Until recently, I've lived on my own. I received a call from my younger sister a few weeks ago saying she has "had it" living with Mom and Dad, so she wants to get the hell out of there, even if it meant moving several hundred kilometers away from our parents. Hell, I know how she feels. That's why I am where I am.
My name is Matt. I am 29 years old and I'm a pretty average guy. As far as my looks go, I have a fairly muscular build as I have been working out for several years. Short brown hair with brown eyes. The only unfortunate thing is I am quite shy. I have zero confidence in myself what so ever. Probably has something to do with my smaller than average cock I'm sure. I've actually never had a long term girlfriend and I am still a virgin, believe it or not. Yes, it sucks, but I've learned to live with it and figured one day I'll be confident enough to actually take that step with a girl. I've always shied away from it up until now. I get some sort of stage fright and everything goes limp. The most I've had is a handjob, which was my most recent ex-girlfriend who did that for me and she didn't even let me cum. She had a wild / dominant side to her, which I actually thoroughly enjoyed, but alas, it never amounted to any actual sex. The closest I got to sex was me getting my cock ready to penetrate her and I came as soon as she took off her panties and spread her legs (it was the first time a woman had ever spread their legs for me). She wasn't too happy about that! I actually thought she was cheating on me on some point later in our relationship, but she ended things before I could get close enough to figure that out. So be it...
Anyways! Here we are. My sister, Jen, just moved in yesterday and she's settling in and looking for a job. Good stuff, right? You see, my sister has always been a good looking girl. I got teased a lot growing up in high school and beyond because all my friends wanted to get her in bed (and actually, a few did... stories for another time!). Last time I actually saw her was about 4 years ago. She had been a little on the pudgy side at that time, but she was still really cute. I've never really looked at her sexually, but now... Well she's definitely been working out. She lost a bunch of weight, but still has her curves in the right spots, then apparently started lifting weights a bit so she's all toned up in the right areas of her body as well.
A beautiful round ass, sexy legs, she even bragged to me yesterday about her abs and had to show them off by lifting her shirt and giving me a bit of a flash while flexing. She's not crazy ripped or anything, but JUST right. I know she is a 'C' cup for her bra size too as I recall stumbling into a conversation I shouldn't have between her and a friend she had over back when I used to live at home. And even with her weight loss, I'd say she's around the same size, give or take. Proud of her for getting in shape, yes I am, but now my mind is swimming with thoughts. Certain thoughts I never thought I'd have about my sister. Last night, I jerked off so hard that I came within a minute while thinking about her ab flash she gave me earlier in the day. Moaned a little too loud too, but I'm pretty sure she was fast asleep in the next room. There was no awkwardness when I saw her this morning, so I think all is well! Sounds like she just got home actually...
"Hello?!"
"Oh hey! Just in my room," I yelled back.
"Oh yeah...? Doing what exactly? Is it safe to come in?" she said with a questionable tone, but you could tell she had a big smile on her face when she said it.
"Um... Yeah it's cool." Seriously what is she hinting at here? That I am jerking off? She seemed way too okay with the idea of that by the tone of her voice.
She walks into my room. "Oh hey," as she is peaking over my laptop as if I am hiding something.
"What the hell are you looking at?" I snap at her. "I'm just watching some videos."
"Videos, eh??" That tone again... and a smirk. "What kind of 'videos?' Hmmm?"
"Uuuuuuh," (seriously speechless.. I'm not an idiot. She is seriously trying to get it out of me that I was watching porn, which I wasn't).
"Oh stop being like that," she snaps out of it, "I'm just fucking with you. Even if you were watching porn, I wouldn't mind! It's your home and all. I'm just visiting until I can get my own place, so don't let me get in the way of your normal everyday life, Matt!"
Shocked for a moment, I finally respond, "That's great, Jen. Seriously, thanks, but I wouldn't be doing that sort of thing with you home. That's just weird..."
"What sort of thing?" She questioned me with a smirk.
"Um... that thing you're talking about," I can't say it. She's my damn sister. Why are we even talking about this??
"What THING Matt? C'mon. I want to hear you say it. Grow some balls." She says to me in a real dominant tone. I just couldn't deny her...
"Jerking off," I finally say.
"Ugh, finally. You're cute. You realize I am 26 now, right? I KNOW what jerking off is and I KNOW that guys do it all the time. Especially guys like you... I mean!" She catches herself. "Sorry... But I mean guys like you who don't have a girlfriend. Guys with a girlfriend don't jerk off as much. At least the ones who have a steady sex life and know how to please their girl," she looks at me with another smirk at the corner of her eye.
"Yeah well, whatever. I don't need a girlfriend. I mean, it would be amazing obviously, but I just can't seem to meet the right girl for me. They always end things before we get really serious."
"Oh ya?" She says, as if knowing the answer. "Well, why do you think that is? Is there something you're not doing? Or something you can't do?"
"Ummm... I have no idea to be honest." Of course I do. I know exactly why. I have a small dick and cum too quickly, but there's no fucking way I'm going to say that to her.
"Well maybe it has to do with the size of your cock, Matt. Did you ever think of that?" She says with that smirk that won't wipe off her face while giving my pants a quick glance.
"What the fuck? What do you mean?" How in the hell does she know?? Or is she just guessing...? Play it cool. "Why would you say something like that? I'm your brother for fuck sake."