Rya placed the box on her front porch and brushed her hands down her jeans as she stood up.

"How much do you have in there?" I narrowed my eyes. It was a rather large box.

"All the DVDs, magazines, and books to sell out as fast as Fifty Shades of Grey. I was waiting at the door all morning for the deliveries in case my mom picked them up instead."

I laughed and picked the box up. Jesus, did she have bricks in here too?

Rya folded her arms to wrap the cardigan tighter around her to protect from the cold breeze. She nodded down to the box. "Do you have any idea what you're going to start with?"

What was I going to start with? Stupidly, I hadn't faced the question yet. Last night was filled with fantasies of ruining Leah Kingston's life. I still was heated over that, but I had a plan. Well, kind of. I just needed certain things and certain people to cooperate.

"I don't know. I'll see what interests him first."

Rya clicked her tongue and nodded. She looked as if she had something else on her mind but was holding it back for my sake. I pretended not to notice and grabbed my car keys from my pocket.

"Thank again – for this."

"No problem, my little sex demon. Now go and rock this poor boy's world – or dick, I should say if we're speaking technically."

Laughing and giving her the finger, I walked back to my car, stuffing the box in the trunk and made my way round to Roman's.

❦❤︎❦

There were no cars in the driveway which meant both of his parents must've been busy and I hoped that meant his sister too. I carried the box up the steps to the porch. It was sealed shut so no one could see inside, and I thanked Rya for that because I could imagine what the neighbours would think of some random girl carrying basically a sex box to a home alone Roman.

They'd only be assuming the truth.

Not now.

Knocking on the door three times, I waited patiently, playing with the ends of my ponytail until footsteps came my way and a familiar, tall figure opened the door.

"Sienna?" he was completely dumbfounded. "What are you –"

"What? You thought skipping out on Friday meant there was no today? Nuh-uh, nerd boy." I pushed past him and placed the box on the coffee table in the living room.

Roman stood shocked in the doorway, not knowing what to say or do. "W-What are you doing here?"

"I told you. We have a deal." I huffed and placed my hands on my hips. "Now are you going to shut the door or do your neighbours want in as well?"

Roman closed the door as soon as I raised a brow. He fumbled with his hands as he stepped into the living room, the nervous gulp he took didn't go unnoticed.

"I j-just thought that..."

"Because I gave you your first o rgasm, I didn't want to see you either? Roman, I've given tonnes of boys o rgasms, you're not different. It's only because it was your first that you –"

"How did you know it was my first?" he cut me off awkwardly. Oh please.

"Oh please, you acted like your dick was shooting radioactive poison." His face went bright red, and I could tell he felt uncomfortable being reminded of that whole incident. "You do know that it's normal, right?"

He stayed silent and rubbed the back of his neck with his hand, staring intensely at the floor in order to avoid my gaze. "Y-Yeah. I just didn't expect it to be like... that."

I cocked my head to the side and narrowed my eyes, "What d'you mean 'like that'?"

"I mean," he coughed, "S-So intense, and... quick, a-and mess...messy."

My heart somehow hurt for him. The poor boy. Hadn't anyone really taught him about anything? I couldn't imagine not knowing a single thing and then, BAM, it happens, and you're left with so many questions and confusion it scares you. Thinking back on it, I should have reacted better or at least stayed to explain it all to him.

"Look." I sighed and ran a hand over the top of my ponytail. "I should have stayed and explained it all to you. I just assumed that it'd happened to you before and..."

"I told you that I am a virgin. How was it supposed to have happen before?" oh dear god.

"I thought you would have jerked off before, Roman." I explained, biting the bullet and witnessed his face get even redder. "But you obviously haven't. I should have thought about that first."

"I-I... yeah." He kept looking down at the floor.

I furrowed my brows. "Have you?" it felt like he wanted to say more but was withholding it for some reason.

Roman looked back up at me, his hands awkwardly stuffed in his pockets. "No... No." he shook his head certain. "I'm just..." he wanted to say more but, whatever it was, embarrassed him as he brushed it away.

