Captain, when my mother told me about you, she told me ALL about you."

"Oh?"

"Yes, I know the kinds of services you provided to my mother and her friends."

"You do?"

"Of course I do. Would you be interested in giving me the same kind of services?"

"If ... if you would like," I stuttered.

"What would you like, Captain?"

"I would like to taste that," I said, nodding toward her pussy.

"Why not?" she asked, scooting down on the deck toward the pilot's station. She stopped with her pussy just inches from the lip of the cabin deck.

By bending just a little, I put my forearms under her legs, lifting her body toward my salivating mouth and let the tip of my tongue taste her wet folds. She tasted sweet/tart and smelled even sweeter, like the beginnings of a season's magnolia blossoms – good enough to eat.

I sank my tongue into her depths and thought she was going to smother me immediately. Her strong thighs clamped around my head, effectively shutting off my air supply. Fortunately it only lasted a few seconds, not enough to disrupt my tongue's exploration of her inner delights.

When she released her thighs, she had a handful of each of my ears and she began to "scrub" her pussy with my face, as if she were washing clothes on an old-fashioned rub board. I relaxed and let her move me however she wanted, contributing my extended tongue in whatever direction she moved. Several times I was aware of my tongue lapping at her clitoris while at others my tongue was buried inside her while my nose nudged all around her clit. Within the span of just a few minutes, she shuddered several times, either in orgasm or just from the pleasure of the moment. It didn't really matter because it seemed to be what she wanted – and needed.

Sammie began tugging harder on my ears. I thought she wanted me to delve deeper into her pussy so I pressed my face harder into her but she kept pulling until I realized that she wanted me to change positions. She was pulling me up over her.

I climbed onto the cabin roof and hooked my arms under her shoulders, pulling her back onto her towel. Then I settled between her legs as she pulled her knees high and wide. I pointed the big purple head of my throbbing cock at her wet little opening and eased forward, working it into her velvety glove-like treasure slowly but surely. She was tight but the little ring of muscle gave way not too grudgingly and let me enter. I loved the way she lay with her head propped up by both elbows behind her as she licked her lips, watching my cock disappear slowly into her core.

When we were pressed bone to bone, I stopped moving – except for my cock, which flexed uncontrollably in her pussy. Sammie lay back on the deck and her cunt responded in kind to my intruder, gripping and releasing every few seconds.

I had forgotten about Ellie, after seeing her nodding approvingly as I first started to penetrate her daughter. But now, with my eyes closed as I concentrated on the luxurious feelings of our coupling, I felt Ellie's hand began kneading my testicles. I opened my eyes to find her laying beside us, her head nestled on her daughter's right arm while her little pink tongue darted around Sammie's hard brown nipple. To say that I loved her hand on my balls would be a gross understatement.

I bent forward, encompassing both women in the arc of my arms as I lowered myself to suckle Sammie's other udder.  Slowly, every so slow, I began to move my hips, extracting just a fraction of my probe from her sheath and then pushing it home again, over and over. I had barely started to lengthen my strokes when Sammie clenched her muscles around me, bucked up to meet my latest thrust and began to pulse with an orgasm. For a moment, I shifted my mouth to Ellie, taking her away from Sammie's tit. Then breaking away, I moved to Sammie's mouth and tried to swab her tonsils through her wide-open mouth. Her tongue was the only part of her that responded – I think, the only part that could respond.

For a few more minutes, I pumped Sammie's velvety pussy, savoring every feeling but especially loving it when we met bone-to-bone. That sent little shocks throughout my system. Nor could I withstand their impact for long. I felt my testicles contract and seconds later I was spurting sticky white cum into her pussy. Just as I despaired of getting Sammie off again, she sort of contracted into a tight little ball, screamed, and began to shake. I felt a flood of her juices pour over my balls and drip down out thighs.

Carefully I eased over to the side away from Ellie and lay beside Sammie, staring at the soft cotton clouds scudding by in the bright blue of the sky. Just then the servos kicked in and sail started to furl as others unfurled and caught up the wind. The boat changed directions but it was all so smooth. It was the first time I had watched the autopilot handle a change in direction from this angle.

After a few minutes, Sammie scrambled up, saying, "I've got to go tinkle."

Ellie scooted over next to me and her hand found my balls. In a few minutes my cock began to respond to the warmth of her hand and the stimulation of her fingers. I pulled her mouth to mine and we kissed long and deeply and passionately. In a few more minutes, I was rock hard and throbbing again.

