It had been a couple of weeks since Darryl and I had started to train my ass to be able to take his big black cock, and we had made great progress. By now I wore thick-based plugs almost 24/7, keeping my hole open and stretched as much as possible. I was able to take quite large toys in my ass with barely any preparations, just some lube, and my ass took them eagerly. Darryl loved my stretched hole, he couldn’t get enough of it. We saw each other almost daily, and every time he spent ages pushing bigger and bigger toys in my ass.
I had found myself missing him on those rare days when we didn’t see each other. He had to work long days sometimes, and those days I’d play with my ass on my own, but I always made sure to send him a video or two to show him what I was doing. More often than not I received a video of him stroking his cock in his office as a reward.
That Friday evening when Darryl came to my place, he pressed me up against the wall as soon as he had closed the door behind him and started kissing me, slipping his tongue into my mouth. I kissed him back eagerly, wrapping my arms around his shoulders, pulling him even closer. After a minute or two, he slipped my sweatpants down just below my ass, not breaking the kiss for even a moment. He squeezed my ass cheeks with both hands before bringing his hand between them, tracing the base of the thick plug with his fingertips.
“Which one is it?” he asked against my lips.
“The deep blue one,” I answered. He pulled away a bit, looking at me with wide, surprised eyes.
“The biggest one? You haven’t been able to take that one before,” he said. I bit my lip as I nodded.
“It went in pretty easily,” I whispered, smiling up at him. I could hear him breathe out a quiet “fuck” before he leaned in to kiss me again.
He picked me up and carried me to the bedroom. He ripped my clothes off quickly before undressing himself, his cock was rock hard by the time he got his underwear off.
“I’m going to fuck you so hard,” he growled as he pressed me on the bed, flat on my stomach. He spread my legs and pulled my hips up a bit. I looked at him from over my shoulder, eagerly waiting for him to fill me up.
“Can you take my cock in your pussy while that big toy is in your ass?” he asked, already teasing my wet pussy with his fingers.
“Yes, please fuck me,” I moaned. My body had gotten used to being stretched in so many delicious ways, I loved having his huge cock stretching my pussy while a nearly as big toy kept my ass stretched. I had never in my life felt as full as I had in the last few weeks with
Darryl, in more ways than one.
That’s all the reassurance he needed. He pushed his hard cock into my waiting pussy, making me feel that stretch, that full feeling that I had learned to love and crave. I moaned loudly, pushing back against him to get him even deeper inside me.
“Fuck, your pussy feels even tighter with your ass filled with that huge toy,” Darryl moaned, slowly starting to thrust in and out of me.
“Please… Harder,” I gasped, arching my back to give him a better angle. He leaned down to whisper in my ear.
“Gladly.”
He pressed me down against the bed with his hand on my upper back and started to pound me hard and fast. I was screaming in pleasure, loving the full feeling. His cock felt huge in my tight pussy, and the big toy in my ass made it feel even bigger. Everything was so tight, big, full, wet.
“You take my cock so well, baby. Look at you, a few weeks ago you had never taken a cock as big as mine, and now you’re basically filled with two. That toy in your ass is nearly as big as my cock, it won’t take long until I’ll be able to pound that stretched-out hole that you’ve trained just for me, just for my cock,” he spoke into my ear, making me shiver with pleasure.
“I’m close,” was all I was able to get out of my mouth, already so overwhelmed by pleasure.
“Cum for me, cum on my cock, baby, I want to feel it,” he said, pounding me hard and steady.
A moment later I came, twitching and screaming underneath him as he kept fucking me all through it. I heard him calling me a good girl as I was still shaking from how hard I had just come for him.
After my orgasm was over, Darryl pulled out of me slowly and helped me to roll over onto my back. He got between my legs and pushed his cock back inside me. I pulled him down into a kiss, a much sweeter than the one we had shared earlier in the hallway. He started to move slowly, pushing in and out of me gently as we kept kissing.
“You’re so amazing,” he whispered against my lips, making my heart flutter no matter how much I tried to stop that reaction.
