I am a 43-year-old virgin due to extreme shyness with women. I have recently been exploring some sexual fantasies with women through a pay telephone phone sex line. I have always wanted to see a sexual surrogate who could teach me to be less shy around women, and this is one of my fantasies I recently played out with a woman over the phone. Before we began the fantasy, I told her that I was sitting in a chair with nothing on and would be touching myself while speaking with her. I come into her office and I am visibly nervous, almost shaking with fear. She talks with me, and after I'm less scared asks me to take my clothes off and stand in front of a mirror. I do as she says, but am so excited that I have a fully hard erection. She tells me that it's perfectly normal to be aroused and asks me how I feel about my body. I am satisfied with my physique, and she tells me that she likes the fact that I'm in good shape and tall. She then has me sit next to her on a couch while I am still nude and hard. She is wearing a terrycloth robe with nothing underneath. She asks me to touch her wherever I want. I put my hand inside her robe and feel her breasts. She drops the top of the robe off her shoulders and asks me to be a little bit more aggressive with her tits. I start touching and pressing them together while feeling and flicking her nipples between my fingers. I am incredibly horny due to my inexperience, and she notices a large amount of precum on the head of my achingly hard penis. She tells me to lie on the floor and to masturbate myself. It takes only a few seconds before I cum with very strong spurts, some on my chest, and others in my face. She smiles and says we can now talk about how I felt doing this, and decide what the next visit will include. I feel so liberated and renewed that I finally did this in front of a woman. I can't wait for the next time when I will be a little more confident.
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