Role Playing Sessions

I remember that day so well. I was walking down the hall with my friends when I first saw you. I just stopped talking mid-sentence. I stopped walking too. People shoved past me. My friends tried to get my attention, but I shooed them away. The only thing I cared about in that moment was you.

Your hair was the first thing that caught my eye. Then your smile. I think you were talking to another teacher or something. You saw me staring, and you smiled. Your teeth were so white that it blinded me. And the twinkle in your eyes, OMG. It was just a quick flash. Our eyes met, and then you walked on.

"Dude!" my friends were finally able to rouse me after you disappeared into a classroom.

"Who is she?" I asked.

"I don't know. Some new teacher. 8th grade, I think. C'mon, the bell's about to ring."

For the rest of the day, I could think of nothing but you. You were young. I think it was your first year teaching. The old teacher had gotten pregnant or something, and they hired you to fill in for the rest of the year. I worried that you would be gone by the time I started 8th grade.

I looked you up on Facebook and Instagram. You were there, but your profiles were private. I tried to figure out if you had a boyfriend. The funny thing was, I didn't figure I had a chance with you, but...I just couldn't stop thinking about you.

When I found out you did have a boyfriend (I saw him pick you up after school one day), my heart sank. But then my friends told me about this website where you could learn how to hit on girls, and even girls that had boyfriends would drop their panties for you if you had enough game.

I spent all summer studying. I tried out some of my moves on girls at the pool. I actually got a date with a pretty hot chick, but I wasn't that into her, so the date sucked, and I never asked her out again.

My mom noticed the difference in me. "Something's different, Luke," she kept saying. I would just shrug.

I worked all summer to save up money. I only spent a little of it on some new clothes. But the rest I saved. Just in case. I think maybe I was imagining taking you out to a nice restaurant or something.

I kept hoping to see you in town over the summer, but I heard that you actually lived out of town and commuted, but that you might move to town if you got a permanent position at the school.

Fortunately for my sanity, you started teaching before they took yearbook pictures, so I had something to jack off to all summer. I made sure to not get any jizz on the page, though, no matter how much I wanted to see your face covered in it, so that I could still see your beauty each day.

And now, on the first day of 8th grade, I can barely breathe. I want so badly to know if you are there. They didn't give out home room assignments until we got here, and when they did, it was just a room number, not a teacher's name. So when I walk in and see you, it's like a flood gate has opened.

I want to walk up to you and say something cool. I need to keep my composure. I know I can do it. I've practiced all summer.

I walk right up to you. "If some fat guy breaks into your house and kidnaps you, don't worry. I told Santa that I wanted you for Christmas."

When you look up, I give you a wink and then turn away and take my seat.

Your smile and your compliment take me off guard for a moment. My heart is leaping inside my chest. I know I have to seize the moment. This isn't like hitting on you at the first of the day where I had 24 hours to plan the line I wanted to deliver. This is real life, on your feet, action.

I brush my hair out of my face and look down at my paper for a second as I try to think.

"I always knew I was going to score with you," I said.

I feel so embarrassed. Is that the best I can do? Fuck, what a lame line. Shit. I feel the blush rising to my cheeks. I need to just get out of there.

But I look up, nervously, and lock eyes with you for a moment. Your mouth is agape. I quickly turn and leave the room. Once I get out into the hall, I lean against the wall. My heart is racing so quickly. As I catch my breath, I realize that my dick is a raging boner. I cover myself with my biology book and rush off to the the bathroom.

While puberty has hit some parts of my body, between my legs isn't one of them. As I stroke my little cock between my finger and my thumb, I think about the look of shock on your face. The way your mouth was open was so fucking pretty. I just want to shoot my load right into it. Instead, I coat the door of the toilet stall. Some of it drips down and splatters on the floor. I look at it, thinking I should clean it up, but then I think: No. That's a tribute to Miss James's pretty mouth. I get out a sharpie and write your name on the stall door. I figure next time it would give me something to take aim at.

In my next class, I finally actually look at my paper. You wrote "Great Work!" under the smiley, and the dot of the exclamation point is a little heart. My own heart skips a beat.

