by Mistress Cassandra of www.straponfemdommes.com
My real life experiences in the BDSM lifestyle and as a pegging femdom has included many pegging sessions with submissive males who love strap on Femdommes.
Some more than others, and some only submitting because I loved it. This kinky practice can be practiced with many variations, and I will explain them all in this essay.
A pegging demonstration is not a necessary class but it certainly helps. A dominant must be confident in her strap on skills so the practice moves smooth and sexy.
A pegging session with a pegging femdom can be clumsy and unsuccessful leaving the slave disappointed and frustrated with his experience. The right lubricant helps, gently probing with sexy dialog works, and preliminary toys, at least for me, is a must.
Best toys for training? A series of anal plugs of course. Small, medium, and large, inserted by the Femdom in charge. Easily screwed in with lube and patience. Each plug used for a week until the largest one is comfortable and snug. An inflatable plug can be used for the entire training in a creative way, adding surprise and strict control.
The psychology behind strap on play varies from slave to slave. Sissy training may or may not include it depending on the sissy. It is enjoyed by lesbian gurls and sissy sluts in need of a real cock. Real men love the submission and surrender to a strap on Femdom. The psychology of a submissive male is quite complicated.
My first experience with pegging was with a sissy in Los Angeles at a play party. She was more of a crossdresser who had switch tendencies. She needed a whole re-ordering of attitude. A crossdresser often can be dominant, and a huge challenge.
This gurl pretty much suggested to me strap on sex using a hammock like swing. After she fastened the harness on me, I used a nine inch dildo with lots of lube circling the outside of her well worn pussy hole. After this initial maneuver, the swing did the work nicely. After this initiation, I have run into difficult and easy pussy holes along the way.
A completely different experience with a submissive slut male proved to be the most satisfying encounter to date. A pain slut, chastity slave, and strap on whore all rolled into one. This slave was hungry for all experience beyond mention. Anything Mistress loved and demanded was accepted in the most humble way. In an orgasm denial period, his cock was in the cage for six months and he was ordered on his knees with his head on the floor.
His only duty was to hold both cheeks open for an aggressive ass fucking. This provided my leather gloved hands to enjoy a hard paddling with an English Tawse and a studded leather paddle. He was an absolute delight.
On top, on knees from behind, tied to a bed spread eagle in both directions, standing up, on a chair, I became a Mistress of strap on never thinking twice on how the fucking will go. It was like the strap on became part of my anatomy. I became a strap on Femdom, and an expert.
The grinding of the dildo on my clit, the power it gave, and the pleasure received. Making a strap on phone session come to life is a skillful talent. It always helps when a phone slave has plenty of toys in his tool kit.
Before sessions it helps to let your strapon Femdom Goddess know what you have in that play bag for an ultimate experience. You would be surprised what she could use in your session with pervertable toys from your kitchen too.
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