A push in the right direction

“I dare you and Mary to grope each other for the next 5 minutes… The game can carry on while you do it though” Rebecca suggested, setting the stage for the next session of the game.

It wasn’t too far off what was happening before but it was certainly the most active you had been so far and that was all the excuse you needed.

Mom looked wide eyed but didn’t object to the dare either, mostly just looking grateful that Rebecca had added that the game could continue so the focus wouldn’t solely be on her.

You got up from your spot on the floor now that Emma wasn’t on your lap and quickly spun the bottle before sitting down between Mom and Rebecca on the sofa. You gestured for Mom closer to you and she did so without any objection, letting you wrap an arm around her and pull her in. It was close enough that she covered some of your body, letting you place both hands around her waist, but it also left room for her to reach down towards your lower body without having to bend her arm awkwardly.

It also let you see the bottle as it stopped and pointed towards Sarah.

You let Sarah think for a moment while she figured out which option she would choose, and instead, placed a cushion in front of Mom’s crotch while you put your hands under her dress from behind, letting it ride up while keeping the secret about her missing underwear unexposed.

It also had the unintended benefit of covering one of Mom’s arms. You hadn’t thought that would be enough for her to act but Mom moved her hand out of sight to rest on your upper thigh, just barely hidden from view.

“Truth” Sarah replied, giving you the opportunity to ask a question you wouldn’t have to answer.

You wanted enough time to keep everyone distracted away from you and Mom, although you knew people were going to keep giving you looks regardless. Just enough that hopefully Mom would be a bit riskier with every effect you had thrown at her so far. Including some of the wine.

“Truth… Well I already know that everyone has gotten off thinking about me so… What fantasy were you thinking about when you last orgasmed? Or what porn were you watching?” you asked, getting a few wide eyed looks briefly as you asked an open ended question.

Putting it on Sarah to go first left you feeling slightly mean in your choice but you said to yourself that you would make it up to her later.

Meanwhile you made a move to fulfil your dare, one of your hands going up to grope Mom’s breast under her dress. It was certainly not out of eyeline as you saw a few small smiles on people’s faces as they tried not to stare, but they did miss the fact that your other hand went down to stroke her inner thigh, hearing Mom’s breath catch in her throat.

Her own hand clamped down on your leg in anticipation but her grip loosened even as you felt her heart race in your contact with her.

Just having your hands on Mom in front of everyone gave you a sense of power that made you want to play with her more, your hand on her breast moving to tease her nipple under your palm and you even risked dipping your other hand between her legs, your palm resting on her mound while your fingers lingered just a hairs breadth away from her pussy.

“I…I was thinking about just walking around the house and Ma… someone coming up behind me to use me. They didn’t ask. They just bent me over the nearest piece of furniture and then… uhhh yeah that’s what I thought about” Sarah explained, failing to hide that she thought about you before cutting her description short when she got to in-detail.

The fantasy also sounded great to you and now your thoughts lingered on how you could make sure that everyone’s story could be acted out at some point in the future.

The description even seemed to get to Mom as her hand went for the waistband of your jeans, her fingers stopping just as she wrapped them around your cock, just resting them there now that the story had ended.

Rebecca also seemed to clear her throat to prepare herself but that focused the attention onto her, not meaning to announce herself but doing so anyway.

“I was thinking about Max tying me up again…” she said with a pause, more so from the ‘again’ part rather than saying your name from what you could tell.

“He’d have me in my office where anyone could walk in. Someone might knock on the door or I’d see shadows going by but I wouldn’t care. I’d be on my knees looking up as he stood above me, making me open my mouth before… I’ll uhh cut it off there” Rebecca relayed, losing herself in the moment before the reality of the room in front of her brought her out of her fantasy.

Two of your fingers curled between Mom’s legs to start fully playing with her, having her respond in kind as her hand on your cock began to lightly squeeze up and down.

You turned to Rebecca and gestured for her to come in closer, leaning in for a kiss as if to reward her for the story.

Your hands were preoccupied but with her No pain no gain effect active, you did the only thing you could and lightly bit her lip, hearing the quietest of moans from the back of her throat.

You would have continued if not for who you knew would be next to answer your question, pulling away from your blushing teacher to put your attention back towards Mom.

“I…I was thinking about someone walking in on me and punishing me for being bad.” Mom said between laboured breaths.

The room seemed to hold its breath in response, waiting for her to continue but that seemed to be all the details she wanted to give.

You found it almost endearing that she was the one with the purist thoughts, as if it was the act of masturbating itself that was what she considered wrong and something to be punished for. Hopefully that was a trait you could get rid of but having her also enjoy the punishment she would get in response was also an improvement.

Grace was next up and she had been the only one earlier to not reveal if she had ever thought about you while getting off, her being the one to ask the question previously. Still though, you knew she would revel in the attention and even while everyone was looking at her, she didn’t realise that the way she had been playing with her bra strap had now left one of her tits exposed.

She had fully pulled the strap down to rest on her upper arm and while her bra wasn’t completely undone, the cup had fallen forward enough for everyone to see what should have been hidden underneath.

Nobody commented though. Leaving her to have even more attention on her as she started her story.