Hookup Experiences, Describe

Chowderbomb

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As a bisexual leaning towards gay preference guy, I've always fantasized about m2m sexual activity but always considered that simply that - fantasy. Gradually though my interest piqued and I made a profile on Squirt.org.

I expected the site to be full on fakes, just a cash grab, but nup, mostly legit save a few random profiles wanting you to sign up for a site despite being thousands of km away.

I signed up and it gave me 5 free days of unlimited access, meaning I had full functionality as a subscriber. Adding a picture adds 5 more days. There are pretty good profiles with nice info about the age, race, location and preference for top, bottom, versatile, and availability for meetup and hosting, what kind of things turn them on, and general description of what they are about. You can DM them or chat. Often leads to phone numbers swapping.

I had 5 propositions in just one day. Also nice to see mixed race responders, Asians, Caucasians, Middle Eastern, Hispanic, mixed etc.

Anyway, I post this thread to ask people to talk about their hookup experiences how did it happen, what was it like?

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Chowderbomb

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And to humour you all, I will describe my first hookup. Also @Mr. LPSG let me know if it's fine to like sorta diary entry my (ongoing) experiences here in this sort of thread, or if that has to be a personal blog. I may do both if that's allowed. I can also spoiler perhaps if that can be done.

Hookup #1
Asian guy, about 51. He lived 25 minutes away by car but i needed to use public transport, say 1 hr 10 minutes. Quite a big dong. That said not as big as it looked from the photo he had (I think that is across the board lol, matter of perspective), but still maybe 1.5-2 inches longer than mine and certainly a nice cock.

I hooked up having previously turned him down citing just lack of available time.l though that dick was enticing. I had just lost my job and he took a day off work. Perfect. I was intent to just madly hookup as recompense for the bad news. He told me he usually played with Caucasian older guys (40s ish) but I was his second Asian land and very young at that.

First thing he took me to the bathroom and said do what I need to freshen up. After that i got lead into his bedroom. He lived in a single bedroom unit so it was small but the bed could occupy two. He had me tuck in and then cuddled me. Had his hands around my back and chest. We rolled over to kiss. Unfortunately because if inexperience this felt awkward. I have not even kissed girls, so I wasn't entirely sure how to proceed. Will get better, I'm sure. After maybe 25 seconds of lip to lip I explored kissing other parts of his body, primarily neck and upper arm. After that he felt under my shirt and kissed my belly. At this point I took my shirt off and pants.

He grabbed my cock and I grabbed his. This was a very interesting experience to have your cock in another guy's hand and vice versa.

It gets better. He started to caress my body while I was lying flat on my back. I shivered actually not expecting how sensitive my body was. Almost ticklish. As a neuroscientist it was easy to understand - when we touch ourselves, the brain has an override on how intense it is perceived since the brain knows it is part of our own body. This is why when you stand you don't exactly feel your feet. But when something foreign contacts, that is not suppressed, at least initially. So almost overwhelmed just by getting touched, not on my cock but just my tummy. Then he kissed and played with my nipples. I arched my back at this, even more intense than the touching. Nipples just light up, definitely fantastic so mucglh that I could only gasp and emit a moan while trying hard not to shake.

Then we started cock sucking. First i laid down as before and he was on his knees and put it in his mouth, slowly he worked down to the base. I started to shake again, that felt great. In between he would pulse rhythmically pressure wise to give sensation of suction up and down. I then sat up after 1.5 minutes to hold his cock in my hand and gently sucked the glans. Then gradually took the rest. I was surprised how thick cocks are in your mouth. Bananas make poor oral substitutes hehe. It just filled my mouth and I pushed it deeper. Didn't gag, I think I managed to get 90% of it down. I alternated between licking the head and shaft and gripping with the lips. Also took the balls gently in my mouth. What i enjoyed about the sucking was the hardness of the cock and the shape of the glans running along it. Also precum tasted lightly salty, which was nice. I complimented him there.