Does she like me? I wonder . No. Can't be. No fucking way. Maybe?

I think about what the pick up artist websites say: Instigate, Isolate, Escalate. I figure that I'd done enough instigating. It's time to isolate and escalate.

The next day, as I walk into homeroom, I catch you watching for me out of the corner of your eye. When you see me, you smile to yourself. The way your dimple appears as you smile makes me sigh with yearning. I have to do this.

"I have to write a paper on the finer things in life," I begin. You don't look up. You just keep looking at your grade book. "So that means I'm going to have to interview you. Coffee after school?"

My heart is hammering in my chest. I've only been that bold with a girl once before, over the summer, and there was nothing at stake then. This time...everything is on the line.

Go big or go home, right?

"Or you could just invite me over to your place."

Now my mouth is agape. I expected a flat out rejection. Fuck, what do I do????

"Fi-" my voice cracks. Fuck my life. I clear my throat. "Five sounds great."

I have to redeem the moment. I have to be suave. You have a pen stuck behind your ear. I pull it out and take your hand. I write my number on it and then tuck the pen back behind your ear.

"I can assure you there won't be any performance issues with me."

I wink.

"Call me" I mouth as I walk away making the sign of talking on my phone with my hand.

As I take my seat, I open my book and set in front of me like a screen and feel the blood rise in my cheeks.

I spend the rest of the day trying to figure out whether I should actually interview you or just wing it. I mean, the way you winked at me, it seemed like you knew this was all just pretense. But what if you really thought this was for an assignment.

So I spend my entire study hall brainstorming things to ask you. The bus ride home is torture. All I can think about is what might happen. When I get home, I take a shower, brush my teeth, gargle, comb my hair, put on aftershave.

Now for getting dressed: I almost pull out a dress shirt, but then I remember the pretense. Play it cool. This is just a homework assignment. For what class? Ha ha. I never even thought of that part.

I throw on a clean t-shirt that has a British flag on it and some skinny jeans. My black vans finish the look. Wait, no. I grab a flannel. Let's rock the whole British punk thing.

When my phone rings, and I see a number that isn't in my contacts, it feels like a million butterflies are in my stomach. My thumb is shaking as I try to swipe to answer the call.

"'Sup?"

God, that was too casual, right? Naw, man. Treat her like she's beneath you. Chicks dig that, remember? Stay on the game.

She almost said Riley. She is so beneath me. She wants to be beneath me. She is going to be beneath me.

"Cool. O.M.W." I say and hang up the call.

My mom stops me in the living room. I see her nostrils move. Shit, she can smell that I cleaned up.

"Where are you off to?" she asks.

"Hanging," I say and start to walk off. She grabs my flannel.

"Hanging?" she raises an eyebrow. "What's her name?"

My stomach sinks. I read somewhere that the best lies are just the truth with the parts you want to hide left out.

"Riley," I say with a smile. "She's kind of new."

Mom smiles. I think she's actually happy for me.

"Have fun. Be safe."

When I open the door and see you there waiting for me, I can't believe it. Are we seriously going back to your house?

I get in, and the first thing to meet my eyes are your long, tan legs. I've only seen you in pants. Pants that fit your ass like nobody's business, but still I've never seen your legs. I have to drag my eyes away. I see the rip in your denim shorts, and I almost feel like that's a sign, like you want to expose your body to me.

When my eyes finally make it up to your face, I melt. There are those dimples. There's that smile. And OMG the way your eyes twinkle, it's just so…Fuck, I'm in love.

Say something, Dipshit! Remember that she's beneath you. You own the situation.

"It's a school night, so I have to be home by 10."

So alpha, you prick. Pick it up!

"But you'll have to make me dinner."

There you go.

Oh my god, OMG! This is happening. This is SO happening.

"Y-yeah. That's...great idea."

OMGOMGOMGOMGOMG!!!!!!!!

What do I do? What do I say?

One step at a time. Food. Start with food.

"Speaking of nosey, this whole town is that way. I know a barbecue joint on the edge of town that's kind of a dive. It's in a different school district, so..."

I look up at you. I...I just...need...you. Right now.

"But first, pull over behind that gas station and suck my dick."

