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My first time meeting a guy

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By *az-1234 OP   Man
4 days ago

Watford

I'd been through some traumatic life events over the past 3 years and now in my early 50s I stopped to take stock of my life and started to contemplate my own mortality.

I'd know since I was a teen that I was bi but I'd never acted upon my desires with a man.

I came to the conclusion that I did not want to shuffle off of this mortal coil without experiencing sex with another guy.

But where do I find a man to experiment with?

I could not put the popular "G" app on my phone...my wife would find it.

So a quick search of the Internet threw up a gay hookup site (not this one) which you could use anonymously, thats to say without creating an account and giving my email address.

I spent a good few weeks logging onto the site every so often in the evenings looking at profiles near me and in London...to be honest it took a while before I was ready to message anyone.

There were a few chats with guys in london but they were more exploratory in nature...I was never ready to meet.

The site did not have many users in my part of Herts but then one evening, the wife was out and a guy popped up a couple of miles from me.

No face on the profile but slim body, minimal ginger hair on his chest, with what I have to say looked lie a monster cock.

His profile said he was also Bi-curious so I dropped him a chat.

He responded straight away and we struck up a conversation.

He was 38 and liked older guys and he seemed very reassuring that if we met we would take things very slow, at my pace.

So far so good....local guy, young and slim, seems genuine when we chatted and lived alone so could host.

"Why don't you pop round and we can chat here" was his next message...

My heart missed a beat...I could meet him?...right now?

"OK, ill jump in the car and come over"

He responded with his address.

Quick clean of the teeth....minty fresh...and I was off.

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By *9nsaMan
4 days ago

Worcestershire

Nice start

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By *az-1234 OP   Man
4 days ago

Watford

As I drove over all the scenarios started to run through my head.

Would we just chat...would we kiss or would we go a bit further...

I felt my cock start to get hard in my boxers as I drove.

It was only 6 or 7 minutes to get to his place and as I got out of the car I hesitated...am I really ready for this...my heart was racing and so was my mind..

yes...

lets go and find out if I can go though with what I'd desired for 40 years.

I knocked on the door and he opened it.

He was tall, handsome, with short ginger hair and a neatly trimmed ginger beard.

He welcomed me in and we went though to the kitchen where he had a sofa. We sat down and chatted for a few mins. I explained my circumstances (literally what I wrote above) and he said he had had some experience with guys and would be happy to introduce me to the pleasures that can be had with another guy.

He put his hand on my thigh and moved in to kiss me....

At this point my heart was beating out of my chest...

I remember exactly how I felt when I lost my virginity to a girl on holiday in Spain when I was 17, I was literally shaking and I felt exactly the same now....I was a born again virgin....

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By *orwichscotMan
4 days ago

Livingston

Bring on the re-birth!!!

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By *ernne2Man
4 days ago

shoebury

Oh more please

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By *iptop48Man
4 days ago

brighton

Looking forward to this

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By *az-1234 OP   Man
4 days ago

Watford

His lips touched mine...his tongue gently slipping between them into my mouth. My tongue met his and we started to kiss, gently at first but then more passionately.

His hand cupped the side of my head as we kissed and then moved down to my thigh again, before sliding upwards to my cock which was by now rock hard and straining against my trousers.

He stroked my cock and it felt amazing...another guy was kissing me and rubbing my cock albeit through my boxers and trousers.

My inhibitions seemed to melt away as he kissed me and I reached for his cock.

I was not really ready for what I felt...it was clearly enormous, hard and like me straining against material to be set free.

But then he broke off the kiss...I felt momentarily disappointed...

Softly he asked me if everything was alright...I nodded...my mind a dealing with so many feeling that had flooded it from my body.

He stretched out his hand towards me and said, "I think we'd be more comfortable on my bed, if you like to continue?"

I reached up and took his hand and he pulled me unto him for another kiss, before turning, still holding my hand, and heading back to the hall and up the stairs.

Following up behind him I got a good view of his pert ass in his chinos.

He led me into his bedroom, softly lit with a large king-size bed.

He turned and we kissed once again as he slipped his hand under my shirt to find one of my nipples which he playfully squeezed causing me to gasp as we kissed.

His hand moved down to feel my hard cock and I did the same, our lips never breaking the seal between us.

