Date Night

“How about just a date then?” you asked, seeing Lucy’s eyes momentarily widen at the suggestion.

You’d just had the conversation with Rebecca earlier about spending some one on one time with her at her place and making sure you did that for all your subjects felt like a good idea. Lucy still looked surprised and hadn’t given you an answer yet so it felt like you should elaborate a bit more just for her benefit.

“It wouldn’t be anything too fancy. I don’t have that much spare cash lying around. But just something the two of us can do without being interrupted by anyone else” you explained, giving her a bit more context.

“And it wouldn’t be sexual?” Lucy asked, knowing you might take it in that direction.

“Ugghh get your mind out of the gutter” you teased, seeing her roll her eyes at you in response.

“But no it wouldn’t be. And it would have to be sometime next week most likely as I’m already finding myself busy. But I’m not saying I’m too busy for you or anything. Just that I’m running out of time to… I’m talking too much. Do you wanna go?” you said starting to ramble, cutting yourself off and asking again before you started to get off topic.

Again, Lucy didn’t respond right away but she wasn’t blankly staring at you this time. Instead, she looked to be actually considering it, occasionally looking into your eyes as if trying to gauge how serious you were being.

“Alright, it’s a date.” Lucy responded, her cheeks flushing as she agreed.

Just the fact that she didn’t make a joke or an insult at you to hide her embarrassment told you that she was also taking this seriously.

And just seeing her act like that made you realise that you wanted to see her like that more often. All of your subjects for that matter. It hadn’t been a grand gesture or anything, just something small that showed that you wanted to spend time with them and it not solely be about something sexual.

It hadn’t exactly been a date but you had spent some time alone with Emma and Grace over the weekend and even had that drunken night with both Mom and Grace too. You had last night with Sarah but that had been more sexual as well, making you think you needed a night for each of them individually if you could find the time to make it work.

“Awesome, you won’t regret it” you replied, a smile on your face now that you had two dates planned for yourself.

“Don’t hype this up too much. Otherwise you might make a girl upset when things go wrong” Lucy added, her lips still in the shape of a grin but her eyes revealed that she was at least partially being serious.

“I’ll try to lower your expectations then… but I still don’t think you’ll regret it” you responded, eager to please her.

Her eyebrows raised as she didn’t expect you to counter her but you were happy to have the opportunity to try and find a way to surprise your sister. It almost felt like a challenge given it was her, and that just made you want to try even more to make sure she would have a good time. Obviously you were gonna try anyway and a petty reason like one-upping her expectations wasn’t your main motivation…

Anyway, with the date now planned and nothing else to do for a short while, you idly chatted with Lucy and the both of you continued to watch TV until it got close to 5 pm. Your hands stayed on her legs for almost the entire time and you knew it would put a big dent in getting her up another level for the KDK. You were also tempted to check Mom’s stats again so you risked checking your phone to see what they were both at.

You pulled your phone out of your pocket and rested it at the side of your leg furthest away from Lucy. You considered yourself luckily as when you unlocked it, the selfie that Rebecca had sent you was blatantly still on your screen as the last thing you had looked at and with only some slight panic, you felt you managed to play off how you tensed up in surprise before quickly getting it off of the screen.

Pulling up the KDK was much less of a surprise knowing your subjects couldn’t see the screen for what it actually was, that setting on your phone being something you now had to change for Emma but also potentially Sarah soon whenever she would view your phone.

Name: Mary Cooper
Role: Subject, Mother
Age: 45
Kink: Submission (level 3 - 29782/30000 seconds)
Distance: 5m

Name: Lucy Cooper
Role: Subject, Sister
Age: 19
Kink: Cum Play(level 3 - 27301/30000 seconds)
Distance 0m

So that left Lucy at under an hour left and Mom was still at just under 4 minutes, both potentially doable tonight if you played your cards right. Nobody else was as close but that didn’t mean you wouldn’t be trying to up their values throughout the night either.

You could have stayed where you were for a little longer and kept Lucy’s counter ticking up but just knowing that Mom was so close and that you had told Emma you were going to show her the result made it too appealing to not attempt sooner.

“Guess I need to start getting prepared. Give me a shout if you need anything” you announced, patting Lucy’s legs as you went to get up.

“What would I need?” she asked, moving her legs out of the way.

“I dunno. But even if I’m hosting everyone I wanted to tell you that I’m available if you need me” you replied, giving her the same opportunity you had given everyone else you had talked to so far.

“...thanks” she said, not quite understanding what she would need that for but accepting it nonetheless.

With that, you left Lucy continuing to watch TV in the living room and headed for the kitchen, still hearing the sounds of someone rushing around and knowing full well who it was going to be.

Popping your head around the doorframe wasn’t necessary to confirm it was Mom but you still did it before walking into the kitchen proper, keeping yourself off to the side and out of the way before you announced yourself.

“Hey Mom” you greeted, waiting until she wasn’t holding or doing anything that could put you/her in danger when she was interrupted.

“Oh!... Sorry didn’t see you there sweetie.” Mom jumped, getting momentarily startled at your presence before going right back to what she was doing, making you glad you had chosen the moment you did.

You gave her a look over and could see that she was already dressed and ready for the night ahead, already wearing what looked to be a flowery sundress that fit her homely theme and the apron she was wearing on top of that made her look like a stereotype of a housewife, the ample cleavage she was showing only adding to the fantasies in your mind.