I'm not the most spontaneous guy. I struggle with overstimulation which can leave me feeling numb and disconnected rather than really into the moment, so I'm a little surprised by the theme of this post today
Stocky Guy (30s, his flat, Grindr)
I think I was expecting to hook-up but it fell through so I was in the carpark after a gym workout and kinda horny just scrolling through Grindr. I got a message from this guy that was easy to respond to, he was big - but I feel really turned on by that at the moment: so long as the chest doesn't look like breasts. I said I was sweaty and he asked if I wanted to go home first (knowing if I went home I wouldn't want to leave again) I asked him I could shower at his place. He said yes, so I drove over to his place.
He greeted me and showed me the bathroom. I had a quick wash in the stand-alone bath-shower thing and slipped back down the hallway to his room. I could hear other people in the house, watching TV, but I never saw them. We cuddled a while, he politely asked me to suck his cock - which I did, and to rim his ass, which I also did. Then he mostly wanted to cuddle. He put on some film 'Plane', but his TV was slightly angled away from the bed. I was very hard and naked and kinda stroking his body and cuddling him. We would kiss now and then. It was kind of torture.
Then he asked me if I was horny, I said 'a bit' and he confirmed he was horny too. We got to the end of the film. He sniffed some poppers and I rimmed him on his back. Then I fucked him and popped my seed up his ass in less than sixty seconds. I laughed about it because finishing used to be a real problem for me. I guess all that foreplay time really counted as a strong bit of arousal. This may be the fastest I have ever come after penetration in my life. He came too - I can't remember if I was still inside him for that part or not, it didn't take long.
All in all it was a sweet, simple and warm connection. It was a pain to wait through a whole film with a hardon, but, the sex (haha) was enjoyable. I do like getting my face up in a big ass.
Dad-bod Bi guy on the down-low (40s, his hotel room, Grindr)
I had a message from this guy while he was still in Melbourne and we organised to meet for sex three days in advance. I had to drive all the way into the city and park and walk a bit. The transition into the lobby I was already sweating due to the change in temperature. I went up to his floor and he let me in. I asked to use the bathroom - and actually had to go No. 2. This was quite awkward. After maybe a full ten minutes I exit the toilet and he's just sitting there on the bed, unsure of how to read my body language at first. I laugh and apologise - sometimes driving plus nerves gets to my stomach. We talked about sexual health and PrEP use ahead of time too.
The kissing was really good. We stood at the foot of the bed and touched each other, slowly getting undressed. He was in grey jocks with a nice bulge. He was a little over a 100kg with a nice hairy body and balding head. He had big balls, not as big as mine but still quite nice: and a cock ring around his balls to make them pop out further. He took his jocks off, which I'm happy he did because in his message he said he likes to be fucked in jocks - while I prefer to see the penis as much as I can. A nice foreskin he had, mostly rolled up around the head.
We got on the bed. Hotel white. I had tried to be as clean as possible but was nervous about letting my ass get straight on the fabric. He sucked my penis, I was sitting down between my legs, knees bent - and he was kind of beside me, kind of in front so that he leaned down my front to get my cock in his mouth and my frenulum was at the roof of his mouth, rather than against his tongue. He was actually pretty good at oral too. I suck his dick a little bit, lick his balls a while and drop down to tongue his asshole. It's quite in line with his butt cheeks in this position (on his back with knees to chest) so I don't have to go digging too far for it. He moans a bit.
But. He sniffed poppers (why is this so prevalent!). He rode my cock, then I fucked him on his back, then I fucked him laid flat on his belly - which usually really works for me: but I think the poppers just made his ass relax so much the sensation was quite low. We dirty talked a bit, moaning each other's names, that part was quite hot.
There was one single spotlight bearing down on us from above the bed - I should have asked to change the lighting to the just the bathroom or something. Here's where I get over-simulated. I am sweating a lot and wiping my face off with a hotel towel quite regularly. I enjoy being inside him and felt like I was getting close, but the heat, the light and the loss of sensitivity in his anus is causing my dick to retreat to only a half-boner and not a full erection. One weird thing about this sex is that my penis kept popping out of his hole, like maybe a dozen times - I'm not sure what to make of this: was he expelling me or was it a feature of the poppers-loosened hole?
In the end we just lay side by side and masturbate to finish, timing it so that we nut pretty much at the same time. But I know I probably shouldn't have - I tend to feel depressed after wanking myself with my hand when there was sex available and I feel that drop in mood afterwards. Annoyance, confusion, regret that I didn't assert my needs more clearly. I think how happy I would have been to cum in him mouth as he was clearly talented, but, I just got overstimulated and a bit numb. Even while masturbating myself I had a very weak connection to penis, like it was annoyed it had been summoned for a loose hole.
