The Island Meghan Ch 02

The Island. Chapter 1. Meghan Part 2

It had been about a year since Anna- formerly known as Meghan had arrived on the island. She had adjusted well to her new environment and was considered a very desirable host. Anna was getting ready for her shift down at the resort pool when a knock came at her door. The visitor was the house mother in charge of all assignments and housing.

"Hi Anna," said Maris, "I have a request here for you. I need you to head down to the medical clinic at 9:00 for an appointment with the doctor. I've waived your shift today so just check in with me once you get back and we can see what we need to do with your schedule."

"OK, Thank you Maris" Anna wondered what was going on. Usually her appointments were scheduled in advance and not last minute. She finished her breakfast, got dressed, and headed down to the clinic for her appointment. Once she arrived she was administered blood tests and led into the exam room.

"Go ahead and put on a gown and hop up on the table. The doctor will be with you in just a few minutes," said the nurse. She gathered up a few things and left Anna alone to change.

"Hello Anna. How are you doing today?" said the doctor as he took his seat. "It looks like your tests are all good here. You are in excellent health and ready to go."

"Ready to go for what doctor?" asked Anna in confusion.

"You have been selected to be bred by a member Anna. We just needed to run some tests and give you a physical exam to be sure that all of the birth control was out of your system and you are fertile. I have some prenatal vitamins I will send home with you. I want you to start taking one every day starting today.

Anna looked at the doctor in disbelief. She knew that it happened here but she hadn't considered that she may be selected. "When is this going to happen? Who is the member?"

"I don't know the details dear. I'm sure Maris will be able to fill you in when you get back home. My job is just to make sure you are ready and fertile. Usually the member will visit during the most opportune time in your cycle, just to have the best chance of success."

The doctor gave her a quick physical exam and wished her good luck as he headed out for his next patient.

Anna took her time as she walked back to the apartment. Different thoughts and emotions raced through her head as she tried to make sense of what just happened. She knew there wasn't any use in protesting or complaining. Her only option would be to do what was asked of her. Other women who had been bred had told her about going through it and the success rate was only about a third of the time. Chances were she wouldn't get pregnant anyway.

Maris was sweeping the patio in front of her apartment as Anna walked up to the complex. "Hi sweetie, would you like to come in and have some iced tea. I just made some fresh. We can talk about your next assignment and I can answer any questions you may have." Anna nodded and walked into Mavis' well-furnished apartment. Mavis brought her a tall glass and sat down in the chair across from her. "I know this must seem like a big step Anna, are you ok with the possibility of having a baby?"

"I've never thought about it to be honest. I've never been in a relationship serious enough and my lifestyle at home didn't really lend itself to having children. It's not like I have a choice here. I think I will be ok with it. Just have to let it sink in."

"So here is your schedule," said Mavis. "You will get the rest of this week off from any assignments. Take your prenatal vitamins the doctor gave you, and absolutely no sex. You shouldn't have any contact with members anyway but keep it in mind. Next Saturday the member will arrive and he is planning to stay for two weeks. You will stay with him in his villa while he is here. Oh, and you have an appointment at the tailor shop tomorrow for some fittings. This gentleman went all out selecting clothes for you to have ready when he arrives. Enjoy your week off and take a little time to prepare yourself mentally for this. I find most women actually find being pregnant here is a nice change of pace."

Anna and Maris talked for a bit before she walked back to her apartment. Lots of unanswered questions still remained in Anna's mind but she took the advice given to her and decided the best course of action was to prepare herself.

The next morning Anna showed up at the tailor shop for her appointment. There were a number of day clothes, evening dresses, and lingerie that had been selected for her. Everything was tailored to fit her perfectly. This must be a very rich member to go to all this effort, she though. The last outfit really puzzled Anna. It was a cheerleader outfit. That wasn't strange in itself as lots of men liked that fantasy. What was strange was that the design and colors were an exact match with the uniform she had as a cheerleader in school. Anna shrugged it off as coincidence and finished up with her appointment. The tailor let her know the clothes would be delivered to her apartment by Thursday.

