Sex Diary - January 2020

January 2020

It's been a bit of a blurr, but here's my recollection of this month. And I plan to update as I go - because it's sad to invest all this time and energy into sex and then forget that it ever happened, lol.

I have never been highly sexed. Lost virginity at twenty five and was celibate for around half the next decade. But I guess at forty I'm starting to be an adolescent.

:emoji_high_brightness: Italian office worker (Grindr, last fuck of 2019)

This guy has such a sexy body. His chest very trim. We made contact on Grindr. I drove 10 mins from home to pick him up from work as he takes public transport. I watched a rabbit hopping about in the grass while I waited for him to finish at work. Had a nice chat on the drive home. Back to my room and kissing is fun, his body is so smooth, broad shoulders. He feels good to hold, nicely muscled. His face is a little bit wide - or his features typical of Europe in a way that feels a bit foreign to me.

He licks my ass and fucks me raw with no lube... there was a little lube in there already from my own 'check in' with my body. His uncut penis feels very smooth going in. He doesn't last long. He fingers me while I masturbate and say, "Woah, you fucked me". I drop him back at the train station. Plan to meet again, and next time he wants to bottom. He's said hi once on Grindr since, but I was stressed out that day.


:emoji_high_brightness: 10/10 Hot Australian (Grindr, early Jan)

I had a horrible cold that wiped out over a week, but before this hit - one morning an incredibly hot - like a body double of my second favourite Sean Cody model (Daniel), traveller messages me. I live near the airport and this is routinely a very shit situation - as guys message me from departures and there's nothing I can really do about it. But this guy has a few hours to spare. We decide at first that I will just suck his cock in my car somewhere near the airport and I drive in quick (while he's at breakfast) to see if I can find a spot that is secluded. In the end I tell him that my place is free and he says that if we go back to mine he will want to fuck me raw and breed me. Heh, okay.

I pull into the small pick-up and drop off zone at the airport. Wave at him. He loads his luggage into my boot and we head to my place. He pulls his cock out of his cotton shorts and lets me play with it as I drive - I have a 'near' miss on the motorway, lol - not quite, but I was getting a little distracted. I like that he has a thick foreskin and his cock is leaking a little. He isn't the friendliest chap, and is a little concerned with getting into a stranger's car. He brings two of his bags in with him. I want to rinse a little more - but when we get to my room he wants action straight away.

There's no affection. He asks if I have a cock ring, but I said my ex boyfriend held on to both of mine and I don't have any to offer. He just wants his cock sucked and let him push it into my mouth. I have to be on my knees - he plays that indifferent and demanding pseudo-dominant role. It isn't really fun for me, but his body is just such a joy to see, taste and touch. His precum tastes just fine. He pulls away from my attempt to kiss. I get into doggy position on the bed and he presses his cock into me - there's a sting as he pushes quite hard and enters. Then it feels okay - he's fucking me decently for about two minutes before he loses his wood. When he exits there's a bit of an unfortunate smell, but no material, I just wipe with a tissue. Things are okay and we continue.

He sits on my bed and masturbates. I do what I can to try to keep him aroused. My cock is really hard (I had used about 15 to 20mg of sildenafil.... post break up has really hit my libido hard). At one point I try to sit on his dick, I think it went in a little but wasn't going to be hard enough to continue penetration. I lick his balls, taint and arsehole and finger him. He responds pretty well to this. I start rubbing his prostate with two fingers, enjoying the warmth of his hole while he mastubates to completion. I jerk off - he recoils at the point where it looks like I'm going to cum ... as if it could go up all over his face, but I tell him "It won't be that much" and I spooge on his thigh. Semen aversion in men is a little annoying.

He brings his bags into the bathroom to shower, and I loiter around in visual range so he won't have to worry that I'm not taking off with his other bags. He's a little bit kinder on the drive back to the airport, cordial. I drop him off right where I picked him up from, thinking - this would have been so much better with hugging and kissing and just enjoying each other, rather than fake sexual power distance and aloofness. He took my fingers... he should just have taken my cock as well, I'm sure he'd have enjoyed that more. But, oh well.

:emoji_high_brightness: American music teacher (Grindr, cheap hotel near my gym)

An overweight guy a few years older than me wants to bottom. It was actually kinda fun and nice to interact with his big body and belly. I could get two fingers into him but he was too tight. We tried for forty five minutes to achieve penetration, but I knew any longer would just cause that horrible bruised feeling in my dick. I wore a condom for all the attempts. I lay on my back while he sucked me and wanked me, I asked for him to suck it again and came... I don't think in his mouth, but it was okay

:emoji_high_brightness: Dark Italian false advertising (Grindr, same cheap hotel near my gym)

I was working out - and often get horny at the gym. Even though I've been for years, I'd never met anyone at the cheap hotel next door until this month. This guy said he really wanted to suck cock and said he was ready now. He waited outside the foyer and took me up to the twin share room. He was hairy. But my penis was in his mouth for less than 30 seconds all up - for the most party we either kissed and rubbed, or he masturbated me. I don't like too much hand-friction, so this was annoying. I stroked his anus a little and had my cock between his legs for a little while. When it was clear he we weren't going to connect in any real or fun way, I let him finish me with his hand. He masturbated swiftly after that. I washed my cock, went back to gym to finish my last set, and then went home.

