1. Becoming a Sissy Bitch


    Date: 9/7/2015, Categories: Fetish, Hardcore, Shemales, Author: yummycumshot, Rating: 100, Source: xHamster

    needless to say it hurt like hell but once again well worth it. &#034Your almost there Gina, I know this is exhausting but I love the way you are coming along. The next step will hurt as well but it's the most important. Have you ever played with your sissy pussy before? I said yes she told me not to worry it would hurt but I needed it and would learn to love it. &#034Stand up Gina take off your towel and walk over to that chair, I want you to bend over the chair and reach down and hold on to the legs as far down as you can and do not try to clench your ass cheeks, Do you understand ?&#034 Yes Mam, her tone had become stern again. I did as I was told and she came over and showed me a bright pink plug not a very large one but larger than anything I had ever used. She reached for a bottle of what I would soon realize was lube and she began to massage my boy pussy and finger my hole slowly in and out. I moaned ans squirmed and she slapped my ass cheek and said, &#034 You like it don't you sissy girl you love to feel something entering your little pink hole don't you? &#034 Yes Mam I do! very much thank you Mam .. That just came out of me without even a thought. She said ok now step back and put one leg up on the chair and spread your legs, take both hands and spread your cheeks as far as you can. I thought to myself oh god this will hurt. Oddly enough she left the room and came back with a mirror and said,&#034 I want you to see this Gina.&#034 She held the mirror between my ...
    legs beneath me and I could see my pretty pink hole it was so smooth and hairless and pink I loved it. Is it pretty Mam? &#034Gina its very pretty and men are going to like it and use it often I'm sure ! Now get back the way you were, but first I want you to put this plug in your mouth and get it nice and wet and pretend its a fat cock, and she laughed. I sucked on the plug and took it all the way in my mouth, I was so excited. She made me bend over the chair and assume the position again. This time she took some silk scarfs and tied my wrists to the chair and told me not to worry that I needed to get used to feeling helpless. Here I was with a pink butt plug in my mouth red toenails and nicely made up hairless and smooth tied to a chair with my beautiful teacher playing with my pretty pink hole... I was in heaven. Then suddenly I felt a sharp smack on my cheek and I let out a squeal and the plug fell out of my mouth. She picked it up and said, &#034I'm putting this back in your mouth if it falls out again while I discipline you it wont be a good thing for you. You need to know what its like to feel totally helpless and controlled. She began to spank me, taking turns on each cheek at first it was just pain. It soon turned into more I could feel myself getting very excited and feeling very submissive. She spanked me quite a few times my cheeks must have gotten very red. She reached around and took the plug out of my mouth and started to push it into my tight little hole. It felt ...
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