This story is part of the Prize Island series, so if you haven`t done so please read that nine part adventure as it will give this story context. Harry and Diana are back on the island, but this time they are working there. Moira is still the boss, and Greg still works in the kitchen. This story has elements of BDSM and punishments so if that is not your thing please read elsewhere. It is also a fantasy and not real. As always, I just write for fun so please feel free to leave constructive criticism, just no rudeness please.
Hope you enjoy it!!!
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Part 3
Diana woke to an empty bed. She hadn`t even heard Harry leave as she was in such a deep sleep. After carrying out her morning ablutions and dressing quickly she left the room. She was only a few yards from the annex when she heard distressed sniffles coming from behind one of the ornamental shrubs that lined the path to the main house.
Crying from being punished was normal here, but crying from sadness was a sound that she had never heard on the island, so Diana went to investigate the source. She found Anita sitting on one of the various wooden benches that were dotted around the property. Her eyes were red with tears and a scrunched up tissue was clasped tightly in her hand.
"Whatever's wrong Anita?"
The girl turned those beautiful brown eyes to Diana, "Oh, it`s you Diana. I am so sorry I thought I would be alone here."
Diana sat next to Anita on the bench and put a comforting arm around her shoulder, "Tell me what happened. Why are you crying? The island is supposed to make people happy, not sad."
Anita blew her nose loudly and snuggled deeper into Diana`s body. She took a deep breath and then the words just spilled from her lips like a waterfall, "I am just being silly Diana. It`s Raj. He was so pissed with me when I didn't join in with the...what shall we call it....orgy, at the hot tub yesterday."
Diana thought about it and remembered that while all the others were engaged in various forms of sex Anita had been by herself in the tub. "You didn`t want to?" she enquired quietly.
Anita threw one arm around Diana`s waist and was now speaking into Diana`s breasts as she said, "Yes I did. I was horny as hell, but," there was a pause as Diana felt Anita taking deep breaths to control her small sobs. "I was just embarrassed that I would make a mistake or do the wrong thing. I have only ever slept with Raj so I don`t have that much experience, and absolutely none with women."
Diana was now stroking Anita`s hair gently and this seemed to calm the petite girl in her arms and the sobbing slowed to barely nothing. "Do you want to have sex with a woman Anita? You don`t have to you know? On the island you can do whatever you want. You don`t have to sleep with other people. You can just have the best sex with Raj if that`s what you want."
Anita still had her face immersed in Diana`s breasts and her muffled reply was given vehemently, "That`s the whole point. I want to experiment. I want to make Raj happy. I want to try with a woman and see if I like it. I want to play around with the other men here. I want all of those things but I am just so shy."
Diana hugged the conflicted woman tightly, "Well," she began, "I could help you if you want?"
Anita pulled away and gazed into Diana`s eyes. "How?"
Diana could hardly contain her excitement. She had wanted to fuck Anita from the first moment she saw her, and to find out she was a bi-virgin was even more thrilling. Even though she could already feel her arousal racing she tried to play it cool. "If you want. If you and Raj want. You could maybe come to my room after breakfast and I will guide you through it. Harry will be there as well, so maybe we can kill two birds with one stone, or if you want, he can go and sleep in Moira`s room. We can stop whenever you want. I will answer any questions you may have, but I think that there will not be that many as you can just do what feels good to you. How does that sound?"
Anita reached up and kissed Diana directly on the lips. "You would do that for me Diana? That would be just fantastic. I just need to get my confidence boosted and you seem so calm and tender that I am sure you would be a great teacher......and lover," she ended with a shy grin.
"ThatΒ΄s settled then. But now I really have to get to work. One question though. With or without Harry?"
Anita didn`t think for very long and her grin became much more suggestive as she replied somewhat breathlessly, "Oh Diana. That`s a definite WITH!"
The two girls walked the short path to the hotel. Anita kissed Diana on the cheek before Diana disappeared into the kitchen as Anita walked through the patio doors to find Raj and tell him what she had planned.
In the kitchen Diana pulled Harry to one side and explained what she had arranged with Anita for later. Harry was quite excited at the prospect, as Anita was probably the most natural beauty of all the guests that week.
Diana went about her preparations as the guests started to wander into the dining room. Anita and Raj didn`t appear until at least twenty minutes later and Diana was just starting to worry that Anita`s planned tryst had not gone down well with her husband. However, they entered the room like a whirlwind, arm in arm and giggling loudly. Raj smiled at Diana and gave her an exaggerated wink before they both sat at the table and started to eat.
Breakfast was mostly eaten to a bawdy monologue from Ann about her adventures with Malcolm and Helen that had all the other guests' rapt attention. Apparently Ann had got her wish to deep throat Malcolm`s huge python three times. Every time had cost her eight strokes of the cane, as Helen watched with a vibrator buried in her snatch. At the end of her story Ann announced that, "It was well worth the pain to have such a wonderful specimen of manhood down my throat. His come was like champagne!"
Diana watched Helen. The older woman was quiet throughout Ann`s tale and was squirming in her chair even more than yesterday. Her bad behaviour with the vibrator had had consequences it would seem. Diana wondered how much more punishment the poor woman`s posterior could take, although she did seem insatiable.
When breakfast was finished the guests sat and discussed their plans for the morning. The skies were again overcast and there was some drizzle in the air so all of them decided, at Ann`s direction as always, to have a sauna morning. Gradually they all left to get ready. Diana stopped Anita and whispered in her ear, "Room B in thirty minutes OK?"
Anita nodded and grasped Raj`s hand tighter. Raj just smiled.
Harry, Greg and Diana quickly had the room and kitchen shipshape, and fifteen minutes later Diana and Harry were walking hand in hand down the path to their room. They quickly showered the smell of fried breakfast off of their bodies and out of their hair. They had just left the bathroom wrapped in huge bath towels as there was a timid knock on the door. Harry answered it to find Anita standing outside blushing crimson. She looked fabulous in a yellow sundress that was so short Diana got a brief glimpse of white panties as Anita shuffled self-consciously into the room.
Diana and Harry sat on the bed whilst Anita stood gazing at the floor. Diana tried to break the ice a little by asking, "Raj seemed quite happy with your plan for this morning. No problems?"