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Chapter 20 by Sancho Sanchez
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November Surprise
November began and the leaves started to fall rapidly. Soon the trees would be bare and it would be winter. I didn't really mind, I grew up on a farm north of there and was used to the cold and snow. With no rent to pay, money was piling up so I bought a cheap truck with a bad engine and swapped it out in the fancy parking garage below our condo with some tools borrowed from a co-worker. Boy did that get some incredulous looks from our yuppie neighbors, I half-expected they'd call the police to report redneck activities in progress. But the swap went off fine and I had a darn good truck without breaking the bank. Sure it looked like hell since the body had over a quarter million miles on it, but do you think I cared?
Since Aunt Olivia didn't drive (mercifully) I could use the parking space that was deed with her condo. Imagine, a secure subterranean parking garage and I put a big country truck there with chipped paint and a lift kit. The hybrids and electric cars looked on in horror, I'm sure. At any rate, I could get myself and my aunt around town now.
I enjoyed my confidence that Olivia just wasn't going to notice anything inappropriate I did around the condo. I took some videos of her exercising naked, she just thought I was playing with my phone. I'd never show them to anybody, but I figured they'd make great jerk-off material if we were ever separated. I'd sleep in her bed sometimes - she noticed that, but she always bought my lame excuse about not having clean sheets on my own bed. In fact, before bed, she'd often ask if my sheets were clean and if I said they were, she seemed disappointed for some reason.
There seemed to be no limits to what she wouldn't notice. Once she forgot I was in bed with her and masturbated with her fingers. Another time I followed her into the bathroom to watch her do the most embarrassing things - peeing, shaving her armpits and pubic region, I even saw her insert a tampon.
She is aware of her feminine necessities, it seems, I even found she was taking birth control pills. They're hard to mistake since they're in a little scheduler packet, not a normal pill bottle. I wondered why she was on birth control if she didn't know she was sexually active, but I suppose some women really are on them just to regulate their periods and complications.
So despite my stupid horny decision to cum inside her bareback, it seemed we wouldn't be getting any surprise visitors. Or so I thought.
It was the Thursday before Thanksgiving. I got home from work and Aunt Olivia started working out. By coincidence, she always seemed to wait for me to get home to start since I'd started getting really perverted with her during her workout sessions.
"Are you going to work out too, Mark?" she asked as she went in her room. I hurried ahead to steal her workout clothes so she'd exercise naked as always. I'd spent 10 hours that day with three dudes replacing ancient knob-and-tube wiring in an old house, getting through it in large part by thinking about Aunt Olivia working out naked when I got home. I grabbed her clothes and slid them under her bed.
"Hmmm," she said, "Clothes are missing again. Oh well." She started to undress. I thanked the universe once again for how eternally oblivious my aunt was. I undressed too, since the only thing she noticed about her being naked was that it must mean I needed to be naked too. Which I hardly minded.
I was kind of worn out but I made myself do my weights. My arms were getting tired by the end of the work day and I wanted to build my strength up to fix that. Aunt Olivia did her cardio and we talked about our days. She probably understood more about my work than I did about hers, since she was going on about scripting languages for her databases, but I liked that she was so smart.
"Is there any other exercises I should do, Mark? I made you do yoga last time," she said.
I grinned, remembering how I'd angled that into having sex with her unknowingly during our yoga session. I stood naked before her, always enjoying having my aunt look at my nude body and cock.
"How about squats?" I said. I showed her how to do them, teaching her the proper form, albeit advising her to bring her butt down a little lower with each rep than some instructors might suggest.
I had a perverted plan of course. I lay on a mat on the floor with two 25 pound dumbbells in my hands, naked with my erection pointing at the ceiling.
"Where should I do this exercise, Mark?" Aunt Olivia asked naively.
"Uh right over me," I said, "So I can inspect your form and make sure you're doing it right."
"Makes sense," she said unquestioningly.
I lazily lifted my weights as she squatted down, facing me. Sure enough, her bald pussy brushed against the tip of my cock. How could a woman be this oblivious? I don't know, but I was loving it.
"That's good, but squat down lower, Aunt Olivia," I said.
I put down the weights to guide my cock into her cunt as she squatted down again. She was wet for some reason, I suppose as usual her body knew what was going on even if her mind had no idea.
