I want to thank my editor, SlaveGirl70, for her fantastic edits. I appreciate everyone's comments and suggestions. If you enjoy this story, I think you might enjoy reading my others as well.
If you like this story, please provide positive feedback, and that will encourage me to write more.
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Me and my wife Wendy live in a lovely northwest suburb of Boston called Acton. I am an engineer and Wendy is a third-grade teacher in our district. We have been married for 35 years. Our children (both boys) have graduated from college, and both live in the area. Our oldest son Rob, is married and our youngest Paul, has a live-in girlfriend.
Our marriage has had its ups and downs. Wendy has been going through menopause for the last 3 years. Her sex drive, which was never high to begin with, has dropped to zero. This has been very frustrating, but I wouldn't ever consider ending my marriage. We are terrific life partners, just without the sex.
I had one short "fling" 15 years ago, but other than that I have been faithful. I decided that in order to continue being emotionally faithful I needed sex, so that part of my needs were satisfied. I needed to have an affair. But how does a man start a secret romance at age 57? Certainly not with someone at work. In the era of the "me too" movement that would be a stupid idea. My life does not expose me to situations where I could meet someone romantically. So I decided to try the Internet, and opened an account on a popular website geared to having affairs.
I chose the direct and honest approach and wrote my profile as follows:
"Married professional looking for someone to share special times with. I am 57, 5'10", 165 lbs, with dark hair and brown eyes. I enjoy tennis, running, and basketball. I am in pretty good shape and consider myself fairly attractive (for my age). I live northwest of Boston, and I am looking for someone I can occasionally meet for drinks, dinner, and if the chemistry is mutual, great sex. I am not looking to change my situation or yours. I am open to various ages and ethnic groups. My politics are liberal but open to other viewpoints. If you are interested, we can correspond and see if we want to take it farther."
I decided not to include any photos with my profile description. No telling who goes to these sites. I picked the username M57NoBoston. Not very clever but it was descriptive.
After I posted my profile, I decided to search to see if any female members looked interesting. I decided to keep my search reasonably local (within 50 miles). I found there were at least 200 to 300 women within my search parameters. Some with pictures, others without. Some with lengthy descriptions, others with only short sentences such as "Cum and fuck me," or "Looking for sugar dady. Speaks Russian and Engliesh." I skipped those.
I found a couple of dozen potential candidates. Over the next couple of weeks, I decided to write e-mails rather than instant messaging them. That would give them time to respond and provide me more information as well. I am a reasonably good writer (for an engineer) and wrote each potential candidate individual, long opening e-mails with detailed information about my past, interests, hobbies, and I also described my married situation in more detail than my profile revealed. I also included thoughtful references to the information contained in their unique profiles. I wanted them to know that I had read their profiles and was responding because I thought there might be some common ground and interests (beyond just sex).
A few of the responses came back with basically "thanks, but no thanks," or "I don't correspond with someone without a photo." I explained that I would provide a photo once I reached a level of comfort but reminded them I had lived in the area for a long while and didn't want to expose my current extracurricular activities too openly.
SemiAttached123
I got an intriguing e-mail from a woman with the username SemiAttached123. It read:
"Hello M57NoBoston, I enjoyed your e-mail introduction, and I liked your profile. Maybe we can exchange photos later if you feel comfortable. I am 51, 5'2", 115 lbs, with long brown hair. I have been married for 30 years. My husband and I recently decided to have an "open marriage." I should say he decided that we would have an open relationship. I suspect he has been having an affair for a while now and wanted more flexibility seeing his girlfriend or girlfriends. I was very hurt by this. We have three grown children, one still in college. Financially, divorce is out of the question. I am lonely and would like to meet someone I can talk to. I think of myself as attractive, and honestly, I have recently lost some weight due to the stress of my husband's affairs. I have intense desires and want to explore those again. I know most men are looking for a 20-something. Based on your e-mail to me, I think you are the type of man I could be attracted to. Please write back and let's get to know each other better. Hopefully, your new friend Ann."
I sent Ann a reply with a couple photos from my neck down (leaving out my face). In one picture I was in a sports jacket and tie and the other in my running shorts. I thought that was a good photo as it showed I had muscular legs and a nice ass. I signed the note with my first name, David.
About a day later, I got this reply:
"David, thanks for the e-mail and photos. Nice legs BTW. I have attached a couple of my photos to this e-mail. I hope you enjoy them. Ann."
Attached to the e-mail were three photos. The first was a selfie from the waist to neck. Ann was wearing nothing but a white lacy bra. I could just make out the shape of her nipples through the sheer material. In the second photo, Ann took a picture over her shoulder into a full-length mirror. I could see her long brown hair extend down to the middle of her back. She was wearing a white lacy thong that matched her bra. She had a nice ass and figure. Only the back of her head was visible, not her face. The final photo was a close-up front photo of her lacy white panties. It appeared that Ann was mostly shaved with maybe a small triangle of hair under the thin material over her pussy. Her left hand was in the photo showing red fingernails touching the outside of her panties.
I wrote a reply and told her how hot she looked.
Ann wrote back almost immediately.
"Dear David, thank you so much for your very kind words. I needed them. I have been having self-doubts for a while now. I am glad you liked my outfit, such as it was. I was wondering if you would like to get together for a drink after work tomorrow. How about we meet at 80 Thoreau in Concord at 7:30pm? I hope you will recognize me. Wear a blue shirt and sit at the bar. Please let me know if you can make that work. - Ann"
I wrote back to Ann and indicated that I could arrange to meet her at "80 Thoreau". It was typical that I would meet friends on Monday nights after work for drinks at local bars to watch sports. The Red Sox were playing tomorrow evening so it would be the perfect excuse not to be home.
The next morning, I made sure to put on a blue shirt before leaving for work. It was hard to concentrate on work as I was thinking about Ann and those white lacy panties. I finally left the office at 6:45pm. It was a short drive to Concord where the restaurant was located. 80 Thoreau is a classy, rustic-chic eatery featuring creative, farm to fork New American food. It has an extensive wine bar. It is a rather small place and is typically packed. As it was a Monday, it was not that crowded.
I took a seat at the bar and ordered a glass of Pinot Noir. I glanced at my watch, and I was 15 minutes early. I was a bit nervous. My house in Acton is was reasonably close to Concord, so I was concerned that I might run into someone I knew.
I was halfway into my glass of wine, and I notice a woman enter the restaurant in a flowered dress. She started walking toward the back to the bar. She looked vaguely familiar to me, she had on glasses and a hat covering her head, so I could not tell the color or length of her hair.
Then it dawned on me. "Shit!" I thought to myself. It was someone my wife knew. I believe her name was Emily, and she worked with Wendy at the elementary school. "Shit, shit, shit." This wasn't good. I turned to hide my face as she approached. I wondered if there was a back exit to the bar so I could sneak out.
I heard soft steps behind me, and someone touched my shoulder. I turned around to stare into the face of Emily. She gave me a startled look recognizing me and looking me up and down.
"David?" she asked. She had a puzzled and concerned look on her face.
I stood up from the bar stool and replied, "Emily?"
Emily scanned the bar and then back at me. I was the only person at the back of the bar. It was then I noticed Emily's hands and the bright red nail polish. There was a sudden mutual realization, and Emily smiled back at me.
"Well, this is a surprise," Emily said in a low voice.
"Ann?" I queried.
"Emily Ann," she responded. "I decided to use my middle name for discretion. There are more Anns than Emilys I think."
