“I know it will,” I said, turning my neck back to give him a quick glance. “I trust you.”
His hand squeezed my hip, and I felt the push of his cock near my hole. It already felt massive compared to his fingers, and it wasn’t going inside even slightly yet. My eyes fluttered closed again as I felt him begin to push inside me, and my whole body bloomed with heat as his cock head finally went past the tight ring.
“Oh my God,” I said.
It was nothing like his fingers. There was pain, yes. More pain. But the feeling of his cock pushing inside me was also more forgiving, too. Fuller, in a way that was already making my mouth water for more. If I could get used to the pain.
“Easy,” he said.
He pushed in just a tiny bit further and I could really tell how tight I was, now. I gasped a little and he froze in place.
“It’s okay,” I reassured him. “I’m okay. I think.”
“You’re okay,” he agreed.
“Fuck, that hurts. And it’s so good. All at the same time.”
“Right. The pain will go away, because I’m going to go slow.”
I hummed. “Not too slow, I hope.”
As if he wanted to prove a point, he pushed in just the slightest bit more and it immediately made me suck in a sharp breath of air again.
“Fucking snow in a hell handbasket, you’re big,” I blurted out.
“Snow in a hell handbasket,” he repeated. “I’ll remember that one.”
“Fuck off. Fuck you. Oh my God, your cock is impossible.”
I heard his low chuckle and I loved it, even though my whole body felt like it was on fire now. “I’m going to take all of that as a compliment.”
“A big compliment,” I agreed. “Very big. Way, way too fucking big.”
My skin was hot all over, now, too, and I pulled in air, calming down. I realized that any semblance of nervousness had been obliterated, now—I was feeling too much actual sensation to give a damn about overthinking anything again.
And that was bliss.
So what if I had to adjust to the size of my friend’s massive cock inside me? It was already way easier than second guessing, third guessing, and hundredth guessing my crush on him that had been building for weeks.
I hummed. “Okay. I’m getting used to it.”
“I’m almost in past the head,” he said. “That’s the hardest part, and then it’s all downhill from there. You with me?”
My own cock jumped as I heard him ask the simple question. I didn’t know why, but it felt good to hear him ask something so caring: are you with me?
I was with him, in every sense of the word. And that was the power I needed to summon to push through the last bit of pain.
“Give it to me,” I said.
“I’m going to.”
In another moment I squeezed my eyes shut and saw a brief flash of red as he sank deeper into me, with a moment of intensity followed by relief.
“That was the head,” I said, breathless.
He made a low sound like a growl and squeezed my hip. “You did it. And you feel really good, Sawyer,” he uttered. “I cannot wait to fuck you.”
I was filled with some primal need, now that he was inside me. I wanted more of that fullness. I wanted all of it inside me. And now that he was past the tip, the rest of it was just a slow, downhill journey, just like he had said. He stretched me out and I relaxed around him, breathing deep as he kept praising me, telling me how good I was doing.
When I felt the press of his thighs against my ass cheeks, it was its own reward.
“You’re inside me,” I said, my voice hoarse.
“Hottest fucking thing I have ever seen.”
If I thought the feeling was a reward, then Harlan saying that was a goddamned prize. I didn’t care if it was dumb or silly or if I was in a lust-fueled delirium, because it made me proud to turn him on this much.
And I was pretty sure it was the hottest thing I’d ever felt, too.
He slowly began to pump his dick inside me, and I finally felt like I was truly being fucked. His hands made their way down to my ass cheeks and spread them, and after I’d caught my breath, I moved back onto his cock. I wanted him to use me for his pleasure, but I also couldn’t help but start to thrust back onto him, asking for more.
“This okay?” he said, his voice low and raspy now too in a way that made my cock leak with more precum than it already had.
“Why don’t you fuck me harder and find out?”
That elicited a deep moan from him that only turned me on more. He took what I said and ran with it, shoving me forward a little on the bed and hitching his hands to the front of my hips to get a better angle.