We then moved to vertical 69, him over me. I loved that part. Getting and giving at the same time. After a few minutes we both knelt and started rubbing our cocks together. This part feels good in theory but not as "hot" as I might have expected. Still ok, we embraced for a bit. Then I had him lie down on his back and sat on top of him and fed his mouth my cock in and out with my hips. I liked that very much, great way to feel the pressure changes on your cock.

I then had my front body facedown on the bed and let him feel me a bit, before we resumed 69 but this time me on top going down. I worked very hard at it, while he sucked me below and then fingered my ass a bit, not deeply but felt nice. As I sucked he started to moan harder and harder. He would stop intermittently. I told him he could cum in my mouth if he liked. I kept going down on him and interspersed this with jerking him. He told me he was going to cum. Ten seconds later he did, his hips arched forward and I saw the shaft expand and eventually his semen start to aggregate. I let some drip out from my mouth to confirm SBS watched a last sliver emerge from his urethra which I licked up.

I then opened my mouth to show him his load and he said I could go to the bathroom if I wanted. I told him all good and swallowed it. Precum tastes better I must say, probably not as alkaline.

I didn't let him make me cum because I was intent on saving it for another appointment later but that didn't quite happen. Nevertheless a few hours later I continued to feel the sensation like my dick had been sucked. I then put on my clothes and thanked him, hoping I did ok, which he acknowledged. He then teased that i was certainly gay, gayer than him and shouldn't keep women and others in the dark. I had intended to go dating a woman but held back because i did want to experience m2m.

Altogether it was an interesting experience. Some take homes:

- Kissing needs work from my end.
- I wasn't entirely attracted to him which made me a bit inhibited. I think this is a key factor to enjoyment, you need to like the guy physically.
- a newbie can be extremely sensitive to light touch.
- play with the nipples! Nipples!
- Guy was very gentle and respectful. While he initiated a lot of things, he also allowed me to take control too.
- manoeuvring round the bed can be awkward. I was almost afraid to fall on top of him or sit on him awkwardly, yet sex involves bodies piling on and rocking over each other. Will need to learn how to navigate the sex twister. Never once did I feel him "sit" or put his body weight over me.
- Sex is very physical. Yeah I started getting a little tired both physically and mentally. We just had 35 minutes with no rimming or anal but I felt I needed a break so goodthing we finished there.
- oral is nice but it does take some time to reach climax. I sucked him for 10 mins at the end before he erupted.
- last three points really makes me amazed at couples who do this seamlessly and gay porn actors. It's harder than it looks at first sight. We didn't touch anal sex either.

Overall I rate my first time 6.5/10. Chemistry just wasn't there but it was a hookup with a much older guy, not particularly attractive but ok, and I hadn't much talked with him prior. It may be better to be able to know your hookup partner a tad more, break the ice. The touching and nipple stuff was the highlight, secondarily to the mutual blowjobs. While his big cock did not necessarily feel great in my mouth, hearing the guy moan and heave then contract his balls to but was a turn on. Sadly my back was facing him so I didn't see his facial reaction. Good cue to observe how the receiver is feeling.

Also learnt you can't just do sex. I mean you can but there is a degree of seriousness we often take for granted. It will help me understand my boundaries and needs, not just hop on board with any odd bloke.

This experience will help me with hookup #2 planned tomorrow morning.
 
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cdunstan1

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Bravo mate! Your partner was a lucky man. Don't sweat the details, once you have some experience things will fall into place.


makes me amazed at couples who do this seamlessly and gay porn actors
That's why they call them actors

not as big as it looked from the photo he had
not as big as it looked from the photo

Didn't gag, I think I managed to get 90% of it down
Better than I did my first time

This could be you someday CB!

ttt.jpg
 

Trekrider

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I find the internet a waste of time for meeting guys. I don't have 'the right look' for a start, and my sexual likes are different from everyone else - not having any interest in oral or anal sex. As a nudist, I find plenty of guys at beaches, of which there are plenty around Sydney. As someone with social anxiety, it's actually a really easy way to meet guys, since there's no barriers and everyone is really down to earth. No pressure to go beyond what I'm comfortable with.
 
