10
Leo landed with a loud thud that, in any other circumstances, would make me feel concerned for the structural integrity of the couch. Right then, though, I didn’t care. I pushed him back so he was leaning against the arm of the couch.
I picked up his hand, massaging the back of it with both of my thumbs. I leaned down and kissed it very lightly. The back of his hand first, then his knuckles, fingers, and palm.
Leo exhaled slowly.
“Would it be okay if I kissed your neck?” I asked, echoing the words I’d said all those nights ago.
He nodded.
I kissed up his neck to the line of his jaw, which was surprisingly smooth. Had he shaved just before the date? I touched the side of his neck with my fingers and felt the rapid thudding of his pulse.
“Winnie?” he murmured.
“Yes?”
“Can you kiss my lips?”
I lowered my head and brushed my lips against his. Our lips touched chastely, and after a minute, I pulled back.
“I don’t know how to kiss,” he admitted.
“I can teach you,” I told him. “Part your lips a little.”
He obeyed, and we deepened our kiss. He was open-mouthed and panting as I nudged my tongue into his mouth, and his hands slid up and down my arms before resting on my waist, holding me tight like he was afraid I would disappear. When I pulled back to catch my breath, Leo’s pupils were dilated, and he was breathing hard.
It was nice. In the past, guys regarded kissing as a prelude to the main course of fucking, but right now, Leo was looking at me like I’d blown his mind.
“Winnie?” he whispered.
“Yeah?”
“Can we kiss in your bed?”
While his face didn’t betray any pain, he couldn’t have been comfortable, squished underneath me on my tiny couch, the hard arm of the couch digging into his back, his legs hanging off the edge.
I peeled off him, took his hand and led him to my bed. For a second, I cursed my past self for making such a mess of my room, and the fact I’d left half of my clothes on my bed covers, but it didn’t take me long to scoop up all the shirts and pants and shove them into my closet, before tugging Leo onto the bed with me.
He looked over my shoulder at the window. “Can you close the blinds?” he asked.
The window looked out at other apartments with their lights on, showing people sitting at their kitchen table or watching TV or folding laundry.
“No one will pay attention to us,” I said.
“They might.”
“Who cares if they see two people kissing?”
“I care,” Leo said quietly. “It’s private.”
I couldn’t argue with that, so I pulled the blind down, flicked the ceiling light off and turned on the lamp on my bedside table, which lit up half of Leo’s face, the other half washed in dark indigo.
“Do you want to lie down?” I asked.
He leaned back, his head resting on a pillow, and his legs sliding under the blanket. I did the same, ignoring the way my jeans dug uncomfortably into my hips.
Leo shuffled closer to me and kissed my lips. He was a little messy and his nose bumped mine a few times, but I didn’t mind. How could I when he was so eager?
“Am I doing a good job?” he asked after several minutes of kissing.
“Yes,” I breathed. I rolled onto my side to face him full-on, then winced.
“What?”
“It’s not you. It’s my jeans. They’re a bit tight. I think I ate too much at dinner.”
“You can take them off if you want,” he said.
I did want to. “I’ll change into my pyjama bottoms.” I stepped over him so I was standing on the floor. For a second, I considered changing in the bathroom, but we’d already kissed, and besides, this was my apartment. I unbuttoned my jeans and shimmied them down my legs. Thankfully, my shirt was long enough that I hope it covered my semi.
“Winnie?”
“Yeah?” I asked cautiously. Had he seen that I was half-hard?
“My pants are uncomfy, too. Would it be alright —”
“Oh, yeah, go ahead.”
Leo got out of bed, and I didn’t miss the way he moved unnaturally, so his back was to me at all times. He pushed his pants off, leaning over to untangle them from his ankles, giving me a perfect view of his backside.
My cock jumped in my boxer briefs. Get a hold of yourself.
He slipped back into bed, pulling the covers carefully over himself. I considered sticking to my original plan of grabbing some pyjama bottoms, but I didn’t want to make Leo feel weird for being the only one in his jocks. So, I crawled back into bed, extremely conscious of how I was clambering over him, and slipped into bed beside him. Leo moved closer and kissed me again, his hand resting on my waist. I touched him too, at first, very lightly on the back, but when he kissed me harder, I took that as an invitation to roam my hands over his shoulders, then his biceps, then his chest. I brushed a fingertip over one of his nipples until it hardened.
“Do you like that?” I whispered.
“It’s…weird.”
“Bad weird?”
He shook his head. “You can keep doing it.”
I moved closer so I could touch him more easily, and he sucked in a sharp breath.
“What’s wrong?” I asked.
