Older women

As a 21 year old guy I have always wanted to see what it was like to be with an older woman. I am not sure where to begin looking to try to make this happen. Have you had any experiences with this? If so I could really use some advice.

Thanks!

One of the mods needs to talk to this boy about Cougars!

Oh boy. Am I not supposed to talk about cougars?

The best advice is to start in the working world. Even a small company and this will open up opportunities to meet women. Sooner or later you'll find an unhappy older one or a single one. My experiences started at 25/26ish. The bigger the company the better. But nowdays with social media, its even way easier. Older women are also open to more kinkier thangs like enemas and anal. Even being rimmed or sticking a finger in her butt or thumb in there while doggying her. I love size10 ish shorter stockier older woman with a bit of fat, and it excites me when I have my way with them.

K

Just bear in mind that you have to MEET them before you start sticking fingers in them. Talk about putting the cart before the horse!

As an older woman myself, have you tried mundane places like the grocery store or WalMart? We all have to shop somewhere. Yup, the workplace is good, so is social media. Lowe's and Home Depot offer interesting options too. One of my son-in-law's friends asked me out once, that was at a baseball game.

Older women - you just never know where we'll turn up!

In a grocery store? If the sole intent is to become FWB I don't want to insult them if they are looking for a real relationship. What is the best way to approach her? I assume things are different from girls my age.

I'm opinionated and I find our society extremely oppressive in the view of women's sexuality. I think there would be nothing more rewarding than an older woman training a young man in regard to how to treat and satisfy the female. More "primitive" societies (Polynesian in particular) do this. The stigma we have is Victorian. I would very much like to see my 60+ wife use her magic to drain out a 20 year old. She tends to very private about any dalliances she has had. I would prefer that she describe anything like that in detail. When she was in her 40's she let one of the young men at the grocery store "have a little". It was about nine P.M. and it was just simple intercourse. She was in the back of the supermarket looking for something that one of the stock clerks told her to go. She began asking this guy in back for help and as he was leading and helping her she noticed "a bulge in his pants". Somehow there was some silent communication and she grabbed his crotch. They went behind a cooler or something like it and she hiked her skirt slide her panties down and he dropped his pants. She said it was very quick. We only lived about 10 minutes from the store and what was really a turn on for me was the soaking wet panties she tried to put in the laundry. In her own words: "Guess if I'm going to do that again, I need to carry a mini-pad in my purse". (She was a Tampex user)

Blimey, better not bend over the freezer in Tesco!

Why not try dating websites, there are some that are specifically for the more mature males and females looking for someone. Does your local newspaper/magazine have private ads where you could look or post even?

I agree that with social media it is much easier to find what you are looking for, but it's also much easier to get found out as well. Be careful and be discreet, cover your tracks. Text messages, e-mails and even facebook can be looked at if it should ever become a legal issue. Sometimes those "looking to teach" has been known to turn into them wanting much more in the end...

Thomas Jefferson advised a young man to have his illicit affairs with older women because of their experience, gratitude, and lack of complications (pregnancy). Remember the tv show the Jeffersons? I wonder if that was a sly comment on his philandering.

Hi, This is my first post on this site..All of my partners, Male & female have been older than me..... My wife is 66 and I am 47, I met her when I was in my late 20's. I find the age difference to be a great turn on.... Being no spring chicken myself, I'm beginning to find the idea of a younger (M) partner more & more intriguing!

My friends used to go to bars known as meeting places for divorced women. I was 21, helplessly romantic and only dated girls around my age. Now I'm in my mid 30's and I can tell you I regretted that I didn't go with them.

My advice is to try bars, blues pubs and if it's possible, go with friends.

I am 26 and am curious about being with an older woman like in her 40 or 50s. I want one to seduce me and take control in the bedroom and have her way with me.

@ dewitt, it was Ben Franklin advising a young friend to take an older mistress because, "They don't yell, they don't swell and they're grateful."

A few years out of college I was working at a company in a very industrial part of town, not the sort of place you would expect to find a nice restaurant. A friend of mine was working for one of the large accounting firms and was working on an audit at a manufacturing company several blocks from where I worked. We decided to meet for dinner at this Italian restaurant right in the middle of this industrial area. My friend was a little nervous going to dinner in the middle of this area at 8 at night. I told him I had been there for lunch with some clients and it was real nice; they had a couple of big goons walking around out in front as security and the rumor was that the guy who owned it was “mobbed up” so no one ever bothered the place.

We both got there about the same time and went into the bar. Holy crap talk about Cougar Town, the place was packed with older women. Every available woman that worked in the offices of those manufacturing companies went to the bar to get some action. The average age was probably between 35 and 40 years old, some a fair bit older too. Since we were mid-twenties they seemed really old. We each had a drink and about 10 propositions before we were called to our table.

After dinner we made sure to leave and not go anywhere near the bar. The food was great and not terribly expensive, but I never went back for dinner again. My friend said the reason no one ever robbed the place wasn’t the security it was they were afraid of the all women in the bar. So if you are looking for old tail try and find a place like that, you will have your pick.

