“That feels so good, baby boy. If you keep going, Daddy’s gonna come down your throat.” I brushed the hair back from his forehead and gripped it so his eyes moved up to meet mine. “Or if you’re ready, I can come in your bottom.”
His eyes went wide, and he pulled away. “Really? You finally want to make love to me?”
“Baby.” I knew the intent of his words, but it still felt like a stab to my heart that he thought I didn’t want to. I lifted him by his shoulders until he was on his feet and then lifted him again so he was wrapped around my torso as I let my jeans drop around my ankles and stepped out of them. “Of course I want to make love to you. Every day for the rest of my life. Sometimes twice.” I winked and kissed the tip of his nose. “I was just waiting for you to be ready, and now I think you are.”
“I am ready, Daddy. I’ve even been practicing.”
I choked on the air in my mouth and almost dropped him as I walked to his bedroom. “Practicing? What does that mean?”
“I watched a video on stretching. At night, I’ve been using my fingers to stretch myself out, but it doesn’t last very long. Every time I try it, I’m tight again.”
I held back a chuckle and smiled into the crook of his neck. “Yeah, it doesn’t last very long. Daddy will take care of it for you. But I’m happy to hear that you understand there will be some pain involved.”
“Oh, I do. But…” He looked up at me. “I think it’s a good kind of pain. I’m hard during that too. And when I put in three fingers, I usually ejaculate quickly, so I think my body likes it.”
Fuck, this boy was going to kill me.
“Daddy will make sure you do.” I was wholly focused on making his first time as pleasurable and pain-free as possible. That meant lots of lube and lots of careful stretching…
I took my time, kissing him in all his ticklish places to distract him as I slipped in one and then two fingers, spreading copious amounts of gel to make sure there wasn’t any tearing or pain that he didn’t like. But as he mentioned, Freddy was hard and leaking precome the entire time I worked him open.
By the time he was squirming enough that I thought he’d come in my arms, I was also hard and ready to slide inside him.
“You ready for Daddy to be inside you?” I leaned over him and pushed his thighs apart with my knees as I reached for the condom. I’d put them on a hundred times before, but this time was different. My hands shook, and I dropped the packet twice trying to open it like it was my first time ever.
Moments later, I was lined up to his opening and kissing him again as I pressed inside. He was so tight and sensitive as I slowly entered his virgin hole. “Tell me if you need a break, baby boy.”
He dug his fingers into my shoulders as he gasped. “It’s good, Daddy. More.”
I trusted he knew his limits, so I pushed all the way in, giving him my full length and holding there until I was sure he was okay to keep going.
“I’m almost gonna ejaculate, Daddy. My body likes the burning too much.” He curled his back and rocked to get some movement.
“I’ve got you, baby.” I leaned up and started rocking, pushing against him as he writhed beneath me. “Hold on for as long as you can and then you can come, baby. Daddy is right there with you.”
I would have been able to hold on much longer, but Freddy spread his knees wide open so he could curl up and then his fingers closed on my nipples, spraying milk onto his face and chest.
“Fuck, baby.” Seeing drops of my milk covering him was too much. I threw my head back and came into the condom, releasing the tension that had been building between us for weeks. And when Freddy came too, squeezing my cock tight like it was wrapped in his fist, I felt another tremor deep in my gut. “I think I’m in love.”
He leaned forward and bit down on my nipple, drawing another squirt of milk into his mouth as my whole body shivered from the spike of pain from his teeth. “I know I’m in love, Daddy. And I want you to do that again.”
“I will, baby. I promise.” I pulled out and removed the condom then rolled us both over so Freddy was lying on top of me. “Every day for as long as you want me.”
“Forever.” He grabbed my ears and pulled me toward him. “I want you forever.”
“That sounds like an excellent plan.” I grinned. “But first…”
“What, Daddy? We already did the most important first. What else could there be?”
“Ramen and dumplings.” I reached for his plump ass and squeezed his cheeks. “Then let’s get that diaper back on you. You look so delicious in it.”
He nodded his head. “Okay, but you’re literally delicious. Can I have some milk before dinner?”
I scooted up and guided his head over my chest to my nipple. “You can have Daddy’s milk anytime you want. Drink up, baby boy. We have a busy weekend ahead of us.”