A nice little story I did up. Hope you enjoy it. Post comments below. Thanks.
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August 1992....
My mom & dad usually babysit for our neighbor's two kids while she's still at work during the weeknights. Our neighbor Ella, is a single mother who works as a waitress for an upscale, exclusive resturant up in town. Ella was always the one who dressed up nice and classy. Even for someone in her late thirties, she still has great sex appeal. Having said that, here's where the story begins.....
Late one afternoon, both my mom & dad asked me if I wanted to fill in for them while they went out for their weeding anniversary. So I said, "Okay mom, I'll do it."
"Ella's expecting you to go over there in about twenty minutes Tate," my dad said to me. Now normally, Ella usually brings her two kids over to our house for a few hours. But after a while, either my mom or my dad would take the kids back over to their's so the kids could be put in bed. Then they would wait until Ella got home from work. Now her kids are easy to babysit for, because they're very well behaved. Therefore, this should be a piece of cake
So right after I went over to Ella's, she was about ready to go. "How come your mom & dad aren't babysitting today Tate?" Ella asked.
"They're both going out for their anniversary tonight," I said to her. "So they've both asked me to fill in for them."
"Oh, cool," she said. Then she added, "I don't have to work as late tonight like I usually do, so I'll be home about nine, okay?"
"No problem Ella," I said. Now her two kids Dale & Della, are six & eight(Della being the oldest). So I went in to help them out doing some of the light chores that they're both given. After I fixed them both diinner and all three of us had eaten, we cleaned up and I put in a film for them to watch. It was summer break for all three of us, because I'm a nineteen year-old who happened to be home from college. It would be a couple of weeks before I would be going back.
So as the evening progressed, the kids were getting a little antsy, so we decided to play a video game until it was time for both of them to settle down. But then about 8:30, their phone rang. So I answered it, "Hello."
"Hi Tate, this is Ella," she said. "How are the kids doing?"
"They're both doing fine," I said, "we're all sitting here playing a video game before I put them to bad."
"Okay, sounds good," she said. Then she added, "The reason I'm calling is because I have to work over, but about an hour later then I thought. So I should be home between 10 &10:30. Okay?"
"No problem, see you when you get here," I said to her. Then she hung up. Now the kids & I were having fun and playing an action game, something their mother would approve. Unfortunately, they never knew their father, Mason. My mother told me that Mason left them when they were very small, and that he'd never been back around since. Fortunatly, Ella's brother comes by every so often to help them all out.
So by the time 9:30 came around, both of the kids were getting tired. So I made sure they were washed up, had their teeth brushed and then I put them both to bed after I've read them a bedtime story. About less than an hour after I put them to bed, Ella came home. And just by the expression I saw on her face, she was tired. Then I asked her, "Are you alright Ella?"
"I'm fine," she said, "it was crazy at work tonight. But it was well worth it."
"I already put you kids to bed almost an hour ago," I said to her. "Oh thank you Tate honey," she said. "You're such a sweetheart."
"I know cutie," I said to her as I started to get a bulging hard-on through the fabric of my loose shorts. Even though Ella isn't that tall, her all-natural C cup size tits make her a busty MILF. You might say she has an hour glass-shape figure to go with her light, auburn hair.
"Oh my god, why are you staring at me like that?" she asked as she begins to blush. I think she began to notice the erection that I'm getting. So I answered with a rather, smirky grin, "I don't know. I guess it's your nice, gorgeous figure that really turns me on."
"You really find me that attractive, don't you?" she asked. Then I responded, "I'm not gonna lie to you, but the truth is that I've always had a crush on you."
"Wait a minute," she said, "I'm almost twice your age, and you have a fuckin' crush on me?"
"Yep," I said without missing a beat. "Even though I'm about maybe half your age, my parents are about five to six years older then you. So in a way, you're not old enough to be my mother." Then she blushes even more, until her face was beat red. She begins to giggle a little as she approaches me where I was sitting, then she sits next to me. Then she asked me a personal question, "I may be older than you, but have you ever fucked a REAL woman before?"
"No," I said, "I have dated a gal who was around my age, but she was inexperienced." Then she took my hand and stood me up and said, "Well since you've been manly enough to express your true feelings about me, why don't you fuck then?"
