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Whippoorwill

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Everything posted by Whippoorwill

  1. Years ago there was an extremely well-endowed guy who lived at the Y and we would jack each other off in the showers and steam room etc. Then we graduated to going back to his room where he immediately made moves to fuck me. I said, "You're not going to fuck me with that huge thing." He replied, "It's the only thing I've got." Well, suffice it to say what I thought was "too big" wasn't, and I learned to love that thing many times over. Fast forward to last year, I was with a super-endowed masseur/escort who was also visiting Hawaii and I quickly turned the massage into sex. After playing around for a while he said "How would you like to get fucked?" I said I would love it, but didn't think I could take it...that I had never been fucked by such a huge cock. We tried and I did...made my whole body feel "full." I was sore but walking on clouds for days, and if we ever end up in the same city again, I'll go for seconds. So no, there is no such thing as "too big."
  2. Growing up in the late 1940s and 1950s, bathing suits were wool, with cotton belts. They shed a lot of lint in the water, and jammed up the filters in swimming pools. Thus naked swimming was required at the YMCA and other athletic clubs. Even in college in the '60s there were gang showers and the WCs cubicles were doorless. And as others have commented, Europeans are much more casual about the human body than Americans...here the right-wing conservative religious fundamentalists have seized the day. My local Y put up shower curtains on the shower stalls around five years ago...I complained and they said people were requesting it. What a crazy society.
  3. Many years ago I went to a upscale mens' clothing store in Philadelphia. The clerk, and older gentlemen, and I were the only ones in the store at the time. He brought me pair after pair of ever-smaller suits to try on, helping me with them on and off. After I picked the one, he sucked me off. Successful all the way around.
  4. I have cum three times in my life, hands free, while I am getting fucked. It cums suddenly, with no warning, with great pressure, and leaves a feeling of tremendous contentment that lasts for hours. Has been decades since this happened, but I keep trying
  5. Not only is Dubai overflowing with money, it is overflowing with horny young single men in the country alone...with limited ability to hook up with woman... 89% of the total UAE population are expats. 69% of the UAE population are male. Plus Dubai is chock-a-block with airline stewards...the airport is the world's busiest in international traffic volume. And both a cause and effect, guys are flying in from all over the mideast and Europe to party in this relatively open (for that part of the world) society. Escort heaven. I know. I have been there and had a great time. You just have to have a VPN to find the action and be discrete in public. Oh and did I mention, a lot of Emirati men are gorgeous.
  6. My first glory hole experience was as a college student in Greenwich Village in the 1960s. I spotted a porn bookstore with a steady stream of guys going in. I explored and found everyone going to the back room, filled with booths. There was no entry fee, and no pressure to keep feeding the video. As soon as I entered a booth, a mouth appeared at a hole in the wall. Zoweee! I was hooked and have been enjoying them ever since. For me the advantages are the ability to suck a bunch of different guys, no pressure to continue if it's not going anywhere, the ability to hold back and not cum until you've had your daily fill, and enjoying cocks you might not go home with, and vice versa. I also sometimes fuck or get fucked through a gloryhole, but prefer to do that two to a booth for a more intimate experience.
  7. My first massage, ever, was when I was 23 and an American living in Tehran. This when the Shah was in the process of modernizing the country, before the Mullahs dragged Iran back a thousand years into the dark ages. A group of American buddies and I were together, when one of our friends came back from a bath house infuriated that the masseur had put the make on him. Well, I already knew, from young Iranian friends, that gay sex was rampant in Iran, where boys and girls were strictly kept apart. What's a teenage boy to do to get his rocks off? But the bathhouse culture was unknown to me so anything was unexpected. At my first opportunity, I went to the same bathhouse and paid (the same) 25¢ for a massage. At that time, (1967) many private houses did not have bathrooms and visiting the bathhouse was a necessary as well cultural practice. A straight Iranian man would wrap himself in a towel that was provided, which kept the jewels and the bum off limits. I of course, laid naked on the massage table. The masseur took one look, went for the goods, and demanded another 25¢ and we went to town. I was only too happy to pay. This of course began the period when I began indulge in the lifelong wonderful joys of bottoming. Over the years as an American out-gay, I have had all kinds of relationships with casual tricks, lovers, masseurs, fuckbuddies, etc. A few years ago, when I needed something new and exciting, I went to a provider on RentMasseur who turned out to be more "rent" than "masseur." After a long time on my stomach and wondering when he was going to ask me tot turn over, his cock was in my ass and pumping. Oh my! A long way of saying, yes, something unexpected. Now, I try and set things up for the same result but more expected. We all need connection. Sex is a great connector. Yes, let's have a great massage. Let us enjoy each other's bodies. And let's have great connected sex. And yes please fuck me. At my age and financial situation, I am happy to pay a young man...it meets his needs and mine.
  8. When I pay for an hour I want an hour. When I pay for 90 minutes I want 90 minutes. When I pay for a real massage I want a real massage by a trained and credentialed masseur plus at a minimum a happy ending. I have learned that it pays to select a masseur with a formal certification. The others...tend to be escorts who may or may not have any skill or interest in massage and may expect it's a ten minute happy ending session, period. If your picking them off a gay site, like RentMasseur on which they can check off Therapeutic, Sensual, or Erotic, they know what they are offering and you know it too. Great massage, check. Sensual time together, check. Erotic experience, check. And if you like him and respect him and treat him well, and come back again and again, you will care about each other. With the right person, it will be a wonderful experience that stimulates the mind, the heart, and the senses. When I was twenty, that was the deal with another twenty year old. Now that I am at "a certain age", the money lubricates the deal with the twenty-something year old. Fair enough. We both leave happy.
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