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Congratulations on your 1st experience. Yes, you will learn what you like and don't care for. As you gain experience, it will get better.
can i ask you a question? i know there are a lot of "straight" guys that go to glory holes but aren't you scared of catching a std or getting hurt? i'm not judging at all, i actually have a lot of respect for your honesty. i just really wanna know.
 

cedarizzo

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can i ask you a question? i know there are a lot of "straight" guys that go to glory holes but aren't you scared of catching a std or getting hurt? i'm not judging at all, i actually have a lot of respect for your honesty. i just really wanna know.
It doesn't matter where you go for sex, no matter who you have sex with, you always have a chance of getting a STD. Some people don't have sex because they are afraid of getting something. I am the opposite, I don't let the fear dictate my sex life. I also get tested regularly.

But I also have a good idea who is coming over to my gloryhole. The way I see it, it is my house, my personal space and my body. I deserve the right to be choosy about who comes over. I have a lot of regulars that will come over. Some come over weekly. One guy comes over about 3 times a week. And some of them come over sporadically. But I've been with them many times. I've been tested many times afterwards and nothing. I know I can trust them. As for the new guys, I am pretty picky about who I invite. If I get and bad feelings or see red flags, they aren't invited. If I think they are drunk or high, they aren't invited. If they are acting sketchy, they are not invited. I've only had a couple of guys come over that I regretted inviting them over. The one guy, I threw him out of my house. It was a bad experience and I actually pulled the sheet back so he could see I meant business. I am not a small guy, I'm 6'2" and built like a football lineman. He started to say something and he left. The other guy, was just plain rude and obnoxious. He showed up late (which pisses me off), in the middle of me sucking his dick, he lit up a joint (which I told him to stop) and then after he left, I found his beer can. He wanted to come over again a week later, but I sent him a long message about what I thought of our previous encounter. He apologized and said none of that would happen again. I did let him come over again, gave him a second chance. He showed up on time, he never tried to smoke in my house and he didn't bring any beer with him. He has been over many times since and he has always been good. Which is good for me cause he actually has a beautiful cock that I love to suck.
 
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It doesn't matter where you go for sex, no matter who you have sex with, you always have a chance of getting a STD. Some people don't have sex because they are afraid of getting something. I am the opposite, I don't let the fear dictate my sex life. I also get tested regularly.

thank you so much for replying and i think your well informed and know what your doing and i really respect that. i wanted to know if you ever fell in love with one of your clinets, and is it possible to have a relationship with a "str8" guys.
 

cedarizzo

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thank you so much for replying and i think your well informed and know what your doing and i really respect that. i wanted to know if you ever fell in love with one of your clinets, and is it possible to have a relationship with a "str8" guys.

I wouldn't say that I fell in love, but I have developed feelings for a couple of them. Both of them were regulars. The one guy came over once a week for a couple of years. It got very intense between us, and we would often do it without the gloryhole sheet. We never kissed, but I would have love to have made out with him. He stopped coming over when the pandemic happened. It also didn't help that I didn't host for about 6 months. He did email me in November of last year and came over. I was so happy to see him again. But it was awkward because he had broken his leg/ankle and was in a walking cast. He was having problems getting around. Sadly I haven't heard back from him since that last visit. I am hoping he is well and will start coming around again sometime soon.

