My sister had a sleepover 16

"I wanted to talk to you about that," she says, turning in her seat so she's almost facing me. I've been expecting this conversation ever since the blowjob last night.

"Lauren," I say, preempting her, "you should think long and hard about how far we take things." She unexpectedly bursts out laughing and this time I'm really not in on the joke.

"Long and hard! Just how I like it," she says, "but that's not what I wanted to talk about."

"Oh," I smile. "I guess that was kind of presumptuous of me," I add, apologetically.

"Yeah, kind of, but not really," she smiles. "We probably do need to have that other conversation but first I have to tell you something before we get home."

"Okay, shoot."

"You probably noticed that Kristina isn't... um... very experienced," she says, peaking my interest already.

"She seems a little more reserved than the others," I answer.

"Well, she doesn't have a boyfriend but seriously wants to lose her virginity," Lauren is speaking faster, clearly not very comfortable with this conversation. "We've been trying to help her but there aren't a lot of options. Sure, we could put the word out and she'd have lots of guys offering to take her out just for that," she says, crinkling her nose to let me know what she thinks of that option. "She'd lose her virginity and gain a reputation. And let's face it, it wouldn't be much of a first experience either." I decide not to comment and let her keep talking.

"That was what the sleepover and adult toy party was for," she says as if I should be following her logic. "We were going to help Kristina lose her virginity to that rubber dildo that was stuck to the coffee table." She laughs nervously, waiting for my reaction.

"So I interrupted more than a deep throating competition by showing up?" I acknowledge, nodding with understanding.

"Exactly!" she says. "You came home and..."

"Look Lauren, I get it," I tell her. "I'm getting in the way of your plans. Hey, no problem, I can crash over at Dave's house for the night and you guys can..." She interrupts me with a jab to my shoulder again.

"No, silly!" she laughs. "You're not in the way at all. If you'd let me finish."

"Okay, just quit hitting me," I joke.

"You came home and now, instead of the dildo, Kristina wants you to take her virginity!"

"What? Wait! No!" I stammer. "I've never done that before."

"Neither has she," she counters, mockingly.

"No... but... I mean... her first time?" This is unfathomable. "What if I hurt her?"

"It's going to hurt anyway."

"I know but... her first time should be really special don't you think?" I ask, wondering why I'm arguing about getting to be the first cock to slide into that tight flower-petal pussy.

"Mine wasn't," she tosses off and I'm not sure what to say.

"That's not a conversation thread I want to follow," I say, faltering for where I do want to take this conversation.

"It will be special!" Lauren insists. "You're obviously an experienced lover and her best friends will be there."

"What? We're doing this in front of everyone?"

"Not everyone," she says, rolling her eyes. "But we were going to be there to help her with the dildo why shouldn't we be there with a real live cock?"

"Is that all I am in this, a live cock? A piece of meat?" I ask with mock indignation.

"Now you're catching on," she laughs. "Seriously, Brandon, you'll do it won't you? You're probably the first guy who's ever appreciated her breasts. It meant a lot to her. It was very nice of you."

"I wasn't just being nice," I explain. "I love her nipples."

"She gets teased a lot for being flat chested," Lauren admits. "Girls and guys can be so fucking cruel," she declares. I listen to her voice raise with indignant passion as she continues. "Her mom is even thinking of getting her implants to help her with her self-image. Do you believe that?"

"That's crazy," I admit. "Her breast are awesome but we're getting off topic, Sis."

"I know, I just wanted you to see how important this is to Kristina. Don't say anything about the implants, okay?"

"Sure," I agree. Meanwhile my mind is reeling and my cock is swelling at the idea of a group sexual therapy to relieve Kristina her once in a lifetime gift. We're almost home before either of us speaks again.

"So, you'll do it?" Lauren asks. I take a deep breath before I answer.

"Two conditions," I say, holding up two fingers for emphasis. "First, I want to talk to Kristina alone to get assurances that she's not doing this out of peer pressure."

"Deal, what's the other one," Lauren says, excited that I've agreed and apparently willing to agree to anything.

"No pressure!" I say a little more forcefully than I meant to. "Kristina can back out anytime, before or during, without a hint of persuasion, disappointment or pressure from any of you." Lauren smiles as we pull into our parent's driveway.

