Chapter 9 #2
“Yes,” I breathe. And watch as he lines up the dildo to my entrance, pushing slowly, he slides it in incrementally allowing my body to expand around it and accept it.
After only a few seconds he pushes the dildo all the way to the hilt.
“Excellent, this is the baby one Roxy, you take it nice and easy. Here let me reward my good girl.” Henry stands up and pours the champagne into my mouth.
I take a small mouthful, I love how it makes me feel, the alcohol now coursing through my veins, making me hornier by the minute.
The next plug he takes from the tray is almost double the first but still smaller than my husband’s cock, so I know I can take it.
He adds more lube to the toy, gently fingers my fluttering hole, and then pushes this one back in.
The base is a bit larger than the first and I can feel the stretch even after the widest bulb is fully seated.
I assume he will remove this one like he did the first but he simply reaches over to grab the next dildo.
I’ve never had toys fill both holes at once and I find myself rather eager to experience it.
“Rub that clit for me Roxy,” he reminds me as I’d paused in contemplation of this new sensation.
I rub harder and can almost feel my pussy opening to him as he slides the next dildo in.
The combination of pressure from front and back is intense, and as he moves the dildo in and out a few times I am acutely aware of how thin the membrane is between the two.
“Be a good girl and hold this in for me, won’t you?
” he requests and I’m a bit flummoxed for a moment before I realize he wants me to hold the dildo in while he increases the butt plug.
It takes me a moment to respond but I silently reach my hand down to hold the base of the silicone dildo while his hand moves to the plug.
The plug feels so much wider as he pulls it out achingly slowly and I struggle to maintain my grip on the dildo.
“Such a pretty hole you have here, Roxy. I can see it fluttering now, empty… Don’t worry, we’re nowhere close to done yet,” he coos, his voice somehow simultaneously soothing and threatening.
I wonder if he’s going to make me wait while he enjoys the view but only moments later I feel yet another plug touching my hole, this one I didn’t get to see but I can already tell is almost double the size of the first, certainly at least as large as James now.
I subconsciously tense my body and clench my back hole.
Not knowing the size that is about to enter me is thrilling but also daunting.
Henry responds by pausing his initial pressure at my back hole and looking up at me.
I look back giving him a shy nervous smile.
“Let go of the dildo, I’ve got that, rub your clit as we stretch your arsehole open some more. Can you do that for me, Roxy?”
I bite my lower lip and nod my agreement.
I want to do that for him. I let go of the dildo I’ve been holding in place and resume a slow and steady rub over my clit.
It works to relax my tensing and allows Henry to press the large plug further and further inside of me.
This bulb feels huge, I’m not even sure my body will allow it to enter me but Henry maintains the pressure he’s been applying and I feel my tight ring stretch and then release as the bulb is suctioned inside of me.
I let out a breath I hadn’t realised I had been holding.
The fullness is a pleasure I hadn’t been expecting.
It’s like nothing else I have felt before.
The depravity of watching this man pushing large plugs and dildos into me, his look of intent, the ways his face lights up when my body takes a dildo bigger than the one before or a plug twice the size of the previous one.
Henry looks up at me watching him. I wonder if he feels my eyes on him.
I wonder if it bothers him. But his eyes tell me he’s enjoying both me watching him and me knowing what he’s doing to my body.
I’m not sure if I should be unnerved or turned on.
My brain signals to be unnerved but my body releases a hot trickle of liquid as he keeps our eye contact.
Henry’s lip curls up, “You stretch so beautifully. Here, let me get you your champagne.”
My eyes follow Henry as he picks up my glass and dribbles more champagne into my open waiting mouth. I’m enjoying Henry’s rewards. I’ve not had even half the second glass of champagne but I am enjoying every drip he’s offering me.
“I’m looking forward to watching you release these two now, Roxy. Are you going to lay back and relax for me, let me do all the work?”
“Yes,” I breathe and he smiles back, appreciatively, enjoying my obedience.
Slowly I watch as Henry twists the dildo and with the combination of how watching him makes me feel and all the lubrication my body has been creating, the dildo slides out of me in a rush.
