Aye Aye, Captain Jack!

The bed is high, on account of the slope of the bow underneath us. Without missing a beat, Jack picks me up and literally throws me onto the bed. I land with a little squeal. As I scoot back toward the pillows, Jack's climbing up after me. In a moment he's on me, with me on my back, his mouth on mine, and I instinctively wrap my arms and legs around him. I love the warmth and weight of a man on top of me.

"You seem to have lost your shirt m'lady."

"You seem to have lost your pants!"

"I think it's time we lost the rest of our clothes."

Jack raises up on his knees and quickly peels off his shirt. I like the look of him towering over me. His bushy chest hair is salt and pepper, lighter near the top and darker down on his belly. But there's this streak of white right down his man cleavage. Something about that just looks so viral and commanding, compared to the smooth chests or scraggly dark hairs I'm accustomed to.

His shirt gone, he grabs my shorts. I lift my ass while he pulls them down my legs. He sniffs my panties while looking at me and says, "Mmm. You've been a naughty girl."

"You have no idea. Say, weren't you going to spank me?"

"You getting off for good behavior. Very good behavior. But I still I'll have to punish you in other ways."

Jack climbs back up toward me and lowers his lips to mine again. After a few moments, he leaves my mouth and begins kissing my neck. I turn my head and he kisses up to my ear, tugging my earlobe with his lips. Then the trail of kisses descends my neck to my shoulder. This leads to my arm and my hand, sucking on my fingers, tasting a little of himself on them. Then he guides my hand down to his cock and I wrap my fingers around it. Damned if he isn't getting hard again already.

"See what you've done to me. Yes, you have been a very naughty girl."

Now Jack's looking at my tits. His hand approaches and he squeezes one of my nipples. Then he lowers his lips to each nipple begging to be sucked into the warmth of his mouth. I love that feeling, and it maybe some weird biological instinct, but I find myself wishing I had milk to give him.

The trail of kisses continues down my belly as he slides down the bed. I spread my legs and he positions himself between them. I'm so wet with anticipation, I want his mouth on me, but it's nowhere near my pussy.

He takes one of my legs in his hands and inspects it. "Beautiful." Then plants a tender kiss on my calf. Then another an inch up. And another. He's at my knee and pauses to inspect my inner thigh. He runs the palm of his hand back and forth along its smoothness. "Exquisite." Now the kisses continue up my inner thigh. Yes, we're getting closer. I can feel is breath on my pussy.

But no, he sits back up again. Now the other calf. "Splendid." Kissing his way up to my knee, and his other hand stroking the inside of that thigh. "Superb." Finally, his face is at my pussy again. He inhales. "Devine."

Jack looks up at me. "Every woman's flower is different. If I'm not giving you exactly what you need, you let me know."

Oh, the anticipation in hearing that. All I can do is nod my head and whimper. Then his tongue invades my pussy. He plants it right on my vagina and begins a slow but deliberate trip up to my clit, spreading my labia in the process. Oh God! I'm shuddering. I spread my legs wider and pull my knees up toward my head. He barely contacts my clit and he's back to my vagina again for another trip up. No, no, my clit, my clit! But God that long slow lick is so good. This time, a little more time on my clit. Yes, yes! Back to my vagina again, but now, as his tongue leaves it, I feel a finger entering. It slides in as slowly as his tongue traverses up the outside. Ooh, just as he reaches my clit again, he's found my G-spot. This is so good.

Now he's lingering on my clit, oh, little swirls -- gasp - of his tongue and with his finger on my G-spot. Holy shit! Tongue back down to my vagina again, and now two fingers inside, spreading, stretching. And, yes, yes, another simultaneous attack on clit and G-spot. He's sucking my clit in and out of his lips. I'm gasping. I'm grabbing hands full of the bedding. Oh! He's not relenting. I can't stand it. He's pushing me on, to the edge. God, I'm gonna cum. Oh. I'm cumming. I can't breathe, I can't focus my eyes. I'm convulsing on Jack's face, and he keeps sucking on my clit. Only when I start to come back down to earth does he slowly back off.

I'm sweating. I'm panting. Jack crawls back up next to me and pulls me on top of him. "A woman cumming," he says, "is the most beautiful thing in the world." He's holding me, slowly running his hands up and down my backside. Up into my hair. Down over my ass, lingering in those little creases between my ass and my thighs.

