Older women

Mmmm, such lovely thoughts are in mind when I think of being with an older woman... Sorry, I am easily distracted when thinking of my baby girl (WTF, when she is older?) My lady-love and I have been in several relationships, respective and respectfully, and have found what we best enjoy. There are still times of testing, trying something new, yet we usually follow what we already know, have our "expertise" in. I began my search for new friends in the kink community at a local munch (a time of eating and talking in a local restaraunt, in case you are unfamiliar with such, no offense). Creating new freindships has always been number one with me, and I have met plenty of great people, yet I remained "single" until I could find the best "connection." M'lover, and now baby girl, of whom I would give anything for, immediately clicked; she and I continued to talk for hours, virtually ignoring other persons as they joined us. Following our first-meeting, we often called the other, eagerly arrainging times to meet again. To cut my babbling short, time and patience are a great necessity: an older woman has maturted by gaining a sixth-sense of sorts; some want a person who is full of energy (for whatever activity) and others may be more interested in intellect and knowledge (my baby wants and has both!). Older women like to prowl for whom they shall be with, stalking of sorts, looking for the right person. If and when you find an older, matured person, move slowly, establish a friendship, then carefully ease forward, allow them to be suspicious yet remain interested. The hunter can sometimes become the hunted. I hope my words have provided some insight.

In my experience, one has to be a certain maturity and that usually means being as mature as the older woman in most cases depending on the age difference.

I'm the older man, my wife of 31 years is 21 years younger than I. When we were courting, the wife of a friend , who certainly was an stern and "older woman", told me that I was having a mid life crisis and that marriage was out of the question because of the age disparity. 31 years later and counting, we've got a riotously erotic marriage going, and they're divorced, and she's even more miserable. I personally don't think it's age that matters, but what you do with the time you've got. Life is invariably terminal, and the only thing that counts is how much fun do we have, and share, between now and then. Sportslover

One should always be careful on these matters. In my single days, I thought that the idea of an older woman was appealing for all of the reasons cited. I had dog walking sessions and had met an attractive woman, whom I was absolutely certain was much my senior, so I asked her out, only to find out I was a dozen years her senior. This came out when I insensitively announce that she was a very attractive older woman. She was not amused. Beware! Sportslover

My first girlfriend was 9 years older than me. She was 41 at the time and already had 3 kids. I lost my virginity to her. Older women may bring more experience to the table but when it comes down to it, it's really a man and a woman coming together to enjoy sexual pleasures.

My first completely naked experience, and orgasm with a member of the opposite sex, was when I was about 16 years old and was with a 32 year-old, married woman.

I was a life guard at a rural swimming pool, with just a few houses nearby. The woman lived in one of these houses, and would feed us lifeguards, in return for her family to be able to use the swimming pool.

She was attracted to me, and would flirt with me. This eventually advanced to hugging, kissing, and touching on the outside of my speedo bathing suit and her bathing suit.

One day I entered her house, which was always unlocked. She was downstairs bent over a laundry basket, wearing her one piece bathing suit. I came up behind her and slid my hand between her legs, and rubbed her vaginal area. It felt warm, and a bit damp. She turned around, and wrapped her arms around me, and started grinding my erect penis against her clitoris and vagina. She said she was having her period, but would have sex with me if I wanted to.

I said of course. We went up to her bedroom, and I pulled my bathing suit off, and she did the same.

She reached between her legs, and pulled a fairly bloody tampon out of her vagina. I proceeded to run my fingers along her outer vaginal lips, and then dipped inside of her opening which felt warm, and sticky wet with a blend of menstrual blood and vaginal lubrication. She laid down on her bed, and I climbed on top of her. I started sucking her breasts, and then was going to lower my head down to her vagina to start licking her juices. She pulled me up, and placed the tip of my penis into her vaginal opening. I easily slid inside of her, and she pulled me tight against her by grabbing my ass cheeks with her hands.

It didn't take very long and I orgasmed deep inside her vagina. I filled up her vagina with my cum, and my penis came sliding our of her covered with a blend of her menstrual blood, vaginal juices, and my cum. We relaxed together for about 10 minutes, and then she cleaned my genitals with a wash cloth. I put my bathing suite back on, went back to the swimming pool, and returned to guard duty.

She gave me a great desire for menstrual blood, and vaginal fluids during my later sexual experience, and this also led to my enjoyment of pee/golden showers.

I'm generally a top and generally prefer younger women.

