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The afternoon of Saturday, 16th – 6 days before the anniversary
Breath in.
Amber was in the zone again.
Breath out.
She was engulfed in a force-field of pleasure.
Breath in.
The ground was soft. She clutched it with her hands. It balled up in her palms like silk.
Breath out.
Nothing had ever felt this good.
Breath in.
SLAP. SLAP.
Two sharp slaps broke Amber's trance.
Breath out.
She looked left and right to take in her surroundings but the light was too bright. All she could tell was that she was keeling on a bed.
Breath in.
This time she observed the smell – it smelled like her Bill.
Breath out.
Then she felt the pressure inside her – a warm presence stretching in her pussy.
Jack's cock, she thought, knowing the feeling well at this point. I was coming down from an orgasm from Jack's cock. Fuck that one was strong.
She opened her eyes.
It was her and Bill's room, and she was on the bed. Memories flooded back to her: running out Jack's door and across her back garden in lingerie to break into her own house. Sucking and fucking Jack on her husband's armchair. Getting eaten out on her dinning table. Moving upstairs to have sex in her bed like the night of the Superbowl.
It was at that point that she looked back over her shoulder and confirmed what the feeling in her pussy had suggested – Jack was towering above her. He held up a piece of metal in his hand and displayed a shit-eating grin on his face.
"Time to level up, Amber," said Jack. "What day is tomorrow?"
SLAP. SLAP.
"Ssssssss! Tomorrow is when you fuck my asssss…" Amber hissed at the sharp sting she felt when Jack smacked her ass.
"That's right," he replied and began to stroke Amber's smooth skin with his rough palm. He tossed the metal plug in front of Amber's face. Her gaze found it and she knew exactly what it meant. Amber looked at her distorted reflection in the shiny surface of the butt plug.
A figure in blue looked back at her: blue eyes, blue earrings and blue lingerie.
"Has your husband ever asked to try anal sex?" Jack asked, genuine curiosity in his voice.
"Yes," replied Amber, still fixated on the plug in front of her face.
How is that going to even fit?
"And have you been curious to try it with him?"
"No, not really," she replied absently but honestly.
I fucking hope he takes his time.
"But you want to do it with me?"
"Yes."
God. That plug is probably narrower than his cock.
"Why do you want to do it with me?"
"I don't know…" Amber replied
Actually, I think I do…
She was drawn out of her own line of thought to ponder the question. "I guess… I guess I just really love to do things with my daddy that I deny from my husband."
Fuck… I hope Jack buys that.
"Is that all?" Jack asked.
"Yes…" she answered.
No…
SLAP. SLAP.
"Is that all?" Jack insisted after slapping Amber's ass.
"And…"
And what…
SLAP. SLAP.
"And?" Jack insisted.
"And…" Amber continued sheepishly, "all your probing of my ass over the past few months has made me curious…"
Where did that come from? Is that true?
SLAP. SLAP.
"And?" Jack insisted again.
"And the butt plugs made my orgasms over the past few days even more intense…"
Fuck, that sounds about right…
"Good, Amber. You should be honest with yourself… and me," he praised. Then his tone changed to ask dangerously, "who are you?"
"I'm a sluuuut," Amber whispered as her hand moved instinctively to play with her clit.
"Why are you here?"
"I'm here to submiiiit," she sighed, longing at the thought of finally getting to share everything with Bill.
"What do you do?"
"I wooooorship cock," she groaned, thinking about how this final taboo would be broken.
Jack grabbed the plug that sat in front of Amber's face and adjusted it for a moment before pushing it against her asshole. He was rough and started quickly. Jamming it in hard and fast before Amber had a moment to prepare.
"Fuck, ahhhhhh!" she shrieked.
Amber knew there was no slowing Jack down so instead she concentrated on playing with her clit as fast as possible while trying to relax her asshole.
"Let's talk about last night," Jack continued. "Did you enjoy the treatment you got from your gym bu- our guest?"
Amber was too zoned out trying to concentrate on the enormous pressure to notice the slip in Jack's question. Her focus was singularly directed on dilating her asshole as much as possible.
"Well, Amber?"
Still no response. She felt so close. Less than half an inch and she knew it would glide in the rest of the way.
SLAP.
Jack let a forceful smack hit Amber's ass as hard as he could muster.
"AhhhhhhEEEEEE!" shrieked Amber before contracting her asshole to push the plug out and undo all her progress.
"Ughhhhh, Jack, fuck! I was so close!"
Jack merely laughed at Amber's disappointment. "I'm not sorry, slut. You have to answer my questions!" He then placed the plug against Amber's asshole again, and began to push while repeating, "did you enjoy our guest playing with your ass last night."
