Sex with someone much older

[Bigtitsbitch1000x]

Every time I read one of these age thread, I just shake my head. This is one place that I continue to have such a difficult time believing what Litsters post. I mean, usually I take what Litsters post at face value, because why would they lie here? There is nothing to gain at all. Or be afraid of.


I've read in numerous places (not to mention DMs) about younger guys really liking older women. And yet I can't believe it. I keep posting about my disbelief because maybe if I do so, I'll figure out why I'm having such a tough time.

And it's pretty hypocritical of me to boot - and I really don't like being hypocritical. I've always been attracted to older men, so why wouldn't I accept that a younger man would be attracted to older women? And why do I have such a difficult time making the leap when that woman is me? Mayb e because men age like fine wine and I think women tend to age like....well... maybe more like vinegar.

I have had a younger lover for 6 months now, and I'm still stunned that he keeps coming back. He's the most beautiful man I've ever had in my bed and I can't really figure out why he approached me. And then why he stuck around once he met me (I went arse over teakettle the first time I met him - not exactly a stellar first impression!). Of course, it doesn't help that he's the strong, silent type (definitely another trait that is out-of-the-box for me).

It's easier when I can see just two people - where age doesn't show itself in the interpersonal interaction. But when our schedules don't align, that's when the doubt creeps in. That I'm just some place for wick dipping that has advantages of 1) not costing him any $$ and 2) no by-products. And then I chide myself - I'm selling both of us short. Yet there it is.

So I guess this is my way of saying I appreciate that I get to read more posts where younger men like older women. Maybe it will sink in someday...

Ageism is worse than racism.

( . )( . )

 

[HottieOlwen]

I am 8 years older than my wife…funny thing is when I was in my 20’s, I discovered the joys of being with milfs and cougars and would rarely interact with women my age are younger. They were too immature and cared more and material things than how they were actually treated. But the older ones I felt had there shit together. I could chat with a 35yr old or better and know with in 5 minutes where it would lead. I also learned not to push it. Give it time,take it slow and you will get what you are looking for…or not. And if you didn’t, don’t be mad or insulting to the lady, just simply move on, there’s another willing lady down the road. But when I decided to settle down and marry, I chose one with no kids,never married,working,in school,etc. She live with a family that didn’t give her much support. We met, connected now 20 plus years later, I still love her and am proud of the person she has become.

With my cuckold's knowledge and approval, I am currently being fucked by a much younger man. He is in his 20s, I am 54. He tells me he has a 'thing' for older women.
I am also being fucked by a man in his 70s. He needs viagra to get it up, and he enjoys being fluffed by my cuckold before he starts to fuck me. He also likes being cleaned up when he's cum.
So I'm approaching this thread from two opposing ends!

 

[Bigtitsbitch1000x]

I have my eye on a couple of nice old guys. How's the Viagra working out? One guy I was going to ask if he could fuck me was cockblocked by my young and jealous b.f. who doesn't fuck me but wants to profit from my creative work. I am so pretty and sexy and smart and accomplished that I seem always to attract people who want to manipulate me.

Don't hate me for being desirable.

BTW, I perceive Lit as a site for psychological support as well as sex talk.

( . )( . )

 

[MeganMN33]

Yes my first experience was someone much older than I was

 

[merrilylirrem]

I’ve been with men in their 60s (I’m 21)

 

[Bill_Doubleu]

Life as advertised often doesn't manifest as promised. As a young man, I was always horny. I used to masturbate with the sheets down and adore my cock and body. I used to fantasize in depth and detail about all the Playboy centerfolds I'd be having sex with in my mind. The Wet Blanket of Reality kicks in: Fantasies aren't Reality! Ugh!

The truth is that I had a lot of fear and bewilderment. Women have a lot of power in their judgments. A woman with the attitude of telling a man they are sexually desirable has the chessboard power of the queen. Beyond the facade of consumer ads of what makes a woman attractive is the energy that I can feel in women regardless of age. That energy is what brings a man to desire sex with them.

My wife is 70 and I've grown more attached and more attracted to her as time goes on. When I see her naked in the morning my hand immediately goes to my cock, she is so sexy.

As a 71-year-old man, I can see why a younger woman would be attracted to an older man. Again it is the energy. As a young man, I was into having as many orgasms as possible. It's embarrassing to report that every encounter I had with a woman started with the assessment of sexual possibilities. Decades of chaotic acts and reacts like a pinball being bounced around. Becoming so unattractive to women I couldn't have gotten laid in a Nevada brothel with $100 bills dropping out of my pockets leading to an astonishing realization that I wasn't as cool as I had led myself to believe.

Now, I adore women. I have an own-body sexual yoga attitude. I am no longer 'hitting' on women. It is laughable to me to think that any woman would find me desirable to have sex with. I believe I'm safe to women. I don't try to make my fantasy into reality.