Still, an older woman who'd like to blister my butt with a hairbrush -- turn it literally fire engine red -- before giving me an enema that's way too big and way too soapy to even approach the realm of "comfortable" need only drop me an email. There's something decidedly authentic about older women wielding the hairbrush, the nozzle, and/or the strap on!

Older women are more beautiful, sexier, and smarter. I'm a little biased, being a magnificent 58 years old.

Older women are also much more open minded. We've been there, done that, or if not, we're willing to give it a try.

Women my age don't worry about getting pregnant.

Women my age have discovered it not all about the clitoris/vagina- There's great fun to be found elsewhere!

And I don't have to be home by eleven o'clock on weeknights LOL.

I had lost my virginity to an older woman, who had 3 kids. In terms of intercourse, there was lots of space inside after being stretched out from delivering 3 children. Emotionally, the relationship ultimately became abusive as she pretty much treated me more like one of her children than an equal.

What is older to you?

25? 35? 50?

Older women are everywhere. Malls, grocery stores, resturants. Car washes, gas stations, just about everything you do, we do.

Many years ago my husband was a (18-19) young general manager. Working the photo area one day this older woman customer walled in and told him she thought he was adorable and wanted to take him home with her.

She did. He loves telling that story.

I have had 3 men lie to me about their age in my 20s and 30s. They were in a place i believed them to be older. A bar which you had ro be 21 to drink and they knew the same people i did. Age never came up. Until it did.

He was 18 or 19, looked 25ish. I was 27. We had a heady fun 8 month fling. Showed hom things that made his head spin. I am 61, i know he still thinks about the stuff i did to him ans what i made him do to me. He is probably making some woman very happy.

The other two were similar i was 33 he was 19. The 3rd was 34 he was 20. Never felt betrayed when i found out their ages....a little surprised, a lot turmed on.

We are out there.

When we were young, didn't we all want Mrs. Robinson ?

I will be turning 48 in a matter of days and it seems the older one gets the more they get hit on. And no these are not men of my own age, but the ones who tend to be 20 years or more my junior.

As has been said bed an older married woman Mrs Robinson style.

By now I presume the OP has found his MILF/Cougar, punched that ticket, and moved on. I was 22 when I met my 34yo summer fling at a shitty dive strip mall restaurant where I was washing dishes between college semesters for gas and beer money. She was a waitress and a separated mother of two, struggling even as she lived at her mother's place. Knocked the bottom out of that ass every chance I got. Even fucked her in the walk-in once.

It's true just as Ben Franklin said that older women present 'certain values' (like experience in giving blow jobs, fucking, and anal) that younger gals just can't compete with (well until more recently, now that they're all on the cock carousel).

But wife a woman up with that kind of age difference? Never. (Exception: she's loaded. You can marry more money in 20 minutes than you can make in a lifetime. You don't have to be a woman to be a successful gold digger. Just quietly get a vasectomy ahead of time, and have your accountant verify her net worth and cash flow.)

I've been with two older women. The first one was when I first turned 21 many, many moons ago. She was 30 if I remember correctly. My friends took me to a popular nightclub to celebrate my 21st birthday. I met her while I was ordering a drink at the bar. We ended up talking for a while. She was out with a few of her friends to celebrate her divorce being final that day. She started flirting heavily with me, putting her hand on my thigh, rubbing up against me on the dance floor, kissing my neck, etc. By last call, we were both pretty buzzed. We ended up saying bye to our respective groups and taking a cab to her place, which wasn't but a 10 minute ride from the nightclub. We had a very hot and steamy one night stand, not sleeping a wink the whole night. In the morning we showered and we jumped into her car to go have breakfast at a nearby Ihop. She drove me home, and we said our goodbyes. We both understood that it was a one night stand, nothing more. She needed to get laid badly, not having sex for a good year or so while her divorce was proceeding through court. I never heard from her again, but she had skills in the bedroom that none of the girls my age at that time could hold a candle to. I will always fondly remember that night. What a great present for my 21st birthday!

