The Fleshlight is mounted to the glass surface of the desk, in an improvised hold with tape, and I am watching the pink length of my sub’s cock slide into the clear barrel of it. Making my submissive fuck a fleshlight is a mutual fantasy realized from one of my Friday Femdom Fiction stories.
He’s standing to angle a bit up as the height of his desk is ergonomic for typing, not sex. This only adds an extra frisson of sexy for me as to fuck the fleshlight means a struggle.
I am doing this to make him practice fucking for me. Some of this is to make do in the pandemic enforced distance, but I would also do it with him aa well. Today was no frills #SundayWorship, our weekly webcam date, anticipated all week around jobs and volunteering and other adult concerns. The only prop on my side was an old timey pocket watch necklace that sways in my hand while I repeat commands for him to follow.
That gets him in an already autonomous drone head state, although he was smiling ear to ear when I called him.
As a toy, Fleshlight really goes out of it’s way to market itself with women holding the product. Maybe to make it less lonely or fight the current stigma, a real difference between the vibrators and dildoes for women which make no pretense of being for private masturbation first. It really feels like femdom porn is the only place I have found where I see fleshlights deployed as a couple thing, which is a crying shame.
Because of this stigma, there is an aspect of possible humiliation in what I am doing to him, but it doesn’t feel like I am degrading him. I think it’s fucking hot, all the voyeuristic glee of watching the line of his body undulate to thrust. He’s learning to fuck for me.
It’s so much harder for himthan edging with his hand because the sensations are all new, different, less in his control and he is focusing on a rhythm and also on me and my voice and reactions. Which is a good metaphor for sex: overwhelming and intimate.
That’s the purpose of this operation, other than pure gratification: training him to fuck before we do it for real, so he learns other sensations than the buzz of a vibrators or the excessive firmness of his hand. It isn’t because I think our first time will be crap. I actually want that awkward moment of him learning the intimacy of being inside me and having little idea of what the hell he is doing.
But I also want him to have a degree of readiness, because my objectification isn’t humiliation, it’s programming a prized possession.
The tape creaks and the desk bumps, the lube making a wet sucking sound. I see him get the hang of judging depth quickly, only one mis-thrust that throws him off, and he’s back at it. A good boy. I tell him that, calling him my fucking machine.
After I get him to pump away for a while from standing, I decide to make him change positions and hold the fleshlight so he is first half, than ¾ in and then keep it steady, thrusting up while I watch on camera.
Every time I instruct him to go deeper for me and hilt for me he gives a yelping kind of whimper and we have to take a break, a fact that owes at least a little to his up and down seated thrusts pushing a buttplug I had him fit himself with in and out as he presses back against the chair. I think the other part is the mental connection of being commanded to please me that way is just all too much.
Whike this happens, I am pressing and rubbing my clit in its hood, slick enough my panties are soaked through, black cotton with lace edges. I always dress up for these webcam dates, all stockings with bows and garters, seeing myself as well as him.
Each whimper and abrupt stop after a few strokes is like a mini, pop off orgasm in my chest, something between romantic butterflies and lust.
I look amazing, with my loose dark wavy hair, pale as milk skin and dark eyes. I did my eyes with light wings, and my lips on an almost black purple I know he finds visually compelling. It’s nice to feel powerful from something so simple and natural to my personal style.
He’s naked, but for a collar. He started on pyjamas, which had such a sweet weekend vibe I left him dressed for longer than I usually do. I crave that mix of kinky, raw filth and mundane normal.
Fleshlight had to send the wrong sleeve to make it on time for my birthday last month, but they did manage the clear model I wanted, so this too is letting me see the engulfed outline when he pushes his cock into the toy all the way. I like to imagine what it feels like, with the slick of lube and the soft tightness.
Unlike my cunt, the suction really kicks on the more he fucks it for me. It’s not a perfect pussy replacement, it’s a pussy compliment, a facsimile that puts me to mind of making a stud breed for you.
Some day in the absurdity of double income, no kids, I want a dream dungeon set up so I can auto milk him that way, but for now this is endless edging, over and over, struggling to please.
In all, a good purchase in our collection, and a favourite to use on him. Maybe I will upgrade later to the featureless, no fake orifice sleeve later, but for now, he will fuck this one to please me.