I was working late Friday night, and just before I went home my secretary, Margaret, told me to look under my desk for a surprise.
I looked, and what I found shocked me. A grocery bag with two bottles of Nair, red lipstick, matching red nail polish, and a note that read “Call Me, and we’ll see if you’re really a sissy or just a wannabe.”
Oh shit! I remember talking about my sissy side, but had no idea it could come to this! She knew that I had a corset and a buttplug. How far was this going to go?
I took the bag, went home, and called.
I was instructed to completely rid my body of hair, except for the hair on my head, and call back.
With a rock hard erection the instruction was followed, and the call was made. It went as follows:
Ring … Ring … Ring
chris: Hi, it’s me.
Margaret: Oh goodie. Did you follow the instructions?
Margaret: Good. Now, put your corset on, with white stockings.
chris: Right now?
Margaret: Yes. I’ll hold.
I did as told, and got harder by the second. The corset was, as always, difficult to couple.
chris: OK, done.
Margaret: Does my sissy need help tightening it’s corset?
chris: Uh, no, a door knob should work.
Margaret: Do it. Now.
I hooked the center loops around a double door knob and leaned forward, until gravity would take me no further. Then the stockings, coupled to the corset.
chris: OK, it’s tight.
Margaret: Tie it off. Neatly, and pretty!
Margaret: Now, your sissy pink buttplug. Put it in.
Margaret: Would you prefer to start with the blue one?
chris: OK, OK, hang on a second.
I lay on my back, and slowly inserted my buttplug, until … POP, it went in. It felt good in.
chris: OK, it’s in.
Margaret: OK, is my sissy ready to go shopping?
chris: Shopping? For what?
Margaret: Everything sissy. Get on your knees and answer the door.
Just then there was a knock at the door.
She dressed me in jeans, and a T-shirt that read “SISSY” on front and back. She took me out into the world as a sissy. I had my hair cut, eyebrows waxed, nails done long and red, ears pierced, and then we went shopping. I ended up with a school girl’s outfit, with black CFMPs that made me look like a slut.
We went to a mutual friend’s house. She grabbed my balls and forced me to my knees.
Margaret: Ready to be a sissy? Suck this!
Our friend pulled out his cock, and service it i did. Dressed like a slut, on my knees, forced to be a sissy. My dream had finally come true. i was a sissy.