Michael and Rita walked on an old path through the woods holding hands like any other couple in love, enjoying the coolness of the shade mixed with the warm summer heat. They talked quietly on the way to the old cabin he owned. No one other than his parents knew he had inherited a large area of land, over a hundred thousand undeveloped acres, from his grandfather when he was in his teens. His sister and parents had each been given an equal amount of land and left it to him to administer it all, so his personal holdings were only part of the total.
Not even Rita knew about his apparent wealth before this trip. He lived simply and very privately, but she always knew there was something more to him, something that would take him away for a weekend or a week with no explanation. But when he returned, the intensity of his lovemaking and the other ways he satisfied her deepest needs made her stop asking where he went after the first few times. Somehow she knew whatever took him away was not a threat to their relationship, nor was it another woman.
While they walked, he explained to her that as part of the inheritance he could not divide, develop or sell the land, but he was actually quite content to leave it as he received it and the restrictions kept the developers away. The only thing he could do with it except keep it was to donate it to the government as a wildlife refuge, but that possibility was for a long time in the future. A generous trust fund came with the property to make sure he could pay any expenses related to maintaining it, but there was in actuality little needed for that purpose. After college he got a teaching position, which gave him the time to spend several summers exploring the property, hiking and camping and putting up no trespassing or hunting signs around the perimeter, although that was barely neccesary.
After finding the old cabin near the lake near the center of the property, he had spent several summers making it habitable and mostly self-sufficient. Following what might have been an Indian trail in the distant past, he showed her where he had improved the path as they walked along, by placing stones on the sides to prevent erosion, removing fallen trees and creating log bridges over the many small streams that crossed it.
He told her how he had piped in water to the cabin from a nearby spring, installed a propane tank for cooking and heating, and even brought in basic furniture so she would be comfortable, all backpacked or transported using an ATV when necessary for the heaviest items, and even made a makeshift refrigerator chilled by the spring water.
But until she actually saw it, she couldn't appreciate all that entailed. The cabin stood quite far from the end of the dirt dead-end access road that itself went for almost twenty miles from the last paved road.The dirt road turnoff was barely visible from the paved road to the few people that might drive along it, and there were no towns or much of anything else for fifty miles in any direction from there, and the few people that did live there kept to themselves, so privacy was virtually assured.
The only thing unusual in this perfectly idyllic picture of two lovers walking in the woods was the leash he held in his hand, a strand of leather connected to the thick leather collar on the neck of a woman who walked a few paces behind the couple.
Judy was a close friend of Rita's, but had stolen her prescription pain medication one too many times, and Rita finally gave her an ultimatum after discussing it with Michael. As her best friend Rita cared about Judy and knew that continuing to abuse drugs would eventually hurt her badly, so she knew she had to make her stop, and permanently.
She told Judy she would have to report it to the police and risk arrest and jail, or as an alternative Judy could be properly punished by her lover and serve him for an entire weekend. He would try and help her stop using the drugs, and get her life back together. Judy thought she was kidding, but quickly realized otherwise. It was blackmail of a sort, but for a beneficial purpose.
Rita assured her that he could help her in that and many other ways, and she could always say stop and go home, no questions asked, with no reporting to anyone as long as she didn't do it again. Judy did not know all that the punishment or such service entailed, or how it would stop her serious drug habit, but arrest and jail were not an option at all since it could mean losing her job as a nurse, and hurt her children. She had also stolen drugs at work and knew it was only a matter of time before she got caught, and wanted help without it going on her record, which also could jeopardize her job.
She had met Michael before and did find him attractive, and he was always a gentleman who seemed so intelligent and refined, and confident. She saw how Rita adored him, so how bad could he be? She did not think he could be too harsh to her with Rita there, who she assumed would protect her, so she had finally agreed and made the arrangements to take the long weekend off.
So now here she was being led on a leash attached to a slave collar to who knows what fate. She had several hours in the car to think about it all as she stared out the window after they left civilization far behind, since he had put the collar on her before they left, and she felt its weight on her neck both literally and figuratively, as Michael intended.
