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Older Men with Younger Men

Been with nothing but older men my entire gay life and love it. Raunchy pervs to the head of the line.
 
Maybe I need to find a young buck that's willing to tie me up, collar me, gag me, and make me his bitch!
 
Teacher

My first full anal fuck was my English teacher in senior year when I had turned 18 of course. He was a bit touchy feely if you know what I mean and liked inviting the guys round to his place for some one on one counselling. My turn was one evening with his wife and kids upstairs. He wanted to talk about my wellbeing but it got onto masturbation rituals, did I have any, did I do it clothed or naked, music, pics, who did I think about, that sort of thing. And of course we both got hard, me ashamed to show it and he simply whipping it out and going for it. Anyway he asked if he could fuck me and I said yes. He was great, talked me though it, lubed me up, bent me over his study table and fucked me. It was only one time and he was great - got me over a hurdle. I had done everything but ass fuck before with guys my own age, but I guess he was early 40s. I didn't fancy him and he probably just moved on through the other guys seeing who he could fuck, but I owe him big time. I know he was done a few years later for fucking students but I never let on even though I was asked.
 
I was with a younger guy he was 20 i was 60, i do it again in a heart beat. I used to crawl through his window at night when his parents were sleeping šŸ˜
 
Iā€™m in my mid fifties.Still have a juicy tight virgin ass. Looking for someone to take it . Iā€™m yearning to make this happen.
 
sampost1989 said:
29 swm here, my first was a much older neighbor when i came home from college. Since then the maturity and a little grey hair are my weakness.
Click to expand...

Thank God for those of you who have such a weakness for us "older" guys.

This past weekend, while taking a two night rest (and fun) stop while traveling home from Colorado, I had a wonderful weekend with a guy 30 years my junior in Las Vegas.

I had posted a message on S q uirt, and seemingly had a lot of potential dance partners of all ages, but it seems that most of them went to a big group sex event called, "CumUnion" at Hawk's Gym and Spa. Thus, the site was quiet after I checked in to the hotel on Saturday.

Having almost given up on male companionship for the weekend, I headed down to fitness center at the Westgate for a run on the treadmills (it was 108* outside) with the thought in the back of my mind that I might meet someone.

Who'd a thunk? I met my weekend companion on the elevator from the pool, spa and fitness center back to my room. It wasn't anyone from any of my social media sites....just another horny traveler "hoping" to meet someone.

So, still high as a kite on 420 even after an hour on the treadmill, I got in the elevator and noticed him approaching as the door began to close. So I held it. Just out of courtesy and not thinking any beyond that, till I saw his broad disarming grin. ("Down Simba," I thought as I felt a surge in my groin. "This cutey is probably 30 years younger than you"...and I was right.)

The door closed, leaving just the two of us and I immediately felt kind of giddy in his presence. I was a little too high to feel real confident and conversational so, after a brief grin of acknowledgement, I just kind of kept my eyes downcast till he asked,

"Did you just come from the pool?"

Looking up, in kind of a "are you talking to me?" moment, I responded,

"Yeah. For a little while but mostly the fitness center."

"WHO were you looking for?" he inexplicably asked.

"Who" I thought, and still processing what he'd said without really thinking of the implications, I responded,

"Uhh. No one in particular, I'm pretty versatile. What about you?"

When I saw him raise his eyebrows, and seemingly look me up and down, I immediately realized what I'd said and became a bit flustered, hot, and I'm sure beet red.

I could see him contemplating it but was still surprised as hell when he said,

"I think I might be looking for you."

Just then, as the elevator reached his floor and the door opened, I took a big gulp and said,

"Would you like to come up to my room?"

"I've got straight traveling companions.....so that sounds good to me. I won't be missed." he responded. The door closed and, after very few more words, by the time we reached my floor we were kissing and groping each other.

Thus...began two days of PNP and giddy, erotic bliss with this fit and trim 61 year old showing that I could more than keep up with a 30 year old lover.

"Oh bliss! Bliss and heaven! Oh, it was gorgeousness and gorgeousity made flesh. It was like a bird of rarest-spun heaven metal or like silvery wine flowing in a spaceship, gravity all nonsense now. As WE slooshied, I knew such lovely pictures!
 
Last edited:
UnderMyKilt said:
Thank God for those of you who have such a weakness for us "older" guys. This past weekend, I had a wonderful weekend with a guy 30 years my junior in Las Vegas.

