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My First Time


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Hey guys, This is my first post here after finding this this forum and this is the story of the first time I got bred

This is a true story about my recent adventure getting a real cock up my arse for the first time.

I'm 25, slim blonde kinda twinky looking. I'd been in and out of straight relationships for a while and slowly started watching Tgirl porn and then over a few months started watching gay porn... I can't really say when it was but at some point I stopped imagining being the top and started to image myself as the one getting fucked. I decided the explore this a bit and bought myself a small selection of toys.

After a while of playing and training I decided I wanted the real thing but was too shy to try and find anyone, I was worried about meeting someone online in case either they knew someone I know or in case they turned out to be a weirdo.

I had resigned myself to the fact that it was probably just going to remain a fantasy and nothing more.

Later during the summer I had arranged to visit a friend who had moved away with his girlfriend and kids a couple of years ago. As space was not good at their place I booked myself into a hotel for the two nights. I arrived there the first day and met up with my friend, he is also 25, a little bigger build than me around 6ft (same as me) with light brown short hair. We went round a few pubs started getting a little drunk and had a few games of pool, he is a lot better than me and I messed a couple of shots up, I noticed on a couple of occasions he helped me with my shots by standing behind me and helping me line up the cue... On these occasions his cock and my arse seemed to make contact with each other. On the final of these times I tried to see if it was intentional or not and bent over as if I was ready to take the shot and gently rubbed by bum up against his groin... I could swear I felt him begin to get hard before he quickly backed away and sat down whilst leaning forward, I assumed at this point he was trying to hide a boner.

Towards the end of the evening we said our goodbyes and went our separate ways, him home and me to my hotel. I laid in bed fantasising over those short moments and hoping I could get something more form him before the end of my visit.

The next morning I went out shopping, found a little local sex shop and bought a large tube of lube. I also bought a box of condoms from the local chemist. I spent the morning wondering if anything would happen but aching inside hoping that it would.

Early in the afternoon I had a text from him saying that he wanted to have a proper night out tonight as it was Saturday we thought the nearby town would be pretty busy. We made arrangements to meet up a few hours later. After my shopping I decided that whilst in the hotel room I would try and clean up as best as I could... I shaved the tiny amount of hair I had around my hole, rinsed out my sports bottle and filled it with water to try and clean out, after a few flushes with water I knew I was good to go (I hadn't eaten much that day so I should remain clean).

Once my friend and I met up again we started hitting the bars in the nearby town, he mentioned to me that he had an argument at home with his girlfriend because she didn't want him going out and getting drunk. He didn't seem to care about this and we slowly necked shot after shot. At around 1 am he had a text from his girlfriend not to bother coming home as she had had enough of him getting drunk every time he goes out with friends.

In his drunken state this didn't seem to upset him and he asked if he could sleep on the floor of my hotel room. I told him of course that was fine and we had a couple more drinks before heading back there.

Once we got back to my room we both had a drink of water and he said he needed to sleep. He took his clothes off and to my surprise also removed his boxer shorts... he said that as he didn't have a change of clothes with him we didn't want to sleep in them. He then took a pillow off the bed and laid on the floor covering most of his body up with his jacket. I followed his lead and removed all of my clothes including my boxers, neither of the switches near the bed turned the main room light of so I stepped across him and walked naked to the switch by the door. On my way back to the bed I said "look man you don't have to sleep on the floor if you don't want to, the carpet can't be too comfortable so you can share the bed". "Are you sure" he replied and before I could answer he threw his jacket off of himself, picked up the pillow and climbed into bed. I laid on my back and he laid on his side facing away from me. After around 20 minutes of me staring at the ceiling with my heart beating through my chest I felt him roll over towards me, I too rolled onto my side with my back facing him, he seemed to edge forward until we ended up in a spooning position.

He continued to breathe deeply as if he was still asleep so I copied him, I laid there with my eyes shut feeling his slowly growing cock nestled up against my naked bum. I was sure he was really awake as I felt his cock getting harder and harder I started gently bucking and rubbing up and down against his meat... I knew he was awake now as he just whispered "mmmmm" into my ear. This was all I needed and I reached behind me and slowly started to wank his rock hard dick. This went on for a few minutes until I plucked up the courage to take further, whispering in the darkness "would you like to fuck me". He let out another "mmmm" As I rolled over to get to my case and grab the lube and condoms. I dripped a massive dollop of lube into my hand and began to massage my little hole with it slowly fingering it into myself. I handed him the condom which he rolled onto his dick, I got some more lube and massaged his cock with a very lubey hand. Once we were both ready I told him to lay back and I moved myself into position ready to sit on his manhood, it hurt more than my toys did... I felt a stinging burning sensation in my arse so I told him to hold still, I took a few deep breaths and gradually relaxed until I was sitting down on his entire dick. It felt amazing, for the first time in my life I had another man's meat shoved deep inside my hole.

I started to slowly ride him, he held his hands on my hips and closed his eyes while I rode him. he told me he wanted me on my back so I climbed off him and laid back with my legs in the air and he got up behind me and began to insert his dick... I could feel by now that he was losing some his original hardness, I reached down to try and wank him a little but it didn't seem to help, he reached over and switched the bedside lamp on and said he thought it might help if he could see the hole his dick was fucking. He got slightly harder but still not enough to get back inside me, I reached over and got another handful of lube, I rolled his condom off with my other and hand began massaging the lube into his dick... This seemed to do the job as within a few moments he was rock hard again, now I know at this point we should have got another condom and carried on with the fuck we were having but instead I guided his now bare cock up to my hole and said "fuck me properly man" our eyes locked as he slid balls deep into me in one smooth motion, I could see from his eyes this sensation had changed him he looked like he was on fire and became more animalistic as he fucked me. He kept commenting on how amazing my arse felt and that this was one of the best fucks he'd ever had.

