He promised he’d introduce me to it, and the time had finally come. After an awkward lesson in douching, I surrendered completely. But just as I was discovering a pleasure beyond anything I’d ever imagined, our bedroom door opened. This is the story of my first time: pain, ecstasy, and being put on display like an item in a shop window.
Hey guys, what’s up!
I’m pretty sure that after the last chapter, I’ve earned a new nickname from some of you: “The little slut.” grins Honestly? I don’t blame you. But let me tell you something: That was just the warm-up.
Sure, when I read it today, a lot of that time sounds like a damn exciting adventure. And yeah, those first sexual discoveries were hot, no question. But don’t forget the other side. All the stress, the constant fear… and hey, I was 14. I felt like an adult, but I wasn’t one.
During that time, I basically boarded the ICE train of sexual discovery – with a one-way ticket. Was I precocious? Probably not. But the circumstances left me no other choice than to grow up damn fast.
But enough talk. You want to know what happens next, right? Buckle up.
After all the crazy shit that happened – the fight, the “rent” realization, the threesome – you’d think the place was about to blow up. But the opposite was true. The situation at Alex’s place actually improved after that, almost normalized.
Sure, we were three guys our age in a tiny space, so of course, there were fights. Sometimes over the bathroom, sometimes over some bullshit while gaming. But it was nothing serious, just the usual testosterone nonsense.
The best thing to come out of the situation, though, was the change in our dynamic. Before, we were kind of two pairs: there was Kev and me, and there was Kev and Alex. Suddenly, we were a real threesome. A unit, but this time with three members.
And with that, a kind of pecking order developed all by itself. It was unspoken, but clear to all of us: Alex was the boss in his apartment, the undisputed Number 1. Then came Kev as Number 2. And I was Number 3. Others might say I was the lowest on the totem pole, the bottom of the ladder, but I honestly never saw it that way. And I have to admit, the role felt somehow natural to me. Alex provided the safe harbor, Kev was the loud leader of the two of us, and I was just… okay with it. It felt right.
The days themselves were pretty much the same. Gaming until the console was glowing, me buried in my books, and we lived off cheap fast food and self-cooked pasta. But one thing did change: I started to regularly clean the place up. Not because I suddenly became a neat freak, but eventually, no one else was doing it, and the chaos became too much even for me. And believe me, I’m really not picky about that stuff.
From Boy Pussy to Pussyboy
It was a normal afternoon a few days later. As was often the case lately, I was in the kitchen doing the dishes, which had piled up again. I was only wearing a long T-shirt – don’t ask me why I didn’t have boxers on underneath, I’ve honestly forgotten. It was probably just comfortable that way, or I just didn’t have any clean boxers left.
Suddenly, I feel arms wrap around me from behind. It was Kev. He rests his head on my shoulder and whispers in my ear, “Oh, the wifey’s at work.” I felt his sweet smile more than I saw it and immediately blushed, totally embarrassed. At the same time, I felt his hand land on my naked ass and his fingers slowly wander into my crack.
“‘Really hot ass,’ he mumbled. ‘We should really see how this boy-pussy feels, what do you think?'”
And there it was. The announcement I had been waiting for. Since the threesome, I knew it would happen, and I had already imagined it a thousand times. And the honest answer in my head was: Yes, I wanted it. Damn, how I wanted it. I wanted to feel Kev inside me, to give myself to him completely.
So I bit my lower lip, swallowed all my shame, and answered quietly, “If that’s what my man wants, then I guess we should test that.”
My answer was like a green light. Kev didn’t hesitate for a second. He turned me gently but firmly to face him, pressed his lips onto mine, and pulled me with him to the bed. What followed was pure fire. We kissed like there was no tomorrow, we blew each other… just the full program where you lose all track of time and space.
At some point, I was lying on my stomach, my face buried in the pillow. Suddenly, I feel his tongue travel down my back… vertebra by vertebra. And it doesn’t stop at the end of my back. He bit my ass cheek lightly, just a little nip that made me flinch. And before I could really process it, he was eating my ass.