He looked down at where my crotch brushed against his thigh. “You’re hard,” he said.
“Yeah, that’s what happens when I have a gorgeous boy in my bed,” I teased.
“I’m gorgeous?”
“Fishing for compliments, are we?”
He blushed.
“Aren’t you hard?” I asked. “If you’re not, I might take that as an insult.”
“I am,” he said quietly, in the same tone someone might use to say, “grandpa died.”
“Is that a bad thing?”
“It’s embarrassing,” he whispered.
“Why’s it embarrassing?”
“Because,” he lifted one shoulder in a shrug, “it just is. It’s like I can’t control myself.”
“It’s natural. Are you embarrassed when you get hard at home?”
“It depends on what I'm looking at.”
I waited.
“Most of the time, no,” he admitted. “But it’s like if my stomach grumbles when I’m alone. That’s not embarrassing, but it is when I’m with someone else…”
“It’s natural,” I told him. “It’s just something bodies do. There’s no reason to be ashamed of it.” I let my fingers drift down his front to his lower belly, and he sucked in his stomach with a sharp breath.
“Can I touch?” I asked.
He nodded very slowly.
I let my fingers drift down over the soft cotton of his jocks. Even through his underwear, I could feel the warmth emanating from him and his length pressed urgently against the fabric.
“I’m scared,” he whispered.
“Why?”
“I’ve never done this before.”
“Do you want me to stop?”
He shook his head.
“Do you like it?” I asked.
He nodded.
“Tell me,” I said.
I ran my fingertips gently up and down his length and felt the moist tip wetting the cotton. “You’re leaking already,” I murmured. “And you’re so hard. You’re enjoying this, aren’t you?”
He shut his eyes, nodding.
“Use your words, Leo,” I said.
This time, he shook his head. I let go of him, and his eyes snapped open, mouth wide as if he were about to complain.
“I’m serious,” I said. “I’ll only touch you if you tell me to.”
Hesitation came over his face, then faded away. “Please,” he whispered.
“Please, what?”
“Please…Winnie?”
I chuckled. “I meant, what do you want me to do?”
“Touch me.”
“Where?”
He shook one knee in irritation, but his cheeks turned scarlet. “Please touch my cock.”
“Do you want to take your jocks off?”
He scrambled to push them off so quickly that, in any other circumstances, I would’ve laughed at the cuteness, but now, I was distracted by the sight of him. His cock was so hard, laying almost flat against his lower belly, flushed head pointing at his belly button.
I carefully curled my fist around his length, and Leo made a noise. Despite his shyness, he was extremely responsive. Once I’d stroked off a guy who watched me like I was explaining how to file taxes. Leo’s eyes were wide and captivated like he was witnessing real-life magic.
“C-can you...”
I blinked innocently up at him. “Can I what?”
“Winnie, I hate you.” His cheeks were flushed.
“If you hate me, don’t ask me for favours.”
“It’s not a favour. You’re enjoying this too.”
“How are you so certain?” I tightened my grip. “Are you just that irresistible?”
Leo blushed. “N-no. You…” he gestured at the tent in my pants.
I bit down a smile. “What do you want me to do?”
“A little faster? Please?”
“Okay. Only because you’re cute when you use your manners.”
Leo began to form a response but abruptly trailed off when I upped the pace of my fist, causing the muscles in his thighs to quiver. It was so easy to please him. For a virgin, his body wasn’t reticent at all. In fact, he reacted to my touch like he’d been wanting this for years.
Now that I thought about it, he was the first virgin I’d ever been with. I didn’t just want to make him feel good — I wanted to blow his mind. I wanted him to see just how incredible sex could be until all of his shyness and embarrassment melted away, until the only thing that remained was pure pleasure.
“Hey,” I whispered.
He met my eyes, still so very dark and blown out.
“Do you want me to suck you off?”
His cock twitched in my grip, but he blinked rapidly like I’d started speaking another language. “O-oh. You don’t have to. Isn’t it…I don’t know…gross?”
“The thought of sucking your cock makes me painfully hard,” I told him. “It’s not gross.”
“But —”
“Trust me. I want to.”
His Adam’s apple bobbed. “You’re not going to bite it off, are you?”
“Of course not. At the risk of sounding like I’m bragging, I’m fairly proficient when it comes to giving head.”
I wondered if it would bother him, the reminder that I’d slept with lots of other guys before, but he didn’t blink. “So you can…deep-throat?”
“I can. Even something like this.” I lifted his heavy erection. “But, to be honest, it’s not as popular as you’d think.”
“You’re kidding.”
