Sairenraifu: Siren Life (Vol. 2)

by Pinkamena666

Chapter 9: Derpy's First Time

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You sit down in the college cafeteria and pull out your books. As you do, a gray girl hesitantly sits down across from you. Looking up at her, she smiles at you. “Hey, Derpy.”

“Hey, um…” the girl began in her slow and adorable voice. “so, I was told that, um… that you’re looking for girls to…”

“Hold it,” you say, cutting her off. “I don’t need you announcing that in public.”

“Oh! Right!” Derpy gasps. “Sorry,” she whispered. “But… is it true?”

You let out a sigh and lean back. “Yes, my girlfriends are trying to, uh… find me more girlfriends.”

“Oh, wow,” Derpy gasps, before giggling. “So… could you… let me join?” You simply stare at her. “I’m good, honest. I mean, my eyes might be a little off, but I can manage. I just have trouble seeing things directly in front of me.”

“Your eyes aren’t an issue, Derpy,” you say, before leaning forward. “I’m still adjusting to all this and it’s all happening so fast.”

“I completely understand,” the girl says with a smile. “But, um… my last boyfriend, who was also my first boyfriend… got mad because I kept missing his lips whenever we tried to kiss. It was fine until he got too close. I started seeing double which messed me up. He then got sick of it and left… saying that if I couldn’t kiss, how was I supposed to give him a blowjob.” You go wide-eyed when she says blowjob out loud. “I just… wanna know I can do it, ya know? And, you seem patient enough.”

You continue to stare while you listen to her reasoning, knowing you couldn’t say no to her sweet face. Even her airhead-like voice was delightful on the ears. “Alright,” you say, before packing up your books and standing up. “I have time before my next class.” You then hold out your hand. “To your dorm room?”

Derpy smiles and takes your hand, standing up so she was face-to-face with you. “Mmm-hmm.” She then takes the lead as she leads you out of the cafeteria. On your way out, you see a few other male and female students giving you an “another one?” look.


Derpy brings you into her room and locks the door. “Okay. We’re in.”

You look around the room for a moment before turning around to look at Derpy. You see her in her bra as she lets her pants drop to the floor. She’s now only in her underwear, letting you see her nice C-cups. “Damn, Derpy. You don’t waste time.”

“I’ve wasted too much already,” she says as she steps up to you. “Can we try kissing now? I really wanna get it right.”

“Okay,” you say as you take off your shirt and pants, kicking them aside so you’re only in your underwear, too. You then sit on her bed. “Come here.”

Derpy smiles broadly and rushes over to sit next to you. “Okay. I’m ready.”

You nod and lean in for a kiss. Derpy does the same, only she ends up kissing beside your mouth. She pulls back with a blush, before you put a hand on her cheek. “Try this,” you say, before leaning in close. “Close your eyes and feel the warmth of my breath on your lips.”

Derpy does as suggested. “Okay. I can feel it.”

“Good,” you reply with a smile. “Lean in all the way and follow the warmth to my mouth.”

The blonde girl nods and slowly leans in. She wavers a little bit but manages to press her lips to yours. She pulls back with a gasp and a smile. “I did it.”

“Don’t rely on sight if you’re concerned about seeing double. You gotta feel it.” With your hands still on her cheek, you lean in again.

This time, when Derpy leans in, she closes her eyes and manages to hit her mark. You hear her shudder in happiness before you press against her lips a little. Lowering your hand, you rest it on her waist. Derpy flinches only slightly, not used to the physical contact. She lets you keep it there and makes no attempt to move. The kiss lasts a little longer before Derpy pulls back with a huge blush and a giggle.

"Your hand feels nice," she says, looking down at where your hand rests. She then looks up at you with bedroom eyes. Reaching behind her back, she unhooks her bra. The clothing hangs loose around her shoulders, still covering her up. She then pulls the straps off her shoulders and lets the bra fall into her lap.

"Wow," you say in amazement as you stare at her tits. "You're moving pretty quickly, Derpy."

"I-I feel confident... with you," she explains, gently taking your hands and raising them to her chest. "I wanna feel your hands up here."

You give her a smile. "With pleasure," you coo, before closing your fingers down on her mounds.

Derpy moans softly at the touch before you press your palms to her nipples, grabbing more of her tits before you start kneading them like pizza dough. The blonde girl looks down and places her right hand on your crotch, feeling your bulge. When you feel her hand on your rod, you let out a soft gasp as she starts rubbing it. She then looks into your eyes with a small smile and a huge blush.

Biting her lip, Derpy grips your boxers and pulls them down a little to release your cock. Without looking, she grabs it and lets out a cute gasp. Looking down, she stares in awe. Without saying anything, she starts moving her hand up and down in a slow rhythm. Wanting to please her the same way, you slide your right hand to her panties and slip your fingers inside. The girl gasps and begins moaning as you begin rubbing her slit.

Derpy presses her chest to yours and kisses you on the lips as you rub each other. You soon pull back with a string of saliva connecting your tongues. "Can you lie down for me?" She asks, giving your rod a squeeze before letting go.

