Feeling my inner ring open for the first time

[Barebacked]

I still remember the very first time I had a cock push past my inner ring (second sphincter), and at that time I didn’t even know anything about it.

I was young and I used a program called Mirc (internet relay chat) to find tops in my area— Miami Dade/Broward counties.

 I developed a semi-steady relationship with an older guy who would fuck and breed me on a regular basis and one day, he had a friend over who (he said) wanted to check me out. 

This guy, a true Black stallion, albeit also older, literally sported a foot long cock, and I remember seeing stars, when he managed to get his plum sized helmet head past my sphincter. I truly believed THAT would be the highlight of my day, my week, or even the best thing ever because I was so young and inexperienced. My guy had to literally hold me in place on all four, and at the edge of his really tall bed, until this monster got the head of his cock pop into my ass. I screamed like a bitch, which I never do, but they didn’t allow me to move, and my repeated “please take it out!” were totally ignored.
 

He just stood there, head in, with the rest of his cock waiting for what was to come.

I don’t how long it took for me to get accustomed to the circumference of his cock but it was surely 10 minutes plus.

And then he began to fuck me, real slow, but deeper and deeper. I think he took his time because I even asked to suck my regular oldie, to stick his cock in my mouth— the idea of me being skewered on a spit roast had long been a fantasy of mine, way on top of my bucket list.

Now, THIS was the highlight of my day! 

And then I felt his head pushing into my second, inner ring, which I thought was the place where my bowels took a turn to somewhere, and where he would just not be able to go any further.
I seriously didn’t know about a think called inner ring and I didn’t know that humans had no control over it, unlike our anal (outer) ring. 
He kept pushing and poking with his cock, and now my oldie was feeding me his hardened cock with a regular dosage of poppers, every two minutes, until my head was feeling like a drum.

This went on for at least half an hour, and they took pictures of me, and talked to their friends on flip phones, ubiquitous at the time. I don’t even know if pictures of those cocks my ass and mouth were sent to those friends, but for a moment I feared more people would come and I would be seriously hurt from so much fucking.

In the end, that didn’t happen, they both just kept fucking me, not rough, rather mild, but without a break. And then— surprise.

I don’t know if they planned it, but as if on cue, my oldie took his cock off my mouth, bent over me, and grabbed me with both his arms, pushing me face down into a pillow on the mattress. He held me there, while at the very same time, the Black guy gave a huge push forward, into me, and then I felt it.

The pain, the surprise, the way they held me, for those 15 seconds (seemed like an hour), was indescribable. I again felt that humongous head past something inside my bowels, and I was being held in place. The pillow below my face made sure my screams, probably too loud for a regular gated community in North Miami Beach, were perfectly muffled, and I remember sweat springing from my forehead as I realised the guy in my ass wasn’t going out. He planted himself behind me and then I felt him bend over me from behind. The sweat of his upper torso stuck to my shivering back, and his foot long schlong changed angle as he did. 
When his bent was low enough for  his face to reach mine, he whispered in my ear “welcome to the foot long club, baby!” and then began sucking my earlobe. I moaned and moaned, but I now know THIS was the highlight of my day.

My oldie let go of me, and jumped behind the two of us, and knelt down to get a close up view of this guy’s cock welded in my chute. I heard him say, rather loudly “yep! It’s all in, man! And it looks so fucking beautiful!”

The Black guy fucked me like that— his belly and chest glued to my back for what seemed like an eternity until I felt him thicken inside me, and when I felt his cock’s convulsions I knew he was breeding me past my inner circle. 

[Hotrawbutt4u]

That is hot

[BBBxCumDumpster]

Damn.  So hot I'm sweating like a pig in heat.

[Barebacked]

It’s not any more “the first time” but I can still feel when a cock gets past my inner sphincter. Every time.

What’s more, I know when a cock is going to do it, as soon as I see it, either on my knees, slurping on it, or when I see one, dangling from its owner as he is walking around some gay sauna, or pushing it through a gloryhole.