:emoji_high_brightness: Scottish health worker (Grindr)

He made this all very easy. We met on one or other app. He offered no strings anal sex. We had a lovely chat, he's intelligent and knowledgeable. He sucked my cock, I got hard, he mounted me on the bed. We fucked. He was a little loose, but it wasn't too hard to cum. I stayed inside him for a few minutes and held him. He's a larger lad, and his body hair is prickly - it was a very different experience - but not unpleasant. A week later I came back and fucked him again, just as kind and interesting, but not particularly attractive.

:emoji_high_brightness: Married South American (Squirt, much nicer hotel)

I had a hook up planned for this evening, but his clean-out didn't go so well so he had to cancel. I had a back up plan with a man who was staying just 2km away from home. I went to the hotel carpark and he fell out of contact for a while - the GPS on SQUIRT wasn't reporting his location correctly as it said he was 15km away now. But he was just there. He messaged me to say he wanted to meet at my car and that if either one of us wasn't fully comfortable we should say so and we could cancel with no hurt feelings. That's cute.

Eventually he trundled out. Seemed like a nice guy. He babbled a bit about how we'd get to his room, as if he didn't want to be seen by the front desk, but I shrugged it off and we walked together to his room. It was fun to make out, and touch and roll around a bit with him. We took turns sucking each other's cock - his had a cool curve away from his body close to his head, so that it angled just perfectly for sucking. Nice uncut penis. He touched my ass a few times. The we took a little break to stretch our legs. I rimmed him. And I lay beside him and fingered his hole. Then I took out lube and condom from my back pack.

He suggested that I penetrate him up against the wall as this was easiest for him to take me in. And he did, we fucked slowly standing and then in maybe two positions on the bed. It has been a while since I fucked with a condom, and it is very different, a little non-human and muted. But I ejaculated inside him in the rubber.

Then he took me to dinner! Wow. Really surprised. I ate a lamb rib salad and we each had two beers and talked about life, his marriage. He was very complimentary and wanted me to sleep over the night - but I really needed my own bed. I feel a bit embarrassed that he said I was his best sexual experience... I didn't clarify whether he meant ever, or just with men. We only met because of his flight had to be diverted due to a sick passenger. So a total freak occurrence. This was a very cute experience.

:emoji_high_brightness: Straight guy (Squirt hook-up, city hotel)

This guy had a dick that looked nice in a photo and he said he came big and liked guys to suck him off. I had just come from fucking the Scottish guy - and was still a little horny and keen to suck a nice dick. He came down and collected me from the foyer. A very average man, but sort of warm. We had a quick shower together and played with each other's dicks. I didn't expect him to touch me at all, thinking he might be quite at a distance having a girlfriend etc. His dick wasn't that big, so easy to just get the head into my throat. He had a fat mound that encompassed his scrotum so that it didn't hang down in any kind of distinct way.

He sucked my cock too, licked my balls and taint and ass in a sixty-nine position. I sucked his dick this way and he shot in my mouth. His cock really surged and you could feel this bulging pulse canon in his urethra as he ejaculated. He told me I could cum in his mouth too... but his technique wasn't up to scratch, so he sucked my balls while I jerked off. His skin was really smooth to touch, kind of a unique feel to it. Straight medium uncut cock.

Later he text me to say he'd had 20 blow jobs from guys in January alone... I credited him with having a warm approach that capably set the scene for a hook up without being creepy or controlling.

:emoji_high_brightness: Fit runner (Grindr, last fuck of the month)

I had a coffee with this guy in Dec, but I didn't want to date and was still in pain over a break up. But I DM'd him and he offered me a good fuck from someone who cares. Understanding that things take time. We scheduled it for two days ahead and I met him the last Friday of January. There was a slight wiff of pot when he came to the curb, but I couldn't smell it anywhere else. I only note this because when my ex smoked some his ass became very relaxed... almost too relaxed.

This guy is late thirties, incredibly trim, not an ounce of fat on his belly, into endurance sport. We sucked each other, kissed, rolled around. Enjoyed a lot of touch. We even fingered each other's holes at the same time for a few seconds, that was cute. I buried my face in his ass and rimmed him good, his body twitched as I licked and kissed his inner thighs, balls, taint and hole.

We fucked and he rode my dick really hard, slamming down on it at one point... it did ache the next day. He felt a bit loose. Eventually I put him on his belly and got on top, fucking and cumming in his hole raw. We cuddled and talked for a while after that. He kissed the back of my neck in an electric way. He had had a long day and decided not to cum himself, although I would have assisted in any way and had said beforehand that we could take turns fucking if he likes. I know he wants to do it again, but I'm nervous about having to perform if I don't feel that much from his asshole... but perhaps he won't smoke anything next time? Unknown.

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