I'm crying into his shoulder, "Jack, you made my flower blossom. Thank you so much."

Jack:

In the V-berth now, I throw Clara up onto the bed, and I crawl up over her, partly on her, and share more kisses on the mouth.

"You seem to have lost your shirt m'lady."

"You seem to have lost your pants!"

"I think it's time we lost the rest of our clothes."

We're both completely naked. And I return to my position over her.

She turns and tilts her head, inviting me to explore her neck and up to her ear where I nibble on her earlobe. Then down to her shoulder and further down her arm where I pick up her hand, and nuzzle and suck on her fingers, tasting some of my own salty jizz. Then I place that hand on my dick which is stirring back to life.

"See what you've done to me. Yes, you have been a very naughty girl."

Clara's boobs, those incredible boobs, draw me in once more. Yes, they're large, but firm enough to stand tall even on her back, her nipples pointing straight up, pointing straight at me, begging for attention. I squeeze one, and she moans her approval. So I lean down to suckle on it and Clara's hand reaches around to embrace my head. But I'm not there for not for long. I have places to go; business to attend to. And I kiss my way down past her creamy belly. She parts her legs inviting me to move between them.

She's begging with her eyes. She wants my mouth on her pussy. But I like to tease. To punish. So I dally with one of her legs, putting her ankle on my shoulder to explore the inside of her calf. It's soft, and smooth, and supple, just like the rest of her. "Beautiful," I say. I kiss my way to her knee where I pause once more to examine her inner thigh, even softer than her calf. "Exquisite." I continue kissing my way further up, approaching her pussy. It glistens. Its musky aroma is turning me on. She sees me getting close and is biting her lip in anticipation. But I'm not through teasing, as I repeat the process on the other leg. That calf is, "Splendid." That thigh, "Superb."

I finally arrive at Clara's pussy once more, and it smells, "Devine." I pause to look up to her face. "Every woman's flower is different. If I'm not giving you exactly what you need, you let me know." She's biting her lip and shaking her head 'yes'.

Then I lean down and slowly slide my tongue flat on her pussy, from her vagina to her clit, and she gasps for air. Again, I make the same trip with my tongue, giving a little more attention to the clit. She's shuddering. That little bud is starting to peak out from its little covering. A couple more of these and I slide a finger into her vagina, and press up on that spongy mass on the top side while at the same time giving a tongue barrage to her clit. She's whimpering, and bending her pelvis up toward my face.

Another pass with my tongue up her pussy, sliding two fingers into her now, ending with a more deliberate and prolonged assault on her clit and G-spot. I suck her clit in and out of my lips. She's starting to thrash about, but I am unrelenting. Finally, she's squealing and gasping, and I feel the rhythmic throbbing in her pelvic area. But I push on until she's past the peak, and only slow down as she does.

I crawl back up beside her. She's sweating. Her neck and chest flush with blood. I roll onto my back, pulling her with me, and whisper, "A woman coming is the most beautiful thing in the world." Clara's lying prone on top of me now, leaving both of my hands to slowly explore her back and shoulders, up into her hair, and down to her ass to the backs of her thighs.

"Jack, you made my flower blossom," her words muffled in my shoulder. "Thank you so much."

After several minutes, Clara's caught her breath. She raises her head to look into my eyes. She reaches a hand down between us to find my semi-erect dick. "Jack, I want you in me so bad." That stirs some more life into it. She slides down to where she's now between my legs, and sucks my dick into her mouth. That tongue on my frenulum again has me hard almost immediately.

Then she moves up to where she's straddling and sitting on my legs. My dick is reaching nearly to her belly button. She slides her torso forward, rubbing her pussy along the length of my shaft, smashing it down, then she slides back. Forward and back a few more times, and she ready. She lifts one leg to get the height she needs, and holding my dick at the entrance, pauses, "Captain Jack, permission to come aboard, sir?"

I smile. "Permission granted, my dear."

"Aye aye, Captain Jack." She lowers herself on to me and the head of my dick slides in. Back out, and in little bit further. Back out once more, and she slowly slides all the way down, biting her bottom lip, her eyes squinting but still staring directly into mine. God she's tight. I'd expect that with her short stature, but I'm still amazed.

"And that's the second most beautiful thing in the world -- when a woman is stretched open on entry." Firmly impaled, sitting on my pelvis, she takes a moment to catch her breath. God it feels so good just sitting inside of her like this.