Mixed younger dude - claims his butt is virginal (20s, his car in underground carpark, Grindr)
I started getting messages from this guy while I was only on my first exercise at the gym. Legs day. I was planning to take things slow and get my first actual legs-only focused workout of the year under my belt. He sent me a face pic, and seemed cute enough. He talked about jerking me off (something I don't really enjoy, unless they're actually good at it). Eventually we kept chatting, he said he'd gone to get a coffee and was close. He offered to meet me several times and I impressed upon him I'm not good at spontaneous meet-ups but would be happy to meet him.
I went down to the underground carpark and couldn't see anyone. I got in my car and then saw he'd sent a message 'Silver Peugeot'. So I got out my car again and scanned around. Half of all cars in the carpark were silver or grey, lol. Eventually I spot it. I walk over and wave, I try the doorhandle but it's locked. I see him adjusting the lock and then I open it and slip inside. He talks in that low kinda almost-forced erotic tone that's kind of distinctly kiwi (has a dash of Polynesian accent, or a South Auckland accent). We chatted just a little and he asked it if was okay to touch me. I said yes. He said he was already hard, and I held his boner though his long blue pyjama pants (he had gotten his coffee via drive-through).
He pulled his penis out so that I could wank him directly, a handsome regular sized dick with a snug foreskin too. I extricated my cock from my jocks and let my dick come out the right leg of my shorts. He stroked me. After a while I could smell his dick, it was actually quite erotic, I wonder if his precum was pungent or if it was just the smell of cock itself. He asked me if I would fuck him sometime - and I said yes - giving him some details about comfort and consent and that I would do it only when he was ready. I asked him if I could put my mouth on it and he said yes. Up close it didn't smell and stronger or in a bad way at all. I took him easily to the back of my throat and just let his cock head bounce in and out there.
I licked his balls a while as he jerked then I took him in my mouth again. He apologised, he asked me if I ate cum - I could barely tell he had shot in his mouth. I told him it was okay and bobbed down again to clean up the rest of his jizz. He seemed quite sensitive and pulled me off him after just a moment. I thanked him for cumming in my mouth, haha, kind of in jest. He seemed happy to meet again, so I gave him my name and he gave me his, then I shook his hand. I probably only performed oral on him for two to three minutes max. It was a pretty easy blow-and-go.
Maybe I should try to be more open to spontaneous sex. But I feel that also leaves me open to making poor decisions. Who knows?
Stocky Guy (30s, his flat, Grindr)
I think I was expecting to hook-up but it fell through so I was in the carpark after a gym workout and kinda horny just scrolling through Grindr. I got a message from this guy that was easy to respond to, he was big - but I feel really turned on by that at the moment: so long as the chest doesn't look like breasts. I said I was sweaty and he asked if I wanted to go home first (knowing if I went home I wouldn't want to leave again) I asked him I could shower at his place. He said yes, so I drove over to his place.
He greeted me and showed me the bathroom. I had a quick wash in the stand-alone bath-shower thing and slipped back down the hallway to his room. I could hear other people in the house, watching TV, but I never saw them. We cuddled a while, he politely asked me to suck his cock - which I did, and to rim his ass, which I also did. Then he mostly wanted to cuddle. He put on some film 'Plane', but his TV was slightly angled away from the bed. I was very hard and naked and kinda stroking his body and cuddling him. We would kiss now and then. It was kind of torture.
Then he asked me if I was horny, I said 'a bit' and he confirmed he was horny too. We got to the end of the film. He sniffed some poppers and I rimmed him on his back. Then I fucked him and popped my seed up his ass in less than sixty seconds. I laughed about it because finishing used to be a real problem for me. I guess all that foreplay time really counted as a strong bit of arousal. This may be the fastest I have ever come after penetration in my life. He came too - I can't remember if I was still inside him for that part or not, it didn't take long.
All in all it was a sweet, simple and warm connection. It was a pain to wait through a whole film with a hardon, but, the sex (haha) was enjoyable. I do like getting my face up in a big ass.
Dad-bod Bi guy on the down-low (40s, his hotel room, Grindr)
I had a message from this guy while he was still in Melbourne and we organised to meet for sex three days in advance. I had to drive all the way into the city and park and walk a bit. The transition into the lobby I was already sweating due to the change in temperature. I went up to his floor and he let me in. I asked to use the bathroom - and actually had to go No. 2. This was quite awkward. After maybe a full ten minutes I exit the toilet and he's just sitting there on the bed, unsure of how to read my body language at first. I laugh and apologise - sometimes driving plus nerves gets to my stomach. We talked about sexual health and PrEP use ahead of time too.
