making a woman cum is always a complicated and sometimes frustrating chore. They are so much more fussy than us when it comes to getting off, something that is virtually second nature to men. Sometimes you need the moon and the stars and she still cant get there, or maybe a jackhammer.
All but one of the women I've had intercourse with have been able to cum in the great majority of our lovemaking sessions, with infrequent exceptions that usually had some fairly obvious cause, such as being very tired or extremely stressed by other things.
But there was one woman, for whom I cared deeply, who was simply anorgasmic--i.e., she could not reach orgasm though she loved intercourse. Here's the story:
Toward the end of my first marriage I had an affair of several months with a very interesting, intelligent, and attractive younger woman (I was 55, and she had just turned 34.). Because she was unable to reach orgasm, some might term her "frigid". She told me that she had had her inability to orgasm all her life, but that she nevertheless got a lot of pleasure from sex. She had been married, and faithful to her (less than faithful) husband, for a period of five years, but both before and after her marriage she had had numerous lovers. During our affair, I had no doubt that she was being faithful to me.
Naturally, I took it as a challenge to see whether I could help her achieve orgasm. I worked very hard a number of times to do so, and though she never cummed in the ordinary "explosive" sense, she always, repeat, ALWAYS insisted that she enjoyed herself . She certainly gave many indications of enjoyment, including regularly becoming plentifully lubricated after just a minute or so of breast and/or clitoris stimulation. I remember one session when I performed cunnilingus on her for 10 or 15 minutes, then entered her, reached my climax, and immediately resumed cunnilingus for what must been close to an hour more, giving up only when she said she had been having a good time but had become just too sore to continue. She repeatedly evidenced and expressed enjoyment of our intercourse and of fellatio, which she loved doing and often initiated.
She told me she had had anal intercourse once or twice, but that it hurt her too much to want to repeat; and since I've never been much interested in anal sex, we never tried it. Childless, she had a delightfully tight vagina; it fit like a snug sheath along the full length of my penis, and thanks to regular Kegel exercises, she had wonderful control over her vaginal muscles, able to squeeze me even more tightly whenever she wanted to.
I recall that in one of our sessions of love-making, I cummed after, I would suppose, my usual time of 5 to 6 minutes (I say that because that's been normal for me most of my life since being circumcised at age 24). She indicated her satisfaction and, having been on top, lay down about half on me and half beside me, snuggling close in my arms, with my penis still in her vagina and still firm. We stayed that way long enough for me to doze off and then awaken. I'd happened to notice the time when we started our session, and after waking, I noticed that the time was over an hour later and thatto my surpriseI was still firm inside her.
I remember saying to her, "Wow, I've stayed hard in you for over an hour!" She said something like, "It's been great! I've been squeezing you to keep you hard. Let's do it again." She sat up on top of me, and we started in once more. After cumming this time, I withdrew from her, and we lay side by side till we began once again a half hour or so later. After the third time, I had to leave to get back to my wife. My mistress and I met again 3 days later, and just about the first thing she said to me was, "You're going to have to be very gentle with me today, because I've been quite sore ever since Sunday." Needless to say, I was gentle, and we had another lovely session of multiple couplings.
On those days when we could be together for the whole day, we always had at least four sessions of love-making, and sometimes more. Once, I recall, after only four sessions I had to leave because of the time. We were sitting at her table, having just finished supper (she was a great cook); when I said I had to leave, she reached out and started to undo my belt. I repeated that I simply had to go, but even so she clung to me at her door, rubbing my stiff penis through my trousers and begging me to stay just a little longer. I wanted badly to stay, but there just wasn't enough time.
She must have been among the small percentage (10 percent, I seem to have heard) of women who cannot achieve full orgasm, but there could be no doubting her enjoyment of sexual activity. Was she frigid? In my view, anyone who enjoys sex as much as she did (and, I hope, still does) is NOT frigid!
