Holland knew that Jimmy would be just where she asked him to be -- sitting in her home office, in one of the upholstered chairs across from her desk. He would be sitting and waiting, just like she asked. Jimmy was a good listener when he wanted something. Especially when that something was submission. That’s when he listened best. Jimmy could follow instructions better than anyone then, and knew exactly what price he would pay if he didn’t.
Holland knew where Jimmy was, but she avoided him anyways. She wandered around downstairs instead, letting her heels click loudly against the kitchen tile. She made as much noise as humanly possible as she flitted about, adding minutes on to Jimmy’s already lengthy wait.
The twins were now with their grandparents, her appointments all done for the day. They had hours -- hours of time, completely uninterrupted. Their afternoon was empty, and thanks to Teddy, Holland knew exactly what she planned to do with it.
After the kitchen, Holland slowly wandered back to the stairs. She made her way up one at a time, making sure to step a little harder than usual. Each step echoed through the house, but Holland made no other attempts to announce herself. She didn’t need to.
The office was right at the end of the hall. Once Holland saw its door, closed and completely unassuming, all of her patience evaporated. Her heart rate increased tenfold, her stomach twisting in on itself. The pleasure hit before Holland ever saw Jimmy, taking a strong hold of her. She could delay no longer. He was there. Right there. Jimmy was worked up and willing and waiting for more, and he was right fucking there. Just the fucking thought of it had her panties soaking wet, her skin flushed.
She needed to see it, to actually see him. Nothing was better than Jimmy, all red faced and lace clad.
Holland opened the office door as casually as she could and stepped inside, turning right away to close the door behind herself. She shut them both off from the rest of the world, the clicking lock loud enough to echo in the otherwise quiet room. She could hear him breathing, feel his presence. His energy alone sent a shiver up her spine.
She cleared her throat, wiping the giddy smile clear off her face before turning around.
Holland started walking over to her desk, fixing her hair behind her shoulders as she did. Her shoes continued to click, the only pair of heels she had left that comfortably fit. Most days were met with sweatpants and sneakers, but Jimmy’s little escapades coincided with Holland’s first genuine attempt at getting put together for the world at large. She wore a button up shirt, a two piece suit perfectly tailored down to her size.
Jimmy had gotten her in to wearing suits.
Funny, she thought. She had gotten him into lace underwear.
Or her lace underwear, at least.
Holland went to sit at her desk, and there was no avoiding Jimmy anymore. There he was, seated, looking entirely vulnerable wearing nothing but her panties. He’d chosen an older pair, ones that were too small even for her. They dug in and rubbed and looked entirely uncomfortable, but Holland could make out the entirety of his cock, could see his pubic hair poking out from every side. That made them perfect.
She pulled her chair in towards her desk, sighed, crossed one leg over the other, and then finally looked into Jimmy’s perfectly pathetic face.
“Hi,” she said, layering the disappointment on thick.
“What happened?” Holland asked, eyeing him over again. “It looks like you got yourself into a little bit of trouble.”
@keepingupwiththeshores















