Be warned. This story has taken a much darker turn than my previous stories. I'm not sure what Paulwritesporn's concept for ending the series might have been but I saw it going in one direction and that's where I chose to take it.
The story depicts cuckolding, humiliation, male and female domination and some other cringe worthy topics. There is no BTB or RAAC. Forewarned is forearmed. If these subjects trigger you then maybe your should look elsewhere. Comments welcome. Personal attacks are not. I am not my characters.
Still cannot find an editor so if anyone wants to volunteer, I would love to chat. I have taken constructive criticism to heart and sincerely want to improve my skills and storytelling. Comments meant to support that goal are always welcome, even if they sting a bit.
The arrangement continues with Tom, Hannah, and Jake and begins to escalate in intensity. Hannah worries about how the arrangement will affect her life with Jake and her doubts about Jake's ability to fulfill his duties as husband dominate her thoughts.
Tom left the last meeting after acknowledging Jake's failures to please Hannah by taunting him to "Up his game."
* * * * *
Long after Hannah and Jake had finished their coached oral sex lesson Jake fell into a deep sleep. Hannah lay awake replaying yet again the events of the evening. Tom made her feel sensations that she had never felt before and even after coaching Jake the poor dear just couldn't get it done. Yes, Tom was twice her age, but he wasn't unattractive. Despite being 50 he had a tight body that he kept well groomed below the belt line. His cock was similar to Jake's but definitely bigger. She could tell the time that Tom came on her face, and he slipped his fat cock head into her mouth. She definitely had to open wider than she does for Jake. Then there were his oral skills. She felt guilty and little ashamed of herself, but she found that she was actually anxious for next Friday night to see what plans Tom had for her and what new pleasures she might experience.
She wasn't sure how this was going to play out. So far Jake had allowed Tom to run the show and dictate the terms of the rent arrangement and she felt the beginnings of a sense of anger and contempt at the fact that her husband not only couldn't please her sexually as well as Tom but that he seemed willing to allow Tom to take over his role. If Jake can't provide for me and loans me out to cover his debts what does that make him. What did that make her she thought and again felt guilt and shame.
She began to wonder if Jake enjoyed Tom's new place in their sex life. She remembered seeing him grow hard as Tom licked her to orgasm. Maybe Jake likes to be second and she wondered would she like that. She had to admit that Tom's oral skills were much better than Jake's and that he seemed to know where her pleasure buttons were and how to press them. She figuratively put Jake's finger on her buttons, but he still somehow couldn't manage to make them work for her like Tom had.
She began to wonder what his cock would feel like inside her. Jake's had been the only cock in her pussy since they had been together. She enjoyed the feeling of his cock in her, but he never seemed to be able to last quite long enough. Oh, she managed somehow to wring an orgasm out of him most times but had to admit to herself that often he would unload in her and roll off leaving her horny and frustrated. The sex play with Tom brought that to the fore. In each instance where they were working on each other for Tom's enjoyment Jake was the one to cum and Hannah was the one to have to pay the price of the choice Tom had given Jake.
She tried to shake the feelings from her thoughts but could not. She lay silently hoping sleep would come and wondered again how this would play out.
* * * * *
The following week was not as profitable for Jake as was the last. Despite spending all day every day often late into the evening seeking work he had only been able to put back a little over $200 with the little that Hannah was able to bring in they would not be able to pay down any rent this week. Jake knew that meant that Tom would want to go back to visiting on both Friday and Saturday nights and he was sick to his stomach.
Watching Tom please Hannah was confusing for Jake. On one level, he felt diminished as he watched a better man bring his wife to orgasm but on another level, he was turned on seeing his wife writhe under the tongue of another man. He knew that sooner or later, most likely much sooner, Tom would want to fuck his wife. He saw Tom's cock as he was stroking his cum on Hannah's face. When he first saw Tom soft, he thought that he was closely matched but once Tom became engorged, he was in fact both longer and thicker and even Jake had to admit that his cum load was larger and thicker than his. He remembered how Tom had practically painted Hannah's face with cum and had another twinge of shame when he thought back to how Hannah opened her mouth and sucked the tip of his cock and swallowed the cum, he splashed on her tongue. He added his cum to the mix at Tom's direction, but his contribution was not as impressive as Tom's and Hannah did not lick his cock as she had for Tom. But the worst part was when Tom directed Hannah to kiss Jake with her mouth full of cum. While Jake initially was repulsed by the idea of tasting Tom's cum that thought never made it to his cock and he remembered getting hard again kissing Hannah's cum splashed face and feeling her push cum into his mouth with her tongue. He secretly began to wonder if he liked this new aspect of their sex life. He was both turned on and ashamed at the same time in equal measures but despite it all he was anxious to see what new choice Tom would present him on Friday. The thought made his cock hard.
When Jake returned home on Friday afternoon Hannah was sitting at the kitchen table. He hung his head and told her what she already knew. They were sinking further into Tom's control. She knew if they didn't take drastic action, they would be lost. She could see Jake losing his manhood daily as he came home each day empty handed or with only a pittance to show for his effort and her contempt for him mounted. If they didn't break this cycle right now, she knew she would not be able to go on with things as they were.
"Jake," She said taking hold of his face with both hands and looking intently into his eyes. "You know I love you and I know that Tom is driving us apart. Let's run away right now with just the clothes we can carry. We don't have anything here to hold us. Let's go to another city and try there. Anywhere. Please Jake this is our last chance. Be my husband, take me away from Tom."
"Hannah, where can we go?" He asked absently. "We have maybe $300 dollars. We don't know anyone in another city. We would just be jumping from the frying pan to the fire. I know you're not happy with where we are and our arrangement, neither am I but what else can we do?
Hannah was about to reply but was cut short by the knock on the door. She stood and began to remove her clothing. Tom was at the door.
"One minute." Jake called out as he removed his clothing. When he was nude, he walked over to Hannah and leaned in to kiss her, she turned her head and Jake stopped short. He turned to open the door and silently cursed himself as he felt his dick getting hard in anticipation of what new humiliation was in store for them.
Tom walked in and smiled at the sight of Hannah's nude body. He turned to Jake. "What do you have for me today Jake?" He asked.
"We can't pay anything this week Tom." He replied.
"I see." He said as he removed his shirt and shoes. He turned to Hannah and spoke "Is Jake taking good care of you?"
Hannah looked at Jake and her face burned with shame. She looked back to Tom who had a small smile on his face. "Jake is doing his best," she said without enthusiasm. "Under difficult circumstances and you're not making it easier. In fact, you are taking advantage of your position to undermine him."
"Hannah, after I told Jake to up his game, did he make you cum like I did?" He asked looking sideways toward Jake.
Hannah couldn't look Jake in the eye and instead looked down at her feet. "No, not like you did." She admitted. Jake felt like Hannah had punched him in his gut with her admission and couldn't understand why his cock was so hard.
"Jake your choice today is Top or Bottom? We are going to pleasure Hannah together tonight; do you want her pussy or her ass?"