Emily and Alfie - Chapter 2

I logged and again, chatting on camera with Alfie, his instructions leading me deeper into depravity.

The next evening, craving the same excitement as the night before, I was back in front of my computer desk, on the adult chat site. But this time I was searching for Alfie55. The chat was busy with too many usernames, their messages moving too fast.

“Alfie55. Alfie55. Are you here?” I muttered as I scrolled down the list of usernames.

My frustration grew with each passing second. I was about to log off when his name appeared in my private message box.

Alfie55: Hey, Emily! Are you ok after last night? Back for more, I hope? I haven’t stopped thinking about how hot you are.

My heart raced as I pressed my thighs together under the desk, reading his words several times. I wore light pink cotton pyjamas this time, and long, blonde hair was in a ponytail. The shorts were already damp at the memory of what we did, and my nipples were tight against the t-shirt.

Emily18: Hey, Alfie. I’m fine thanks. How are you?

Alfie55: Never better. What are you wearing tonight, Emily?

Emily18: Pyjamas again. Lol. Matching pink shorts and a t-shirt.

Alfie55: Mmm. Can I see?

Emily18: No, sorry. My parents are downstairs with their friends. It’s too risky.

Alfie55: Do you have a lock on your door?

Emily18: Yeah, but I can’t go on camera with them in the house. Sorry.

Alfie55: I understand, but I thought you liked me telling you what to do last night. It turns me on so much when you obey me, Emily.

Emily18: It turned me on too. Lol.

Alfie55: I know it did, princess. So lock your bedroom door, and let’s have some fun.

I hesitated to do anything for a moment. I knew my parents wouldn’t check on me, they never did, but I wasn’t comfortable going on camera with them in the house.

Emily18: I’m sorry, Alfie, but I can’t.

Alfie55: Ok. I guess you don’t want to see how hard you made me again.

Emily18: Are you stroking yourself, right now?

Alfie55: Yeah, wondering what you look like in your light pink cotton pyjamas. Lock your bedroom door, Emily. You know you want to.

I glanced at my closed bedroom door. I wasn’t thinking about my parents. I was thinking about what would happen if I locked it. I knew Alfie wasn’t really interested in just seeing my pyjamas. I was so turned on, though, and I did want to go on camera, so I went and locked my door.

Emily18: I did it. I locked my door.

Alfie55: Good girl, Emily. Now, turn your camera on with me.

As I turned my camera on, Alfie appeared as he did the night before, naked, his tubby, hairy belly on show, as was his hand stroking his big cock. We also had our cameras positioned to only show ourselves from the neck down. I loved watching him stroking.

Alfie55: I love your pyjamas, but I love your pretty little tits more. Take the t-shirt off.

Despite it feeling like Déjà vu, I knew once I’d locked my bedroom door, I’d be showing him my firm B cup breasts again, and then more. However, the excitement was increased by knowing what to expect. I grabbed the hem of my t-shirt and pulled it up and over my head in one swift motion, baring my breasts to him for a second time.

Alfie55: Perfect. You have the cutest pair of tits I have ever seen, Emily. I would suck on them for hours. Would you like that?

Emily18: Yes!!!

I sent the message and giggled, before I cupped my breasts and began to caress them. I knew he’d tell me to anyway, plus I wanted to, as my eyes fixed on his fat cock.

Alfie55: Mmm. That’s it, play with your sexy tits for me. Tweak those pink nipples until they ache. What do you think of my cock, Emily? Would you suck it for me, princess?

I let go of my breasts and typed back with another yes. Alfie knew from our first chat that I’d only kissed two boys, but if we had been in the same room together, at the very moment, I would have wanted to touch his cock and suck it, suck my first guy ever.

Alfie55: Mmm, good answer, Emily. I’d love to feel your pretty little lips around my length, your young mouth sucking on my old cock. I’d teach how to do it and swallow. Lower your hands and jiggle your tits for me.

I didn’t hesitate. I obeyed. I lowered my arms and leaned forward slightly, moving my shoulders back and forth. I couldn’t help but giggle at the silliness of my movement. Alfie loved it, though, as he watched my pert breasts jiggling on camera for him.

Alfie55: God, I want to feel your tits in my hands, and suck on those pokey nipples. Now the shorts, Emily. Take them off for me. I need to see that tight kitty of yours again.

Knowing that command was also coming, I stood up and pushed my shorts down, carefully removing them without showing my face this time. The vulnerability of being naked on camera for a stranger was so exhilarating. I spread my tight lips, showing him how wet and excited my virgin sex was.

Alfie55: Mmm, so tight and juicy, Emily. I do love a shaven pussy. Now turn around and show me your ass. I didn’t get to see it yesterday.

I giggled and turned around, glancing over my shoulder, reading his message, telling me how soft and perfect my cute, little butt was. He then told me to spread my cheeks wide and lean forward, so I did, exposing everything to him, my sex and anus.

Alfie55: Fuck yeah, Emily! I want to get my tongue right in there. I’d lick your pussy and crack, drive you crazy before I fucked you hard and deep. Would you like that, baby?

I turned around again, showing my naked torso to the camera, giggling excitedly.

Emily18: I have no idea what that feels like, but I love the sound of it.

I laughed, reading how excited he was, seeing how hard his cock was in his hand. His hair, tubby belly wasn’t sexy, but his cock was intoxicating to look at, hypnotic. Every time I watched him stroking, my body tingled and my sex contracted in need.

Alfie55: Rub your clit and finger yourself, Emily. Show me how you like to do it.

Breathing heavily but quietly, I moved my throbbing button around in slow circles, so wet and turned on. After a minute or so, I rubbed a finger up and down my swollen slit, feeling how slick I was before I pushed a finger into my sex, groaning and sighing.

