Submissive Sissy Male

I’ve been in love and with feminine males. Of my various sexualities it is the one that has given me the most delight (and deepest woe).

The illustrations below are fantasy self-portraits of an artist known as Tasha. Sadly there’s been no new work by Tasha if five years.

The first drawing is my favorite. The images of humiliation interest me much less. In this context I’m pure service top. (See Transvestite Humiliation.)

Pretty-Young-Submissive-Transvestite

Pretty-Young-Submissive-Transvestite-Drawing

Pretty-Young-Submissive-Transvestite-Drawing-1

Pretty-Young-Submissive-Transvestite-Drawing-2

Pretty-Young-Submissive-Transvestite-Drawing-3

Pretty-Young-Submissive-Transvestite-Drawing-5

Pretty-Young-Submissive-Transvestite-Drawing-6

Pretty-Young-Submissive-Transvestite-Drawing-8

Pretty-Young-Submissive-Transvestite-Drawing-9

Pretty-Young-Submissive-Transvestite-Drawing-10

Pretty-Young-Submissive-Transvestite-Drawing-11

Pretty-Young-Submissive-Transvestite-Drawing-12

Pretty-Young-Submissive-Transvestite-Drawing-13

Pretty-Young-Submissive-Transvestite-Drawing-14

Originally posted 2012-05-19 08:42:10.

Every Fantasy You've Ever Had
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Comments

  1. kent says

    My favoritr is the one of the sissy (Tasha?) on the couch with his leg being held up by the man (father?, boyfriend? Customer?) while his mother picks out a pretty, feminine, short, crystal pleated dress for him. It is very similar to one of my favorite fantasies! Thank you for posting it! Thank you!

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