I was 58 years old when I married my second wife, Anna. I had been widowed for several years after my first wife died of cancer. I had given up on the idea of ever remarrying, and had even reached a kind of contented place in my life. I owned a construction business which kept me busy, and while I wasn't rich I was certainly well fixed, and for that matter still am. I was still active sexually as well, but now when I wanted to get laid I simply contacted an escort service and satisfied my needs that way. Oh, I went out with a few lady friends, but nothing ever seemed to really work out—that is, until Anna came along.
When he could no longer fully satisfy his wife, he turned to someone who most definitely could—and did
Damn, she was a breath of fresh air, and she blew into my life just when I least expected it. She was 15 years younger than me when she walked into my office looking for a job. Her husband had been killed in a car accident three years earlier, and she needed to find work to supplement the small income he had left her.
"Man, the sex was just spectacular! Anna and I did things I had only read about. Nothing seemed to be off limits or too kinky for the two of us to try and enjoy"
She was absolutely stunning to look at. She stood five feet three inches tall and weighed 130 pounds, with long dark hair, a beautiful face and a body to die for, even at 43. Her hips and butt were perfectly proportioned, and her breasts, while small, were firm and shapely enough to get attention. Her legs had kept their shape as well, and the total package was something to behold.
"I was excited at the thought that I was actually now going to provide Anna with what I had not been able to give her for far too long—a hard cock"
I put her to work, and damned if she didn't prove to be a marvel at the job. I had two older ladies who had been with me for years, but neither of them really wanted the responsibility of running the office. So they welcomed Anna, and, being motherly types, they soon began asking me why I didn't ask her out. But I figured that was just not in the cards. Oh, I thought about it, but there was the age thing, and frankly I didn't think I stood a snowball's chance in hell of sailing in that boat.
"'I want someone who is strong and vigorous, who can make love to you two or three times if you want. And he obviously finds you attractive and desirable'"
Then one Saturday morning she came in to do some catch-up work, while I was in the office doing who knows what. So around 10 o'clock I asked her if she wanted to go for a cup of coffee. Before I knew it we were sitting and talking as if we'd known each other for years. She told me all about her husband and her 19-year-old son, and how difficult things had been after her husband's death. The boy had had a difficult time, and had wanted to drop out of college because he was concerned about their finances. So the money and insurance that this job provided had saved her life.
"'This is something I want you to have, ' I said, and with that Raul sank his rigid pole halfway into her cunt. Anna let out a cry of both surprise and pleasure"
I told her about my wife, and she listened very sympathetically and seemed to understand everything. Before I knew it I had asked her if she would like to have dinner that evening, and damned if she didn't accept. I took her to a fancy restaurant and we had a wonderful meal, with lots of good wine, and the conversation just seemed to flow. When I took her home I walked her to the door, and when we said good-bye she leaned in and kissed me on the cheek, thanking me for the most wonderful evening she had had in years. I was so giddy I don't even remember driving home.
But by Sunday morning reality had set in, and I knew I had better end this thing before it got out of hand. I decided the best approach was to deal with it head on, so on Monday morning I called her into my office.
"Anna," I said, "I can't tell you how much I enjoyed our dinner Saturday night, but I've been thinking. You are a beautiful woman, much younger than me, and God knows lots of men a damn sight younger than me would be lucky as hell to date you. We are fifteen years apart, and the last thing I want to do is embarrass you, or make a fool of myself."
I was thinking of how to go on when she stopped me dead in my tracks. "Look, Dave," she said. "I think I see where this is headed, and let me say something right now. I had the best time I've had in years on Saturday night, and I loved every minute of it. The fact is I couldn't care less about the 'age difference, ' as you call it. So just so you know, if you ever want to ask me out again, I'll tell you right now the answer will be yes."
Well, to make a long story short, 11 months later I married her, with her son as my best man and her best friend as her maid of honor.
I can't begin to describe what the next few years were like. We built a new home, which Anna furnished with such taste it was like a showplace. I put her son through college, including his graduate school, and when he graduated he promptly went to work and started paying me back every cent, even though I tried to refuse.
Six years after we married I sold the business and retired. For the next few years we traveled and did all the things two people in love dream of doing. And man, the sex was just spectacular! I thought I'd had a good sex life with my first wife, but Anna and I did things I had only read about. Nothing seemed to be off limits or too kinky for the two of us to try and enjoy.
