Sex Diary - 16th July 2020

:emoji_two_men_holding_hands: One of the main reasons I write this blog is because I fear I forget about sex. As much as it takes time and energy to pursue and to do. . . if sex is simply forgotten then did it deserve the effort in the first place? So I have to own that I forgot about a fuck when I wrote my last entry. In between the second and third account there was this:

:emoji_high_brightness: Biologist (Grindr, 39, his bedroom, second meeting, close to a month ago)

I met this chap for a drink and a shag late last year. My memory of that encounter was mostly that his uncut cock felt so silky smooth in my ass, as his reasonably tight foreskin retracted and slid back. He didn't climax inside me then and he didn't this time either.

Both times we've met for a drink first, which he paid for (I had to drive twenty-five mins and find parking). This is a lovely way to set up sex really. Just chat in a friendly way. The first time his preferred bar was closed for a private function, but this time (over six months later) we got to enjoy it. He's balding and wore a cap - it was cute, I have nothing against a bald head at all. We talked about life and work and general stuff.

In his apartment, the bedroom is right to the left of the entrance through a large sliding door, which just makes it all feel very open. The kissing was a little weird to start with, his thin lips and furtive tongue. He fucked me for a good while, but couldn't finish. Then I tried to fuck him. He said he really wanted it, and was well out of practice. But trying for more than quarter of an hour proved difficult. The best success I had was to lay him on his side with his knees together and at ninety-degrees from his body. Maybe I got my head in - but it was hard to tell and he winced a bit. I thought he might hurt me when he tried to sit on it directly. I kind of expect a man to know his own ass at this age and to be comfortable using a dildo to be confident and aware of the size of penis he can take. Ah well, maybe he'll practice for round three?

I think we each took a break to piss. He fucked me again on my back and I felt myself getting close. It's funny the way sexual exertion can sometimes look like aggression on a man's face. I let go of my dick, but five seconds later the cum spewed out. This is the closest to a hands-free orgasm as I've ever had. He was hitting up against my prostate so well in this position. He made an off-hand comment, some surprise - as if he expected me to last longer (we'd been having sex for maybe over an hour by this point). After which he withdrew and masturbated himself to climax.

We cuddled for a good while. I even missed out on an online auction because I allowed it to run on. He's a nice chap and I would meet him again. . . so long as I get to fuck that white ass. I believe him when he says he wants it, he just has to do the groundwork.​


:emoji_high_brightness: Handsome young professional (Grindr, 29, his bedroom, second date last weekend)

I like this guy, some of which is to do with the relationship between INTJ (he) and INFJ (me) in that we effortlessly share ideas, perspectives, interests, analyses, and humour being twin-types in the MBTI. The first time we met just over a week ago, we had two drinks and a good chat before he had to go to bed (it was a weeknight). He paid for my second drink, so I bought his second beer when we met again.

Both times the conversation flowed well. He wore a collared shirt the first time and smart hoodie the second. There's just something about his physicality that shows through his clothing - just the way the different muscles in his body are apportioned. He invited me back to his apartment for another drink (which I only sipped). I touched his hand and thigh on the couch. It was quite hard to read the situation. He had a behavioural tick which I just paid no attention to - I know from experience how laborious it is to have to re-hash explanations for things to every new person you meet.

In the bedroom we lay side by side. The kissing was a little stiff at first but warmed up. I straddled him and he took my penis out of my pants and into his mouth. The oral was little bit painful, but not bad. We got naked and sixty-nined a bit. His cock was on the smaller side. I touched his anus and he also fingered me with a little lube (I guess his fingernail grazed me just a little as it stung for a few days, but no bleeding). I was getting more and more aroused, but he didn't want to fuck tonight.

I brought him to climax pretty easily with my mouth, he withdrew his cock a few seconds before shooting and unloaded in his belly. He could have done it in my mouth just fine - which I will green light for him if we meet again. I could tell that two pints of beer were affecting me a little, so after another minute I wanked myself off while he fingered my hole.

