Babysitting for my aunt Chapter One
I was ************. I hadn't had much experience with women. I wasn't exactly what you'd call a "ladies man". But I knew I was into them! I'd get a boner every time the wind blew. Didn't do much good at the time though. I was an extremely late bloomer. All of my friends had these hammer cocks, covered in hair. Peach fuzz on their upper lip. A couple of them had already fucked older women. Nothing like me though. My story is as unique as it is true. My experience has taught me that if women find out you're packing an above average sized boner, there isn't much else they need to know. Age, relationship status, bloodline, social class, looks, all become irrelevant. I am a firm believer that any man can fuck any woman so long as he can convince her of two things; 1- is there a chance that he can bring her to orgasm? and 2- Can he keep his mouth shut? And the second one is huge. Now, you haul around a swinging tree trunk stuffed into your pants...... the criteria becomes less important. Especially for the 30 and 40 somethings. Because chances are, these women have been married since their early 20's. They've settled into a routine with their dude. She's had a couple k**s, probably packed on a few pounds, shits not as tight as it used to be. She's traded in her silk nightie for a flannel robe. Her husband fucks her four times a year if she's lucky. Hell, she can't even remember the last tie she caught the k** at the gas station checking out her ass. None of this helps the fact that she's going through her sexual peak at this same time. Her pussy is on fire! And what the k** at the gas station doesn't understand is that if she caught him looking at her ass one more time..... there's a better than average chance that he might pick up a lawn mowing, or a babysitting gig!! If you know what I mean.
My folks lived about 4 blocks from my aunt and uncle. They had k**s around 4 and ***********. So if they wanted to go out on the weekends, I would get the call. Babysitting for them usually meant they'd be out late. And typically I'd spend the night. At no point in the past had my aunt ever given me any sign that sex with her was possible. We had never flirted, or had inappropriate conversations. Other than buying me cigarettes, and slipping me drinks at weddings and shit......she was just your typical "cool aunt". Well, all that was about to change.
It was late august when I got this call. I know because my uncle rode his Harley to Sturgis for bike week which he did every year. And this meant auntie was going out! I showed up about 7 to watch the k**s. My buddy Tim came with me. Watching her k**s was pretty simple. Send them to bed about 930. Put on an audiobook for them to fall asleep to, and then we'd get into the smokes and the beer!
Auntie came stumbling through the door about 130am. Tim and I were sitting on the living room floor playing cards. We'd had a couple beers also. But Auntie was feeling no pain and ready to party! She turned on the stereo and sat down with us and asked what we were playing. Now the details of the events that followed are a bit fuzzy, but it went something like this; She asked what we were playing, and I believe Tim responded with "poker". She had thought he said "strip poker", gave him a weird look, and asked why 2 dudes would be playing strip poker? Which sparked much sarcasm and innuendo about the fact that we were not gay. And how we couldn't play that game! "I mean he's my nephew for gods sake!" said auntie. "Yeah, we'd have k**s with three heads!" I chided back. Im not sure how the transition happened, but we ended up in a disagreement about who could kick whos ass. And naturally, this led to a wrestling match in the living room. Which ended abruptly when we fell down and she hit her head on the end table. "Oh shit! Im sorry....are you okay?" She was crying, and although there was no injuries, I felt bad and was doing my best to comfort her. I helped her up and on to the couch. We were hugging, she was crying. Next thing I knew.... she stuck her tounge in my mouth!
Whoa! After a couple seconds she pulled away. "Oh my god, Im sorry. I don't know what came over me!" "I should probably go to bed." Tim and I went out back for a cigarette. "Dude!.....". "Right?". Neither one of us could believe what had just happened. We followed that up with a bunch of "what ifs", and "how cool would it be?....." Though neither of us thought that anything would continue. And we were both convinced that it was a momentary lapse of reason fueled by booze. We finished up our smokes and went back inside.
