You can't get a more perfect sissy training then a prostate milking session! You will not regret seeing this when a sissy is constantly leaking cum in your face as a cow! - KimsaTrans - Kimsatrans
I was on a naughty hike and stopped to give myself some prostate massage and spanking because the plug was stimulating my boyhole all the time and that I am in long term chastity does help either. - Seb383