The next one was when I was 22. She was 37. We met at the gym. If the OP is reading this, the gym is a great place to meet women, especially older women. The gym I go to is a large facility, with everything from yoga, weights, cardio, swimming, tennis, racquetball, spinning, basketball, and everything in between available. So the ratio of women to men is at least 50-50. Lots of freshly divorced older women getting back into shape for the dating world. That is how I ended up meeting the 37 year old. She was in pretty good shape. She had been working out for about 6 months, and had toned up nicely. She looked pretty damn good in her shiny spandex gym outfits. We had some small talk from time to time, and we finally ended up going out for drinks one Friday night. She was wearing a short, tight black suede skirt, knee high black leather high heeled boots, shiny tan pantyhose and a tight white bustier. She had long auburn colored hair, and hazel eyes. She had two kids, early teens, and they were at their father's place that night. So we went back to her place, and before we even got out of my car, she had unzipped my jeans and pulled out my rock hard penis. She proceeded to give me the best blowjob I had ever had at that time. The things she could do with that tongue, plus she could deep throat, no gagging! In fact, only my wife has been able to give me blowjobs as good as what that woman could do. She finished me off, and even swallowed, something no woman had ever done for me before. My wife is the only other woman to do that for me as well. After I zipped up, we hurried into her apartment, and we stripped each other and had sex like neither one of us has had sex in years. (She told me it had been several months, for me it hadn't been that long, maybe two months). We ended up having sex several times that night. I made sure I was gone before her kids returned the next morning. We maintained a friends with benefits type of relationship for a couple years. Neither one of us wanted a relationship at that time with anyone. She was enjoying being single and free again, and I was enjoying being young and single. We were vigilant about birth control, with her having an IUD and me wearing condoms every time. We didn't want any oops babies! Or STD's either, since we also occasionally hooked up with other people. She taught me many skills on how to please a woman, and she really knew how to please me. She was the first woman to let me give her anal sex. In fact, she asked me before I had worked up the courage to ask her.

After about two years, she started working out with a guy closer to her age, and I started seeing a young woman a couple years younger than me. So the timing was right for us to end it without hurt feelings. She ended up moving with the guy to a different part of the state, and I never saw her or heard from her again. I will always be glad I had the experiences I did with those two older women. I learned a lot, and I am a much better lover for my wife because of it. I am almost 11 years older than my wife, so as I continue to age, I will be glad I have those skills to keep my much younger wife completely satisfied!

So if any young men on this site are reading this and you're single, join a gym if you haven't already, and start hooking up with an older woman. You'll be so glad you did. You will have the best sex you've ever had in your young life, and you will learn some new skills that will come in very handy when you are trying to pleasure a woman. And these days, it isn't nearly as taboo for a woman to pursue a younger man as it was years ago. There are many older women in the gym with well toned bodies, quite often better than the young women. The older women of today stay looking good due to taking better care of themselves through eating healthy and working out, including lifting weights. If I was single, I would surely hook up with one again.

I will be turning 48 in a matter of days and it seems the older one gets the more they get hit on. And no these are not men of my own age, but the ones who tend to be 20 years or more my junior.

As has been saidn bed an older married woman Mrs Robinson style.

I'll be 48 next year.

I suppose over Independence Day weekend this past summer I could have done my older daughter's BF of 7 years if I had not turned around.

The kitchen lights were off as I was raiding the refrigerator at 2 in the morning. I heard quiet footsteps sneaking up behind me and felt an erection at my back. The voice said “let’s do it.” With my head still in the refrigerator I said, "I think you want my daughter, (The Adventurer")" My older daughter and I are exactly the same size and have a similar hairdo. We almost look like sisters from the front. My younger daughter, “The Mouth” is taller than I am and has much lighter and longer hair.) After he apologized for mistaken identity and we had a laugh, we sat at the table for a short while as I had some wine, a couple of crackers and fois gras. I excused myself to go back upstairs and said, “I thought you wanted to do it? You should go back upstairs and see if my daughter is interested."

SwitchableSusie, I was hoping someone would ask this question. They have not.

Just what were you wearing when "The Adventurer's" boyfriend came up behind you while you were raiding the refrigerator? So, he got close enough for you to feel an erection at your back?

I excused myself to go back upstairs and said, “I thought you wanted to do it? You should go back upstairs and see if my daughter is interested."

I have to assume he would be able to regain his, um, "composure" after his close encounter of the mistaken identity kind with his girlfriend's mom.

SwitchableSusie, I was hoping someone would ask this question. They have not.

Just what were you wearing when "The Adventurer's" boyfriend came up behind you while you were raiding the refrigerator? So, he got close enough for you to feel an erection at your back? I have to assume he would be able to regain his, um, "composure" after his close encounter of the mistaken identity kind with his girlfriend's mom.

NO PUNS ALLOWED! You will be punished if you do it again.

-----------------------------

I know you want to hear me say I was wearing a thin flimsy nighty with my breasts playfully peeking through the front and my butt barely visible to the horny 23 year old, but that’s not the case.

