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He said, “You need to go to the toilet, have a good shit, and clean yourself out, I’m going to teach you the joys of anal stimulation!”So off I went, and returned a while later, with nervous apprehension, climbed into bed, and he got up and he picked up a jar of Vaseline, scooped out a dollop, and began to massage around my puckered arse.“Relax and let it happen” he said, “I promise I won’t hurt you” and he continued to rub the lubricant in and began to gently insert just the tip of his finger and, as I began to get used to the intrusion, he slowly began to slip in and out a little more until he got to my main sphincter, I tensed up and he waited keeping the pressure there until he slid in. My cock was so hard, it was almost painful, a stream of clear slimy ooze drooling from the blood engorged head.He continued to slip his finger in and out, slowly getting my arse relaxed, and then it happened … he made contact with my virgin prostate and began to milk it with slow deliberate. For years afterwards I would picture those marvellous breasts swinging in my face as she bounced on top of me. It was around 5 years until I got a feel of anything bigger than a C cup and it came courtesy of a hooker.I'd had a couple of girlfriends in the years after Katie, and a couple of one-night stands. They were all smaller in the chest department unfortunately, but I would take whatever I could at that age. By 22 it was really starting to bug me. My mates didn't know I was a tit lover because I didn't want them to think I was staring at every girls chest. I kept my desires to myself.I moved to London and it was there that I started thinking about seeing an escort. There would be little cards stuck up in phone boxes all over central London that I would ring but then chicken out of going to. Then, one night, I lost my hooker cherry.Drinking with friends in Soho all night had left me drunk and, coincidentally, alone after we all went our separate ways. I walked towards Picadilly.
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