This spurred me on and I wrapped my arms and legs around him pulled his head near mine and said "oh man, your dick feels amazing inside me, fuck me harder". This drove him crazy and he fucked me so hard it began to hurt and then finally he pushed into me so hard I thought we would go through the bed, he said he was getting close and I instinctively wrapped my arms and legs around him and said "don't pull out", he plunged his cock inside me hard a couple more times and finally began shooting a hot creamy load as deep into my body as he could it. It felt magical, in that moment I knew this was a postition I loved to be in, knowing my that hole had provided enough pleasure for him to cum inside me made me feel so good.

He fell onto me, totally spent, between his body weight on me, his still semi hard dick inside my arse and his spunk that he just shot into me I felt like I was his. Free to do what ever he wanted.

He eventually rolled off me once his cock had softened and fallen out of my hole, we fell asleep laying on our backs next to each other for a few hours until I was woken up by a sound outside in the street, he seemed to stir at the same time I instantly reach down and placed my hand around his cock slowly rubbing it until I felt him begin to get hard again. He reached across me to the night stand and grabbed the bottle of lube and generously poured it over the tip of his cock and into my hand, I gave him a sloppy lubey wank for a little while until he told me he wanted me to ride him again.

I reached over to grab the condoms but he grabbed my arm and stopped me from reaching them, he said that he'd rather we did it without a condom again, he told me that it felt ok when he had one on but that it was so much better without. He said that the thought of cumming into another mans hole is what drove him over the edge last time and that him cumming inside me was different to cumming into his girlfriend because his cum served no purpose other than the fact that we both wanted it there. I agreed that it did feel amazing to feel his cock shooting inside me and I climbed up on top of him and gently slid down the length of his meat. I rode him slowly with him thrusting upwards into me matching my movements, it felt amazing and his dick was hitting spots inside me that I never knew existed, my own cock was hard as a rock and was slapping down against his stomach every time I dropped myself onto him. I rode him for about 10 mins before getting off and getting on my back again. This time I was laying with my head on the pillows, legs spread as wide as they could go while he positioned himself on top of me. My hole felt weirdly empty after climbing off him so I told him to hurry up and get back inside me. He thrust balls deep into me in one motion as I reached down and pulled my cheeks as far apart as I could so that the he could get as deep as possible, I could feel his dick sliding in and out with the tips of my fingers as I held my hole open for him. He alternated between slow gentle love making and hard passionate fucking like it would be his last, he told me he was getting close and really seemed to step up the piston fuck he was giving me, he said "I'm going to fill your hole with my cum again, do you want it?" "yes" was about all I could reply. "Beg me for it" was his response so I instantly started begging and saying anything that came to mind. "Please fill me up, my hole needs your spunk as deep as you can get it" he started to smile, "my hole belongs to you, give me your fucking babies, please". He grunted as he began to unload, I once again wrapped my arms and legs around him, this time whispering "thank you" repeatedly into his ear.

He rolled off me, I rolled away ready to sleep feeling his cum slowly leaking from my now loose and split hole. He promised me he'd have another fuck for me in the morning and we both fell asleep.

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Hot story!  What happened the next morning?  Did you have a hung over cant-do-it-enough fuck?  Did you talk about it?  Was it his first time too?  What'd you do for your second time m/m fuck, I mean who wouldnt be driven for repeating that?!   

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Hot story!  What happened the next morning?  Did you have a hung over cant-do-it-enough fuck?  Did you talk about it?  Was it his first time too?  What'd you do for your second time m/m fuck, I mean who wouldnt be driven for repeating that?!

It was his first time too, sadly he woke up full of regret and we've never spoken about it since. I was a little sore but would have gladly spent the rest of the morning in bed having his cum pumped into me.

My 2nd time was a safe fuck. I have played bare a couple of times since but struggle to find people willing to do it that I feel I can trust. Still waiting to find a regular partner who wants regular raw sex

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  • 3 weeks later...

Ok so a quick update on my situation. I have met a guy a couple of times now but so far he's used a condom. I've played him some amateur bareback porn and he says he'd love to try it but is wary of the risks.

Hopefully after another one or two sessions I can convince him to go without. Last time when he was about to cum he pulled out, ripped the condom off and shot mostly over my open hole, a little went in but not a lot.

I plan to start off with a condom but part way through tell him to take it off and see what he does. Hopefully in the heat of the moment he will take it off and cum inside me... If it happens I'm hoping that'll be the last time he uses one with me.

Any other tips on getting a top to take it off and stick it in bare?

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  • 3 weeks later...

Ok so a quick update on my situation. I have met a guy a couple of times now but so far he's used a condom. I've played him some amateur bareback porn and he says he'd love to try it but is wary of the risks.

Hopefully after another one or two sessions I can convince him to go without. Last time when he was about to cum he pulled out, ripped the condom off and shot mostly over my open hole, a little went in but not a lot.

I plan to start off with a condom but part way through tell him to take it off and see what he does. Hopefully in the heat of the moment he will take it off and cum inside me... If it happens I'm hoping that'll be the last time he uses one with me.

Any other tips on getting a top to take it off and stick it in bare?

Instead of asking, you could gently slide it off for him during the act. He'll be so eager to get back inside your warm snug hole, he won't want to fuck with putting on another rubber. 

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