Saturday arrived and Anna showed up at the steak restaurant in an elegant evening dress that fit her body perfectly. It showed plenty of skin and wrapped itself around every curve.

"Welcome," said the maître d' as she walked in. "You must be Anna. Please follow me." He walked back to a private room and seated her at the lone table. "Your host will arrive shortly. May I get you something to drink?"

"A nice red wine. Maybe something on the sweeter side."

The waiter nodded and retreated to get her drink prepared.

Another man entered the room behind Anna's back. "Hello Meghan," he said in a deep voice. "Or I guess I should call you Anna now." Her eyes grew wide as she realized this person knew who she was in her prior life. She swiveled around to see who was speaking to her. The man was in his early 50's, well built with a hint of grey in his hair, and dressed in an expensive suit. He looked at her with a big smile. Anna tried to disguise her disappointment. She didn't recognize him but forced a smile and greeted him.

"Hello sir. So nice to meet you and may I tell you how handsome you look tonight." Anna knew the routine. Compliment whenever possible and always be willing to accommodate. The man kissed her on the cheek and found his place at the table.

"You look incredibly sexy tonight Anna. This island has done wonders for you. How long have you been here now?"

"It's been a little over a year sir."

"You don't have to call me sir. My name is William and I suppose you have many questions for me." Anna nodded. "I used to work for your father up until about three years ago. I was an associate attorney for his firm before I split off to start my own practice. I met you briefly a few times at some of the parties he would hold at your home. I could never forget a pretty face like yours. Imagine my surprise when I saw you on the roster of current hosts. I couldn't believe my luck."

A million things were going through Anna's mind. She gathered herself enough to speak. "Have you seen my father or family lately? I want to know how they are doing and if they are OK.

"They are fine Anna. I do know they spent and incredible amount of time and money searching for you after your disappearance. They left no stone unturned. I understand now why they yielded no results. Our team here is exceptional when it comes to extractions. As for your father, he was awarded litigator of the year in LA last year. Your mother was so proud."

Anna was doing everything she could not to cry. She maintained her charm and kept William engaged with questions and conversation throughout their dinner. Once in a while she would play with her hair or glance at him in a provocative way. She needed him to get a message to her parents and she knew it would take all of her talents and persuasion to get him to cooperate. Punishment for members was huge for any betrayal of their secrecy.

After dinner William and Anna strolled toward his cabana. He told her that he had been infatuated with her since the first time he had set eyes on her. It was at a party for a major client and she had just arrived home from a game and was still in her cheerleader outfit. "I knew I was much older than you but I wanted to introduce myself. I tried to get close but was hauled away to meet with a client. To this day I regret not finding you before you left. I'll admit I've fantasized about having you in that cheerleader outfit for years."

"Oh my," said Anna in a flirty voice. "It looks like we may have to help you fulfill that fantasy. I just happen to have my cheerleader outfit in my bag that was delivered to your cabana."

William couldn't hold back any longer. He put his hands around her waist and pulled her up against him for a kiss. Anna leaned in to reciprocate, and was surprised to find he was a good kisser. He loved the feel of her breasts pushed up against him as he held her tight. This was a dream come true for William, and he grabbed her hand and walked them faster to his lodging.

William's cabana was one of the largest and most lavish on the island. Anna had visited this particular home just once when she was selected by a Saudi prince there on vacation. His excitement was getting the best of him and he started groping at Anna right away.

She pushed him off playfully. "Shouldn't I get changed into something for you? I have to attend a game tonight. After all, I am the head cheerleader and I need to be there on time."

William took the bait and let her go. "Yes please Anna. Why don't you go freshen up and get ready for the big game."

"I'll be right back. Don't you dare go anywhere." Anna scampered away to the bedroom where her bags had been delivered. After she closed the door she pulled out her bag and found her cheerleader outfit. She freshened up in the bathroom and changed. It had been a long time since she had last worn it, but she looked just as hot. She messed up her hair to complete the look and went back to invite William into the bedroom. She opened the door dressed in a tight red and white top with a large "W" on the front. Small red panties that were covered by a pleated mini skirt and finished off with short white socks and tennis shoes. She looked all the part of a cheerleader waiting for the game to start.

