An anonymous Chinese-American man divulges the details of his one and only extramarital affair — an experience that has left him only more conflicted about what he has done. He wants your advice on what to do next. Read the story and then weigh in with your thoughts in the comments.
I’ve edited this story carefully to avoid obscene or overtly suggestive language. That said, this is about an extramarital affair and certain sexual situations are implied or referenced. Therefore, reader discretion is advised.
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Please allow me to introduce myself. My name is Mr. Fortunate. I will not use my real name, because what you are about to read will shock many of you and I am for certain going to incur much criticism and even condemnation from the readers. I use the name “Mr. Fortunate” because it is highly befitting of my station in life. The word “fortunate” denotes “lucky.” I consider myself very lucky because I am a middle-aged Chinese-American man living in the U.S. and have been married to a beautiful white Western woman for many years. We have several beautiful mixed race children. I have a great profession that is highly recognized in society. I earn a comfortable income and am almost debt free. We have good finances, good health, and a comfortable lifestyle. We have a home that is fully paid for. We even attend a Christian church to thank the Lord for his blessings. By all accounts, I have everything going for me and my family, and therefore I am considered to be very “fortunate”. Many of my peers, especially men, would probably view me and my family with much envy. Therefore, I am “Mr. Fortunate.”
The Debate Within Me
Despite enjoying this great lifestyle, the thought of having an affair with another Western woman crossed my mind several times, especially when the woman is pretty, friendly and open towards me. Many times I simply dismissed the idea and opted to be loyal to my wife and family, because I knew that cheating was just plainly wrong. The question of an extramarital affair crept up and nagged me from time to time for years now. I tried to suppress it every time as I know it is inherently wrong and evil.
Some men told me that they feel refreshed and validated knowing that they had an affair without being caught. They told me that there is a feeling of exhilaration that comes along with a sexual conquest from the extramarital affair and from not being caught. They recommended that I give it a try. I again dismissed these suggestions as such an affair is just wrong. But the curiosity remained within me year after year. The questions nagged at me and bothered me so much so over the many years that I finally succumbed. So one day I decided to cross the line just to see if it is as great as these many men who had affairs had told me.
Before I crossed the line and entered the “dark side” like Darth Vader in Star Wars, I debated this question for a very long time from within me before actually doing it. Why should I have an affair? I do not know exactly, but it was perhaps the allure of fun and games or perhaps the yearning for lust and sensuality. It was the self-satisfaction knowing that despite being a middle-aged man with wrinkles, a receding hairline, being slightly being overweight, and with some grey hair that I can still have a sexual conquest making me feel manly and young again. These men say that if one conquers a much younger woman, the feeling is even better than to conquer a woman of equal age or older. Also, it was perhaps the adrenaline rush that comes from the fear of getting caught, but yet being able to avoid being caught. The excitement derived from knowing that I can still have a woman on the side without being caught and the excitement from trying to avoid being caught made it very tempting. Some would say that my action was imprudent and unwise to put it mildly, while others who are harsher would condemn me as nothing more than a scoundrel or a low-life for betraying my wife and family. If discovered I can lose my wife, much of my wealth to a divorce, and face shame and dishonor in front of my family, siblings and parents. I can assure you that Chinese culture does not condone extramarital affairs. Finally, after much thought and debate I decided to go to the “dark side” just as Anakin Skywalker did before becoming the infamous Darth Vader in the Star Wars series. I wanted to see if it is as exhilarating as other men said.
Having decided go forward with having an affair, I tried to “test the waters” with several female acquaintances, and customers, or some females that I just met by flirting with them at first, but all efforts were to no avail. As is often the case, success does not come on the first several tries. It is persistence that pays. Having been turned down by a few females already, I just continued time and time again. Finally, one day the opportunity presented itself.
The Shocking Affair

One day a very pretty and friendly younger female customer (whom I shall call Mary) came to my office seeking my company’s services. As usual, I tried to use my social skills and personality to charm the customer into signing the contract to use our company’s services. We first talked about our family, life and other positive subjects. I opened by asking her to tell me about herself and so she did. She told me that she is from another country and came to the U.S. when she was a very young girl. She spoke English with a slight touch of an accent. She said she grew up in a fairly strict upbringing because her family is very religious and she did not have the opportunity to date before marriage. But she was fairly liberal because most of her life was spent in America. She only had one man in her life and this man eventually became her husband; they have been married for decades now. She has two children who are now in their teens. She appeared to have a great life: a husband, two beautiful children, a house, and a great income. Her station in life mirrored mine more or less. Her husband is very well to do and she helps him from time to time along with pursuing her own career by working for a nationwide company. She then asked me about my life.