Then he immediately jumped across me, landing his head on my chest and pressing our bodies together with both our cum loads squeezed between our bodies. This was really sweet. I stroked him gently across his back and arms for what felt like ages. I really like the way his shoulders look - he could easily acquire a very athletic look with a little extra exercise. He is very sexy to me. I held him in two further positions before getting up. We must have cuddled after sex for at least forty five minutes. It seemed that he was non-verbally inviting me to sleep over, which I could have - but I worry about my car parked on the street and I would have brought a bag (and maybe even my own pillow) if I'd thought I would be sleeping over.

Since then we've exchanged numbers so we can stay in touch via WhatsApp rather than Grindr.
:emoji_high_brightness: Young man-of-his-word (Grindr, 22, my bedroom)

I've been spending a bit of time on apps. I've had a really messed up digestion for about ten days now, but when it's not leaving me down it's sending my libido high. I chatted to him about how young guys always ghost me and that I don't put much expectation or hope into actually meeting - and he told me he was a man of his word and would meet. He sent me a bunch of short clips of him fucking other dudes and shooting three huge loads on his stomach. Hot stuff.

We agreed that we would check in the next day - but he ended up moving houses that day, so I didn't hear back from him for another day. I thought this would just go they way of most of my interactions with young guys. Yesterday I spent five hours trying to nail a hook-up with a young guy from Sydney who was staying with family not far off. But his communication was so delayed (turns out he'd been cooking dinner... but, I mean, you can still check your phone). He can't host and has no car and didn't really provide any feedback except to say he didn't want to hook up in a car. So it was frustrating and I'd turned in for the night, stopping communication about 9:30.

Finding myself horny I started to fuck my silicone sex toy. And my phone lights up. It was this chap.

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He wore a thick hoodie and I brought him through my garage office and into my bedroom. I have one lamp that isn't very bright, but he still remarked that the room was bright - so I lit a candle and turned the lamp off. He laid width-ways on my bed with his feet dangling off, I lay beside him for a moment. Then he jumped up to take his pants off and I got naked. He kept his hoodie on, also up around his head - a little odd, but hey if it helps him get comfortable. He remarked that his soft dick was already precumming. I slipped off the bed and down between his legs.

I sucked his dick for twenty minutes at least. Licking his balls, thighs and belly now and then. It felt lovely and smooth - so did all of his skin. He smelled clean and fresh, with just the hint of aftershave. Every now and then he'd say that it was feeling really good. His penis became erect and slacked off three times during this oral. He told me it sometimes takes him a while to come from oral, which is fine - I wouldn't have minded working his cum out of his pole. The third time it became fully hard I asked him if he wanted to fuck me with it, he said yes. I quickly lubed my ass and his dick and sat on it. He really hadn't moved at all from his original position just laid on his back.

The dick felt good going in. It's about my size - so maybe around seven inches. He was a little taken aback that we were having raw sex. I did make the assumption, I guess, as he'd never mentioned condoms and my profile does say I take PrEP. I talked him through it while I rode his penis back and forth. Very recently tested and he was the first dick in me since then.

He told me he hadn't had a hook-up since November 2019. He'd had a boyfriend for six months, but they didn't (or rarely) have sex. So I took his first raw load of the year it seems. He asked me to talk about sex I'd had as he found sex stories arousing. He was enjoying the way I was riding him. Once or twice I let my hands ride up under his hoodie to touch his chest, but I mostly had to use them to balance and bob on that cock.

I felt myself getting close a few times so had to stop touching myself. His dick popped out three times, the first he said it was really sensitive and winced a little as I pointed it back inside. I asked him if he wanted to try another position. He suggested on my side, so I slipped off an on to my side. He rolled over and I helped guide it in. He wasn't fucking me for long before his cock popped out again - he said he was feeling really close and gave him the go ahead to cum as soon as he felt like it. He entered me and had his orgasm within fifteen seconds, my orgasm started just moments afterwards.

I gave him a hand-towel and we chatted as we cleaned ourselves up. He told me he enjoyed it and wants to meet again - and he confirmed it again once he'd gotten home. So that's good. I wish we'd kissed and had more body contact, but I think he may be shy about this body - or at least, out of practice with being naked and vulnerable with a stranger after so many months. I slept very well after that.​

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