Cheating on My Girlfriend

Cheating On My Girlfriend with My Wife

Their kids had grown up and moved away. Matt and Freda Young's kids were busy with their own families and lived too far away for frequent visits. Matt and Freda had lots of time together now there was an empty nest. They found out something pretty quickly. They were dull.

"What do you want to do tonight?"

"I don't know. What about you?"

"Where do you want to eat tonight?"

"I don't care."

"What movie would you like to see?"

"They're all the same to me."

Sex together was enjoyable but not as fun as masturbation. They could have sex with movie stars when they masturbated. Neither of them was movie star material.

"You want to have sex?"

"Guess so, if you do."

Finally, they sat down at the kitchen table, each with a cup of coffee in their hands. Actually Freda had a cup of milk with some coffee added. Matt spoke first, "We just don't have the spark anymore, do we?"

Freda said, "Heck, I don't think we even have the flint to make a spark."

Both chuckled. Matt remarked, "So, where do we go from here?"

Freda responded, "I guess we could go to counseling, but that's expensive and takes a lot of time and effort. I'm not sure I could get motivated to do it."

"That's what I thought, too." Matt agreed.

Several moments of silence passed.

Freda interjected, "We have had a lot of good years, haven't we?"

Matt added, "And we raised some wonderful children. I guess we did some things right."

Freda asked, "What do you think about making a new start?"

Matt responded, "You mean with our marriage?"

Freda offered, "Please don't take this wrong, but I was thinking about a new marriage with new people. I still love you, but I am not sure I am as IN love with you as much as I was. We are still good friends and I enjoy being with you, but I have wondered if there was someone else out there, for both of us, that we could recapture that feeling we had when we first got married. Please don't be upset at me for saying so?"

Matt laughed slightly, "We really have been around each other so long our minds are on the same track. That's kind of what I have been thinking but have been afraid to mention it to you. You're definitely attractive enough to interest men, even younger men. Remember how you got hit on at my last office Christmas party? And that was with me there. Think of how they might have behaved if I hadn't been there."

"I always look better to men when they've had a few drinks in them. It was flattering although some of the men were married and that made me pity their wives. And, hey, you are not such a slouch yourself. You could stand to lose a few pounds and tone up some muscles. But I think there would be women after you if you were free."

Matt reflected, "Well, we both have about the same salary and pension. It wouldn't take much to get even on the cars. The biggest thing would the house."

Freda asked, "Are we really talking about divorcing?"

Matt told her, "I thought that was what you were talking about."

"I guess I was. Just hearing the word 'divorce' sends a chill down my spine. It says 'failure' and I don't think we've been failures."

"I agree, dear. But we don't have to be like others who have messy divorces and wind up hating each other. We can just split everything 50/50 and go our separate ways. We'll still see each other when we visit the kids for holidays."

"Okay, Matt, what do we do about the house?"

"I think we should sell this house. It's too big for just the two of us anyway. We could take the profits, split the money, and each find our own place. You might want to just rent some place. It could be that there's a man you want who already has a house you can move into."

"Matt, this conversation feels so weird. We're talking about divorcing like we were discussing which color the new carpet should be."

"I know. I used to think the only way we would divorce is if I caught you with another man. Believe me, that would not have been as emotionless as this."

Freda laughed, "You thought I might cheat on you with another man?"

"Not really, but many times I marveled at how lucky I was to have married you. I knew other men had to see the same beauty, intellect, and caring I did. It was easy to get jealous. But you NEVER gave me any cause to make me think you were unfaithful."

"Thank you, sweetheart. I have felt the same way about you."

More moments of thoughtful reflection ensued.

"So, do we contact Darren about writing something up?"

"I don't think he handles domestic cases, Matt."

"You're right. He can recommend someone though."

Freda added, "We need to inform the kids and our friends, so they won't think there is adultery or animosity involved. We've just agreed to part and still be friends."

And so, the Youngs had an agreement written up and both signed. Even though there was no disagreement over the terms, a 90-day wait was required for the divorce to be finalized. When they looked up at each other after they had signed, they smiled at each other, but both were a little sad. It was the end of an era.

