It’s that we had so much in common. We both had the same crazy eclectic taste in music. Plus we loved to argue about politics. People would yell at ...s to just ‘get a room,’ we’d go on so much. The only problem was that Debbie was a coworker in my very politically correct office. To make matters worse I was my organization’s trophy trans-gender. They could parade me out to show how progressive and forward thinking they were. It wasn’t a problem for them to have a man wear dresses to work as long. ‘It hurt, sir,’ she said in a quiet voice. ‘I know it gets easier, but… it hurts!’ She looked back at me with big teary eyes, begging me to stop. For some reason it made me cum again, as I watched the desperation on her beautiful young face, wanting to please me at any cost, but finding out it was a little too much her first time. She begged me, ‘please stop, please…’ My orgasm was long, intense, and once again, I was drained completely in this gorgeous, newly sluttified woman. I hit her a few. More

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