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CRUISING for SEX - Big Age Difference
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-   -   Big Age Difference (http://web.cruisingforsex.com/bb/showthread.php?t=334199)

jonwill 25th January 2009 07:10 PM

Big Age Difference
 
Does anybody here have any experience with somebody who is a lot younger? I am 51, and on another man hunt site, I have hooked up with this guy who is 21. He is super hot, and the thing is, he is really into me. The sex is just incredible, and we have been fucking like rabbits. Any stories to share>?

KewlDewd66 12th February 2009 01:07 PM

Experience
 
I have been dating across the generational divide for quite a few years now. My BF of seven years now is 17 years my junior. But yeah, 30 years is quite something.

Enjoy, give and take as much as you can.

Make sure that he has not just a lover but a friend, too.

The rest will either pan out or it won't.

Yours is to do your utmost.

KD

sbstudtop 17th February 2009 11:01 AM

We met for a hookup when he was 20 and I was 41. Several trysts later eventually turned into a friendship and love relationship. Twelve years later and counting, our relationship continues to be strong and fulfilling.

Friendship, support and trust are key. While we have many interests in common, the freedom to explore and pursue individual personal interests that may not be appealing to the other half should be encouraged and willingly accepted.

A significant age difference relationship can work with some effort from each other. Of course the raised eyebrows, sneers and jeers will be forever present and need to be dealt with appropriately.

The downside is, and we've talked about this, me dying in my 80/90's leaving him alone and having to start over again with a new relationship in his 60's. Since he will have decades more of quality life time ahead there is no easy answer to that situation.

KewlDewd66 22nd February 2009 12:57 AM

Great post sbstudtop!

I agree that there is a downside to it, too. Yet, no one, no one has ever signed a contract with God and no one really knows his time of departure. Rightly, you are talking in terms of likelihood and probabilities. Yet, those are very general only, well, in general terms. These may or may not impact you and your partner...

My point here is that life planning of that magnitude on the individual level cannot be really done with any satisfactory level of reliability. You live your life together as it is. You do your best and you hope for the best. You try to secure each other as much as it is reasonably possible. And you leave the rest...

KD

sbstudtop 24th February 2009 10:53 AM

Juicy Stuff
 
Ok, we've established that a younger/older relationship can work but think the original poster was looking for something a bit juicier.

YES! The sex is awesome, very frequent, with the orgasms mind blowing and multiple. The prostrates are working overtime. Thankfully we both maintain hard-on's with decent cum shots and high libido's

Since I've always had a preference for younger men, I'm continually amazed how uninhibited they are about trying something new or sexually experienced some of them are at a relatively young age. Talk about teaching an older dog some new tricks occassionally :D

Some baby boomers could use a lesson or two from gen X and Y to spice things up a bit within moderation.

Now...if I could only get him over the emotional trauma of being forcibly faced fucked and choked by a baby boomer cock (not me) when he was 17-18 or so; I'd be a really happy camper with some oral sex.

qstevie 2nd March 2009 02:53 AM

Age is not an issue
 
Yes, I realise that the original question probably wanted something a little hotter. But just to start off - and I'm doing this the wrong way round - I can only claim 17 years between me and mine, and I'm the younger.

Age has never featured in my thinking - just whether I'm attracted to a guy. I've been fucked by younger and older and I tend to go for the older.

I remember when I was finally old enough to get into a cinema where they showed very bad softcore porn. I had the best time. The films were awful, but the men were great. I learned how to suck cock properly, how to kiss and what it felt like to be sucked and have something shoved in your ass - preferably at the same time.

