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I believed I was just different. I honestly thought my fascination with womans clothes was just that, a fascination. In reality it was what made me feel most comfortable. My last gf helped me massively. She was so understanding. I couldn't live a lie any longer a felt comfortable enough with the girl to be honest- I told her everything and she didn't mind. She understood and then strangely stayed with me and then began to help bring out my femininity. It wasn't easy at the start. I planned to tell her after work, nut she came home late and went straight to sleep. She knew something was up and asked me why I was acting strange. I told her I had something important to tell her. We sat down and I began to explain my secret lifestyle that couldn't b r kept a secret any longer. I said that from a young age I've spend most of my evenings wearing woman's clothes. She thought it was a crap joke but when I didn't laugh at all she realised I was being serious. I told her for almost 6 years I'd. “f******n Sir.” With two more strokes swiftly applied, Alan contorted wildly, the searing bite of the cane making him wonder whether his bottom would ever recover from this terrible ordeal. “Two more strokes Matthews,” announced the voice of the man from Harlech as he swished the cane through the air in preparation of the finale, causing Alan to flinch at the sound. Out of the corner of his eye, Alan could see the headmistress unfold her arms and step up behind him to scrutinise his bottom. “I think Mr Jones, you need to aim a little higher on the boy’s buttocks for the remaining two strokes,” she said in her refined tones whilst pressing a fingertip against the part of his bottom that had yet to be challenged. Displaying his bare backside to the Headmistress as he was being caned was humiliating in itself, but being referred to as a boy by a woman he’d included in so many of his recent masturbatory fantasies, was beyond humiliating.Mrs Harwood continued to keep her fingertip pressed.
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