All I can hear is my heart pounding in my head.

"I need to see if your dimples get deeper when you're sucking me."

Hearing you say the words "I'll suck you against the wall" makes me almost cream myself immediately. And then my brain finally processes the part where you acted like eating my cum was a compromise I would have to make. As if!

I don't say anything. I unbuckle my seatbelt and come around the car to the building. The gas station isn't abandoned, but it doesn't have any customers at the moment.

I stand against the wall and watch you get on your knees. All of the sudden, I'm worried. You've probably been with guys your own age or older, guys with mature dicks. But puberty just kicked in for me, and I don't have much going on down there.

As you unzip my pants, I put my hand over your hand.

"You have to promise not to laugh," I say in all seriousness. My bravado is gone. I'm being completely vulnerable with you for the first time ever.

All I can do is nod. The feeling of a hand on my cock other than my own, for the first time in my life, is blowing my mind.

"I've never even had a girlfriend," I confess. "But the moment I saw you last year in the hall on your first day, I knew that I...I had to have you."

"Suck me, Miss James. I mean...Riley. Can I call you Riley?"

"Oh fuck, Riley! You look so pretty on your knees. You're an amazing cock sucker. Your mouth feels so...soft, so wet."

I sigh as I push my hips out. I reach down and hold your face in my hands. It dawns on me that I haven't even kissed you yet, but my cock is already in your mouth. Your lips touched my dick before they touched my lips.

"Wait," I say, pulling your face up. "Kiss me, Riley. I want to taste your lips before I cum between them...and then again afterwards."

I melt into your kiss. It's not my first, but I haven't had many. And none of them were like this -- so passionate. Your kiss makes me feel...wanted. When you suck my tongue, I moan. I wrap my hands around your waist and hold your body, feeling your warmth and the tautness of your figure.

Then when you get down on your knees again, I feel my blood boiling. All the shit I've been reading about pickup artists finally clicks for me. I'm a man. You're a woman. This is how it should be.

"Suck me, Riley," I moan. It feel so weird to call you by your first name. It enhances the taboo of the moment. "Suck me. Make me cum. I want to see your pretty mouth full of my jizz, Baby."

I hold your head and thrust between your lips. The feeling of your tongue on my balls is incredible.

"Yes, you dirty slut," I moan. "Oh god, Riley! Oh fuck! YES! I'm...shit. Ungh! FUCK!"

For the first time in my life, I cum in a woman's mouth. This is heaven. My knees buckle. My stomach tightens. My balls clench. I spray your tongue with my sperm.

When you push your lips to mine and then shove your tongue past my lips, I taste the semen that was there just moments ago. The passion of your kiss mixed with the taboo of knowing that I'm tasting myself on you is such a thrill. I moan and let you molest my mouth. I respond to it, kissing you back.

When you break away and give me a look that asks "what do you think?" I stare at you panting for a moment.

"Good work. A+," I say with a smile. "But if you want to get me into bed, you're going to have to buy me dinner first. I really worked up an appetite watching you work like that."

The restaurant is a total hole in the wall. It's run out of an old house on the other side of the tracks. The proprietors are definitely hillbillies.

"The pulled pork here is both incredible and cheap...kind of like you," I tease as I take your hand and pull you inside.

We get our sandwiches. They come in a paper basket with a pickle. I order us a side of potato salad, too, and some cokes. Then I watch as you pull out your cash and pay. I take our food, and you take our drinks, and we go sit out on the porch together.

For a while I'm lost in watching you eat: the way your mouth moves around your sandwich, the way the sauce dribbles down your chin, the way your dimples suck in as you sip from your straw.

"Oh, I almost forgot," I say, snapping out of my reverie. I reach into my back pocket and take out a folded up sheet of paper. "Our interview."

You give me a look that says "you can't be serious," but I just wink.

"Okay, so..." I clear my throat. "Given the choice of anyone in the world, who would you want as a dinner guest? And don't say me -- even though we both know that's your top answer."

Your eyes glance down at the page. You see the heading "36 questions that can make anyone fall in love with you".

I notice that you've seen it.