I had posted a message on S q uirt, and seemingly had a lot of potential dance partners of all ages, but it seems that most of them went to a big group sex event called, "CumUnion" at Hawk's Gym and Spa. Thus, the site was quiet after I checked in to the hotel on Saturday.

Having almost given up on male companionship for the weekend, I headed down to fitness center at the Westgate for a run on the treadmills (it was 108* outside) with the thought in the back of my mind that I might meet someone.

Who'd a thunk? I met my weekend companion on the elevator from the pool, spa and fitness center to my room. It wasn't anyone from any of my social media sites....just another horny traveler "hoping" to meet someone.

So, still high as a kite on 420 even after an hour on the treadmill, I got in the elevator and noticed him approaching as the door began to close. So I held it. Just out of courtesy and not thinking any beyond that, till I saw that disarming grin. ("Down Simba," I thought as I felt a surge in my groin. "This cutey is probably 30 years younger than you.")

The door closed, leaving just the two of us and I immediately felt kind of giddy in his presence. I was a little too high to feel conversational and just kind of kept my eyes downcast when he asked,

"Did you just come from the pool?"

Looking up, I responded, "Yeah. For a little while but mostly the fitness center."

"WHO were you looking for?" he inexplicably asked.

"Who" I thought, and still processing what he'd said without really thinking of the implications, I responded,

"Uhh. No one in particular, I'm pretty versatile. What about you?"

When I saw him raise his eyebrows, and seemingly look me up and down, I immediately realized what I'd said and became a bit flustered, hot, and I'm sure beet red.

I could see him contemplating it but was still surprised as hell when he said,

"I think I might be looking for you."

Just then, as the elevator reached his floor and the door opened, I took a big gulp and said,

"Would you like to come up to my room?"

"I've got straight traveling companions.....so that sounds good to me. I won't be missed." he responded. The door closed and, after very few more words, by the time we reached my floor we were kissing and groping each other.

Thus...began two days of PNP and giddy, erotic bliss with this fit and trim 61 year old showing that I could more than keep up with a 30 year old lover.

"Oh bliss! Bliss and heaven! Oh, it was gorgeousness and gorgeousity made flesh. It was like a bird of rarest-spun heaven metal or like silvery wine flowing in a spaceship, gravity all nonsense now. As WE slooshied, I knew such lovely pictures!
Click to expand...
So jelly
 
UnderMyKilt said:
Thank God for those of you who have such a weakness for us "older" guys. This past weekend, I had a wonderful weekend with a guy 30 years my junior in Las Vegas.

I had posted a message on S q uirt, and seemingly had a lot of potential dance partners of all ages, but it seems that most of them went to a big group sex event called, "CumUnion" at Hawk's Gym and Spa. Thus, the site was quiet after I checked in to the hotel on Saturday.

Having almost given up on male companionship for the weekend, I headed down to fitness center at the Westgate for a run on the treadmills (it was 108* outside) with the thought in the back of my mind that I might meet someone.

Who'd a thunk? I met my weekend companion on the elevator from the pool, spa and fitness center to my room. It wasn't anyone from any of my social media sites....just another horny traveler "hoping" to meet someone.

So, still high as a kite on 420 even after an hour on the treadmill, I got in the elevator and noticed him approaching as the door began to close. So I held it. Just out of courtesy and not thinking any beyond that, till I saw that disarming grin. ("Down Simba," I thought as I felt a surge in my groin. "This cutey is probably 30 years younger than you.")

The door closed, leaving just the two of us and I immediately felt kind of giddy in his presence. I was a little too high to feel conversational and just kind of kept my eyes downcast when he asked,

"Did you just come from the pool?"

Looking up, I responded, "Yeah. For a little while but mostly the fitness center."

"WHO were you looking for?" he inexplicably asked.

"Who" I thought, and still processing what he'd said without really thinking of the implications, I responded,

"Uhh. No one in particular, I'm pretty versatile. What about you?"

When I saw him raise his eyebrows, and seemingly look me up and down, I immediately realized what I'd said and became a bit flustered, hot, and I'm sure beet red.

I could see him contemplating it but was still surprised as hell when he said,

"I think I might be looking for you."

Just then, as the elevator reached his floor and the door opened, I took a big gulp and said,

"Would you like to come up to my room?"

