Prelude
"My fantasies usually involve an unattainable woman..."
This is how I would usually start describing what I wanted when I would talk to a phone sex partner.
I love phone sex - the sound of a woman's voice, her describing the things she would do to me - for me. It takes me away from the day to day life, the pressures, and the frustrations. Describing in detail, a good partner would say how she'd touch me, occasionally adding a playful kiss, or groan or giggle - maybe with her mouth wrapped around her finger to conjure up the image of that sweet-sounding blowjob I wish I could have but never received.
I was a virgin till I was 23, and my shyness was a crippling handicap for me to overcome. Even after I lost my virginity, I had problems dealing with something as beautiful and lovely as having sex with a woman who wants nothing more than to make me feel good. Masturbation was my escape, and finding ways to explore my fantasies was the only way I could cope with my fear of rejection and failure when it came to satisfying a woman who just seemed so beautiful and so sexy and so out of my league.
I'm a selfish egotistical greedy man who craves doting attention. Sex is important to me and I love the idea of a sexy hot woman wanting to lavish attention upon me. The idea of warm skin, sweet perfume, gentle whispers and long generous milkings of my cock are what I crave during my lonelier moments.
It's like sweet music to me when I hear a woman opening up to me about anything and everything - like she was becoming vulnerable - confiding in me, an anonymous stranger who won't judge her, who won't give her unsolicited advice, who provides and empathetic ear in which she can unburden her soul and tell me the things she'd be afraid to tell her closest loved ones. Let's face it, we are all selfish creatures who want what we want, and don't give a damn what others want unless it can benefit us. There's nothing sweeter than the feeling of earning that sweet reward after a long passionate session with my partner.
I've had many wonderful lovers. If you're interested, let me tell you about them.
First Experiments
My first experiments with phone sex began when I was in college and had absolutely no rap with women. I was a tongue tied mess who had a crush on one girl all through high school and yet never dated. Not that I didn't think other girls were pretty, but she was the absolute focus of my adolescent attention. I thought I was in love. But she never returned my affections, and my heart was empty and broken. I was also a nineteen year old with incredible urges.
Looking back, I realize girls flirted with me. They loved to talk with me, invited me to go jogging with them, invited me to come watch a movie or hang out in their room, or be a partner in class. It's not like each time was a potential contribution to penthouse forum, but I never had an inkling that I was capable or worthy of even flirting with these beautiful girls. I was so horny and clueless.
Flirting, confidence, a sense of style was like trying to understand complex mathematics while drunk, and I would get so horny and not know how to deal with it other than through masturbation and fantasy. Those damn urges.
It was so very lonely.
Late nights involved me watching television like 'Sportscenter' or a movie, mindlessly flipping through channels looking for some entertainment while my roommates would be out drinking, meeting girls and having a good time. Me, I was afraid to drink, afraid to get drunk and become an alcoholic.
Those high school health classes had sunk in and were quite effective. All of those scare tactics and cold statistics intended to disarm the urges of adolescence made me young naive and scared to try anything new. This led to many outings at night. I'd go for a walk, because I had no car at college. I'd watch TV, I'd study, and I'd take the money earned from working in the university mail room and order a pizza on Saturday.