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"Now hold on." He said, pulling out the condom and rolling it over his hard on. "This is going to hurt a little at first but it'll feel good at the end."Okay." She said with a sudden look of fear in her eyes. Dylan knew that if he drove completely into her she would want to stop, so instead he nudged into her with just the tip of his penis."Uuuh." She groaned slightly to the feel of him."Okay here I go!" He said pushing his head into her tight young vagina. He couldn't believe how tight she was! It was like nothing he had ever felt before."Uh, oow" She groaned quietly"You okay?" He asked, not wanting this to be over before it began."Yeah...I'm fine" she said "Go all the way." She whispered.Dylan thought about objecting but eventually just thrust once and waited for her reaction. Her pussy squeezed so tightly against his cock, he almost came right there, but he held on, savoring the moment."AAAAH OOOW OW OW STOP PULL IT OUT!" She shrieked loudly to the pain."It's okay, its okay." Dylan. She is the love of my life. I love serving her.She had become more vocal in telling me about her dates. And I loved hearing about it. She loved his assertive kisses and said that she felt so good with him sexually. She was getting more adventurous. In a way it turned me on so much to hear about him and how he made her feel.She wanted to dress me up for her friends to see if they noticed. This seemed very safe to me and I was excited to go along with it. We decided on white short shorts, flowered halter cropped top, tall pink heels, and white string bikini. I was totally made up. My girlfriend was so pretty in a yellow sundress and heels. Her three best friends came over. I was so nervous. They were there for about thirty minutes before my girlfriend asked if anyone knew me. They were all very uncertain, she looks familiar. But no one got it. Finally, she told them who I was. They seemed so surprised, lots of compliments. From then on, they did not see me as my former male self. I was.
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