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A Nighttime Visit: Chapter 4: The Sailboat Trip

"Jennifer joins us on the sailboat trip and gets initiated into my little harem."

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Author's Notes

"All characters in this story are 18 years of age or older. This is just a dirty fantasy, and the best fantasies should never be mixed with reality or both get ruined."

It was first thing Friday morning, and we were due to set sail at 2:00 pm that afternoon. I woke up with my cock nestled between my daughter's sexy butt cheeks. I wanted to sleep in a while longer and then lazily fuck my wife who lay next to us and cum in Katie's, my daughter's, mouth as I had usually been doing of late, but I knew there was too much that needed to be done to get ready for casting off the lines. It was time to wake up Katie and get down to business with the first orgasms of the day.

I started rather aggressively hunching my dick against my sweet babygirl's asshole pushing the head at the sphincter. I knew I was too dry to penetrate inside her without a lot of effort so I could push a little without the danger of actually penetrating her and overstepping current boundaries. Her ass and her pussy were still virgin, and her mother insisted they stay that way until she decided the time was right.

Katie woke up as I expected her to, and she started hunching her ass back at me. I felt her reposition slightly so she could stimulate her own clit with her fingers. Soon she was gradually increasing pressure each time the head of my cock was positioned at her anus. She would gyrate her ass and massage my cockhead with her gradually widening sphincter. My dickhead was close to popping inside her regardless of the dryness, and she wasn't helping matters.

She turned her head toward me and stuck her tongue in my mouth. Her morning breath was so sweet to me. I'm sure mine wasn't sweet, but she swiped her tongue deep into my mouth without hesitation for several lovely minutes. She gave herself a little orgasm with her own fingers while coming within a hairsbreadth of deflowering her ass on my cock herself.

Then without any warning, she squirmed her way under the covers and quickly scooped up my cock into her mouth. She took it deep and held it completely still. I wished I could bask in the sweet sensations of my daughter's oral devotion all morning, but I knew there was important business at hand. Everything had to be right on the boat for a smooth sail and the seduction of Katie's new girlfriend, Jennifer.

Stroking her hair lovingly, I pumped in and out of her mouth for a few long minutes savoring the delights of her lips and tongue wetly stimulating the entire length and girth of my aching member. I pushed my dickhead into her throat and rotated her head in small circles. Exercising considerable willpower to pause this before cumming, I slowly backed out of her oral heaven and whispered under the covers, "Follow me, babygirl. Let's finish this in the shower. We'll let Mom sleep in a little longer. I have to get to work on the boat this morning."

I climbed out of bed, and she eagerly followed me into the shower. Once the water was hot she was immediately in my arms and kissing me while stroking my cock. I quickly soaped her up getting her pussy good and clean giving her some little orgasms on my fingers in the process then leaning her back against the wall and licking her clit to a cum finale.

Then it was her turn to do me. She already knew what was expected of her in the shower. She was becoming a wonderful little shower attendant cumslut. First, she scrubbed my pits with her long hair, probing her tongue into my mouth as she gently scrubbed. Then she bent down and scrubbed my feet. Next, she stood back up and soaped up her buns. Turning her back to me, she pressed her butt against my crotch trapping my stiff cock between her soapy cheeks. She reached around behind her and grasped my cock and swiped the head up and down between her slick buns again. She paused with my dickhead at the entrance to her sphincter and pushed back a little harder continuing her anal teasing games from earlier in bed.

I knew there was a real danger of popping inside her now that we were both soapy. If my wife didn't greenlight the anal sex very soon, I was worried it was going to happen regardless. Averting scandal for now, I turned her around and kissed her passionately while I squeezed her breasts. She soaped my cock with her soft little patch of bush and then between her pussy lips which was even more dangerous. I nudged her onto her knees to move us back into safe, oral territory and to keep progress moving along. I was rampant for a cum by now. She immediately went to her knees, rinsed my cock off, and captured it between her lips. She slurped on the head giving it lots of tongue action while she scrubbed my balls and anus with her long hair.

I let her perform her shower attendant duties for a minute or two, and then I grabbed her head and forced my dick deeper into the soft squeeze of her throat. She gagged, but surrendered her mouth movements over to me and opened wide. I quickly set up a pace for inducing orgasm, and she did everything she could to trigger ejaculation directly into her throat. Just as I had taught her, she stroked my anus with a finger wrapped in her soapy hair while I took my pleasure in her ever-fuckable mouth.

After a couple of minutes of purposefully thrusting into her face with my cock head bottoming out in her throat each time, my first orgasm of the day was quickly approaching. I just relaxed and looked down at the beautiful vixen before me with her lips wrapped tight around the base of my shaft. She was looking up at me and watching my face. I felt her undying love in the suction of her oral grip. I continued my thrusting rhythm and let nature run its course. The tingling sensations in my cock increased beyond the tipping point. I just buried myself deeply inside her esophagus and pumped her throat full of the very seed that sparked her life inside her mother's cunt.