But I still remember that first one. 

[BurnAfterReading17]

oh man, my first time with a second ring break through was when I was fresh out of college and living on my own in Brooklyn. I was still deep in the closet, deeper in denial, started working 60 hours per week at a job I hated to pay the bills and the student loans more importantly. So I was experiencing adulthood for real and the stress was getting to me.

I was horny and it had been a while since I had sex with a girl and even longer since I hooked up with a guy. I remember having gone out for karaoke with friends after work on Friday and getting home pretty wasted and horny. I was looking at porn, eventually it lead me to the Craigslist personals. Started with the ads posted in the Women Seeking Men, responded to like two because they were all nasty women that I would never even let suck my dick. Then out of curiosity looked at some of the Men Seeking Men, the ones that had pictures were mostly hot guys, faceless of course (not much has changed in the online world). Most of these guys were looking to get pounded or looking to "destroy" someone else's hole. Neither really appealed to me.

I posted my own add in the Men Seeking Women, then basically copy pasted it into the Men Seeking Men section...you know, just to know. A few minutes later I passed out.

I woke up around 11:00 am Saturday, hungover. After a long shit, even longer shower I found myself drinking water and eating crackers checking the dozens of email responses I had from CL. I had forgotten all about it, but it was fun to read the responses. Few women responded, most of them desperate housewives looking to either be my mommy or looking to fulfill some sort of fantasy that I wasn't interested in. The guys that responded mostly just wanted more info, were beyond the age I had posted I was interested in. A few seemed nice and I responded. Most of those filtered themselves out by either not responding or coming back with things like, "can't send pics" or "I only bareback" (which I was not trying to do).

One guy, was 23, 5'8", black, 145lbs, sent a face pic along with a dick pic. His dick looked huge. At this point I had only been with guys in the 5"-6" range, and not many of them either. He had said that he was a total top, everything mild to wild. I told him I wasn't sure what I was looking for, but that I was certain his dick was going to be too big for me.

He responded with telling me we didn't have to do anything I didn't want to do, he'd be fine with just kissing and mutual j/o, if anything else happens that's great, but no pressure. The thought of playing with his dick made mine diamond hard. So I agreed, sent him my address, but not my phone number and real name because that would be too intimate. 

When he arrived we went straight to my bedroom and with just a hey and a hand shake of name exchanges were were on the bed and he started kissing me. I had only recently gotten over my lack of comfort with kissing other guys at this point so I was trying to be more into it and he made it easy.

Clothes came off quickly, shirts, his pants, my shorts. I was only in some grey old navy briefs and he in some Hanes boxer-briefs, both of us tenting hard...his obviously way bigger and it had my heart pounding. He could tell I was nervous so he kept the momentum moving forward, breaking our kiss and hooking his fingers in the waistband of my underwear, pulling them down as I lifted my ass off the bed to let him. He tossed them onto the floor and slid his underwear off even quicker, his dick made an audible thwack against his abs as he did.

Even more nervous now, seeing it in person was like a baby's arm holding an apple, he just smiled at me and got back between my legs. Spreading them wide so his dick could rest on mine and his balls on mine as we continued to kiss and explore each other's bodies. Every touch felt amazing, his skin was so smooth, very little hair anywhere, even his hard meaty dick was soft to the touch and dripping with precum which was now leaking onto my balls and that space between my balls and ass as his dick slipped down from time to time as we continued to frot and makeout.

It didn't take long before he started to move south, softly sucking a nipple as his fingers rubbed my hole eliciting a soft moan from me. It had just been too long, it wasn't that I wanted any butt action...just had been so long my body just reacted that way. He kept moving down and engulfed my cock, took me all the way down without hesitation and was quickly sucking like a pro. I was massaging his head as he did so, fuck it felt so good.

My dick fell out of his mouth and he started to jerk it, then licking and sucking my balls, more moans came out of my mouth, then his tongue went across my tight pucker and he got a barely audible, "oh fuck" from me.

