Senior Dating Websites

Dating Websites for Seniors

The last game of musical chairs

Recently, I told a friend that I wanted to find someone to go hear live music with, and he suggested that I look into dating websites. I was skeptical about this, at first, since I think of myself as too old for online dating. But I found many websites that do serve the older age brackets, and even some that specialize in that market. Here’s a look at what some of them have to offer, the kinds of people you meet, and some of the advanced techniques I’ve used to pick up chicks. Well, okay. Hens.

Senior Dating Websites

The Websites

Many websites specialize in helping people find one another in matches suitable for romance, travel, or friendship . They maintain a database of each subscriber’s descriptive profile, a mechanism for matching people, and some kind of chat system for interaction. There’s usually free access to a limited feature set, and you pay a subscription fee if you want the whole shebang.

I found that every site is the biggest site. All claim to dominate their market segment.  Every site is the world’s largest, is number one in my area, is the top local senior dating service, is the premiere site for tattooed, overweight graduates of Monroe High School. Size matters, because the more game, the more meat, so users have reason to flock to the dominant player. That’s where the average male is most likely to find a date.

Judging my attractiveness to be somewhat less than average, I decided to sign up for a half dozen sites to increase my odds.

The Features


The first step at each site was to fill out a profile, describing myself with a brief paragraph and by answering some questions. Most of the women’s profiles that I looked at overflowed with banality. Like to laugh. Love my family. Take walks on the beach. Kind and loving. I can only assume that the male profiles are similar but more boastful. Ghostwriters are available, and since women seeking men don’t see the profiles of other women, they have no idea that they’re all the same. Sweet racket. No one can read this stuff for long without going numb, anyway.

In contrast, I approached this autodepiction with great earnestness. How best to describe myself? Cougars and dirty old men might be tempted to lie about their age, but I am a man of honor and will stoop to no such subterfuge. Bent on cold honesty, I bluntly described my carnivorous personality, laying bare that I might be a bit of an acquired taste. Truth in advertising.

Next, there was usually a place to describe what you were looking for in a match. Every woman wanted a man who was honest and kind, and it surprised me how many specified “makes me laugh”. And “romantic”. Made me laugh. I left this part blank for fear of excluding anyone.

I had to use sushi
I had to use sushi

Then I uploaded some pictures of myself. People upload all sorts of pictures, images of their families, their dog, their last vacation, multiple copies of the same shot. One woman told me that some men pose with a large fish, damp emblem of their endowment. I wanted to do the same, but I couldn’t find a whole fish, so I had to settle for sushi.

Another woman’s pictures were all taken with a purple hat in front of a mirror. She wasn’t smiling in any of them, just scowling at the camera like she hated the hat. I figured I’d take it off her hands:

Dear TRFeldman
I wonder if you would consider selling your hat. The purple color and large flower on the side are quite fetching, especially in photo number 21 of 25. Your stern stare above the granny glasses reminds me of Ms Cole, the school librarian who once smacked my ass with a ruler. If you are willing to sell the hat let me know how much and if you have Paypal.

A week later she hadn’t answered, so I figured I’d try again:

If you won’t sell the hat, how about letting me take a better picture? They have these 3D printers now that let you make a real duplicate, and I can make myself a hat, too. Not sure how it works, actually, maybe you end up with a hat made of ink. It’d maybe run all over my hair, but hey, lots of old ladies have purple hair, why not an old guy? Better fey than grey.


The next step was to search through the profiles to find potential matches. You could do this yourself or let the site’s algorithm do it for you.  I searched the profile databases with criteria for age and for location. Some sites wouldn’t let me set the minimum age above 45. I guess they don’t realize there are age brackets for shuffleboard.

Then I played matching games that let you Like pictures of women from a series that they present you with. If my Like was reciprocated, I would be notified and invited to contact my reciprocal Likee. Sometimes there was a picture but the profile was blank. Meat market. Sometimes the pictures were not so recent. Buyer beware.

Most sites automate this, matching data sets by psychological profiling (or possibly astrology or random selection) to identify smaller sets of potential match-ups. A daily batch o’matches is then sent out. However the matches are made, marketing will trademark a name and sell it as artificial intelligence to their pining customers. For better or worse, Zoosk’s  Behavioral Matchmaking™ system (“powerful”), Match’s Synapse (“intelligent matching technology”), eHarmony’s 29 Dimensions of Compatibility (as observed by site founder Dr. Neil Clerk Warren), and EliteSingles’ Big 5 personality test now held the key to my future happiness.


Armed with my latest matches, I was ready to hit on some babes, or at least message some matrons. There were systems for sending email and chatrooms to let me accost these ready women. Transcripts of everything are saved, so I would be able to keep all my paramours sorted out. There are also various encouragements for the shy and reticent: suggested questions to ask; alerts telling when someone is online. Flirt or Fave buttons, for those too meek to type, send a message that basically says “why don’t you hit on me”.

The People You Meet

Reading the profiles is like people-watching on a screen. You sit around looking at pictures of women, and if you want, you can find out a little about them by reading the profile. You don’t even have to hit on them, it’s fun just doing that.

I wanted to concentrate on women who do some of the same things I do, like breathing and pining for sex, but sometimes I had trouble understanding what they had written. People described themselves as  ENTP and GGG and I didn’t know wtf. For seniors, in particular, the jargon may lead to misunderstandings. For example, many women specify “no hookups”, but when I met one I learned that didn’t refer to oxygen.


One woman wrote that she was obsessed with dining out. She knew about all the famous chefs and wanted to eat in their restaurants. If a new place opened she wanted to try it, check out the whole menu over several visits. This lady ate out all the time. Then I looked where you answer the questions and she had put that she really liked to cook. So I couldn’t figure that out. If you eat out all the time, when the hell do you cook?

