Ready to Cross the Line

I am a widowed guy, a Boomer.

Over the years I have enjoyed mutual oral with other guys but never strayed for outside sex during my 27 years with my wife. Now I am seriously horny to finally fuck another guy. Yes indeed I have never topped a guy…nor bottomed.

I am now obsessed with sex just like I was when I was a teen. The thought of sliding my cock into a tight, young ass is overwhelming at times.

Ideally I would love to spend a few hours in bed with a sissy twink. Will it happen? Damn I sure hope so. But again, I am picky. I want a hot young guy who loves daddies who will get off being fucked. The idea of fucking a massively overweight guy my age does not make my dick hard at all.

And maybe because of my fantasy “first fuck” I may end up never experiencing the joy of pounding a young guy like the personal fuck toy I want him to be.

 

Being a "boomer" myself I've often fantasized about having a young sissy boy ass for my first as well. I've always been attracted to guys with little to no body hair like myself, big and hairy does not turn me on. With that being said it's most likely my first piece of "man-ass" will be a friend of my present male lovers who is in his late 40's with a very sexy, smooth body. I'm perfectly fine with that.

Wanting to experience sex with another man is more common than many think with our generation.

 

The Silver Daddies website has younger guys looking for older. I've stuck to my age group so far so I can't attest to how successful it is to hook up with someone in the younger age group. But, I have wondered how it would be to get topped by someone younger and able to go multiple rounds.

 

At 58 I'm far from "dead-in-bed" and would love to spend an evening with a 20's-30's younger man with a big cock and stamina. I think he'd be very surprised and satisfied with my sexual skills, and I may just wear him out. I've been in male threesomes with men my age and have proven my abilities to provide oral for hours and take the two of them anally repeatedly. But a much younger man would just be the ultimate evening for me. I would definitely pick it up a notch or two for him.

 

......65 single guy here, and, though it's the big, hairy "bear" types (with furry butts!) that really get Yours truly HOT, I also gt REALLY turned on by a young, buff, hung guy spanking and topping a guy in his 60's or 70's.

The age gap between the guys alone is HOT (say, 20/65)

I'd fucking love to see Justin Bieber REALLY top an older, hairy guy, and really rip the guy a new asshole with his spooge-spitting cock, doing hi doggy-style!!!

 

I am so ready to cross that line, today I told her I've been talking to guys and I asked her if I was allowed to invite guys home. No shock she said no. I will have to have my fun away from home, or home when she's not home. but I'm through hiding what I am, what I want or what I'm having from her anymore. I'm going for it. I'm crossing that line.

 

I would think that guys should know, the older we get, the better we are in bed. We know how and where to get a guy off, because we've had decades of being a guy. I've had a couple young guys, and they usually have explosive orgasms, and can shoot cum across a room....but it's over fast, and I wasn't satisfied.

Any man that tops me is happy they did. I'm 50, and about 6feet tall , and 180 lbs. A fit body, and I've been told a really nice looking ass that's super tight. Don't let age hold anything back, you might miss out on the best experience you've ever had!

 

Be true to YOURSELF; DON'T deny yourself of the INTENSE guy/guy action that you obviously CRAVE deeply!

And, GIVE YOURSELF a CHANCE to enjoy yourself to the fullest!!!!!

 

I know eventually a first man fuck of my craving will show up in my bed.

Obviously the guy has to be hot (to me). Works the same way with women. Last spring I hooked up with a woman on one of the dating sex sites. Nice lady but I just could not get a decent erection around her. Am I at the point of needing the little blue pill to fuck? I don’t think so. I simply could not get my dick hard because she was not the type I would have picked up in the bar to fuck.

We had as much fun as we could. We went down on each other. And she was surprised I nutted in her mouth even without a full blow hard on.

I was embarrassed but she was very sweet about it.

And so I know for sure I have to fuck a guy who gets me rock hard. I prefer to fuck a married guy but may have to rethink that.

 

Definitely if you're widowed or otherwise single by whatever means, take full advantage of your freedom and get together with guys. I have certainly enjoyed young guys in their 20s (I'm 59), and in fact lost my gay virginity, as a top, with this perfect 20-year-old twink 8 years ago. That experience changed everything for me, and I am quite happy making love with a guy my own age, if we have real chemistry and like each other. But I also prefer relatively smooth guys my age. Young or old, it's all about chemistry. Then the sexual bliss can be out of this world. And the greatest sexual bliss I experience is with men. Perhaps it will be the same with you.

 

So now I am rethinking my rethinking. Not going to pursue guys anymore other than in a M/F couple. Be much harder to pull off but will now only consider fucking a guy if his wife/GF wants a nice show during a threesome.

 

I'm thinking most of us are big hairy guys of the "boomer" age...
I don't have the same fantasy of being with a hairless young smooth guy, as it seems most have. I just think about guys like me, or maybe taller, maybe shorter, not morbidly obese. I'm not a perfect body type, and I don't expect anybody else to be either. I have extra weight, scars, and little skin imperfections that bother me, but I realize it's a part of me. I guess women aren't the only creatures who can be superficial.

 

I knew really young it felt good to have things up my ass. Still, I never did a hook up with a guy to fuck me.

I was in a mfm one night, and the other guy just went for me. By the time I could have said no, he was balls deep. I was fucking the woman doggy, and he had me pinned.....literally. I said what the fuck, and he said just relax. Just a few rounds of him going in and out of me and I came. He didn't stop, and I was happy he didnt. He pumped me for a good 5 minutes, and came.

Later when I got home, I was scared. I was just fucked bareback by a guy I hardly knew. I had cum stains in my underwear. It was an unexpected experience of epic proportions. Despite being scared, it made me want it more.

 

As a silver daddy myself, I have taken the opportunities afforded me. You have the opportunity to be open to all cummers and experiences, without limits. My wife was witness to both times I got fucked and fucked a friend. Other older women on the side was not an option available for me.
Mixing it up with another couple is a great option to choose Good luck in your pursuits

 

Quite often I get guys 20-30 reaching out to me on another site here in Australia.. I am 59 and have sons in their 20’s .. I would like to but have mixed feelings towards them