"I've got straight traveling companions.....so that sounds good to me. I won't be missed." he responded. The door closed and, after very few more words, by the time we reached my floor we were kissing and groping each other.

Thus...began two days of PNP and giddy, erotic bliss with this fit and trim 61 year old showing that I could more than keep up with a 30 year old lover.

"Oh bliss! Bliss and heaven! Oh, it was gorgeousness and gorgeousity made flesh. It was like a bird of rarest-spun heaven metal or like silvery wine flowing in a spaceship, gravity all nonsense now. As WE slooshied, I knew such lovely pictures!
Click to expand...



God that sounds fucking hot. I would never pass up an ā€œolderā€ man ever... hell my first was a 55 year old when I was 18 and itā€™s still the best one Iā€™ve ever hadšŸ˜Œ
 
none2_none2 said:
Older men make the best bottoms. I'm an older top, so I'm not tooting my own horn. Plenty of us older tops have to deal with erection problems and the fact that it can become more difficult to reach an "edge". Where as an older bottom isn't focused on his cock, but on how well his top is doing. They have most likely dealt with aches and pains, so they are less likely to be wincing in pain if the top gets a little too ambitious. That being said, you should fuck an older man like playing a fine instrument -- make music with his ass. It is not a sprint to the finish line. They are also more likely to be verbal and complement you when you do a good job. They can give a real boost to a top who doesn't have a lot of confidence. Plus sometimes what an inexperienced top needs is a nice man to trust the top just to explore his body and let him get lost in it. Odds are the young man will take to fucking him well like a young duckling naturally figures out how to swim.

The main think you have to keep in mind is that an older top may not be as limber as he used to be, so it helps to massage his back and his legs. Don't expect to fuck him in some kind of position where he is twisted like a pretzel. Fucking a guy on his back has always been my favorite position because you can observe his face and reactions to what you are doing so that you can determine if you are giving him pleasure or pain. In that position especially for older bottoms, make sure his lower back is supported with a pillow. Also know that when you lift his legs up, that isn't a position very common so comes the importance of massaging not only his back prior to that, but also his legs. An older bottom is also more appreciative of that massage and can become like puddy in your hands where as sometimes a younger bottom just wants you to start fucking right away. Likewise, an older bottom doesn't get upset if you cum too soon, because he knows odds are that if you are a younger top, you'll get hard again, and that second time you'll be more likely to take a while before you shoot.

Sexually, I wish I had started finding older men into getting fucked much earlier than I did. However, I was terrified that if I had even approached a man about even touching his beautiful back side he would have beat the hell out of me. When I did finally find someone willing to let me in, I finally knew how wonderful m2m sex could be. My partner I have now I have had for many years. He is only a few months older than me. As my generation aged, I learned it wasn't so bad to do it with someone my own age. There tends to be less male competition with your peers as you all age. I'm kind of glad I don't have a much older partner. The reason is that even though there is no guarantee how long your life will be, the older you get the shorter life becomes. I want to grow old with a man, and not just bury one and then look again. It took some adjusting because the nature of a similar age relationship is more like brothers than father/son. Never having a brother (or for that matter any close age peer friends), it took some getting used to. Likewise, you have to give more as opposed to having an older lover where he would tend to boost your ego for you. You have to learn to have more self-confidence, and do a better job of praising your same aged partner.

I don't enjoy most older/younger stories as typically, the older one is the dominate top, and the younger is a bottom boy/sissy. I cannot related to that at all. I always saw the older guy as the nurturer who wanted his partner as close to him as possible, and what can be more close than being "inside" your daddy. As I have said countless times, a bottom man is like an angle on earth, and angels are ageless.
Click to expand...

well said.........
 
as a bi-curious 31 year old, id prefer to explore with a man 50+
 
Wow, had no idea guys liked us older men? Iā€™m a newly, ok never been with a man. Was out with friends last night and realized i was looking at guys at the bar. Never had done that before, maybe Iā€™m getting close to experimenting. Now,how to find that first one.
 
UnderMyKilt said:
Thank God for those of you who have such a weakness for us "older" guys.

This past weekend, while taking a two night rest (and fun) stop while traveling home from Colorado, I had a wonderful weekend with a guy 30 years my junior in Las Vegas.