I started to get up but Ellie gently pushed me back down and then mounted me cowgirl fashion. For a few minutes she rode me slowly with her eyes closed, seemingly savoring each second. I know I was.

When Ellie stood up, I was disappointed to feel the cool air on my warm cock. However I needn't have been concerned. She turned around and sat back down, again engulfing my cock in her pussy. After spending a few minutes wiggling back and forth and side to side, she very carefully lay backwards onto my chest and I remembered that towards the end of last summer, this had become one of her favorite positions.

I began to slide her up and down my body, just a very little at a time. She didn't want large movement, but just enough to feel. She liked having me hold her tits, using them for leverage to move her. And occasionally I'd move a hand down to use my fingers to tease her clit. It took me a long time to work up to another climax but not Ellie – she had four or five of them while I was collecting enough to make one more.

For a long time, we lay there together, Ellie still stretched out on my chest, until my slowly deflating cock plopped out of her dripping twat. Even then I held Ellie with my arms crossed over her chest, a big breast cupped in each hand.

The rest of the afternoon passed in a sultry haze of sex and sun and soft breezes. By the time we watched the sun set while my cock plowed Sammie's pussy one more time, we were on the last leg heading toward the marina again. In the dark, I kicked off the autopilot, turned on the servos to lower all canvas and brought the diesel inboard to life to ease us into the harbor.

While I held the wheel and steered us by the channel buoys, Sammie clung to my side, her arms around my neck.

"That was the nicest day I've had in a long time, Captain."

"Me too, Samantha. Please call me Tom."

"Okay, Tom. When can we do it again?"

When would you like to do it again?"

"Well ... how about ... Thursday night ... at Mom's house?"

"Mm, sounds very nice."

"Say ... six o'clock or if you have a cruise, as soon as you get back in?"

"That would be great."

"I can't wait."

Sammie dropped down the steps to get dressed and pick up her bag. Ellie took her place.

"I'm so glad you like my daughter, Tom."

"What's not to like? She's like her mother ... fantastic."

She kissed my cheek. "And you, sir, are the consummate gentleman. I've never met a man quite like you. How can you make love to so many women and have them all completely satisfied to share you? I don't know but I know I want to keep my place in the rotation."

"Ellie, you are a delightfully wonderful woman. I am so glad to have met you. And your daughter."

"I think you've done her a world of good today. She had been so depressed since her divorce and today I've seen her happy for the first time in months. Did I hear that she invited you to spend the night with her Thursday?"

"Yes."

"Good. We'll look forward to seeing you then."

I kissed both sweet ladies as I helped them up the gangplank and watched them head to their car.

End of Ch 06



Captain Cook's Cruises Ch. 07



Author's Note: This is a multi-part story and, although each part might be read without reading the others, reading all parts gives a little better understanding of the whole story. I wish to express my profound thanks to Literotica's most gracious and lovely Copperbutterfly for her time and effort in editing these stories to make them more enjoyable reading.

The morning following my cruise with Sammie Van Roth and her mother, Ellie DuPont, I was sleeping in when the ringing of my phone woke me.

"Hello?" I answered sleepily.

"Good morning. Captain Cook?" asked a distinctively feminine voice.

"Yes, it is."

"Uh, this is Amelia St. Clair. I was wondering if I could hire your boat for a cruise this afternoon."

"Yes, Ms. St. Clair. We are available today. When would you like to leave?"

"I have an appointment at ten this morning but should be free by eleven and I could be at the marina just a few minutes later, if that would be all right."

"That would be fine. Where would you like to go?"

"I'm not particular, Captain. I'm interested in a restful sail and seeing the sunset late in the day. Other than that, I don't care."

"Okay. I'll be ready for you. Will your family be with you?"

"No, just me, Captain. My husband can't stand the water and he'll be buried in his work until late tonight anyway and there are no other family members."

"Okay. I will look for you shortly after eleven this morning."

I climbed out of bed, grabbed a cinnamon bun and cup of strong coffee for breakfast, and then showered. Dressing in my usual shorts, T-shirt, and deck shoes, I headed to the marina, stopping at the market to replenish my food and drink supplies.

Having cleaned the boat after tying up last night, there was little to do this morning except polish the night's dew from the brass. I made sure the wastewater tanks were empty and then added fresh water for drinking at the marina office while I topped off the diesel tanks.

A few minutes after eleven, I watched a beautiful young woman exit a Mercedes in the parking lot and head to the dock. Sure enough she walked right up to my slip and stopped.