I went on holiday and met a guy who must have been at least 25 years older than I was. Bearing in mind that I was still youngish I was with my parents. They were oblivious to it all. Sitting on the sofa in the hotel, I'd be feeling his backside getting very excited and nobody noticed. We went out together, because my parents trusted him (and this is not about abuse - I was the one doing the chasing). We had sex in so many places it made my head spin. I can still remember reaching inside his trousers and putting my finger in his hole - the park wasn't somewhere you could go completely naked. I'd fingerfuck him while he jacked me off and himself.So much cum flying around and I can almost feel my finger(s) in there. I can also remember his voice and the things he said, which were a bit like a bad porno, but when I got two fingers in his ass he moaned and told me to 'get right in there'. So I did. Later he returned the favour, only not with his fingers. He had a really hard cock and when we were in places I could take my trousers down he used it. It was quite a while ago and the issue of taking cum up your hole didn't figure. He just kept filling me up. So much inside me and trickling out and then I discovered that bit where some of it comes out slightly later.

So for me age really isn't an issue at all, whatever bit of the generation you're coming from. A young dick or an older dick - they still perform the same functions and release the same payload. And on the plus side, the older guys aren't still trying to work out what to do with theirs, so face them with an open mouth or a nice tight hole and they know exactly what's required.

guylookingdfw 13th May 2009 11:55 PM

I never thought this would ever happen, but my lover is 33 years younger than me. He is 23 and I am 56. We met online about 7 months ago, and I immediately knew that he was someone very special. After a few months of dating, I asked him to move in with me, and he did about a month ago. He just happens to like older men. He is the most wonderful person, I have ever had a relationship with.

We have sex almost every night and tell each other we love each other all the time, etc. I joke about wishing that I had met him 20 years earlier, but then, I would have been arrested if that was the case! And 20 years ago, I was married to a woman. After I divorced, I lived with a guy who was about my age for about 5 years, and that was not a very good relationship.

Now my only problem is that my monthly Viagra bill has dramatically increased !!! He is hard and horny all the time, and I do my best to take care of his every need.

mattyboy 24th June 2009 03:27 AM

I'm a younger man and I'd say the sex is so much better with older men. No fumbling around, no uncertainties. They just take control
of my body most of the time and.. I mean REALLY take control.
I'm not very tall myself and I love how older, hairy muscle guys are just so dominant and controlling. I was with and older man a for a while, he was in his early fifties and it was real rough in bed and evetually i found out, so were his friends. Fuck, just thinking of it makes me hard. They were all trying to out do each other and they were fucking skillful at it too! Not like when i was with a few of friends my age...

sbstudtop 5th August 2009 02:34 PM

Virginity
 
I'm not sure if this belongs here or the age and Internet thread, it's a fine line.

Lately early 20 somethings have been hitting on me without any unsolicited advances from me. Within the past week I've had 3 three requests to hook up from sister site men4sexnow. I'm not really sure if they can't find partners in their age group, their group are just being asses or they are looking for the enhanced experience an older guy can provided without the BS.

Recently a 20yo approached me to take his virginity since he lived local and was dying to try anal sex. The BF and I briefly discussed this and made the arrangements to meet.

This lean and trim young man was nervous as hell upon arriving so we took some time to chit chat and explain what would happen and what to expect keeping in mind his personal comfort and safety. He quickly calmed and off came the clothes. Bottomline is that he was determined to lose his virginity and we facilitated that desire. Afterwards, he was so full of questions about gay sex that we spent hours talking.

Although the older generation is generally frowned upon by the younger we still have a useful purpose by transferring our knowledge, skills, experiences, passions and comraderie, albeit our bodies may not be perfect anymore. This young man left excited, inquisitive and still continues to chat with us about all facets of gay life.

Perhaps he was just one of the small minority that prefer older men for their wisdom. I know that he can move on in life with something new under his belt and armed with a universe of new ideas and things to explore. I was privileged to provide that for him. We are thankful that the encounter took place as the sex between the BF and I has been the best ever.

I'm 53 and the BF is 32.