Both girls lost their virginities when they were 16. That’s when they started having their boyfriends sleep over. We allowed them to sleep together in the girl’s rooms because I always thought that was the safest place for them to have sex. Anyway, when they were younger, the boys didn’t venture out of the bedrooms unless they were dressed but after the girls and boys were seeing each other for a couple of years and it was obvious they were in serious relationships, they started walking around the house partially dressed or sometimes in underwear if they were just running to a bathroom, so I decided to get everybody the same ivory/beige cotton terry robes that my husband I and I would wear when we had company staying over. I got about a dozen for when we had overnight guests. Presently, "The Adventurer" has been seeing her boyfriend for 8 years and "The Mouth" for five years, so the boys are hardly strangers to us.

So, to answer your question, he and I were both wearing cotton terrycloth robes and there is NO Mrs. Robinson activity going on.

SwitchableSusie, I liked your post awhile ago. I probably should just let it go.

As to:

"I know you want to hear me say I was wearing a thin flimsy nighty with my breasts playfully peeking through the front and my butt barely visible to the horny 23 year old ..."

Yes. So?

You said that you and he were both wearing ivory/beige cotton terry robes when this close encounter took place. Aside from the obvious question, or thought, that you know I am thinking, were you wearing anything underneath that robe? Yes, I'm a perv, a perv who is curious.

Those cotton terry robes have quite a bit of fabric or cloth in the front when they are wrapped around you. For you to feel "an erection" on your back, that horny 23 year old guy (this point is important to remember) would have had to be pressing pretty hard up against your back to be able to feel his intentions. Or did his robe "accidentally" fly open so that his little guy could break the plane of the robe and make itself known on your back?

As to him being a "horny 23 year old" and you saying that he said, "... let's do it ..." If I was that guy trying to persuade my girlfriend to "do it", I would have not only put myself where she could discern my intentions, but I would have reached one or both of my hands around front and underneath her robe to get a better feel of her reaction(s) to my suggestion. I also would have been whispering, "... let's do it ..." into her ear and maybe kissing her neck while checking out the possibilities.

As to sitting there at the table with you watching you drink wine and eat crackers after making a boner mistake like that, I can see that happening. I would have had to let the moment pass before I could get up from the table and make my way back up stairs, (this is assuming I am 23 and horny). Terry cloth robes can fly open and not leave a whole lot to the imagination.

Also, SwitchableSusie, I would be willing to bet you that I am not the only guy who has had these questions.

You said that you and he were both wearing ivory/beige cotton terry robes when this close encounter took place. Aside from the obvious question, or thought, that you know I am thinking, were you wearing anything underneath that robe? Yes, I'm a perv, a perv who is curious. . . .

No, I was not wearing anything under the robe. As you said, those robes are fairly thick and slightly below knee length on me. Besides, I'm slim and 5'4" so there is a lot of extra material wrapping around my front. As far as the BF is concerned, 23 year olds have fabulous erections that go on and on, and I felt his more accurately on my waist line area, not my back. He was definitely "tented" under the robe but I can't say for certain he didn't have it out because I wasn't looking down in that direction. I doubt he had anything on under his robe. When I said "back" I more accurately meant behind me.

I doubt he meant "let's do it in the kitchen" since he knew there were a few other people staying over. I'm sure he meant to go back upstairs and do it in the bedroom or maybe go out back by the pool or on the lawn someplace, but definitely not in the kitchen. Aside from his erection which arrived before he did, he didn't get close enough to caress or feel me up when I was half way into the refrigerator. It was just a poke from behind and the words, "let's do it". All the robes stayed completely closed. Nobody saw anything. He and I sat at the table for about 15 minutes as I relaxed after entertaining a bunch of people that weekend, and yes, there are times I like to relax alone even without my husband, who by the way will not be told of this little episode, at least not for a long time. I don't know about your terry robes, but ours have long terry ties holding them closed (one size fits all), especially for someone my size.

I will never have sexual relations with my daughters' boyfriends. I won't risk the relationship I have with my daughters or my husband. Just like Mrs. Robinson, I run the house (along with my husband), I maintain order (I AM THE DOMME), and I make sure the boyfriends know that despite my acceptance and outward leniency towards their sexual behaviors, I have my daughters' safety and best interests at heart. My husband keeps a loaded three barrel shotgun under the bed and I know how to use it. Of course, pulling the trigger will push me backward across the room.

SwitchableSusie, of the questions, or fanciful thoughts, about the details of that encounter, I never, ever, will question you about this statement:

I will never have sexual relations with my daughters' boyfriends. I won't risk the relationship I have with my daughters or my husband. Just like Mrs. Robinson, I run the house (along with my husband), I maintain order (I AM THE DOMME), and I make sure the boyfriends know that despite my acceptance and outward leniency towards their sexual behaviors, I have my daughters' safety and best interests at heart.

