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Intent on making her cum again, I placed the head of my penis against the entrance to her ass. She straightened immediately and began to struggle against her bonds but to no avail."Shhhhh," I whispered in her ear. "Just trust me, you will be fine. I won't hurt you"She looked back at me, her eyes wide with fear. I grabbed my pants of the floor and took out the lotion from earlier that day. I spread some on my penis and on her asshole, not wanting to hurt her. After lubing up, I pressed my cock against her tight asshole and pushed until the head of my cock popped into her ass, emitting a squeal from Emma. I slowly pushed further in as Emma yelped in pain until I was balls deep in her tight ass. I pulled back and began slowly thrusting in and out of her tight ass. Soon, her moans of pain turned into moans of pleasure and craving as her asshole slowly loosened to accommodate my large girth. I picked up speed a bit, thrusting in and out faster and faster as she wiggled around slightly. I was soon to leave being Jenniferbehind and start my new life as Brandee.Robert requested that when I fly to Chicago I do so as a guy as hewanted me to experience what I was leaving behind. This made packingfor my trip the easiest it had ever been for any excursion intogirlville. My wife and I had a few chuckles about that.Flying in the plane as a guy, knowing my life was to be changed in arather intense fashion made me only more hyper acute to all thefemininity of those traveling with me. I watched with fascination ofthe stewardess fixing her makeup before heading out to present her sweetself in service of others. She seemed so comfortable in her obviouslyfeminine uniform while making the girliest of hand gestures, whether shewas informing about the safety doors or handing out drinks carefully sonot to spill them. Then there were the moms sweetly cooing theirchildren so that they would become quiet and not disturb those aroundthem. The young college girls with their freshly.
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