After we kissed, Connor visited more often and stayed the night a lot, taking a guest room and never entering my room uninvited.

My family just accepted he'd be there and stopped watching every second of us interacting.

And one day, they all went out of town for work, and it was just him and Me in the house.

And of course, our dumbass selves couldn't see the opportunity we were given.

"Want to raid the kitchen?"

"With the staff in there? No?" I snorted.

"I thought they had the day off?"

I shook my head, "they don't all get the same day off. There's still staff."

Connor nodded, half forgetting. When you grow up around a staff always working, you kinda forget they're working.

We were sitting in my room, lounging on my bed as I played the switch. Connor was hugging me from behind, watching me play with his head rested on my shoulder.

We still hadn't said we were dating, but we pretty much were.

"You really like Pokémon."

"Hey!" I exclaimed jokingly, "it's a fun game."

"Mmmhmmm."

I rolled my eyes and saved, setting it on the charging port, "do you want some attention?"

"Desperately."

We both giggled a bit at that as I turned in his armsC moving to sit on his lap. He supported my body against his and pressed kisses to my face.

I happily accepted them and pressed just as many kisses to his face.

It was warm and my heart felt full. Every second I spent with Connor made my heart full.

"You're blushing sweet cheeks, what's on your mind?"

My face felt hotter at that, "just thinking of how happy I am right now. I was worried I couldn't have this."

It was his turn to blush. He pulled me closer and nuzzled into my shoulder. It really was comfortable to be with him, to be held in his arms. Both of us were inexperienced dorks and that made me feel comfortable.

"Well, since my parents aren't home, want to fool around a bit?" I suggested. It was in a joking tone and everything, but he took it, flipping us over so I was laying on the bed, his body over mine.

"Do you want to?"

Did I? Well, I didn't, but now that he was over me?

"Yes." And I yanked him down to be as close as possible, sealing our lips together. I hooked my legs around his waist and grinder our pelvis's together.

He groaned into the kiss, pulling away just barely, "do you have lube or condoms?"

I nodded, fumbling towards my nightstand, still keeping my legs wrapped around him. I felt around the drawer, finding lube. No condoms since I have no sex life, but lube.

I threw the almost full bottle onto the sheets and started tugging off Connor's shirt. He helped me and then proceeded to take mine off.

"Do we even know how to do this?" Connor joked as he started shimmying off my pants.

I snorted, "no, but we'll try."

We laughed a bit as he moved my legs to take my pants and boxers off.

"You should take yours off too pretty boy."

He snorted at that himself, pulling off his pants and underwear.

We were both left to bare everything to the other. It was the most intimate we'd been.

Sure, Connor did you give a blowjob and a facial, but not only was that over a year ago, that didn't have the pretense of sex. It was just a one and done thing.

"You're beautiful. Genuinely Tim, you're the most beautiful and handsome guy I've ever met."

My heart bubbled at that, a smile worming onto my lips. "How'd I get so lucky with you?"

He joined our bodies again, the both of us sharing a few gentle kisses. I let him lead me as he pulled away, spreading my legs.

But, he glanced at me, "did you want to lead?" He asked.

"Maybe later, but not right now," I assured.

He nodded, smiling, "well if round two has the roles switches, I don't mind at all. Tell me if you want me to stop."

I nodded and he brought my legs up, choosing to leave a trail of kisses down both my thighs and calves.

"You can leave marks if you want," I said softly, watching him. His face burned bright red and he looked at me, giddy as hell.

"Really?"

With a laugh, I confirmed, "yes, really."

With my encouragement, he bit my thigh, sucking the skin and dragging his tongue over it, leaving a dark purple bruise. And he did this over and over again, leaving a trail from both my legs to the skin right by my ass.

I didn't mind, because the way his tongue felt on my skin was heavenly.

He smiled proudly at his work, keeping my legs spread apart as he grabbed the lube, squirting it on his fingers. He then looked at me, almost awkward.