Matt had the house put up for sale. He and Freda looked for suitable smaller places to rent. Until then they stayed in the same house and the same bedroom. They still had sex on occasion. Both figured that each time of having sex might be their last, so they put more into the effort than usual. Both complimented the other on some of the best sex ever. Both were not lying. It was hard not for them to cry afterwards, though.

The house had sold, and both moved into apartments in different parts of town. Although neither had brought the subject up, both had assumed sex was no longer part of the arrangement. Adjusting to life without one another was difficult. Now apart, each began to realize how much the other had done which now became his/her own responsibility. Perhaps the greatest difference was when one wanted to tell or ask the other about something that had come up during the day, there was no one to tell. Several times they had picked up the phone to talk to the other just to hang up as the matter was considered too trivial. They each didn't want to complicate the other's search for a new partner.

Matt got an interesting surprise as soon as he made it known at work that he was divorcing. His secretary, Sherry, asked, "Are you kidding? I never thought that would happen. Any chance of reconciliation?"

"No. But there is not any bitterness. We've just grown apart and decided to give each other the chance to find someone else before we get too old."

"Just wanted to be sure." She turned and instead of leaving his office, locked the door. Sherry went to in front of his desk and declared, "If the only way I can get you to go out with me is to resign my position, I am doing so right now. My feelings about you over the years have grown from respect to love. I promised myself that if by some miracle you were ever available, I would go after you with all I have to offer. So, do I resign or what?"

"Wow, this is a surprise. I don't know what to say."

"Please say something. I'm beginning to feel like a fool standing here with my heart on my sleeve."

"I had not really thought about dating yet. I didn't think there would be that many women interested. Least of all you."

Sherry started crying, "I guess I just made a fool of myself for nothing."

"No, absolutely not. I would be honored to date you. You're beautiful and very talented." He smiled, "And incredibly sexy."

"No, I'm not. I'm too chubby but I do have big tits and I am a wild monkey in bed. I can prove both as soon as you're ready."

"Let me find out for sure what our options are under company policy. I don't want you to resign as my secretary nor do I want to miss the chance to go out with you."

"Is that the only thing keeping you from taking me right here, right now?"

"Well there is one other thing."

"What's that?"

"I'm scared that I wouldn't be able to satisfy you in bed. I don't think my lovemaking was ever seen to meet 'wild monkey' status. And my penis is just average size."

Sherry moved towards Matt and had him stand up. "Let me worry about that." She leaned in and kissed him deeply with an unbelievably long tongue until he gasped for breath. "Now do you trust me on the sex issue?"

"Will you give me my tonsils back if I say yes?"

She laughed and proceeded to melt his face.

Freda was taken to lunch by her female colleagues from work. It was supposed to be a 'being set free' celebration. Everyone seemed to have a different man that would be just perfect for her. They couldn't agree which man would be best, but it was agreed that Freda would join their girls' night out once a week.

The bar/dance club scene was totally alien to Freda. She was a moderate dresser, drinker, and dancer. The bar the girls went to was anything but moderate. Freda was afraid she would be the oldest person there and not draw any attention from the men. She was wrong. There were at least three men who undressed her with their eyes on the way in and two who went "Um um um" as she passed by. When asked what she thought about the reception she was getting, Freda commented, "I think they need an optometrist."

She could have danced every dance and could have had every drink paid for. There were proposals for a dark booth, the back seat of a car in the parking lot, and a motel room. None of the offers were taken by Freda, but her self-esteem as far as her attractiveness zoomed. The only problem was that the thing she wanted to do most was call Matt to tell him the good news. That smacked of being a bit pathetic to her once she thought about it. But she would have loved for him to find out.

Matt, too, wanted to share his good news with the person he was used to sharing with. He was afraid he would appear to be rubbing her face in it. He was very happy that his first attempt at dating had come from the woman instead of him. He wasn't sure the next step to take. Sherry told him, "Just hang on to me. I know just what to do."

