Sissies Training Part 2

Over and over I went through this until it was nearly empty, but the rest just would not come out and I couldn't reach my hand all the way down to get the rest out. I was forced to take the thin four inch dildo and use it to scoop the rest of the cum out of the glass and then suck the cum off of it. My Master was very pleased when he watched this and laughed hard while it happened.

That task complete, I moved on to the seven inch dildo that I would have to deepthroat. I struggled mightily with the six inch dildo, repeatedly gagging and having to remove it to stop myself from throwing up as my gag reflex was invoked. I decided it might be easier if it was wet first, so I licked up and down the shaft, coating it with saliva. Again I heard my Master chuckle as he watched this, but my dignity was lost long ago, probably after taking my third or fouth load of cum from the ejaculating dildo. This theory worked pretty well, but it was still difficult to accomplish. I finally was able to force the massive cock down my throat and hold it there for the required ten count, but not even a millisecond longer.

Gasping for breath, I picked up the monster eight inch dildo and just couldn't possibly imagine how I would fit it inside me. It just didn't seem possible - the sheer thickness looked like it would split me in two. I had to do this to get my jeans back as well as to complete all of the tasks and to remove this collar, so I took it over to the chair. Suctioning it to the chair, the weight of it made it tilt off to the side, so I had to steady it with one hand and guide it into my now gaping pussy. I groaned as the head forced its way inside, feeling it fill me up and as the pain started to settle in. Slowly I worked my way down on it, a tiny bit further with each bounce, until I finally felt the fake set of balls resting against my ass. I sat there for a moment as I gathered myself, then slowly worked my way back up. It took me another fifteen minutes until I was able to go all the way down and all the way back up, then I slowly started to bounce as my Master started his timer. Those five minutes felt like a lifetime, but once they were up, my Master stood and threw me my jeans and the key for the collar.