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My sister Sylvie just loved to give head.
She was only a year in a half older than me, and when I was 15 I saw her doing it for the first time.
I walked in on her; She was blowing her boyfriend right on the living room couch. I stopped and stared for a few seconds; he looked up at me. I left.
I couldn't get the scene out of my mind. I guess it's normal to feel a sexual attraction for any female in the vicinity when you’re 15 years old, even your own sister. But the sight of her pretty face moving up and down ecstatically over that hard cock just wouldn't leave my mind. I think I jerked off 20 times that week just thinking about it.
Sylvie had lots of boyfriends, and I suddenly understood her popularity. I wanted to see it again, I had to see it again. I made a habit of always entering the house quietly, hoping I might catch her at it. I often heard soft noises from her bedroom when she was in there with someone; of course, who ever was in there with her would always be out of the house before mom came home.
Then Sylvie and I were having a fight one day, like siblings do.
“Well then, I'm going to tell on you Sylvie.” I said to her at some point.
“Tell on me about what?” She retorted.
“About how you have a different guy in your bedroom every afternoon!”
“I don't have a different guy in my bed every afternoon!”
“That's true, only during the week.” I said spitefully.
“It's not true! I just have several boyfriends, that's all. And you're just jealous because you don't have a girlfriend.”
She was right.
“And,” she continued, “I saw you peeking on me with Russell last week, you little pervert.”
“What do you expect when you do it in the living room?” I asked her, “And anyway, I didn't see much.”
“But you would have liked to.”
“Sure. I've gotta put up with it, I should get something out of it.”
I remember my sisters wide-eyed stare through her glasses; those glasses always made her eyes look even bigger.
“You wanna watch?”
I had a very close relationship with my sister. Before she had gotten into spending all her time with her boyfriends, we were best buddies. My cock went stiff when she said she would let me.
Imagine that; 15 years old and I had my own live sex show at home. Sylvie had gorgeous red hair, and wonderful clear pale skin. She was technically still a virgin, but she loved to make out with different guys, and suck their dicks until they came in her mouth.
She sucked off a couple of my classmates, then some college kids. I used to hide in the closet and watch her.
God, the sight of Sylvie's face going up and down on all those different rods; it was making me nutty.
Finally, I had to ask her; “Please Sylvie, please… do it to me.”
“What? You must be nuts, I'm not going to do my own brother.”
“Come on, Sylvie. What's the difference? You've done half the town by now.”
“Come on, Sylvie. I'll do anything, please Sylvie?”
She was thinking about it. My heart was pounding in my ears and my cock twitched in anticipation just seeing that she was thinking about it.
“You’ll do anything?”
“Yes, anything.” You really shouldn't say something like that to your older sister, I suddenly realized.
“You've been watching me with guys for a couple of weeks now.” She observed.
“Yes.” I said.
“Okay, I want to watch you once. And then I'll do it to you.”
“Come on, Sylvie! I haven't even been able to get a girl to go out with me, how am I going to do it while you watch?”
“Not with a girl, silly! With a guy. I want to see you suck cock.”
I was totally shocked at the suggestion. “Never, not in a million years.”
She didn't even let me watch for a week. I was going crazy.
Then I came home to find her bedroom door slightly ajar one day; the sounds from inside couldn't be mistaken for anything else.
I peeked in; there was a boy tied to my sister’s bed. This was new.
A black boy, and he was blindfolded too. I didn’t know him.
“Jesus, oh baby!” He was saying, thrashing around in his restraints, “You're good!”
My sister looked up at me, a sly smile on her face and her hands full of the boy's dark genitals.
“Really?” She asked, “Do you want me to do it some more?”
“Oh yeah, baby! Please, baby, let me have it.”
Not taking her eyes from mine, Sylvie took the black cock into her sweet mouth once more. Then she beckoned me forward with a finger. I entered.
“Do you really think I'm good at this?” Sylvie asked her lover.
“You're great baby. Say, is there someone else in here with us?”
“It's okay. It's just my little sister. She wants to try it. You don't mind, do you Hank?”
“Take this thing off my eyes, sweetheart. I want to see you both.”
“She doesn't want you to see her, Hank. She's shy. Here, Hannah, try it. Come on, it's nice.”
I was afraid, since Hank was struggling, trying to free his hands.
“Relax, Hank.” My sister soothed him, stroking his chest. “My sister watched me do this before, and she wanted to try it.”
Once more, Sylvie beckoned me closer. She held the large black penis in one hand and smiled wickedly at me.
