It was my senior year in high school, and it was coming to an end. I had never spent any time with any girls – I was too damn shy. I knew I had a few things going for me but they weren't really all that obvious.
The first was my brain – I had been straight A from the minute I started getting grades, and was on the way to graduate with a perfect average. I had knocked the SATs out of the park, missing a perfect score by 5 lousy points! But those were enough that I had a bunch of schools anxious to recruit me. It looked like MIT on a full scholarship was in my pocket. I was smart but, in the realm of the insecurities around talking to girls, it didn't do shit for me.
I was in pretty good shape, since I had been swimming competitively since junior high. Butterfly, backstroke, and the medley were mine – I was state champion in all three, but again, what good did it do? The cheerleaders don't go to the pool – bad for their hair or something. There was one other thing, but I had no idea how to make it work for me.
I had a big cock. I didn't think much of it before I joined the swim teams, but as I found out through simple observation, I was packing some serious dick! I'm nine inches long before I get hard, and two inches across when I do. As long as it didn't get hard, I could manage to wear a speedo for competitions by keeping seated, or keeping a towel around my waist. I'd wear something until the very last minute, then shrug it off, get on the blocks and go. While on the one hand I was pretty proud of the size difference between me and damn near every other guy, I was a little embarrassed by it as well.
I was, a brilliant nerd with a big dick and a socially inept kid. I'd resolved to go through life like that, and had pretty much talked myself into just being the brainy guy who lives a monastic life until my older sister Sarah saved me. She graduated high school as I was getting started, and left just before my growth spurt – all of them. She had been in France, attending the Sorbonne and graduated just as my senior year ended. We – Mom, Dad and I – flew there for the ceremony and a week's vacation where she showed us around and we helped her pack to come home.
We stayed at her apartment to save some money. Mom and Dad had her roommate's room, she had her bedroom, and I got the couch. I didn't mind at all. After all, I was in Paris and it was so very cool. One morning I slept late, and when I woke up, I didn't hear anyone in the apartment. Mom and Dad's door was open. I figured I'd use the time to take a shower. Thinking I was alone, I left the door open. I had cleaned up, and recalling the show we'd been to at the Follies Bergere, I was soon erect and naturally, playing with myself.
"Holy shit, Richard! That is the biggest cock I've ever seen!" My sister stood in the doorway to the bathroom, in a robe, and was staring at my cock. I didn't know what to do, so I kept playing with it - it felt too good. If she was going to have a problem with it, she'd tell me.
"Uh, yeah, it's bigger than all the guys on my swim team." I kept stroking it, wondering what would happen next.
"That must look incredible in those speedos. I bet you have to fight off the girls." Her eyes were still staring at it.
"Actually, no. I kinda keep it hidden. I mean, I don't want to show it off or anything."
"How do you hide that monster? WHY would you hide it? Wait - I bet you're still a virgin.
Am I right?"
I nodded, sheepishly.
"Well, little brother, it's time to deal with that." With that she shrugged out of her robe and began to move into the shower with me. It was my turn to stare. When she'd left, I hadn't been interested in women, so the sight of her was a shock. First of all, she had one of those figures you see in magazines. Her tits were the size of softballs, and her nipples stood out like, well, like nipples. (What can I say – I struggled at the time). Then I noticed there were no tan marks on her boobs. When I looked further, where I expected to see hair there was nothing but flesh, and there too, no tan lines.
Look, I knew what women looked like, From magazines and from websites. This was literally the first time I had a live naked, woman close to me – and it was my older sister! Not only that, she was making the moves on me!
I put my hands on her shoulders and held her at arm's length. "Wait. We're brother and sister. We aren't supposed to do things like this. It's wrong, isn't it?"
"Little brother, I'm on the pill. The whole incest thing is to prevent inbreeding and birth defects. You're now a grown man with an extraordinary advantage over most men, and you haven't a clue how to make use of it. I haven't been a virgin since the week after I arrived in France. Here, we glory in love and romance – and we enjoy sex. I am going to do my duty as your sister and teach you how to give your gift to the women back home. And if I have to let you screw my brains out, well, I'll suffer. I'll take one for the team. Use whatever metaphor you want – but the size of your dick has me horny and wet and life is short. Do you really have a problem with any of that?"
"No. Not really. I think I should, but I really don't."
"Good, because I definitely don't. Not when I have the chance to take on a monster like your cock."
She turned off the shower, then took my hands off my cock, placed them on her boobs and put hers on my now aching member.
"I have to ask – do you have ANY experience with women? Don't be ashamed – I just need to know."
"Ah, no. Not unless you count Rosy Palm and the four fingers."