I told her how I met my wife and about my family, my children, and my profession and she told me how she met her husband. I then did the sneaky thing by asking her whether she knows what was the perennial problem that almost all couples face when they have been married for so long. She answered by saying that she did not know and wanted me to tell her. So, I did. I said that the perennial problem is how to keep the romance and excitement strong and alive. I said that after many years of marriage, arguments break out, taking each other for granted, not communicating well and of course the sex and fun will start to dissipate unlike the time when a couple just met and the relationship was new. She agreed.
We had a very long and involved conversation at first about life and family in general and then I transitioned into topics which appealed to women most. I knew that in order to hook the woman I had to make a deep emotional connection with her to have any chance of seducing her. So, I avoided morbid topics such as death, mayhem, rape, religion, and politics as well as other mundane and boring subjects. I was told in the past by many men that women like to hear about “relationships and the unknown.” This was what I used to play her with. Little by little I escalated the conversation into more romantic and sexual suggestions such as how I met and seduced my wife and how I got her into bed with me. She laughed. Later I told her jokingly that I now have a “ball and chain” attached to my ankle and cannot go out anymore to have fun. So, the fun is over for this Chinese man.
She replied by saying, “You are such a coward now!” and she laughed.
So, I asked her a hypothetical question, “What if you had to go out alone for say a business lunch or dinner, will your husband approve?”
She replied, “Let me worry about my husband as I can take care of him and I am not a coward like you.”
Later after we finished our business transaction (i.e., she signed the contract) and it was time for her to leave my office, I suggested that we meet again one day for a business lunch or dinner as I would love to get more business from her in the future. As we all know taking a customer out for either lunch or dinner to get more future business is very common. She agreed but that it would have to take place when the weather is much warmer in the next few months. I then gently asked her with a sneaky smile on my face, “Would your husband allow you to go out alone, or would you like to bring him along to make it look legitimate?”
Mary replied once again, “Don’t you worry about him. You just worry about your wife and I will worry about my husband. I shall find a way to come out for the ‘business’ dinner.” I was elated beyond belief as I not only secured her business but also the chance to cheat and romance her.
Months passed and we exchanged only a few emails (using my secret email account that no one knows about under an alias to which no one had access to, not even my wife) and nothing happened until the opportune time came — summer. Summer is when the days are longer and the nights are warmer, a time when romance is in the air. So, I then contacted her by phone at work during working times to avoid suspicion; I used my office phone and not my cell phone to avoid any traces, and I used the alias Mr. Fortunate. I then talked to her and arranged for a date, time and place to meet her and pick her up in my car. I told my wife that I was going out on a business dinner and my wife trusted me as I had been out for business lunches and dinners before alone. My wife had absolutely no reason to doubt me this time. When having an extramarital affair, secrecy is key and thus I turned off my cell phone that night, disabled my GPS system, refrained from using texting, used false names and aliases, used pretexts to go out, and eliminated any traces of evidence. I trusted that she too was prudent enough to do the same. I arrived at the pre-designated rendezvous point over 20 minutes late and I was worried that she may simply have thought that I was too scared and that she may have left. But, then, there she was waiting for me!
“Hi Mary!” I greeted her with a big smile masking my secret heartfelt fear. I was nervous beyond belief but I had to act and hide it.
“Hi.” She smiled back at me. We embraced and together we entered my car.
I drove and I suggested that we go to a restaurant serving her country’s ethnic food for dinner. I assumed she would feel more comfortable eating the food she grew up with, and thus more comfortable with this whole affair (which was undoubtedly nerve racking for her as well). She said, “No. Definitely not.”
I asked, “What? Why not?”
She said, “Because there are too many people from my country who eat there and I am afraid to be recognized by my fellow countrymen. My husband and I do quite a bit of business in the community.”
I thought to myself, “Wow, she seemed rather well versed in affairs to be able to take steps to avoid detection.”