“Why don't you say something, Hannah.” Hank said.
“My sister’s too shy to talk, Hank.” Sylvie told him, “Hannah,” she said, looking at me, “this is your chance. Come on, give it a try. You might never have another chance like this, Hannah. Don't you remember what I said to you about this? Come on, it's nice, you'll like it.”
There was silence for a moment, the three of us waiting to see what I would do. There it was, only three feet away. It was only a protrusion of flesh, just an anonymous dark penis. All I had to do was lower my mouth over it for a minute, and then Sylvie would do to me what I had been dreaming of.
“Come on, Hannah; you know you want to. It's the greatest thing, feeling a man's dick inside your mouth. And Hank has such a beauty, look how big and hard it is.”
She gave the shaft a squeeze, causing its great mushroomed head to swell enticingly.
“Come along, Hannah.” Sylvie insisted. The excitement on her face seemed to draw me closer; she reached out her hand, and gently but irresistibly pulled my head down towards the great alien organ; my lips touched its tip, and still her hand insisted on the descent of my head.
“That’s the way, Hannah… go on, it won’t bite.” Sylvie insisted.
My lips parted, my jaw opened of its own accord; the smooth warm penis slid into my mouth as though it was the natural state of being.
“My sister is sucking your cock, Hank.” Sylvie told her lover, “Is it good?”
“Untie my eyes, Sylvie.” Hank insisted, “Let me see.”
Sylvie laughed, “But that's the point, Hank! You can’t see her, you don't know if she's pretty or ugly. I'm telling you, she's just shy. Now does she suck cock as well as I do?”
“I don't know, sweetheart. Now that's enough, untie me now.”
The cock swelled as I sucked gently, its texture strangely stimulating. I lifted my head, and felt its ridges passing across my lips. I lowered my head again, allowing its potency once more into my oral cavity. I held it around the base with one hand, and I found my other had gone to his balls. I rolled the loose black skin gently between my thumb and forefinger as I drew my tongue up the length of his fascinating black shaft.
“You like it, don't you Hannah?” Sylvie said to me. “You like it, I can tell. Try to get deeper into your mouth, honey. More. What a good girl you are!”
It filled my whole mouth, it was against the back of my throat. I tried to push farther, but I gagged. I licked it around its head, I kissed it and caressed it. I had a hard on; I was amazed.
Amazed at myself. I was enjoying this, this was impossible. Only a girl could enjoy this, and I was definitely not a girl.
I handed him back to my sister, who sucked him and jerked him off expertly until he came in her mouth. I hid upstairs in my room as she untied him, and I saw him scurrying out the back door, in a hurry to get away from this troublesome house.
Sylvie burst into my room, an excited smile on her face; “You little pervert! You liked it didn’t you?”
“No way! I just did it because you made me.”
“Whatever. Lie back, Bro, and pull your trousers off. You’re going to get it good.”
It was everything I’d hoped for and more. The ecstasy of it, the sensation was just indescribable. My own gorgeous sister doing it to me at last!
She smiled her wicked smile at me, as she ran her tongue up my dick before going down on it again; I exploded, shooting my young spunk into someone for the first time. Sylvie just held me in her mouth and grinned at me as stream after stream pumped out of me, and as I marveled at the glory of the feeling.
Naturally, I wanted more; but Sylvie wasn't into it.
“It's just too perverted, Bro.” She said.
“Come on, Sylvie! Please? Pretty please?”
“What are you going to do for me if I agree?” She asked.
“Anything, Sylvie. What do you want?”
“I'll think about it.” She said, showing me that “sly” smile of hers that excited me so.
It filled me with excitement and dread. We said no more about it for a couple of days, but she did let me hide in the closet while she made out with one of her boyfriends for awhile before sucking him off.
“Oh little brother.” Sylvie called out to me from her room one afternoon sweetly. “Come in here.”
My cock swelled in my pants as I entered my sister’s room. It was so wonderfully girlish in there. There were dolls and frilly things; everything was in pink colors, it even smelled girlish.
“Take your clothes off” Sylvie told me with an excited grin. Feeling considerable excitement of my own, I undressed.
“Sit on the bed.” She told me. I did, my hard cock sticking straight up into the air in anticipation.
Sylvie stroked my head and looked into my face, giving my cock an excruciating little tickle.
Then she brought out her makeup kit.
“What are you going to do, Sylvie?” I asked her, nervously.