Dude… I’d eaten his ass and Alex’s, but this? This was the first time my ass was being eaten. And wow, that felt so fucking good. I was on cloud nine, just letting myself fall into the feeling. Suddenly, I felt his tongue looking for the way into my ass. My sphincter tightened up completely at first, a pure reflex. But then I started to relax, to let go, and just enjoy it. Wow, that was hot.
But then, at the peak of this feeling, I heard Kev’s voice, totally dry and matter-of-fact: “I think someone needs to douche.”
BAM. I startled and in the same moment, shame shot into my face. Shit. I was dirty.
And “shit” really hit the nail on the head in that moment.
I wanted to sink into the floor. My face was glowing with shame. But Kev didn’t laugh or make fun of me. He stroked my shoulder and said very calmly, “Hey, relax. That’s totally normal. Of course you weren’t prepared. Have you ever douched before?”
No, of course not. How would I have? So we went into the bathroom together. There he explained everything to me very matter-of-factly, showed me Alex’s anal douche, and patiently explained the steps.
And guys, the first time is a really, really weird affair. At the same time, I have to admit that this feeling of the body-temperature water slowly filling your ass also had something… interestingly hot about it. In the beginning, Kev helped me, showed me how to kneel and stuff. But somehow, it was also totally distracting for me. Kneeling in the shower with an audience, the hose up my ass, and then that embarrassing walk over to the toilet, where you have to clench everything just to let it go… honestly, you just don’t like to shit with an audience.
So at some point, I interrupted him and said, “Okay, I think I’ve got it now. Can you go out?”
When I was alone, I was just astonished at how long the whole thing takes until you’re really clean. Dude… it became clear to me in that moment how much shit we actually have inside us. :))
When I was finally done and clean, I went back to the bedroom. The whole douching-action had obviously killed the mood at first, a real buzzkill. But when I saw Kev lying on the bed, smiling at me, the whole embarrassing moment was immediately forgotten.
He said with such a mischievous voice, “Oh, the waiting made my dick all small again… but I think you probably have a solution for that?”
I didn’t have to answer. I just went to him, knelt between his legs, and showed him what a good blowjob is. I put extra effort into it, wanted to drive him crazy, and his soft moans showed me that it was working. At some point, he gently pulled me to the side so we were lying on our sides, while I diligently continued. And suddenly, I felt his lips on my dick. A completely new experience for me. Only later did I learn that this is apparently called a 69. :)) I just enjoyed the situation and it spurred me on even more to show him what I could do.
While we were busy like that, he suddenly held his flat hand in front of my face and just commanded, “Spit hard on it!”
I was astonished for a second, but so fixated on his dick that I didn’t even think about it. I just spat on his hand and continued. I then heard him spit too, and in the next moment, while he was still sucking my dick, I felt his spit-covered fingers on my asshole. How he gently massaged it and then very slowly tried to let one finger penetrate.
Dude… Uiiiiii. Uiiiiii. Hot. Hot. Hot. There was no better word in my head at that moment.
After a while of him driving me to the brink of insanity with his fingers, he said in a hoarse voice that I should get into doggystyle.
I obeyed immediately, got on all fours, and saw Kev lean over to the nightstand and rummage around inside. “What’s up?” I asked. “Oh, Alex has his lube here somewhere,” he said, without turning around. A few seconds later, I felt something cold on my asshole. He smeared a generous amount of it on his fingers and started to really stretch me. The feeling was interesting. Now and then it twinged, a small, sharp pain, but the incredible horniness immediately covered it up again.
Then he gently pressed my upper body flat onto the bed, so my ass was in the air. He lubed up his dick, and I felt him position himself at my entrance. He entered me very gently and slowly.
ZAP. A stabbing pain shot through me and I cried out. But Kev stopped immediately, caressed my back, and whispered, “Stay calm, little one. Breathe. It’ll pass quickly.” And he kept his word. I noticed he didn’t go any deeper but waited until my body had gotten used to the feeling and I relaxed again.
And then… then he pushed deeper and deeper into me. And guys, I can tell you: I’ve often thought with things, “Wow, that’s hot,” or “You can’t top that.” But this feeling… this feeling of being completely filled by him, it just put everything, truly EVERYTHING, I had ever known into the shadows.
