Teen
2012-01-31

The girl that lived across the street, Debbie, was the super hot 18 year old daughter of our neighbors, that I wanted to jump so bad I could taste it, or taste her as the case would be. She came over one day, when I was off in the middle of the week and home alone, and asked if she could ask me a favor. Well of course I would do anything to get her alone in our house for even just a few minutes so I invited her in. She said we could not tell my wife or her parents about this because it was a little unorthodox. She sat down and I got us something to drink and joined her on the sofa. Of course I was wearing my usual short loose fitting swim trunks, with no underwear. I sat down on the sofa and brought my leg, closest to her, up on the sofa. This pulled the loose leg band open and about half my cock and just a peek of my balls came out into her view. It wasn’t very often that I got her alone so I wanted to take full advantage of the situation and her. Debbie glanced down and got an eye full of what I wanted her to see as I felt my cock starting to stir. Debbie looked back up at me and said,

“Listen, I know this is going to sound really weird and you can say ‘NO’ if you don’t like the idea. My teacher, in my Sex Ed class, told us we all had to do a Semester Term Paper and it would be 50% of our grade. She said we could choose the subject with her approval. She said we could use any accredited reference material, personal experiences, other than ourselves, or both and we have two week to complete it. ” Glancing back down at my now rock hard cock and swollen balls she continued,

“That was when I thought about you and told my Teacher I would like to do my Term Paper on Male Masturbation. Please, you can tell me to leave right now or you can hear me out.

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(Of course I told her to continue) I came over a couple of weeks ago, when you were home during the week by yourself, to see if you would let me lay out by your pool. I rang the door bell but you didn’t answer. I thought maybe you were out by the pool so I headed around to the side gate. When I opened it you were sitting in one of your lawn chairs, about 20 feet away, completely naked. You facing away from me and had your laptop on a table next to you and I could see porn on the screen. You had a headset on so you didn’t hear me open the gate. I know it was wrong of me to spy on you and I am very sorry but when I realized you were masturbating I just couldn’t take my eyes off of you. ”

I told her it was OK and not to be sorry that it was my fault for not locking the gate. I asked Debbie what she thought about what she saw me doing and she said,

“I know you like to flash me, like you are doing right now, and I don’t mind at all. In fact you have even done it when your wife and my parents have been around and I always thought it was really cool because it was our little secret. ” (Not quite true. My wife had jumped me a couple of times about me flashing Debbie and was really pissed) “Except for right now, I only got glimpses and it really excited me until that day I caught you masturbating. I couldn’t believe how huge your penis looked. Other than pictures and my Dad’s on accident, yours is the only one I have ever seen. I also realized that you keep yourself all clean shaven down there and I really like the way it looks like that.

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When I saw you with your hand sliding up and down your penis I could tell, by the expressions of pleasure on your face, that you were really enjoying the feeling you were giving yourself. I knew I should have turned and left and given you your privacy but I was frozen in my tracks. I so much wanted to walk over and tell you I was there and really liked watching you do that to yourself, but the coward in me kept me standing at the gate and hoping you wouldn’t discover me peeking at you. Then you moaned, looked down at your penis, kept stroking yourself and said out loud, ‘OH FUCK I’M CUMING!’ I thought for sure you were going to look over and catch me. Then I realized what you had turned to look at wasn’t me at all but your stuff squirting out of your penis. You only looked for a second and then your eyes were shut tight as squirt after squirt went up in the air and came down on your chest and stomach. I gasped out loud and clapped my hand over my mouth and hoped you didn’t hear me and was totally surprised that I had joined you with an orgasm of my own. I was amazed at how much you ejaculated and how you looked out of control as your hips bucked up to meet your stroking hand. I gathered myself and quickly left before you discovered me there. I’m so sorry I spied on you and hope you can forgive me but I will never get that image out of my mind and will always cherish it. Please don’t be mad at me, please?” I said,

“Debbie I’m not mad at you at all. Like I said, it was my fault. You were just coming over for a swim and never expected to see what you saw. Looking back on it I really wish you had told me you were there too. You have no idea how long I’ve fantasized about you catching me doing that to myself.

