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Your wildest/weirdest cruising experience

IBendOver

On the Prowl
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As a guy, who does alot of cruising and Meet & Fuck, share your experiences with me here:
 
My craziest was getting off with a really hot 20-something-year-old gay guy while his straight brother watched us . . . and ultimately ended up joining in. I know how fake that sounds and if anyone else said it, I'd scoff too, but it really is 100% true. Hottest (and most surprising) hook-up ever.
 
My craziest was getting off with a really hot 20-something-year-old gay guy while his straight brother watched us . . . and ultimately ended up joining in. I know how fake that sounds and if anyone else said it, I'd scoff too, but it really is 100% true. Hottest (and most surprising) hook-up ever.

So hot man. Did the brothers do anything to each other?
 
Mine would be having sex with a guy in a gay sauna but with one or two others watching. Wild of me not sure if it is for others though!
 
So hot man. Did the brothers do anything to each other?

Yeah, so I was in this kind of cruising ground - some dunes behind the beach - and I met two guys and I just started reaching out and stroking them, as you do, just their chests or whatever - and guy 1 said: that's my brother; he is straight; he just came here to support me (or something like that; his english wasn't great and the brother didn't speak any english at all) - and so, i was like, ok, that is kinda weird, but OK - and guy 1 reached out and started stroking my cock and so i returned the favour and as he got hard, i got down on my knees to blow him, and his brother was just sort of massaging his shoulder with one hand while i sucked him - but then - guy 2 got behind him, so that his chest was pressed against his brother's back and started caressing him all over while i sucked him . . . chest, belly, pubes .. . we were all totally naked, btw, as it was a nude beach. Anyway, after awhile, guy 1 sort of pulled me to my feet and then bent down so he could suck me awhile, and his brother just watched us - his cock was totally soft - I reached out and touched it anyway and he didn't stop me, but he didn't seem that into it. Anyway, long story short, guy 1 jerks me off and I cum all over the sand, and then end up jerking off guy 1 in return while the brother watches and strokes his own cock, which is now rock hard, and almost as soon as guy 1 cums, his brother cums too, shoots right on his brother's leg. And we all said whew, etc (it was hot and we were all super sweaty and panting) and they went back into the dunes and I went for a swim . . all very surreal and i still don't get what was going on, but i still think about it all the time, lol
 
Randomly hooking up with a BBC and being fucked senseless in a park toilet .
 
outside a hotel behind a storage shed. this older guy was there with his wife. he looked at me a couple of times and caught him staring at my big ass. later on, he ran in to me at night outside. said he needed some help unloading and that his wife won't help.

i asked what he had in mind. he literally just wanted to have me stroke him, lick his balls, and have him grind on my ass. we went behind a storage shed where he pulled his pants down. i stroked his cock. he asked me to suck him but i didn't want to so i licked his cock head and then stroked him more. he finally asked me to turn around. he pulled down my pants, spit on his cock, and rubbed it between my cheeks until he shot his load. he moaned like crazy. he literally pulled his pants up and left.
 
It was with a college aged guy when I was 18. I was swimming at a lake in Vermont and noticed a VERY hot guy getting out of the water near me. There weren't too many people around and as I was laying on my blanket tanning, he walked over to me. He said he liked the music I was listening to, and asked if I wanted to smoke a joint with him. We went into the woods and got stoned. Weed always makes me horny, I sprung a rod, and my swim trunks made it obvious. Not that I was some naive virgin, but he seemed straight, so it shocked me when he reached over and gently rubbed my dick. We started kissing, then I dropped to my knees and sucked him while he played with my hair. His sweet cum flooded my mouth as I massaged his balls, then he blew me. I blasted off like a volcano while he fingered me. We made plans to meet up the next day at the lake, this time he showed up in a Ford van with a mattress. We got high and he fucked me senseless on it, pure heaven. I tend to be a loud lay, so he shoved his underwear in my mouth to keep me quiet. We would meet up almost everyday that summer, and after a while I started tucking him too.
 
In the late 90's I was cruising in the Vondel Park in Amsterdam and followed a really young guy into a bunch of bushes. He was clearly under age so I backed off. He ended up with a gang of older guys, bent over a tree being fucked bare by three of them while others fucked his face. It was the hottest thing I had experienced while cruising, and between the sight in front of me of the boy being royally fucked, the poppers and the fucking I was getting by a nice guy behind me, it was the best cruising night I ever had.
 
I went to the bathhouse in Tokyo, the first and only one I've been to. I'm not very turned-on by Asian guys and am also not very outgoing in public so I mainly went there out of curiosity. The staff at the check-in were very friendly. The washing up room where everyone would clean up with a seated shower had a lot of young to mid 30s Asian guys in it mainly. No one paid much attention to each other while they washed up. No sex of any kind in that room.

The rumor that guys will grab you to see if you fit the stereotype (Americans have bigger dicks) is true. There is a very dark room with extremely dim red lighting where most of the guys congregate where that happened a few times. The guys weren't polite about it, either. It was rough grabbing. I think someone must have told the group that I wasn't bigger than average so it stopped after about three different grabs. There was a group of young Asian men with fit bodies having sex in there and a lot of guys sleeping, lying there watching, or something. It was so dim that it was hard to see what was going on. The area where the guys were messing around was the most lit in the room. I'm not sure why people would want to try to watch much or sleep in there. The group broke up after a while and I wandered around the place more to see what else is happening.

