Avery
Once I’d stripped, I knelt on the plush carpet of Daddy’s suite to see if it was as comfy as I thought it would be. The answer was hell yes. It was easily big enough for an orgy, which was kind of hot to think about even if I wasn’t okay with Daddy sharing me. That was when I realized I didn’t even know his first name. I’d had sex with guys whose names I didn’t know before, but it had always been at a club or when someone knew where I was. I might be a bit of slut, but I was a safe one. Was I out of my mind to be here like this?
No. He wasn’t really a stranger. He was Carter’s father. And even with all the shit Carter’s mom talked about him, I’d never heard anyone insinuate that he was dangerous. Still, was it a good idea to start with “Oh, Daddy, I’ll do anything you tell me”? I usually thought a bit more carefully before submitting to more than a light spanking. But when I thought about him using That Voice and telling me what he wanted, I knew I was game for anything he wanted. Anything.
Okay, I had a few hard limits, but they’d never even come up before. So chances were Daddy wouldn’t ask for anything I wasn’t up for.
My roommate, Sean, was going to flip when I told him about this. Could I count on him not to tell Felicity? Maybe. Yes. He didn’t get the older guy thing, and he didn’t even know about my Daddy fantasies. I mean, I thought he was pretty clear about the fact that I wanted a dominant man who liked taking care of me, but not that I played Daddy and boy occasionally. I didn’t pretend I was actually a kid or anything. I just wanted to be a good boy so Daddy would be proud. I liked to be expected to obey when Daddy gave me orders. Of course if I told Sean the whole story, he’d probably think I was kidding and that it was actually the plot of some porno I’d watched. Because who ends up fucking the father of the groom at their best friend’s wedding, kinky fucking, even? No one. That’s who.
But this was real. I was sober enough not to doubt it. Since I’d planned to hit my favorite club after the reception wound down, I’d tried not to pregame overly much. It only took a few glasses of champagne for me to warm to the idea of tracking down Mr. Hillingdon and propositioning him. Now I didn’t need to go looking for a hookup, because my hot daddy had ordered me to his room.
I wasn’t going to disappoint him, so I grabbed the lube I’d set on a low table next to the ridiculously stylish sofa. I slicked up a few fingers and teased my ass, circling my hole before pushing in too fast and too hard for comfort, making my breath whoosh out. I even liked it rough from myself. I worked my fingers as deep as I could and imagined Daddy telling me what to do next. Add another finger, boy. I need you good and open so my fat dick can slide right in there. I moaned at the thought of him helping me, adding his fingers to mine, stuffing my ass so full. I wished I had a dildo. Did Daddy? I hoped so. Then he could stuff me with it while I choked on his dick.
My phone chimed, interrupting my fantasy. I glanced at it. I had a text from Felicity, thanking me again. I needed to respond, so I let my fingers slip from my ass. I was well stretched anyway. I quickly washed my hands and texted her back. I should feel guilty that I was about to do nasty things with her father-in-law, but I really didn’t. It was just one night. Of course, if a man like him wanted more from me… No, I couldn’t think about that. I’d be lucky if he just let me sleep here after we fucked.
I love you
have an amazing honeymoon
call me when you’re back
Felicity sent a heart emoji. Then I silenced my phone. I doubted Daddy liked for a boy’s texts to interrupt him. Of course if my phone did chime while he was fucking me, I might need to be punished. His big hand would feel so good slapping my ass.
Fuck, if I didn’t slow down on fantasizing, I might die from the ache in my cock before Daddy even got to the room. I glanced at the time. It had been fifty-five minutes since he’d told me he’d be there in an hour. Was he the kind of man who was exactly on time? I’d bet he was.
I paced the room, suddenly more nervous than I’d been since I’d approached him in the garden. I stared out the window. The suite had a nice view of the outdoor pools that connected to the spa, but I had to stay back enough that no one taking an evening soak got a full glimpse of my naked glory.
A few moments later, I heard footsteps in the hall. I ran to the middle of the room and knelt. Thank God I had, because the lock mechanism rattled and clicked. I took a deep breath as the door swung open.
Daddy’s eyes widened when he saw me. He looked me up and down; his expression said he liked what he saw, and he couldn’t wait to wreck me. I shivered.
“Did you do as you were told?”