"I know it's kind of cheesy," I say. "But I'm not just into you for your body. I...I really like you, and..." I blush. "I want you to like me, too."

I'm taken aback. My cards are on the table: I want you to fall in love with me. And even though you can see right through my plan, you play along. You want this too.

"For me, it would be...Neil deGrasse Tyson. I hope I'm as smart as him someday. I'd love to just chat with him about science and life. Either him or Bill Nye. Don't laugh, but I've watched his whole series on Netflix. I know it's supposed to be for kids, but I just really love science."

As I finish my answer, I look up to see you staring at me. Our eyes lock for a moment. I feel so vulnerable. I've never felt this open before. Not with my family or my friends. I usually keep to myself unless I'm just goofing off with my friends. But now, looking into your eyes, I realize how much I want...yearn to have you see me, the real me.

"We're skipping ahead," I say. "We're not supposed to stare into each other's eyes until after the questions. And we're supposed to do it for four minutes. And after that, we'll be in love with each other. But..."

I smile even as I find myself panting for breath.

"I don't want to sound cheesy, but I think I'm already there, Riley. And if I'm going to stare into your eyes like this, I want it to be while I'm inside you. I can probably even last four minutes now since I already came."

"Oh my god, Miss James," I gasp. "Fuck. I mean Riley. Take me to our motel, Riley. I want to look you in the eyes as I cum in your pussy, and I don't want to wait any more."

As we get in your car, I reach over and put my hand on your knee.

"I promise that I'll be the best boyfriend and the best student. I want to make you proud, and I want to make you happy."

"You won't ever have to date an asshole ever again. I'll treat you right."

"Lift up your shirt. Show me your tits while you drive. You look so hot in that top, but I bet you're even hotter without it."

"Fuck yes, Riley. Take it off for me. Show me your body."

I take my cock out of my pants and stroke it as I gaze at your chest.

"You're such a slut. Such a pretty slut, Riley. Take it all off for me, you beautiful slut."

"Holy shit, you're gorgeous," I say. I lean over and put my hand on you, rubbing up from your belly to your chest. "Your tits are so perfect. The things I think about most when I jack off to you are your tits and your dimples. I've tried to imagine them so many times, but I never...Fuck, I never could have imagined that they were this beautiful."

I cup your breast and squeeze your nipple between my finger and thumb.

"But now that I've seen your pussy..."

I push my hand down your body until you feel it moving over your hip bone. My fingers begin to move over your mons, tangling with your bush.

"So...pretty. It's like so different...almost alien compared to what I have, but pretty too...like a flower. I want you to teach me how to eat you."

I keep pushing my hand down until I find your wet labia. I gasp.

"So it really does get wet."

I push my finger between your folds.

"God, it's so warm. Oh, Riley, I can smell it. It's heavenly."

I lift my wet finger to my lips and taste you. My first taste of pussy.

"I want it so bad."

I barely have any idea what to do. Fortunately, I've watched enough porn to know that licking is involved. And having tasted your juices, I want more. When I see them running down your taint, that's the first place I put my mouth.

"Mmmmmm," I moan as I taste you fully. "You taste sweet and salty at the same time. I always thought pussy juice would taste like honey or champagne or something. I know it's crazy. But this is better than I imagined. So sexy and warm."

Having cleaned up your taint and thighs, I put my mouth right over your cunt. I lick it, pushing my tongue into the folds, separating them. Then I sit back and pull your labia apart with my fingers, admiring its beauty.

"So much like a flower. The pink petals," I say, leaning in to lick your inner labia individually. "And is this the clitoris?" I ask, putting my mouth over your hood and running my tongue over it.

"Yes, teach me Miss James. I promise to be a good student. Teach me how to make a woman squirt. I want to eat your cum like you did mine."

I follow your instructions, shoving my tongue inside of you. The taste is so fresh, so incredible. Then I take my tongue, wet with your juices and put it on your clit while I shove my finger into you. I've heard of guys using two fingers, so I push another one it, amazed at the feeling of your inner walls.

I whimper as I stroke inside of you and lick your clitoris. I want it so bad. Looking up into your eyes, you see my hunger, and I see your vulnerability. Although I don't understand it. I am thrilled at the fact that you're a squirter.