Then, about the time I turned 66, I started to have erection issues. Over the next two years we went to every specialist and tried everything they suggested, but I just couldn't seem to keep it really hard. This was difficult for me, and though Anna tried to act as if it didn't really matter, I knew differently. Sex had been an important ingredient in our relationship for both of us from the very beginning. Anna was extremely sexual and loved everything we did. She loved having my seven-inch cock in whatever place I wanted to put it, her pussy, her mouth and on occasion even her ass. She loved giving and receiving oral sex, and she loved to swallow my load whenever I came in her mouth. She was highly orgasmic, and always managed to get off two or three times a session. I knew that at 53 she still desired sex, and God knows she still had a body that deserved it.
So finally I came up with an idea. It was extreme and out on the edge, but at this point I didn't really see any other option. After my first wife died I had occasionally read Penthouse Letters, and had jacked off many times while reading the letters that described men watching their wives being soundly screwed by some guy they had selected. This idea had always excited me and gotten me sexually charged, but now I thought it might also offer a solution to our problem. Could I set up a scenario where I could get some man to fuck Anna, thus satisfying a need that I could no longer satisfactorily meet? The idea did not make me feel jealous; in fact, as when I had read about other people doing it, I found it rather exciting. Besides, I knew our love was too solid to be threatened by such a thing. But how was I to approach Anna with an idea that she might find shocking, if not repulsive?
I broached the subject one evening over dinner. "Anna darling," I began, "do you have any idea how much I love you, and how you have changed my life in so many wonderful ways?"
"Yes, David," she said, smiling and taking my hand. "I do, because I know how much I love you, and how wonderful my life has become since I met you."
We sat there holding hands for a while before I said, "But you know, there's one aspect of our love that appears to have come to an end. I'm talking about the fact that I can no longer give you the sexual satisfaction I once could—satisfaction which you deserve, and which I know you still desire." She started to say something, but I stopped her, "Wait please, let me finish. I know you are still a vibrant and sexually exciting woman who has every right to know the kind of pleasure and stimulation that we once had, but which I can't really provide you with anymore."
At that point she broke in. "Dave, you know you still give me pleasure orally, and that is enough," she assured me. "We had so many years to make love, and I'm really quite happy with what we have now."
We again sat quietly for some time, and then I said, "But sweetheart, what if there is a way for us to have more? It might be different, but I would love to give you what you deserve, and while I can't exactly give it to you myself, I might still be able to provide it."
Anna looked confused, so I went on. "What would you say if I told you that it would please me very much if you would allow me to find another man—the right man—to come to our bed and do for you what I am now apparently incapable of doing?"
Anna just stared at me.
"Okay, look," I said, "I know how this must sound, but I am talking about me being there too, holding you and loving you and doing all the things I have always done—except that, when it comes to giving you a hard cock, to satisfying you in that way, he would be my—well, my stand-in, so to speak."
Naturally Anna had been completely unprepared for what I had just suggested, and for a long minute she just sat there with a blank look on her face. Finally, with a gentle shake of her head, she replied, "David, darling, I know how difficult suggesting that must have been for you, and I love you for caring enough to even think of such a thing, but I just don't think that is something I could ever do. I love you far too much for that."
I smiled at her. "I thought you would say something like that," I said, "but what you are missing here is how wonderful it would be for me to be able to give you the kind of sex we have always enjoyed, and which you still deserve to have. You wouldn't be cheating me, my sweet, you would be giving me the joy of seeing your pleasure, and your fulfillment. This wouldn't threaten our love or our marriage, it would only make it complete once again."
Anna was silent for a long time. She finally asked me to let her think about it, but not before she had expressed her concerns again, and I had again assured her that making her happy that way would be as fulfilling for me as for her. I told her that I would arrange everything, that I would find just the right man, and that of course she would meet him and have to approve of him before anything happened. She said nothing more on the subject, but later that night, when we were in bed, she hesitantly told me that she would be willing to try my plan, if I was sure that was what I wanted—and if I could find the right man.
I was more excited than I had been in years at the thought that I was actually now going to provide Anna with what I had not been able to give her for far too long—a hard cock. And I knew just where to go to look for the guy I needed. I had heard of a club downtown that featured male strippers. Some of the call girls I had patronized in the past had told me that the guys there were not gigolos, but that they did get lots of offers from customers to have sex. The next night I hopped in my car and paid that club a visit. I watched the show all the way through, and picked out one of the dancers who looked like just the sort of guy I was looking for. His name was Raul, and we sat and had a couple of drinks as I told him flat out what I had in mind.
