Unbeknownst to me, she had already applied my favorite lube to her tight ass, she knew all along what she was planning on doing.

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Sissy Anal JOI for Beginners - Femboy Helps you in your Anal first Time 3 years ago 12:55 BeMyHole sissys first time He noticed what I had on tv and said he could stay a while. I said that I didn't know him. He said that I would get to know him if I wanted him to keep my little secret. I saw I didn't have much choice. He asked if I could get him a drink. I didn't have much alcoholic but, offered him a wine cooler. I gave it to him and started to sit down across from him but, he patted the couch next to him and he said sit right here. I didn't have much choice so I did. He put his arm around me and said play the movie you were watching. We had arranged this meeting for weeks with my bull, he understands all things sissy and he had seen Stacey come on leaps and bounds since we had first met. He was excited too and he told me he was going to treat her just how all sluts deserved to be treated. My first-ever time as a sissy was so liberating 11 months ago 15:09 ShemaleMovie mexican, crossdresser Fix that attitude. A good sissy should want their ass to be ravaged." After which he then again proceed to push all the way inside me in one thrust. Again I cried out in pain, but this time he didn't pull out and only pressed harder against me and spanked me another time. "What was it you said when we were messaging?

Now you're being a good little sissy pet. It hurts, but deep down you want it again. You've never felt more purpose than when I was inside you. But you've been resisting almost the entire time and I warned you that it'd only make things harder."

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My hubby is a sissy, it has taken us a while to get to this point but we are finally here and although the ride was bumpy at times, it has been a wonderful discovery and now as soon as my husband is home from work and through the doors, he is my slutpuppy to be taken advantage of. TLDR: Through some mix of alcohol, emotions from a very recent breakup, longing for an adventure, and sexual frustration, I finally got up the courage to dress up and visit someone. It was significantly more intense than I anticipated, in a scary way...10/10 would do again. So, that is how it all got started. Of course, now, I wear make-up, a dash of perfume. my hair in ponytails, I shave off all my body hair and I wear girly clothes for him. I do it all just to please him. It's our little secret. I have long hair and so I put it done over my face and said, "See, I mean we'd only be pretending right and you want to know what it feels like. I won't tell anyone, I promise. You can watch the video and pretend I'm the girl. That would be okay, wouldn't it?"

Don't worry I'm not going to break my new toy. But if you want to be a slutty little sissy, I'm going to use you like one. You just got a nice long reward for doing nothing that you loved, and now, you're going to earn every second of it." Sissy very first Time Dressing Up For dad 6 months ago 26:35 ShemaleMovie crossdresser, first time, erotic, game, dress Emo crossdresser plumbs her contorted satan ASMODEUS for the very first time 5 months ago 10:16 KeekAss insertion, goth, emo

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Getting to this point was all part of Stacey’s sissy training, she was working her way up to being this woman, and taking things step by step allowed her to really get the best experience. Going slowly and learning at every stage is what I advise every new sissy to do, it will make the world of difference. We Are Thinking About Making A Video Do you want to be a sissy? For the first time in your life? Okay, this video is for you! Femdom POV 1 month ago 01:47 JizzBunker first time, latex Would you do it again?" Mac asked with his eyebrows raising? I nodded as he got up to get us water.Her name was ‘Sasha’ and she was cute, passionate, and a real submissive sissy who I thought needed some serious sissy training. She told me everything she wanted to try and she was prepared to do anything to get her there. I wanted to help her fulfill her desires and so we arranged to meet up after a few more video chats and lots of teasing. We Arranged A Blowjob Ineta Koxx My very first time being crammed by something so long 1 year ago 10:05 KeekAss sissys first time