“So are you,” I smiled at him.
He started to move a bit faster while still holding me gently. I could feel the toy move in my ass a little bit as we moved, adding to the pleasure.
“Feels so fucking good,” I gasped against his lips.
“Good, I want to make you feel good, always,” he whispered. My stupid heart couldn’t control itself again, and neither could the butterflies in my stomach.
It didn’t take long until I came again, and my pussy pulsating around his cock made him explode inside me, filling me with a big load of cum. He pulled out slowly before crashing next to me. We turned to face each other at the same time, smiling at each other without saying a word. Darryl brushed my hair out of my face with his fingers.
“Fuck, I’m falling for you so hard,” he breathed out in a way that made me think that maybe he hadn’t even meant to say it out loud. I blinked in surprise.
“Is that your post-orgasm high talking or do you really mean it?” I asked, studying his face to try to figure it out before he even answered.
“I’m sorry, I didn’t mean to freak you out or anything, I know we are just neighbors, friends, but… Yes, I do mean it. I can’t help how I feel, and I can’t deny it,” he answered, looking a bit nervous.
Slowly a smile spread on my lips, and I jumped on him, pressing him on his back and kissing him, even though it was pretty hard with the huge smile on my face. He kissed me back quickly before pushing me up a bit so he could look into my eyes.
“Wait, does this mean…?” he started to ask.
“Yes! I’ve been crushing on you for so long now, but I never dared to say anything, I didn’t think you felt the same way,” I giggled. He chuckled happily before pulling me in for a proper kiss.
He stayed the night at my place, and that was the first time we slept in each other’s arms as a boyfriend and a girlfriend.
The next morning we woke up slowly, I could feel his hand gently tracing my spine when I started to wake up. I blinked my eyes open and saw him looking at me with a soft smile on his lips.
“Good morning sleepyhead,” he whispered.
“Good morning,” I smiled and leaned in to kiss him. “How did you sleep?”
“I slept like a baby with my perfect girlfriend in my arms,” he whispered, making me blush bright red. He chuckled and leaned in to kiss me again.
Neither of us had work on Saturdays so we were able to stay in bed for a long time, just kissing, holding each other, and talking. Finally, I had to get up to go to the bathroom, and once I got back Darryl had already dressed.
“Are you leaving?” I asked, trying not to sound too disappointed.
“Hmh? No, I was about to go make you breakfast. Or… Is it okay if I stay?” He asked.
“Yes, yes absolutely, I would love to spend the day with my new boyfriend,” I smiled as I walked up to him and pressed a quick kiss on his lips.
I was about to get dressed when Darryl stopped me with a gentle hand on my arm. I looked up at him confused.
“You’re forgetting something. Bend over the bed,” he said, nodding his head towards the bed. I did as I was told, leaning my hands on the bed, pushing my ass up and out.
Darryl picked one of the bigger, wide-based plugs, covered it in lube, and slowly pushed it in my ass. It went in pretty easily, my hole was still so stretched from the previous night.
“Perfect. We’ll switch to a bigger one in a few hours,” he whispered in my ear before helping me up. He handed me my bra with a wink before walking out of the room. I could hear him pulling out pots and pans in the kitchen while I got dressed.
“Do you have plans for the day?” I asked when I sat down at the kitchen table, watching him as he started to prepare a big breakfast for us.
“I have one thing planned for today,” he said without looking at me.
“What is it?” I asked. He turned to look at me.
“Fucking my girlfriend’s ass,” he said with a straight face. My eyes widened.
“Do you think I’m ready?” I asked, feeling a bit nervous. He stepped closer to me until he was able to hold my face gently between his hands.
“Baby, that toy you had in you last night for a few hours is as thick as my cock. You’re ready. Don’t worry, we’ll go slow, and if it hurts even a little bit we’ll stop, I’m not going to hurt you, ever,” he assured me. I nodded. He placed a quick kiss on my lips before he went back to making breakfast.
