A First Time Favour

Disclaimers: All characters in this story are over 18 years old, and any sexual activities are consensual by all parties. Although not mentioned in this story, safe sex practices are always encouraged (i.e. using a condom).

I knock on the door twice, my stomach tight with nerves. I knew what I was about to do might either end in my complete and utter humiliation, or it could finally change the one thing I had been desperate to change for so long.

My virginity status.

Let me explain. I am turning twenty-five next month, and have never had sex before. Hell, I've never even had a boyfriend, much less held hands or kissed or done anything else with anyone. But I was incredibly sexually frustrated and wanted to finally experience an orgasm that wasn't self-induced (kinda pathetic of me, I know).

All the orgasms I have ever achieved in my life are from using my fingers to rub my clit and never through penetration of any kind. Sometimes I curse my genetics for bestowing me with small hands, because my fingers could never reach that so-called "G-spot" that supposedly exists somewhere inside my vagina. Or maybe I was just doing it wrong, I don't know. And masturbation was getting frustrating when my walls always felt like they were trying so hard to clench against something when I came, but there was nothing inside for it to squeeze against.

I didn't want to live an entire quarter of a century without knowing what the pleasure of a penetration orgasm felt like. I was in my mid-twenties, the prime age to be out dating boys and getting laid and having the best sex of my life. Not a socially-anxious, sex-starved woman who was too afraid of commitment to consider being in a relationship.

I could just go to a club and pick up some stranger to do the deed with, but I didn't want my inexperience to come off as off-putting. So I just needed to find someone to help me with my first time, who understands that I have never done things before and who wouldn't mind because it would just be considered a favour. After that, I could go out and flaunt my newly-acquired skills and experience to any hot guy I wanted.

So here I was, standing outside the house of the one person I could think of asking to take my virginity with no strings attached. I gaze at the familiar wood panelling of my gay best friend, Jordan's front door as I waited for it to open.

But I wasn't here for Jordan. I knew that he was on a field trip that day and wouldn't be back until late. No - I was here for his older brother, Darian. He was three years older than us, and was the definition of a playboy. Several times when I came over to hang out with Jordan, I could hear Darian and his girl-toy of the month doing the nasty in his bedroom upstairs, bedframe banging steadily against the wall and low moans emitting through the closed door.

Jordan always groaned and apologised that I had to overhear that while ushering me out the door to leave them to their privacy. I never dared to admit to him that listening to the sounds secretly sent a thrill coursing through me and it made that spot between my thighs tingle. How could I? Tell my best friend that I found his older brother attractive, and might possibly want to have sex with him?

Yes, Darian was attractive by all definition of the word. He was almost a head and a half taller than me, and his face and body looked like they were sculpted by the gods themselves. Piercing blue eyes, black hair that sat messily atop his head that he had a habit of running his fingers through, a strong, chiselled jawline, and high cheekbones that were so sharp they looked like they could be used to spread butter.

And

oh Gods

, when he smirked, the dimple that peeked out of his cheek could send me to heaven. He did it often when I was around, gazing at me like I was his little brother's pesky girl friend who was fun to tease and play a game of how-many-times-can-I-make-her-blush with. He liked teasing me relentlessly whenever he saw me, with that dirty mouth of his that liked to make mortifying jokes about my purity.

Jordan was always around to protect me from Darian, however, so we had never spent more than a few moments alone together. Thank goodness for that - I always became a mumbling, shy mess around him, and that was embarrassing enough as it is. Good thing I had the foresight to drink a few glasses of liquid courage aka red wine before I came here today.

The door swung open abruptly, jolting me out of my whirling thoughts. I jumped slightly, taking a step backwards in alarm. Only I forgot that I was standing at the top of a small flight of steps, and that motion sent my foot stumbling off the top step and my arms swinging wildly to catch my balance. I could feel myself pitching backwards, eyes widening dramatically as they locked upon equally startled blue eyes. I squealed and squeezed my eyes shut, bracing for the impact of the fall.