Bago 26th August 2009 11:28 PM

State of life
 
My experience is that it depends on the state of life of both parties. I had a serious BF who was 18 when I was in my late 30s. It lasted only over a year. The main problem was he was still a student and could not understand the responsibilities of a working adult. My present BF of 6 years already had working experience when we met (he was in his mid-20s) In many ways we are now considered "equals", though initially he depended much more on me for advice on worldly matters.

KewlDewd66 27th August 2009 11:09 AM

A Good Point...
 
Quote:

Originally Posted by Bago (Post 673204)
My experience is that it depends on the state of life of both parties. I had a serious BF who was 18 when I was in my late 30s. It lasted only over a year. The main problem was he was still a student and could not understand the responsibilities of a working adult. My present BF of 6 years already had working experience when we met (he was in his mid-20s) In many ways we are now considered "equals", though initially he depended much more on me for advice on worldly matters.

I cannot agree more with you here.

This is one of those KEY issues...

Most young guys do know that there are responsibilities associated with your career, home, investment, social networks, family, etc.

Not having to really face all of those in real life yet, their views are at times seriously skewed, and you often hear that coming up as a source of some friction in a relationship...

The best possible approach in my books, is to take the risk, and let the young guy reach his independence (to whatever extent the case may be) ASAP.

Once he starts worrying over all the issues, we are used to coping with, his prospective will change pretty quickly.

The things tend to get from bad to worse, in particular, if the 'older' guys act as providers. The younger dudes, not having to go through the intricacies of the 'daily grind' often lack the basic understanding of the mechanics thereof.

I still vividly remember the times when my 17 years younger BF (we are still together:)) was logging daily protests against all the business-related socializing I had to go thru with. I told him to get a job, and start contributing towards our otherwise very impressive expense account.

Though bright and with an impressive academic & charity work record, no one was about to give him a real break. I let him taste the desperation of a temporary defeat.

Just as he was about to give up, I picked up a phone, and got him a starry start job. He excelled beyond anyone's expectations, and we have had a great ride ever since.

BTW, whenever I even try to slack away from any of my 'OMG-WTF duties', he is the first to remind me, where that bread on the kitchen table, plus a few neat extras come from...

KD

uncut7in 3rd December 2009 08:26 AM

I'm in my early 60s, and have been fucking a guy in his mid-30s. Despite the age difference we have had the most amazing sex for over 4 years, and he can't get enough of my cock. It has suited me too as I'm turned on my young, slim, smooth guys. Unfortunately we have split up now but I find I'm being chased by loads of guys in the 20-35 age range.

Bago 12th December 2009 09:44 PM

Quote:

Originally Posted by sbstudtop (Post 668511)
Since I've always had a preference for younger men, I'm continually amazed how uninhibited they are about trying something new or sexually experienced some of them are at a relatively young age. Talk about teaching an older dog some new tricks occassionally .

I agree with this. I have a 19-year-old sex buddy whose sucking and cum-swallowing skills are second to none. I imagine he must have had lots of experience, though he remains secretive about this when I tease him on it.

KewlDewd66 12th December 2009 10:49 PM

Quote:

Originally Posted by Bago (Post 675149)
I agree with this. I have a 19-year-old sex buddy whose sucking and cum-swallowing skills are second to none. I imagine he must have had lots of experience, though he remains secretive about this when I tease him on it.

I'd say that he happens to have his wits about him, too.

He does his shit well. And keeps it all to himself. Telling people around him that he has been slutty for quite a while even at his very young age won't make him any more desirable than he already is. Just on the contrary...

Besides, a guy who knows how to keep his stories to himself shows that he honors the promise of discretion he might have given to the guys he has been messing around with. There is no better advertising for him than that...

He knows his stuff, AND he keeps his shit straight (no pun intended)... what more would anyone want?

KD

sbstudtop 14th December 2009 07:40 AM

As a middle aged man who happens to prefer the company of younger men, the Generation Y,Z group do have amazing skills. How and where they acquired the requisite practice to develop them is irrelevant. Most of the young men do have talent and that's amazing for me.