 

[SweetBaybeeGirl]

I’m 33 and actually prefer to date older, more experienced women.

 

[Chii92]

Has anyone, male or female, had sex with someone who was much older than you? I'm not talking about a person 10 or 15 years older; I'm talking about having sex with a person who was 30,40, even 50 years older. What was it like for you? I will start. In my early 20's, I was fortunate to have sex with a woman in her mid-60's; still one of the best I've ever been with.

I've been lucky enough to have been with some older men in my 20's. Great men that I got along great with and had a good time and when happy and having a good time I often want to have sex.

 

[DirtyDieselTech]

I hooked up with a 53 yr old milf when I was in my early 20's. She drove the 2 hours to me, got a hotel room and had me come over. She was hotter in person. Turns out she was married and the husband was fully aware. We fucked multiple times through out the day.

 

[Treeview]

A few years ago I met a Lady on a vanilla dating site. We chatted and had a nice Meet n Greet date. At ~65 ae wasn't a deal breaker...she was +20 to me. During our first real date we got more into our histories and goals. She ws a little tongue tied when she started to tell me about her late husband. She told me that he didn't like giving or getting oral sex. She told me that she wanted to learn how to give a blow job. Plunk! Yeah, she got to the point. That started 'school' for us. She was OK but tentative. THe best teaching tool was watching porn vids of course and talking.
..
She got better too. She liked learning and practising

 

[TonyF862]

Have always fancied older women

A few years ago I met a Lady on a vanilla dating site. We chatted and had a nice Meet n Greet date. At ~65 ae wasn't a deal breaker...she was +20 to me. During our first real date we got more into our histories and goals. She ws a little tongue tied when she started to tell me about her late husband. She told me that he didn't like giving or getting oral sex. She told me that she wanted to learn how to give a blow job. Plunk! Yeah, she got to the point. That started 'school' for us. She was OK but tentative. THe best teaching tool was watching porn vids of course and talking.
..
She got better too. She liked learning and practising

Oral is like tits...not soo many bad ones.

 

[TonyF862]

I find this thread oddly erotic, intriguing and sexy. I have ALWAYS been attracted to older women - since I saw my very first playboy when I was 7 (Playboy August 1966 for anyone who is curious). From the time I knew how, I've masterbated on average once a day - save those lucky days I'm getting laid. I love orgasms and sex. And older woman have ALWAYS held my attention. When I was 22 and fresh out of college I "dated (pronounced "fucked") a 37 yo woman. It was wonderful. But looking back on it there are SO many things I would have done differently. First off, in hindsight, it's clear to me now that she LOVED to have her pussy licked. I gave it the required tonguing - but was too quick on the draw to shove my dick in and get off (classic young-stud maneuver). She was accommodating and probably enjoyed the fact that I was hard again in no time (often while I was still in her). I heard she bragged to some co-workers of mine that I was a "great lover" likely owed to my rapid recoil and not my ability to truly satiate her. I often wonder where "Donna" is now, and the fact that she is 77 YEARS OLD!! I'd still love to make up to her all those lame pussy licks I never delivered

Fast forward to present and I'm 60 years old. My wife is the love - and fuck - of my life. She never never ceases to turn me on. And I tell myself everyday how lucky I am to be fucking this HOT, 57 year old - and sometimes picture myself as that 22 year old - only this time I licked that gorgeous slit 'til she comes on my face and fuck her senseless - sometimes making her squirt at orgasm.

Now, having said all of this about OLDER women, one thing I have never really fantasized or strongly desired are younger women. Oh, I'm not going to lie and try to say there has NEVER been a younger woman I'm attracted to, but over all - no, not a younger gal kinda guy.

That is. Until I've read some of these testimonies to of sexually confident, younger women and their stories of older men.

I DO think I would enjoy pleasuring a younger woman (I think 30 yo would be my lower limit) primarily for the adventure and joy of knowing that some day she'll be 60, fucking a guy who is 30 and reminding herself that the guy she is fucking wasn't born when she fucked the oldest guy she'd ever fucked....and how strangely GREAT both fucks were.

Cheers to you, you younger, sex kittens. Daddy's ready to please!

 

[TonyF862]

I have my eye on a couple of nice old guys. How's the Viagra working out? One guy I was going to ask if he could fuck me was cockblocked by my young and jealous b.f. who doesn't fuck me but wants to profit from my creative work. I am so pretty and sexy and smart and accomplished that I seem always to attract people who want to manipulate me.

Don't hate me for being desirable.

BTW, I perceive Lit as a site for psychological support as well as sex talk.

( . )( . )

No Viagra Needed. Ready at the drop of a hat...or a flash of them tig ol bitties!!