We ate at an American restaurant at a booth where the ambience was darker to reduce our chances of being seen. We enjoyed our steak dinner and the cost was quite pricy for me. As with any affair, there is a cost to taking the woman out for romance, aside from the emotional cost and other costs flowing from it if discovered. I paid in cash and not by credit card to avoid any traces. After dinner we went to a bar next to the beach. At this bar, we found a corner where we both sat adjacent to each other in the outdoor patio. She sat to my left and I was on her right. It was dark now and even less likely that others would see us. She drank alcohol but I did not. I refrained from drinking any alcohol not only because I do not drink it, but also because I wanted my mental and physical abilities to be at their best to be able to seduce her. Once again we talked about funny things and I avoided morbid topics and mundane subjects. After she had a large glass of alcohol, I could see that she was a little buzzed. As she laughed more and more and her tone was increasingly flirtatious with me, I knew the time had arrived for me to escalate. After I told her a joke and she laughed once again, I leaned inward to her and hugged her, and after the hug, I did not retract my left arm which was now around her back and perched on her left shoulder. Slowly but surely I slide this left hand down her back, where I left it. I felt completely turned on. We talked for hours and then it was time to leave. We walked to my car from the bar to the parking garage side-by-side and then when we arrived at my car, I opened the passenger car’s front door for her. She laughed loudly now and shouted, “I am so drunk now!” Then I leaned inward for a close kiss and she kissed me back passionately. Afterward, I started to drive her back to the original rendezvous point to drop her off for her to pick up her car. I suggested that we pull over to a darker place in a nearby residential area for a little more action. She agreed. So, I entered the neighborhood near the bar and parked under a tree where there was very little light. There we kissed again. I had my left hand up her dress and I even kissed her bare breasts. I wanted to escalate it even more and I suggested that she and I go to my house as my wife and kids were away that weekend. She rejected this idea. So, I asked her several more times and she once again rejected this notion. I told myself that there will be a next time when I will score. After this little fling I drove her back to her car and dropped her off. This was the end of our first encounter.
When I arrived at her car, I asked her if I could see her again. She said yes. We then parted ways. I left with an enormous feeling of success, just like many men who had affairs had told me about. I could hardly believe my luck now. I cheered and was elated beyond belief.
The next time I saw her was many months later. I once again picked her up at the same rendezvous point as before, taking the same precautions as usual. This time I wanted to go all the way with her, so I bought condoms. Also, this time my wife and children were out-of-state to visit my wife’s side of the family. No one was at home and thus I wanted to be bold by taking her to my bedroom. After dinner, I invited her to my place as I told her that my wife and children were not at home. She was reluctant at first but now she trusted me enough. So, she came to my house. She drank some alcohol at my house and I refrained from any drinking for the same reasons as above. I asked her to tour my house and walk around with me. She complied. When I had her in my bedroom, I knew it was a great opportunity and I tried to get her clothes off. We started making out and things were going extremely well. I was about to achieve an enormous feat because there she was, lying naked on my bed, ready to have me.
Then suddenly things went awry!
My excitement faded as I started to feel remorseful. The pictures of me, my wife and children were dangling above the bed. My wedding photos were there. I just could not muster the strength or courage to do this. I felt that I had betrayed my wife and the wedding vow that I had taken many years ago by promising to be faithful and loyal. Mary asked me, “What’s wrong?” I had to lie to her by saying I couldn’t do it because I had gotten too excited and now had to change my underwear. This was absolutely not true!
She was disappointed in me. She was upset and rightfully so, because there she was, lying naked on my bed (since she trusted me enough to come to my house and into my bedroom) only to be let down in the end. I drove her back to her car that evening and we barely talked on the way there. After she left in her car, I simply emailed her the next day to thank her and inquired whether she had made it home safely. She answered my email by thanking me and said she made it home safely. Since then I have not contacted her in any way, shape, or form. I simply disappeared from her life and she disappeared from mine.
Afterthoughts
After the affair, I started to carefully reflect on what I did. I questioned why I did what I did. At times I felt terrible for betraying my wife and the wedding vow. At other times I felt validated that I still had the ability to seduce a younger, pretty girl. I just cannot believe that I had the woman naked on my bed and then at the moment of truth, I was not able to perform. How pitiful! I still have mixed feelings about it to this very day. Not only did she no longer speak to me, but she did not give me any more business. So, I had two losses: Mary and her business. I remind myself that I have not lost everything though as I still have my wife and children, my fortunate lifestyle, and the “great” memory from the affair. I still have two questions that remain unanswered to this day:
1) Should I confess to my wife about the affair and take the consequences or should I remain silent?
2) If I remain silent, should I do it again with the same woman or another woman so as to get the long sought after fulfillment which I did not get due to my pitifulness, or should I simply quit while I am already ahead?
Dear readers, please advise me as I am still very torn right now.
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