"Uhh," William sounded, staring at her in amazement. His fantasy of fucking his boss's cheerleader daughter was about to come true. The best part of it all was that she was fertile and ready to conceive.

"Are you lost sir?" said Anna in a youthful voice "Aren't you supposed to be down at my dad's party? Since you are here maybe you could help me with something. My boyfriend is a complete idiot when it comes to anything to do with intimacy or sex. Maybe you could come into my room and show me how a real man takes a woman." She turned around and flipped up her skirt for him to see her panties as she walked to the bed. Anna sat down on the edge facing William and spread her legs slightly. Just enough for him to get a glimpse of her covered pussy.

William recovered enough to walk to the bed and stand between her legs. "Lay back and get comfortable." He pulled Anna farther up on the bed and laid down on top of her. She exhaled a little as William put his hand up her shirt and played with her tits. He managed to get underneath her sports bra and tweaked her nipples. Anna writhed with the pleasure and William could tell by her movements he was getting her excited. He pulled one hand down underneath her skirt and worked a couple of fingers into her panties. Anna moaned blissfully and, ever the good host, lavished him with encouragement.

"Oh god William. That is so good. Please don't stop. I want you so much. My dad would be so pissed if he caught us but I want you to show me how to be a woman. Take me now."

She sat up and asked for help getting off her top and bra. William had her clothes off and on the floor in record time, leaving Anna with just her skirt and panties left. Her youthful breasts and flat stomach were in full view and he didn't hesitate. He put his mouth on one of her breasts and worked his tongue around her nipple. He bit slightly to tease and get her reaction. Anna responded with more moaning as she arched her back to give him better access. Eventually he worked his way down her belly button. Anna lifted her ass off the bed so he could pull off her panties. He left the skirt on for effect.

"Open your legs for me and show me that wet pussy of yours."

Anna parted her legs and William put his face between her thighs. Her pussy juices were flowing heavily and he was amazed at how sweet she tasted. Much better than his wife for sure. Focusing on her clit, William worked his way around her pussy until she responded by moaning and grinding her hips.

Anna couldn't believe how good his oral skills were. She let him eat her out for a few minutes before she begged him to let her suck his cock. They repositioned on the bed and Anna got her first look at his hardness. William was average in size and girth but she wasn't disappointed. She was sure that they would be having plenty of sex over the next couple of weeks and dealing with average endowment was much better than an overly-hung cock that made her sore after every session. She easily took his whole cock into her mouth and worked it up and down his shaft. After a year of regular sex with different men she had refined her oral skills and was frequently complimented.

William knew that he wasn't going to last long if Anna kept this up so he pulled her off and told her to lie on her back. She repositioned herself and spread her legs up to allow William access to her soaking wet pussy. As he entered her for the first time she thought that this might be the big moment. She could actually get pregnant and have a baby. As that thought excited her more, she matched William's rhythm as he was fucking her. It had been a while since he had been with a woman and with all the excitement of seeing her in the cheerleader outfit he didn't last long. Anna felt him change his pace and knew he was about to cum.

"Cum for me daddy," she cried out. "Put a baby in me please!"

That was more than William could handle. Anna could feel his cock pulsing inside of her as he emptied his balls into his fertile host for the first time. William collapsed next to her and they kissed tenderly like true lovers.

Anna lay on her back for a while, hoping this would help the sperm do their magic. Finally she headed to the bathroom to change into nightwear. When she returned William had drifted off to sleep so Anna tucked herself back up against him. She rested her head on the pillow and before she fell asleep she started to formulate a plan. Anna would make sure this became the best trip William has ever had at the island. Hopefully if she gained his complete trust he would be willing to reach out and communicate with her parents when he returned home. She desperately needed to find a way to let them know she was alive and ok.