I nodded, mouth too dry to speak.
“And you’re ready to show me how good you can be?”
I swallowed and then said, “Yes, Daddy.”
“Good.” His smile turned evil. “Bend over. I want your forehead on the floor, ass in the air, and your hands clasped behind your back.”
My heart pounded, and I hesitated for a second. Could I really expose myself to him like that?
“Boy?”
I did what he’d said, bending over and lifting my ass.
He circled me and then knelt behind me. His hand slid along my crack, then he circled my hole. “Nice and slick. I like that. You did listen.”
“Yes, Daddy. I did exactly what you said.”
I groaned when he pushed a finger into me.
“Mmm, yes, you did. How many fingers did you have in here?”
“Th-three.” I was shaking just from him putting a finger in my ass.
“You wanted more, didn’t you?”
How did he know? “Yeah, I did. I wanted to be stretched wide.”
He chuckled, the sound so hot I had to bite my lip to hold in a whimper. “I bet you did. Are you a greedy boy who needs his ass stuffed?”
“I… um…”
He slapped my ass hard, making me jerk. “Answer me.”
“Yes, I’m a slut for ass play.”
He groaned, and I loved knowing I’d affected him. “Tonight you’re my slut.”
“Yes, Daddy.”
“As long as you do what I say, you’ll get what you need. And if I ask for too much, you’ll say…”
“Red.”
“Good boy.” He pressed his thumb against my hole, circling, teasing, but not pushing in. I pressed my lips together to keep from begging for more.
“You told me earlier you don’t need to be restrained, that all I have to do is tell you to stay still. Is that true?”
“Most of the time, but if you want… If you…”
“Shhh.” He caressed my ass, and I vibrated with the need to push back against his hand, to have more of him. Maybe I would need him to tie me up. I’d never had anyone affect me quite like this.
He kept teasing me, caressing my tailbone and then drawing his fingers down my crack, brushing my taint, but not giving me any pressure. I rose up on my elbows, feeling desperate, but he pressed on the center of my back, pushing me back down.
“Relax into this. I’m going to play with your ass, and you’re going to open up and let me.”
I might if he’d just get on with it. “Yes, Daddy.” I had to fight to keep my hips still.
“Stay still, boy. I’ll be right back.”
And he was, in seconds, with a pillow from the bed.
“Lift up.”
I didn’t think about obeying. I just did it. He laid the pillow on the floor, and I lowered myself again, ass in the air.
“Better, boy?” he asked as he rubbed circles on my back. “I don’t want you getting rug burns on your face.”
“Yes, thank you.”
“I want you comfortable. I want this to feel good, but you will not come until I tell you.”
“Yes, Daddy.”
He chuckled, and I felt the sound deep in my balls. I had a feeling he was going to draw this out, torment me, and Jesus, I wanted that, but I was scared I would fail him. What was it about this man that made me desperate to please him?
He slid his hands from my shoulders to my ass, and I arched deeply, wiggling like a cat begging for attention.
He slapped my ass, making me yelp. “Stay still, boy. Just breathe and relax.”
“Y-yes, Daddy.”
He deepened his touch until it became a massage, digging into muscles that had been tense all day as I worried about the ceremony. I’d wanted everything to be perfect for Felicity. I couldn’t hold back a moan as Daddy worked my lower back.
“Like that, boy?”
“Yes, it’s so good.”
“You needed this.”
I nodded, already feeling floaty. He hadn’t even started on my ass, but I was so relaxed. It was so easy with him, like I’d known him for ages, like we were meant to be.
But I couldn’t start thinking like that. I would only end up disappointed.
When he dug his fingers into my ass cheeks and pulled them apart, I stopped being able to think. He brushed his thumbs over my hole one after the other. I writhed, unable to hold still anymore. The massage had somehow made my whole body extra sensitized.
Daddy laughed again. “Oh, this is going to be a lot of fun.”
A muffled whimper was my only response.
“I need to get a few things from the bathroom. I want you to stay just like you are. I’ll be right back, and I’ll never leave the suite with you like this, okay?”
I trusted him to take care of me. “Yes, Daddy.”
“Good boy.”
He was back so fast I didn’t even have time to get chilled. I heard the click of a lube bottle opening, then slick fingers pressed against my ass. I held my breath as he pushed two fingers—slowly, oh so slowly—into me.
