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Anal Lesson

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I have been in a long term relationship with a young woman half my age. For the last five years we have been meeting once or twice each week for all manner of sexual encounters & intercourse.

She had been in a marrage early on (when she was 17) which ended badly I discovered that she was very uneducated in the ways of the world. We met at a very high end massage parlor where she had just started to work and was very nervous. We talked, met there a few times where she gave me a good massage and then later a hand job at the end of our session. Eventually she let me know that she was leaving to go back to school. I gave her my number in case she wanted to get to gether some time. Eventually we did get together and began our relationship. Now that you have the background on to the the main story. I soon discovered that she had some very interesting hang ups. She could only cum if I finger fucked her and massaged her clit. She had never had an orgasim any other way. She could not cum with anything insde her. I began to buy and use dildos and vibraters to try to overcome this hangup and eventually was successful using a long pink soft dildo vibrator in her cunt with me licking and sucking her clit while she lay on the bed on her back with her legs out in front of her. She was absolutly in heaven now that she had experienced an orgasm with the dildo insde of her. We experimented with all kinds of other toys, vegetables, bannanas, and my fingers. She became multi orgasmic to the point that if I would finger her "G" spot and fuck her cunt with the big pink dildo she would eventually become soaking wet and when she came she would squirt all over may hand and make a wet spot on the bed. Recently I have been working on the anal sex thing. You see she had a bad experience with her ex husband who got drunk one night came home and jumped her trying to stick his cock up her ass. This made her very affraid of any stimulation of her asshole. Over time I have been able to denmonstrate the good feelings of licking and reaming her ass with my toung and now we have got to the stage of lots of attention to her bum. Massage of the outside all over while she lays on her front. Stroking of her ass crack and lots of lube around her anus fingering her cunt and stimulating her clit. Soon I was able to insert my tounge, then the tip of my finger, and eventually after jilling her cunt and fingering her "G" spot until she has several orgasms then sticking the tip of my cockup her ass. It will take more lessons to get to full penitration of her asshole and all out anal sex but she now enjoys the feeling of things in her ass and is getting more interested each time. I hope with a little more time she will be able to accept one or two finger up her ass and eventually my 7" uncut cock. In time she will be able to cum with me in her ass and the big pink dildo all the way up her cunt. More to follow in another story.

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