William was lying in bed watching Anna as the sun fell on her bare shoulders. She stirred as her eyes opened. "Good morning beautiful, you were absolutely amazing last night. It was the best night of my life."

"I'm glad you liked it. We have two weeks to build on a perfect start to your stay.," She reached over and gave him a slow soft kiss. "You seemed to like it when I called you daddy last night. You don't mind if I call you daddy?"

"I would love that Anna. Please do."

"Well daddy, I'm famished. What do you say we get showered and order in some breakfast out by the pool?"

"That sounds delightful baby." William decided that if he was going to be called daddy she would be baby. He pulled his naked body out of bed and headed off to the bathroom. Anna gave him a few minutes of time alone until she heard the shower start up. That was her cue.

Anna walked into the bathroom making sure he noticed her as she pulled off her silk nighty. She stood outside the shower giving William a good look at her body. He stared through the glass. He couldn't have been happier that he had discovered her on the host website.

"Get in here baby, I need help cleaning my back."

"Yes daddy, I'll help clean your front too." Anna replied flirtatiously. She stepped in the shower, then pressed her body up against his back and reached her arms around to his chest. William's cock hardened as he felt her breasts pressing up against him. Anna reached down and caressed his cock and balls. She could feel him exhale as his body responded to her touch. He couldn't get enough of her exploring hands.

Finally he couldn't handle it any longer and guided Anna down onto her knees in front of his cock. She kissed his shaft and then slipped the tip inside her mouth. He grew inside her and thrust into her as she was sucking. Stamina wasn't William's strong point so after just a few minutes he pulled her off and positioned her standing up and facing the glass, slightly bent over to expose her pussy to him. He put his hand on her mound and slid his finger around her clit and pussy lips. Anna was already aroused from sucking cock and with a little fingering she was wet and ready. She bent over a little further to give him access as he pushed his cock up inside her pussy.

"That's it daddy, fuck me just like that. Oh my god that feels so good."

William had Anna pushed up against the glass as he was fucking her. He looked across the bathroom at the mirror and could see her tits pushed up against the glass like big pink suction cups. He slapped her ass, grabbed her hips and pounded harder. "Do you like this?"

"Yes daddy, please don't stop. Your cock feels so good inside me. She could feel his cock rubbing against her G spot and his pace was perfect for building an orgasm. "Harder daddy. Fuck me harder. Just like that. I'm getting close."

William shifted one of his hands from her hips and grabbed her hair. "I'm going to cum in you baby. Oh god."

They came nearly at the same time. William finished and let go of her hair and slowly pulled out of her creamy pussy. Cum was dripping out of her as Anna stood up and turned around. She put her arms around him and gave him a deep kiss.

"Thank you darling," she said. "That felt amazing. I love your cock inside me." She gave him another long kiss and grabbed the sponge and soap to start cleaning off. They helped each other wash and get dressed. Anna felt she was making good progress with William. He was loving every minute of being with her.

William had even more plans for her and would make sure that his fantasies were lived out over the next two weeks. Anna spent as much time as she could with him and made sure he was enjoying himself at all times. They had sex at least twice every day and in different places around the island.

One afternoon Anna found herself by the hotel pool on all fours looking out at a group of more than 20 spectators as William pounded her from behind. He had found that perfect angle and rhythm that felt so good to her. Anna was grunting with pleasure as her tits swayed back and forth from the sex.

"Do you like when daddy fucks you in front of his friends?" William said loudly so the others around could hear.

"Yes daddy. I like when you show them how you fuck my tight young pussy. Show them how baby likes to be bred."

William unloaded inside of Anna and flipped her over on her back to show off the cream pie. The waiting audience came in for a closer look and commented on how lucky he was to have such a good looking host to breed.

William made sure that everything was perfect for their last night together. He had a gourmet dinner brought to the cabana and white linens placed on the table out by the pool so they could eat in the warm evening air. Anna was adorned in the most revealing and elegant dress provided for her and she wore no panties or bra beneath. He made note of the six inch heels she wore and how they tightened her already amazing ass as she walked up to the table. She gave him a little twirl to get a good look before she sat down.