I never really thought much about telephone sex until it actually happened by accident. I was home alone one Saturday afternoon and decided to jack off as I was horny and I had not done it for some time. I chose the bathroom which gave me the privacy that I wanted. My practice is to sit on the can looking at Penthouse or Playboy magazines (I have a secret stash of two of my favorites). I also carried the portable telephone into the bathroom in case my wife called. If I didn't answer she would wonder why.
I was well on my way to squirting when my wife's widowed older sister called. She wanted to talk to my wife but while she was on the phone with me she asked, 'What you up to today,' Of course, I couldn't tell WHAT I was doing so I replied sarcastically, 'Oh something came up and I'm looking after it.' She is a young widow in her early 50s whose husband died several years ago. She is not only wealthy but a good looker as well. I didn't mind talking to her and my visualization was actually turning me on.
I continued to jack my semi-hard cock while she talked about other things, about the problems she is having finding a suitable man. 'They are either too old and cant get it up or too young so you're always on your back,' she said. Then I decided to test her as I was enjoying the experience of having someone I knew and liked on the other end of the phone while I masturbated.
'Well, you can always use the Yellow Pages,' I said jokingly.
'What does that mean. How can a woman find a partner in the Yellow Pages?' she asked.
'You know what they say about the Yellow Pages. Let your fingers do the walking,' I said with a mischievous grin.
'Oh, I get you. You mean use my fingers between my legs. Just between you and me, that's all I get these days.'
'That's all I'm getting as well,' I lied.
'Fuck you! I know Katie (my wife) is hot as hell and that you never get enough tail,' she giggled back at me.
'I know but I like to give myself a workout occasionally just to stay in shape. In fact, I could be working out right now.'
'Are you,' she asked.
'Are you close to coming or did you just start?' she asked seriously, which surprised me.
'I was close until you called and I've gone a little soft now,' which was true as I began feeling guilty about our conversation.
'Tell you what, I'll shut up and stay on the line until you come ok? You wont tell Katie we're doing this will you?' There was silence while I recentered my thoughts and focussed on my favorite picture. In a few minutes I told her I was coming and shot a nice load which was extremely exciting.
The she blurted out, 'me too, wait' and I heard some very incredible moaning on the other end.
We are now regular phone sex partners or lovers.