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"This was followed by rather roughly shoving the new larger butt plug up my ass with a minimum of lube. They release my bonds and pulled the clothes pins off. After removing the blindfold I looked at my chest and it was clear that the clothes pins had left some marks around my nipples very similar to the ones I had seen after the "zipper" at Cindy's before the holiday."Get dressed, make sure you wear your running shoes. You are walking Ms Cindy home but you better run back here. If you are not out of breath by the time you get here, I can assure you that you will be from yelling when I cane your sorry ass."We had stepped just outside my door when Cindy said,"toy on my left side, three steps behind me at all time. Let's go I'm tired and want to go to bed."We walked about a block when I got enough nerve up and said "starboard".Cindy was clearly annoyed but accepted her responsibility of honoring my safe word,"What is it toy?" Ms Cindy, what is going on? Red has never been this callous. If you’re interested and STD-free, send me a picture of your handsome face and let’s echat! Missy That was the personal I posted under the ‘casual encounters’ section of the Chicago Craigslist site before I left for my business trip. In my real life, I was a corporate executive, and I had several days of meetings which I’d managed to cram into the beginning and end of my week, allowing me two full days to indulge my secret fantasy: unbeknownst to everyone who knows me, I am a closet crossdresser who loves to make it with men. I know how pathetic that must sound, but after many years – and thousands of dollars – of trial and error, I’ve learned how to transform myself into a very pretty woman, and nothing I’ve ever experienced can top the excitement of a being on a date as a girl with a handsome man. So after scheduling my meetings and booking myself into a swank hotel on Michigan Avenue, I packed an extra suitcase for my alter ego. The weather forecast was perfect for fall.
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