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Chapter 52 by GivenUpOnTrying GivenUpOnTrying

How does it all start?

One Step at a Time

After my doctor recommended lay down for a few minutes, I'm disturbed by a gentle knock on the door. I know that knocks don't really have a personality, but I know there's only one person who would still be meek enough to knock. "Come in, Poppy." I reply through the door, causing it to swing open, displaying the pink-robed silhouette of my sister, but what shocks me is her face, her make-up is completely different to normal, making her look radiant and ethereal, like a goddess walking the Earth.

"Sienna did my make-up for me." Poppy explains bashfully. "Everyone's here, we've all been preparing, some of the things were a bit... Awkward, but I think you'll enjoy them." She continues while blushing. My girlfriend continues into the room, shutting the door behind her and sitting over by my desk, I guess she's too nervous to sit on the bed, but as she looks over at me, her eyes go wide.

I realise what she's staring at, I hadn't even noticed the effects of the medicine taking hold, but my dick was fully erect under by satin robe, it even seemed a little bigger, but that was most likely recency bias. "Oh, Rouge gave me something to, you know, improve my stamina." I explained, suddenly feeling embarrassed. Poppy simply nodded slowly, not taking her eyes off my manhood.

"Er... Anyway, have you got your mask ready? The others should be finished and ready now... And I'm... Getting impatient." She added in a breathy tone, standing and facing the door, as if she hadn't just shut it behind her. Something tells me she had intended to stay a bit longer, but the temptation is mounting.

I can't help but tease her, I stand up and quietly approach her before placing a gentle kiss on her neck. Her entire body shivers as if a draft has blown through, and she almost collapses into me. "No fair." She groans, turning to face me. "It's only a little longer, then you'll be inside me... And then you'll be inside the others too." She continues, almost moaning at the thought.

"I will, and you'll watch?" I ask, thinking back to our discussion from the other day. Poppy nods slowly, almost as if she were drunk. "But what if I didn't want you to just watch? Would you do anything I told you?" My sister seems unsure with where this was going, but continued to nod. "See, I know you're not into girls, but you're mine, and I want to see you with them... So, when I'm done with you, I want you to make each of them orgasm at least once."

Poppy's eyes bulge again. I'm unsure how she'll respond, if she's really not into it then I'll acquiesce, but something tells me that there's a part of her that wants to do it. "The idea is... awful." She begins dishearteningly, but I know where this is going. "But I'm your property, and property doesn't argue, if you wanted me to lick semen off the dirt then I'd do it. I'll do anything you ask, and the more I dislike it... The better."

It's now my turn to go wide-eyed, my innocent little sister really does like to be mistreated. She's like a cuckquean, submissive, and masochist all rolled into one. It's partly terrifying, but mainly hot. "Well, in that case, let's make it fair, not only do you have to make them come, you have to get an orgasm from each of them too." I decide, watching her shudder at the idea, I can't tell if it's revulsion or arousal... Or if those are even separate for her.

We each don our masks and finally exit my room. The walk down the stairs doesn't seem so long usually, but today it feels like miles, with Poppy leading me by the hand. I begin to hear calm music, and the murmuring of multiple people chatting and laughing, even a couple of glasses chattering. Finally, we reach the main room and see the first group of women. Even with the masks and matching robes, it's clear who each of the attendees are from their builds and their hair. Rosie sat chatting with Andi and Echo, each with a drink in hand, I guess that confirms they were on board. On another chair two women were kissing passionately, one was clearly Marie, but the other one was harder to place.

"Oh, the guest of honour's here, and he's attached to Rufus." Echo jokes, looking at my erect cock. The rest of the girls turn to look at me, each clearly noticing my situation, and it's now that I realise who the last woman is. Miss Heart, I guess she was into the idea as well.

"Go on, through to the kitchen, the others have been preparing." Rosie orders, clearly excited for the main event to begin. It feels odd to be so ordered as we march through to the largest room in the house, but the awkwardness dissipates when we're greeting with the low lights, candles, and flowers spread throughout the room. The centre of it all is the table, which has been draped in a thick blanket almost entirely covered in petals, apart from an area roughly the size of a person. It doesn't take me long to realise that's where Poppy will lay down for our first time.

As if on cue, Sienna gathers everyone's attention. "Alright, ladies and singular gentleman, we all know why we're here, but it's important to state the ground rules before we begin. Safe, sane, and consensual!" She declares as we all pay nervous attention. "Now, each of the girls were asked what holes were off limits and... Well, you bunch of kinky bitches unanimously said none. Apart from one exception for Poppy, but we'll get to that." Wait, all of them? As in, none of them are against blowjobs or anal? I guess the atmosphere makes people more willing to do things they normally wouldn't. "Next, if someone says stop, stop, and if someone says keep going, definitely don't stop! We have hygiene wipes available, as well as breath mints, oh, and enough strap-ons that all of us could wear one if we really wanted, but that does seem a bit unnecessary." She added, giving a side-eyed look to Rouge, who was sat near the table.

"Variety's the spice of life, Sienna, each of our toys are special in their own way." Rouge explains, winking towards her wife, who smiled from the corner of the room.

"With that said." Sienna continues, ignoring the flirtation between the two older women. "There is that one exception, Poppy wants her first time to be with Rufus, after which she'll only be watching for the-"

"Actually." Poppy spoke up suddenly, cutting off our cousin. "There's... Been a change of plan. I'll be participating as well... After Rufus and I do it, I'm... Fair game." She explains timidly, but the last few words definitely drift into sultry. I can hear whispering of excitement, and at least a couple of people expressing how they knew she'd change her mind.

Sienna's eyes now hold a new fire as she finishes her introduction. "Wow... Well, in that case, we'd better get that dick in you, so I can have a turn!" She laughs. "Come on, lay over here." Poppy is guided by Sienna to the table and discards her robe, before laying down on the table with her legs hanging off the end. I follow close behind, with everyone's eyes on me, if it weren't for the **** I'd definitely be having performance anxiety right now.

I remove my own robe and move to touch Poppy's pussy, only to find it already drenched. "I don't need a build up." Poppy whines. "Please... Just fuck me."

I'm not going to disagree, and slowly I line up my cock with the entrance to her pussy. I can see Rosie stroking her sister's hair, while Sienna caresses her left breast. No more waiting, no more delays.

No turning back.

How does the first time go?

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