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Whippoorwill

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  1. Haha
    Whippoorwill reacted to + aeikaryoko in True travel sex stories. Any you're willing to share?   
    Was it just the tip? ?
  2. Like
    Whippoorwill reacted to KrisParr in True travel sex stories. Any you're willing to share?   
    A business trip took me to the Hyatt on Gay Street (seriously) in Knoxville, TN. The Rooftop Bar wasn’t busy at all, so I mostly drank my supper with some snacks. The hunky good-old-Southern-boy bartender was cute as could be and we struck up a nice chat while watching a ballgame - this was some time ago. Anyhow, it was getting late, and I was getting more intoxicated. The bartender actually suggested I slow down a bit, and said he’d be ending his shift soon if I needed anything. Hint, hint. There was definitely some chemistry and vibes which was odd since I was old enough to be his father. Fast forward, he’s telling me goodbye and I told him I’d walk out with him. We got near the elevator and he pushes the up button. I smiled and said, huh? The door opens, we get on and he pushes the 4 button. How’d you know that? Dude, you signed the bar tab. So we made it to my room, played a little grab-ass and the rest is sort of a memorable blur. I do remember a lot of wrestling around on the bed and he woke me up when he was leaving. Had two more nights of fun and games with him before I had to go home. Nice memories. Oh yeah, I do tip very well.
  3. Like
    Whippoorwill reacted to + Lucky in True travel sex stories. Any you're willing to share?   
    @CuriousByNature, if I may have a go at this...
    I once was in London and staying at a decent hotel in Bayswater. One evening I was lying in bed and was about to fall asleep when I heard some moaning coming from the room next door to mine. Suddenly I heard their door open, so I looked out and saw a guy in a towel heading to the ice machine across from my room. I opened my door, which caused him to turn around. Suddenly his towel dropped and soon there was moaning coming from my room! And that, my friends, is the closest I have ever come to a travel sex story...
     
    Work for you? As a playful edit?
  4. Like
    Whippoorwill reacted to + RJD in True travel sex stories. Any you're willing to share?   
    In 1990 five male friends and I vacationed in Waikiki for eight days. There were two couples, another single guy and me. Each couple had their own rooms while the other single guy and I shared a room. We did most activities together, but on the last night each couple wanted a private romantic evening. My single roomie and I grabbed some food and hit the bars (Hamburger Mary’s and Hula’s) one last time. We lost track of each other, but agreed that if we did, we’d just make our way back to the hotel separately.
     
    On my way back to the hotel I encountered what could best be described as the poster boy for hot surfers while walking along Kalakaua Avenue. Shaggy blond hair, blue eyes, wearing thin nylon shorts (obviously without underwear) and a tank top. We started talking, told me he was from the North Shore and missed his bus. It was obvious we were eyeing each other up, so I asked if he wanted to return to my hotel with me.
     
    As soon as we got on the elevator, we were all over each other, making out, groping (commando status confirmed), and grinding up against each other. Once in the room the clothes came off within seconds, we fell on the bed and started going at it. Without getting too graphic, we both were satisfied and spent after an hour of fun.
     
    The dilemma was now that my surfer missed the last bus and was stuck on this side of the island until morning, so I had a cuddle buddy for the night. My single roomie arrived back to the room and found both of us spooning in my bed. Quick introductions were made and my roomie gave me a thumbs up as he was climbing into his bed.
     
    Morning rolled around and we had an extra join us for breakfast. After breakfast, I walked him to the bus stop where he boarded the bus back to the North Shore. I never saw or spoke with him again, but it remains one of my fondest memories of an incredible vacation.
     
    Needless to say, my friends interrogated me endlessly during the day and on the flights home. Even 30 years later, they still tease me about that night.
  5. Sad
    Whippoorwill reacted to thickornotatall in True travel sex stories. Any you're willing to share?   
    When I was quite young my boyfriend and I decided to take the summer off and go to California. We hitched rides from New York City to San Francisco and back. We were gone all of June, July and August. We had sex everyday ..every and anywhere. Most of the rides we got were long hauls.
    Jerry was so handsome and wild. I was young and in love. So many great stories I don't have the time to write them all down now. Sad to say we had a huge argument...I left in the middle of the night by sneaking out a window. When we both landed back in Manhattan we worked things out..He died of a drug overdose at his Mom's home on Long Island one month later. I carry a photo of him on my mobile.
  6. Like
    Whippoorwill reacted to + Charlie in True travel sex stories. Any you're willing to share?   
    My first trip to Europe was on Icelandic Airlines, because they had the cheapest fare: JFK to Luxembourg via Keflavik, for $270 roundtrip, an open-ended ticket good for six weeks. I arrived in Luxembourg City in early evening and checked into my hotel, then decided to go for a walk, because I was screwed up by jet lag and not ready to go to sleep. I had a map of the old town and was walking around, when I passed an attractive older man, who saw the map in my hand and asked if I needed help. I explained that I had just arrived, but the tourist sites had closed for the day, so I was just wandering around getting my bearings. He offered to show me around, and after some pleasant banter he led me under a dark bridge in a deserted area. I was young but far from innocent, and when he stopped and turned toward me, I was ready for the grope. The next thing I knew, we were on the ground behind bushes just off the walkway, with our pants partly pushed down, and grinding away. It was over in a few minutes; we pulled ourselves together, he gave me a quick handshake and pointed me the direction back to my hotel, and left me. I had been in Europe only a few hours, and already had my first sex there.
     