"Are you serious?" I stuuningly asked her. Then she replied, "Yes sweetheart. This is also for filling in for your parents while they're out. You can say it's an added bonus."
"Okay, let's get busy," I said."
So she takes me to her bedroom and lays me on her bed on my back. Then she unbuttoned my shorts and begins to lower them down, along with my boxers- exposing my long, thick shaft. "Damn!" she said, "your cock is huge!"
"You like?" I asked her. Then she replied, "Hell yeah, it's bigger than I thought." Then she undid her blouuse & her bra, exposing her nice, grapefruit tits with red, pointy nipples a baby could suck on when they're nursed.
"Why don't you lay right there sweetheart, I'll give a REAL blowjob," she suggested. And so she grabs hold of my cock and begins to stroke it up & down and at the same time, teasing and licking my balls. She does this for about a couple of minutes to get me real horny. Then she risen up and opens wide to put my long, thick cock in her mouth. Amazingly & unbelievably, she slowly managed to put all of my cock all the way in down her throat. At that point, I was like 'Damn, she can deep-throat!' She begins to choke and gag a little, knowing that she probably hasn't done this in a while.
"Can you even handle me sweetheart?" I asked her as I'm enjoying it. She then raises her head an said, "Only a real woman can suck and deep-throat a big cock, not some inexperienced teeny-bop." And she does have a point, my ex-girlfriend would've never even taken my cock half way in her mouth. And so Ella resumes her sucking & deep-throating my cock. I began to moan gently as continues to do her magic. Then she picks up the pace as she continued to bob up & down, as my balls began to churn and boil after about ten minutes. "Fuck..," I grunted, "I'm gonna.., cum!!" But either she didn't take my warning very seriously or she wants to swallow my load, because she still continued to suck as my thick cock begins to stiffen.
"Then I let out a loud grunt as I began to climax, "OOOOHHHHHHH.., FFFUUUCCKKKK!!!!!" Wave after thick wave of my protein shot through my cock and into her mouth. Incredibly, she somehow kept her composure by managing to swallow my entire load. After she drained my balls in her mouth and down her throat, Ella finally took my cock out of her mouth in order to catch a major breather.
Then I said as I caught my breath, "Where did you learn to suck a big cock like that?" Then she replied, "When Mason & I were still together, that was when I learned to suck a real cock like he had."
"Then I asked her, "When was the last time somebody had their cock inside your pussy!" Then she answered, "Too fuckin' long!"
So she lowers her skirt and her panties down, exposing her neatly trimmed, but thick bush. This was DEFINITLY a turn-on for me. I could also see that her pussy was already wet, obviously giving me head got her just as horny as I am. Then shecsaid to me, "Tate, I'm gonna go down nice, but slowly on your huge cock." And so she spreaded her legs and sits up on me so I could position my cock at the entrance of her pussy. Once that was dine, I teased her slit and her clit in order to get her aroused. Finally as I slowly entered her, she lowered he self very slowly. She didn't even have it all the way in as she lets out a squeal, "Ohhh, fuck!" Your cock felt soo fuckin' good!"
She lifts back up for a minute to catch her breath, then she sat back down on me until my cock was all the way in without having to puncture her cervix(even though I stretched her pussy lips already). She rode my cock up & down very slowly at first in order to loosen her tight cunt. And before long, she then picked up the pace as I began to straddle her & cup her breasts.
"Oh.., my...., fucking..., god!" I said to her as she continues to to ride me. She then rides even faster. Finally after a few minutes, she got up and then I flipped her over on her back. That was when she makes a shocking request, "Tate honey, I want you to fuck me in the ass!" Whoa, did she really just say that? So I said to her, "Okay dear, but it's gonna hurt. Are you ready?"
"Yes," she said, "but go slow at first." Then I said, Okay, I'll be gentle." Fortunatly for me, there was a bottle of conditioner used to rinse out hair in reach. So I grabbed it and I first rubbed some on my fingers, then I stuck my middle finger deep in her asshole. I slowly pumped my finger in & out while Ella moans out loud. Then I took my finger out and then I put some more conditioner on two fingers. Then I put them both in to loosen up her rosebud so I could put my cock in. When I took both of my fingers out, I said to her, "Now I'm gonna put my cock in, are you ready?"