I've noticed that the younger generation is willing to experiment more and not bashful about asking for exactly what they want. Perhaps this is an offshoot of the social tolerance of all races, genders and sexuality within current secondary education teaching.

Keith 14th December 2009 08:05 AM

I approve profiles here all the time from guys who are 18 or 19. Especially for our sister site, Adopt a Sex Pig, I am amazed at how much sexual knowledge and skill these young men often claim to have! I am not sure I even knew men could anally fuck until I was about 20 (don't worry; I made up for it!) and some of these guys are keen to be fisted or play watersports at their lovely young age. Bravo for the sexual revolution!!

jonn3 14th December 2009 11:59 AM

That's the real change that has come about with the internet. Where as when I grew up we fumbled and learned and heard snide comments that we then tried to figure out what was real and what was fake - what would be fun and what was just a rumor...

Now they can just come on line and get real advice. Some may be a bit to far for my tastes - and maybe some of the kids may be hearing about some things to young - but it would have been wonderful to have been able to benefit from others.

There was something fun and exciting about figuring out for ourselves - but learning on line also could have saved a lot of stress I put myself through dealing with sexual issues growing up.

KewlDewd66 14th December 2009 10:52 PM

Internet is here to stay...:D That much is a given.

And, yeah, kids will be using it to get the info they want to, just like the generations before them used the libraries, magazines, older friends, siblings and relatives, etc.

Sure, nothing comes without a price. Easy access to an enormous knowledge base can be good for some and ruinous to the others. This where parents and educators have to show their real worth.

Yet, a new better quality is apparently emerging. Kids are demystifying sex. They are buying it for what it is: a good part of life to be enjoyed; nothing to worry about, get frustrated over, make a huge issue of...

Polls in some of Europe's most conservative regions show that the teenagers and twinks are now adopting a very tolerant attitude towards sex in all its forms. We are all making a huge step forward, if more people adopt the simple view: "This is what I enjoy. You enjoy something else - good for you! Go and have fun! It is your life... I'll be doing my stuff, too:)

KD

Keith 15th December 2009 06:25 AM

Quote:

Originally Posted by KewlDewd66 (Post 675208)
We are all making a huge step forward, if more people adopt the simple view: "This is what I enjoy. You enjoy something else - good for you! Go and have fun! It is your life... I'll be doing my stuff, too."

Oh how I agree with this. Just as we saw in the last national election, this countries youth are playing more of a role in telling the older ways, those ways steeped in prejudice and fear, to make room for a new way of thinking. That applies to our sex, too.

jonn3 15th December 2009 09:29 PM

It is amazing the change in todays youth - although there is still prejudice it is MUCH less that when I was in high school / college -

Being bi is almost "in style" and high schools and even some jr high's have clubs for GLBT youth -

A big change in a short time.

jonwill 15th December 2009 10:12 PM

An Update
 
:D:DHey guys, I'm happy this trhead has had so many repoies. I started it, and want you all to know that my young friend and I are still going strong! The sex is amazing, and we have developed a close and meaningful friendship. I am already partnered, but this young man has brought so much joy into my llife, and my partner has enjoyed his company as well! It's all good here!

weekend_boy 7th August 2015 01:35 AM

I love being a bottom slut for older men. They're rough, but very sexual. Their cocks are also very tasty.
My age preference is 40-60, and my bodytype preference is chubby or stocky. If they're bald and have a goatee, I will immedietely get on my knees for them and unzip their pants. I LOVE having sex with older men! I'm glad they like fucking young men too.

I hook up with them at adult theaters and (sometimes) truckstops when I'm in need of cock.

Bago 26th September 2015 09:08 AM

Quote:

Originally Posted by weekend_boy (Post 690233)
I love being a bottom slut for older men. They're rough, but very sexual. Their cocks are also very tasty.
My age preference is 40-60, and my bodytype preference is chubby or stocky. If they're bald and have a goatee, I will immedietely get on my knees for them and unzip their pants. I LOVE having sex with older men! I'm glad they like fucking young men too.