"I'm not going to judge you, Roman. You're literally seeing my dumb side with this agreement so please don't be afraid for me to see your innocent. I'd never judge." The boy had enough blackmail in tutoring me for me to never run and tell everyone about his extreme inexperience. And I wouldn't do that anyways. The only person I told was Rya because she was helping me.

"I'm kind of... scared to." Woah. I didn't expect... that. I made my wonder why. Why was he scared to do such a thing that is so normalized and talked about with boys? Although, Roman didn't have many friends so who would he talk about it with? And I didn't know what his relationship with his dad was like.

"Scared." I repeated slowly.

He chuckled nervously and rubbed the back of his neck. "I-I don't really know how to do it – I mean, I know how but just not... I don't know." He sighed frustratedly and looked away.

I was glad he had told me because I was sure it was personal for him to share but it meant we could work on so much more. This wasn't just turning Roman into a sex god, but it was helping him get comfortable with the idea of sex.

"It's okay." I assured. "That's why I'm here to help." His eyes shot to mine in confusion. I smiled softly to let him know it genuinely was okay before I opened the box Rya gave me and saw all the contents inside.

Jesus, this girl went all out. There were about six different books with a stack of ten DVDs, and a few stray magazines. I also noticed a box of condoms and tub of Vaseline. Thanks, Rya, I mentally rolled my eyes at her.

Roman stepped closer to the coffee table and peered over the top of the box. His eyes practically popped out of his head as he saw what was inside, and his mouth gaped.

Just as he was about to say something, I interjected. "Before you ask, I didn't put this box together." I held my hands up in defence.

"Who did?"

"Rya." I explained. Roman titled his head to the side.

"Rya McCoy?"

"Yeah, she's basically my partner in crime so she's been helping me. That's okay, right?" I added the last bit quickly.

Roman shrugged with a small nod, "I never really disliked her, and I guess as long as she's not telling anyone."

"She isn't." I assured.

I opened the box more and started to take the stuff out.

"What... w-what am I supposed to do with this?" oh, sweet boy.

I skimmed through the books until my eyes landed on a specific one. It was a book of fifteen chapters and each chapter was its own individual erotic story. It had both female and male perspectives. That was a good one to start off with.

"This is all for you to get you more comfortable with sex and your own pleasure. It'll also help you learn more about female pleasure too." I found a magazine with half-naked women on. It wasn't too erotic meaning it wouldn't freak him out too much.

"And how is it going to help?"

I looked on the back of the DVDs to see what was listed. Solo male pleasure, solo female pleasure, missionary male on female, one read. That would work fine enough. I placed the three items I chose onto the table and looked at him.

"This is what's happening today." I declared. "You are going to go upstairs and take these with you." I pushed the pile forward. "You can skim through the magazine, read a bit of the book, and watch the DVD. You don't have to do all of everything but it's going to get you more comfortable. Take your time and then come down when it's over."

Come down.

Not now, dude.

"And am I going on my own?"

"Yes." I would be easier for Roman to get more comfortable if it were just himself to worrying about. Having someone there would distract him and pressurise what he did. He needed to be okay with himself first before being okay with someone else.

"O-Okay." He stuttered. Hesitantly, he reached down to take the items and began to stumble up to his room. When he was gone and I heard his door shut, I let out a huge, heavy sigh and placed a hand on my hip.

"Right." I muttered to myself. I decided to search through the rest of the box a sort them into categories. Vanilla, hot, and spicy. I reminded myself to ask Rya where she got half of these things from because I hadn't even been exposed to some. Five guys, one girl. I only had three holes? How could five be possible? This girl, I swear.

I got bored after ten minutes and decided to be nosy. I hadn't actually seen a lot of Roman's house and so I decided to explore.

There were tonnes of picture frames around the house, several on the cabinet in the hallway and on the top of the mantle. Lots of pictures of a young Roman winning Science Fairs, Spelling Bees and Mathlete competitions, but there were others of him being more of a kid too.