“No one will ever know. I just want to try something. Stay still.” She replied, holding the back of my head in her left hand and an open lipstick in her right.
“Forget it, you must be joking!” I told her.
“What are you afraid of?” She asked me. “Just let me have a little fun, then I'll take care of your little problem for you.”
I would have never let anyone else do something like this to me. But Sylvie could always get away with things that no one else could. In fact, she still can, at least with me.
She spent a long time painting up my face. She applied eyeshadow, eyeliner, and blush; she put something on my eyelashes. She played with my hair as well.
“You look gorgeous, Bro. I always wanted a sister! You've been really good, lie back.”
I lay back on my sisters bed, and enjoyed the ecstasy of her mouth. She really enjoyed looking at me while she did it to me until once more, until that wonderful point came of hot release, that astonishing excruciating helpless squirting gasping orgasm. I didn't look in my own face until we were done. I was amazed; I was a girl. I was grossed out by the sight of myself, but at the same time I can't deny that I was a little bit excited by it.
She let me stew for a couple of days before inviting me back into her den of delights. This time, naturally, there was more.
She wanted me to dress up. I wore one of her dresses, stockings, and high heels [I had small feet then]. She let me play with her lovely little tits for a minute, then she did the makeup again.
I was looking at myself in her dressing mirror, amazed at how pretty I looked, and she snuck up on me with a camera.
“Give me the film, Sylvie!” I demanded.
“Don't be a spoil sport.” She answered, “Do you want your blow job or not?”
She insisted I let my hair grow, and within a couple of months it was to my shoulders. Sylvie would dress me up once or twice a week, and I got regular blow jobs as well as getting to watch her making out with her boyfriends. I wanted to make out with her too, I wanted to hold her and play with her tits and kiss her like they got to do.
“No way.” She told me, “You're still my brother. And my sister, sometimes!”
“But I’d like to do something for you, too Sylvie. You let Tom yesterday…”
Sylvie actually blushed. Tom had licked her out.
“Well, I might let you do that.” She conceded.
It was wonderful. I was crazy about Sylvie, and each time she went down on me I loved her more. I had wanted to do something to return the favor, and getting my face between her gorgeous thighs and my tongue the into her sweet twat was what I had been longing for. I enjoyed Sylvie's orgasm at least as much as I had ever enjoyed one of my own.
She let George have her cherry soon after that. Unusually for Sylvie, she hadn't planned it in advance. It was wonderful but terrible for me to watch his ass bouncing up and down between her long legs; I was terribly jealous of course, but I was happy that I'd got to see it.
“Please Sylvie, why not?”
“You're my brother, Harry. Sisters and brothers don't do it.”
“Well we’re doing everything else already, and you let George do it. I bet you’re going to let Tom do it too.”
“I might. But George and Tom help me with my schoolwork. You can't write my essays for me.”
“Come on, Sylvie. I'll go nuts if you don't let me.”
“I'll have to think about it.” She said finally.
She made the proposal to me about a week later;
“You have to let me dress you up, and then you have to wait for me until I come home with Dan. Then you have to give him head. There's no discussion, that's what you have to do if you want me to let you go all the way. Don't look so shocked, you've done it once already, and you don't mind anymore getting dressed in my clothes. You're a complete pervert already, wanting to do it with your own sister, so what's the difference?”
“Forget it, I'm not doing that. Who’s Dan, anyway?”
“Just one of the seniors. He's really good at physics, and he's good looking too.”
It took her several days to get me to agree. She was quite unscrupulous, flashing her sweet smile at me and grabbing my ass from time to time, but not letting me have more.
I got more and more nervous before the day of our date came. I had sucked cock; I had been dressed up as a girl. But no one had ever seen me doing those things. Sylvie insisted that he would never recognize me and he didn't even know me, but it was hard to have that much faith.
“What are those things?” I asked her.
“Well this one's pretty obvious.” She had a black lacy bra, and two wobbly rubber fake tits to fit inside.
“But what's that other thing?” I asked nervously.
“This thing is clever.” She replied with a smile, “Your cock fits in this tube thing and then ties up underneath. It hides in this padding, so no one will notice you're a guy even if they give you a little feel.”
“What if I have to pee?”
“Just pee before you put it on, and then don't have anything to drink.”
This weird gear spooked me, and I wanted to back out. But my big sister put her arms around me, and held her body tight against me. She gave me a little kiss on the lips, the first time she had ever done that.
“Don't you want to do it with me, Harry?” She asked.
