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I just got back from a visit to an all-male clothing-optional resort in Florida. I'm a 66 year old man. I invited a 29 year old I met years ago on an app and we have been communicating since. I told him that he was free to enjoy wearing a speedo or a jock or nudity and to play if he wanted. He has little experience and lacks some confidence. I told him I want to be the person I wish I had when I was new to gay life. I told him we could play with others, I could watch him play, or he could play on his own. Our first time visiting a jacuzzi there, he and I kissed and then I sucked him. Apparently, there was a man around my age watching and beating off. I couldn't see it, but my friend could and was excited that someone was enjoying being a voyeur. The next day, we returned to the jacuzzi and while relaxing, two other guys joined us. My friend has a perfect uncut dick. One of the guys around us was probably mid 50s and fit looking. The other was probably around 50, full head of grey hair, and kind face. Each of the older guys independently told me they thought my friend was good looking. I told them each that we are friends and it's up to him what he does. After a little lounging, I started to kiss my friend passionately while he sat on the side of the jacuzzi. The grey haired guy started to enthusiastically suck my friend, who seemed to be really enjoying it and fighting cumming to fast. The other guy tried to touch his ass but had his hand moved to the nipples. So I was kissing and playing with a nipple, someone was playing with his other nipple, while he was being sucked like a pro. It wasn't long before my friend lost control and came in the mouth of his sucker. I think a great time was had by all.

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It’s a risk with any threesome, isn’t it?

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Some people use they and them when they don’t know someone’s preferred pronouns. I’m pretty sure you know that.

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Personally if the dick is important to me I’m hiring and escort not a masseur.

No judgments here - I have a lot of kinks. But I also have rejection issues, whether I'm the one being rejected or the one doing it. And cucking feels too close to rejection. It's been years, but I used to sometimes hire two tops at once. Even if I felt like one was doing better than the other, I tried very hard to make them feel equal appreciated. And usually in the trying, they both ended up being well-received, so to speak. All that said, there is a certain hotness to what unfolded. Just not for me. PS - I would like to add that I have had scenarios where both tops understood that one of the tops would be more or less taking the lead. But they both knew that going in and were both fine with it and no one was cucked. It was more than one was Batman and one was Robin, so to speak.

You can’t go wrong with, “ I am young, dumb and full of cum”. lol. You should definitely take the plunge! He is YUMMY! 😍

The Graduate

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Last year work sent me to Tulsa, OK for a couple of days. After I arrived and unpacked I was laying in bed when I heard a dripping sound so I got up to see if I'd left the sink running when I stepped on wet carpet and realized that there was a drip coming from the ceiling. For whatever reason I couldn't figure out how to call the front desk from the room phone so I went downstairs to the front desk where the maintenance guy happened to be hanging out chatting with the other employee on duty. They apologized and the maintenance guy said he'd meet me back in my room to check it out. We got on the elevator together and I couldn't help but check him out - he was taller than me - probably 6'3/6'4 or so - and beefy, his biceps were straining the sleeves of his hotel polo and his shorts were showing off some great thighs and calves. He had had a blonde crew cut and spoke with an eastern european accent. It only took a few minutes up on a ladder in my room checking into the ceiling for him to say that he'd go get me moved to another room since the issue couldn't be quickly fixed so He then helped me move my stuff to the room next door. After he leaves I open up Grindr and who has messaged me - Mr Maintenance! He says he's not too busy and he'd love to finish his shift with my load in his ass. Totally not what I was expecting based on his appearance! He obviously knew where I was and so he was back in my room within a few minutes. We quickly started making out and stripping each other of our clothes. He was soon on his knees getting me wet and hard. He was completely shaved below the neck and clean as a whistle. I spent some time eating out his tight pink hole before we fucked. I deposited the load he requested and offered to help him get off but he said he didn't want to - he actually never even got hard. Then we just lounged a while basking in the afterglow. After a while he put his uniform back on and went back to work. Sadly he wasn't on duty the next day.

Took the plunge with CaliSurferDILF here in Miami and damn glad I did -- great guy ... greeeeeat apt ... when in Miami, look him up -- he's a deadringer for one of my fave OF guys: Matt Dubbe aka @mattoffthetrail

Ladies and Gentlemen, we need to restore some decorum to some discussion themes in the forum. So, another reminder, this time to maintain civility in this thread and to refrain from overly aggressive back and forth responses. Opinions both ways about deposits have been canvassed extensively, and while new insights are welcome, endless restating of your fervently held opinions soon descends into trolling, and that serves none of us well. Other comments on the wider theme of escorting in 2026 are also welcome.

Exactly!!! Glad im not alone lol. The lazy one was a long term fb who i met decades back and taught to be a good top who unfortunately got strung out on T and got very lazy. The provider actually held my legs open and invited him to get in on the action and he declined… then the provider topped me like a true bull for hours while lazy looked on and smoked. I would have been much happier had he jumped in and worked with the pro to use me up but he opted out and subsequently got out performed

Can you please change the name of this thread to "Puerto Vallarta NO LONGER under a state of siege" Thank you.

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Sign me up for Nightwing cosplay. I have red hair so can be his Barbara Gordon. LOL As a Gen Xer, Burt Ward's portrayal of Robin in the old Adam West Batman series was part of my queer awakening.

A deposit alternative: once I was asked to send one and declined. I told the provider we could meet in a bar near me and I would put the requested deposit on the table for him. It was his whether we clicked or not. We had a beer, got to know each other, and went to my place. I realize this won't always work.