I took the bottom of his sweater and lifted it over his head, exposing his well defined chest.

Then surprised myself when I moved in to start licking and nibbling his left nipple. This caused him to break our kiss as he begin to moan and I reached over to play with his other nipple.

He started to unbutton my shirt.

Thoughts were going through my head...Im so turned on by kissing him and im pleasuring him and making him moan....this was all happening, unfolding as id imagined so many times in my head over the years...just how far would we go...

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By *az-1234 OP   Man
4 days ago

Watford

Shirt removed we embraced and started to kiss again....

He was rubbing my cock which I'm sure by now would have been making a wet sticky mess in my boxers...I precum like crazy...before going for my belt buckle, which he flicked open and pulled my trousers half down and moved back to feel my cock, now with just the thin nylon material of my boxers between his hand and my cock.

I remember the sensation being so intense as he grabbed my cock through the thin nylon material and started to wank me.

Then he stopped....knelt down in front of me and licked my cock though my boxers whilst taking a finger and hooking it inside their waistband...before pulling them down and setting my cock free.

His face just inches from my cock, he looked up at me with longing in his eyes which suddenly turned to a cheeky grim as he took my cock in his hand, opened his mouth and engulfed the head of my cock.

My knees went weak, all I could do was try and remain standing as he slowley inched my cock into his willing, warn, wet mouth.

It had been so many years since my wife had blown me, now here was this sexy young guy I'd met not 15 minutes before wantonly devouring my cock....

He began to slide me in and out of his mouth, oh my god it felt amazing, I let out a long moan and he looked up at me with his mouth full and his eyes smiling at me.

After just a minute or so of ecstasy he released my cock from his mouth and stood up.

He gently guided me to sit on the bed and moved in front of me.

Now I was staring directly at his huge bulge....I reached out and gave it a squeeze before undoing his beltless chinos revealing he was wearing a pair of Andrew Christian briefs which were straining to keep his huge cock from bursting out.

I pulled his chinos down and started to peel his briefs away from the monster that lurked within....

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By *adbod888Man
4 days ago

morecambe

More please

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By *az-1234 OP   Man
4 days ago

Watford

I had never seen another guys cock close up. Yes, I'd seen my classmates in the showers at school all those years ago, trying to take quick glances before anyone noticed me doing so.

My comprehensive was not a place tolerant of anyone deemed to be gay (not sure we'd even heard of Bi in the early 80's)

Certainly i dont remember any celebrity being "out" in 1985 when a new kid joined our class.

He was rather effeminate and we all assumed gay.

The group of popular boys, of which I was on the periphery, picked on him day after day.

I wanted to say something to them but was too afraid of being labeled gay by association so did nothing.

To this day I regret not having the courage to intervene.

His cock sprang out, horizontal from his body. It had a large head, and the shaft increased in girth towards his body and it was thick to start with, let alone at the base.

I reached out and to touched it, wrapping my fingers round the shaft, the best I could.

It was at least 20cm long, smooth to the touch.

I looked up and he gave me a gentle smile and said "Go ahead, I think you're been looking forward to this for a long time"

I needed no further encouragement, I opened my mouth wide and took in the head.

I was tasting my first cock and it was delicious.

I tried to take in more of him, managing to get no more than half of him in my mouth. I certainly was not able to take him down my throat as I had seen in so many porn videos.

I closed my eyes, savoured the sensation and bobbed my head up and down on his cock.

I must of been doing something right as he placed his hand on my head and moaned.

Again, I felt a sense of achievement giving another guy pleasure.

After what was probably only a minute I released him and he moved to remove the rest of his clothes and I did the same...then he moved up the bed and gestured for me to join him....

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By *ernne2Man
4 days ago

shoebury

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By *ature boyMan
4 days ago

Erdington

Mmm very nice e

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By *osportSoftCockMan
4 days ago

Gosport

Great story

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By *az-1234 OP   Man
4 days ago

Watford

We embraced, limbs entiwned and kissed.

This time I broke away and moved to lick and nibble his ear lobe...to my surprise he noticeably quivered and moaned as I did so...I had found a weak spot and I intended to exploit it to give him as much pleasure as possible.

Eventually he moved down my body to position himself between my thighs and bent to take my cock in his mouth again.