Auntie had lied out blankets and pillows on the floor of the living room for us. As we expected. To my surprise however, she was also laying on the floor of the living room. She appeared to be passed out and asleep. So we turned off the lights and made ourselves comfortable on the floor as well. There were only 2 blankets. And I wasn't sharing with Tim under any circumstances. So I slid under aunties blanket. Almost immediately, she "wakes up" and shifts around, ultimately snuggling close to me. She wraps her arms around me and I follow suit. Then, again, I feel her lips touch mine. Immediately her tongue pushes into my mouth. Remember when I told you I hadn't quite begun my development at this time? Well nobody told my tiny *********** cock. Because both inches stood straight out quicker than you could say "statutory i****t"!! That fucker was hard enough to cut diamonds.
Up until this moment, my only experience with sex was what Id seen in movies. And told by my friends. I had kissed a girl, but nothing like this! Our hands were running over each others body like a starved a****l. Her lips and tongue danced over, in and around my mouth with such grace and tenderness, but also an intensity that probably should have terrified me. Because even though I had made out with a girl before, I never believed it would lead to sex. This was different. At no point was there any confusion about the situation that was unfolding. This was a grown woman. Equipped with all of the experience, confidence, and skills that made me comfortable. Although I did have anxiety about what was gong to happen when she realized I probably wasn't throwing pipe like she expected..... I also felt an aura of understanding, and patience. Somehow with a touch, a kiss, an embrace, I too felt her confidence. Not that I knew what I was doing. But that i didn't need to know. That no matter what, everything that I did... what we experienced together, would be okay.
As my hands travelled over her body, the first boundary I tested was the bra. I reached around her with one hand and with one fluid motion i released the clasp. She inhaled sharply when she felt the tension relax. And as if I had chosen the right key on a game show, she whipped off her shirt and bra to reveal what I had won. And I would have been content to just stare, and gently touch her soft, round, perky, perfectly symmetrical g****fruit sized mounds of warm flesh. Her nipples were hard, and stuck out as they should, but there was no time to ogle, or admire, or explore, because as I mentioned before, this chick had an agenda! And the next item of business was to get both of those fuckers in my mouth as if it they were home after returning from exile! And I was not complaining, because until then even when it had seemed like sex might happen for me. Girls at that age were unpredictable. Because while they enjoyed the attention that boys would pay when they believed in the imminent possibility of sex. That same desire and anticipation rarely led to the same place in their head. A realization that will forever confuse and frustrate teenage boys. Until that is, they grow up, and mature. And realize that being fucked by a teenage boy is probably the least enjoyable sexual experience a woman will ever consent to. I imagine its sort of like being ravaged by a d**g crazed orangutan. Except afterward, while you're walking bow legged to minimize the sting, the primate wants you to tell them how amazing they are. And if you're lucky, he wont make up humiliating lies to tell his buddies. Its not surprising that young women prefer getting fucked by older dudes. And, as I learned that day.... young men who are privileged to experience the touch of an older woman will be forever influenced.
So Im smashing these titties in my mouth like a starving man with a bone. Until now I had always taken a softer, more sensual approach. But Im noticing that she is responding with an intensity I had not seen. Now shes rubbing my dick. And shes breathing heavy. Shes into it, and this is huge for me. Now Im feeling confident. So I slip my hand into her pants. Her pussy is fucking hot! And wet! And covered in long, silky hair! All new things to me. As Im rubbing my fingers around her labia, I must have discovered a sweet spot because it caused her to shudder, and dig her nails into my back. The anxiety that I felt was fading into excitement! I now was on a mission to explore every square inch of this woman's body with my hands and mouth. My objective? to seek out any places that made her shudder or gasp. And then go to work on that area until her head explodes!
"I gotta pee!" She jumps up and heads to the bathroom.
You may not remember, but my buddy Tim is still laying about 2 feet away from us while all this is happening. While auntie is in the bathroom, he and I head back outside for another smoke.
We're standing out back of her house. I got no pants on. Its like 3 am at this point. We are both standing there like "What the fuck!?" Tim wasn't a virgin, but never anything like what was happening now. "Dude.....you should let me join in!" I agreed. But given the sensitive nature of the circumstance, I didn't want to risk offending her and having the whole ting shut down. So I was like, "lemme find a natural transition, and Ill tag you in."