Sherry arranged for them both to attend a health club to tone up and lose some weight. She was ready to be seen with a good looking, distinguished gentleman instead of the white trash punk that she had married when he got her pregnant in high school. Their marriage of circumstance did not last long. Sherry waited to date until her daughter left home. She did not want her daughter following in her footsteps. Her daughter had just left last month, having married a service man that Sherry approved of. Now Sherry was alone and not even 40 years old yet. When she heard of Matt's divorce, she believed she finally might get the man she wanted. She intended not waste any time before branding him.

While Matt was dating only one woman, Freda sampled the male smorgasbord. Several were very nice men, but she kept measuring them against Matt. None seemed to quite measure up and there was no spark. None made it past the front door of her apartment although most had indicated they wanted to. It was almost as if she was protecting a second virginity.

Freda began to wonder if she was too old to enjoy being single. It became harder for her to stay up drinking and dancing. She seemed to need to sleep longer. It became harder to work without major caffeine infusions. At her friends' behest, she went to the doctor. While registering at the doctor's office, it hit her that one thing she and Matt forgot to talk about was her health insurance. She was still under Matt's insurance as her company did not offer that as a benefit.

As happens so often in modern medicine, the doctor's visit led to lab visits, to interpretation of results, and referral to a specialist. Then she was hit with the diagnosis: cancer. Lungs and liver. Treatment was needed soon and would last a while. She called Matt and asked him to come to her apartment. She would only say she had something important to talk to him about.

Matt was scared. He could tell Freda was upset. Freda's family had a history of heart trouble. He was afraid that was what was wrong.

Freda couldn't help herself. The welcome sight of Matt and the fear her disease brought caused her to leap into Matt's arms as soon as he came in the door. She was crying, "Matt, I am so glad to see you. Please hold me. Just hold me." She held on to Matt for several minutes.

Matt said, "Tell me what's wrong, sweetheart. I'm here. It'll be all right."

"Matt, I have cancer. Lungs and liver. I will need an operation, chemo and radiation. It will take months."

"What do you need me to do? You know I will do it."

"I need you to stop the divorce."

Matt was not expecting that request. Immediately the idea of staying married to Freda hit him and it didn't feel that bad. Then he thought of Sherry and the new plans they were making.

Freda saw that he was confused. "I mean, I need to stay on your health insurance. We forgot that I was on your health insurance and my company doesn't offer it. Now I can't get my own insurance because I have a pre-existing condition. Do you mind if we put off the divorce until I recover or . . ."

Matt interrupted. "Don't say it. You're not going to die. We can beat this together. I'll call the lawyer first thing tomorrow. Now tell me everything."

"Later. Right now, I just need you to hold me a while. This has been too overwhelming. Could you tell me happy stories from when our children were young?" Matt began telling stories and soon Freda was asleep. His cell phone kept buzzing. He knew it was Sherry. He had promised to call her about their dinner date tonight, but he didn't want to disturb Freda.

The next day at work, Sherry stomped into Matt's office. "You better have a good excuse for ignoring me last night. We were supposed to have gone to dinner. I was dressed up ready to go and wound up just sitting in my apartment by myself. Like I said, it better be good."

Matt had a dire look on his face. "I'm sorry. I was with Freda last night."

"You bastard! I thought you said you were through with her. Well, fuck you and the horse you rode in on. I'm gone. Find yourself a new secretary and new girlfriend."

Before she could reach the door, Matt shouted, "She has cancer."

Sherry froze and turned around to face Matt. "Oh my God. I am so sorry. Please forgive me, Matt."

"It's okay. You couldn't have known. I got your calls, but I didn't want to disturb her. She was so tired and needed to rest. I didn't leave until early in the morning. Sherry, we need to talk."

Sherry thought, "Oh shit, not the 'we need to talk' speech. Things have been going too well to mess up now."

"Freda needs to stay on my health insurance through the duration of treatment. The only way to do that is to stop the divorce so I can keep her under my coverage."

"How long will that have to last?"

"I don't know. A year or more depending how she reacts to the treatment. There's almost a 50% chance she won't make it." Matt started crying. That was the first time he admitted that Freda might die.