Instead, a strong hand wrapped around one of my flailing forearms and tugged, hard. I was pulled forward sharply and crashed clumsily into a solid wall. No - it was Darian's chest. We stood there for a moment to regain our bearings, and I slowly became aware of the quickened heartbeats I could feel pounding under my cheek that was squashed against a hard, flat surface.

The only thing holding me up while my feet worked to find its footing again was a nicely muscled arm that had wrapped firmly around my back, sending warmth seeping through the thin shirt-dress I was wearing. I turned faintly pink as I realised the situation I was in. This wasn't making the best first impression - my clumsiness making an appearance that I would have loved to trade for some feminine confidence instead.

I pushed myself off Darian quickly - but that meant I had to press my palms against his chest. I became all too aware of the firmness beneath my fingers, and the thought crossed my mind about how much I would love to repeat the action but without the fabric of his shirt in the way.

"You finally falling for me, Ells?" Darian's face was painted with that stupid, handsome smirk of his again. He was leaning casually against the doorframe as he kept one arm slung around my waist to prevent me from collapsing in a heap onto the ground.

"Darian. Hi." Clearing my throat, I looked up at him and played it off. I was here to seduce him. But I couldn't let him know that right away, or he might turn me away without even letting me set a foot into the house. I needed to play my cards right if I wanted to get what I came for. I couldn't let him think that I was a silly, naïve girl who couldn't string a proper sentence together in his devastatingly alluring presence.

"I'm looking for Jordan?" I cocked my head and stared up at him, a faint smile tugging at my cheeks. No, I wasn't. But he didn't know that.

"He's not home. Didn't he tell you?" Darian arched an eyebrow at me, his closed expression difficult to read. There was a glint in his eyes that I couldn't place, but it sent a warm shiver racing down my spine. He was so gorgeous that I almost couldn't look away.

Play your cards right, Ellie

, I scolded myself harshly inside my head. Straightening my back, I pulled myself out of his hold and pushed past him into the house. I glanced at him over my shoulder, walking through the familiar corridor towards the living room.

"Oh I must have forgotten. It's okay, I'll wait for him here!" I made myself comfortable on their fancy white 3-seater sofa as Darian locked the front door and then trailed behind me.

"He won't be back until late though. Are you sure you want to spend a couple of hours here -" Darian's gaze intensified as he studied my face from where he was standing near the entrance of the living room "- alone with me?"

My heart leapt to my throat. Perfect - that was exactly what I wanted. "Yeah, that's fine with me. Is it fine with you?"

His eyes darkened as he slowly trailed them down my body, down to the hem of my dress that barely reached mid-thigh, down to my bare, shaved legs that was neatly crossed in front of me and then up again. He met my expectant stare. "Suit yourself. Although you might want to reconsider if you knew the things we could get up to without my nice little brother around to keep your dignity intact."

There it was again, that maddening smirk, directed at me with full force. He must know the lengths Jordan goes to shield me from his wild sex drive and sinful thoughts. My mouth suddenly went dry as carnal images filled my mind, and there it was again - that tingle at the apex between my legs.

I was definitely not as innocent as Darian assumed. I watch a borderline unhealthy amount of porn, and my sexual fantasies are so wild it would honestly probably impress him. But neither he nor his brother knew that, of course. Outwardly, I presented myself as someone innocent and pure because I simply never had the opportunity or guts to do otherwise. I get why it was easy for them to see me as this modest, vanilla woman who blushed easily at the thought of anything sexual and was probably saving myself for marriage or something.

The alcohol that I had consumed earlier was pumping strong in my veins, telling me to do something unexpected. I returned Darian's smirk easily, slowly uncrossing my right leg that was over my left leg. I purposely lifted my leg higher than I needed to so that the hem of my dress fell back slightly and shifted higher up my thighs, and stretched out my right foot to rest it on the coffee table in front of me. Then I did the same with my left. With my feet outstretched, I shifted to lean slightly back into the couch.

"Oh yeah, like what?"

I could feel the sexual energy radiating from Darian as his pupils dilated, from where he was standing across the room. His gaze turned almost predatory as he started moving slowly towards me. "Wanna come up to my bedroom and find out?"