I had posted a message on S q uirt, and seemingly had a lot of potential dance partners of all ages, but it seems that most of them went to a big group sex event called, "CumUnion" at Hawk's Gym and Spa. Thus, the site was quiet after I checked in to the hotel on Saturday.

Having almost given up on male companionship for the weekend, I headed down to fitness center at the Westgate for a run on the treadmills (it was 108* outside) with the thought in the back of my mind that I might meet someone.

Who'd a thunk? I met my weekend companion on the elevator from the pool, spa and fitness center back to my room. It wasn't anyone from any of my social media sites....just another horny traveler "hoping" to meet someone.

So, still high as a kite on 420 even after an hour on the treadmill, I got in the elevator and noticed him approaching as the door began to close. So I held it. Just out of courtesy and not thinking any beyond that, till I saw his broad disarming grin. ("Down Simba," I thought as I felt a surge in my groin. "This cutey is probably 30 years younger than you"...and I was right.)

The door closed, leaving just the two of us and I immediately felt kind of giddy in his presence. I was a little too high to feel real confident and conversational so, after a brief grin of acknowledgement, I just kind of kept my eyes downcast till he asked,

"Did you just come from the pool?"

Looking up, in kind of a "are you talking to me?" moment, I responded,

"Yeah. For a little while but mostly the fitness center."

"WHO were you looking for?" he inexplicably asked.

"Who" I thought, and still processing what he'd said without really thinking of the implications, I responded,

"Uhh. No one in particular, I'm pretty versatile. What about you?"

When I saw him raise his eyebrows, and seemingly look me up and down, I immediately realized what I'd said and became a bit flustered, hot, and I'm sure beet red.

I could see him contemplating it but was still surprised as hell when he said,

"I think I might be looking for you."

Just then, as the elevator reached his floor and the door opened, I took a big gulp and said,

"Would you like to come up to my room?"

"I've got straight traveling companions.....so that sounds good to me. I won't be missed." he responded. The door closed and, after very few more words, by the time we reached my floor we were kissing and groping each other.

Thus...began two days of PNP and giddy, erotic bliss with this fit and trim 61 year old showing that I could more than keep up with a 30 year old lover.

"Oh bliss! Bliss and heaven! Oh, it was gorgeousness and gorgeousity made flesh. It was like a bird of rarest-spun heaven metal or like silvery wine flowing in a spaceship, gravity all nonsense now. As WE slooshied, I knew such lovely pictures!
Click to expand...

That is incredibly hot!
 
56 mwm bottom looking for younger man who enjoys older man under him in houston. Pm me please
 
TheLM said:
This may be odd, but here's my take:

If I were to top a man, I'd almost HAVE to have one who was around my age or younger.

If I were to be topped by a man, I'd ABSOLUTELY have to have one who was older. Not only that, but he'd most likely need to be fitter than myself as well. Something like this:

He closes his arms around my torso, slowly lowering my chest to the bed... I'm struggling a little, mostly out of fear and reflex. He lays his muscular frame atop mine, keeping me from moving while his hands slide down my firm sides onto my round, light-colored ass. After a few gentle squeezes my struggling subsides and he knows it's okay to continue what comes next; not from his strength or tact but from the long, throbbing cock gently pleasing my aching opening.....
Click to expand...

Mmm.. still.
 
TheLM said:
This may be odd, but here's my take:

If I were to top a man, I'd almost HAVE to have one who was around my age or younger.

If I were to be topped by a man, I'd ABSOLUTELY have to have one who was older. Not only that, but he'd most likely need to be fitter than myself as well. Something like this:

He closes his arms around my torso, slowly lowering my chest to the bed... I'm struggling a little, mostly out of fear and reflex. He lays his muscular frame atop mine, keeping me from moving while his hands slide down my firm sides onto my round, light-colored ass. After a few gentle squeezes my struggling subsides and he knows it's okay to continue what comes next; not from his strength or tact but from the long, throbbing cock gently pleasing my aching opening.....
Click to expand...


Giving your cheeks a swat as I lean down, kissing and biting licking my way along the crack...
 
Fantasies of being on knees for a hard young cock.

This old daddy is submissive, and would love to share a fantasy and chat with a young man who thinks of topping a mature old daddy. And no, I'm not 72yo. I masturbate all the time having fantasies about a couple of my sons friends, their 28 & 30. Think of them getting their friends daddy on my knees to suck them dry.
 
Last edited:
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