The kissing was really good. We stood at the foot of the bed and touched each other, slowly getting undressed. He was in grey jocks with a nice bulge. He was a little over a 100kg with a nice hairy body and balding head. He had big balls, not as big as mine but still quite nice: and a cock ring around his balls to make them pop out further. He took his jocks off, which I'm happy he did because in his message he said he likes to be fucked in jocks - while I prefer to see the penis as much as I can. A nice foreskin he had, mostly rolled up around the head.
We got on the bed. Hotel white. I had tried to be as clean as possible but was nervous about letting my ass get straight on the fabric. He sucked my penis, I was sitting down between my legs, knees bent - and he was kind of beside me, kind of in front so that he leaned down my front to get my cock in his mouth and my frenulum was at the roof of his mouth, rather than against his tongue. He was actually pretty good at oral too. I suck his dick a little bit, lick his balls a while and drop down to tongue his asshole. It's quite in line with his butt cheeks in this position (on his back with knees to chest) so I don't have to go digging too far for it. He moans a bit.
But. He sniffed poppers (why is this so prevalent!). He rode my cock, then I fucked him on his back, then I fucked him laid flat on his belly - which usually really works for me: but I think the poppers just made his ass relax so much the sensation was quite low. We dirty talked a bit, moaning each other's names, that part was quite hot.
There was one single spotlight bearing down on us from above the bed - I should have asked to change the lighting to the just the bathroom or something. Here's where I get over-simulated. I am sweating a lot and wiping my face off with a hotel towel quite regularly. I enjoy being inside him and felt like I was getting close, but the heat, the light and the loss of sensitivity in his anus is causing my dick to retreat to only a half-boner and not a full erection. One weird thing about this sex is that my penis kept popping out of his hole, like maybe a dozen times - I'm not sure what to make of this: was he expelling me or was it a feature of the poppers-loosened hole?
In the end we just lay side by side and masturbate to finish, timing it so that we nut pretty much at the same time. But I know I probably shouldn't have - I tend to feel depressed after wanking myself with my hand when there was sex available and I feel that drop in mood afterwards. Annoyance, confusion, regret that I didn't assert my needs more clearly. I think how happy I would have been to cum in him mouth as he was clearly talented, but, I just got overstimulated and a bit numb. Even while masturbating myself I had a very weak connection to penis, like it was annoyed it had been summoned for a loose hole.
Mixed younger dude - claims his butt is virginal (20s, his car in underground carpark, Grindr)
I started getting messages from this guy while I was only on my first exercise at the gym. Legs day. I was planning to take things slow and get my first actual legs-only focused workout of the year under my belt. He sent me a face pic, and seemed cute enough. He talked about jerking me off (something I don't really enjoy, unless they're actually good at it). Eventually we kept chatting, he said he'd gone to get a coffee and was close. He offered to meet me several times and I impressed upon him I'm not good at spontaneous meet-ups but would be happy to meet him.
I went down to the underground carpark and couldn't see anyone. I got in my car and then saw he'd sent a message 'Silver Peugeot'. So I got out my car again and scanned around. Half of all cars in the carpark were silver or grey, lol. Eventually I spot it. I walk over and wave, I try the doorhandle but it's locked. I see him adjusting the lock and then I open it and slip inside. He talks in that low kinda almost-forced erotic tone that's kind of distinctly kiwi (has a dash of Polynesian accent, or a South Auckland accent). We chatted just a little and he asked it if was okay to touch me. I said yes. He said he was already hard, and I held his boner though his long blue pyjama pants (he had gotten his coffee via drive-through).
He pulled his penis out so that I could wank him directly, a handsome regular sized dick with a snug foreskin too. I extricated my cock from my jocks and let my dick come out the right leg of my shorts. He stroked me. After a while I could smell his dick, it was actually quite erotic, I wonder if his precum was pungent or if it was just the smell of cock itself. He asked me if I would fuck him sometime - and I said yes - giving him some details about comfort and consent and that I would do it only when he was ready. I asked him if I could put my mouth on it and he said yes. Up close it didn't smell and stronger or in a bad way at all. I took him easily to the back of my throat and just let his cock head bounce in and out there.
I licked his balls a while as he jerked then I took him in my mouth again. He apologised, he asked me if I ate cum - I could barely tell he had shot in his mouth. I told him it was okay and bobbed down again to clean up the rest of his jizz. He seemed quite sensitive and pulled me off him after just a moment. I thanked him for cumming in my mouth, haha, kind of in jest. He seemed happy to meet again, so I gave him my name and he gave me his, then I shook his hand. I probably only performed oral on him for two to three minutes max. It was a pretty easy blow-and-go.
Maybe I should try to be more open to spontaneous sex. But I feel that also leaves me open to making poor decisions. Who knows?