"What am I supposed to do?"

I thought for a moment, "want me to demonstrate?"

"On me or you? Because I'm fine with either."

I giggled a bit at that, "let me try showing it on you so you can still have fun on me."

He nodded and dropped my legs, pulling me on him, not knowing where to put his hands.

"You know it's edible, right? This one at least. Bought it by accident not too long ago."

He looked at me curiously, snickering, licking his fingers. "Cherry?"

"Is it?"

He shrugged and I took his hand, licking a finger, to which he must've thought looked funny, cause he laughed.

"Huh, Cherry."

"Maybe next time, try peaches."

I snorted, "I wasn't trying to get flavored lube."

"Fair. So uh, how do we start?"

I felt heat rise across my body as I gently laid him back on my bed, spreading his legs.

He was... pretty flexible himself.

I grabbed the lube from him, and put some on my own fingers, spreading it around.

I would say that I only had minimal experience, but that would be a lie. After that door was open... it was too pleasurable to close.

So I may have looked up how to properly finger someone and find their prostate.

When my fingers were slick, I gently pulled his cheeks apart and circled a finger around his hole. He whimpered at the sensation. Gently, I pressed my finger in.

It was warm and velvety and felt different from when I did it myself. My finger felt like it was getting sucked in.

"Are you alright?" I asked.

Connor nodded, eyes closed, "it's just a bit uncomfortable."

"If you want to stop, be sure to tell me."

"Don't worry Tim, I will."

We both smiled at each other as I got my finger in to the first knuckle, gently pushing more inside. I let him adjust to the intrusion before moving my finger, searching for his little bundle of nerves that made me scream and would make him scream.

He painted heavily more and more, and it was age to assume I was close. I kept inching towards the pleasure button inside him until I scraped against a hard bundle of nerves. It was felt so clearly through the ring of muscle, and the way he groaned pitifully had my head feel dizzy.

"W-what was that?" He asked quietly.

"Your prostate. It's the Male g-spot."

He nodded, "hit it again."

So, I pressed harder into it, his legs squeezing around me instinctively.

I watched his face as it went to a shade I'd never seen on Connor's face before.

Was this how I looked?

I liked it.

I slipped in a second finger, still pushing and prodding with my index, until my middle finger joined the Frey, pushing and rocking against his prostate, spreading him out and making his see stars.

With my free hand, I brought it to his erection, wrapping my fingers around it and pumping it while I explored inside.

He nearly screamed, bringing a hand to his mouth to stop it. I pouted at him, "I wanna hear you scream. Just like you'd love to hear me."

His body shuddered, like my words just worked on him. He removed his hand, grasping the sheets above his head. His eyes looked misty already, and he looked adorable.

"Sweet cheeks, you're so good a-ah-! At this!" He mewled.

I slipped in a third finger before I even answered him, "I studied it quite a bit. Glad it came in handy." When all three fingers inside him pressed his prostate in time with a pump on his already leaking cock, he moaned so loudly I worried the staff would hear it.

"Tim! Tim~! Tiiiim!Please, p-please, I need you inside me, r-r-right now!" He sounded so needy, desperate, panting more heavily now, his breaths so loud in my quiet room.

"What about the plan to do me?" I joked as I slipped my fingers out.

He looked so dazed and I really liked how drool escaped the corners of his mouth. The tables had turned and i quite liked being the one to dominate Connor.

Connor grabbed onto me, "I'll top you later, but right now, please Tim, fuck me." And he smashed our lips together in a needy, sloppy and wet kiss.

I kissed back forcefully, coercing my tongue into his mouth and staking claim one the roof of every taste bud, every expanse of the wet cavern. He made sure I stayed close, whining into the kiss.

I pulled away and he clawed at me to keep me close.

"I have to line up to enter you," I informed softly.

With that, his hands relaxed and he nodded hurriedly, biting his lip.