Darian was trying to make me blush, trying to make me admit that I was uncomfortable being alone here with him. I knew that was what he was trying to do. But I wouldn't give him the response that he wanted. He wanted me to back down like the innocent girl that he presumed I was so that he could get a laugh out of making me flustered.

I met his stare evenly with a coy look on my face, stomping firmly down on the heat that was beginning to creep up my neck. "That could be fun. I mean, we do have a couple of hours to kill anyway, don't we?"

Darian barked out a laugh and stopped a few feet away from the couch. His lustful gaze turned into something more appraising, as if he was reminding himself that I was his younger brother's best friend and hence I was off-limits and he couldn't go too far with his teasing even if I was egging him on.

"Oh, Ellie, what do you think I do with girls in my bedroom? Play board games that involve making some strange noises?" Giving me one last once-over, his eyes lingering on the bare skin that was showing at the top of my thighs, he sighed and turned around, ready to walk away. "You should go home. Jordan won't be back until past midnight, it's a long wait."

My heart thudded in my chest as a slight panic crept in. No, I couldn't let him leave now. Not until I got what I came here for. "Wait!" I blurted out and stood up from the couch to face Darian.

Darian turned around to look at me, retort ready at the tip of his tongue at whatever I was about to say. But instead of saying anything, such as arguing about how he should let me stay, I steeled my gut and did something he would never have expected in a million years.

Meeting his gaze firmly, I reached my hands down to the hem of my dress and peeled it off my body in one fluid motion.

I could see the lust that instantly clouded Darian's vision as his eyes dropped down the length of my body, which was naked except for the underwear I was wearing. More specifically, naked except for the newly-bought lingerie that I had on.

It was a sheer, lacy red set that contrasted stunningly against my fair, smooth skin. The bra was woven with lace in a way that made it see-through in strategic spots. My nipples were slightly visible through the thin cups, and it had straps that crossed seductively across my ribcage and shoulders. The panties were equally revealing, showing enough that one could tell my pussy was freshly shaven but hiding the most important parts from view.

My eyes were fixated on Darian's face as I watched him trail his eyes over my body with his mouth agape and his pupils darker than I had ever seen before. Knowing that I was doing this to him made me feel confident, and powerful. I could tell that he was attracted to me, or at the very least, to my body. That was good - I wanted his attraction because I wanted him to want to have sex with me.

"Is this what you had in mind?"

Darian was speechless for a few moments before he forcibly tore his gaze from my body to meet my eyes. He looked like he was struggling to keep his eyes levelled above my neck and not let himself stare any lower, which in turn made me crack a grin. For once he was the one looking like a deer caught in headlights because of me instead of the other way around.

"Ellie... what are you doing?" His tone was hushed and cautious, clearly suspicious of my intentions. Suspicious of why I was suddenly behaving in a completely different way than he was accustomed to. "You know I was just joking with you right? You're my brother's best friend, I'm not-"

"Here's the deal," I interrupted him sharply, suddenly second guessing myself. "I... Will you please show me how to have sex?"

I could see the thoughts warring in his head, but I quickly continued before he could say anything. "Please, as a favour. This wouldn't have to mean anything, I just want to lose my virginity. And you're the only person I could think of to ask, because if I had other options I wouldn't have troubled you with this request, and I won't ask anything more of you except just this one time, and I really hope you say yes because if not I've just made a huge fool of myself... and oh gods what have I done?"

My voice trailed off at the end. The nervousness that I had left at the front door was starting to find its way back at the incredulous way Darian was looking at me with each word I spoke, and my words were turning into a rambling trail of increasing humiliation. I shifted from one foot to the other self-consciously as my arms rose up to hug myself. My shoulders started to shrink inwards at Darian's shocked scrutiny.

Darian seemed to contemplate what I was saying for a few moments, his mouth opening every few seconds but then closing again as he was reconsidering how he should respond. I started to fidget even more uncomfortably with every passing second.

"It's okay if you don't want to," I blurted out when I couldn't stand the silence that had stretched out between us any longer. "I can always find someone else, I'm sorry this must have been a really difficult request for you. Sorry."

