Milking machine

You hear him shuffling all around the bed as you wait with nervous anticipation, naked and blindfolded while on all fours on your crossdressed best friends bed. The first sensation you feel is him putting something on your wrists. He reassures you “this is just to keep you where you are, it can get kinda intense and I don’t want you squirming.” You nod, letting him add more straps to your other wrist, ankles, and knees, all while he gently fondles and strokes your exposed skin. By the time he is done, you can’t move your ankles or legs even a millimeter from where they are, and your knees are now spread about twice as wide as your hips.

He puts something else on your head and around your chest ‘for the aesthetic’, before finally moving the toy in place. He lubes your rock hard cock, the sudden touch and coolness sending a chill up your spine. “Mmm already hard for me? Let’s hope you stay that way...” he giggles before sliding smoothing up your shaft. You feel a mechanical stocking and sucking sensation, as good as any handjob you’ve ever had, and realize this must be some form of milking machine. He now takes your blindfold off, and you see in a mirror next to his bed you’ve been dressed as a Femboy cow, with black and white spotted bra and cow horn and ears, all while a milking machine attempts to fill a small glass bottle. The sensation and bizarreness of the situation is too much, and soon you cum, the machine sucking every last drop thoroughly from you and into the glass. Even with all your cum, it’s barely filled.

“Good job my little sissy cow!” Nathan mocks. “But see, to properly use this toy, you need to fill it fully up. Looks like we may be here a while...” he chuckles cruelly, going to his pink gamer chair to watch from afar as the machine refuses to let up on your sensitive post climax cock.