"Ughhhhaaaaaaa," Amber groaned at the renewed pressure before answering. "Yes, daddy. She was so gentle, it felt so good!"
"Did you like her being gentle with you, Amber?" Jack said his tone softening.
"Yessssss, it felt so erotic when she moved so slowly."
"Would you like me to be gentle too?"
"Ughhhhh…"
"I asked," Jack said while roughly forcing the plug against Amber's unwilling ass, "would you like me to be more gentle?"
"Daddy, please! I'll do what you want!" Amber replied, not understanding the game Jack was trying to play.
"No tricks here, Amber," Jack replied, his tone almost soothing. "Would you like me to be more gentle?"
"Fuck! Yes, please, Daddy!" she pleaded, trying to concentrate on relaxing her asshole.
Jack eased up the pressure and let the plug fall on to the bed. He squirted some oil on Amber's asshole and some more on her cheeks before starting to caress the smooth skin of her ass.
"Just relaaaaaax, Amber," he whispered.
Amber felt so disoriented by the change of pace that she simply obeyed. Her eyes close and she stopped focusing on her ass. She just enjoyed the sensation of Jack's hands rubbing her body.
His hands were big and provided much more force than their guest's did the previous night. The other difference being how rough the skin on Jack's hands was in comparison to their guest's – Amber didn't mind. The oil made the whole experience pleasant. She enjoyed the sensation of Jack's massage for a few moments before he began to scratch her back with his nails.
"Ahhhhhh," let out Amber in one long sigh. The pain felt good. It was the perfect level of pressure to not leave a mark.
"Well, slut," Jack finally broke the silence. "Now that you know I can be gentle, I'm going to ask you a question."
Amber remained in the same position, enjoying Jack's caring attention on her back and ass.
"The biggest plug is going in your ass this afternoon. No negotiation. You need to prepare for our special event tomorrow and the metal plug will get you there. The question is: how do you want me to put it in? Roughly and quickly, or gently and slowly?"
Amber tensed slightly while considering the question. Did she even have to think?
"I'm not sure…" she replied hesitantly.
Obviously gently and slowly…
"How can you not be sure?" Jack asked. "It's simple. Which would you prefer?"
"Mmmmmm… I would prefer gently and slowly," answered Amber hesitantly before adding quickly, "but I'll do it whatever way my daddy wants."
What's the catch?
"Okay, slut. I can do that for you. BUT. You have to do something for me."
"What is it daddy?"
Here we go…
Though Amber could not see the smile on Jack's face, she could hear it in his voice when he replied, "after this, we'll go next door to your husbands office."
"Ohhhh fuck…" gasped Amber involuntarily at the realization.
"I take it you haven't done anything in there?"
"Fuck… no… we haven't…"
"That's Bill's private place, isn't it?"
"Yes."
"We're going to do something very special in there…" Jack trailed off.
"But were not doing anal till tomorrow?" said Amber, confused and panicked.
"I know that slut," Jack cut sharply. "We're not even going to have sex in there. But we will film something Bill won't have seen. I want you to put on your best show. Got it?"
Fuck, what are we going to do? Thought Amber. That's Bill's retreat, he's alone in there so often. Would it be a step too far to fuck Jack in that room? But Jack said we wouldn't have sex… Fuck, what am I committing to?
These thoughts battled in Amber's mind for a moment.
Can I even take the plug if Jack isn't gentle? If he's rough it will at least be quick. Jesus, I've been so on the edge all day- all WEEK. I could really use a gentle-Jack right now.
"Well, slut," interrupted Jack, his tone venomous. "Are you going to be good? Are you going to obey your daddy when we go next door to your idiot husband's man-cave?"
Amber knew what her answer had to be.
"Yes, daddy."
"Goooooood, sluuuuut!" cheered Jack. "Pick up the plug and have a look at it. I've given it a special handle."
Amber palmed around on the bed to find where Jack had dropped the plug. Eventually, her hand made contact with metal. She felt the smoothness of the plug but noticed something extra on the end.
"Feel what I wrapped around it, slut?"
She quickly brought the plug up to her face to get a better look. A silver and diamond necklace.
"Is that- FUCK!" Amber cried out in realization. "Is that Bill's necklace?!?"
"Right on the first go…"
The necklace had been wrapped around the end of the plug, like an obscene handle.
Bill's present. Amber thought. He gave that to me to say 'thank you' for everything I've done with Jack. Oh my god! This is so cruel, I might as well stamp on his heart. But FUCK, he's going to lap it up…
Jack grabbed the plug from Amber's hands and pressed the head against her asshole.
"Ready to try again, slut?" he asked.
Amber groaned, "yes, daddy."
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