“Are you here with your parents?” He asked me.
I nodded. “Yeah, but I…I have my own room.” Seriously, what was wrong with me? Why the hell did I just blurt that out to some guy I barely knew? I wasn’t thinking straight, if at all. I could barely breathe, I was shaking, and I felt so damn hot I knew I must have been sweating.
Kyle leaned in closer to me, his lips just inches from my ear. “I bet your parent’s room is pretty close to yours though, right?”
“Umm…yeah, it’s right across the hall, on the second floor.”
“Hmm, see, that’s too inconvenient; mines on the first floor, at the end of corridor.” He gave my thigh a little squeeze and I shivered. He stood up and offered me his hand again, but this time it wasn’t to shake, he was inviting me to go with him.
“You’ve never done anything like this before, have you?” He asked me.
“Well…I …um…” I felt panicky all of a sudden. What should I say? Answer honestly? I’ve been with one person, and that was a girl. What would he think if I told him that as far as being with men, I was still a virgin? I worried he’d kick me out of his room, or laugh at me. I didn’t want to lie though. If things progressed, he’d definitely know. I turned my face away from him and looked down at the floor. I closed my eyes and sucked in a deep breath then exhaled slowly. “No. I like guys…” I stammered, “But, I’ve never been with one.”
I cringed and waited for the onslaught of mocking insults, harsh words, or the inevitable…him kicking me out. But, to my surprise, he only laughed softly, and then grasping my chin in his hand he gently lifted my head and brought my face closer to his. “Open your eyes.” He whispered. “Don’t shy away from me.”
I did as I was told and opened them. Our eyes locked and I instantly felt a sense of calm wash over me. He was smiling at me, but not in a mocking or pitiful way. It was a kind, understanding smile. “You really are adorable.” He said in hushed tones. He moved his hand around to the back of my neck, slipping his fingers beneath my hair as he titled my head backwards.
“Don’t do that.” He touched my cheek and brought my head around so that I was looking straight up at him again. “I want to see your eyes.” My heart skipped a beat. He put his hands under my knees and brought them up again only this time pushing my hips up a little farther. He pulled me closer, lifted my right leg up onto his shoulder while holding my left leg under the knee. He spit on his two fingers and then inserted them in my ass again and started fingering me. I groaned and closed my eyes. It felt strange but not in a bad way and the more he did it, the better it felt.
“You’re so tight.” He explained. “And, unfortunately, I don’t have any lube with me.”
I understood then what he was doing. All of a sudden I was overcome by intense fear. The first thing that popped into my mind was, ‘Shit, THIS IS GOING TO HURT!’ I tensed up and took in a deep breath and held it.
“Just relax.” He told me. His voice was soft and soothing as if he were talking to an injured animal. “Just stay calm and try to relax your muscles. It’s not going to be as bad as you think, and it will start to feel good, trust me, I’ve done it both ways.”
I nodded and did as he said, though trying to relax and stay calm was harder than I thought. I yelped the second he started to push inside of me. The head of his cock felt enormous. It felt so weird but I didn’t want him to stop. I kept telling myself, ‘It’s okay, you can do this.’ He moved pretty slow at first, giving me time to get used to each inch that he inserted before pushing in deeper, but my first thought of ‘it’s going to hurt’ was a fucking understatement. It hurt like hell.
Kyle had a pretty average sized dick. It wasn’t small, but it also wasn’t porn star huge. By the time he had the entire thing in me though, it felt like I had just been plugged by the jolly green giant. He did take his time with me and had immeasurable patience, for which I was very grateful. He was also extremely concerned about how I felt, was it too much, and wanting to make sure I was enjoying it. At first I felt a sensation like a slow burn moving from my ass into my pelvic region as his cock was slowly stretching me out. It wasn’t an entirely bad feeling though and once I allowed myself to really relax, the discomfort started to ebb away. Kyle was able to move his hips back and forth now, though slowly at first, pulling himself part of the way out and then driving it back in again. His cock filled me up again and again, each thrust becoming easier than the last. “That’s it.” He hummed as he fucked me. He began to build momentum and I suddenly found myself thinking past the pain to the completely euphoric feeling that began to crash over me. I began to moan and whimper, and before I even realized it I was begging him to go faster.
Complete story is available HERE