Maybe it would be a quick spanking and then they would enjoy the rest of the weekend at his cabin. But she had signed an agreement that she was going voluntarily and she would accept whatever punishment or treatment he chose, as long as it made no permanent marks. It also allowed her to say stop at any time, with a safe word 'red', and she thought she understood the consequences for that option. But permanent marks? Why would that be required for a spanking? It probably wouldn't, she thought with more and more trepidation as they walked farther and farther into the woods.
He could have spanked her at home. Other than that, she just did not know. Her girlfriend had hinted he liked more than just regular sex, but she never talked about their sex life other than to hint he was quite well endowed and she was always very satisfied, but would provide no more details before leaving.
Judy had not been with a man for a very long time, since her divorce a few years ago and even with her ex for quite a while before that, so she was also jealous that her friend was being sexually satisfied regularly, and maybe secretly hoped she would get some good sex as well. Judy had not forgotten the feeling of a hard cock filling her pussy, and Rita had slyly hinted about that when she proposed the solution to Judy's thefts. It gave Judy an extra reason to accept, and that possibility came to mind often as they walked, even to the point of getting slightly aroused at the thought.
Judy was pretty in a plain midwest girl-next-door way at one time, and had at one time been considered quite sexy in her own way, but had not really kept herself up since well before her divorce, with tears, drugs and probably too much alcohol taking its' toll, and she used little makeup to help her ruddy complexion. She was around 5'6'" and maybe 140 pounds, had shoulder length dirty brown hair with bangs, fairly large and pendulous breasts and full hips and ass. Judy was not really fat around the middle, but not toned at all, like the rest of her.
Her best features were now her sparkling green eyes and easy smile between full lips, but she was not sparkling or smiling much right now. Her wrists had been bound with rope in front of her, and she mostly kept her eyes on the ground to keep from tripping.Β She just followed meekly behind the two lovers, being tugged lightly by the neck if she slowed or hesitated.
After a short time he stopped them and told her to remove her shorts and panties, which she complied with after hesitating for a moment until seeing the determined look on his face. She was mortified to see the crotch of her white cotton panty was stained with her wetness, as thoughts of spankings and sex had translated into more of her own arousal than she realized.
He took the shorts and put them in the small backpack Rita wore, but the panties he brought to his nose and sniffed, her arousal obvious to them all as he put them in Judy's front shirt pocket with the damp crotch hanging out. She could smell her own arousal, deepening her humiliation before this man.
Judy knew her blouse partially covered her ass and pussy, but not completely, and it was obvious to them all she was very embarrassed to be outside in that state, possibly for the first time ever, which of course was the idea. He also wanted to see whether she would just obey or fight his orders. So far, so good, he thought.
She had a full bush of brown hair covering her pussy and tried to cover herself with her hands, but he untied the rope from her wrists and tied them again with her arms behind her back, making it impossible for her to cover herself again. He noted the pubic hair and noted she would need to be shaved clean, like it or not. He had no concern for her feelings, so that was definitely going to happen sooner than later this weekend.
He ordered her in front of himself and his lover and, using a nice wood walking stick with a metal tip he had brought, prodded her in the ass to get her moving again. She proceeded to continue on the path in front of them, knowing they were watching her substantial ass sway back and forth, only partially covered by her blouse and her restrained hands.
As she walked up the path before them, she felt a long forgotten feeling between her legs, and realized she was getting even more aroused. She could not believe she was getting aroused from this embarrassment and hoped he, or her friend, did not find out. But she also knew by now that was probably inevitable, and hung her head in resignation as they continued to walk deeper into the woods.
Always considered a pretty tough woman by family, friends and co-workers, that veneer was rapidly fading away as she dealt with strange feelings she was rapidly becoming aware of. Feelings of a long denied sexual hunger as she felt herself losing control with each passing step, feelings of fear and anticipation that she could not satisfy him and would be punished, and maybe fearing even more that she would be required to satisfy him too much in ways she never experienced before, or even worse being ignored that way and never get the chance to find out.