To think mr confident would become a mess under me... god, it felt good.

I grabbed the lube again, pouring enough on my hand to thoroughly coat my dick. Which made me pause. "Connor, do you want me to cum inside or outside? We don't have any condoms."

Connor groaned at the thought of going raw his first time, "inside. You can help me clean it out later."

"I will." I pulled our pelvises close and spread his legs, "hold your legs babe."

Connor nodded again and gripped them, keeping his legs almost to his ears.

I lined myself up and gently pushed the tip in.

"Fuck!" He screeched, throwing his head back.

My eyes went wide and I looked at him, "are you alright? Does it hurt? Would you like me to stop?"

"I-I'm good. It just sti-stings a bit. I'll be good. Keep going."

Despite the reassurance, I gave him a minute to adjust. He felt tight, and he needed to relax. And he did, just enough for me to slowly push further in, letting the velvety tight, wet heat of his ass grip me and sucked me right in.

He groaned, reaching for me again. I got close as he gripped onto me, digging his nails into my shoulder blades.

"Relax sweetheart, it will be better soon."

He nodded, looking at me with a tired smile, "now wh-who's the cocky one?"

"Learned for the best." I pressed featherlight kisses to his face and forehead, cheeks, neck, anywhere I could reach as I finally got all the way in, sitting there and letting him adjust.

"Didn't expect I'd loose my virginity like this, but I'm glad," he admitted, still smiling."

"You still have your other virginity. And I'll gladly let you take both of mine."

"I already took one of them, thank you."

We both laughed a bit at that, smiling happily.

"I love you. Genuinely, I do," I admitted, sighing in content.

He pulled me even closer, "I love you too. I don't want to lose you ever again."

With a kiss pressed to his lips, i whispered,"You won't."

We shared another kiss before he whispered in my ear, "you can move, I'll tell you if we need to stop."

So I grabbed his hips and slowly pulled almost all the way out until my top caught on his holeC slowly pushing back in. I did this a few times so he'd feel better and more comfortable. I felt on the urge of bursting already, but I wanted him to feel good too.

So I listened to his cute little moans. They started off a bit strangled, but softened as he relaxed, so I went a bit tougher, rocking my hips with each thrust, getting louder gasps from him.

So, seeing as he was getting used to it, why not tease him a bit? So I gently rocked right against his prostate, just barely itching a scratch that he wanted me to reach so desperately.

His misty eyes silently begged me to stop fucking around.

"Stop teasing me!" He whined, and I simply smiled, pulling almost all the way out before roughly slamming into his prostate. "Fuck!" He screamed. "There! Right there! Tim~!"

I captured his lips and once again wrapped my hand around his erection, thrusting in time with my pumps on his still leaking member.

He was about to burst for sure.

So I pulled away to kiss up his neck, hearing his gasps and moan after every hit.

"Tim! I'm! Im close!"

"Me too babe, me too. You can cum."

He nodded, eyes clenching closed. I felt him tighten around me, and his erection gave a harsh throb before he let everything out, splattering cum across his chest, tightening up even more, my body felt like it was in overdrive, and I came. Filled him up with my cum and he shivered at the feeling, moaning loudly at the sensation.

I rode out the both of our orgasms, panting heavily as I finished.

Was I panting the entire time? I couldn't remember breathing while I was inside him.

I gently let go of his erection and waited a minute before pulling out, both of us wincing at the overstimulation.

I fell beside him and he curled into me, holding my at my waist. "You're next. That felt like heaven."

"I'm glad it felt good," I said softly, smiling.

He laughed very quietly, nuzzling into me a bit. "Just give me five minutes and I'll be ready to use what you just taught me."

"Five minutes? Alright."

So we rested there, and true to his words, after five minutes it was my turn, and he wrecked me as much as I wrecked him. We spent quite a lot of time in the shower, but fuck, I couldn't have been happier.