I know, that here in German about fifty years ago in certain Roman Catholic counties with winegrowing there has existed in several rustic villages a very special and efficient form for young inexperienced guys to make contacts with older women. During summer time, every Saturday evening there was a dance arrangement in the side hall of a restaurant or in the municipal hall for the local festivities (in the most cases this has been the gymnasium of the local school), this especially for the young people not exclusively from this village but above all from the villages of the neighbourhood nearby and far-off. Several adult people from this village were present there too, especially some wives and moms in the form of a circle of friends - so the belonging husbands did not become suspicious -, not only for an entertainment or a conversation comparable to a "coffee klatsch", but in reality for searching and longing or needing a change of the marital daily routine.

In the case that one of these wives had caught sight of an attractive powerful strong inexperienced guy residing in a village of the neighbourhood, she invited him for the next dance, later both disappeared inconspicuously and walked around in the warm evening of this summer day, "by chance" they found a bench and finally the young man was subtilely seduced by this well served wife. Depending of the mood of the wife a contraceptive in the form of a condom was applied or she renounced upon this disturbing thing. In the case that this mom should become pregnant from this activity and conceive a baby, the mother took care that this one was regarded as a legitimate child like the other children in this family too.

The husband should never hear something from the aftereffect of this hidden adultery and the genuine father in no case too; exclusively the other wives and moms of this circle of friends knew upon this secret, being participated too, Apart from the moral side, the heterosexual activity of these wives and moms with young guys of the neighbourhood as a special form of a "cuckoo in the nest" has a serious background, for this doing was essential in order to reduce the consequences of the usual intermarriage in the small villages with winegrowing: In getting married the marriage partner should have a considerable vineyard too.

Old tail? Jeeze. A romantic.

I am a bit surprised not to see any reference in this thread to the novel "In praise of older women" published in 1966 by Stephen Vizinczey ( a Hungarian who emigrated to the US ) , which in France is considered a "classic" in erotic litterature. A film was made after the book in 1997 starring Faye Dunaway, allready an "older woman" then, but still pretty hot in my opinion.

Please define "older" ha ha

I hate to think that at 43, I would be "older."

I could certainly show a 21 year old a thing or ten.

It's sad but true, Susie. At 43, we aren't spring chickens anymore. In fact, since probably neither of us will live to the ripe old age of 125 and the best we can hope for is 86, we're middle-aged. That being said, no doubt we have lived the first half of our lives experiencing amazing things and hopefully have many years of fun ahead. And like you, I have no doubt that we could teach 21 year olds a thing or ten and even 86 year old men, as well.

More power to us "old broads!"

Dianne

I'm a male, over 60, and I think of sex 24/7. Perhaps its because my wife has had no sexual desire for many years and lacks any passion. So, needless to say I've been trying to find a play partner for the past few years.I find woman to be beautiful and woman at various stages of their lives have different attributes that are wonderful. Older woman have a maturity that reflects a confidence and beauty that a young girl or lady won't have. They have beauty and they have confidence but the maturity put's it on a different level-not higher-not lower-just different. The sexuality that the older woman exhibits reflects that difference.

To me it kinda seems weired to be doing it with an older/younger guy

to me it kinda seems weired to be doing it with an older/younger guy

So you want someone exactly the same age as yourself as a partner?

@comeandgetit

Age is just a number. A person's intellect, personality, sensuality, confidence, skills, experience, and sense of fun and adventure matter more than the year they were born. I have three lovers. One 15 years older than me, one 15 younger than me and one the same age as me. They each have their own unique qualities and I enjoy spending time with them. They each stimulate and serve me in different ways, be it emotionally, intimately, sexually or spiritually. No one man can fulfill all my needs but between my three lovers and my boyfriend, I get most of what I need. Their ages have little to do with what I get out of my relationships with them. Although there are certain issues that are bound by generation, they each bring something to the table and make me happy.

And I provide different things for each of my lovers. Intimacy, the thrill of youth and novelty to my older lover. Adventure and companionship to my boyfriend and lover who are the same age as me. Nurturing, experience and fun to my younger lover. That's just what's on the surface. I'm sure they would each have different things to say about what I provide to them if they were asked.

It's nice to think I might find someone is attracted to my experience and wrinkles. lol

You would want to find an attraction/connection before worrying about the lady being just older than you. If you want a long(er) term relationship you'll want more than sex to be the reason you stay together. Though sex is a good reason. It won't last forever (yes we all wish it would but sometimes it just doesn't)

Where are the younger women for us old guys?

When I was younger I use to do remodel work for mostly single older ladies, painting fixing different things and when I had to use the bathroom I would check for enema bags or bulbs.Always thought of having one of them taking charge a having a sexual romp just happened in my mind and would jackoff to it when I could sometimes I used their panties to sniff that worked well.

@oldman77014 It depends on what you mean by "younger woman." I happen to prefer older men but at my age (43), I'm not some sweet young thing by most standards. My lover of 58 seems to think so, though, so that works out just right for us.

I so enjoy being with an older womwn (I'm 42 so "older" does have its limitations), my lover/at-times sub is 43, a tad over 4 months elder than me (growl and purr at the same time). Her maturity and personally-accepted experience, to me, has helped her to become more cognizant and aware of her g-spot location(s) *wicked grin* She is very open to me wanting to learn more, how to please her, etc; a personal mantra is to build her pleasures as high as I can before I allow my own. I admit to becoming aroused, turned on, while she coos and moans to my touches, spanking, nibbles...