Kakegurui - ToyBox: A Sensual Gamble (LEMON) Midari x Yumeko x Mary

Part 3: Bruised Bottom

Midari POV:

Well that was certainly a performance. I go back to facing Yumeko and we continue playing. She draws an pink diamond anal plug, number 7. She took it in more easily this time. My turn. Finally, I got something. "Finally" I sighed. "Now things are getting exciting.". I hand over the ball numbered 2, and in exchange am approached once again by Shagatake, holding the surprise tool in her left hand. As she approaches, her hand unsheathed a long and thick dildo. It was purple (most of the items are, per my request), and had a small mechanical stand on the base. I knew immediately what it was for. Yumeko doesn't seem to. "Might I ask what the mechanics on the base are used for?" She queries. "This baby? It does all the work for you. As they say, actions speak louder than words, so why don't I just show you?". Shigatake being only a couple feet away from me now, she gestures for me to kneel onto the ground. I comply, understanding why, and ask that when she's done- if she can lower the table for us. Since she was closer to there anyway, she removes the top metal sheet on top of the table, the cups steady on the surface, and sets it down flat on the floor near us. She needs but bend over and place the mechanism on the floor. The base is heavier than expected but she walks away before I get on, knowing that I will without being forced. I grin from ear to ear and cock my hips foreward, and lower my bottom until the tip of the machine penetrates my dripping wet pussy. I quickly sit down, engulfing all of it in my wap, and to my surprise the sudden weight triggered the machine to turn on. Guess we both were. Before I could even think- the machine had already rammed its plastic shaft against my sensitive walls, significantly harder than expected. My inner muscles contracted around it and I bounced up slightly out of reflex. The lightened weight slowed the machine down slightly, but every other beat, it continues to thrust deeply into me, before retracting for a moment, and continuing the rhythm. "Ahhhh~" I let out a heavy breath. It was at this moment that I caught sight of something. Yumeko was still facing me but remained standing, all this means is that I got a full view of her panties from underneath. She wore cute tight white underwear. God I just want to rip it off of her. Maybe she's not the only one who feels that way, since I can also see how wet she is. She's kept pretty quiet for someone with underwear so soaked they're practically useless. She didn't let it show on her face, but her legs would quiver slightly every few moments or so. She was holding in a lot. It makes me all the more horny for her. I want to ram my gun into her tight wet hole and fuck her until she screams my name. For now though, the game. I need to win. I could care less about Mary but I want to hear Yumeko scream. She'll respect me when I've beat her. "Your turn Yumeko" I say. I really need her to play. She pulls #23, and passes it as usual. The pattern repeats itself yada yada. The twist this round is, this time it's an instruction. What I failed to mention earlier was that some specific numbers aren't all just simple masturbatory assistants. Some of them require another woman's touch, if you catch my drift. This one, being included. The instructions with #23 state that the player who DID NOT draw the number, must give the player who did, at least three hickies on their neck and breasts. The item itself was a black heart choker collar, and a chain with a handle attached. My assistant handed me the handle grip, before placing the collar around Yumeko's elegant neck. I tugged on the chain, indicating for her to join me on the ground. She kneeled in front of me, more submissively than she meant to. "You're my bitch now" I almost cackled. I leaned in towards her, my tight grip dragging the dildo hanging out of me along for the ride. I wrapped the chain around my fingers and pulled her body closer to mine. The crook of her neck was extended for a moment, and I didn't miss a beat. I bite down on her neck, hard. She let out an exasperated gasp. I placed one hand of mine around her waist, the other holding down the handle to her chain, settled flat on the floor. Also, not as sexy of a reason but I think I would have fallen down otherwise. My fingers flex behind her, digging into her back and tightening the distance between us. I open my mouth, quickly taking in a breath, before sucking down on her neck very hard. She gasps, louder this time, and it only serves as my encouragement. I break away after another moment, looking down at the bruise starting to form. Knowing I have two more to go, I don't hesitate to continue. I lick a strip up the nape of her neck, causing her to shiver, before suctioning the soft joint directly under her ear lobe. "aAh~" Yumeko squeaks out. I don't even think she's in control of herself anymore. Her head cocks back reflectively under my touch but I yank on her collar until her head whips back to me. I may have given her whiplash, but oh well. I plan on breaking her back like a glowstick. Realizing she's still mostly covered, I continue marking her while slowly unbuttoning her shirt and blazer. I move down to her exposed breasts and travel her with my tongue. Testing out her sensitive parts, and going down one last time. After another minute, I remove my mouth from her chest, still dripping with saliva. Her chest and neck are visibly marked by patches of wet and purple discolouration, but I'm finally satisfied. At least for now.

Yumeko seems to be having a harder time breathing than before. I hadn't realized how red her face was until now. Her hair was now tucked behind both ears, which I had never seen her do before. I think she was... sweating? I wanted to be concerned but my eyes kept drifting down to her gigantic chest. God her tits are perfect. I wanted to just rip all her clothes off then and there but no. Not just yet. We're not done here until a winner is declared.

My turn to draw. Sitting back slightly on my own thighs, trying not to get railed too hard by the dick machine. I reach out and pick the cup closest to me. I lift it up and without bothering to read it, flick the little ball across the room to my master. She picks it up, turns around, and brings the new item around for me. She gestures for me to sit up a bit- and shoves a string of anal beads up my ass. I can't say I've ever felt anything like it before, so it's no less than disturbing, but I'd by lying if I said I disliked it. Taking a deep breath in and an exhale, my hand makes a grand sweeping gesture to the small surface with the cups next to us, hoping yumeko will make a choice. She picks up her cup and sets it down near her, revealing the emptiness underneath. I want to groan. It's much more fun watching her struggle than experiencing it myself. I may love getting railed but bottoming to another person isn't often in my nature. Speaking of her struggling, as a go to select my next cup, I notice her face is only growing more red and more beads of sweat start to form on her head. She tries to sit up at least somewhat formally, but her appearance is too disheveled to be convincing. Her messy top, tucked hair with the front two strands free, fresh bruises, soaked underwear, and black collar and chain, she's not fooling anyone into thinking she's innocent. Her thighs were quaking under her weight, and I think the vibrator was getting to her a little too much. After what feels like eternity in a single moment, I pick up the cup and toss the ball to Shagatake. I happened upon another instructional ball, this time dictating that the person who pulled the ball needed to edge the other person, and go at it for at least a minute- timed. Here we go again...

A/N: Hey guys so, I'm pretty busy with school and work so I haven't had a lot of time to write but I hope this is satisfying for now, and I'll update as soon as possible- probably by the weekend or next week latest. This story and the girls definitely aren't finished yet! Hope you enjoyed and pls don't forget to vote on each story!! Commenting helps a lot too!