"Oh my god. An absolute virgin! I thought they were a myth! I'm teasing, bro. Go ahead and use your hands to explore my body. I like my boobs stroked. I like my nipples caressed and then squeezed. Use your imagination. Let it run wild. If I don't like what you do, I'll tell you. And while you're playing with my body, I am going to play with yours. I can't believe how big your cock is! Every one of my girl friends is going to want some of it before we leave. You might enjoy that, you think?"
I was grinning like an idiot, visions of naked women dancing before my eyes. "I suppose I can take one for the team. If you can." We both laughed. Then she began to play with my cock and I could barely breathe! Until it happens, you don't really appreciate the difference between your hand and another's. As she stroked me, I played with her boobs. Her reaction seemed to say I was doing it right.
"Okay, play with my pussy! I know you want to. I want you to." And I moved a hand there to the alien world of a woman's sex. I was watching her face as I explored her cunt, and when I slipped a finger in it, I could see it was good. When I went to add another finger, she adjusted her stance to spread her legs wider, and thrust her pelvis forward. I was about to add a third finger when she shifted her hands and suddenly, I was caught up in some very new sensations!
"I'm going to come." I said and the I did. Five or six jets of sticky white come shot out of my cock, over hands and she continued to rub it into the skin. Surprisingly, my dick stayed hard – that had never happened before! Usually, I came and that was it. This time, under her influence, I was as hard as ever.
"Oooh, little brother! Look at you! All that come, and your still hard as a rock. I guess that means you can fuck me silly and we won't have to worry about and premature accidents."
She continued to make magic movements on my rod and she pulled me out of the bathroom to her bedroom. She closed the door behind us, and then dropped to her knees.
"I think we need to clean you up a little before we go further." And then, like out of a fucking porn movie, she began to lick my dick like a lollipop! It was like a wet dream come true! I watched her lick the come off her hands and off my dick, smiling and humming throughout.
She stopped and stood up, then moved to her bed. She lay back and spread her legs wide – the gates of heaven were in front of me! I simply stared until she spoke.
"Richard! Wake up. If you want to really get a reputation with the ladies, you want to learn how to eat pussy. Become a cunning linguist. Now's your chance, get over here and use your mouth on my cunt. It wants you to. I want you to."
I needed no further urging. I tried to recall all the porn "how to eat pussy" articles I had read. I began by teasing her. I kissed around the lips. I kissed and licked the insides of her thighs. Her mons. Then I began to take her pussy lips between mine and apply tongue. The sounds of encouragement and appreciation let me know I was on the right track. I stopped to inhale the aroma – it was heavenly. As I got more aggressive with my mouth and tongue, I inserted a finger inside her. The response to that led me to add two more, and I remembered an article about the g-spot, so I turned my palm up and worked the upper side of her hole – that was very appreciated!
And finally, I continued to finger her and fastened my mouth on what I had figured out was her clit – mostly by the reaction of her body. At some point she grabbed my head to stop me.
"Are you sure you've never been with a woman? I've had married men who couldn't do half of what you're doing. Don't stop! You're going to make me come, and you want to feel it when I do." She let go of my head and I went back to what I had been doing. I felt her tense up, and then the dam broke. Her cunt was spasming. Her hips were jerking, she began to moan, and then shriek. It was amazing! I just kept doing what I had been doing, until finally she stopped me!
"Oh. I can't take that any more. Now it's time for you to lose your virginity. In my pussy! I want that big fat cock of yours to know what heaven feels like! Fuck me, little brother!"
What could I do? I shifted on the bed and brought my dick head up to her pussy. I rubbed in up and down between her outer lips, and then pressed it forward and felt it begin to sink into her. She was right – it was heaven! Hot. Wet. Tight. Slippery. Alive. And I just kept going deeper and deeper until I was all the way in, my balls jammed up to her ass. I just wanted to stay there and glory in the feeling. But that wasn't going to happen.
"Don't just leave it there, pull it back and push it forwards. It's called fucking! I can't believe how stretched out your dick is making me feel. Now you need to pick up the pace and pump me full of you. Go ahead. It won't break. It's built to give birth – so it's way tougher than those big balls of yours! C'mon, Richard, fuck me hard with your big dick, Dick." We broke up laughing at that. But I took her instruction and began to use my hips. I would pull back and shove forward. At the same time her hips went the other way. I don't know how long it took, but I know she had multiple orgasms, and then suddenly I couldn't keep my rhythm – I was losing control.
"That's it, Richard. Let it go. Come on, fill me with your come. Pump me full, baby brother! Let it go! Yes, Yes, Yes."
"YES!!" I shouted as I felt my balls let loose. I pushed as deep into her as I could go and felt my come fill her and surround the head of my cock. The sensations were unbelievable! When the last spurt left me, I collapsed on top of her. Sweat was pouring off both of us.
"How was it, Richard?"