She took my cum almost as well as an experienced spa suckstress who made a living performing top-tier sex services for the patrons. When I let go of her head she backed off a little and got some breaths and then made sure she sucked out all the remaining drops. She kept playing with my cock in her mouth until I went soft.

She got out first and dried off, and then she dried me off when I stepped out. She gave my dangling cock plenty of parting kisses and slurps as she dried my feet.

I took another special little 24-hour pill to make sure I would be ready to go for the anticipated sexual activities. Then I got dressed and kissed my wife and daughter goodbye and headed to the boat to get it ready.

The ladies were planning to pack the food, go pick up Jennifer, and meet me there.

I spent all morning getting the boat ready.

My wife texted, "I'm taking the girls bikini and lingerie shopping."

The women finally arrived already dressed in new skimpy bikinis. They were cut such that they showed off each woman's pussy cleft in detail.

"Daddy, do you like our new bikinis?" my daughter asked.

They pranced around showing off their nubile bodies. They pulled on their bottom strings making the material tight against their meaty labia. I could clearly see the outlines of their slits.

"Yes, I do, sweetheart. I like them a lot! But I'll like it even more when you sexy ladies take them off and run around naturally as the good lord intended."

"Daddy, you're so naughty. I can't wait to get naked!" Katie laughed.

I gave my wife a long smooch with some tongue action. She rubbed my cock thru my shorts. "We'll give you an x-rated fashion show when we get to our secluded anchorage." Then she beckoned Katie over and pulled her in for a three-way hug.

Katie pressed her breasts against my bare chest and kissed me on the lips lingering with her lips pressed tight against mine. She wiggled her chest and said. "We're ready to help, Daddy. Put us to good use. We'll do anything you want us to do." My wife's hand squirmed inside my shorts and grasped my hard cock and started jacking it.

Katie beckoned Jennifer over to us. Jennifer bounced over and joined us in the hug. Katie pulled her in tight. "Give Daddy a nice smooch hello," she pushed her girlfriend against me.

Jennifer tilted her head up and stood on tiptoes to press her lips against mine. They were slightly open, and they opened wider once they contacted my lips. I felt her tongue tentatively poke out and lick my lips. I poked my tongue out too and pressed it against hers. She lingered, and our tongue-tips played against each other tentatively.

I turned my head back to my wife and kissed her again with lots of tongue. Then I turned to Katie again and gave her another lingering kiss with a little tongue. Jennifer was waiting for her turn with parted lips when I turned to her again. Her tongue was immediately active against mine, delving deeper into my mouth this time.

I made out with Jennifer for a few moments while my wife maintained her grip on my shaft and masturbated me luxuriously. Katie kissed my neck while her girlfriend was busy swiping her tongue into my mouth. The girls obviously felt my wife's fist movements against their tummies which were pressed against me. The pleasure was getting too great, and I didn't want to cum right then and there, so I released them.

"Let's get going ladies. The sooner we get to the anchorage, the sooner we can get naked and have some real fun." My wife reluctantly withdrew her hand from my swim shorts as the girls checked out my full bulge closely.

Giggling the ladies went below to stow their belongings.

We had a nice sail to the deserted location. The ladies lounged around the cockpit in their sexy bikinis with their breasts bouncing with the rise and fall of the swell. Katie and Jennifer sat side-by-side with their legs spread in wide stances shamelessly showing off their pussy clefts to me. I sat across the cockpit obviously appreciating their hot bodies. They smiled at me and giggled at each other touching each other freely and draping their arms and legs across each other's shoulders and thighs. Occasionally they even gave each other some kisses.

We arrived safely and anchored the boat. There wasn't another boat or person or house anywhere around here. As I busied myself preparing to be here at anchor for a few days, the ladies went down below. I was finishing up the process, attaching the swell bridal when I saw my wife come up on deck. She was wearing sexy, shear lingerie.

She said, "It's time for your x-rated fashion show, Captain Daddy."

She sashayed around me on the deck swinging her sexy hips. First, she undid her top and let her breasts fall out. She cupped and hefted them at me. Then she turned around and bent over pulling her bottoms down at the same time. She wadded them up and then stuffed them halfway into her pussy hole until they were hanging out like a tail.

She stood up and beckoned toward the cockpit. I could see the girls' heads poking up and watching her. They stood up and walked on deck toward us holding hands. They both wore sexy, see-through negligees and moved their hips seductively as they walked.

When they reached my naked wife, she pulled them both into a threeway hug and she gave them each lingering kisses on the lips. Then they stood still as my wife spun each girl slowly around in a full circle for my viewing pleasure. Each girl's nipples and pussy lips were visible underneath the gauzy material adorning her nubile body.

