No.410616
Given that relationships with big age gaps are pretty common among gay men, I was wondering if this is also the case for posters on /cuteboys/. Have you ever had a relationship with a significantly older man? If so, how was it, what did you like/not like about him, and how did you guys break up? Or are one-night stands with older guys enough to satisfy your sexual needs?
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No.410684
>>410616
During my teenage years I used to meet a lot of random strangers on grindr, most of them daddies cheating on their wives. They were all obviously very secretive, but that only added excitement to the dates. One of the best fun I had with a daddy though was a random encounter in a gym shower, it was very hot.
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No.410685
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No.410687
Yea most of the daddies I met with were from craigslist. They were almost always married and for some reason loved having me wear their wives' lingerie and stuff. It was super hot, I pretty much exclusively fuck older daddies and married guys at the moment as a 19 year old.
Plus most daddies pay for your transportation and stuff while not being anxious wrecks like alot of teenagers and young adults so it's better than screwing people my age
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No.410886
>>410687
Say more about your experiences. You can't leave us with brief details like that
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No.411365
My first daddy experience was when I was 19 I talked to him on squirt a lot and then he finally drove out to my city and got a hotel room. He waited in the bathroom while I got naked and blindfolded myself. I got on the bed with my face in the pillows and my tight shaved boicunt in the air. Daddy came up behind me and started tonguing my hole and grabbing my dick with his big hands. He got it all nice and wet and then started sliding his fingers in me and kissing and biting my smooth ass. He stopped and dragged my head to the edge of the bed. I wrapped my hands around his hard daddy cock and he proceeded to fuck my mouth and makeme gag on it. He worked his cock in and out of my mouth untill I was dripping spit and pre-cum from my lips. His cock was nice and slick when he flipped me over and slid into me. He called me his little slut and his boiwhore. He drilled me until he filled my ass with cum. He kept going until he was ready to cum and then blew it on my face. He paid me 150 dollars and them told me to leave. I never saw his face.
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No.411372
I’m a gay bottom and I’ve been fucking the same man for six years. We started when I was 26, and he was 65. He’s 71 now been divorced for over a decade, has his own home and a place for me but I don’t want to move in, because it would zap all my productivity in life. He’s totally fit and virile and has a nice cock, doesn’t really need viagra cause he has great cardiovascular health. I go to his home once or twice a week and dress in lingerie, nylons, heels and makeup, no wig because he loves gay faggots. We get drunk, baked, and he uses poppers on me. He molests and rapes my ass every time, so sensual and sometimes nasty. I’m addicted to his cock, it feels amazing to suck and take up my ass. I’m not sure how long we can keep doing this but we’ve been at it for so long he knows where to touch and lick me and I go crazy. We talk on the phone and get nasty on a regular basis getting me worked up for our liaisons. He lets me go seek out other men as long as I tell him about what I did to him, cause stories turn him on.
Men my age can’t even compare, the sweet spot is like 40-50 yr old divorced men for me now.
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No.411395
ITT: Things that toally happened.
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No.411397
Homewrecking whores. All of you.
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No.411399
I'm only 23 and I really want a daddy :(
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No.411408
>>411395
You're joking right? I'm none of these anons but I can guarantee you that it does happen.
My first encounter was with a man who was in his mid-50s while I was a few months fresh from turning 19. Personally, it wasn't anything to write home about but the point is that age gap hook ups are definitely not uncommon in the fag world.
>>411397
I mean, don't forget that the older guys want/wanted it as bad as us though, idiot. It takes two to tango. Those of us that hooked up with older guys were/are single so it's more on the daddies for being cheating sluts.
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No.411409
>>411372
Damn, you ho. So are you basically dating this dude or what? No older guy gives a fuck who you're screwing around unless there's some time of attachment going on. Post pics.
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No.411482
>>411372
That sounds amazing. I'm the same age you are when you started. I'd love to have an arrangement like this but it's so hard to find.
Any other stories you can share with us?
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