So glad there're young ones like that. My latest regular is a twink who loves to suck me non-stop, get fucked till he's sweating all over, and then hug me tight as we lie in bed. I'm 'almost' a bear. Is it because they feel warm and secure to be with older big guys?

KewlDewd66 26th September 2015 11:43 AM

Quote:

Originally Posted by weekend_boy (Post 690233)
I love being a bottom slut for older men. They're rough, but very sexual. Their cocks are also very tasty.
My age preference is 40-60, and my bodytype preference is chubby or stocky. If they're bald and have a goatee, I will immedietely get on my knees for them and unzip their pants. I LOVE having sex with older men! I'm glad they like fucking young men too.

I hook up with them at adult theaters and (sometimes) truckstops when I'm in need of cock.

One of the big liberating experiences of the internet age is that practically everyone can access vast and possibly unbiased knowledge and information.

In the pre-internet age, my buddies and I created a close-knit coterie of fellow college students and few other men of our peer group to facilitate easy sexual encounters. Hardly anyone dared to venture beyond our self-imposed limits. We knew that 'older guys' were obviously interested but we mostly shunned them out of fear that they would abuse us simply because they had more experience, cash, were better networked, etc. The risks were simply too high even for the few guys who were showing some interest in 'older men'. No one has ever reported anything positive about intergenerational dating, and the few stories we heard in our time and day invariably featured an abusive older top who was 'buying' younger dude's favors.

This did not sound too attractive to most of us.

With the onset of the internet age with its massive information exchange, a far more precise image of the intergenerational dating emerged. Sure, some 'older' guys are still preying on the inexperience, lack of funds, lack of functioning social environment, etc.. But as it turned out, a big number of 'older guys' were actually supportive, caring, good providers or simply basically correct mates happy to enjoy a romp in the hay with some or no strings attached.

I am not saying that the internet has brought about a landslide change in the attitudes of young gay men. I have little doubt that most college guys still look for other college guys or dudes in their peer group to hook up with, date, start relationships, etc..

But the intergenerational alternative is visible and present in the lives of many men of all age groups.

The stigma attached to dating older men as in, 'you are whoring yourself for the gifts, money and travel' has been fading away.

I have come across a number of young(er) dudes who, while still playing in the gay/bi mainstream admit to having a daddy on the side. There is a rising societal acceptance to this arrangement in a number of European countries, where a degree of consensus has been reached that your sex life is really your business, and that you should be doing what you feel is right for you.

KD

infopop 27th September 2015 03:36 PM

I finally started having sex in my senior year of college, 1984, the first few times with someone I found through the Advocate's Personals. In that time, even in progressive Austin, I simply did not know where to go. I discovered a small gay and lesbian (as we called it then) club on campus, but it wasn't interesting. I know very well now that in Texas, Houston would have been the best possible place for LGBTQetc. people from the 1970s onward, from the organizing to the bars and clubs and sex and social scene. Meanwhile, in Austin or San Antonio, where I'd lived with my retired military parents, you couldn't find "gay" or "lesbian" in the Yellow Pages or whatever. If you didn't know someone or see something, you simply would be lost and alone. Little did I know what was happening in the bars and baths virtually under my nose.

In my last couple months of college I had a brief affair with a professor. I was 22, he was a very handsome and attractiive 40-something. We first saw each other at a gay bar downtown.

He was happy to play with someone young, good-looking, and very smart and eager to learn anything, politics, culture, sex, whatever. I was happy to spend time with an attractive older sexy man who didn't expect me to be stupid or irresponsible but who recognized that I was intelligent and eccentric and who gave me both the respect and additional learning I craved. For example, together we watched the TV remake of "The Streetcar Named Desire" with Ann-Margret broadcast that spring and also the 1951 movie version with Vivian Leigh. So this wasn't just about sex. It was also part of the beginning of a rite of passage into the tribe, just as the guy from the Advocate ad had showed me Judy Garland's Christmas Special.