"Are you Captain Cook?"

"Yes, ma'am. You must be Ms. St. Clair."

"No, I'm Amelia St. Clair. If you call me Ms. or Mrs., I'm going to be very unhappy. You can call me Amelia or Amy."

"I'm sorry," I said, holding her hand as she came aboard. "I'll try to be more circumspect. I wasn't sure if you were married or not."

"Yes, I'm married. Does that matter?"

"Not really."

"My mom told me about your services and I was intrigued."

"Oh? Who is your mom?"

"Trudi Rockefeller."

"Oh, yes. A very delightful lady. I have enjoyed having her as a passenger."

Amy laughed. "I guess you did. Mom told me what the two of you did. She loved it. I suspect you did to."

"Oh, yes, I certainly did."

I showed her where she could stow the big handbag she had brought on board and then cast off, backing the big cat out of the slip and motoring out to the mouth of the harbor. As I was setting the course in the computer, Amelia joined me on the pilot deck and watched as the computer set the sails for our first leg.

Once the sails filled, we sat back on the bench to watch the small waves pass under the twin hulls of the catamaran. The boat seemed to scoot over the water, actually traveling faster than the wind itself. It was a great sensation to watch the boat cut through the relatively calm water.

"So, Captain, my mother tells me that she had quite a time on her cruises with you."

"Really? She liked them?"

"Oh, there was no doubt she liked them. Anybody who's around her very much could tell the difference in her attitude after she first met you. No doubt at all, Captain."

"Well ... I'm glad I could help. I have to say that she is a very ... pleasant woman to be around."

"To be in, you mean?"

I looked at Amy, to see a big smile on her face.

"Okay. She is a great lady to be in, if you want to put it that way."

"Oh, don't let me put words in your mouth. Say it whichever way you want to."

"I mean it. She is a delightful woman. I love being with her."

"Based on the way she gushes about you, Captain, she loves being with you too. And that is really why I'm here."

"Oh? How is that?"

"Simple, Captain. I want to get laid."

I smiled at her. "Surely that's not a problem for a beautiful woman like you."

"Oh, you'd be surprised. At least I don't get what I want. Not as often as I want."

"And what is that?"

"Promise you won't laugh."

"I promise."

"I like ... uh, I like it in the back."

"You mean anal?"

"Yes, I like to get fucked in ... my butt."

"So ... what's wrong with that?"

"You mean you don't mind?"

"No, ma'am. I like doing it that way too."

"Really? So ... will you do me that way?"

"Absolutely. Let's go up on the cabin deck. Or we can use the state room bed."

"I like doing it outside. Let's use the deck."

I followed her up the three steps to the cabin deck, watching her as she kicked off her shoes and began unbuttoning her clothes. When she dropped her bra, I was pleased to see that her breasts were larger than I had thought, not as big as her mom's but definitely a handful each. By the time she had shed her shorts and panties, I had a true appreciation for her magnificent figure. My cock had begun to grow hard at the first sight of her bare breasts.

As Amelia sat down on the deck mat, she pulled a tube of lubricant from her shorts and beckoned me toward her. I stepped over and then nearly lost it when she dribbled the cool gel on my cock and used her hand to smear it all around. I barely managed to suppress a climax and was fully erect when she finished. Then she spread her legs and smeared a generous amount in her anal valley and used two fingers to work it into herself. 

As she was laying back, she said, "I've got this ... hang-up, I guess you'd call it."

I had already knelt between her legs. "Oh? What is that?"

"I told you I'm married. My husband will not fuck me in the ass. So ... I save my pussy for him. But you can have as much of my ass as you can handle. Just don't put it in my pussy, okay?"

I thought that sounded a little strange but if that's the way she wanted it, I could live with that."

"Okay, no problem."

Amelia grabbed her ankles and pulled them back beside her head, lifting her pretty round bottom off the mat. Her puckered opening seemed to sparkle, just below the opening to her vagina. My heart rate had already started to accelerate as I looked at my target.

Slowly I moved forward, pointing my probe down until it was aimed at her anus. When I made contact with her, I glanced up at Amelia's face. She smiled and nodded slightly so I applied a little pressure. Even though that is one of the strongest muscles of the human body, Amy seemed to be prepared; the little ring of muscle began to expand as I eased forward, and without an undue amount of effort, my mushroom head popped inside of her.