He kept at it, the perfect combination of jerking me and eating my hole, the pleasure was too much I was going to cum quick...real quick. I could tell from the way I was breathing and my toes were starting to curl, so he backed off, coming back up for a kiss, his huge cock now rubbing against my hole as we sucked each others tongues. He broke the kiss, "you like that?"

"Mmmhmmm" was all I could moan with his tongue back down my throat. He shifted his weight and I felt the tip of his dick pressing against my hole, my eyes shot open when I realized he wasn't asking about the rim job but asking about his dick rubbing at my hole. I broke the kiss this time, "wait wait wait," I mustered out of breath, "I'm not ready, I don't think I can handle it man." He just smiled at me, "no problem, we'll go slow," he grinned.

My brain was doing that math meme of confusion, the fog of pleasure had me confused if what I said equaled what he said as he spit on his dick and tried to push the tip in, it hurt like hell, I winced and put a hand on his hip, "wait wait wait," I inhaled sharp. "We need a condom and lube and...and...I don't know man, I've never taken anything that big," I tried to shut it down.

"I got you," he reached over to his pants and pulled out a condom and a packet of lube and something else. He started to stroke himself with a small amount of the lube, then rolled the condom on his massive dick and he locked eyes with me to smile. I don't know how I ended up here, this I'm fairly certain is specifically what I told him I wasn't down for and here we were, his huge cock head now rubbing around my hole looking to get in.

He leaned over and grabbed a small brown bottle, shaking it like it was spray paint, he opened it and brought it to my face, I didn't know what it was but there was no way I was going to drink something from an unlabeled little bottle like that so I turned my head and shifted out of the way. "What is that?"

He laughed, "It's poppers, gives you a quick rush, you want some?" He asked and then I watched him take two hits, one from each nostril. "It will make it easier," he told me while his dick nudged my hole again. "Ok," I took a long pause, "How do I..." I started to ask and he quickly put the bottle under my nose, closing one side and told me to inhale deep. I did, and it was the quickest high I ever had, not that I had much if any experience at that point, but wow. My head started spinning, my heart racing more than it was, everything got blurry for a second as my head relaxed into the pillow and the rush took over my body. I was honestly concerned I had just made a huge mistake and that I was about to pass out and be taken advantage of. But it quickly leveled out and I just felt relaxed and horny, he told me to go again from the other side, and I did, again the rush took me even harder this time.

"Oh man," I said, my hands went from pushing his hips from entering me to running through my hair as I enjoyed the sensation. I felt him start to enter me, and it suddenly felt so good, not easy, but all the good feelings felt better and the sting was a much more quiet, subtle feeling. He took his time and just entered slowly until he was all the way in. We started to kiss again, I felt so full, more so than I had ever felt with other guys. He started to pull out and push back in, small, sensual thrusts, just enough to help me loosen up a little more.

"I knew you could take it," he smiled at me, this time he thrust a little harder and to my surprise deeper, hitting something inside me that I didn't know existed, this felt weird. Like he had hit the bottom of how deep someone can go inside me, again and again, he hit the cap and it stung but also felt good, like when someone pushes on your belly button.

"You're really tight," he said almost out of breath. I just nodded, my face probably showing the slight discomfort every time he bottomed out. "You want some more poppers?" he asked, thrusting and hitting that spot a little harder this time. I just nodded. He shook the bottle and just like before he did all the work, under one side, then the other and then he took some quick hits and capped it off. As the rush took over me he started to thrust again, harder now and I felt it, he pushed through, all the way through, oh my god this was a new amazing feeling, my eyes rolled into the back of my head and I moaned. "Yeah, open up for me," he whispered, thrusting harder and deeper.

I didn't know what it was at the time, but he had popped the cherry on my second ring, it felt amazing and weird all at the same time. I started to jerk myself off, taking advantage of this moment of sexual bliss as he enjoyed my tight hole with each sensual thrust.