We ate well, and a bit over an hour after breakfast Darryl pulled the plug out and replaced it with a slightly thicker one. I could feel it stretching my hole for a moment, but soon my body got used to the size of the plug. We repeated this a few more times during the day until I was wearing that blue plug once again.
Darryl kept touching my ass, squeezing and smacking it, spreading my cheeks to inspect my hole that was stretched around the toy. I found it kind of adorable in a way, he knew he’d get to fuck my ass today and he could barely wait.
“Open your mouth,” he said suddenly, already undoing his pants.
“What? I thought you were gonna fuck my ass today?” I was confused.
“I will, I’m just too fucking horny, I’ll cum in a second if I go straight into your ass. Please, just make me cum in your mouth once, I need it,” he said, stroking his hard cock.
Without saying a word I got down on my knees in front of him, took a hold of his cock, and guided it into my mouth. I started to suck it slowly, gently, teasing the tip with my tongue before sucking the tip into my mouth. I looked up at him as he was sitting on the couch, watching me as I worked on his big hard cock.
“Fuck, can I fuck your mouth?” he moaned. I nodded and placed my hands on his knees, signaling for him to take control.
He gathered my long hair into a ponytail that he held onto as he started to thrust up into my mouth, guiding my head up and down to get his cock even deeper down my throat.
“Pull your tits out for me, play with them,” he said, going a bit faster now.
I pulled my top down and took off my bra, releasing my big tits. I started to play with them, pinching my nipples and rubbing my tits as he kept fucking my mouth harder and harder.
“That’s it, that’s my good girl, just like that. Play with those big tits while I fuck your throat, there you go,” he moaned loudly. His cock was sliding down my throat and back out, going deeper and deeper with each thrust. I moaned around his cock, trying my best to swallow around it every time it went down my throat.
“Fuck, I’m getting so fucking close. I want to cover you in cum,” he grunted as he kept thrusting. All I could do was moan, and a moment later he pulled out and immediately shot a huge load of cum on my face.
“Fuck!” he moaned as he kept covering my face with more and more cum. I loved seeing him cum, the way his back arched, the look on his face when he squeezed his eyes shut, it was all so hot and cute to me. I also loved receiving his cum on my face and body, and inside my pussy. And hopefully, later today, in my ass.
Darryl opened his eyes to look at my cum covered face. I was still touching my tits slowly, smirking at him as he admired the view.
“You look so fucking beautiful right now,” he whispered, a bit out of breath. I slid my finger across my cheek, collecting some of his cum on it before bringing it to my mouth and sucking it clean while staring into his eyes.
“Mmhm, delicious,” I grinned.
Darryl helped me up and gently cleaned my face with a washcloth. We laid next to each other on the bed for a while, slowly making out and holding each other.
Half an hour had passed since he came on my face when his hands started to roam my body, finding their way to my ass and slipping inside my pants. He pressed on the base of the plug, making it move inside a bit, and I could feel his cock getting harder as it was pressed against my leg.
“Are you ready? We can wait a bit longer, train for a few days or a week more if you want to,” he asked, whispering in my ear. I pressed a quick kiss on his lips.
“Fuck my ass, now,” I grinned. He didn’t need to be told twice.
Darryl jumped up from the couch and picked me up, carried me to the bedroom, and started undressing me, pulling down my sweatpants, and took off my tiny top. In a blink I was fully naked in front of him, wearing nothing but the big plug inside me. It didn’t take much longer until he was naked, too, his hard cock in his hand.
“I’ve been waiting for this for so long,” he breathed out, looking more excited than I had ever seen him before.
“Me too. I’m ready,” I smiled.
Darryl had me bend over the bed so he could pull the plug out of my ass. He admired my stretched hole for a second before he grabbed some lube from the nightstand. He poured some directly into my open hole before rubbing a generous amount on his hard cock.
“Lay down on your side, baby,” he guided me gently. He laid down next to me, spooning me as he guided his cock towards my hole. I did my best to relax, breathe and try not to tense up.
“Ready?” He whispered. I nodded.
