1. The story of how i began crossdressing (Part 1-3)


    Date: 6/15/2016, Categories: BDSM, First Time, Mature, Author: CutiePie89, Rating: 100, Source: xHamster

    allowed to let go yet. The oldest one in leather stockings, panties and bra, about 45 years old, told me, that her name was Vera The bit more chubby one with latex gloves told me her name to be Regina. And the head mistresses name was Sophia. She also told me to refer to her always as Mistress Sophia, and to the other two as Lady Regina and Lady Vera. They then let me repeat their names a few times, making me stroke my really sensitive cock while i do that. "I think he got it Sophia" says Lady Vera, Lady Regina mentioning how brave and obedient i was today. Mistress Sophia tells me, that i am allowed to go clean up and dress myself, and meet them tomorrow at the same time again. "Oh, one more thing though little boy… Have a white bra and a pair of panties from your s****r ready too tomorrow…" she said and closed the cam immediately afterwards… Entry #3: The next day i went online and had an offline message from Mistress Sophia, which told me to be ready at a specific time, a white bra and panties ready at my side. Of course, i was sitting there, a bit shivering in anticipation of what is going to happen in a couple of minutes. At 4pm that day, Lady Very asked me via text if i was ready to entertain them again and of course i was more than ready to do so. About 10 minutes after the agreed time they finally sent me a video request, and once the connection was established, i saw Mistress Sophia, Lady Vera and Lady Regina sitting by the same big coffee table as yesterday. All ...
    3 of them in somewhat elegant clothes, accessories covering their necks and wrists. "Still dressed?" was the first thing Mistress Sophia said, "thats not a very obedient slave… get naked immediately!" and of course i obeyed. i undressed out of my normal clothes, just the boxerbriefs left, but even before i could sit down, Mistress Sophia demanded: "don’t forget the pants boy, we dont want to see any clothes left on you. Except the ones we will tell you to wear for us." Lady Vera and Lady Regina giggling in the background, since they were well aware of the face what she was going to let me wear for them… Once completely naked one of the Ladies said “so cute…” while the other one started to smile as well, seeing me completely naked, soft, trying to cover my genital area. "I can’t remember telling you to hide anything little boy…" so i was letting go of my cock, revealing it to the 3 ladies of the other side of the screen. Lady Vera started laughing a little, Regina still smiling, Mistress Sophia looking kind of disappointed by my soft cock. "Didnt we tell you before that your little cock should always be hard for us? You are not very obedient…" she said, i immediately apologizing, asking if i should make it hard for them. "of course slave, don’t ever show it to us soft again, unless we explicitly tell you so" Of course i apologized again and started touching myself in order to get it hard. "What do you think you are doing?", Mistress Sophia asked in a very dominant way again. ...
«1234...6»