“Breathe,” he commanded.
I did, but my lungs felt tight, and the air whooshed back out quickly.
“I love how open you are for me.”
He worked his fingers in and out, tormenting me, barely giving me anything and then taking even that away. He didn’t change his rhythm or add another finger. He just kept relentlessly working me.
I squeezed the pillow and bit down on its softness. My cock was so hard I thought I would die. Seconds later, I broke. “Please, Daddy. Please give me more.”
“Not yet. Good boys have to be patient.”
This was too much. I couldn’t stand it. “Daddy!”
He slapped my ass, and I wasn’t sure if it hurt or felt good. I was so mixed up and from nothing but a few fingers in my ass.
He kept going, and I tried to breathe slowly, to force myself to relax. I started to sink into the discomfort. Finally, he added another finger and the stretch was delicious. He twisted his wrist, and I whimpered and pushed back against him. He didn’t scold me that time. He started moving a little faster, but it still wasn’t enough, and he never went deep enough to brush my sweet spot.
“You want more, don’t you, boy?”
“Yes. Yes, please.” I’m not sure I even knew what I was saying at this point. He’d already taken me further than most men I’d played with, and we’d hardly done anything. I was sure there was a puddle of precum under me, and my dick was ready to go off at the slightest touch.
He pushed in deeper, and his pinky slid into me too, intensifying the stretch. “Oh, fuck. I… Fuck.”
“You can take it, boy, just relax.”
I could. I’d had that much before, but he was flexing his fingers and rotating them, screwing into me. It was so good, even though it burned like fire. Then he hit that spot, and I cried out. Half whine, half scream. I sounded like an animal, a very desperate animal. The embarrassment of it only made me harder.
“Oh, fuck. You do like that.” He added more lube and kept working me, trying to open up his fingers even as my ass clamped down on them.
“Jesus. Fuck. I… I need.”
“Hush, baby.” He rubbed my back as he kept going. I felt like I was being split in two, but God help me, I wanted more. I wanted to hurt.
“Have you ever been fisted?”
Heat filled my face. “No.”
“You’ve thought about it, though.”
So much. “Yes, Daddy.”
He pushed in just a bit farther, and I felt his thumb brush against me. I tensed. Was he? “I don’t—”
He pulled back. “Easy. It’s okay. I would never try that the first night with anyone. Or the second. But it’s something to think about.”
“Yes.” The word was a whisper, but I thought he’d heard it.
Then it hit me. Was he saying he wanted to see me again? And maybe again after that?
I started to panic, but he pushed back in. “You can fantasize about it now, though, about me pushing deeper, stretching you beyond what you think you can take, making you hurt while you beg for more, for my whole arm up your ass.”
Jesus Christ. That shouldn’t be so hot. I’d thought I was right on the edge before, but when he flexed his fingers, I nearly came.
“Don’t you dare.” How did he know?
He pressed against my prostate then. Fuck, he was merciless. I fought the need to spill, to just let go. Then slowly, so slowly, he pulled his fingers from my ass. “That’s good, boy. Very good.”
I was panting. Ready to beg, ready to do anything to have more. “Daddy, please.”
“What do you need, boy?”
“You.” I wasn’t sure I had the capacity to say more. He’d nearly wrecked me.
“I’m right here.”
“Your cock… Inside me… I need. So empty now.”
He pulled my ass cheeks apart. “Mmm, yes. You’re wide open for me. I’m going to slide right into your ass.”
“Please, Daddy. Fuck me.”
“Or… maybe I’ll just jerk off and let my spunk fall right into your open hole.”
“No, please. I’ll be good. I’ll do whatever you want.”
He chuckled, a low, evil sound that made my cock jump. My balls were so tight I didn’t know how I’d keep from coming as soon as he entered me.
He dragged his slick fingers over my taint, and I stiffened. If he touched my cock… He cupped my balls and squeezed, not hard enough to really hurt, but there was an edge of pain. I help my breath, not knowing what he wanted from me. He rolled my balls in his hand and then tugged.
I whined, a desperate sound.
“I love the noises you make, boy. Don’t you dare hold any of them back.”
“Please.” I wasn’t sure of what I was asking for anymore.