"Please, Riley. Cum all over me. Drench me in your cum."

I feel your juices splatter on my face. The hot, wet sensation is incredible. I feel your hand on the back of my head, pushing me into you. It feels so good to be at the mercy of your lust, your orgasm. You rub your cunt on my mouth as you spray me. By the time I hear you begging me to drink you, I'm already gulping you down.

It's so different than the flavor of the moisture your pussy had before your orgasm. I taste a little like that, but it's strange. Something about it almost makes me think of pee, but that just makes me want to drink it more. I realize that I want to consume any fluid from your body.

You watch me, drenched in your orgasm, gulping down your juices, moaning with pleasure.

"Riley, yes!" I gasp between gulps. "I love it!"

I stand up once your orgasm abates, and you see that both of my shirts are drenched in you. I have your fluid in my hair. My face is glistening in it.

All I can do at first is nod. I'm so overwhelmed. Not just from the fact that I made a grown woman cum -- and squirt even! -- but also from the passion of your kisses and your words.

As you lie back, I strip my shirts off, kick my shoes off, push my pants down. I stand before you with my scrawny, pale, hairless frame.

"I know I'm not much," I say embarrassed. "The guys in the locker room make fun of me because I'm still so small."

But instead of derision, I see lust and love in your eyes. I relax. The hands that were covering my chest drop. I open myself up to you.

"I got so hard licking you," I say coming closer. "But this is my first time. I need my biology teacher to talk me through this. Will you help me Miss James?"

My teacher, the most beautiful woman in school, the most beautiful woman I've ever met, not only wants me to fuck her, she wants my baby.

"Riley," I gasp. "I'll...I'll be a good dad...to our baby."

I push into you, feeling your hot, moist lips envelop me.

"Oh, fuck, Riley!" I moan. "You feel so perfect."

I look into your eyes and feel the love, the warmth, the acceptance.

"Everything about this...everything about you is so perfect."

I move my dick in and out of you in short strokes, fucking you with my two inches. A voice in my head tells me that I've done it. I've finally fucked a bitch. No, I think. I'm fucking my girlfriend.

"You're my girlfriend," I whisper, looking down into your eyes. "My beautiful girlfriend. God, Riley, I love you. I love you so much!"

I lean over and kiss you. Your mouth is so soft, so pliant. It's not the hot, lusty kiss we had outside the gas station. It's not the wet, fevered kiss after you came on my face. It's so tender, so sweet. It's love.

I have no idea about pelvic floor muscles; to me it just feels like you're tight. You're so slender, it makes sense to me that you would feel tight inside.

"You can make yourself tighter?" I ask. "That's so cool. It feels so good, Riley. You feel so good inside."

I quicken my pace a little.

"I'm glad you want to tell my parents. My would definitely smell your pussy on my clothes when I get home. I want you to meet them. I know they'll like you. They're not prudes. They're not like hippies or anything but they're, not...Oh fuck, that feels so good."

When you tell me I can use your butt, I'm amazed. It's yet another thing that seemed too good to be true, like something only porn stars did.

"I want to do everything with you, too, Riley. You're my lover, my girlfriend. Oh fuck yes. And I want you to be my baby mama."

I start moving faster in you.

"Oh, Riley! Yes, Riley! I love you so much, I'm...I....FUUUCCCKKKK!"

My eyes lose focus as my orgasm rocks me. It's even more intense than it was in your mouth. It's so intense that I feel my eyes water. I blink the tears away and look down at you, your body surrendering to me, receiving me. I'm cumming in you...in my teacher...in my lover.

I collapse on top of you, panting. My body is spent, but my testicles keep shooting my seed into you. I feel you wrap your arms around my back, your legs wrap around my ass.

"They're going to love you," I pant. "Especially when they see how happy you make me. Mom was so happy for me to have a date tonight. God, they're going to look us in the eye and know that we fucked."

You feel my cock twitch at the thought of being exposed to my parents.

"Take me home, Riley. Come home with me. Spend the night in my bed. Eat breakfast with my family."

I smile as I kiss you, "I can't wait to tell them. I can't wait to start our life together."