Sherry came over and they cried on each other's shoulders. "Matt, you do whatever you need to do. You're a good man. Just know that I will be here for you. Whatever I can do to help you help Freda, you better let me. If not, I'll never give your tonsils back."

"What about my balls? You just about sucked them through my penis the last time you gave me a blow job?" They both laughed and dried their tears.

Matt said, "Let's see if we can get some work done today. Somehow, I'm not too optimistic we can, but let's try."

Freda's operation went well, and she went from the hospital to rehab at a nursing home. That gave Matt, Sherry and the home health caregivers time to set up her apartment for convalescence. Sherry organized the schedule of caregivers which included some of Matt and Freda's kids on various weekends. She also got Matt's boss's permission for him to work from Freda's home when he could. Sherry would often ferry the work from Matt to his office and back again. Freda knew Sherry and quickly picked up that there was something going on between her and Matt. She was a little hurt but quickly was happy for them both.

Freda waited until she and Sherry were alone. "He's a fine man, isn't he?"

Sherry was caught off guard a little. "Yes, he's a wonderful boss. I've been very lucky."

"How long have you two been dating?"

Sherry was taken aback for a moment. "Is it that obvious?"

"I've seen how you've looked at him and interacted with him for years. It's obvious to me something extra has been added."

"If it bothers you, I'll stop coming."

"Don't you dare. You know we were almost divorced before my diagnosis. I should be apologizing to you for interfering with your plans."

Sherry started crying, "I swear nothing was going on before the divorce filing."

"I know. Please don't feel bad. It makes me feel more at peace knowing that Matt has someone I know will love and cherish him."

Sherry couldn't take it anymore. She ran crying into the other room. After a while when she got under control, she returned to Freda. "I want you to keep loving Matt too. You two need each other in your lives as long as you can. When you get better, we'll figure out what to do. Okay?"

"Okay. And you keep loving Matt too. He needs both of us. Please know that I have never felt jealous about what you feel for Matt."

Sherry brought Matt up-to-date on her talk with Freda. All three had a good cry.

With chemo and radiation came good days and bad, crying and frustration, and even a few moments of joy. One day out of the blue, Freda asked Sherry for permission to ask Matt to have sex. Once Sherry got over the shock, she agreed and told Matt. He asked Sherry if she was okay with it. She was. When Matt and Freda went to bed, both were very anxious. Matt giggled nervously, "It feels like I'm cheating on my girlfriend with my wife."

Freda laughed. As the mood got more serious, Freda suggested that they go very slow and try to enjoy every moment. Both had orgasms after a fairly long time of lovemaking. Freda then surprised Matt more than ever before. "Could we try anal sex?"

Matt sat up in bed. "But you've NEVER wanted to do that before."

"I know, but it's something I have decided I want to do before I die, and please don't say I'm not going to die. There is only one man I trust to be gentle enough that I might find it pleasurable. Will you please? I'll understand if you say no."

Matt almost started crying as he saw her request as a sign that she felt she would die soon. He quickly was distracted. Freda took Matt into her mouth and started loving on his penis. Her stamina was short, but her efforts were effective. When she said that she couldn't go on, Matt told her he was ready. Freda had lubrication in her night stand. Matt put the gel on his finger and started to carefully guide the digit in and around her anus, continually checking with Freda about pain. Gradually she was able to tolerate two fingers moving at a moderate speed. She was ready.

Matt made his penis slick with the gel and moved very slowly into her. Her moments of discomfort were quickly replaced by moments of pleasure. It was not like any lovemaking she had experienced before. She quickly had another orgasm. By the time Matt had ejaculated, two more orgasms hit Freda.

"Damn, if I had known it would feel this good, I would have us doing anal a long time ago. Thank you, Matt."

The next few months, Matt and Freda had done one thing they had never really experienced in their sex life before: spice and variety. In addition, they talked about important issues like wills, college funds, funerals, and their grandkids. It was like most of what they had always talked about before was trivial in comparison. Now that they were speaking of important matters, their appreciation for being able to discuss these issues with someone who really cared strengthened their relationship. Both spoke in their heads, "Why did we want to be divorced?" Neither spoke that out loud.