Raul was in his mid-20s, about five feet 10 and very good looking, and he seemed intelligent and well-mannered. He appeared interested in what I had to say, but he explained that in cases like this he was usually hired to do a private show, which then sometimes led to "other things." I told him I wasn't interested in a private show; I simply wanted him to provide my wife with the pleasure she needed. I showed him some pictures of Anna, which he admired, and explained that she would have to approve of him first. I said that she and I would take a hotel room in town for a night. Then the three of us would go out to dinner, and if Anna was willing, we would go back to the room afterwards. I also told him that I would pay him $500, whether it worked out or not.
After some more talk Raul agreed to this plan. We exchanged phone numbers and set the date for a week from that Saturday night.
The next day I told Anna that I had made the arrangements. I told her all about Raul and what he did for a living, and I showed her a photo of him that he'd given me. I could see that she still had some reservations about doing this, but I again assured her that she was not obligated to anything; the three of us would have dinner, and if she didn't like Raul, or didn't want to proceed for any reason, we would stop right there.
When the day came we packed a bag and drove to the hotel I had selected. Not long after we checked in Raul called from the lounge, right on time. When we got downstairs I made the introductions, and as far as I could tell Anna seemed impressed with our young friend. Raul was very polite and even charming, complimenting Anna on her dress and saying that her pictures hardly did her justice.
At the restaurant things continued to progress, and before long we were chatting like old friends. Raul told us that he had taken up dancing when he had run out of money during his senior year in college, and that it had proven so lucrative that he was still at it. Anna was relaxed and smiling throughout the meal, and I had high hopes that the evening would end in a positive manner.
As we were enjoying our after-dinner coffee, Raul said out of the blue, "Dave, I can see why you fell in love with this beautiful lady. She is as lovely as you described her." Turning to Anna, he went on, "And let me say, Anna, that if you decide to let this happen, I will do everything in my power to make it a beautiful experience for both of you. But right now I am going to leave the two of you alone for a while and let you make your decision. I'll be in the bar." Then he smiled at us both and went out.
Anna and I just sat there for a minute. Then finally she said, "Well, Dave, I'll say this for you—you sure know how to pick them." I said nothing, waiting breathlessly for her decision. "He certainly seems like a nice young man," she continued. "And I do mean young." She paused again. "Don't you think maybe he's just a little too young?"
I took a breath. "No, sweetheart, I don't," I told her. "I want someone who is strong and vigorous, who can make love to you two or three times if you want. And whatever his age, he obviously finds you attractive and desirable, and that's really what counts, isn't it? As long as you like him too."
"Well, I do," Anna said.
"Good," I replied. "So what do you say, shall we go get him right now and ask him to come upstairs with us?"
She hesitated only a minute more. "I can't even begin to tell you how much I love you right now, David," she said then. "Yes, let's go."
I don't think I will ever forget the way I felt as the three of us rode up in the elevator to our room. Anna and I stood holding hands, and Raul stood behind us. Just the idea of what was about to happen had me ready to climb the walls.
Once in the room I said to Anna, "Honey, why don't you go freshen up while Raul and I make some drinks." She went into the bathroom, where I had laid out a new gown to surprise her. It was black, with a skirt that was slit up both sides almost to the hip, and with a slit down the front all the way to the waist. On top of the gown I had placed a note saying, "No panties and no bra. Love, Dave."
While she was gone I lowered the lights in the room and got some music on the radio before making the drinks. Raul and I were sitting on the couch with our drinks when Anna walked out. In all the years I had known her I don't think I ever saw her look lovelier or more desirable. What she did for that gown was breathtaking. Her breasts swayed as she moved, and her hard nipples were clearly visible. The slits up the sides allowed us to see nearly all of her lovely legs as she came toward us. Her hair and makeup were perfect, and I could see the excitement in her eyes.
She came over and sat down between us, and as I put my arm around her she said, "You know, I never dreamed of being with two men like this, and I'm a little nervous."
I kissed her lightly. "I just want you to relax and enjoy the night," I told her. "I want you to do whatever you want with Raul, and to ask him to do whatever you want him to do to you. I will be here beside you every second, and the more you enjoy yourself, the more it will please me. And know every moment that I love you."