No, SwitchableSusie, from all I've read about you and your daughters, and how much they mean to you, that never occurred to me. That's no shit and no sugar.

But I could see an unsuspecting 23 year old guy making a monumental blunder like that and just compounding his mistakes. 😉 It would have been an awkward situation. Believe me, SwitchableSusie, I do know about awkward situations. I invented them.

Cedar

After he apologized for mistaken identity and we had a laugh...

Oh, he knew.

>2AM

>house dark

>you're raiding the fridge, back turned

>Adventurer is upstairs, presumably sound asleep in the bedroom he just left.

>Presses his boner into your back, says "Let's do it."

>Plausible deniability: "Oh, I thought you were her - why, you could be sisters, hahahaha..."

>Every guy has that 'mother-daughter' box to check. "Dude, I totally just did my GF AND her mom in the same night!"

>No mistaken identity. No way.

Congratulations Mrs. Robinson!

Cedar said

But I could see an unsuspecting 23 year old guy making a monumental blunder like that and just compounding his mistakes. It would have been an awkward situation. Believe me, SwitchableSusie, I do know about awkward situations. I invented them.

Cedar

No doubt we have all had sexy embarrassing situations. I have posted about mine here too. The biggest one was when my daughter walked in on my husband and me in the middle of a heavy scene.

.

Agasmic said

Oh, he knew.

>2AM

>house dark

>you're raiding the fridge, back turned

>Adventurer is upstairs, presumably sound asleep in the bedroom he just left.

>Presses his boner into your back, says "Let's do it."

>Plausible deniability: "Oh, I thought you were her - why, you could be sisters, hahahaha..."

>Every guy has that 'mother-daughter' box to check. "Dude, I totally just did my GF AND her mom in the same night!"

>No mistaken identity. No way.

Congratulations Mrs. Robinson!

That definitely was not the case.

We have known their boyfriends for many years at this point, and there were my family and other college age people staying over in various rooms in the house. The house was dark. Their BFs have stayed over too many times to count and no one ever tried anything like that. It would have been so risky as far as being seen or found out that it would have destroyed his and my relationship with my daughter and been a real point of contention with my husband regarding my faithfulness to him and lacking respect for my daughter.

He made an honest, embarrassing mistake.

I don't understand how meeting a woman of any age would be any different. There are no 'mature woman' pickup lines, and we don't hang out in seniors bars. Find the object of your affections and make your move. Frankly, I like young men. They're so cute while apologizing for coming so soon.

This Older Women forum triggered the fondest memory from my college years--the day I was seduced by a beautiful woman maybe twice my age. She was the older step-sister of my college roommate. She came from Nevada to visit him for a week. I didn't even consider sex with her at first. I was 19, very recently a virgin, and she was maybe 35.

The day before she returned to Nevada, she and I were alone for a few hours. She was wearing only a cut-off tee-shirt and short nylon running shorts. She started doing yoga and stretching exercises on the living room carpet as we listened to music. I began to really admire her tall slender body, how lean and muscular she was, how amazingly long her legs were, and how incredibly flexible she was. I told her she had a great body, and she told me she was a professional dancer.

Then she totally surprised me with a line I couldn’t resist. “Would you like me to give you a massage?” A minute later I was wearing only my white underwear briefs and face down on the carpet next to her. She got up and left for a moment, and then I felt her kneel over me with her legs straddling mine. She massaged my upper back. She sat down on the backs of my thighs as she worked her way lower. I felt only the skin of her firm butt--no shorts. She was nude. I couldn’t believe this was really happening to me.

She rolled me over. I was rock hard. She pulled off my briefs, and she squeezed my erection with one hand as she gracefully, effortlessly shifted her body into position over me. Her warm, slippery wetness felt amazing. In a single, slow, fluid motion she lowered her body to take me completely inside her and press her pubes firmly into mine to lock us together. Then she bent forward at the waist. She pressed her breasts into my chest and kissed me. We kissed passionately as she slowly began to undulate her hips. I didn't last long, but she did me again the same way an hour later.

The next day I drove her to the airport. The whole way I begged her to stay. She begged me to go back with her to Nevada. I told her I was in agony over what to do, but I had to finish school. The last time I saw her, we silently, tearfully stared at each other from opposite ends of the jet-way before she turned and boarded her plane. I will always wonder what it would have been like if I had gone back with her.