The silicon breasts weren't very large, about the size of half oranges. That was good, because Sylvie didn't have very big tits, and like this I fit nicely into her clothes. It seemed like hours I was waiting for her to come back with her new boyfriend.
I couldn't help but admire how I looked in Sylvie's full-length mirror. Even my nails were painted, and Sylvie had clamped earrings on me. The dress was very sheer, and ended at midthigh; I didn't have any leg hair yet. I practiced walking in the heels, and watched myself as I pretended to be a girl; I made girlie little hand movements and smiled at myself coyly. My dick got hard, but it couldn't grow inside the tube. I was surprised that the pressure didn't hurt. Actually, it felt sexy. There was a key in the door; it was Sylvie and Dan.
“Hannah!” Sylvie called, “Come downstairs and meet Dan.”
I recognized him. A tall thin Hispanic guy I'd seen around the hallways at school. He smiled broadly at me; he had a handsome face and a nice smile, I thought.
“Hi, Hannah!” He said, “It's good to meet you. Sylvie's told me a lot about you.”
I started to offer my hand, but he stepped up to me and gave me a hug. The pressure of the fake breasts against my real one's and his dominant hands on the small of my back nearly fooled me into thinking I really was a girl; and then he kissed me, on the lips.
“There.” He said calmly, releasing me, “Sylvie told me you'd never even kissed a boy. How was that?”
I was really shocked. I didn't know what was going to happen this evening, but I hadn't expected anything like that. I hadn’t minded sucking cock, and I intended to do that this evening. I was thinking I would be able to feel him coming in time to pull away; but I hadn’t thought I’d have to kiss him.
“It was nice.” I heard myself say, keeping in character.
“So how old are you, Hannah?” Dan asked me as he settled onto the couch, smiling at me brightly.
“17.” I lied. That's about the age of the girl that I looked like.
“It's hard to believe you've never had a boyfriend, Hannah. How come I've never seen you around? I'm sure I'd notice a pretty girl like you.”
I felt myself blush. “I live over in Weston. I'm just visiting my cousin Sylvie for the weekend.”
Sylvie sat on the couch next to Dan, and they started to make out, kissing and petting. I busied myself in the kitchen.
“Hannah!” Sylvie called, “Why don't you come in here?”
She told me to sit on the couch next to Dan opposite her. I sat down nervously.
“Don't worry, Hannah.” Dan said, putting his arm around me reassuringly, “Everyone's nervous the first time. I sure was, weren't you Sylvie?”
“Sure.” Sylvie said, stroking his neck with the fingertips of one hand and the bulge in his trousers with the other.
Dan's hand and slid down my back and wrapped itself around my hip. He pulled me close to himself, and I was suddenly afraid; if he reached for my tits with his other hand, he'd find out. I pulled myself closer to him, wrapping my arms around him tightly to make that more difficult. But that meant I had to lift my hips up off the couch and turn so my right leg was hooked over his. His hand slid over my ass through the thin fabric of Sylvie's dress.
I felt my cock pulsing in its restraint as Dan started to kiss me, his male tongue entering my confused mouth.
It was turning me on, I hate to admit it, but it was. It wasn't that I was a boy kissing a boy; I was a girl kissing a boy, and it was incredibly erotic. His hand continued to slide up and down my back, and over my ass. I brought my knee up, and it bumped into Sylvie's head; I looked down to see that she had his cock out, and she was going down on him already. It made me a little jealous. Dan's hands were all over me, sliding down my bare leg and ass, holding the back of my head steady while he kissed my mouth and face.
I slid my tongue into his mouth; I was a girl, a girl, a girl!
“Here, Hannah.” Sylvie said, to my relief, “Why don't you do this?”
I knelt down between his legs and took his cock in my hands. It seemed so warm and friendly, and I was glad to realize that I wasn't going to have any trouble going through with it. I was even enjoying myself, and afterwards I would finally get to fuck Sylvie. I heard him groan with pleasure as his cock entered my mouth. I felt so sexy, so feminine; a pretty girl pleasuring a cute boy. I let myself submerge into the fantasy.
He was fairly large, and I still had room for one hand at its base while I had as much of it as possible in my mouth. I felt its happy pulsing as I ran my lips across it, swirled my tongue around it, and squeezed it in my fist.
We all stopped while Dan got completely undressed. Sylvie and I both kept our clothes on, and went back to what we had been doing. Sylvie got up and left after minute; maybe she had to go to the bathroom or something I thought.
