Then I positioned my swollen helmet at the entrance to her anus and pushed gently. She retracted a little, moaned and asked me not to hurt her. I pushed very gently and as she relaxed the helmet of my penis disappeared into the secret passage. “Oh God,’ she said, “that feels so good.” I pushed harder and firmly. Very slowly my prick gradually sunk into her arse. To start with just my helmet slipped in and out of the tight puckered hole. I started to push harder and move rhythmically in and out and she winced with each thrust into her hole. After a couple of minutes although she was smiling at me there were tears running down her cheeks mixing with her perspiration but she said nothing and just moaned. My prick was fully lubricated with love juice and oil and I started to speed up. Soon I was pumping in and out of my Louise’s arse and her moans and cries were getting louder. She could no longer hold her knees and her legs flopped onto my shoulders. I reached down and started to rub. I looked at the TV and waited. I didn’t hear anything from my friend. I did feel him staring at me really hard. The minutes that went by felt like hours. I finally looked at him and said, “This is how I really like to dress and be” “I’m hoping that it is okay with you and you can relax and have fun with the situation”. He just shook his head and smiled. As we chilled and became more comfortable about my secret, I started my game to see how serious he was about being with a man or in my case, a cross dresser. I made my way into the house so I could walk in front of him in my heels. Showing my ass cheeks just a little and covering back up. I kept my eyes on him to see if he was looking and to my happiness, I seen him adjusting his cock a few times. I have him where I want him. He is interested, but doesn’t know how to make the next move. I will let him do that on his own so he feels relaxed and not rush things. I want him to enjoy what will happen and not feel uncomfortable and pull.
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