"I knew she picked the right guy for this," she says, leaning over to kiss my cheek. "Thank you! We agree to all your demands. I'll talk to Alex and Kylie while you're talking to Kristina."

Just before we get out of the car she adds, "Now can we go deflower a virgin?" I laugh in spite of, or maybe because of my nervousness.

"How did it go?" Alex asks when we walk in with my stuff.

"He agreed!" Lauren says, looking at Kristina who is grinning ear to ear.

"There are a few more boxes in the car," I announce. "I have to save my strength so you girls better get them," I laugh. The girls take the boxes into my bedroom and then gather in the living room anxious for the fun to begin.

"I found these in one of the boxes," Alex says, holding up a box of condoms. "I figured we'd need them."

"Before we do anything," Lauren takes charge as usual. "Brandon wants to talk to Kristina alone. Why don't you use your bedroom, Brandon?" I leave with Kristina as I hear Lauren start her conversation with her other two friends.

When we get to my bedroom I invite her to sit on my bed and I sit next to her. She breaks the ice before I have a chance to figure out what I'm going to say.

"Thank you for doing this, Brandon," she says. "I'm kind of nervous but not because of you."

"I'm a little nervous myself, Kristina," I assure her. "I've never done this before," I say, prompting a confused expression from her. "Never fucked a virgin," I clarify, if somewhat crudely.

"Oh," she giggles. "I thought you meant... Never mind," she laughs nervously. I take her hands in mine and turn her towards me.

"Are you absolutely sure you want to do this?" I ask, looking into her wide innocent eyes. I've known this girl her whole life. "This is a big decision, not something you should jump into without a lot of thought."

"Don't you want to do it?" she asks quietly. "I mean I understand if Lauren is pressuring you into fucking her flat chested friend," she starts to get up. "It's okay, you really don't have to..."

"Kristina!" I interrupt her and pull her back towards me. "My cock is rock hard thinking about sliding into your tight, virgin pussy. You are extremely desirable... please don't demean yourself like that. I told you how much I love your nipples, and if we do this, you'll see exactly what I mean. I just want to make sure your friends aren't pressuring you into doing something you'll regret."

"It was my idea!" she responds resolutely. "Honestly, they didn't even think of it. Kylie and Alex were too anxious to fuck you themselves and Lauren... well, Lauren's your sister," she says matter-of-factly. "I promise I will have no regrets!" she says, crossing her chest with her fingers.

"Then I'm in..." I say, laughing at the unintended pun. "Well, not yet, but I will be."

"Thank you, Brandon," she says throwing her arms around my neck and kissing me hard on the mouth. I slip my tongue between her lips and we start trading saliva as our tongues entwine.

"You guys aren't starting without us, are you?" Kylie calls down the hallway. We break the kiss and I look Kristina in the eyes.

"I'm going to do everything I can to make this very special for you," I promise her.

"I believe you," she says, smiling demurely and standing up.

"Kristina," I stand next to her and put my hands on her shoulders. "I'm not looking for a new girlfriend. I don't want you to get the wrong idea and get hurt."

"I was hoping you wouldn't get the wrong idea and get hurt, Brandon," she teases. Taking my hand she leads me out into the living room.

"We're ready," she announces to her friends. "Where are we going to do this?" I hadn't thought about where in the house we can comfortably have five people involved in this virgin sacrifice.

"Mom and dad's room," Lauren says. "It's the largest room, has a king-sized bed, and I'll change the sheets before they get home." Kind of weird but probably the best place.

"You're really all going to watch?" I ask as we're filing down the hallway to our parent's bedroom.

"Not just watch," Kylie says. "We're there for encouragement and support."

"Okay," I answer, sailing into uncharted territory... at least uncharted for me. "We're going to take this slowly," I explain. "I don't want anyone getting over anxious because it's taking too long," I say to nods all around. "This is a new experience for me but I'm confident that the higher her arousal level the easier it will be. That's what I'm going to be focusing on."

"That sounds great. Can I be next?" Alex jokes.

"After me," Kylie says as she pulls her top over her head.

"What are you doing?" I ask as she discards her bra and pulls the zipper down on her shorts.

"Showing support," she smiles.