Right about then, auntie walks out the back door to join us for a smoke. Our conversation shifts away from the 900 pound elephant........ I realize this is the first moment that I saw her in the light. With her eyes open. Im wondering if we will continue. Or if she was simply dreaming or responding to me in her sleep. Or any other explanation that might be logical. Then she leans in and kissed me tenderly. This time our mouths opened slightly in unison and our tongues danced together. I felt like I was giving what I was getting! Like I belonged here. Like I was giving this woman pleasure instead of just an awkward student trying hard to to be to annoying or frustrating.
We tossed our cigarettes and headed back into the house. Except this time, I escorted her to her bedroom......
To Be Continued........ and believe me, we haven't even gotten started!
My folks lived about 4 blocks from my aunt and uncle. They had k**s around 4 and ***********. So if they wanted to go out on the weekends, I would get the call. Babysitting for them usually meant they'd be out late. And typically I'd spend the night. At no point in the past had my aunt ever given me any sign that sex with her was possible. We had never flirted, or had inappropriate conversations. Other than buying me cigarettes, and slipping me drinks at weddings and shit......she was just your typical "cool aunt". Well, all that was about to change.
It was late august when I got this call. I know because my uncle rode his Harley to Sturgis for bike week which he did every year. And this meant auntie was going out! I showed up about 7 to watch the k**s. My buddy Tim came with me. Watching her k**s was pretty simple. Send them to bed about 930. Put on an audiobook for them to fall asleep to, and then we'd get into the smokes and the beer!
Auntie came stumbling through the door about 130am. Tim and I were sitting on the living room floor playing cards. We'd had a couple beers also. But Auntie was feeling no pain and ready to party! She turned on the stereo and sat down with us and asked what we were playing. Now the details of the events that followed are a bit fuzzy, but it went something like this; She asked what we were playing, and I believe Tim responded with "poker". She had thought he said "strip poker", gave him a weird look, and asked why 2 dudes would be playing strip poker? Which sparked much sarcasm and innuendo about the fact that we were not gay. And how we couldn't play that game! "I mean he's my nephew for gods sake!" said auntie. "Yeah, we'd have k**s with three heads!" I chided back. Im not sure how the transition happened, but we ended up in a disagreement about who could kick whos ass. And naturally, this led to a wrestling match in the living room. Which ended abruptly when we fell down and she hit her head on the end table. "Oh shit! Im sorry....are you okay?" She was crying, and although there was no injuries, I felt bad and was doing my best to comfort her. I helped her up and on to the couch. We were hugging, she was crying. Next thing I knew.... she stuck her tounge in my mouth!
Whoa! After a couple seconds she pulled away. "Oh my god, Im sorry. I don't know what came over me!" "I should probably go to bed." Tim and I went out back for a cigarette. "Dude!.....". "Right?". Neither one of us could believe what had just happened. We followed that up with a bunch of "what ifs", and "how cool would it be?....." Though neither of us thought that anything would continue. And we were both convinced that it was a momentary lapse of reason fueled by booze. We finished up our smokes and went back inside.
Auntie had lied out blankets and pillows on the floor of the living room for us. As we expected. To my surprise however, she was also laying on the floor of the living room. She appeared to be passed out and asleep. So we turned off the lights and made ourselves comfortable on the floor as well. There were only 2 blankets. And I wasn't sharing with Tim under any circumstances. So I slid under aunties blanket. Almost immediately, she "wakes up" and shifts around, ultimately snuggling close to me. She wraps her arms around me and I follow suit. Then, again, I feel her lips touch mine. Immediately her tongue pushes into my mouth. Remember when I told you I hadn't quite begun my development at this time? Well nobody told my tiny *********** cock. Because both inches stood straight out quicker than you could say "statutory i****t"!! That fucker was hard enough to cut diamonds.
