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The feelings were mind numbing. I know I LOVED it but don't ask me to explain it exactly. Even now all I can think about is the most gut jarring, intense shock of pain to my whole body, starting in my ass and exploding out through my entire system. Ending with an almighty tingling at the tip of my cock as I squirmed on my finger. Then, pulling it back out fast I used that same hand to wank my dick furiously for only moments until I came. The next real "break through" for me and anal happened not more than a few months later. I had a thing for phone sex as a teenager and from a friends dad's supply of porn mags I hit gold. I stumbled across a phone sex line that did call backs. It was about 1995 and you could phone their operator up and agree to pay by postal order. How cool was that for a horny boy! Then within ten minutes a phone sex girl would call. This was my parents house, but it was a weekend, they were at some function and the house was empty. I had a condom, some KY and my. I stuck out my hand. “Bob! Can I buy you a drink?”“Uhh. Sure.” Bob looked a little bewildered as I ordered him a double whiskey, trying to organize his alcohol muddled thoughts.Turning to the pretty blonde, I held out my hand. “My apologies. Call me Jack. Office bad boy. You’ve been warned.” I could see she was trying to pretend to be casual but I had noticed the tips of her ears twitch at the reference to bad boy.“Julia.” I held her hand just a little longer than politeness would imply. She was looking up at me as if expecting something. I smiled. I knew what she was. What she needed. After generously plying Bob with whisky and tequila it was easy enough to separate him from his date. We had been chatting away for almost an hour when she finally got to the question I knew she had to ask.“So Jack, are you really the office bad boy?”“ My exploits have been greatly exaggerated,” I replied, my tone suggesting perhaps very little was exaggeration at all. “I’m just honest about stuff that.
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