The other guy came over about 10 times. We first met on Squirt and rom his profile I knew he was a shorter muscular black guy. When he got here, I discovered that he was hung like a horse. The first time, we had sex through the gloryhole. But the next time, he didn't want to do it through a gloryhole, so I obliged him. He was a nice guy, very sweet and courteous. A few times we met at his hotel room and after sex, we would lay in bed, cuddle each other and talk. I really enjoyed his company and he seemed to enjoy mine. The problem was he was married, had 2 kids and he lived with them a couple of hundred miles away. He was in town on business quite a bit and would stay at his sister's house. But he was always wanting money. First he needed gas money, so I would give him $10. He was happy with that. But then it became $20. And then the last time I talked to him, he said he was in town and wanted to see me, but he needed $50. I sent him $50 through PayPal and then found out he wasn't in town. When I asked if he was coming here, he blocked me. And that was the abrupt end of that relationship.

And to answer your second question, yes, I do believe you can have a relationship with a straight guy. Just know that it most likely will never develop into anything besides a sexual relationship. But I think it is possible.
 
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thank you, wow. your like the sex ed teacher i never had. and i love your writing you really should write a book or make a podcast i would buy and support anything you did. but i do have a big question. the second guy who was married with 2 kids, please be honest, in your opinon, even with him having kids and a wife do you think he was gay but too ashamed to live that "lifestyle" and uses his marriage and kids as a way to compensate for his downlow lifestyle or do you believe he was bisexual and wanted to have sex just to get off and that it didn't matter who it was because it didn't mean anything to him? please sir i really wanna know these things, i don't know who else to turn to.
 

cedarizzo

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thank you, wow. your like the sex ed teacher i never had. and i love your writing you really should write a book or make a podcast i would buy and support anything you did. but i do have a big question. the second guy who was married with 2 kids, please be honest, in your opinon, even with him having kids and a wife do you think he was gay but too ashamed to live that "lifestyle" and uses his marriage and kids as a way to compensate for his downlow lifestyle or do you believe he was bisexual and wanted to have sex just to get off and that it didn't matter who it was because it didn't mean anything to him? please sir i really wanna know these things, i don't know who else to turn to.

Without asking him, I honestly do not know the answer. I don't think he was ashamed of the fact he had sex with other men. His online profile had his face pic, which is something he wouldn't have done if he was ashamed of having sex with guys. (In my opinion at least.) And I do think he loved his wife and kids, we talked about them a few times and he always seemed to be happy when he talked about them. I'm guessing he was bisexual, which there are a lot of people who are bisexual.

As for the part "wanted to have sex just to get off and that it didn't matter who it was because it didn't mean anything to him", I am not sure how to answer that. I personally didn't know him all that well. I couldn't make any assumption about that. Him and I did seem to click and we always had a good time. The only bad experience I did have with him was that last time he wanted $50 and then blocked me. I don't know what his situation was, I don't know what his problem was. But I do feel bad and I hope he is okay.

Now I don't know where your questions are coming from. Maybe you have been fooling around with a straight guy and wanting to know more about what was happening. Or maybe he was bisexual. Nobody will have those answers except for him. If you are still talking to him, you need to be asking him these questions. But I am going to guess that he isn't talking to you anymore. In that case, you need to chalk him up to experience and let him go. There are plenty of guys out there who are only looking for a sexual outlet and nothing more. After they get off, they have no other need for you. That could be because they are in a relationship with somebody else. Maybe they are ashamed of being gay or having gay feelings. Maybe they don't want to be associated with anything gay, but they just need another guy for sex. You need to realize that most people are not looking for what you are looking for. And the problem is people are really bad about communicating what they do want. If he was looking for just sex and you were looking for something more, it will never work. No matter what you do, you will never change his mind about what he wants.

I don't know anything about your circumstances, but I hope you can understand some of what I was trying to say. Good luck.
 
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thank you sir, your 100% right. i have had that experience and it has not been easy getting over what happened. i'm just trying to learn more about this so i can be prepared before moving forward. having these conversation really are helping and i hope i'm not borthering you or anything, just i need some guildence. i'm very greatful for your help and i just want to know as much as possilble so i can stop focusing on the past and be healthy in my relationships. if you have the time, i would love to chat some more and hear stories about your life and experiences but if not i completely understand. thank you so much for everything.