Up until this moment, my only experience with sex was what Id seen in movies. And told by my friends. I had kissed a girl, but nothing like this! Our hands were running over each others body like a starved a****l. Her lips and tongue danced over, in and around my mouth with such grace and tenderness, but also an intensity that probably should have terrified me. Because even though I had made out with a girl before, I never believed it would lead to sex. This was different. At no point was there any confusion about the situation that was unfolding. This was a grown woman. Equipped with all of the experience, confidence, and skills that made me comfortable. Although I did have anxiety about what was gong to happen when she realized I probably wasn't throwing pipe like she expected..... I also felt an aura of understanding, and patience. Somehow with a touch, a kiss, an embrace, I too felt her confidence. Not that I knew what I was doing. But that i didn't need to know. That no matter what, everything that I did... what we experienced together, would be okay.
As my hands travelled over her body, the first boundary I tested was the bra. I reached around her with one hand and with one fluid motion i released the clasp. She inhaled sharply when she felt the tension relax. And as if I had chosen the right key on a game show, she whipped off her shirt and bra to reveal what I had won. And I would have been content to just stare, and gently touch her soft, round, perky, perfectly symmetrical g****fruit sized mounds of warm flesh. Her nipples were hard, and stuck out as they should, but there was no time to ogle, or admire, or explore, because as I mentioned before, this chick had an agenda! And the next item of business was to get both of those fuckers in my mouth as if it they were home after returning from exile! And I was not complaining, because until then even when it had seemed like sex might happen for me. Girls at that age were unpredictable. Because while they enjoyed the attention that boys would pay when they believed in the imminent possibility of sex. That same desire and anticipation rarely led to the same place in their head. A realization that will forever confuse and frustrate teenage boys. Until that is, they grow up, and mature. And realize that being fucked by a teenage boy is probably the least enjoyable sexual experience a woman will ever consent to. I imagine its sort of like being ravaged by a d**g crazed orangutan. Except afterward, while you're walking bow legged to minimize the sting, the primate wants you to tell them how amazing they are. And if you're lucky, he wont make up humiliating lies to tell his buddies. Its not surprising that young women prefer getting fucked by older dudes. And, as I learned that day.... young men who are privileged to experience the touch of an older woman will be forever influenced.
So Im smashing these titties in my mouth like a starving man with a bone. Until now I had always taken a softer, more sensual approach. But Im noticing that she is responding with an intensity I had not seen. Now shes rubbing my dick. And shes breathing heavy. Shes into it, and this is huge for me. Now Im feeling confident. So I slip my hand into her pants. Her pussy is fucking hot! And wet! And covered in long, silky hair! All new things to me. As Im rubbing my fingers around her labia, I must have discovered a sweet spot because it caused her to shudder, and dig her nails into my back. The anxiety that I felt was fading into excitement! I now was on a mission to explore every square inch of this woman's body with my hands and mouth. My objective? to seek out any places that made her shudder or gasp. And then go to work on that area until her head explodes!
"I gotta pee!" She jumps up and heads to the bathroom.
You may not remember, but my buddy Tim is still laying about 2 feet away from us while all this is happening. While auntie is in the bathroom, he and I head back outside for another smoke.
We're standing out back of her house. I got no pants on. Its like 3 am at this point. We are both standing there like "What the fuck!?" Tim wasn't a virgin, but never anything like what was happening now. "Dude.....you should let me join in!" I agreed. But given the sensitive nature of the circumstance, I didn't want to risk offending her and having the whole ting shut down. So I was like, "lemme find a natural transition, and Ill tag you in."
Right about then, auntie walks out the back door to join us for a smoke. Our conversation shifts away from the 900 pound elephant........ I realize this is the first moment that I saw her in the light. With her eyes open. Im wondering if we will continue. Or if she was simply dreaming or responding to me in her sleep. Or any other explanation that might be logical. Then she leans in and kissed me tenderly. This time our mouths opened slightly in unison and our tongues danced together. I felt like I was giving what I was getting! Like I belonged here. Like I was giving this woman pleasure instead of just an awkward student trying hard to to be to annoying or frustrating.
We tossed our cigarettes and headed back into the house. Except this time, I escorted her to her bedroom......
To Be Continued........ and believe me, we haven't even gotten started!
5年前