Now she starts to rock forward and back, grinding her clit on the base of my shaft. Her mouth is open with labored breathing.

I'm surprised that my little guy is back for extra innings so soon. And at my age! I guess it has as much to do with her than me. But I'm kind of glad she gave me such an explosive orgasm earlier, or else I probably wouldn't last a minute now.

She slows, takes a breath, then starts riding up and down to give me a little of what I need. Riding me like this is giving her boobs a wonderful bounce. I reach for them and she leans forward. Their size, and dangling down like they are in this position, they're nearly spilling out of my hands.

I'm feeling an impending orgasm. "Slow down, babe. Make it last." So she returns to a more upright position and starts grinding forward and back again, getting more of what she needs. At the same time, her fingers have started rubbing her clit.

She stops again with a few gasps of air, then reverts to an up and down movement on my dick. My hands are on her waist now, and I can help but start thrusting up into her, causing her to hold steady.

I stop, just before I reach the edge, and she returns to her grind. This time I take over working her clit with my thumb. Her breathing's getting ragged again. She's whimpering. But she's not stopping. She's heading for a touchdown. Going for the gold. A moment later, her head rolls back and she emits a small, guttural vocalizations with each convulsion. I swear I can feel her cumming with my dick. I know that's a myth, so it may be just her involuntarily flexing her Kegel muscles. On the other hand, we have such a tight fit, who knows? Whatever, the look on her face is unmistakable.

Clara:

I grab Jack's cock. "Jack, I want you in me so bad." I sit up and scoot down so I'm on my knees between his legs. I suck his cock back into my mouth and wake it from it semi-slumber. When he's hard a throbbing again, I move my legs outside of his, straddling his thighs, his cock against my belly.

I shift forward, sliding my pussy lips along his shaft, then back down. Up and down a few more times.

I'm ready. I position myself above his cock, rising on one leg to get enough height. "Captain Jack, permission to come aboard sir."

"Permission granted, my dear."

"Aye aye, Captain Jack." Having already smeared some of my wetness over his pulsing cock, I lower myself onto it. God, the stretch is good, and it's just the head. I rise back up and come down a little further. It's so tight. Sometimes, when the water's cold, it's better to just jump right in and get it over with. So I after I pull back, I slowly slide all the way down. Good Lord, it feels incredible! I'm so filled up!

"And that's the second most beautiful thing in the world," Jack says, "when a woman is stretched open on entry."

After getting accustomed to the stretch, I start to grind forward and backward, rubbing my clit on Jack's shaft. This is so good. Hitting all parts of my clit. The bud itself. The wings down the sides of my pussy, even my G-spot again. Oh, yes, I'm getting close. I have to stop. It's too intense.

Can't ignore Jack, so I start moving up and down on his shaft. He reaches for my boobs so I lean forward for him. But now he's getting close and stops me. Back to grinding, now I'm rubbing my clit from above with my finger. Oh, yes, yes. So intense. Have to stop. More up and down for Jack. He grabs my hips and starts pounding me from below. But he stops again to once more postpone his orgasm. Seems we're both right at the edge, but wanting to prolong it.

I start grinding again, and Jack's now massaging my clit with his thumb. Jesus, this is incredible. No stopping this time. I want to cum. Now I'm shuddering. Gasping for air. I'm cumming again. Staring at the ceiling but it's all a blur. On and on it goes. I can't move. I'm gripping Jack's cock with each throb in my vagina. Finally, it's passing. I can breathe again.

But Jack's taking charge. With his cock still in me, he rolls me onto my back and starts pumping away. I grab his forearms, those veiny forearms; my favorite submissive position. Then I wrap my feet around him, hanging on for the ride. He shifts upward on my body, my face is in his chest hairs. Now his shaft is rubbing my clit with each thrust, stretching what's inside on both sides of my pussy as well as the little bud at the top. Yes. Yes. Don't stop. I so close to cumming again. Suddenly he stops. He's about to cum again. But after a second he starts again. Oh God. His cock pounding in and out of me while rubbing my clit. Yes. Yes. I'm gonna cum! I'm gonna cum! Yes! Yes! Jack don't stop now. Holy shit! Waves rushing over me. And Jack keeps pumping away with that magnificent cock. It goes on longer than the previous one.