You nod and lay back, making sure you're fully on the bed. Derpy gets on all fours beside you with her feet by your head and her head hovering above your cock. She lowers her top half and stares closely at your dick. "It's bigger than your mouth. How could I miss it?"

"Yeah, that guy was an asshole," you tell her. "Sucking a dick would be easier than kissing someone."

"Even up close..." Derpy starts as she presses her face to your pole. "I can still feel it." She then sticks her tongue out and runs it up your shaft to the tip, where she then wraps her lips around it and starts sucking.

When she doesn't go any lower than your tip, you realize something may be off. "Um, Derpy?" You ask. "Sucking a dick doesn't mean just... you know... sucking on it. You have to move your mouth and down the whole thing."

Derpy pulls off and looks back at you. "The whole thing?"

"Well... only as much as you can or want," you tell her. "Don't take in too much too fast."

"Ohhhh... Okay," she says, before going back to suck it. This time, she slides her mouth lower and lower until you hit the back of her throat. She then pulls back to your tip before going again. Feeling like this must be right, she continues this and even goes a little faster.

"That's it, Derpy," you moan. "Just like that." Your eyes go to her panties, which are soaked. Reaching up you grab her right leg. "Come on, Derp. Swing your keg over me."

Derpy stops what she's doing as she puts her right leg over you and moves over so her pussy is directly above you. You pull her lower half down and move her panties aside with your thumb, giving it a sniff. Smiling, you press your mouth to her pussy and start eating her out. You stick your tongue inside and lick all around her inner walls, feeling a little juice leak out here and there. You also notice the tightness of her vagina might mean that she's a virgin.

After sucking your cock a little more, Derpy lifts her head up and moans. "L-Let's try something else... before I..."

You smile and wrap your lips around her clit, sucking hard as you pull back and let it plop from your mouth. "Feel like riding it now?"

"If that means... putting this thing inside me... then, yes," Derpy shudders as she gets on all fours again and turns around to look you in the eyes. "I wanna feel it."

You nod and grip your cock. "Just be careful and take it easy," you tell her. "Don't rush it."

Derpy nods and lowers her bottom half until she feels your tip press against her slit. "H-Here we go..." With a cute grunt, she pushes down and your dick's head plops inside her. A small trickle of blood can be seen as Derpy gasps. "It... I-It's in..." Ignoring the blood, she keeps moving lower and letting deep grunts.

"You good, Derpy?" You ask, hoping she's fine.

The gray girl nods and continues lowering herself until she's all the way down. She then lowers her chest to yours as her tits become squished between your bodies. Leaning in, she kisses you on the side of the mouth, before moving over to kiss you on the lips. You rest your hands on her butt as she starts moving her hips up and down at a similar pace to her blowjob. She seems to be a pretty quick learner.

Derpy moans into the kiss before she pulls back to look you in the eyes. Her tongue hangs from her mouth as she moans while moving her hips and down. Her panting is the only sound in the room apart from the wet slaps coming from your crotches.

You roll the both of you over and Derpy rests her arms up by her head on the pillow. You place your hands on hers as you thrust into her. The girl wraps her legs around you as you both moan in pleasure. Leaning forward, you press your right cheek to Derpy's left, feeling her nuzzle you back. This intimate feeling is by far one of the best you've experienced so far. The day is still far from over, however.

When you feel close, you pull back to look her in the eyes. "Where should I... cum?"

"Cum?" Derpy asks. "Oh! Uh... Somewhere I won't get pregnant?"

You think for a moment. "Um... Your butt?"

Derpy tilts her head. "It can go in there?"

You nod. "It'll be tight, but... a lot of girls like it in the butt."

"Okay..." Derpy says with a smile. She begins to roll over, causing your dick to slip free from her pussy. "Here," she says, now laying on her stomach beneath you.

You smile and lean in, kissing the back of her neck as you bring your cock to her butt. The mixture of spit and love juice makes for good lube as you slip on in, making Derpy grunt cutely in the process. She doesn't stop you, however. Once in, you start thrusting into her butt. It doesn't take long, as you're already close from the blowjob and pussy-fucking, for you to start cumming. You keep thrusting during the first few spurts of jizz before sliding in and keeping it in for the remainder.

"Oh, woooow..." Derpy moans feeling you fill up her tight hole. You nuzzle the back of her neck as you finish filling her up. You can feel cum leaking out form her anus and most likely onto her bedsheets. "I love it..." she sighs.

You smile and kiss her neck. "Are you gonna be okay to... go to your next class?"

Derpy gasps. "Class!" She slides out from under you and you follow, gently taking her by the arm.

"Relax. You have time to clean up, and... change your panties," you tell her.

Derpy looks down at her crotch and blushes. "Oh, yeeaah... Right."

You pull her close and she quickly puts her hands on your chest. "You were amazing," you tell her.

She blushes and smiles, resting her head on your shoulder. "Thank you." She then pulls away. "I'll, uh... see you later?"

You nod and gather your clothes, before getting dressed. You give her a kiss on the lips before leaving.

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