Hot TV sites
TV sites of the week
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| Transgenders Online
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Anal punishment is something pretty much every sissy boy looks forward to and we are here to break it down for you in a way that will give you an instant boner. Most sissy boys are anal virgins when they get into the lifestyle but it doesn't take a trained mistress or master long to pop their rear end cherry and turn them into hardcore anal nymphos. This can be done by making the sissy walk around with a butt plug jammed in between his ass all day long in order to prepare his ass for penetration and pounding. Most sissies are not used to having anything shoved inside their ass holes so prepare for the mixture of pain and pleasure that flashes on their faces the first few times their butts get split wide open. Anal sex requires careful and slow entry but if a sissy is being humiliated by his master or mistress then the backdoor entry can be forceful and swift causing a great deal of pain initially before the pain turns to pleasure as the butt hole gets used to whatever object has been shoved inside it. Any object can be crammed inside a tight ass but the popular object of choice is a dildo.
Dildo's come in all shapes, sizes and colors and usually the bigger the better for most sissy boys. Strap-ons are another favorite and sissies love getting their asses busted wide open by mistresses wearing the fake cocks. The whole act of being dominated as they take an anal pounding is what turns the mistresses on. Another aspect of humiliation comes in the form of ass licking where sissy boys stick their tongues far deep into their mistresses' butt holes and twist and twirl until their mistresses get off. This salad tossing is often rewarded with a fisting or anal dildoing so intense that it makes the sissy boy ejaculate. When it comes to anal play of any kind though, nothing beats the combination of drilling an ass with a long sex toy while jerking off a lucky sissy boy at the same time. Doing this allows the mistress or master to control the sissy boy's ejaculation and nothing is more empowering than a controlled orgasm session. It is torture for the sissy boy and pleasure for the mistress and master. The sissy boys are only allowed to cum after a large round gaping hole has formed where their tight ass holes used to be.
Hot TV sites
TV sites of the week
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| Transgenders Online
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