The pressure at my own groin grew and grew as I got more and more into moving my mouth across Dan's fine cock. I bobbed my head up and down on it, as I’d learned from Sylvie. I licked it and sucked it.
“Oh sweetheart, you do that so well!” he told me, “Look at me while you do it… you’re so pretty, Hannah…you have such sweet eyes… oh man, that feels so good!”
It made me feel oddly warm to be complimented by him that way. Somehow it made me really want to do it, it caused me to want to pleasure him even more. I smiled up at Dan and blew him a kiss before going down on his lovely dick again.
I felt some panic as he grabbed my head between his hands and started to come.
A flood of hot salty slime entered my mouth. His strong hands were over my ears, and I couldn't hear anything or see much. The only sensation I had was the product of his orgasm filling my mouth and throat. I can't say that I really liked it, but I also can't say that I didn't. To be honest, I felt some satisfaction about making him come. I could've done without the slime, but the slime was part of it; the immutable proof of my desirability.
I looked up to see Sylvie with her camera.
“Don't worry.” She said, “I won't show the pictures to anyone.”
Dan gave me a hug and kiss at the door as he was leaving.
“I'll see you around, Harry.” He said to me with a wink, and left.
“You told him? When?” I was flabbergasted.
“Last week. I was trying to get him to agree to write my physics paper, and he told me he was gay.”
“Shit! He’s Gay? I can’t believe you did that to me!”
“What difference does it make what he is?”
“I don’t know, but it matters.”
What it did was shatter my little fantasy; I wasn’t a girl, I was a boy who had sucked the cock of a queer. I hadn’t fooled someone; I had been fooled.
“You didn't really think that he wouldn't have noticed, do you? Of course he knew, where do you think I got those funny underwear?” Sylvie said.
“He's into cross-dressing like you.”
“I'm not into cross-dressing! It's just that you always insist on putting me into one of your dresses before we do anything. Shit, now he'll think I'm gay too.”
“Well, DUH! You're dressed in your sister’s clothes, sucking a guy's cock without care in the world; what does that make you? Don't worry, Harry, I won't tell anyone. And neither will Dan, he's as afraid as you are. You don't think he wants anyone to know that he likes boys to suck his cock, do you?”
I sat down heavily on the chair, feeling deflated. She was right; I had enjoyed myself, it turned me on to dress like a girl. I’d enjoyed being desired, and I’d enjoyed giving head. I had done what I had done willingly. Sylvie put her arm around me, and held my head against the side of her breast.
“Don't take it too hard, Harry. I think half our family is gay. Mom's gay for sure, and I think I am too.”
“Mom?” I asked in a daze.
“Of course, why you think she's always spending the night at Gail’s place?”
Then I noticed something that gave me hope; rubbing my face against my sister’s tit was turning me on.
“Didn't we have a deal, Sylvie?” I asked her.
“Why you little pervert!” She laughed, “You're right, we did. Do you mind leaving the dress on for little while?”
“Sure, whatever you want, Sylvie.”
It was extremely difficult getting that thing off my cock; my hard-on wouldn't go away, and I was stuck inside of it. But with Sylvie's help, I managed. We snuggled and kissed like lovers, with me still in my makeup, and Sylvie stroked my cock and balls in the most wonderful way. I was too horny, and I came. But my cock was still hard, and I pulled up the hem of my skirt, pushed it into my sister and screwed her.
After what had gone on earlier in the evening, screwing my sister while wearing a dress and a pair of false breasts seemed like normality; at least she was a girl, and a very pretty girl too.
I loved the feeling of her flesh, the way she smelled, the way she looked.
I made love with her, I kissed her and stroked her silky smooth skin, I looked into her wonderful clear eyes as she came.
She came again, and then I came sometime later. What a feeling to let your fluid go into a woman for the first time; delectable.
She insisted I had to go out with Dan before she would let me make love with her again. I don’t know how much of that was her little power trip, and how much had to do with getting him to help her pass her exams.
Dan never let on that he knew I wasn’t a girl, and I always maintained the pretense when I was with him. He even took me to dinner and a movie like that.
Both Dan and Sylvie left for college the next year, and I was left alone with my twisted sexuality in this small suburb. I found a girlfriend, and kept my strange sexual experiences to myself. In the 10 years since, I've only had sexual contact with men twice. I'm married with a child.
Sylvie lives with an older woman. But when my sister and I have the opportunity, we still make love; I know I should feel bad about it, but I don't.
I love Sylvie.
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