My wife slowly began peeling the gauzy outfit off Katie's shoulders. Her breasts came out fully, and Katie tweaked her own nipples at me. Then my wife turned her around and bent her over. She slowly finished pulling the outfit down over her butt and down her legs until it fell at her feet.

Then she stood Katie up, and she turned the girls toward each other.

"Ok girls, now stick out your tongues." Each girl did as she was told giggling.

My wife pushed them together until their tongues were touching.

"Now, go ahead and show Daddy how you like to kiss each other."

Katie eagerly stuck her tongue in her girlfriend's mouth and gave her a hot, passionate French kiss. My wife pushed the nightie part of her outfit off Jennifer's shoulders letting it fall to the ground. Then she began squeezing and massaging Jennifer's curvy buns as Katie continued to make out with her. She gave the pretty ass cheeks several smacks.

Then my wife pushed Katie down onto her knees and pressed her head into Jennifer's crotch. "Show Daddy how you eat your girlfriend's pussy."

Katie pulled Jennifer's panties down while my wife undid the bra from the back and tossed it away from her pert breasts. She pinned Jennifer's arms behind her back as Katie pushed a finger into Jennifer's vagina making her squeal and squirm. My wife reached around with one hand and massaged her breasts while kissing her neck.

Jennifer widened her stance in consent, and Katie moved her head into position to swipe her tongue up and down over the puffy labia. Jennifer moaned as Katie began sucking on her clit which made her writhe in delight. She looked at me and gave me an embarrassed smile.

She bucked and squirmed and squealed with pleasure as Katie made her cum hard on her fingers and tongue. It didn't take long. She was visibly turned on by being displayed this way. Once her orgasm subsided my beloved wife let go of her, crawled over to me, and sat with her arm around my neck and her breasts pressed against my arm. She began aggressively rubbing my cock thru my shorts. "On this fine vessel, the Captain always gets a safe harbor blow job after anchoring."

My wife leaned over my lap. She nuzzled her face in my crotch and pulled down my shorts. I was already hard from watching the sex show. She slurped and licked at my erection letting the girls get a good look at it before sucking me in completely and bobbing. She quickly took me all the way to the root and as per her usual, she gave me the deepest, longest deepthroat delights of any woman I've ever had the pleasure of sliding my dick into.

The girls had forgotten about kissing almost immediately as they watched me begin fucking my wife's face in earnest. I grabbed her head, pulled her in tight, and bucked my cock into her throat. I knew she could take a rough face fucking so I didn't hold back. I gave the girls a good show shafting all the way in and out. The girls watched in awe as I pushed my wife's face down hard onto my pole and rolled her head around in my lap. She made sexy moans of delight and occasionally gagged on my cock on purpose. She knew the constrictions her throat made were perfect for delivering orgasmic thrills to my shaft, so she didn't suppress it.

Katie adjusted her position to lay close to my legs to get a better view of the experienced suckstress in action. Katie reached out and gently caressed my foot. Then she bent her head down and kissed my big toe. Jennifer watched her in wonder. Katie indicated with a nod of her head that her girlfriend should follow suit. Jennifer tentatively crawled into position, bent her head down, and kissed my other big toe.

Katie snaked her tongue out and licked at my big toe, probing it in between my toes where it felt the most sexual. She indicated to Jennifer to copy her actions, which her girlfriend did. They dissolved into a fit of delightful laughter together. When Katie returned her mouth to my toe she let her lips spread around the top and slowly took it entirely into her mouth like she was giving it a blowjob. Wide-eyed, Jennifer copied her on my other big toe, and I was treated to an amazing dual toe-job.

"Oh my god, you ladies are all so good with your mouths!" I praised their oral skills. The girls' mouths felt incredible making oral love to my feet. My wife's throat felt divine stroking up and down on my cockhead.

After about 5 minutes of perfect wifely deepthroat and double-toe sucking, I was about ready to blow my load.

I could feel her squeezing my dick with her throat muscles and the girls both trying to gag themselves on my big toes. After several minutes of that deluxe action, my orgasm was unstoppable. I started forcefully bouncing my wife's head on my dick and moaning incoherently. I spurted so hard into my wife's throat that my spasms lifted my feet off the ground forcing my toes even deeper into the girls' mouths. They all continued their oral ministrations until I grew soft.

When my wife finally pulled her head up from my lap, she first moved to Katie, kissed her on the lips, and stuck a spermy tongue into her mouth. Then she moved her head to Jennifer and did the same. Katie stood up and kissed me. She gave me a sensual kiss on the lips slipping her tongue into my mouth.

She turned to her girlfriend and said, "Give Daddy a goodnight kiss. Let's go to bed. It's time for you to eat my pussy."

Jennifer stood up and obeyed, coming over to kiss me sensually. I felt her tongue slide deep into my mouth as...

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Written by RKBillows
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