He was really incredibly gentle and gave me all the time in the world. But after a few minutes of this, let’s call it “beginner fucking,” I suddenly felt this weird pressure. I had to tell him to stop: “Sorry, I have to go to the bathroom for a second.”
So I went to the bathroom, sat on the toilet, and was 100% sure I had to shit. But… nothing came out. Nothing at all. Seriously? I thought to myself. I just interrupted the hottest experience of my life for this non-shit?
So I quickly went back to the bedroom. There he lay, grinning widely on the bed. And before I could say anything, his line came out: “You know the game. This thing has to get hard again!”
And for fun, just on a whim, I answered, “Yes, Sir!”
That was the very first time I ever called him that. And it felt damn right. 🙂 So I blew him again until he turned me around and then we were at it again. This time without hesitation, without pain. It escalated, got hotter with every thrust. Then a change of position, and it got even more intense. Another change of position. It was a rush, just fucking awesome. We both had so much fun that night, we laughed, moaned, and just let ourselves go.
From the Bed to the Shop Window
We were so in our own world, so lost in each other, that we were completely oblivious to our surroundings. Not the apartment door opening, nor the voices in the hallway. In all the passion, we had completely forgotten one thing: to close the bedroom door when Kev had pulled me away from the sink earlier. So we were lying there like on a silver platter.
Suddenly, a voice tears through the silence. Alex’s voice. “Hey Kev, I see you’ve finally shown the little one how to be a good bottom. I like it!”
We both flinched as if we’d been struck by lightning. Kev immediately pulled his dick out of me. My God, was that embarrassing. And it wasn’t just the fact that we were caught. It was who caught us. Next to Alex stood an older guy I’d never seen before – his colleague Tom, as I later found out.
If it had just been Alex, okay, whatever. But suddenly we were in front of a complete stranger who had seen us in this extremely intimate situation. We stood up as fast as we could, while the two in the doorway just laughed. We quickly wrapped towels around our waists, trying to somehow look normal.
Kev then tried to save the situation with what was probably the dumbest sentence you can say: “Hi, Alex, you’re here already?”
Shortly after, the four of us were sitting in the living room. The embarrassing nudity was now hidden under shorts—sweet, I found a worn pair of mine hidden in a pile of clothes. Alex and Tom had a beer in hand; for Kev and me, there was a Coke. To break the silence, I then stammered some nonsense like, “Sorry, we didn’t notice you guys arriving earlier.” In situations like that, I think you really only talk crap.
The two of them just laughed again, and it was Tom who then said, “Hey, someone with such a cute ass doesn’t have to apologize for anything.” I felt the blush shoot into my face again.
But the longer the evening went on, the more the initial shame subsided. The mood became really relaxed. We talked, had a drink, and gamed every now and then. It really was a totally nice evening after that. I totally enjoyed how Kev kept putting his arm around me, very naturally. And Tom, although he was quite a bit older, was really cool. I had a good conversation with him. He said that he lives a bit outside the city on an old farm and had just met up with Alex briefly in the city.
Towards the end, he said to me with a grin, “But I really didn’t think I’d get to see such a hot show today.”
And there it was again, the shame. But this time it was different. It wasn’t just embarrassing anymore. Somehow… it was also hot. The thought that he had seen us and liked it… had something to it.
The evening was really chill and went on for quite a while. Eventually, though, Tom said his goodbyes, and suddenly it was just the three of us again. Tired from the day and all the new experiences, we decided to go to bed – all three of us together.
On the short walk from the living room to the bedroom, Alex then nudged Kev and said with a grin, “Hey Kev, it’s late today, but in the next few days, you’ll have to lend me your little one’s ass.”
Kev just laughed, answered, “Sure!”, and smiled mischievously at me.
My heart did a little jump. It wasn’t a threat and not an order anymore. It was a promise. It was truly an absolutely awesome, exciting day. And as the three of us lay in bed, arms and legs entangled, just cuddling, everything felt right. Completely right. And with this feeling of security and anticipation for what was to come, we then fell asleep.
