Callie's Journey

Halloween was always hard for me, I never was allowed to wear a "boys" outfit. Always a girls... It was especially bad when my step-mummy forced me to trick or treat with my older sisters, who were always dressed as powerful or scary monsters where as I was always a girly little sissy. This year I was dressed as a pathetic little Sissy Cat, my bullies from highschool saw and made sure to remind the only pussy I was ever getting near was my own reflection, seeing myself as I got pounded by a real man. I regularly cried, especially in front of my bullies, bursting out in tears as they all jeered and laughed at me. I was a pussy in more ways than one.

Heeey ~  I have a tumblr page, it's not hugely active but I might post there as well sometimes. Tumblr

  "W-why do I need to wear these?" I meekly whined to my girlfriend. "Because you failed. Again. I can't keep doing this with you, you never stay hard during sex and that's if you even get hard, you cry every time it happens, you're weak. That's why, now be a big girl and stop sobbing like a little girl, you'll wear these until you can start acting like the man you say you are and not the little girl we all know you always were princess ~" I started crying, I couldn't help it I was just so emotional. She laughed at me as I sobbed, my clitty barely making a tent or bulge in the pretty pink panties I was given. It wasn't fair!

 Being a pansy is all im good for, I need the humiliation and seek my defeat, submitting to my sissy self and my gay little future serving real men. Outing myself as gay to past girls I dated and craving male attention online. Is this what my life is going to be like forever?

 

 I stood there shaking and anxious. I had sent the picture to the wrong contact! No! No please…god why did I have to send it to her…not my ex-girlfriend! I could feel tears of shame welling at my eyes, I looked down scared, my painted toes standing out from my girly sandals, my feminine outfit didn’t help. I got dressed up and was just supposed to send this to a daddy I was talking to, someone who convinced me to add to my phone contacts and I stupidly sent it to my ex accidentally without checking the name. I screwed up and started to almost cry before my sissy fantasies and thoughts caught up with me.  You see, after we broke up (well she dumped me for failing to stay hard during sex and wanting to feminize myself) I promised her and myself I would stop being such a silly little pansy and be a man. Hoping she would get back together with me if I did that, little did I know she had already gotten with a real man soon after dumping me.  But I failed. I couldn’t last a sin...