We both knew this interlude would end in May. He went abroad for awhile and I graduated and went back to San Antonio to get ready for grad school in Washington, DC. When I arrived to stay, there were lots of attractive older men who didn't always recognize what they were getting when they got me. There were also lots of guys my age who were cute, but who didn't really share in who I was and what I was all about. I was lucky to meet people, both older and my age, through Dignity, the as-called-then lesbian and gay Catholic group and a few of the men there became sexual connections or good friends or both. And I found the discos (went occasionally), the leather bars (more often), and eventually the sexclubs. When I decided to leave grad school and work instead, I had a lesbian boss from Maryland who told me all the places to go in Baltimore.

As a side note, the sexclubs were better for me than the baths since, in the 80s at least, if you went to one you weren't just wandering around and around to be picky or stand-and-model, you were there to drop all pretense, abandon yourself, and have sex.

So that was my experience as a young guy, so much different than today. To be honest, now that I'm 54 I seldom think about young guys as being potential sex partners even though I may have some aesthetic appreciation. Unless I'm at whatever place and time of abandoning the self and embracing sheer sex -- so seldom with my responsibilities these days -- then I want someone where there's points of commonality. I want that look in the eyes and something interesting to talk about or at least to listen. Although I tend to write too long, I can be a very good listener, and guys my age and older have a lot of life experience to talk about.

weekend_boy 1st October 2015 01:19 AM

Quote:

Originally Posted by Bago (Post 690415)
So glad there're young ones like that. My latest regular is a twink who loves to suck me non-stop, get fucked till he's sweating all over, and then hug me tight as we lie in bed. I'm 'almost' a bear. Is it because they feel warm and secure to be with older big guys?

That's so hot! I bet you have a nice cock too! That's the best part about older stocky tops. Their cocks are clean and taste very good. Even their precum is delicious! Every bottom/twink is different so he might be with you because he's comfortable and you're so cuddly!

I like older stocky silverback type men because they're so easy to have sex with lol. I always meet them at the adult theater I go to. If I see one that I like, I'll lock eyes with him, and if he looks back I'll sit/stand close to him. If he doesn't reject me (which never happens), I'll immediately get on my knees. He knows I'm his for the moment, so I'll put his cock in my mouth and start sucking on it.

Older stocky men fuck really good too. I like how they grab my waist as their thrusting their cocks inside me. MMMM. They're amazing for NSA.

weekend_boy 1st October 2015 01:27 AM

Quote:

Originally Posted by KewlDewd66 (Post 690416)

The stigma attached to dating older men as in, 'you are whoring yourself for the gifts, money and travel' has been fading away.

KD

The buying gifts and travel thing is mostly older men 'dating' younger girls (ie:18-25).
Its not really the case with 'Daddy/Son' type encounters. Its mostly for sex, but that's not to say that they never have a real relationship somewhere down the line. And when they do, there's hardly any 'gifts/services' exchanged.

As for me, I'll whore myself to older men just for their cock. I love having a stocky older top man eat my ass and fuck me. I also like it when my forehead touches the bottom of their stomach when I deepthroat them lol.
The only bad thing about some of them is that they don't cut their fingernails very well, so it kinda hurts when they finger my ass.

Lupine56 7th July 2023 12:50 PM

personally, at my age (66) I would never DATE someone much younger (-15yrs maybe) but for a nsa hookup: I wouldn't run away from almost any age (legal+) that strikes me as hot. (if he were chasing me, I would prolly walk very slowly... lol ) Sadly it's never happened in real time. Occasionally online some younger men hit me up for some nsa., when it worked out (or in), it has been enjoyable ;-)


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