Welcome back for part 2. Everyone in the story is over 18.
Yachting with My Sister - Part 2
When they arrived in Maureen's luxury stateroom, Maureen sat in the middle of the bed leaning back on the headboard with her legs parted.
"Julie, you sit here between my legs facing the bed." Julie climbed up on the bed as she had been instructed. "Leeland, on your back. Head between your sister's legs." Lee also followed her instructions and smiled up at his sister. The top of his head was almost touching her pussy. "Julie, my crew is going to have a little fun with your brother. I think you'll enjoy this," Maureen told her, as she reached between Julie's legs and gently stroked her pussy.
Diljan, Lori, and Olga walked in and stood at the foot of the bed.
"Leeland, bring your legs up for Julie to hold," Maureen told him.
He raised his legs and Julie grabbed the calves. Lee's big hard cock was now pointed toward his sister. Lori moved up between his legs and began rimming him. Julie pulled her brother's legs up a little so she could get a better view.
After a few minutes, Diljan began kissing, licking, and sucking his balls as Lori continued teasing his asshole. Several minutes passed before Olga joined the others and began working on his cock. Lee, being in the position he was in, had little ability to move. Julie was soaked, both from watching and from being fingered by Maureen.
"My crew and I are very oral. Until about a year ago we only serviced each other. Never anyone else. Lori met Leeland one day when she was returning from shopping. He helped her with what she was carrying. Other than occasionally having a man on board to do some maintenance, he was our first male guest.
"Just for fun, my crew seduced him while I was away on business. When I returned, I watched the video from my security system. I record everything. Even what we've done with you today. I'll be sure to make a copy for you. Leeland impressed me, and I realized that they were missing having a man around. Besides his wonderfully large cock, he's intelligent, fun to be around, very caring, and a remarkable lover. That's how we began our relationship.
"As it stood until your arrival, Leeland had essentially free use privileges with my crew. At least when they're off duty. To us, your brother is the cherry on top of an already delicious dessert. What we provide him is fairly obvious.
"Now that you're here, you'll be his lover and he yours. I wouldn't want to do anything to interfere with that. The love you share is obvious. If you and Leeland decide to join us on the Liberty, you'll share a stateroom. You'll also live and travel with us. You will be free to leave whenever you choose. My crew will also be available, both in service and sexually to both of you. Their duties on ship, however, must come first.
"If you prefer a monogamous relationship with Leeland, you can have that too. Neither of you will be required to participate in our sexual antics. You'll be welcome to join in at any time. If you choose monogamy, we'll all respect that."
"Maureen, what do you get out of us being onboard?" Julie asked.
"Family, true companionship, and friends; things that my money can't buy."
"People need to have a purpose," Julie said.
"Leeland has his writing. You, my dear, have told several people that you'd love to be a career student."
"Um, how do you know that?" Julie asked.
"I have to be careful regarding those I associate with...hold on. Leeland is going to cum."
Olga took his cock out of her mouth and began stroking him. His cock was aimed toward Julie. She leaned forward, opening her mouth. Some went into her mouth, but most was on her face and chest. Julie released her brother's legs so he could put them down. All three of the crew moved up and began licking the cum from her. Then each, in turn, kissed her, sharing what they had collected before sitting up on the bed.
"Where were we?" Maureen began. "Oh yes, security. I have to be careful who I associate with for security reasons. I run extensive background checks on my associates, you and Leeland included. Julie, I know more about your last four years than Leeland does."
"Such as?"
"I'll be happy to discuss that with you in private," Maureen replied.
"Mo," Lee began. "Let's say while in the Mediterranean, Julie and I want to take a week and go to Paris. How would that work?"
"Diljan, would you care to answer that?" Maureen asked.
"You'll be residents of the Liberty. As Captain, it's my responsibility to know your whereabouts and provide for your safety. We would work with you to book all your reservations to be sure you're secure. I would need to be able to reach you 24/7. If your plans change, I need to be made aware of it. Every member of the crew, in addition to our other training, is a well-trained bodyguard."
"We're badasses too," Olga said, grinning.
"It would be my preference, depending on where we are, that one or two of the crew travel with you," Diljan said.
"And if we prefer they don't?" Julie asked.
"I'll have you tailed by someone you don't know. Just like Lori was tailed to the grocery store yesterday."
"How much risk do we actually have?" Lee asked.
"Probably no more than any other tourist. Maureen would be the primary target. We want everyone safe. Once they're a resident, no one leaves the Liberty alone."
"Diljan, is there risk even on the water?" Lee asked.
Diljan looked at Maureen. She nodded.
"About three miles from us is a cruiser. Onboard are at least four armed guards. With the push of a button, a text message, or a call, they'll be here, fully armed, in five minutes. In addition, there is a helicopter, also full of armed guards, ten minutes away, and prepared for most any situation."
"You take security seriously," Lee said.
"Very seriously. There's more security than what I've told you about, but, at present, you don't need to know that."
"Let us talk this over. We'll get back to you on it," Lee said.
"No problem," Maureen replied. "Julie, ready to settle your gambling debt?"
"You're going to hold me to that, huh?"
"Every inch of it."
"Let's go."
"Everyone off the bed," Maureen directed.
After they were all up, Lori fitted Maureen with a strap-on. It was big, but smaller than Lee. Olga fitted Diljan with one that had even less girth. Maureen stretched out on her back about eighteen inches from the headboard. Lori lubed up the dildo.
"Ready when you are. Face me, cowgirl," Maureen said, smiling.
Julie straddled her and slowly lowered herself on to the dildo, then began moving up and down on it.
"How is it for size?" Lori asked.
"Good. Not as tight as with Lee," Julie replied.
After several minutes Diljan got up behind her. Olga put a single lubed finger in Julie's ass.
"Easy there. I haven't done this much," Julie told her.
Over several minutes time, Olga had worked three fingers inside. Signaling she was ready; Julie lay forward onto Maureen. Olga lubed the dildo then guided it to Julie's asshole. Diljan pushed in about an inch then stopped. Julie began moving up and down on Maureen and more of the dildo in her ass began disappearing. Both dildos were entering at the same time.
"Wow! Talk about being filled up," Julie said.
Lee had been standing there watching. "How does it feel?" he asked.
"It's starting to feel really good." She picked up her pace a little. "Lee, I'm ready for you."
Lee got on the bed in front of Maureen and Julie's heads. Julie took her brother's cock into her mouth and worked her way down on it. Maureen and Diljan picked up their thrusting. Julie was soon moaning and pounding herself on all three.
"Your little sister is being fucked in all her holes, Leeland. Doesn't she look happy?"
Julie did seem to be really enjoying herself. Lee grabbed her hair and held her head as he fucked her mouth. Julie was moaning and soon began flushing. She grunted with each thrust, then with a single long, loud moan, she came. Julie's body stiffened, her legs shook, and she drove herself onto the rubber cocks. Lee erupted at the sight. His first shot was in his sister's mouth. The remainder covered her face. Julie leaned down and kissed Maureen and both their faces were cum covered. Diljan slowed, then pulled out. Lori immediately began tonguing Julie's gaping ass.
Maureen pushed the exhausted Julie off to the side and Olga licked both faces clean. Everyone laid on the bed relaxing afterward.
"I've never cum so much or so hard in my life. You got this on video?" Julie asked.
"I got it all," Maureen assured her. "Diljan, let Artemus know we'll stay here tonight and return tomorrow."
"Yes, ma'am."
"Is the jacuzzi ready?" Maureen asked.
"All set," Olga replied.
"I suspect Julie's bottom would enjoy a soak in the warm water," Maureen said.
"All of me could use that."