It didn't take me long, I felt that I was about to boil over, "I'm gonna cum," I said. He thrust deeper and with more determination, "do it." He fucked me, not hard, but with deeper faster thrusts, fucking the cum right out of me, my toes curling my head back deep into the pillow and eyes closed as the orgasm rushed through m body like the poppers. Cum everywhere, out of breath, but he kept fucking me.

Very quickly it went from the most amazing feeling in the world, to feeling like my first time getting fucked even though the only thing that had changed was my own orgasm. I didn't want to blue ball him, I had been with girls in the passed who would not let you finish and I certainly didn't want to be that guy, but man it was like my ass was on fire and he couldn't even reach my second ring because my ass was clamping down on the intrusion. "Are you close?" I asked while wincing.

"Kinda," he said out of breath.

"I don't know how much more I can take man," I warned. "Are you, can you cum quick?"

"I can if I take this condom off?" he said and kissed my neck while thrusting hard into me.

"Yeah, fine," I said just wanting it to stop and not be the bad guy.

"Yeah?" he looked me in the eyes.

"Yeah, just cum quick," I told him.

He pulled out all the way and relief washed over my body, the condom snapped off and I saw it tossed to the floor. He added some spit and started feeling for my hole again, which had now mostly sealed shut like a blast door. He reached quickly for the poppers, giving me more, the rush was amazing again, then the other nostril and I let my legs fall to his sides so he had better access. "Another, deeper and hold it," he said and I listened taking an even deeper hit, nearly passing out but the rush was amazing.

I felt him spit again and start to push in, not nearly as easy as the previous time when I was still horny, but he got in, then after a few thrusts he hit that second ring and it stung like a bitch this time. Like hitting yourself on a bruise. I winced, "shit, are you close?"

"Getting there," he said, thrusting and kissing my neck. Holding on to my shoulders, pulling me into his thrusts. "Can I cum in you?"

The sirens went off in my head, **he's not wearing a condom**, thrust, thrust harder, thrusting deeper into that second ring. "You don't have anything do you?" I asked with naivety.

"No," he breathed into my ear, thrusting faster and deeper.

The poppers wearing off with every thrust, I just wanted it to be done, "if you want to, just cum quick," was all I could think to say.

It didn't take long, he thrust a few more long deep sensual thrusts, "I'm about to bust," he warned one last time, hitting deeper than before, his dick swelling to an impressive girth, "Oh fuck," he whispered as he pulled me tight and slammed into me, his cock pulsing as he nut deep inside me. "Mmm, mmmmm....mmmm" he moaned and collapsed onto me, smearing my cum between us as he caught his breath.

"Fuck," I whispered, catching my breath and taking it all in. Feeling his dick soften inside me, leaving the second ring and then quickly out of my hole all together.

"That felt so good," he mumbled, as he pushed himself off me and off the bed. He went to my bathroom and cleaned himself up quickly, then was getting dressed before I had even caught my breath or sorted a thought. "We should do this again," he smiled at me, pulling his shirt on. "I have to run," he smiled, and then walked out and I heard him pull the outside door behind him.

I had no intention of letting that happen again. At least that was what I told myself as I went to shower and gather my thoughts.

[Guest]

On 11/20/2022 at 3:54 PM, Barebacked said:

I still remember the very first time I had a cock push past my inner ring (second sphincter),

I remember also that moment, it wasn't the first cock to go past my sphincter, but it was the first + girthy cock, it was really thick I gave a loud moan and made my whole body shiver, after few thrusts I shot my cum handfree, that's when I fall in love with thicker cocks. 

[Barebacked]

2 hours ago, Tsjul said:

I remember also that moment, it wasn't the first cock to go past my sphincter, but it was the first + girthy cock, it was really thick I gave a loud moan and made my whole body shiver, after few thrusts I shot my cum handfree, that's when I fall in love with thicker cocks. 

Yes. There is this feeling of utter surrender that comes with girth. 

[Guest]

The best part is being bred past the second ring meaning they’ve put their loads too deep to push out and I’m stuck absorbing their loads full of whatever bugs they might have with no second chance to get the loads out before I’m impregnated