I contacted her and we chatted a few times until finally, I realized what was going on. The woman really did like to cook, and she put a lot of effort into it. She’d start in the morning with marinades, mother sauces, clarified butters. The afternoon was spent dicing vegetables and baking cakes. But when the roast came out each evening and she sat down to it, she realized that, as good a cook as she was, she was no match for the professionals. And so she had to go out.

This was expensive, of course, what with all the food wasted, and that’s where the online dating came in. Every night a different guy would show up and ask where she wanted to go. No vegetarians, had to be guys who were seriously into food. I was honored when she asked if I wanted Mondays, but I still said no. Monday is my bowling night.


Many divorcees have had a bad experience with an unfaithful man. Their twelve-year-old photos often accompany text describing a desire for honesty and fidelity in a match.

dear fogmother
I noticed in your profile that you want a loyal man. Then I saw the picture of you cuddling your black and white Abyssinian pomapoo. Since dogs are so loyal, I thought you might want to meet a man who shares other traits with your pup.

• For large ears, look for Basque men. They have very long lobes.
• For a prominent nose, the obvious recommendations are Jews and Italians, but check out Indian men, too.
• Your chosen color scheme will be difficult to match, but right now if you head to Burning Man you can probably find a  white guy who is, like, really dirty and it’ll be almost the same.
• I can’t tell from the picture, is the dog’s tail long or short?

As for the long tongue, I’ll let you do your own research. Good luck!

The same woman came up again in my daily matches about two weeks later. So I wrote to her once more.

You have come up once again in the daily matches sent me by the artificial so-called intelligence that produces these pairings. Since you were chosen twice out of fifteen 10-person samples taken (with replacement) from a larger population of people our age, it’s possible to estimate the size of that parent population. I won’t depress you with the result of that calculation, since you might conclude from it that you are destined to run into me again. I know you would prefer a Basque.

Another woman described herself as a sapiosexual, which is someone who is aroused by a partner’s intellect. In other words, someone who wants to fuck your brains out. This lady got in touch with me because my profile had no spelling errors, which put me in the top two percent of subscribers. I immediately wrote back.

Dear Jan
When you got in touch, I was happy to meet a sapiosexual. Then, looking through your pictures, I noticed one of you in a lab coat and suddenly realized that you are a scientist and not likely to be asapient, either. This excited me, as I, too, am sapiosexual, and particularly attracted to women who look smart by wearing glasses (opticosapiosexual). Also, I like your smile (risiopticosapiosexual).
I must confess to a puerile fantasy of meeting you, sapiotropism leading to sapiosexuaggregation. At first, we enjoyed some good, old-fashioned socratisapiosexuconfabulation. Then, our sapiocredibility established, we engaged in reciprocal tonolingual salivary osculostimulation and sapiosexuophagy leading to the inevitable secretory sapiostasis.

How to Pick Up OWILFs

Compared to bars, I find the biggest advantage of websites is that, when I first approach a woman, I can get out more than just a sentence or two before she decides to ignore me. I usually try to write a few lines, cite part of her profile, and point out something we have in common, some way in which we could interact. It’s good to include questions. Here are some of the more successful come-ons that I’ve used.

Dear CoolJosie8
I understand you like camping. Me too.  I like being out in the wilderness because no one stares at me. I like campfires, and chopping wood with an axe, but the best part is setting up the tent when you pound on the little pegs with a mallet. Wham! Let’s meet somewhere and plan a backpacking trip. Wouldn’t it be fun to be alone in the woods together?
Dear tar sands
Hello. You have come up in my matches of the day. I looked at your profile but you didn’t fill in the section describing your desired match. From this I surmise that you’ll take pretty much anything. Since I’m routinely snubbed and occasionally reported by the women on this site who do have standards, I thought I’d take a run at you. Why not drop me a line and say hello?
Dear GoodCookGal11
Your profile says you’re very proficient in the kitchen. Please help me. I have been recently rendered a bachelor and am struggling to feed myself.
I bought a microwave because the girl at Safeway said it’s the easiest way to cook. I also have a frying pan but the kitchen’s a mess and I don’t think I can find the stove anymore. I had to set up the microwave on the chair, but I figure I can eat standing up. Can you tell me how to make chicken livers and pesto? I’m desperate.
Dear nbl1745
I see that you used to be a teacher. I wanted to tell you that I like kids and have some experience teaching, as well. Last year, I taught the kid next door how to use a slingshot and now he keeps the cats out of my backyard. We started out shooting 5 mm ball bearings. The cats would squeal and run like hell if you hit one. Now he wants to try an 8 mm ball, see if he can kill one. Kids nowadays, so precocious. Aren’t you glad you retired?

2 thoughts on “Dating Websites for Seniors”

  1. Dear Allen:

    I’m replying to your inquiry regarding a recipe for chicken livers with pesto. Your interest caught my eye. Even though I never enjoyed eating chicken livers growing up my grandmother’s recipe for puréed chicken livers with pesto mash was definitely the exception. I LOVED it!

    In addition the leftovers are excellent for breakfast the next day. Tossed with a couple of eggs it makes a wonderful chicken liver pesto mash scramble. As I write this the memory of it is causing saliva to discharge in my mouth.

    If this sounds like something you would find satisfying please let me know and I will send you the recipe.

    1. Yes, please! I must have this recipe! I am picturing the scramble, especially, with a side of chocolate milk. My arteries are clogging and the whole thing begins to look a lot like my last colonoscopy.

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