"Yes sweetheart," she answered in a rather whimpering voice, as she's about to have her asshole split wide open. So I put as much conditioner on my cock and in her asshole, then I slowly put my cock- and was it still tight. I went nice & slow as I pumped my cock in at first. Since the conditioner acts as a lubricant on wet skin, my cock was able to go all the way in easily.
"Oh.., god!!" she said, "your cock fells sooo good in my asshole. Go faster & harder!" So I kicked it up a notch. Both of us were in seventh heaven as I continue to pound my cougar neighbor in the ass. But once again, my balls were boiling as they were churning. "FUUCCKK.., I'M.., GONNA CUM!!!" I said as I started grunting.
"Take your cock out and cum in my pussy!!" she said. So right away, I pulled my cock out of her semi-gaping asshole and I put it back in her pussy. That must've sent her over the edge too, because her inner pussy walls clamped on my shaft.
"I'm.., gonna..., cum..., too!!!" she said. At that moment, I could feel her body tremble and shudder as waves went through her body as she continued to quiver in ectasy. At the same time, I could feel not only her pussy cumming, but I began to shoot wave after wave of my baby seed inside of her womb. Simultaneously, we both grunted & groaned as we both climaxed together, "OHHHHHH...., FUUUUUCCCCCKKKKK.., YEEEEAAAAAHHHHHH!!!!!!!" But soon after we had our ultimate high, we both fell back to earth & back to reality. And not long after, I collapsed right on top of her nice jugs. Then we both kissed ever so passionatly & intimately.
"So how was I Tate stud?" she asked as she finally takes a deep breath. Even though my spent cock was still inside of her, I responded, "Now.., this is what I want. A real woman who understands a younger man's needs." Then finally after my cock went limp, I pulled it out. I couldn't believe how much jizz came oozing out of her semi-gaping hole. It was like Niagara Falls!!
After we relaxed in her bed for a few minutes, she said to me, "You better go wash up. I don't want you folks to small my pussy scent all over you." So I went into her master bath, washed up quickly and then I got dressed. From the time Ella came home till now, it was less than an hour. It was now going on 11:00 at night, so I wanted to hurry up and get back home. But before I left, Ella had me hold out my hand and put not one, not two but three $50 bills. Then I said to her "$150.00? Wow!!"
"Thank you Tate," she said. Then she continued, "You're getting an added bonus- $50 for filling in babysitting for your parents & also for making me feel like a real woman again. This night was well worth it."
At this point, I was at a loss for words. So I just plainly said to her, "Thank you sweetheart." And so about a couple of minutes after we kissed, I left to walk back over to my house.
So now it was after 11 at night. And about fifteen minutes after I got home, my mom & dad pulled up to the driveway. As I can both hear them coming into the house, I could that they both sound rather horny. So I said to them, "Happy Anniversary mom & dad!"
"Well thank you son," both of them said. Then my mom asked me, "So did you have any problems with Dale or Della?"
"No," I said, "they were a piece of cake." Then my dad said, "Thank you for filling in for us, this really meant so much."
"No problem," I said to thrm. Then I added, "She was generous as far as compensation went."
"As long as she paid you, that's cool," Dad said. "Maybe one dsy, you might have to do it again whenever you come home from college on break."
"That wouldn't be a bad idea, come to think of it," I said. That night, I couldn't evrn to thank myself, or my parents for covering for them while they went out for their anniversary. And in addition, getting an added bonus to go with it. To this day, neither my parents or none else knew about my brief fling with Ella. But little did I know, my little sexual encounter with Ella after babysitting her kids turned out to be my last. About a month after I left to go back to college, I got a phone call from my mom with some horrible news.
It turns out that Ella was killed in a tragic head-on collusion with a drunk driver while on their way back from a weekend trip. She died instantly while both of her kids sustained only minor injuries. The drunk driver who hit them died a few days later. And my heart just sanked low, Ella was gone way to soon & both of her kid's are now with their uncle. In our neighborhood, they were like family to all of us. And for the first time in my life, Ella made me feel like a REAL man when I fucked her. But another beautiful woman will one day enter my life.
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THE END!!!!
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Speedinator72.