One fairly small room had a large television and a row of futons with normal brightness lighting and two couples were having sex. One left when I entered and the other couple ignored me while I watched for a while. They were Asian and young. After a while they got tired of being watched and put a sheet over themselves while they fucked.

There was some gay porn showing on a TV in one room I think. The Japanese gay porn I've seen tends toward being rough and unpleasant, like there is overcompensation for a sense of lost masculinity. I haven't seen much, though, so maybe I just saw the wrong stuff and there is more pleasant behavior.

On the first level there were some pools of a sort with mostly more 40-ish men in them. They were mainly soaking and chatting a little. One of them moved next to me but I wasn't interested so I left. I've never been interested in older men.

There was a shower cubicle complex nearby, with a lot of small shower stalls stuck together. There was a very muscular mid to late 20s white guy having sex with an Asian guy and another Asian was watching through a small hole. He left when I entered the area and I watched a little but then he came back and scolded me into leaving. It was humorous and odd. That couple eventually moved out of that stall, though, and the Asian was giving the muscular guy head out in the open, in the hall next to the shower cubicles. I watched them for a short time. The muscular guy smiled at me but then the guy stopped sucking and they disappeared somewhere.

I checked out the sauna and there was a tiny space at the end of one where a very old Asian guy with white hair and what looked like a 18/19 year old thin Asian twink were having sex. The old guy gave me an angry look and the young guy wouldn't make eye contact. I didn't want to watch them in the first place.

I'm not much of a voyeur but I didn't expect to find someone to hook up with when I went there. My assumption proved correct. I went back to the pool area and a mid 30s guy chatted with me for a while but I wasn't interested so he quickly lost interest. I am naturally skinny so I'm sure some of them, especially the Japanese guys, assumed I'm positive. I'm not. Being skinny at a bathhouse is not the best way to meet men unless you're like 18/19. Even at that age, though, I was even accused of having anorexia and HIV by bitchy femme twinks at clubs. When I went to that bathhouse in Japan I was playing serious competitive tennis and badminton several times a week and, even with whey protein, couldn't bulk up. My metabolism was too high. I also don't have a large penis (5" hard), especially when it's flaccid. I'm very definitely a grower not a shower which isn't so good for hooking up in a place like that either. I wish my metabolism would still be as high as it was then. Now I have to watch what I eat. Women typically find me more attractive than gay men do. I have always been hit on more by them. I suppose it's because I'm quite tall and have big hands. Who knows?

I've heard that rising land values in the historical gay district in Tokyo where the bathhouse is is causing gay businesses to be pushed out. Also, men aren't meeting at bars because of cell phones and the Internet. People predicted that the entire historical gay district would disappear fairly soon, which is sad. I did Karaoke with my spouse in a bar that was practically empty even though the staff were very hospitable. I also went with a friend to a small bar where the owner would cook food for the patrons. It was a neat experience although he made sausage which I hate. I don't like anything made with pork. It makes me want to vomit when I even smell it, especially if it's fried. But I choked down some of the food to be polite. I wonder if the bathhouse is still there?

My Japanese language ability is fairly minimal and the only person who spoke English to me was the 40ish guy in the one pool who chatted with me a bit. Getting around Tokyo without the ability to speak and understand Japanese much at all is an interesting experience. It's possible but it can be challenging. I would love to go back to Tokyo again for another long stay but I don't have any money for travel.

My spouse and I also went to a gay B&B in Maui once, a long long time ago, where guys in the hot tub all gave each other handjobs before going to their separate rooms to have sex. A hot tub is not the most comfortable place for an erection. In fact, I don't like them because of the hot water. None of the guys were hot so it wasn't an amazing experience but it was the first time I saw men doing something out in the open, even though it doesn't count as public since it was a B&B for gay men and the hot tub area was specifically marked a nudist area.

When I was in high school I was very likely cruised by a guy who I had a big crush on but who was rude/mocking to me in school. I was walking home and he pulled up in his convertible looking hot and even glanced down at his spread legs when he invited me to join him. I said no. He got pissed and drove away. I had my pride. Looking back I sometimes think I should have just gone for it.

Also, I was at the nude beach in Maui and I followed a young guy a ways into the water because he had such a beautiful ass and I wanted to see it better and may be talk to him. It was snow white and perfectly-shaped. He was a straight hippie from the Midwest. We had a conversation in the water. He pointed out his girlfriend who was there with their friends. I'm not sure why he and his friends were on the gay beach. He was obviously not gay. He invited me to join them, though, so I suppose he wasn't against getting head or something. Of course, it could have just been to smoke weed or something else I wasn't interested in. He was particularly unusual case because his face looked really old, horrible really, from all the sun damage but his ass was just perfect. I guess he had never skinny dipped before at the nude beach because it was literally as white as snow. I really wanted to kiss and eat it but I wasn't going to do that out in the open. I've never been the type who risks getting thrown in jail. Also, since they seemed to be homeless I would have felt like I should give them some money to help them out and I didn't have any on me. So, I felt it would be rude to have sex with him, if that was what he had in mind, and leave him empty-handed.