“Go slow,” I whispered, trusting him.
The tip of his cock slid in pretty easily, I could feel it stretching my hole a tiny bit but it wasn’t uncomfortable. He kept pushing in deeper little by little, watching me intensely for any sign of pain. I kept focusing on my breathing as I felt his huge cock pushing deeper into my ass, stretching it wider than ever before.
“You’re doing so well,” Darryl whispered in my ear before gently kissing my shoulder. I moaned quietly.
“It’s so big, it’s going way deeper than any of my toys,” I gasped.
“Does it hurt? Do you need me to stop?” He asked, stopping his movements.
“No, don’t stop. I’m okay, it doesn’t hurt,” I said.
He slid his hand over my hip to my clit and started to rub it as he pulled his cock halfway out and pushed it back in all the way. He fucked me slowly, whispering sweet things into my ear.
“You’re taking my cock so well, your ass feels fucking amazing around it,” he moaned into my ear.
“Please… A little harder,” I moaned.
Darryl started to move a bit faster, still being careful not to hurt me. His right hand was still working on my clit, helping me relax and adding to the pleasure.
“Tell me how it feels” He growled into my ear, making me whimper.
“It feels so good, your cock is so huge, it’s stretching my ass wide open, pushing so deep inside me. I’ve never felt anything like this before!” I moaned loudly, meaning every word.
“Yeah? You love getting your ass fucked by my big black cock, don’t you?” He grunted, moving a bit faster.
“Yes, I do!” I moaned.
“Say it!”
“I love getting my ass fucked by your big black cock!!” I screamed. I heard him chuckle in my ear.
“That’s it, that’s a good girl. Fuck, I can barely control myself. Can I go faster?” He asked, panting hard.
“Yes! Please, fuck my ass harder, I can take it!” I moaned loudly.
Darryl surprised me by pressing me down onto my stomach. He got on top of me quickly, his cock never leaving my ass as he switched the position.
“If you need me to stop, yell your safe word, okay? Do you remember it?” He asked.
“Yes, I remember it,” I answered.
“Good. I can’t control myself, this ass feels too fucking good,” he growled right before he started to pound my ass hard and deep.
I was screaming in pleasure as he fucked my ass harder than he had ever fucked me before.
he was quite literally fucking me into the mattress, and I loved every second of it.
Even though he wasn’t touching my clit anymore, and my hands were busy holding onto the sheets, I could feel my orgasm building up inside me.
“I’m gonna cum!” I screamed, already right on the edge.
“Fuck yes! Cum! Cum while I pound your fucking ass, cum for me!” Darryl grunted, pounding into me hard and rough.
I had never had an orgasm more intense than that one. I felt like my mind went completely blank, but at the same time, all my senses were hyper-aware of everything around me. The waves of pleasure washing over me seemed to last forever, and I could feel my ass pulsating and throbbing around his cock. I was pretty sure I was screaming the entire time, but I couldn’t hear it myself.
“Holy fuck,” Darryl gasped. I was unable to say anything, my mind was fuzzy and my entire body was like jello.
“I’m about to cum,” he gasped right before I felt him fill my ass with a big load of hot cum. He was cursing, panting, and grunting as he emptied his balls deep into my ass.
Once he was finished he pulled out of me slowly. I could feel his cum dripping out of my well-used hole down to my pussy and the sheets.
“Fuck…” Darryl breathed out as he collapsed next to me.
“Was it everything you’ve ever dreamed of?” I smirked, turning to face him.
“It was a million times better, I could have never even imagined pleasure like that, holy fuck,” he panted, making me blush.
“I’m glad it lived up to your expectations,” I smiled at him.
“How was it for you? Did it hurt?” He asked, looking a bit worried. I shook my head.
“It didn’t hurt at all, we did a good job with all the training. It felt fucking amazing, I can’t wait to do it again,” I told him. He smiled at me so happily as he pulled me into a kiss.
Even though my ass was sore for a couple of days, I couldn’t wait to get Darryl’s big black cock in my ass again.
