The next woman to join the group was Sharon Dawkins. Her husband was Rick. Sharon and Rick were about the same age as Mary and David, so there was some natural affinity. Sharon was a busty woman with dark hair and skin and cheekbones that spoke of some Native American heritage. David certainly hoped he'd have an opportunity someday to eat her pussy, he dared not even hope for more. Of course he knew from the warning that Mary had given him, that he was more likely to be sucking Rick's dick before he had a chance to taste Sharon.
Because the door had already been opened Rick didn't have to provide a service to all of the women, at least not in order to ensure his wife a place in the group. Sharon was apparently interviewed by the women alone, and the first David knew of it was when he and Mary were going to a gathering and Sharon was to whip Rick in front of the group to demonstrate her technique and domination of him.
It was a little strange for David to see another man strapped down over the saw horse about to receive a caning, but he was relieved it wasn't him. From the first few strokes Sharon applied to Rick's ass two things were clear; she was a powerful woman, and Rick was new to being caned. He screamed and carried on from about the fifth stroke. Sharon was determined to show these ladies that she was every bit as harsh as any of them had ever been. Rick lost bladder control at the eighth stroke and his screaming and sobbing prevented him from even begging for mercy. The assembled women were counting the cane strokes.
"Ten!" CRACK! "AAAYYYIIII"
"Eleven!" CRACK! "AWWWWGGGG"
"Twelve!" CRACK! "UNNNGGGHHH"
Somewhere around twenty or twenty-five Rick just collapsed across the horse and made a continuous sobbing scream, with only his buttocks moving at each strike of the cane. But it didn't stop then. His caning continued for a full 50 strokes after which is ass was a solid mass of black and blue bruises with blood trickling out of some of the weals. When he was lifted off the horse he could barely move and almost didn't get out his required thank you for the discipline. Sharon did not ask him to orally please her in gratitude but David was pressed into service to administer cleaning disinfectant and cream to Rick's ass. Rick's hands shuddered the whole time, while he kept muttering his thank you's.
"How do you stand it?" he finally asked.
"I don't know, you just have no choice and eventually it's over," was all David could think of to tell him.
David and Rick began a sort of bonding at that point, although for each of them it just felt like sympathy and ordinary concern at the time. Their wives began to see each other outside of the women's meetings, which led to "double dates" where David and Rick had an opportunity to get to know each other better. They shared some of their experiences, as well as their concerns that their wives were doing the same and potentially borrowing from each other.
David confessed to Rick that he had to eat Mary's bloody pussy every month, after she had selected that as a way to demonstrate David's devotion to her. Rick confessed that as part of his penance for an escape attempt from chastity that he had to pay a monthly visit to their locksmith's lesbian lover at her time of the month. When Rick also mentioned that Sharon had not required that of him, they both stared at each other silently. David knew that Mary loved oral attention at that time of the month and now that Sharon and Mary were trading ideas it seemed only a matter of time before Rick would be getting red wings twice a month.
Sharon had developed a taste for caning, making Rick take what she called a "maintenance spanking" at least once a month and sometimes twice. This was of course in addition to any he might have earned. Mary had gotten excited from David's submission to it, but rarely used it at home. The women's closeness soon meant that David would be receiving canings at home as well as at Miss Ann's. It was through another sharing of intimate secrets that Rick would soon be drinking Sharon's golden nectar.
Of course the trading of each's methods terrified David most when it came to Rick's piercing. David desperately pleaded with Mary not to do it. Mary still wished to respect David's feelings as much as she could while maintaining her dominance. "We'll see" was all she would say about the possibility. Actually Mary spoke to Sharon about the reasons for the piercing and got the story about Sharon realized Rick could shrink enough to pull out of the chastity cage. This did give Mary an idea about how to see if that would be necessary with David. Before his next edging Mary iced his cock and balls until they hurt. With his cock smaller than he had ever seen it, Mary had David try to pull it out the back of the cage. She lent a hand, or a finger or two, to be sure he was trying hard enough. David avoided piercing because his body convinced Mary that he couldn't pull out.
Rick was both angry and jealous that David managed to avoid getting his cock head pierced. It was a conflicted set of emotions for David as well. He was glad that he didn't have to be pierced, but he felt for Rick and did not like the difference it put between them. This difference was about to be exploited by their wives and the other women in the group.
The ladies had decided, with a little encouragement from Mary and Sharon, that the next meeting should feature a stamina contest with mutual male oral stimulation. The loser (who came first) would receive a caning and the winner male would get to ass fuck the loser (to make up for swallowing his cum). Mary was pretty sure that David's stamina training would pay off here, especially since he wasn't really gay. Sharon didn't really care who won, because there would be a loser and she wanted to be the one to cane his ass.
When David and Rick learned of the contest each was filled with a terrible conflict. Neither one wanted to be the loser, but neither one wanted to subject the other to the punishments the loser would endure. When David saw Rick's ass at the meeting it was clear that he had recently been caned and rather severely. Deep purple stripes still crossed his ass and some were still swollen. It became clear that another caning over his already damaged ass would surely result in bleeding. David had not been caned in weeks and there were no signs of injury on his ass.
They were both in the basement "play room" and the same bed that had been the scene of David's stamina demonstration was now to be the center stage for the Male 69 Event as it was being called. Nude, David and Rick assumed positions on the bed so as to be in a good 69 position on their sides. After a few tentative sucks they were finally able to get each other hard. Still sucking and licking slowly no one was getting close to coming. That suited the ladies fine, for now, as they were enjoying seeing two males reluctantly engage in the activity most men want women to perform. Rick still winced when his movements caused pressure on his ass. David noticed each of those as well.