 

[Bigtitsbitch1000x]

No Viagra Needed. Ready at the drop of a hat...or a flash of them tig ol bitties!!

Thanks!

First let me say that men (comprising the majority expressing disdain for oldpussy) who consider themselves to be big-time sexualists, are cheating themselves. Fucking the elderly adds to one's ever-crucial roster of fuckees.

I am looking for endurance.

Lots of men want a blowjob from a trans ho.

Fewer want to fuck us. Distinctions between the boy pussy and the "original" vaj are irrelevant. Low-consciousness dickwielders typically imagine that booty banging inevitably involves filth. That is absurd. Booty offers the calculators of quantitative fuckology millions of new targets.

But we have to stretch out our cumdumps and extend our efforts to get fucked more and more. Cis men, our constituency, will seldom expend the time to learn how to park their cumwagons in our garages at least overnight. Two cum delivery vehicles in an ordinary space for hours is the goal of every conscientious trans ho.

For these essential goals, Viagra is a must. We work hard to harden the hard. That means getting pounded. While intrinsically necessary as spiritual sustenance, being logfucked is as necessary as getting bogfucked (in toilets), cogfucked (in mechanical apparatus), dogfucked, fogfucked (in romantic nocturnal settings), frogfucked (in swamps), hogfucked (porkers), jogfucked (exercising the rest of our bodies), kickfucked (practicing Thai k?boxing), lickfucked (a subject wide as the whole universe), MickFucked (at St. Patrick's Day, commemorations of Irish heroes, and other such functìons), nickfucked (i.e. "in the nick of time," repeatedly changing partners during a set period (such as 5 men in 5 minutes)), pickfucked (by coalminers, aka woodpeckers), quickfucked (i.e. with maximum efficiency), rickfucked (on visits to rural settings), sackfucked (tricks with big testotanks), sickfucked (enthusiastically), sockfucked (by people wearing only socks -- very exciting!), suckfucked, i.e. during normal hours, TuckFucked (believing in media conspiracies), yuckfucked (personal hygiene), ZuckFucked (antisocial media), etc.

In all these humanitarian activities, Viagra is our lifeblood.

¡Viva Viagra Valentines!

( . )( . )

 

[Bigtitsbitch1000x]

Co-erection:

*Thai kickboxing.

 

[stretch351]

Between marriages, in my early 20s I went through a bunch of men but one was late 50s and incredible… haven’t had sex with a guy in his 60s or 70s but the idea has turned me on

I'm 63yo.

 

[dobbins1]

Not really, she was 18 I was 2 yrs her junior when I lost my V card...in a pool....at a motel...on St.Pete Beach. Yes the pool was closed at the time around 11m.

 

[wifewatcher1997]

Ten years older is the mark for me in my mid-20s. Now as I approach 50, age is a number. I would be happy having fun with someone older, younger, same age, etc...just having fun and enjoying the moment

 

[magicalmoments]

I had a couple of experiences with older women. both when I was in my early/mid 40's.

The first was a 67 year old married woman I met through a personal advert in a swingers contact magazine. She was insatiable, massive tits, I never met her husband although she told me they were swingers and they met with other couples. I hooked up with her several times.

The second was a masseuse, she operated a legitimate business but if she liked you she would offer happy endings, including full sex. There was no extra charge for this. I never knew her age but I would estimate her to be in her mid to late 60's as well. I only ever saw her a couple of times and fucked her both times.

They were both memorable on account of them being 20 years older than me but the sex while OK, wasn't earth shattering.

 

[whatahoot]

I absolutely loved hooking up with older men when I was in my twenties. They seemed so much more appreciative than guys my age at the time. It also always seemed like they had specific things that they were into that maybe they hadn't ever found someone willing to indulge them in and I was always more than willing which seemed to make them want me more. They would be so sweet with me but at the same time they knew how to really take control which I loved.

 

[cypressknee]

Older women are beautiful lovers

 

[Simee72]

I can answer this from two opposing points of view: I am a Hot Wife (54 y.o.) who is currently being fucked by a delightfully well endowed young man (27) and a viagra-enhanced pensioner (71). My cuckold, (56) cleans me up after both of my lovers have fucked me, and he also fluffs my younger beau before we start (and cleans his cock afterwards too). My older lover is strictly hetero, and does not require my cuckold's oral attention. He does, however, like having his cock sucked, so I treat him regularly. I love the taste of myself on his cock.

Dang! That is hot! Those very lucky men!!

 

[Uncut1969]

Would love to be with a older couple would be amazing and fun

 

[Paradox]

Talking about underage experiences will get this thread shut down. Be careful.

 

[collegegirlsub]

The man I'm dating is 27 years older than me