Only then did I release that the "taster" he'd performed earlier was a mere fraction of his oral skills.

He licked my taint and up my shaft...I threw my head back and shut my eyes as he continted up to the head where he swirled his tongue and the head of my cock...almost too much stimulation to take...then he turned on the suction action, taking my whole length down his throat until I felt his nose buried in against the base of my cock.

At this point I was pretty close to shooting my load but he stopped and moved up to straddle my chest so he could feed me his gargantuan cock.

I lifted my head and took him into mu mouth where upon he started to fuck my mouth...but gently, not aggressively. He knew I could not yet take a cock into my throat without gagging so he made sure to feed me just what I could handle.

After a few minutes he lifted himself off me and spun around so that we could 69.

I was sucking a guys cock, whilst he was sucking mine...something I had only dreamt about until now and here and now it had become a reality.

As he sucked me I suddenly felt his finger run down my balls, across my taint and stop at my hole.

He began to gently probe my hole, just creeping inside but no further.

It tipped me over the edge and I shot a huge load down his throat. I shot 5 or 6 blast into his greedy mouth, he took everyone without breaking the suction on my cock.

He jumped up and spun round, "you want to taste my cum" he said....In a post orgasm state of bliss I nodded and he held his cock in front of my face, gave 1 or 2 tugs on it then let out a huge moan as he started to cum. I opened my mouth and caught 2 or 3 blasts with the rest going over my face.

I lent forward, mouth still full of his cum and licked the last few drops from his cock.

He flinched as my tongue flicked across his cock, being in that post cum ultra sensitive state.

He climbed off me and layed next to me, turned to face me and we kissed mixing our cum together in the most delicious kiss of my life.

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By (user no longer on site)
3 days ago

Wow that's so fucking hot 🔥

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By *az-1234 OP   Man
3 days ago

Watford

We kissed for some time....very tenderly, as I stroked his hair and face.

I was in a totally relaxed state of bliss. As much as I had dreamt about what it would be like being with a man the reality was something I was simply not prepared for...certainly not because I though I was going round for a chat...possibly a kiss...I admit I was a tad naive in my limited expectations of the meeting...but because the feelings, stimulation and sexual release i experienced was beyond my wildest dreams.

We continued to embrace and kiss for a while, finally chatting as he asked me which parts I'd liked the best (how could I choose!).

I had to make a move home before my wife returned from her night out with the girls.

I scooped up my clothes and got dressed, noticing the large patch of dried precum on the inside of my boxers as I went to put them on.

We went down the stairs and into his front room where we kissed once again before thanking him for an amazing evening.

"I enjoyed it as much as you did, id love to see you again" he said..."absolutely, I'd love to meet up again" I respond.

"There's so much more I want to introduce you to" he added..

I smiled, kissed him again, opened the front door and left.

My life changed that evening. I had my horizons broadened and I felt happier than I had been for many years.

We have seen each other many times since that first encounter.

However, I knew as I left his house and drove home, that if I ever decided to lose my anal virginity it would not be with him.

But that's a story for another day.

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By (user no longer on site)
3 days ago

Nice one

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By *iptop48Man
3 days ago

brighton

Great story!

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By *edro208Man
3 days ago

sheffield

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By *appylondonMan
3 days ago

West London

Lovely!

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By *kiviMan
3 days ago

North Shields

That's so cool, next time you meet you meet you might get that UUGE FINGER COCK up & in you!

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By *az-1234 OP   Man
3 days ago

Watford

[Removed by poster at 15/06/26 10:52:06]

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By *az-1234 OP   Man
3 days ago

Watford

[Removed by poster at 15/06/26 10:52:35]

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By *az-1234 OP   Man
3 days ago

Watford


"Very interesting. Would love to know all about you losing your virginity"

Happy to pen that..watch this space

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By *ustaNormalBlokeMan
3 days ago

Strood

This has got me very hard and horny

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By *olbornsubguyMan
3 days ago

London Central

Umm… nylon boxers?? Ok…..

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By *ersatile-1TV/TS
3 days ago

stirlingshire

Beautiful story. Thank you.

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By *andman73Man
3 days ago

North West

Incredible story and how I want my first time to be

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By *teveapriestMan
3 days ago

Kearsely

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By *lippersxxxMan
3 days ago

North Central london

This has me so stiff now

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