My Virgin Sister 2

Until now, my sister and I have never discussed our individual sexual activities with each other. Occasionally, she asks me questions about sex or things she's heard about at school and I answer her as best I can. A military father can be pretty strict, especially with a daughter, and Lisa was not allowed to date until she was 17. She is inexperienced and naive, and I'm pretty sure she's still a virgin. I always caution her about getting sexually active too fast. I've had a few girlfriends who have been willing to experiment, so I've eaten pussy, had blowjobs and fucked a few times. But at 18 years old, in a new High School, I haven't been getting any action lately.

Since I don't have a steady girlfriend, I'm making do with my own hand outside my sister's window pretty regularly. Don't get me wrong, it's a great show, but I'm getting really horny and starting to think about my sister's body in ways that a brother shouldn't. I find myself wanting to do more than just watch. I want to touch her. I kept fantasizing that she knows I'm out here and she's putting on a show for me. I know it isn't true, but it fuels my desire to touch her and have her touch me.

One afternoon when we're alone, I head around the house because my sister has suggested we go for a swim. I'm in my swimsuit and want to get a quick look at her naked body before we get in the pool. By the time I get outside her window, she is down to her bra and panties. This happens quite often now, because I know how long I can take to change into my swimsuit and get around the house to see her naked. Her tits bounce a couple of times as she slips off her bra and I can't help but rub my cock through my swimsuit. She bends over to take her panties off and I get a great side view of her tits hanging down. Her tits look like round little cones, hanging there, with her nipples pointing toward the floor.

God, how I want to touch and suck her tits and make her nipples hard! I pull my cock out of my swimsuit; slowly stroke the length of it, as she turns around to get her swimsuit out of her dresser. When she bends over to pull her swimsuit bottom on, I see her tight, round ass and her small pussy lips hanging down. I fantasize about what it would feel like to slide my cock between those lips, while she is bent over like that, burying myself deep inside her tight, virgin snatch.

As she finishes putting her swimsuit on and is opening her bedroom door, I tuck my cock back in my swimsuit and turn toward the pool. The sound of her cell phone makes me turn back. I watch as she talks, but I can't hear what she's saying. She's getting really upset, walking back and forth as she talks to whoever it is. After a couple of minutes she closes her phone and throws herself on her bed, crying.

I love my sister and despite the perverted nature of my fantasies. I don't ever want to see her hurt. I want to know what's wrong and help make it better. I go into the house, trying to figure out a way to approach her, without giving away how I know she's upset. Fortunately, she left her bedroom door open when she went back to answer her phone. As I peek in, I see my sister lying on the bed, her head buried in a pillow and I can hear her sobbing. As I watch her body heaving up and down on the bed, I walk in and asked her what's wrong.

"It's not fair!" she says, between sobs. "That's what's wrong!" She turns toward me and lifts herself up on her elbow. Her swimsuit top has slid to the side and I can see her nipple poking out over the top of the material.

"What's not fair?" I ask, trying to focus on her face, instead of her half-naked body.

"It's not fair that girls have to walk such a fine line all the time," she cries. "What do guys want? I can't figure out what I'm supposed to do. If we let them fuck us, we're sluts. If we don't let them fuck us, we're prick teases and if we don't let them touch us at all, we're frigid. What the fuck am I suppose to do?" She turns her face back into the pillow and begins sobbing harder.

I watch her lying there crying, trying to figure out what to say and how I can help her. As I walk over and sit on the edge of her bed, I can't help but notice how her swimsuit bottom has ridden up into the crack of her sweet, round ass. Remember, I've just seen her naked and have been stroking my cock outside her window.

I wonder who was on the phone, but as I'm about to ask her, I recall that I shouldn't even know about the phone call.

"What happened, Lisa? What brought this up?" I start rubbing her bare back, trying to comfort her.

"Tony broke up with me." I hear her muffled words through the pillow. "I bet he's going to start seeing that slut, Barbara." I'm surprised. I thought Tony and Lisa were a great couple. Lisa started dating Tony right after we moved here and they've been dating steadily for the past month.