At that same beach I met a well-hung rich guy in his 30s who kept his body in very good shape (muscular, etc.) who had homes in San Francisco and Maui. He liked me and wanted me to come to his house. His dick was really nice and I would have liked to have gotten to know him but I was there with my spouse so I couldn't. He was clearly disappointed. This happened when I was 22 or so. I looked younger than my age, too — more like 19 at most. He wouldn't have had any interest in my spouse because he's not good-looking and was fat. I didn't marry him for his looks (or his money, which he had none of).
 
Back in my twenties I picked up some guy at a cruisy park in Denver but we couldn't go back to either of our places. We were so damn horny driving around Denver trying to find some place. He kept leaning over to suck my dick as I drove! Out of desperation we ended up downtown underneath a viaduct (no longer there for those of you who know Denver) where I fucked him as he leaned against a concrete pillar. There were homeless people around us camped out under the viaduct, most likely some drug dealers and god knows who else watching us two horned up fuckers going at it! Amazing what poor judgment you can have when you need to empty your balls!
 
Oh my I remember I was meeting a guy at a hotel room. We sent a few emails but he never a picture. I finally agreed to meeting him. As I arrived he sent me a message telling me his room number was 321 as soon as I got the number I left my cell phone in my car went to the room 321
Knocked on the door soon a guy open it. Can I help you he asked. I’m here to suck your cock. The guy said oh, come in and take off your clothes. I suck him and had a good time. After I finish I got dressed and left. I got back to my car check my email had 2 from the guy. One asked when I was coming. The other said oops wrong room. I’m in 331. I feel embarrassed but horny nonetheless
But I promise. I said I’ll be right up. Went back in this time to the right room and served him.
 
In the late 90's I was cruising in the Vondel Park in Amsterdam and followed a really young guy into a bunch of bushes. He was clearly under age so I backed off. He ended up with a gang of older guys, bent over a tree being fucked bare by three of them while others fucked his face. It was the hottest thing I had experienced while cruising, and between the sight in front of me of the boy being royally fucked, the poppers and the fucking I was getting by a nice guy behind me, it was the best cruising night I ever had.

I have a very similar experience. Love to see younger guys getting good dick ;)
 
Check my "lost my anal virginity" thread. Lots of wild sexcapades.
 
I was in a hotel in Europe the hotel very big with rooms on four sides surrounding a large area with benches on the 8th floor. in briefs I looked out he window and in a room across the way a guy was sitting at the foot of his bed slow jacking his hard cock. Using th chart on the back of my door I figured hi room out and called him an Italian guy who spoke English. I said I see you he said I see you can I come to your room I said sure. When he got there he said he was str8 horny and just like to jerk off would I jerk off with him . H e id nt want me to jack him so I said never mind thanks for coming this i not doing ti for me.He said what would I said fuck me like you fuck a girl . He started Iike he could nt believe I said it it and said you have a condom. He said suck me first like a girl I did he got rock hard. Beautifully fucked me for 15 orgasmic min tongue kissing you name it. Left the room I slept good he checked out next day
 
Once got sucked by a sexy young boxer in my car. He asked me to talk to his girlfriend on the phone as he was working on me. She was clearly working on herself as I described what he was doing to me. As I was getting close the description got more intense and she was really enjoying it. As I came in his mouth he grabbed the phone and sloshed the cum around in his mouth before noisily gulping it down. I could hear her screaming as she came. Very horny session and although it was about 10 years ago I still have it lodged firmly in my sank bank !
 
I have a couple stories from the lake. they are still posted here somewhere!
 
Had a really nice experience just this weekend. I mainly watched and jerked, but a young boy took several raw dicks in a public bathroom on Sunday. Loved it because he seemed to be on his own and wasn't afraid or ashamed to be watched
 
Had a really nice experience just this weekend. I mainly watched and jerked, but a young boy took several raw dicks in a public bathroom on Sunday. Loved it because he seemed to be on his own and wasn't afraid or ashamed to be watched

mmmmmm... it was a good Sunday..
 
It was summer break. Myself and four other team-members pooled our money and rented a three bedroom beach house for the season. By the end of each day...usually exhausted after playing volleyball, touch football or some other rough-house beach game...
we'd retire to the house (sometimes with one or more buffed-up young muscle hunks we picked up while playing) for some additional inside fun and games. In this particular instance, he was a stunning,6'3"220-pound bodybuilder (our favorite type) we found in the mob of spectators watching us play beach ball who, interestingly, dearly loved to show-off his trim, beautifully-defined, fully nude physique. He was such an overwhelming sexual turn-on, what began as a rowdy taunting-teasing session eventually culminated in a long, steamy-hot, full-scale orgy ending with him dragging one guy....who tried unsuccessfully to fuck him while someone sucked his big thick cock...into the shower stall and pissing all over him. Wow!!!
 
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