“You’re just as delicious as I thought you’d be.” He let go of my sac and circled my entrance with the tip of a finger.
If he didn’t fuck me I was going to lose my mind.
“Head down.”
I rested my head on my folded arms and heard the sound of a condom wrapper tearing. I looked under my arm and saw that he hadn’t bothered to undress. He’d just opened his pants and pulled his cock out. Damn, that was hot.
When Daddy caught me peeking, he reached under me and wrapped a hand around my cock.
“Don’t come.” My body went rigid when he stroked. I was too close—this was impossible. I didn’t want to come, I wanted to please him. I had to.
Finally, he let me go.
“Breathe, boy,” he ordered, laying a hand at the base of my spine.
I did, but my breaths were ragged. My whole body quaked with need.
“I’m proud of you, boy. That wasn’t easy, was it?”
“No, Daddy.”
“If you obey me, you won’t have to suffer anymore.”
But I would. Because once he started fucking me, I wasn’t going to be able to hold back.
“Boy?”
“Yes, Daddy?”
“I’m going to put a cock ring on you now, because I want to fuck you hard and deep for a good long time.”
I exhaled, so relieved. “Thank you, Daddy.”
His hand gripped me again. I expected him to tease me, but he snapped the ring in place without touching me more than necessary.
“Thank you.” The words came out like an exhale.
“You’re welcome, boy. I’m here to take care of you, remember that.”
“Yes, Daddy. I need that. I need someone to take care of me.” And I did. I wasn’t just role-playing now. I needed this badly. Tears stung my eyes as he brushed my ass with the tip of his cock.
“Don’t hold back anything you’re feeling, boy. I want all of you, all your emotions, okay?”
“I…” I made a choked sound. I was going to cry. I couldn’t hold it back.
“You don’t have to be embarrassed with me, boy. I’ll take you where you need to go.”
I believed him. I didn’t even really know him, but I believed him. Somehow he knew what I needed.
He pushed into me, not stopping until he was fully seated. It felt so good to be full of him, so like home.
“Feel that, boy? That’s me claiming you, owning you. You like being Daddy’s boy?”
“Yes. Oh, God, yes. Please.”
He pulled out and then drove back in so hard, I slid along the mattress.
“More,” I cried, and he gave it to me, slamming his hips against my ass. I bit my lip as tears ran down my cheeks.
“Boy, I told you not to hold back anything.”
I sobbed then, letting it all out as he fucked me relentlessly, just like he’d promised. I cried and moaned and spoke nonsense until the world around us faded. There was just Daddy and his cock and my need. I was so close. If I hadn’t had the ring I would’ve come already, disgracing myself.
“So good. Such a good boy.” He petted me, and I pushed into his touch.
A few seconds later, he pulled all the way out.
“No!” I shouted before I could stop myself.
“Turn over, boy,” he said, his voice soothing. He seemed to know how far gone I was, how little control I had left.
I flopped onto my back and looked up into his dark eyes.
His cock bobbed in front of him, thick and red. I wanted it in my mouth. I wanted to worship it.
He reached down and removed the ring from my cock.
“Jerk yourself off while I watch.”
My hand was around my dick before he finished speaking. I gasped as I slid my hand along my length. I was so hard it hurt.
“Eyes on me.”
“Yes, Daddy.” I met his gaze, and it was so intense, like he could see into me. But I’d already sobbed like a child as he’d fucked me, what else could he see that was worse than that?
I worked my cock, tightening my grip. I cried out, mouth dropping open as I shot so hard, cum hit my chin. My orgasm went on and on until I thought there couldn’t be anything left. Then Daddy took his cock in his hand, and my body jerked once more.
“I want to see you covered in my cum, boy.”
“Yes, please. I love that. Come on me.”
He worked himself, and I lifted my legs so he could move closer. He growled as he stroked himself, and then, with a roar, he came. His release splashed on top of mine, and I wanted to rub it into my skin. I wanted to wear his mark, his scent. I was so fucked up over this man.
He collapsed on top of me when he finished. I wrapped my legs around him and slid my fingers into his sweat-damp hair. Then I closed my eyes and sank into the floor, wanting to hold onto this moment for as long as I could. Because no matter what he’d said in the heat of the moment, I was sure once he came to his senses, I’d be out the door headed home.