"When did this happen?" I ask, remembering that I'm not supposed to know about the phone call.

"Just now," she says, continuing to sob into the pillow. She turns her head toward me and continues. "He called me and gave me some bullshit about us being too young to get serious and that we should start seeing other people, but I know it's because I wouldn't do this!" she yells, flopping over on her back and spreading her legs apart on the bed.

I'm speechless looking at my sister lying there next to me in her skimpy swimsuit, spreading her legs wide apart and giving me an unobstructed view of her barely covered crotch. A couple of pubic hairs are peeking out from the sides of her swimsuit bottom, which is stretched tightly across her pussy lips, leaving very little to my imagination. Since I've been looking at her pussy for a couple of months, I don't have to imagine much, and my cock is beginning to stir inside my swimsuit.

"I mean it's really not fair! Have you ever dumped a girl just because she wouldn't let you fuck her?" She is looking up at me with her innocent eyes, all red and puffy from crying. She pulls her legs back together and adjusts her swimsuit top to cover her nipple. "Well, have you?" she asks softly, sniffing back her tears.

"No, I haven't and Tony probably hasn't either. Maybe he really does think you guys are too young. Or maybe he's just not sure what he wants." I'm trying to be as consoling as I can and I'm telling the truth about not dumping anyone.

"No! He really wants to fuck me," she responds. "He told me so last night, but I said no! Maybe I'm wrong. Maybe I should have let him have what he wants. God knows I wanted to fuck him, too. I was so hot and so wet it was just as hard for me to stop as it was for him." As she's saying this, my sister turns on her side toward me and starts crying again.

"I've just always wanted the first time to be with 'THE ONE'. You know? And I like Tony a lot, but I'm not sure I love him or that he's 'THE ONE'. What do you think Jack, should I have just let him fuck me? Would that have made me a slut? I try so hard to let him do what he wants without becoming a prick tease."

I reach over and put my arm around her and she starts sobbing into my shoulder. I lie down beside her and hold her close while she cries. As I'm lying there, I'm becoming increasingly aware that I'm on my sister's bed, we're both in swimsuits, which leaves a lot of bare skin contact, and I'm holding her in my arms, while she talks about whether to fuck her boyfriend.

"Well, should I have?" she asks again, pulling her head back from my shoulder so she can look at my face. We're still holding each other, as I'm trying to decide what to tell my sister.

"No, you made the right decision. You're still young." I hesitate before I start speaking again. Picturing my sister being touched by Tony and her pussy getting hot and wet to the point where she doesn't want to stop, makes my cock stiffen and I slide my hips back a little so she won't notice.

"But maybe, you know, you're teasing him a little more than you realize," I finally say.

"What do you mean?" She leans back away from me, giving me a clear view of the front of her body. She has a puzzled look on her face and I'm trying hard to keep my eyes on her face.

"Well, I'm not sure, but when you said you stopped when you really didn't want to, what had you two been doing, exactly?" I really want to help my sister, but I also want to hear the details about what her and Tony had been doing. I'm thinking I can kill two birds with one stone.

"I'm not going to describe what we were doing, Jack. Let's just leave it at the fact that I was very hot, but I pulled back in time and the next day he dumped me." Her face is a little red and it's obvious she's embarrassed about what we're talking about. She's still leaning back and looking at my face.

"Look Sis, I'm not trying to pry into your love life, but I think maybe you could use a guy's perspective on this. You think you're not being a prick tease, but as a guy, sometimes you get to a certain point, where you really can't turn back. If you stopped, I can guarantee that Tony went home and jacked-off, thinking about what it would have been like. I've been out with several girls who didn't let me fuck them, but didn't send me home to jack off. Maybe if I know what you've been doing, I could offer you some suggestions on how you can help him get relief and still save your virginity." I'm really trying to help my sister, but I'm also starting to fantasize about teaching her some sexual techniques to keep her boyfriend happy. You know, I could let her practice with me so she won't be fumbling around when the important time comes.

"Suggestions?" she asks. "What kind of suggestions?" She's still lying in my arms on her bed. She settles back down against my shoulder and I can tell she's really thinking about what I've said.