Sex with someone much older

[chris313163]

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.

 

[dodgeboy2]

In my early bi days when I was 19 and in college I went to an adult bookstore to get some gay/bi magazines I met an older man who was mid 50's maybe early 60's and after he took me to an early dinner went back to his place with him, later meeting up with another man who was about the same age. This was my 1st threesome and it was great but wouldn't say it was my best time although I was lucky enough to have them take me to my very 1st gay nightclub which luckily looked quickly at my fake id and let me in.

 

[Transguycharlie]

I’ve fucked a man 21 years older than me. He was great! We’d both wank a lot during our sessions and I learnt how to make myself squirt

 

[JusticeGrey]

I've told the story elsewhere on here, but in my mid-20s I gave my first ever blowjob to a man who was in his 60s.

 

[Eclectricity]

While I was travelling in my 20s I was with a women, never asked her age but she had sexy silver hair, I think in her 60s or 70s. It was so hot, we 69'd and then I fucked her from behind and she told me to come in her. Then we were kissing for a while and she was masturbating, and I was soon hard again and this time I was on top and she came so hard, squeezed my cock like she wouldnt let go.

 

[cypressknee]

in my early 20’s I was taken home by a 50/60 yr old woman. Her younger friend was trying desperately to get with me, but this lady kept making eye contact with me. I was nervous about it but as the night went on I got some liquid courage in me and we ended up dancing. While we’re were dancing I whispered in her ear that I was not interested in her friend, but if she wanted a good time that evening, I’d be more than happy to give it to her. We eventually made it back to her place, she told me she was widowed and had not been with a man in several years. She said something about the way I had looked at her earlier that evening instead of the young friend told her that I could really pleasure a “lady”. Wasnt long before she showed me the bed room. I pushed her back on the bed and took control. I got her naked from the waist down and started kissing and nibbling at her soft feet. By the time I made it to her pussy she was dripping wet and thrashing in the bed. Got her shirt and bra off and feasted on those big milky titties. The wanted to suck my dick but I told her the only way I would let her was if let me eat her pussy while she did. After her cumming multiple times I ended up fucking her silly. I can still remember her telling me to cum in her and the wonderful noises she made when I did

 

[SPARTAN047]

Sometimes.

I think some were in their 50s or 60s. One or two could've been in their 70s.

 

[eroticbum]

I was 21 on a European vacation, met a woman who said she was 64. She looked amazing or was it the booze, either way we wound up in her hotel room that evening. She still looked great next morning - had a good by morning romp.

 

[live4thebj]

When I was 21 I fucked a woman old enough to be my grandma. Most disgusting sexual experience I ever had. But boy she can suck a cock.

I was not making much money back then. So she said don’t forget to give me half for the hotel room. I got out of there fast enough before she remember to get the money from me.

 

[Beth_Anne90]

A couple years after I took my current job which involved me keeping in touch with a multitude of clients, I met with one of them who’s business with us was dropping off.

I would have been 31 at the time and divorced for three years. Mr. Client was the owner and semi-retired from the operation and I believe he was 66 or 67 at the time. I don’t think I ever asked.

The power of the pussy saved that client’s business for at least three more years until it was sold to another.

 

[Gory]

Just Ask all the Clients can say No. if the photo is you , why would anyone say No? Sorry just a thought and 66 years of age too

 

[gtnlynn]

When my wife was 39, she had sex with a man who was in his 60's. He was from another country and had apparently been taught how to please American women. She says he was the most amazing lover she has ever had, and that night will always be a special memory for her.

 

[HottieOlwen]

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 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.

 

[chris313163]

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.

Do you take care of your cuckold afterwards; rewarding him for getting your younger partner ready? Does he watch as you are being taken by your younger and older partner? Having been in a similar situation, I always enjoyed having to provide oral clean up duties for her.

 

[Familiemom]

In fact sex with agegap is a big turn on for me

 

[Toffer_Guy]

The pornstar Nina Hartley is in her 60s now and still making porn. Still very sexy. In my 40s now but even in my 20s I’d had liked the chance to fuck her in her 60s.

 

[Bonnie_Does]

In fact sex with agegap is a big turn on for me

Me too!!

 

[babygirl4u1966]

I've had sex with guys in early twenties (I'm around 50), and have to say I loved that they could do it so many times at that age. They seem to love that I don't have a problem with kinky stuff that younger girls won't do, or being used. But I am surprised they are not turned off by my aging body.

 

[Familiemom]

Me too!!

Good, with all genders too

 

[Bonnie_Does]

Good, with all genders too

Absolutely!! I'm all for it!

 

[Onlyforyou100]

I've had sex with guys in early twenties (I'm around 50), and have to say I loved that they could do it so many times at that age. They seem to love that I don't have a problem with kinky stuff that younger girls won't do, or being used. But I am surprised they are not turned off by my aging body.

Nothing wrong with an aging body.

 

[Toffer_Guy]

In fact sex with agegap is a big turn on for me

Big age gaps (18+ of course) are very erotic. It has a bit of a taboo feel. Just imagine the look if a young woman of 20 told her friends she fucked a 57 year-old man over the weekend. Even a 19 year-old guy fucks his mother’s long-time friend, a 48 year-old, married woman.

They don’t have to be some deeply, long-term thing but could just be exciting sex. Once or a few times.

 

[babygirl4u1966]

Nothing wrong with an aging body.

Thanks

 

[ImiGirrst]

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...

 

[cypressknee]

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.