June seemed content to leave just the tip of her finger within the cervix but Ted was not going to be satisfied with just partial penetration. He worked his hips forward and back until his cock was fully encased in Jane's bowels.
June decided to toy with her captive a little more and leaned forward letting her tongue flutter over Emily's exposed and erect clit. Emily's mind was totally confused at this time by the erotic thrills shooting from her clit combined with the pain and cramping from her penetrated cervix.
Jane was not confused at all, however. She just plain didn't like being fucked in the ass. She grasped at the arms of the chair and tried to pull herself forward in a desperate attempt to escape the abuse she was receiving. She was stopped by Ted who grasped her hips tightly and held her where she was.
"Move her back a bit, big boy," Jane heard Liz say. "Give me some room to get in there and play. I'll give her something nice to focus on while she gets used to that cock." Liz reached under Jane's belly and slid her hand down until she found the slavegirl's wet sex. Her fingers quickly claimed the slippery clit and she started strumming it as her free hand caressed Jane's back. "You are a beautiful little pet," she cooed into Jane's ear. "Just let yourself go with it. Stop fighting it and it can even be pleasurable."
Jane whimpered and buried her face in the cushion but felt her body already starting to respond to Liz' ministrations. June finally withdrew her finger allowing Emily to breathe a sigh of relief. Now she only had to deal with the fullness caused by having a hand buried in her sex. June started to flex her fingers and then draw them together in a fist as she also started to rotate her arm. The flickering tongue also remained engaged in its toils moving Emily closer and closer to an orgasm.
Jane turned her head to look at her captors. Ted's eyes were closed and his face was red as he pounded in and out of her bottom. He had the look of someone close to climax and it could not come soon enough as far as Jane was concerned. Liz smiled back at her and leaned forward to kiss her as she kept her fingers moving lightly over the girl's clit. This caused Jane to blush as she realized that this captor was the same age as herself but was very clearly in a position of dominance over her. Nevertheless, she appreciated the tenderness being provided by Liz and returned the kiss enjoying the soft, lush lips against her arm.
Emily was visibly trembling at this point and the tight muscles of her belly were quivering from June's nonstop attentions. The fingers inside of her moved randomly now, sometimes stroking, sometimes flexing, always twisting in a new direction. Finally, she could hold back no longer and the orgasm swept through her body. She felt as if the top of her head was going to blow off from the intensity of the climax and, thankfully, the two men were holding her arms or she would have toppled over.
Ted climaxed at the same time as Emily, letting out a grunt as he filled Jane's bowels with his sperm. Luckily for Jane, he softened quickly and slid out of her bottom. This left her as the only whimpering soul in the room and all eyes were on her. Liz' free hand continued to stroke and caress the naked girl as the other hand tried to coax out an orgasm. It did not take much more time and Liz was rewarded by a shuddering body and a muffled groan as Jane once again buried her face in the cushions.
"That was quite a demonstration," observed Bob. "I'm sure that my girls have learned a thing or two. Let's relax and enjoy ourselves while they gather their wits." The two men draped Emily's body over the back of the chair beside Jane's and they all took seats, frequently glancing over to the near-comatose slaves.
"I still think you should show them," offered Liz. "I'd be happy to take them tomorrow night if you'd like."
"I'm sure you would," smiled Bob. "And I'm sure you'd like to keep them."
"Oh I would," said Liz as her face lit up. "Are they for sale?"
"Sadly, they aren't," replied Bob. "At least not at the moment. There are currently some contractual limitations to our ownership."
"But I could challenge for them, couldn't I?" said Liz hopefully. "If we made a prize bet and I won, wouldn't you have to give them to me?"
"Yes, I suppose," said Bob. "But you would have to put up a prize yourself that you could lose."
"That's why it's called betting," grinned Liz.
Bob sighed. "You may challenge if you wish. What prize would you offer?"
"My Edward. For a week. Against those two for a week."
"One male for two females?" asked Bob. "That's not even close to equal."
"Oh," said Liz. "But Edward is trained and your two aren't." This left Bob shaking his head in refusal. "Hmmmm. Let me think," Liz went on as she thought. "How about my Edward for those two? And I would throw myself in on top."
"Now that might be interesting," Meg chirped in.
Bob was not sure about all of this. He knew that Meg truly loved having boy toys to play with but he wasn't at all sure what he would do with three slavegirls at once. He had to admit that he had frequently fantasized about having Liz naked and kneeling at his feet. She was just as stunning as Jane and Emily and, other than for hair color, would also be part of the matched set. All three girls were about the same height. All were large-breasted with tiny waists. And all three had truly beautiful faces. But how could he enjoy all three lovelies at once?
Then there was the possibility that he could lose the challenge. In that case, Emily and Jane would be out of his hands for a week. He could still finish off the remaining term of their slavery after they were returned to him because it had become common practice that "challenge time" did not count toward "contract time," although slaves typically never learned that until they had been lost in a challenge. He was most concerned about how it might affect Emily's decision at the end of the contract. He had been becoming increasingly confident that she would commit herself, and therefore Jane, to slavery or at least extend her trial period.
Being lost to Liz, however, might scare Emily off. For one thing, it might infuriate her that she ended up spending two weeks in slavery instead of the one she agreed to. For another thing, he would lose control of how she was brought to the decision. Currently, he could manage her time in slavery and seduce her into committing her life to them. And he desperately wanted to have them as his property. But he also couldn't back away from a challenge. The best he could hope for was to make the terms of the bet so unattractive that the challenge would be withdrawn.
"That could work for me," Bob said after considering the situation, "but with one change. If we win, we get you and your slaveboy for a week. If you win, you get Emily and Jane for a week and…"
"we get you when you return them for the duration of their slavery."
"Whoa!" exclaimed Liz. "Are you serious? I thought my slaving days were over. I'll have to think about that one."
Jane was the first to return to her senses and the gist of the discussion started to register for her. She couldn't believe what she was hearing. She had already been kidnapped by one owner and then given to a second owner. Now her body was to be gambled and potentially won by a third owner. It was at that moment more than at any previous time that she realized that she really was just a piece of property to be used, displayed, bought, sold, donated and ultimately discarded in all likelihood. And it sounded like she might have her slavery extended by at least another week.
She wondered if Emily was listening and if she understood that the two of them may end up with a new owner. When she looked over at her slave sister, however, she saw that Emily was sound asleep, draped over the chair, with her bound arms sticking up in the air. She was not listening to anything.
She also wondered what Liz would be like as an owner. She was very pretty and she seemed to be very gentle. Jane remembered the soothing caresses and the calming words during the rape of her bottom. And it seemed that Liz must be heterosexual since it sounded like she owned a male slave. But it seemed so unusual that someone her age could own someone else. "Did that mean that I could own someone?" she wondered. "What would it be like to own someone? Would I even like it?"