Where it happened: Friend's house
Langauge: English
Sex: Male
Rating: 10
Category: Straight
I had just reached puberty and had learned how to Jackoff. I used to go over to my friend, Bill’s, house and we would do it together. One Summer afternoon we were in Bill’s bedroom really going to town stroking our cocks and riding the pleasure to orgasm. We heard o noise and turned around to see his little sister, Jenny, wathching us with wide-eyed surprise. What ya doing guys, she murmured, it looks like fun. We’re masturbating and it is fun and feels really good, we replied. Can I join you, Jenny asked, and we said yes. She asked us to show her how a girl could masturbate without a cock to play with. We took off her clothes and she stood naked before us. She was only 11 but very well developed. Her tities were small but perky and her hips were thin and curved. She was a real beauty. I explained that a girl had a spot at the top of her vagina that responded to stimulation like a boy’s penis. It’s called a clitoris or clit, i told her. He pussy was hairless but had large pouty lips. Here, I’ll show you, I said, and began rubbing my finger between her pussy lips and up across her clit. OOH, she cooed, that really feels good Jack, keep it up. I continued fingering her clit and also moved my finger inside her pussy. Jenny was wrigling with excitement and moaning softly. Suddenly, she screamed and shuddered all over. She was having her first orgasm and really enjoying it. By that time my boner was big and hard as a rock ans twitching up and down. Oh Jack, she said, your cock looks like it needs some stimulation too, can I do it for you. Sure, I replied, I’d like that. Jenny grabbed my stiff cock in her right hand and began massageing it back and forth. Her hand felt soft and warm and I was enjoying the feel of it on my throbbing cock. Suddenly, I stiffened and groaned loud as my cock spurted gushers of cum, spurt after spurt. Jenny was amazed at the volume of sperm that I ejaculated and my violent reaction to orgasm. Ooh, that’s nice, she cooed, you have lots of stuff. Yeah, I answered and it feels so god whan it spurts. Some was dripping of the end of my cock as it began to grow limp. I’d like to taste that, Jenny cooed, can I? Okay, if youy want. She held my limp cock up to her lips and licked off the cum with her tongue and swallowed my cock inside her mouth. Her mouth and tongue were warm and felt really good on my cock which began rising and stiffening again from her oral attentions. Ooh Jack, she murmured, it’s getting hard again and filling my mouth. Does it feel good to you? Sure I replied. Would you like to suck me off, I asked. Her eyes opened wide as she purred, can I really. Yes, go ahean, I coaxed. Her right hand was still around my mock and she stoked it as she sucked and licked my purple cockhead. Howlo my balls in your left hand girl and massage them gently. Jenny followed my instructions to the letter and the magic feeling was surging in my cock and balls again. Suddenly, I stiffened, groaned and shoved my cock deep into her mouth as I exploded, sending spurt after spurt of cum into her mouth. Jenny looked up into my eyes, smiled, gulped and swallowed hard taking all of my load into her stomach. After I finished my orgasm, my cock went limp again and slid out of her lips. Ooh Jack, your stuff tastes sooo good and I love to swallow it. Would you like me to suck you off, I asked? That would be nice, Jenny said, how do you do that. Lay down on the bed, raise your knees and spread them apart, I instructed her. She willingly complied. Her pussy lips were swollen and red with heat and her clit bud was enlarged with excitement. I moved my face between her legs and began sucking her lips into my mouth and licking her joy spot with my tongue. Ooh Jack, that feels so nice, she cooed. With one hand I reached up and cupped her titty and tweaked her nipple. That’s nice too, she cried, keep it up. I continued sucking and licking her pussy lips and clit and massaging both titties. She was trembling all over and crying, Jack it feels sooo god. Suddenly she arched her back, pushed her pevis into my face and trembled violently. She screamed in pleasure as she orgasmed and flooded my mouth with her juices. I kept licking her softly as she came down off the peak of her climas. Jenna pulled my face up to hers and kissed me hard on the lips and snaked her tongue inside. Ooh Jack, you are a wonderful boy any I love doing these fun things with you. Same here, I replied. We’l;l have to do it again sometime. I’d like that Jenny murmured, how about tomorrow afternoon.
When I returned to Bill’s house tha next afternoon, Jenny was waiting for me with a big smile. Let’s skip the masturbating and sucking off and get to the real thing, I suggested. Jenny looked puzzeled and said, what’s that. I’ll show you and began undressing and taking off her clothes. She looked so beautiful and I really wanted this girl. We’ll start kissing and playing with each other first to get into the mood. I began french kissing her mouth and playing tongue tag. My hands were all over her lovely body as I massaged her titties and fingered her pussy. She massaged my balls and stoked my cock until I had a raging hardon. What’s next she asked? I have to put on a rubber to protect you from getting pregnant, I told her. I reached into my pocket, got out a condom and rolled it over my throbbing erection. I’m going to put my sex tool into your pussy. Wow! Jenny exclaimed. It’s going to hurt a little at first but after I break your cherry it will begin to feel better. Okay, she said fearfully, but be careful. I’ll be very gentle and try not to hurt you too much sweet one. You’ll see. With one hand I reached down and spread her eager pussy lips. With my other hand I guided my throbbing missle to her pussy. Put your armes around my neck and kis me as I puch into you. Jenney grabbed me around the neck and kissed me passionately. I slowly pushed my hard cock into her pussy, one insh at a time. When I reached her hymen I gently told her to hold tight as I pushed it in all the way. With one trust I broke through her tender barrier and entered her fully. She wimpered a little and said, that wasn’t too bad. I began trusting in and out of her in a gentle motion. She was moaning softly now and cooing and said it was feeling nicer all the time. I kept on thrusting my swollen member in and out of her soft and warm pussy. Jenny was hanging onto me and drowning my mouth in her kisses. Suddenly we both trembled as we orgasmed together. Oooh Jack, she cried, that was wonderful. In two afternoons we had experienced masturbation, oral sex and intercourse together and it was a wonderful experience. For the remainder of that Summer, Jwenny anbd I had many lovemaking sessions together, each one better than the last. After High School, I married Jenny, and our sex life together for the last 50 years has been like heaven. So glad she caught me and Bill jacking off that first afternoon.
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