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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 fishing priest. A handle about 7 inches with a heavy weighted metal tip. For killing fish when out fishing. It was a ridged handle and for days I had promised myself I would try to fuck myself with it. I arranged my call and when it came I explained. Its my first year at university, and I am here thanks to answering an advert in a contact magazine called Good Vibrations that I found in a newsagent in Mill Road while surreptitiously sneaking a look at the magazines on the top shelf. The advert read ‘Mature housewife seeks young man to help work out masturbation fetish – only genuine need apply’. As a genuinely desperate 20 year old (not quite a virgin, but thinking about sex all day and all night) I plucked up courage to answer, and was rewarded with a letter and then a phone conversation with a lady called Kay, inviting me to meet her. And so here I am… I get off the train, move past the ticket barrier and look for a white Ford Granada. I can’t see it at first, but just as I am starting to panic I see a lady waving at me from the far end of the car park next to a white car. I walk over with legs like jelly, and see a tall, very well dressed lady in her late 40s with a mass of beautifully coiffured brown hair and red lipstick. We.
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