His family must have gone on lots of vacations because they went to the beach a lot. There was him as a child making sandcastles with another little girl, her light, strawberry blonde hair, differing from Roman's dirty blonde, was tied into pigtails and she wore and bright pink and blue swimsuit. That must have been his younger sister. There were other ones of them playing in the ocean, jumping off of a boat, playing chess in a hotel room. She must be extremely smart like him too.

How old was his sister again? Fifteen? She must have been in high school but yet I've seen no girl like her speak to Roman or no girl like her around end of. Maybe she went to a different school?

I traced my finger across the dusty mantle and noticed a picture of what must've been his father. A tall, broad, muscular man in military uniform. A little Roman was on his shoulders and his litter sister was in his arms. A woman stood next to him who looked somewhat familiar. Her hair matched Roman's sister's and she kissed her husband's cheek. That was his mother.

They looked like the perfect, all-American family.

On one of the shelves by the mantle I spotted a brown photo album.

Don't do it, Sienna. It's weird.

I was teaching an eighteen-year-old boy to masturbate. Can't get any weirder than that, right?

I flipped open the book and sat back down on the couch. The first picture was of a baby Roman and, oh my god, was he adorable. Tonnes and tonnes of new-born photos flooded the pages.

I never had new-born photos. There weren't many photos of me as a baby. I didn't blame my parents for it though. I was probably an ugly baby anyways.

I lost track of time as I flipped the way through up till recent events. A picture of Roman's sister stared back at me. She wore a large blue hoodie, white beret, and glittery eyeshadow. I couldn't tell the location she was in, but it was by a vast window looking out onto the city, and there was no date beside the picture either. Only the name 'Skye' with a heart at the end.

"What are you doing?" a voice suddenly made me jump and I slammed the book shut, looking up to see Roman. But he looked different.

"Why is your hair wet?" I asked. His shoulder length hair was tied back into a man bun and sopping wet, so it looked more brunette, he only wore a pair of old green sweatpants with un-washable food stains on them and a grey hoodie that had some weird science reference on it. His glasses were skewed as he looked down at me.

He looked so... different.

"I took a shower." He responded.

"Oh." A cold shower, I assumed. "Didn't you –" he's never masturbated before, Sienna. I mentally reminded myself.

"What are you doing?" he asked me again.

"I-I..." dammit. I was caught snooping. Way to go, Sienna. "Is this your sister?" I hastily changed subject. I reopened the book to the exact page I was looking at before.

"Why d'you want to know?" Roman crossed his arms. He suddenly looked intimidating.

"I... she's pretty." I looked away. "Does she go to our school? I've never seen her there."

"She goes to a school near the city. It's a private school."

"Oh." I clicked my tongue and shut the book. Why did I do this again? For some reason, I wanted to know more about Roman and I couldn't understand it. He was a guy a lot of people didn't know about and yet, here I was, in his house, getting up close and personal with him and I still hadn't learnt much. Maybe it wasn't Roman not having friends that made him a mystery. Maybe it was Roman himself that purposely did that.

"So... how was it?" I nodded my head at the stairs to signify what he just did.

Roman's face went bright red again and he rubbed the back of his neck. "It was... e-enlightening." He struggled to get out.

"Enlightening?" I raised a brow. He nodded quickly and awkwardly stuffed his hands in his pockets. I looked over at the clock and realised it had been just over an hour since I arrived. Well damn.

"A-Are we going to do this again?" Roman then asked nervously but the slight anticipation in his tone didn't slip past my senses.

"Sure." I said. "We can do the same tomorrow."

"Cool." Roman nodded. I grabbed my bag and looked back at the box.

"You might want to hide that, you know." I cringed a little. I could imagine the look on Roman's family's face when they walked back into the house to see a sex box on their nice coffee table.

"Yeah." He chuckled. "I will."

I nodded a goodbye before heading out the door and to my car without saying another word.

Progress. That's what this whole thing was about with Roman. Progress.

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