For an instant, there was a look of pain across her face but it didn't last but a split second. Then she nodded again for me to continue. I began working into her bowels, little by little. After several minutes, it was gratifying when my balls slapped against her cheeks as her anus grasped my root.

Bending forward over her, I asked, "Are there any other restrictions?"

"What do you mean?"

"Is there anything else you don't want me to do?"

"No, I can't think of anything."

"Good."

I lowered myself until I plastered my lips on her dark red lips. Amy's tongue met mine halfway and they charged back and forth from her mouth to mine and back. Her sweet perfume, although rather faint in the sea breeze, still added to my desire to fuck her. 

When we broke the kiss to gulp in air, I twisted enough to kiss and suck her big breasts and Amelia seemed to like that. Since I have always been unusually attracted to breasts, so did I. As I extracted all of my cock except for the head from her ass, I sucked her tits like a baby nursing at its mother's breast. Before long, she was breathing hard and muttering about cumming. Then she was quaking under me and I felt good just watching her cum.

I resumed stroking my cock into her anus. After her orgasm, her tight sphincter was not quite as tight anymore but it felt magnificent to keep banging into her precious ass. She pulled me down for a series of kisses that seemed to last forever as she swabbed my tonsils and I tried to do the same for her. She had been forced to let go of her ankles but I had captured them within the confines of my arms so she was still bent nearly doubled as I methodically drove my cock as deep as it would go into her bowels.

Several minutes later, having begun to rub my pubes against her clit to help get her back up the mountaintop, she began talking. 

"Oh, yes, honey, that feels so good, keep it up, honey, I love it, don't stop, please, don't stop, I'm going to ... I'm cummmmmmiiiinnnnggg!"

As her ring of muscle tightened around the base of my probe, I felt my balls contract and begin spitting my load of cum into her rectum. Her explosion seemed to be much stronger than the first one and my climax seemed to match hers, as jet after jet of sticky white sperm shot into her intestines. When the last drops had trickled out, I eased her legs out of my confining grasp and let them down on the mat, then lowered myself over her beautiful face, kissing her sweet lips until I could no longer support myself. Then, rolling to one side to lay beside her, she turned into my arms and we hugged each other for several minutes, basking in the afterglow of our joining.

I heard her stomach gurgle and she laughed.

"Come on," she said, getting up and tugging at my hand. "Let's go clean up and get something to eat. I want you to be strong enough to do it again later."

I chased her down the stairs, playfully smacking her rolling buttocks with every step, loving the laughter she left in her wake.

I was surprised that, after our quick shower, she chose cold sandwiches for lunch but, since I've always liked sandwiches, that certainly met with my approval. We sat at the galley table and talked while we ate, one of her feet playfully maneuvering my flaccid cock while we talked.

After we had put away the few dishes we used, we went back on deck. I sat in the pilot's seat to check the computer, which had us right on the money. Looking up at the filled canvas was hypnotizing for me, a sight that I never tire of. When Amelia squeezed in between my legs and sat back in my lap, I knew that was a feeling I would never tire of either. I held her big hooters for a long while as we watched the ocean floating by so calmly, the boat rocking gently on the low swells, the sails occasionally popping in pockets of light breeze.

Amy's long reddish-brown hair was blowing in the wind and I sometimes got a few strands in my mouth as I kept my head next to hers. She'd reach up and pulled it to one side occasionally but I loved being that close to her. I could smell whatever shampoo or conditioner she used and it just added to the overall effect of being intimate with a soft cuddly woman. Of course I had a constant hard-on. I slid one hand down slowly between her legs and gently caressed her mound as we sat. Every few minutes she shivered as if she was having a mini-orgasm.

It seemed like we had been snuggled together for a half hour or more when she reached between her legs and pulled my probing cock down between her legs. Then she pushed it back upward and I felt it become engulfed in her warmth and wetness.

"Uh ... honey, isn't that ...?"

"Yes, it's in my pussy."

"Are you sure you want to do that?"

"Yeah, I've been thinking."

"Thinking what?"

"Thinking how ... you've given me more ... attention ... already than my ... husband has in the last year."

"Oh? Maybe I shouldn't be touching you." I started to pull away my hand but she grabbed it and held it in place.

"No! I want it. I like it. I need it."

"But you don't have to give me your treasure."

"See! That is why I want to."

"Why?"

"Because you think of my pussy as a treasure. My husband just thinks of it was a place to get off."

"But are you really sure?"

"Yes. I have been so silly. Now I want you to fuck me."

