“Mm. Yeah.”
I played with her clit some more, coating the head of my cock in her juices before I pumped my length three times. Then I aimed the swollen tip at her entrance. I needed to make sure one more time before I moved any further.
“You really want this, honey?” I asked, using my free hand to softly grasp her chin again. “You really want me like this?”
“I want it so bad,” she whined. “Please. I’m ready… So ready for you… I keep thinking about it… Please, please, please.”
“Alright, baby.” I pecked her lips. “Gonna give it to you now. Gonna push into you nice and slow, but you tell me if it hurts, alright? All you gotta do is say the word, and I’ll stop straight away. I promise. Okay?”
“Okay.” She smiled, her shaky hands landing on my shoulders.
Holly wanted the fairytale. She had probably imagined her first time a million times before, and I was certain most of those fantasies never involved me. I bet she mapped it all out in her head: the soft music and the candles and the rose petals, all that romantic stuff. Fuck, I should have brought candles with me. Should have kept a stock in my car the second she told me she wanted to be mine.
I knew I was far from Prince Charming, but I could make it good for her, make it special. All soft and slow and gentle. Make it a night she remembered with a happy sigh instead of even the tiniest bit of regret. Maybe I couldn’t give her the fairytale she’d always dreamt of, but I’d still treat her with careful hands.
I kept my eyes on her as I began to move slowly. Very, very slow. I didn’t wanna hurt her. Not only was it her first time ever, but it was her first time ever with a thick, long cock.
Holly didn’t even blink as I pressed my tip to her entrance. All she did was let out a pretty gasp. It was a sound I wanted to remember forever. Then I moved. Just a tiny bit. She gasped some more, holding my shoulders tighter.
“You okay?” I asked quickly.
“Mm.” She nodded. “Yeah. Just… I’m okay. Please don’t stop.”
Sucking in a sharp breath, I complied. I pushed into her just a little more, being so cautious with her. She was so fucking tight. I wanted to sink into her, wanted to make her mine. But I could fuck her another day. She wanted me tomake loveto her. She wanted it sweet and gentle and slow and I was more than happy to take her like that.
But it was with one more push of my cock into her that I felt it. That soft, little barrier that confirmed what was already known about Holly Sutton. She was a virgin.
I had to pause then. I had to make sure Holly was ready for whatever was about to happen next. I didn’t know what it would be like for her, but if she was about to experience any kind of pain, all I wanted to do was take that away from her.
“Tell me if it hurts, Holly,” I whispered before pecking her lips. “Tell me and I’ll stop.”
I stared at her, watching her as she nodded, and that was when I thrusted in just an inch or two more. She gasped and snapped her eyes shut, my tip pressing through that delicate wall. She whined a second later and I instantly winced, wanting to pull out of her, wanting to do anything but make her feel even a second of pain.
“I’ll stop,” I said quickly.
“Mm, no. Don’t. It’s okay. I’m okay.” She took in a shaky breath, her pretty eyes slowly opening. “Promise.”
“You sure?”
“Please don’t stop.”
Nodding at her once, I kept brushing my thumb along her pouty lip, giving her a few more inches of my cock. She still wasn’t taking all of me yet. We could save that for another night. I didn’t think she was ready for all seven and a half inches of me. I was fine with waiting.
“How does that feel, baby?” I asked.
“Mm,” was all she let out. She buried her face in my neck, arms wrapping around me tightly.
I couldn’t see her face, couldn’t see if she was still in pain or not.
“Princess, talk to me. Tell me how you’re feeling,” I murmured. “You need me to stop?”
“You… You’re so big… Hurts… Hurts a little…”
My heart ached. I lowered a hand, ready to slowly pull my cock out of her, but I felt Holly’s hand on top of mine. She looked at me, her eyes big and gorgeous and slightly glossy. Fuck, was she crying?
“Holly, I’m sorry. I’m gonna stop,” I insisted.
“Please don’t.” She pouted. “Please. It’s okay. I promise. I wanna do this with you. I want my first time and every other time to be with you, and just you. I don’t want anyone else. I just wanna feel you like this every day. Please. I just want you to make love to me.”