1. My CD / Sissy story and 1st meet humiliation


    Date: 10/20/2015, Categories: BDSM, First Time, Shemales, Author: indoblu, Rating: 100, Source: xHamster

    degraded by you, but it is something you build up to, let your sissy know you will take charge when the situation is right, not from when you're getting to know each other! Preparing to be a sissy takes alot of time, they can't just cam for you the moment you order, or come round and suck you off the moment you say, although I'm sure any sissy would love to, most times it's just not feasible! You may think I am picky with guys from those last paragraphs, but I am not. I like hygienic guys with trimmed/smooth cocks is the only thing I look for physically in a man. I am quite a slutty desperate sissy! However, time went by and I couldn't find anyone to meet. I was finding it hard to balance being me in 'boy mode', and my 'girly sissy mode' Holly. I didn't want to work out too much and lose my girly body, but also wanted to live my normal boy life. At one point 2 years ago, I made the mistake of 'purging' - getting rid of all my sissy stuff,. It is a common thing many sissies go through. I was moving out and it would be difficult to hide my lingerie. I also wanted to get on with being a single straight guy, instead of also being Holly. It was a huge mistake, 4 months later I was buying clothes again, and I still miss so many of my old clothes. Purging is a common thing sissies do and you don't really hear about anyone who succeeds. It was clear to me that I didn't want to lose my sissy side, that I loved dressing up, and could never live without getting new lingerie. Though I ...
    never shared that I was Holly with anyone, I was not in any way personally ashamed of my sissy side. I became very comfortable with being both, although I would not be comfortable sharing it with anyone, simply because they wouldn't understand. It took me long enough to make sense of this side of myself, it would be totally alien to someone not exposed to this world in the slightest (which we can assume most are!). I got much deeper into my sissy side. I fantasised so much more about being a sissy, and especially being humiliated for being a sissy. My online chats became alot more filthy, and I think most guys couldn't keep up with how much of a sissy I was! I also got a lot more turned on by not being able to touch myself, and using ribbons as a chastity. My cock was now my sissy clit, either to be tucked in my panties or dangling out of them, useless and limp. My ass was my sissy pussy, and would be my prime way of feeling sensation when pleasuring myself. I got a suitable wig, makeup and many more clothes, my favourite outfit was my purple and black lace set, french panties, bra and garter belt. Worn with hold up stockings, a tight black mini skirt and a black satin cami top. The moment I got that purple and black set I cammed to a group of users on xhamster, they made me feel like a filthy slut, carrying out their commands to pose and touch myself for them. They talked among themselves about how much of a slut I was, and how they'd like to use me and leave me coated in ...
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