One of my favourite things to do is to milk shemales and tgirls either by hand or by using anal vibrators and shockers or by using a device like we see here. I love to watch them struggle in their bonds and their hips moving as they get nearer to cumming. I always leave the device running to take them into their next orgasm and their next. I have also found the use of an OhMiBod very effective for this.
if you're going to milk a sissy and let it cum this is how it should be done. Always restrain the sissy and never let it touch itself. Ruin several of it's orgasms if you want but it's good to let it cum then keep the vibrator running for up to 10 minutes after- to the sissy the 10 minutes will feel like an eternity.
God I love this video and watch it often. I love watching the way her body moves as the orgasm intensified. I would love to have her as my own slave. She is outstanding