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Now how can I help you with your Term Paper? I’m assuming you would like to interview me about Male Masturbation? I will be glad to help you anyway you want me too. ” Debbie said,

“Well I know this is kind of nasty, but I would really like it if you would let me leave a tape recorder with you and the next time you masturbate you can just talk the whole time and tell me exactly what and how you are feeling. I think that would give me some really good information for my Term Paper, don’t you?” I said,

“Sorry! No deal. This is your Term Paper and you are hoping to get a good grade for it so the only way I will be your completely anonymous subject is if you stay with me. You can stay completely dressed and even wear a blindfold if you want and you can ask me questions the whole time about how it feels and how I feel. That’s the deal. Take it or leave it. After all, you have already seen me jacking off but this time you can relax and won’t have to worry about me catching you. ” Blushing bright red Debbie said,

“I’ll take it and I was really hoping you would say that but if you don’t mind I really don’t want to wear a blindfold. I enjoyed watching you so much that first time there is no way I am going to miss it when it’s up close and personal. If I go grab my tape recorder real quick do you think we have enough time to get a session in right now before your wife gets home? It looks like your penis is more than ready. He is leaking all over the inside of your leg; he likes the idea so much. ”

I told her to grab her recorder and I would be ready when she got back. When I came back out of the bedroom naked, with a towel to put on the sofa, some lube and my cockrings, Debbie was walking in the front door. When she saw me naked she quickly spun around away from me and said she was sorry she didn’t mean to get back so quickly but she was really anxious to get started.

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I told her to turn around. If she was going to be a real journalist she would have to be able to look at the naked truth.

She burst out laughing and turned around and met me at the sofa and said,

“Sorry! It just caught me off guard. Even though you are my Dad’s age you are a very handsome man with a very good looking package and to tell the truth I’m a little intimidated by it. ”

I stepped close to her and took her hands and placed them around my swollen circumcised cockhead. Her skin went bright red everywhere that was not covered and I said,

“Now look down and tell me what you see. ” She looked down and said, “Oh my God! I’m holding your penis in my hands. ” I said, “Wrong, Debbie! You are holding my COCK in your hands. Now tell me what you see?” She said, “Both my hands are wrapped around your very large COCK and it is the most exciting thing I have ever done in my life. Please tell me I can hold it a little longer? It feels so good in my hands and it is making me tingle like crazy between my legs and I can feel my panties getting wet. It feels so wonderful. ”

With her still holding onto my cock I stepped us to the sofa and we both sat down. She was still staring at my cock and balls like if she looked away she would wake up from her dream. I said,

“I think it would really help you get a better understanding of what a man feels when he jacks off if you do it to me. That way you can feel what I’m feeling.

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I’ve fantasized so many times about you doing that to me that I can almost feel it. Now, with you here holding my cock in your hands I can barely contain myself. The electricity has my whole body on fire. Do you think you could bring yourself to do that for an old man like me?” Debbie said,

“I already knew how hard it was going to be for me to interview you while you were jacking off and not want to put my hands all over you and now that you have started it I’m not going to stop. I have to be honest with you, the very wet dreams I’ve had about you I always end up with my mouth on your cock. The bad part is, it’s like falling in your dreams and you wake just before you hit. Just like that I always wake up just before you are going to orgasm so I have no idea what it’s like. Would you please let me put my mouth on your cock so I can finally feel what it’s like for you to ejaculate in my mouth?”

I told her that sounded wonderful, but what about her paper and watching me jack myself off. She said we had all day tomorrow and my two days off next week and we should be able to get lots of interviewing and me jacking off in then. I told her that was a great idea but she had to let me return the favor on her and lick her pussy. She blushed again and said that was one of the other things she had had wet dreams about and would love it.

Debbie had already been working my pre-cum around on my cockhead and said,

“I don’t have any idea what I’m doing so you’ll have to help me. Plus, I’m glad you’re shaved down there. I want to kiss you all over your whole package and pictures I’ve seen of men all hairy down there looks disgusting. In my dreams you were all shaven and when I saw you jacking off, in your backyard, I thought I was dreaming.

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I really love the way it feels too. Your skin is so soft and smooth down there. Please tell me what you want me to do?”

