The first finger up my ass
I clearly remember the first time that a woman put her finger up my ass. I was a young engineer and I had a secretary named Nancy. She was a divorced plump woman, a little older than me, and we immediately hit it off. Nancy loved sex and, over the next three years, I had an extramarital affair with her. Nancy lived nearby and every lunchtime we would drive to her place (in separate cars, of course) and have sex. Since our time was short, this soon resolved into Nancy giving me a blowjob (she called them "blowies") and she loved doing them.
One day, while blowing me, she stopped and told me that she would be right back. She returned from the bathroom with a jar of Vaseline in her hand. "What's that for?" I asked her. "You'll find out." was her reply. Nancy dipped her middle finger into the Vaseline and resumed blowing me. When she knew that I was about to reach my climax, she inserted her finger into my rectum. Between the intensity of the blowjob and the sudden shock of having a finger inserted into my rectum, I came immediately in her mouth and she swallowed my cum. As we finished, Nancy said "Now you know what the Vaseline was for."
While we also had intercourse, giving me blowjobs became our favorite activity. Unfortunately, Nancy's parents were elderly and she eventually quit her job and moved away to be near them. Thus ended a wonderful time and I never saw her again but I always remembered the wonderful sex that we had.
The next woman that I had an affair with was named Doris. Like Nancy, Doris was a plump divorced woman who also loved sex. We would get together as often as possible and enjoy the pleasure of each other's company. One time we spent an entire 24 hours together in bed, having sex in many different ways. During that time, I came a total of 35 times and every climax was great.
At one point, while resting, Doris reached over into her nightstand and, without saying a word, took out a jar of Vaseline. The jar had a press-on top and when I heard the snap as she took off the top, I suddenly felt very small and submissive and passive. I had no idea why I felt that way but, instinctively, I knew that Doris was going to be in charge and that I was going to do what she wanted.
Doris lubricated her finger but, instead of blowing me as Nancy used to do, she had me lie on my back with my knees raised so she could get at my ass. Doris then slowly inserted her finger into my rectum and began a slow, easy back and forth motion while she finger-fucked me. She asked me how I liked it and I told her that I was enjoying it very much. "Perhaps too much." was her reply. At the time I didn't know just how prophetic that was to be. While still fingering my ass, Doris eventually gave me the blowjob, and we continued having sex that day.
Years later when I became a total bottom, her words rang true. Now, my favorite activity is to have a man mount and fuck me. He has me lie face down on the bed as he dilates my rectum with either a dildo or several fingers. Then he gets on top of me and I passively accept his erect penis being inserted onto my rectum. He proceeds to fuck me, going in and out, just as Doris did so long ago, until eventually he reaches his climax and I feel him pumping all his seed deep into my very willing, very docile, very submissive body where I know that it belongs. And each time that a man puts his seed into me, it makes me more feminine and helps to turn me into Josephine, the woman that I was destined to be.
And to think that it all began the first time that a woman put her finger up my ass.
One day, while blowing me, she stopped and told me that she would be right back. She returned from the bathroom with a jar of Vaseline in her hand. "What's that for?" I asked her. "You'll find out." was her reply. Nancy dipped her middle finger into the Vaseline and resumed blowing me. When she knew that I was about to reach my climax, she inserted her finger into my rectum. Between the intensity of the blowjob and the sudden shock of having a finger inserted into my rectum, I came immediately in her mouth and she swallowed my cum. As we finished, Nancy said "Now you know what the Vaseline was for."
While we also had intercourse, giving me blowjobs became our favorite activity. Unfortunately, Nancy's parents were elderly and she eventually quit her job and moved away to be near them. Thus ended a wonderful time and I never saw her again but I always remembered the wonderful sex that we had.
The next woman that I had an affair with was named Doris. Like Nancy, Doris was a plump divorced woman who also loved sex. We would get together as often as possible and enjoy the pleasure of each other's company. One time we spent an entire 24 hours together in bed, having sex in many different ways. During that time, I came a total of 35 times and every climax was great.
At one point, while resting, Doris reached over into her nightstand and, without saying a word, took out a jar of Vaseline. The jar had a press-on top and when I heard the snap as she took off the top, I suddenly felt very small and submissive and passive. I had no idea why I felt that way but, instinctively, I knew that Doris was going to be in charge and that I was going to do what she wanted.
Doris lubricated her finger but, instead of blowing me as Nancy used to do, she had me lie on my back with my knees raised so she could get at my ass. Doris then slowly inserted her finger into my rectum and began a slow, easy back and forth motion while she finger-fucked me. She asked me how I liked it and I told her that I was enjoying it very much. "Perhaps too much." was her reply. At the time I didn't know just how prophetic that was to be. While still fingering my ass, Doris eventually gave me the blowjob, and we continued having sex that day.
Years later when I became a total bottom, her words rang true. Now, my favorite activity is to have a man mount and fuck me. He has me lie face down on the bed as he dilates my rectum with either a dildo or several fingers. Then he gets on top of me and I passively accept his erect penis being inserted onto my rectum. He proceeds to fuck me, going in and out, just as Doris did so long ago, until eventually he reaches his climax and I feel him pumping all his seed deep into my very willing, very docile, very submissive body where I know that it belongs. And each time that a man puts his seed into me, it makes me more feminine and helps to turn me into Josephine, the woman that I was destined to be.
And to think that it all began the first time that a woman put her finger up my ass.
2日前
