Looking up at him, I saw love and lust in his eyes. I circled the bulge in his underwear with a finger and grasped his length. He let out a small sigh as I started to palm him. Bringing my mouth closer, I kissed the top and fiddled with the elastic lining of his boxers, teasing him. Ian decided to take matters into his own hands by tugging them down, almost impatiently, and promptly throwing them across the room, and standing on his knees in front of me.
'Sorry, i just couldn't stand you teasing me.' He grinned sheepishly, running a hand through his hair before kissing me again and abruptly my dick, surprising me. He gave me a squeeze and I could feel him smile on my lips.
'You're being surprisingly forward for someone who's never done this before.'
'I'm just feeling adventurous. Is it bad?'
'I admit, I kinda like it. But right now, it's my job to please you, not the other way around.' I smiled teasingly and shoved him back down on the pillows. He landed with a soft plop and I continued. 'So let me take care of you, or I might have to get a bit rough.' Looking down, I fully took in the sight of Ian's naked body, finally splayed out in front of me. I noticed that he was blushing profusely, and the sight of his red face combined with the way he was clutching at the sheets only made me harder. He was looking away coyly, almost like he wasn't just grabbing my dick. He's so cute when he's flustered, I thought, and decided to tell him. 'Hey.' He looked up at me. 'You're cute when you're nervous.' He blushed harder and propped himself up on his forearms. I bent down to wrap my hand around his length, pushing lightly with my thumb, rubbing the pre-come around.
I started to pump, and Ian continued to let out small moans and gasps as I steadily picked up speed.
'Please...' He moaned quietly, almost a whimper, begging me to pleasure him with my mouth.
'You're going to have to sit up babe. In fact, sit on the edge of the bed. I'll get on the floor.' He obeyed and sat on the edge of the bed, propping himself up with his hands. Watching me with a heated gaze, he motioned for me to give him a kiss, and I did. Breaking away, he played with himself a bit. I got on my knees in front of him and licked from the base to the top, gently cupping his balls in my hand while the other hand gripped what I couldn't fit in my mouth. A shudder racked up his spine and a groan escaped his lips. I looked up at him and worked his shaft, twisting and sucking as he twitched under my mouth.
I cupped and played with his balls while stroking his cock and staring up at him as I moved back and forth. I felt a hand go to my hair and tug, making me work harder to please him. He pulled on my hair and I heard him whisper 'Wait..I...I don't want to cum yet.' He said with little gasps.
I stopped and pulled away, licking my lips. 'You're ready then?' I asked hungrily.
'Yeah. Yes I'm ready.' He said breathlessly, and I could feel his stare as I ripped open the condom and slipped it on. His eyes bore into mine as I turned around with the lube in hand. I wanted to make it as painless as possible, to only give him pleasure, but I knew better.
'It's going to hurt at first. So tell me if I'm hurting you, tell me if you can't take it and I'll stop. Okay?'
'Okay.'
He stood on the bed on his hands and knees. I stood over him and laid a hand on his back, dragging it down, I could feel him shiver. I am so ready for this, beyond ready, and I want to go faster, but that would hurt Ian. So I force myself to made painstakingly slow movements trying to get in the right position. With one hand, I played with myself and with the other I rubbed his entrance with my thumb. Still going slowly, I pushed one finger inside. As I pushed in another, I heard him whimper. I moved them in and out, turning his pain to pleasure and preparing him for my cock.
'Anthony...Please do it..now..' He was moving his hips back and forth, prompting me.
I rubbed his entrance with the head of my dick and pushed it in, grunting. He was really tight. I continued to push and felt his back arch. 'Does it hurt?'
'No..it's fine. Keep going.' He panted. Damn. He was so attractive like this. I continued pushing in until I could no longer give him any more. In and out, I moved slowly, smoothly while making Ian groan in pleasure. I could feel the beginnings of my orgasm and sped up, my thrusts rocking Ian's hips. I moaned out loud and gasped as I held onto his hips, bringing them back and forth towards me, gaining speed. 'Ian..I'm gonna..' I grunted and shut my eyes, coming into him, feeling him come too. I pulled out and collapsed beside him, as he did the same. I opened my eyes and saw him facing me, our panting becoming slower.
After about five minutes, he spoke. 'That was..amazing. You only hurt me a little bit, but I'll be okay.' He sighed. 'Whoo..wow.'
We cuddled until the night blanketed the world outside, and I got up to go to the bathroom. When I came back I saw Ian sleeping peacefully. I covered him with the blanket and kissed his forehead, climbing in next to him.
*Authors note: Jesus Christ I'm such a piece of shit I'm sorry for not updating earlier ;-;*