I told her to just start by doing whatever she could remember from her dreams and we would go from there. She said,

“Mostly I was just kissing and licking you all over your package. And when I said earlier that I had your cock in my mouth I only had the tip, where your pee-hole is, between my lips. You see I’m just an inexperienced kid that wants to be a woman with a very sexy man and I don’t have any idea what I’m doing at all. Please teach me? I want to make you happy and really want you to like what I do to you. ”

I told her there was no way she could do anything but make me happy. I kissed her lightly and told her she could do whatever she wanted. I also asked her to lie down on her stomach and put her head in my lap and just do what she had dreamed. I asked her if she would loosen her shorts so I could put my hand down them from behind so I could play with her gorgeous butt. She was out of her shorts and panties in a flash and said I could do anything I wanted to her too. She lay down with her face in my lap and had both hands and her soft supple lips and tongue all over my package. I have had some of the greatest blowjobs from women who really knew what they were doing but this kid was making me feel amazing as she ran her tongue and lips all over my cock and balls. She even spread my legs, lifted my balls and was running the tip of her tongue around my asshole.

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The idea of young Debbie doing this to me, no matter how amateuristic it was, was driving me crazy. I ask her where she had learned to do the anal teasing and she said she had read it somewhere and then dreamed it and wondered if I’d liked it. I told her it felt so amazing that if she wasn’t careful she was going to make me cum that way. She said,

“Well! I’ll have to stop that at once. Remember I said I wanted you to cum in my mouth and you have to make sure we don’t let it happen any other way, OK? Now please teach me how to suck your cock the right way. I want to make you feel better than any other woman ever has. ”

I told her just the fact that she cared so much about making me feel good was over half the battle but I would teach her. I told her to hold my cock with one hand and my balls with the other and she could let a finger or two slip down and tickle my asshole if she wanted to. I told her to open her mouth slightly and let her lips slid over the head of my cock. I said she needed to try to get as much of my cock in her mouth as she could without gagging and suck on it like it was a Popsicle. Then for her to move her mouth up and down on my cock and keep sucking and move her hand up and down my shaft with her mouth. Man! Did she catch on quickly. She was really sucking my cock like a pro. She would stop at the top and try to stick her tongue down my pee-hole. She broke the seal, of her lips around my cock, and said she remembered that from her dreams too.

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I told her if she changed her mind at the last second, about me cuming in her mouth, I would not mind at all. After all it was her first time. I told her just before I was going to cum my cockhead would swell up really fat and she could take her mouth off then, if she wanted, and just let it go on me like when she saw me jacking off in my backyard. She quickly rose up off my cock and very angrily said,

“Now you listen to me Mister. I want you to cum in my mouth and that is final. Now if you don’t want that then we can just forget the whole thing right now. You can get your hand off my ass and your finger out of my pussy and I’ll go home.

Now what’s it going to be? Are you going to cum in my mouth like I want you too, or what?”

I told her she had all the power and please don’t stop and please let me keep fingering her tight young pussy and I would do anything she wanted me to. I did tell her to brace herself when she felt my cockhead swell up because my cock was going to flood her mouth with my cum and it would probably make her gag. I said if she had to gag it was OK to rise up off my cock to catch it. I told her that happened to the most experienced women. She rose up with a smile and said,

“I don’t care if I choke to death, I’m not taking your gorgeous hard cock out of my mouth. I will drown before I let one single drop spill out. ”

Now her mouth was back on my cock with a vengeance. She was bobbing her mouth and hand up and down my cock faster and faster.

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She had spread her legs so I could play with her tight little pussy and her hard little clit with two fingers and massage her cute little rosebud asshole with my thumb. She was squirming under my touch almost out of control and was moaning into my cock as she sucked harder. Then the intense tickling hit my cockhead like a giant wave crashing on the beach, and sent me spinning out of control. I looked as Debbie’s lips stretched to accommodate my rapidly swelling cockhead and shaft. Then the first jet of my cum exploded out of my cockhead and hit the back of her throat. She gagged so hard it lifted her tight little tummy up off the sofa. My cock was like an out of control fire hose. Squirt after squirt hit the back of her throat but true to her word she never broke the tight seal her lips had on my cock. After the squirts stopped and my cum tapered off to a smooth pumping flow I realized that Debbie’s tight little pussy had an orgasmic death grip on my finger, as I kept working her clit. I also realized that in the ecstasy of my own orgasm I had shoved my thumb all the way up her tight little ass and she didn’t seem to mind at all. She kept sucking as wave after wave of her own orgasm surged through her gorgeous young body.