    My last hours on that trip were very similar. I had decided to spend the last night of my six week tour of Europe in Reykjavik at the Hotel Loftleider, which was owned by the airline. As I waited in the lobby to be taken to the airport for the flight to NY, I made eye contact with an attractive young man in an airline uniform. He got up and headed for the stairs down to the basement, where the hotel restrooms were located. Naturally, I followed him down there, and we had quick sex in a men's room stall. I got back up to the lobby just in time to get the shuttle bus to the airport, for a relaxed flight back to America.
  7. Like
    Whippoorwill reacted to m4same in True travel sex stories. Any you're willing to share?   
    When I was 22, 3 generations of my family took a cruise. It was my first. I was naive and had a girlfriend at home and knew I was attracted to men but didn't identify as gay. The last night of the cruise, I talked to a handsome Swiss bartender who offered to advise me on places to visit in Europe. He had dark hair, green eyes, some body hair, and was in his early 30s. I was very thin with a large butt, dark hair, hazel eyes, and a shy demeanor. He asked me to meet him after work, which was around 4 am. When I got there, he gave me some suggestions for travel and then he used his key to open the locked kitchen door. He put a blanket on the floor and we had sex. It was my first time fucking and I was the bottom. We stayed in touch through mail for awhile. He was a very nice guy who made my first time a positive experience. When I came home, I began my journey of coming out. I think being away and being naive gave me the perceived freedom to have sex without having to take responsibility.
  8. Haha
    Whippoorwill reacted to pubic_assistance in Gay people often have older brothers. Why? And does it matter?   
    Maybe it's because you grow up with your older brothers using you as a cum rag ? 🤔..and you learn to dig it.
  9. Haha
    Whippoorwill reacted to pubic_assistance in What's your Sexual Position?   
    Yes..because there's a lot of stickiness and rubbing things together...
  10. Haha
    Whippoorwill reacted to samhexum in What's your Sexual Position?   
    Did you ever get your hearing checked just to make sure they weren't saying biggest?
    Did you ever get your hearing checked just to make sure they weren't saying are?
  11. Haha
    Whippoorwill reacted to samhexum in What's your Sexual Position?   
    not to mention an almost crushing dose of modesty and humility!!!
    😇😇😇
  12. Haha
    Whippoorwill reacted to + DrownedBoy in What would you do?   
    Will people stop with this "corpse" thing?
    This happens to a lot of people. Just Google and look for people who get frustrating because their partners just "lay there" and let you do all the work.
    This happens to all couples, gay or straight, married or single, etc.
    All it means is that you get a bad f--k.
  13. Agree
    Whippoorwill reacted to Monarchy79 in What would you do?   
    Did you not see where the OP said the guy greeted him at the door  naked, guided him into his bedroom and thanked him once he was done?
    This isn’t an issue of “consent”. This is an issue where someone has found an easy way to make some cash, without providing the expected methods/levels of performance. 
     
  14. Applause
    Whippoorwill reacted to + KensingtonHomo in What would you do?   
    This is fucked up. You should delete it. I’m an SA survivor and you equating a lazy escort to me being held down and face fucked under threat of violence is disgusting. It’s offensive to SA survivors and @Mydavid who had an unpleasant but CONSENSUAL experience. 
  15. Agree
    Whippoorwill reacted to + APPLE1 in What would you do?   
    There's a big difference between "unwilling" and "passive" participant. Unwilling (and unable) is intrugal to the definition of "rape."
  16. Agree
    Whippoorwill reacted to MikeBiDude in What would you do?   
    Easy there with the judgement.
  17. Like
    Whippoorwill reacted to TorontoDrew in Providers that aren't into kissing nor giving oral   
    Everyone has their limits and preferences.  As long as we are honest with each other about what we offer and what we want that's all that matters.
  18. Agree
    Whippoorwill reacted to + KensingtonHomo in Providers that aren't into kissing nor giving oral   
    This is insane. Was this for a massage or escort session? If it was the latter, I wouldn’t hire that person again. If it’s the former; you’re paying three times more than necessary to get a good erotic massage. 
  19. Haha
    Whippoorwill reacted to FrancisCA in Providers that aren't into kissing nor giving oral   
    I do think its funny when they dont kiss but they'll eat my ass HAHA
    'So you'll kiss me on the other side i see'
  20. Haha
    Whippoorwill reacted to Luv2play in Providers that aren't into kissing nor giving oral   
    Reminds me of the old song" I'm gonna wash that man right out of my hair".
  21. Like
    Whippoorwill reacted to pubic_assistance in Providers that aren't into kissing nor giving oral   
    When I was younger and hooking up a lot, I also noticed when a dude wanted to make out I always ended up with a cold or flu. So I stuck to down-n-dirty hook ups for years. Never got sick from a hook up again.
  22. Like
    Whippoorwill reacted to justanoldguy in Providers that aren't into kissing nor giving oral   
    Those are 2 of the many reasons I hired you and will do so as often as possible. (Of course your smoking hot body, interesting personality and sexy attitude don't hurt either)
  23. Like
    Whippoorwill reacted to + IronMaus in Providers that aren't into kissing nor giving oral   
    I've never understood them, but I'm thankful for providers that do not kiss or give oral because they make me more popular.
    If they say they are into kissing and then don't, THAT is unforgiveable.
  24. Like
    Whippoorwill reacted to + sniper in Providers that aren't into kissing nor giving oral   
    Well he said he'd been getting colds maybe it was a new restriction?
  25. Haha
    Whippoorwill reacted to pubic_assistance in Providers that aren't into kissing nor giving oral   
    Maybe he was used to older lovers and felt the BFE was a matter of you taking him shopping ? 😂
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