“I’m not. As soon as I learned how to deep throat, I quickly realised a lot of guys like it when you can’t swallow it all. It might be an ego thing, like, oh, you’re so big, it barely fits in my tiny wet mouth.” I grinned wickedly at the expression on Leo’s face. “So what’ll it be? Do you want me to deep-throat you, or do you want me to choke on your cock?”
He made a strangled noise. “I don’t want you to choke. I don’t want you to hurt yourself.”
“I won’t,” I promised. “Deep-throat it is.”
I didn’t go straight into swallowing him down, of course. First, I took my time licking the sensitive head, pressing my tongue against the slit, coaxing beads of pre-cum out.
Leo’s breathing sounded controlled, but his hands gripped the sheets on either side of him, his knuckles turning white.
I lapped at the frenulum and the length of the underside, then I started getting the rest of him wet and sloppy with saliva until his entire length was coated with clear liquid — a messy mix of spit and pre-cum. Finally, I slowly and carefully sank my mouth down the length of him, letting my jaw relax and adjust.
It was only when I had both hands on the side of his muscular thighs, fingers digging into his skin, with my nose pressed against his pubic hair, inhaling the clean, masculine scent of him, that Leo started moaning with abandon. He must’ve been so overwhelmed with the sensation that he forgot to be embarrassed.
“Oh no.” His voice was so breathy that if I weren’t occupied with sucking him, I’d have humped against the mattress at the sound of him. “Oh no, I’m gonna — fuck, I’m gonna —”
His cock began to pulse differently.
“Winnie,” he warned, voice broken.
I was about to tighten the seal of my lips around him because most guys liked to finish inside a hot mouth, but Leo was different to most guys — maybe he was shyer or more polite — because he pushed my shoulders back. He slipped out of my mouth with a lewd pop, the deep pink head bumping against my chin, before slapping his lower belly and painting his abdomen with cum.
The sight was, to be honest, glorious.
His cheeks were flushed, his perfect lips wide open as his entire body shuddered through his orgasm. Once he stopped shooting, I grabbed a handful of tissues from the box on my bedside table. Leo, seemingly back to Earth, took them from me and cleaned himself, his eyes still glazed.
I sat cross-legged on the bed. Leo gingerly pushed himself up so he was sitting against the headboard. “Thank you,” he said quietly.
“You don’t need to thank me. Was it okay?”
He nodded, bewildered. “I don’t think I’ve ever come so hard in my life.” His eyes fell on my lap, and I covered myself with a hand, using the heel of my palm to push my erection down so it wasn’t so desperately obvious.
“Do you want to…” he trailed off, his eyes skittering away.
“Do I want to what?” I asked.
“Put it in me?” he finished.
I stared at him.
“You said you were a top.” He sounded defensive.
“I am,” I said, “and I would love to. But not tonight.”
“Why not?”
“Because you just received your first blowjob, and while your mind was blown, bottoming is a lot less of a walk in the park. It’s not that I don’t want to, because I really do. You’re really hot.”
“Pretty?” he asked.
“Very pretty,” I said.
He smiled.
I was about to say, maybe another time, but stopped myself. There might not be another time. I had to be realistic. Yes, Leo had begged me to touch him, there was still a chance that tomorrow morning, he’d wake up and freak out.
“Okay,” Leo said, “but what about…” his eyes fell on my erection. “Do you want me to…” he made a hand motion that might’ve represented jerking me or sucking me or some combination of the both.
Of course Leo would offer, because it was the considerate thing to do, but his voice was shaky. Fair enough — I was terrified the first time I touched a dick, and that terror was only overshadowed by desire. Leo had cum, and his dick was softening. There’d be nothing to distract him from the fact he was touching a guy’s penis, and he’d be afraid or freaked out or even disgusted.
“Don’t worry about me,” I told him. “Do you want a shower?”
He nodded. “I’ll jump in super quickly.”
True to his word, Leo was only in the shower for a few minutes. I listened to the fall of water hit the tiles while I sat on the bed. By the time Leo came out, wrapped in a towel, my erection had mostly gone down, though I felt a flicker of interest at the sight of Leo wrapped in a towel — it was the first time I’d seen him without a shirt, and his upper body was mouth-wateringly built — but I distracted myself with providing him with a pair of worn shorts and a loose cotton t-shirt to wear as pyjamas.
When it was my turn to jump into the shower, I let the water run colder than usual. After a quick scrub down, I stepped out of the shower and changed into my pyjamas in the bathroom. I didn’t have a spare toothbrush for Leo, so he washed his mouth out with some toothpaste. I brushed my teeth beside him, and then we went to bed.
I fell asleep quickly. I was exhausted.