Finally Jack stops. Did he cum? No, he just paused again. He still needs to finish, and I want him to finish big. I pull my legs up, and Jack moves to a more upright position, grabs my ankles and puts my feet on his shoulders. Then he leans forward, pushing my knees to my shoulders and lifting my ass off of the bed. God he's driving so deep now. And with my thighs closer together, I'm squeezing his cock as he thrusts away. He's breathing so hard. He's grunting something, but I can't tell what. He's like an animal. Out of control.

Suddenly, he goes rigid. Every muscle is hard. He starts a low roar that increases in intensity, then surges with the first blast from his cock deep inside me. He pulls out slightly and thrusts in again with the second blast, and another loud grunt. And again and again, thrusting and blasting. I don't know how many times he did that, but it seems a lot for a man of his age.

Finally, he collapses on me. Rather on his elbows. He kisses my mouth and all over my face. Then rolls off and onto his back, utterly spent. I scoot over close and kiss him on the cheek.

Jack:

When she comes down from that orgasm, I quickly roll us over, my dick never leaving her cunt. Clara's now on her back, I'm thrusting in and out from an on-top position. She grabs my arms and wraps her feet around my waist and squeezes me down with each thrust. I slide up, trying to give her clit a little action with my thrusting.

Those amazing boobs of Clara's. I can't stop focusing on them. They dance and jiggle with every thrust of my dick. It just looks incredible. So hot!

I'm getting close, so I pause to let it subside. Then I go some more until I have to stop again. I love how a series of near misses like this reap a much bigger reward at the end. I keep driving my dick into her, and my forward position is working. She's cumming again! And I manage to keep thrusting all the way through... what is it... her third orgasm? But finally, I have to stop again. Damn close that time.

Now Clara unwraps her legs from my torso and pulls her knees up toward her head. I grab her ankles and put her feet on my shoulders and pinning her knees down to her shoulders. Such depth. Such a squeeze on my dick with her thighs together like that. I keep thrusting after passing the point of no return. And when I plateau, it seems to go on forever. I can't inhale, just a continual exhalation with an uncontrollable groan. Finally the first surge of semen erupts from deep inside me, coursing through my dick, exploding into Clara's welcoming insides. Then another, just as intense as the first. Two more with a little less intensity, then one powerful surge before a general waning. Still, like before, I must have shot 15 times into Clara before I stop thrusting.

I fall forward to my elbows on each side of Clara. My dick is still inside of her with a few waning pulses and twitches. We're face to face, and she seems genuinely please with what she was able to draw out of me. I start kissing her face until I simply have to drop to the side, spent. Clara cuddles up close to me and kisses me on the cheek.

--- Day 4 ---

Clara:

We didn't wake up as early as on prior days. I wonder why...

I get up first and gently untangle myself from Jack's arm, trying not to wake him. After pulling on my shorts, I step out into the cockpit. Gorgeous day! I turn to face the morning sun, eyes closed, arm stretched overhead, loving the feeling of its rays warming my naked tits.

Opening my eyes and looking down, I see another sailboat anchored about 50 yards away. Must have arrived during the night. I hope they didn't hear the ruckus Jack and I were making last night. I pick up my shirt from where we'd left it the night before and put it back on. After tossing Jack's shorts back into the salon, I bring in last night's dishes and wash them.

Coffee's almost done and I'm preparing a light breakfast. Jack comes up behind me and kisses the side of my neck while his hands come up inside the front of my shirt to give my tits a gentle caress.

"About time you got up old man."

"Hey, I had a very busy night."

He picks up his shorts and puts them on. Then we move out to the cockpit for breakfast.

"I see we have neighbors," Jack observes.

"Yes, and they complained to me this morning about your noisy, uh, snoring last night."

And so we settle into a pattern. Sailing down the west coast of Italy by day, and fucking ourselves silly by night. Sometimes we don't even wait for night. Like when we sail past busy Livorno. Jack's at the wheel, and I'm on my knees blowing his cock. This tour boat passes by, and asshole Jack doesn't even tell me. They're all taking pictures and videos of us, and he's just waving at them!

But there are other special moments. Like hiking the cliff-side trails of the Cinque Terre. Or that night off San Vincenzo where the Stromboli volcano is erupting, lighting up the night sky. If I'd stuck to my rail pass, I never would have seen these things. And I never would have known Jack.