The First Time 101

He kisses me roughly, and begins to unbutton my shirt. I moan sharply as he bites my lower lip. He pulls my shirt off me forcefully.

"Wait," I say.

He looks at me, his eyes resembling that of a lost puppy. It sends shivers down my spine. I nod, I'm at a loss for words. He smiles and kisses me softly. I shudder at the feeling of his breath on my ear.

"Ready?" He breaths.

I nod, unable to speak. He traces his lips down my neck. I moan as he reaches that spot on my stomach. I can't help myself. He looks into my eyes. I put my hands on his face and bring his lips to mine. I want him. He brings himself back to my stomach. My breath catches.

He looks up at me again, in the midst of undoing the button on my jeans. I feel like I should be doing something, but I don't know what.

"I won't do anything you don't want me to," He says.

I think a moment. He cares? I thought he'd have just thought this a chance to get laid. I nod. He smiles and pulls my legs apart.

I feel unsure. Other girls say there first time hurt.

My face heats up. I let out a small moan as he slips one finger inside of me. Ohmygosh. He watches as he slides his finger in and out.

He pushes a second finger in. My breath hitches. A moan escapes, though I try to stifle it. He chuckles. I pull him to me, bringing his lips to mine. He continues sliding his fingers in and out.

"Ohmygosh!" I moan.

He pulls his fingers out of me and just looks at me. I watch his eyes light up seeing what a mess he'd made me. He teases my entrance with his fingers.

He slides them in slowly. I bite my lip. He stares at his fingers going in and out. I moan softly. He starts moving them faster and I moan louder.

He slides another one in. My breath hitches. He looks at me.

"Are you okay?" He says gently.

I nod, gasping. He smiles and brings his lips to mine. I moan as he uses his other hand to massage my breast.

"Do you want my to stop?" He pushes his fingers in deeper.

"Please don't," I stutter.

"Why?" He chuckles.

"Please!" I moan.

"Hey, Emma?" He stops moving his fingers.

"Yes?" I say, trying to catch my breath.

"Can we," he looks down. "Nevermind."

"What?" I fumble with my words.

"Nevermind." He starts moving his fingers again.

I take his hand, stopping him. "Can we do what?" I ask.

"You know," his voice trails off.

"You mean," I pause. "That?"

"Yeah. Sorry," He says.

I hesitate a moment, "Yes."

"You're sure?" He asks.

I nod, "But, please, try to be gentle."

"I don't want to hurt you." He looks at me.

"I don't think I'll mind," I sit up.

He kisses me softly. I lean in on him. To be honest, I'm scared.

"We don't have to," He says in my ear.

"I want to," I say.

He kisses me. I start to unbutton his jeans. He rubs the small of my back. I slowly pull down his boxers. He chuckles as I just stare at his length.

"Ohmygosh," I say.

He pushes me onto my back. I close my eyes and take a deep breath.

"Emma, we don't have to. I'm serious. If you don't want to." He says.

I shut him up with a kiss. His eyes widen. I pull back.

"I'm sorry," I say.

He kisses me and pulls me onto his lap. I gasp. He looks at me worriedly.

"Sorry," He says. "I couldn't stop myself."

I snake my arms around his neck, "I'm fine."

"I'll be gentle. I promise," He says.

He kisses my forehead softly. He raises me just above him. He sets me down onto him. My breath hitches as the tip slips inside me. I moan softly. He slides further inside me. So far, it doesn't hurt. A little further. I whimper quietly.

"It hurts!" I squeeze his shoulders.

He kisses me softly, "Do you want me to stop?"

"No, keep going," I whimper.

He slides in further. I bite my lip. He rubs the small of my back. I rest my head on his shoulder.

"Can we stop for just a second?" I ask.

He nods, "Of course."

I try to catch my breath, "Okay, keep going."

He slides out slowly, and back in faster. I moan softly and squeeze his shoulders. He goes further than he did before. I whimper and pull him into a kiss to shut myself up. He pulls away from the kiss and squeezes me tightly.

"Does it still hurt?" He asks.

I nod. He pulls out of me and picks me up. He sets me down on the bed.

"Emma, I'm sorry. I tried to be gentle," He says.

"I know," I say.

He leans down to kiss me, "Are you okay?"

"It hurts a little bit still. But I'm okay," I reassure him.

He chuckles, "Do I need to kiss it better?"

"Maybe," I tease.

He kisses me and traces his lips down my neck. I moan as he gets to my hips.

I hear a knock on the door.

"Hey, it's Meaghan." She opens the door and peers inside. "Oh my god."

I gasp and pull the blanket over myself, "Meaghan!"

He gets up quickly and puts his boxers on.

She shuts the door, "Just come out when you're done."

"Where are my underwear?" I whisper.

"I don't know, just wear a pair of my boxers." He gives me something to put on.

I put on my bra and shirt, not even bothering to button it. I open the door and step outside. "Meaghan, hey!"

"You're still not wearing pants." She says.

"Oh!" I run back in, "Where are my pants?"

"I don't know, but I found your underwear." He says.

"I like yours better," I tease.

"Emma!" He chuckles.

I go to turn the doorknob. He sweeps me into his arms and drops me on the bed.

"I might have to ask for my underwear back," He says.

"Only if I can have mine," I reply.

"You have to take mine off first." He slides the boxers off me.

"Daniel," I look at him.

"Does it still hurt?" He asks, pushing one finger inside of me.

I nod, "Just a little sore."

He slips another finger in. I moan softly. He slides them in and out slowly. I bite my lip, trying not to be too loud. He pushes his fingers in deeper.

"Daniel," I whimper quietly.

"Do you want me to stop?" He asks.

"No," I moan.

He moves them faster. I moan, a mixture of pain and pleasure. He pulls his fingers out and spreads them apart, staring at the wetness.

I slide his boxers down and pull him into a kiss. His eyes widen. He pulls me onto his lap again.

"Emma," He warns.

"Please?" I plead.

"Do you want this?" He asks.

I nod.

He lifts me up and sets me down on his lap softly. I shudder as the tip slowly penetrates me. I grip his shoulders as he goes in deeper. He kisses my neck.

"Daniel," I whimper.

He moves faster, "Emma!"

"It hurts!" I squeeze his shoulders tighter.

I feel a warmness spread through me. What was that?

"What just happened?" I breathe.

I rest my head on his shoulder. I just need to catch my breath.

"Emma, are you okay?" He asks.

"I don't know," I say. "It hurt, so much."

"I'm sorry," He says.

I hear another knock on the door, "Will you guys just get out here?"

"Okay!" I holler.

He slides his boxers on. I put his T-shirt on. He picks me up and carries me out into the hall.

"Hey Meaghan," He says calmly.

"What the hell was that?" She snaps, "I was standing here, waiting for you guys and all I hear is Emma saying that you're hurting her!"

"Oh! No, Meaghan," I say, but I'm cut off by her ranting again.

"And you!" She points to me. "I can't believe you would let him do that to you!"

"Meaghan," He interrupts her. "I wasn't trying to hurt her."

"It was my idea!" I chime in.

"What?" She looks dumbfounded.

"I would never try to hurt her." He says.

"Then," She pauses like she's trying to process the whole situation. "Oh my god. You mean. . ."

"Well, come on Meaghan. She'll be twenty in literally two days. You don't expect her to stay a virgin forever." He says.