so........this is part three of my confession. it feels so good to tell all to who ever reads this. I am a crossdresser, a cocksucker and I have told my masseuse that I want to dress for him and let him use me for whatever pleases him. I can tell that he is excited and we make plans for the following Saturday. I shower and shave everything, make sure I am clean inside, and pack my clothes. I pray that this will be one of the greatest nights of my crossdressing life. I get to his place and he shows me where to get dressed and then tells me to come upstairs when I am ready. black panties and bra, black thigh highs. black heels and of course my little black dress. my blonde hair is just long enough to style and red lipstick and I make my way upstairs. he greets me with a glass of wine and I can see he definitely approves. we sip the wine then he gives me a kiss and I start to melt. we sit on the couch and he is kissing my lips and neck and his hand makes it's way between my legs. I can't hide it and I am hard as hell and so is he. he tells me to rub his cock through his pants and while I do he starts to say things like "you want this cock don't you" and "tonight you will feel like the gurl you always wanted to when I fuck you". I should have been worried but I wasn't, I was so excited I just said "yes, I want you to fuck me!" then he stood up and told me to take off his clothes, which I did then he said " suck my cock you little slut". I could tell the change in his tone and I loved it. so I took his magnificent cock in my mouth and started to face fuck him and he made me stop, stand up and told me to take off my panties. I did and he took my hand and led me into a nearby bedroom. he told me to sit on the bed and tell him, no beg him to fuck me. I couldn't say it fast enough "please fuck me". he said " I knew what you wanted the minute I met you and I am going to take your virgin pussy". then he told me to lay face down on the bed and he put a pillow under my hips. I heard a drawer open and then he got on the bed made me spread my legs and got in between them. then something I wasn't expecting, he put a ball-gag in my mouth. I started to get a little afraid and then I felt the warm lube on my man-pussy. I was breathing so hard I thought I was going to pass out then he said "i am going to fuck you like the little whore you always wanted to be". I just lay there anticipating, he spread my legs a little further and then I could feel the tip of his cock against my shaved man-pussy. I was so afraid of the pain but he went very slow and kept asking me if it felt good and all I could do was moan and then it happened........he slipped inside of me and the pain gave way to feeling of a girl getting fucked for the first time. I started pushing my pussy back and then he was all the way in me. his strokes were slow and smooth and then getting faster and faster and he took the ball-gag off and I can't believe how I was moaning. he said he was going to cum and I was in such sexual bliss that I told him I wanted to feel him cum inside of me. it was seconds later that he put his arms around my waist pulled me to him and buried his cock deep inside of me and filled me with his cum. he rolled off of me and I took a shower and left. it was a beautiful start on my journey to becoming a submissive sissy. it gets better!!!

Comments

Anonymous

by Anonymous on Nov 30, 2015 at 12:32 PM

Awww so cute and you discribe it all so well.
How did it feel when he first went in you? Did you enjoy the head of his dick popping in and out of your manpussy or did you like deep long thrusts before Cummings deep inside your manpussy?
What changed for you then? Did you feel like a girl now? How was it pleasing a man this way for you?

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Anonymous

by Anonymous on Dec 11, 2015 at 10:36 AM

I have had toys in me before but nothing ever felt as good as a real man. after he was in me it was long, deep, slow fucking and when he started to cum he went deep and held it there so I could feel him cum in me. what changed is that I know I can please a man and yes, I feel so much more comfortable dressing as a gurl. I love pleasing a man and I want to experience it all except pain (maybe a little) and anything nasty. beyond that I am here to do whatever pleases you.

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