My cheeks were blazing by now, and I hurriedly bent down to retrieve my dress from where I had dropped it on the floor. But Darian stopped me with an hand around my bicep. I stared at the point where his skin made contact with mine, focusing on the way the heat from his palm singed my skin and not the way his eyes bored a hole into the side of my head.

"Ellie... Ells, are you okay? Is this because of the stuff I've teased you about before? If it is, I'm sorry."

"It's not." I glanced up sharply at him, slightly puzzled by the concern I could hear in his voice. "I'm just really horny and sick of not having anyone that I trust enough to experience intimacy with."

Darian looked startled at my confession but there was also a hunger in the way he looked back at me. At the realisation that perhaps I was not the good girl that he thought I was, and that I was a sexual being who also sought gratification in the form of fucking.

"Look, it's really okay, you don't need to sleep with me just because I asked. I'll just find someone else to have sex with, it's no biggie."

"It's not that I don't want to - hell, I've fantasized about this longer than you can imagine. I just need to make sure you know what you're asking of me, and that this isn't because of some fucked up shit that I said to mess with you, or something anyone else said to make you think that you need this. There's nothing wrong with you being a virgin."

Darian was staring at me with such sincerity in his eyes, it took me a minute to process what he just said.

He's... wanted me? For longer than I can imagine?

Some of my self-assuredness came back and I straightened, turning my body to face him directly. "I promise it has nothing to do with any confusion or self-loathing on my part, I'm just tired of using my fingers and you seem like you have enough experience to share, so," I glanced up flirtatiously at him through my eyelashes, "maybe you could teach me?"

At those words, something finally clicked inside Darian's head that I genuinely wanted to have sex with him for purely horny reasons and nothing else. It seemed to do the trick, and he grasped my shoulders with both his arms, bending so that his eyes were directly in line with mine. I pleasantly made another mental note of how deliciously tall he was.

"If we're doing this," he started, looking me right in the eyes to make sure I understood. "We need to set some ground rules. Have you been with anyone in any way before?"

I shook my head no. Darian didn't look surprised by my admission. He continued with that same intense gaze that he's been pinning me with, "Consent is the most important thing. You say stop at any point, I'll stop. If you feel uncomfortable with anything I'm doing, or if I'm hurting you, let me know right away. Is that clear?"

The commanding tone he had taken was melting something in my core, and I was relieved to know that I had chosen the right person to have my first time with. Someone who would genuinely care about my well-being and not just his own. "I understand."

"You also need to be vocal about your pleasure. If I'm doing something right and it feels good, I want to know. There's nothing to be embarrassed about in communicating your needs clearly during sex." Darian stared at me hotly, his stare smouldering into my own. The blues of his iris seemed nearly swallowed up by his pupils and his gaze was piercing enough that it felt like he could see into my deepest and darkest desires.

"Okay, I will," I breathed out as I tried to find my way out of the maze that was his eyes. Have I mentioned how beautiful his eyes are? I had never looked at him closely enough to notice before, but his eyes were lined in long dark lashes and there was a certain intensity in his gaze that melted me from the inside out, heating my body and making me forget everything else.

"Can I kiss you?" Darian asked a final question.

"Please do." At my acceptance, his mouth crashed against mine in a burning but slow kiss.

This is my first kiss

, the thought crossed my mind as a flood of new sensations infiltrated my body all at once. Darian's lips were warm and soft as they pressed gently but firmly against mine, his lips moving against my own. I tried to mimic his motions.

His tongue darted out to swipe against my lower lip and I gasped. Darian used the opportunity to slide his tongue into my mouth and I nearly moaned at the way he tasted. It was slightly minty, slightly woodsy, with a hint of whiskey. Darian's proximity and the way he gently nipped at my lower lip sent butterflies shooting through my stomach, turning my blood boiling inside my veins. Our tongues fought a battle for a while before I broke the kiss to gasp for air. I could feel Darian smile against my lips as I pulled away.

"Holy shit you're a really good kisser," I panted out as I glanced dreamily up at Darian. I could probably do it all day if I didn't need this life-sustaining thing called oxygen.