Lisa passed through the doorway of her flat and stood before the mirror in the bedroom. She eased off her top and unclipped her bra to view what Tom had done. Some of the wax was already coming off but her breasts still looked outrageously prominent with their red covering. Should she have allowed Tom to take a picture? Using her phone she took an image of her reflection. She could always relent and send it to Tom. No wonder Tom had wanted to do the same – they did look pretty good. However, with bits of the wax falling everywhere, she laid out a towel on the floot. Leaning over, she peeled the wax from her breasts until they were almost back to normal. There remained red marks and blue bruising in the places to mark where she had been whipped. She could also feel a dull ache around her nipples. This ache was to remain and only wear off when several days had passed.
Tom had said to text her next week when she was ready, but he had said the next session would be more intimate. That could only mean her cunt, or possibly her arsehole would be receiving his attention. He had said he wasn't going to have sex with her? So what could he do? Perhaps he would treat her cunt flaps to the same stretching as her nipples? Would he try to insert things inside her? It would still be embarassing to have his eyes so focussed on her most private places. She was very unsure whether to procede. In a sense she liked being told what to do. The money she was receiving gave her an excuse to allow her body to be misused. The last session had certainly been painful, but had left her with mixed feelings of real excitement, fear and arousal all at the same time.
More than a week went by and she was still unsure whether to procede. The decision was really made for her when Tom sent her a short text. "Are you ready for more?" She felt she had to respond, and deliberated for some time. The money was good, and Tom had not done any pemanent damage. Indeed the dull ache she had felt for a few days after the last session had almost been a welcome reminder. After half an hour of agonising she replied with an "OK".
Tom was back very quickly. "Looks like a good forcast for the afternoon tomorrow. If you are free, you can make your money outside again. I'll meet you at the usual place at 14.00." So, the scene was set for her third encounter, and Lisa could hardly contain the mixture of excitement and trepidation she felt.
After the same preparations as before, Lisa met Tom as arranged the next day. Once belted and blindfolded, she was driven away. When the car stopped and the blindfold removed, Lisa realised she was probably at the same place as on her first session. Tom said that the mud had now eased and they would not need boots. He picked up a holdall, and taking a zipped up bag in his other hand they made there way to the hidden clearing in the woods. It was a beautiful day and the sunlight filtered through the trees onto the warm sheltered mossy glade, with the old dead yew tree in the middle.
The two bags were placed together on the ground and Tom said.
" The same conditions apply. You have a safe word to stop procedings and one for a pause. However, you have shown that you can withstand pain and I am sure you won't need them. I'm going to try and put you in control of what happens today, and the money you can earn will depend upon what you manage to achieve. Firstly, you must remove your clothes. With all this sunshine you may even start to achieve an all-over tan."
Lisa slowly removed her top then unclipped her bra, placing them beside the bags. She then stepped out of her shoes and trousers and finally her thong. She stood with her hands by her sides whilst Tom looked admitingly at her naked body.
'Beautiful' said Tom. 'I think I may as well take advantage of the sunshine as well'
With that, Tom removed his shirt to show a tanned chest with quite a mass of short dark hair. He then removed his shoes and took off his shorts to reveal his cock.
Lisa couldn't help looking, though she tried not to let Tom see her doing so. His cock was hanging down at an angle from his body, semi hard and uncircumcised. Lisa had seen cocks before, but never before one which had no hair around the shaft or balls. She did not feel she could make a comment about this, so remained silent and obedient.
'Right' said Tom, 'to business.' 'I said I would try and give you control over the money you make today, so I am going to set several little tasks. The better you perform these, the more money you will make.''In the holdall are a few samples from my allotment. Open it up and see what you find.'
Lisa went over to the bag, being careful not to bend with her back to Tom so that he could see her bottom as she did so. Opening, it she took out a long, straight yellow gourd which looked about penis sized, but with a very large bulbous end. There were also seven green courgettes of diffent sizes.
'I want you to put the courgettes into size order' said Tom. 'Then I want you to sit down and spread your legs wide open in front of me and put a courgette up inside your cunt as far as they it go.' I will pay you £1 for the smallest one and then double that for each bigger courgette, so that if you can manage the biggest, you will get £64. Having tried them in your cunt, you can then use them in your arse. I will pay you one and a half times more for that, so if you can get the largest one up your arse, you will get £100'.' You will find a tube of lubricant in the bag as well.'
'If you look at the long gourd, that has numbers marked every centimetre or so . Each number represents the amount of money you will receive if you can prove to me that number is embeddeed into your cunt. So the deeper inside you can get the gourd, the more money you will receive. At 15cm, or 6 inches you will get £20, but if you can manage 20 cm, or about 8 inches you will get £70. The numbers do go even higher if you can cope with that. I will pay you a similar amount if you can get it into your arse in the same way.
Lisa was horrified. She had not imagined that something like this would happen. The small courgettes looked very manageable, but she knew that she would not be able to cope with the largest. And to have to do this in front of Tom. How degraded she would be. She could feel herself getting excited at the prospect. No one else need know, and after all, she was doing it for the money.
So, Lisa sat onto the mossy ground and reached for the tube of lubricant. Spreading her legs, she squeezed the lube onto the lips of her cunt, and then put more onto the smallest of the courgettes. She rubbed her clit gently and then more firmly for a few minutes, not caring about being seen to masturbate in front of Tom. Easing apart her cunt lips, she nosed the courgette gently into her vagina, and continued pushing until it was firmly embedded and she could only hold one end. She pulled it our ready for the second. This was slightly shorter and only a little fatter. She didn't worry about lube for this one and again squeezed it inside her cunt with ease. The third was rather longer, but she still managed to get it inside her until a bend in the vegetable stopped its progress. The fourth and fifth looked about the diameter of a penis. She lubed these up more carefully and also rubbed her clit again for a while. Slowly, she managed to push first one and after removing that, the larger into now well stretched cunt.
The final two looked a much more daunting proposition, but if she was going to make any money from this exercise, she would have to manage at least one of them. She lifted her knees higher and looked up at Tom. He was staring at her, open mouthed.
'Well done so far, Lisa. That's quite a show you're putting on there. I'm looking forward the the last two.'
The sixth courgette had quite a curve, and it really stretched her cunt apart as she eased it into the opening. She twisted it round and back a little as it forced her lips apart. She then pulled it out, but Tom said that it would have too go further if she was to receive her reward. Adding yet more lube, she tried again. Grunting with pain, she inserted the giant dildo sized vegetable about four inches into her cunt.
Tom said 'Well done'.
Lisa took that as her cue to remove the courgette, but not before noticing that Tom was showing his enjoyment of the procedings all too obviously.
'I don't think can manage the last one,' said Lisa. 'The sixth one was too big. I might have a try with it at the end'
'Try the gourd next, then' said Tom. 'After that you can try your sexy arsehole for size'