Like the most experienced woman I had ever been with, Debbie kept sucking my cock long after I stopped cuming. The tickling in my cockhead was so intense it was almost painful. I notice her little body was twitching with each movement of my thumb and fingers that were still on her clit and in her sweet little ass and pussy. I was timing the movement of my hand with the slow movement of her mouth and hands on my cock.

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I reached down and took her face in my hands and pulled her up off my cock and up to my face. She had tears streaming down her face from gagging and a small bit of my cum in each corner of her mouth. To this day I still can’t figure out how she swallowed so much cum so fast, but she did and was very proud of herself, evident by the big smile on her face. I kissed her deeply and could taste the remnants of my own cum still on her lips and in her mouth. As we broke our kiss she said,

“God! That was way better than I had ever dreamed and I really like the taste of your stuff. What you were doing to me with your hand was so amazing I almost forgot what I was doing to you. Your cock did swell up just like you said it would and when your first squirt hit the back of my throat I almost lost it. At first I thought I was going to spit up but then I forced myself to swallow and the gagging started to go away. As your cum kept flowing and I kept swallowing I noticed if I pushed my mouth down on your cockhead, just as I swallowed, I could get a little more of it down my throat each time. Was I being your good little girl by trying to do that for you? I really want to try it again and I’ll bet next time I don’t gag at all. I want to see how much of your cock I can get in my mouth and down my throat. Would you like your little girl to do that for you?”

I told her she had already blown my mind with what she had just done and it would be hard for me to imagine anything being any better. She looked up and kissed me again and whispered,

“I’ll blow your mind and your cock even more the next time you dirty old pervert. ”

She giggled like crazy over the little nasty thing she had just called me and seemed very pleased with herself as I started slowly kissing my way down her now naked body. Somehow she had managed to slip her top off in all our craziness.

I paused on her soft pouty little 34C tits and her nipples hardened in my mouth. She asked me what I was doing? She said her body was all spent from cuming so much. I told her I still wanted to taste her sweet young pussy as I had promised myself and her that treat. She moaned and squirmed as my lips and tongue danced up and down the seams where her legs met her pussy. She whispered that she didn’t think her little pussy could stand any more pleasure. Then my warm mouth was full on her still soaked pussy and I drank in her sweet young womanly nectar. As my lips and tongue found her clit and I gently worked it, both her hands put a death grip on my hair. Her hips started bucking up into my mouth and I knew I had her out of control again. I eased my index finger in her pussy and my middle finger up her tight little asshole. My index finger found her “G” spot and she squealed with delight.

I knew when she started to orgasm she would try to pull away. Sometimes the line between pain and pleasure is very thin and very hard for a young virgin girl like Debbie to know the difference. I wrapped my left arm under her leg, up across her tight little tummy and gripped her hip with my hand. She was just barely secure when her orgasm hit her full on. Now her hands were desperately trying to push me away.

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She was crying and whimpering for me to please stop that I was killing her. After some very intense licking and fingering I slowed gradually and her young body jumped with every movement. When I started to ease my fingers out of her she grabbed my hand and begged me to leave them in just a little longer. I could tell she was crying and after a few more minutes I slowly eased my fingers out and replaced them with my long tongue going from her sweet little pussy to her tight little rosebud asshole. Her hands were now just gently holding my head as she seemed totally drained of all her energy as she whispered,

“That was the most amazing thing I have ever felt, or could have dreamed in my life. Nothing in any of my dreams or fantasies could have prepared me for what you’ve introduced me to. I had a school girl’s crush on you but now I’m totally head over heels in love with you. I can barely move right now and I know we have to get all cleaned up before your wife gets home. Oh! My! God! Your wife is so lucky. She gets this all the time and I would kill to be her. When I come over tomorrow I want you to make full love to me for my first time. I really want to know what it feels like to be a real woman and I want it with you. Promise me you’ll do that for me, Please?”

I told her I wanted her to sleep on it and if she still felt the same way when she got home from school tomorrow I would be honored to be her first lover but she was already more woman than any women I knew that were twice her age, including my wife.