Actually it was more like her fucking me. She pulled herself forward and then plopped back down my shaft, using the spoked wheel to pull herself up and then let gravity handle the next part. I kept my fingers where they were, sliding around her mound, slipping into the top of her crease, lightly teasing her protruding little bud. Her big breasts bobbed wildly as she "jogged" on my post. Twice she climaxed, her inner muscles grasping my cock in a vise-like grip.

When she could no longer pull herself up, she looked over her shoulder and asked, "Would you mind putting it back in my ass, honey? I liked that but I like getting it in the back better."

I grinned devilishly. With my penchant for anal, no way would I mind such a request. I had never yet found a woman's ass I didn't want to fuck. We moved around to where Amelia could kneel on the steps up to the cabin deck. I soaked my cock in her cunt juices again and then eased into her anus, which was very relaxed and welcoming.

To the sounds of the waves gently breaking and the sails flapping in the breeze, I massaged her big tits and teased her clitoris while stroking my cock in and out of her hot ass hole. Her fingers sometimes reached back to touch my balls, all of which added up to a mind-blowing fuck. Twice more Amy climaxed before my balls spent their load of cum into her bowels.

After Amy brought a warm washcloth up and cleaned my cock off, she sat in my lap as I held her and we watched the calming water as the boat skimmed over the surface.

We had watched as the computer changed the sails and turned us onto the short second leg, then turned us once more for the long run home. Then Amy dropped beside me in the deck chair and began to run her fingers all over my naked body. If her purpose was to make me hard again, it worked. Again she magically produced the lubricant and slathered it on my erect penis before she straddled me cowgirl style and lowered herself around me, engulfing my cock back into her rectum.

Stroking my face tenderly, she said, "You probably think I'm some sort of anal freak, don't you?"

"No, I don't. I think you know what you like."

"Oh, I do, baby. And I know I like the feeling of your cock in my ass."

"Really? I never would have guessed," I teased.

She giggled. "Yes, I do. I had completely forgotten how much I liked doing it this way. It makes me feel so ... full. I really love it."

"Honey, I never would have guessed."

She playfully slapped me on the shoulder and began slowly jogging her ass up and down my shaft, her face registering her distinct pleasure as wave after wave of sensation coursed through her body. On every up-stroke, I could feel her muscle hold my shaft and lovingly caress every contour of my cock. Then turning back just before pulling off of me, she plunged down to start the process all over again. She had been at it just a few minutes when she started to have what turned out to be a series of mini-orgasms that just kept rolling through her being. Then when I finally shot my load into her, she screamed out my name and came again.

Because the wind had not been as strong on the first leg as I had thought, we approached the marina a little early so I lowered most of our sail to slow our pace and we lay side by side on the deck mats as the sun gradually went down on the horizon. With just a few clouds in the sky scudding along gently, the sunset was spectacular. Amelia reveled in the oranges and yellows and red fading into the deep blue of the night. It was almost sexual the way she relished the changing colors. It was sexual the way her fingertips kept crawling over my skin.

As darkness enveloped us, with only the soft glow of the running lights and a few stars overhead, I told her that I'd better get us back to the mooring. However she turned to me and put her arms around me.

"Please ... do me one more time before we go in. Please."

How could any red-blooded male deny such a plaintive request? I couldn't.

With her magical tube of lubricant, she prepared us both, then turned on the deck mat facing the front of the boat and hoisted her ass on her knees, presenting the most delicious sight in silhouette in front of me. Rising to my knees behind her, I carefully located her anal opening and again slid inside her. For most of the next hour, we watched the stars slowly change positions in the night sky as my cock plied her channel and we both suffered the delicious pangs of magnificent sex, right through our ultimate climaxes.

I quickly cleaned up and dressed, stowed the last of the canvas and fired up the big diesel motor to take us into the harbor. After I had tied the boat off both fore and aft to the dock cleats, Amelia met me as I was putting up the gangplank.

Taking my face in both hands, she kissed me deeply. "Here's payment for the cruise, darlin', and here's" - she kissed me again, her tongue lashing my own - "payment for the fun I'd had with you today. Can you book me for the same time next week?"

"Of course," I responded eagerly.

"And don't be surprised at which holes I want your big pole in, darlin'. Just remember I like it in the ass best, huh?"

As she jumped on the gangplank, I grabbed a handful of her luscious ass. I heard her giggling loudly all the way to her car. When she passed under each of the mercury vapor lights, I could have sworn she had little animals moving in the back of her shorts. Mm, mm, mmmm!

End of Ch 07