“Look at you,” Henry appraises. “The more I give you, the wetter you become. Your body is gagging for me to give you more.”
I flush at his appraisal. I do want him to give me more, I am enjoying the way he’s using my body.
I can feel the liquid heat trickle down to my arsehole that is currently being held full with the large plug.
“Let's pull this one out and see you gape. Hold your cheeks open for me.”
I reach my hands down between my feet and body and pull the cheeks apart even more.
Henry begins to pull at the plug and I try my best to relax as the large girth stretches me wide once again as it tries to be released from behind my ring of muscle.
Ever so slowly I feel the bulbs building pressure release and the widest girth pops out.
God, the pleasure on Henry’s face as he watches my back hole open so wide for him… I know he’s getting what he’s paying for. I wish I could see what my hole might look like. “Magnificent my darling Roxy, you are coming along nicely.”
I glow at his words. This big, scary beast of a man knows how to make me feel good inside and out. I don’t know what he does outside of our encounter but he has perfected the art of getting what he wants by reinforcing good behaviours with words of affirmation.
Then shit starts to get real. I look over and notice he’s used every toy on his trolley so I let out a sigh of relief, assuming we were finished.
But instead he walks over to a drawer and pulls out two objects: the biggest dildo and butt plug I’ve ever seen.
The dildo might be the size of my forearm and is bright green silicone.
There’s no way that’s going to fit. The butt plug looks to be almost twice the size of the last one that was just pulled out of me, and it no longer has the iconic butt plug shape as the base is only slightly thinner than the bulb.
My eyes bulge and Henry doesn’t miss the look on my face.
“No fear Miss Roxy, you are going to enjoy these two my girl, every last inch of them. This time I would like you to kneel on all fours. Can you flip over for me? That’s it, good girl.” His words send a tingle straight to my core.
I glance over my shoulder to see him rubbing lube on the large plug before he lines it up to my back hole. “Rub that pretty clit of yours Roxy, think of the delicious full feeling you’re going to have.”
“Is this the biggest one?” I ask warily and he nods. I reposition myself so I’m resting on my elbow and my right hand can reach my clit, my arse thrust high in the air.
“Yes Roxy, this is the last one that is going up your arse tonight. Deep breaths, here we go.”
With my butt in the air, I rest my head on the pillow, reach my arm under myself and rub at my clit.
How I’d managed to hold onto my building orgasm all night I didn’t know.
I was trying to relax but this butt plug was massive.
I start to whimper as he pushes the tip past my still tight ring of muscle.
“There’s my good girl, you’re taking it, you’re going to take it all.”
I focus on rubbing circles on my clit, taking deep breaths and let the champagne do its magic.
Deeper he pushes into my arse and I keep taking it.
The stretch burns and the girth around the bulb feels like a ring of fire as it moves inside of me but my body allows it passage.
I’m honestly a bit surprised how easily I have managed to take it—the previous ones must have loosened me up to get to this point. “There we go, nice and full Roxy.”
The base on the plug is so wide there is no relief when I reach it, no chance for my poor arsehole to tighten around it.
So when he releases it the plug begins to move out on its own.
I flush with embarrassment at the feeling but he seems to have expected it as he immediately pushes it back in then maintains pressure against it.
Holding the plug deep in my arse with his forearm, he picks up the giant green dildo, rubs lube all over it and edges it slowly into my pussy.
I don’t think I could take this size on its own, let alone with what’s already in my arsehole.
I already feel so full. Twisting the dildo gently, Henry continues to push.
Further and further, my breathing becomes rapid along with my fingers thrumming back and forth over my clit.
There is not enough room for the two of them yet my body is opening wide enough to accommodate them together. How is this possible?
My orgasm is building with the fullness I’ve never felt before. I am being stretched to my ultimate capacity when the green dildo hits my cervix.
“The most beautiful sight I’ve ever laid eyes on. You are perfect Roxy, your hungry holes taking everything I have pushed into you. I love how much you have been able to take. I’m going to love even more watching them come out of you and gape for me. But first your mouth needs to suck my cock.”