Alfie55: Come closer, Emily. Mmm, your sweet cunt looks so wet and tight. Put two fingers in there. Show me how tight you are.

I couldn’t stop myself. Whimpering, I stepped closer and raised my leg like the previous night, placing my foot on the chair, exposing myself to the camera as I gently added a second finger, stretching my tight, virgin hole for Alfie. Oh, I felt so full.

My back arched, panting, as I slowly fingered myself, gradually pushing my fingers in deeper and deeper with each thrust. I spread my lips with my other hand, showing him how tight, wet and turned on I was. I hated keeping quiet, though.

Alfie55: Show me your fingers.

I pulled my fingers out and put them to the camera, showing him how wet and sticky they were. He then told me to taste myself. I’d done that before, so didn’t hesitate to put my fingers in my mouth. I sucked my fingers clean, moaning at the sweet, musky aroma, managing to keep my face hidden.

Alfie55: You’re such a good girl, Emily, but you need something thicker, don’t you? Grab your hairbrush. Do it now.

Sensing what he wanted next, I put my foot on the floor and leaned towards the screen to type, showing him a close up of my firm breasts as I replied to his command. I couldn’t do it. I’d only ever used my fingers.

Emily18: No. I’m not doing that. Sorry.

Alfie55: Do you want to make me cum or not, Emily? I’m so close, baby. Don’t you want to see me shoot my big load for you?

I bit my lip, watching him stroking his cock, the head glistening in his juices. I wanted to see him ejaculate more than anything.

Emily18: Of course I do.

Alfie18: Then grab your hairbrush. Do it now, princess. Let’s cum together.

I just couldn’t say no to him. The truth was, I didn’t want to say no. I just needed that little bit more encouragement. I also liked the way his words were so direct, like he knew exactly what I needed to hear. I picked up my black paddle brush, feeling the soft gel handle in my grasp. I had considered this before, but wasn’t sure if it was hygienic.

Alfie55: That’s my girl. Now use it on yourself, Emily. Get the tip of the handle nice and wet with your pussy juice, then put it in.

Standing with one foot on the chair again, I rubbed the tip of the soft handle along my opening, transferring my lubrication onto the rubber grip. I quickly realised that I wanted to put it inside me. I could feel my inner walls contracting with anticipation.

Alfie55: Mmm. Slid it into your virgin hole, Emily. Nice and slow. I want to see you take it, baby. Imagine it’s my cock.

Breathing raggedly, preparing to penetrate myself with my hairbrush handle, I closed my eyes and slowly pushed it inside my body. The feeling was electric. I moved it in and out, panting, as I took the thick material, all five inches of it, until the paddle shaped head filled the gap between my quivering thighs.

“Oh fuck,” I gasped, gently moving it in and out, my sex fluttering around the intrusion.

Alfie55: Look at you. Taking it like a good little slut. Now fuck yourself hard, Emily. Make us both cum, you sexy, sexy girl.

As I watched Alfie stroking his cock faster, I began to thrust the hairbrush harder, hitting something that made me cry out in pleasure. My free hand flew up to my breasts, pinching my nipples just enough to hurt. The sounds coming from my sex were so wet and dirty, as I raced towards orgasm.

“Oh fuck. I’m gonna come,” I sobbed inside my bedroom.

My orgasm washed over me like a tidal wave of pure pleasure. With one foot still on the chair, squeezing my breast, fucking my virgin hole with the soft, gel handle of my hairbrush, I trembled uncontrollably in front of the camera, moaning and panting until it was over, and my insides stopped clamping.

Then suddenly, my mom was knocking on my bedroom door. I pulled the hairbrush out and snapped my head towards the sound.

“Emily, darling. Would you like to join us for some food?” My mom tried to open my door.

Alfie55: Spread your cunt, Emily. I want to look at it as I cum, imagining I’m fucking you.

Shit! I felt trapped. “Um… no thanks, mom!” I shouted, my voice shaking as I replied to Alfie.

Emily18: I have to go! My mom is knocking on my door, trying to get in.

“Emily?” My mom’s voice sounded confused. “Why is your door locked?”

I froze but my mind was panicking. The camera was still on. Alfie was stroking, his cock throbbing on the screen. I didn’t know what to do.

Alfie55: Is your mom still there?

Emily18: Yes!!!!!!

Alfie55: But she can’t get in?

Emily18: No!!!!!

Alfie55: Don’t you dare leave me now, Emily. Spread your tight cunt for me. I need to cum.

“Emily?” My mom knocked again, still trying the door handle. “Open up, sweetie. Whats going on in there?”

I swallowed hard. “Um… nothing, mom!” I lied, spreading my slick folds for Alfie. “I’m just trying on those new clothes!”

I stood there, holding my sex open while my mom nagged and Alfie stroked his cock, about to ejaculate on camera. It was so arousing, I started rubbing my clit again.

“Ok, sweetie. If you change your mind…”

“Ok, mom! Thanks!” I exclaimed about to have another orgasm.

Once she’d left, suspicious, no doubt, I watched Alfie’s cock erupt, triggering my own orgasm. I quivered on my feet, rubbing my clit hard and fast as he emptied himself.

Alfie55: That was so hot with your mom there. You couldn’t help yourself, could you?

Emily18: Lol

Alfie55: Good girl, Emily. Same time tomorrow night?

Emily18: Sure.

Alfie55: I can’t wait. Goodnight, princess.

Emily18: Goodnight!

I shut my computer down and collapsed onto my bed, flustered but smiling. Almost getting caught was terrifyingly exciting. The weight of what I’d now done twice with Alfie, a stranger on the internet, just had me wanting more and more and more.