"It's hard!" she said, and I raised an eyebrow. "Squatting down so low, I mean."
She held the squat with my cockhead inside her. I looked up at her small but firm breasts, looking so beautiful from this angle.
"You can do it, Aunt Olivia!" I said excitedly, "Squat even lower next time!"
She stood up then squatted back down with determination and I guided my cock back inside her pussy. This time she got me about halfway inside.
"Good!" I said, "Try even lower next time."
"Okay!" she said with determination, then did another squat right on my cock. Maybe she thought this was legitimately part of the exercise. She squatted down again and again on my cock, taking most of the length. I made some nominal effort to lift my dumbbells but... it became increasingly difficult to focus on such nonsense.
Once again my cock was in my unknowing Aunt's vagina. This was the best feeling in the world. No condom, no worries. My bare cock was rubbing against her wet pussy walls as she squatted on my dick.
She grunted as she took my full length in her wet cunt. "It hurts to go this deep!" she said, and I was worried since I didn't want to hurt her. Although at six inches in length I didn't think that would have been an issue. "My thighs I mean," she said.
"Oh that's good though, you need to build up those muscles," I said, "You're already pretty fit. If you do a proper regimin with lots of squats you'll be even more built."
"Great!" she said, wiggling her pussy on my cock, "I'll do squats every day then!"
"Fine with me!" I said. I knew where I'd be whenever she did squats. She got up and came down again, going for my cock on her own this time. I guess she really thought this was how the exercise was supposed to be done. I bucked up, fucking her now, since she didn't know what I was doing.
"Try to... hold the squat..." I said, needing to cum.
"Okay!" she said with a look of determination. "My legs are on fire... and also my..."
I grinned. "That's just part of it," I said, fucking her pussy wildly.
"What exercise are you doing Mark?" she asked, as I bounced up and down, fucking her pussy while she squatted on my cock.
"Uhh, rapid lay-flat hip thrusts," I said, blurting out the first thing my horny mind could come up with, "It's a man exercise, don't worry about it."
"Oh okay," she said, satisfied with that. She groaned in pleasure and perhaps some pain from her position. "How long do I have to hold this position, Mark?"
I thrust up and down, fucking her pussy as hard as I could in this position. "Just a little longer... work those glutes..." I said, and she bounced up and down on my cock. I reached forward and touched her clit, and that brought her off instantly. She groaned in pleasure and watching my Aunt cum on my cock was too much, I exploded inside her, shooting ropes of hot cum all over her tight pussy, coating her pussy walls with my sperm once again.
"Ohhhhhhhh," I groaned, out of control with pleasure. She sat down on me, my cock still inside her.
"I have to rest, is this okay Mark?"
"Y-yea," I said, my cock still shooting jets of sperm inside her.
"I'll try to last longer next time," she said, "With my squats, I mean."
"Oh uh, you lasted the exact right amount of time," I said blissfully. She didn't weigh all that much so it didn't hurt for her to be sitting on me like this, and with my cock inside her warm cunt that made everything feel okay.
"You sure are a good fitness instructor, my nephew," Aunt Olivia said with a grin. "Some of the exercises hurt, but no pain no gain, right? And they also feel so good at times. Would a trainer at the gym make me feel good like that?"
"N-no!" I said, knowing she was talking about the orgasm I'd given her. I couldn't bare for some douchebag at the gym to make her feel that way. "I'll be your only trainer, Aunt Olivia. Don't go to the gym, those guys will mess with your training."
"Okay Mark," she said, oblivious to everything - including my cock still up her birth canal. "You're the only man I'll let train me."
I smiled. Even if she was unaware of it, she really did make a sweet girlfriend... no, she's my Aunt! I can't think of her like that.
Our bliss was interrupted by a knock at the door.
"Who could that be?" she said, standing up and going to the door. We live in a condo with a secure lobby, so visitors really shouldn't knock at our door. Maybe it was a neighbor asking to borrow some sugar... or an egg... or some butter... okay there's nothing they could want to borrow form us that doesn't sound sexual.
"Aunt Olivia, no! Don't!" I said. She was totally naked and totally oblivious to it as she swung open the door. For a once I cursed her never-ending lack of awareness. My cum was dripping down her leg, no less.
And who was at our door to see this very taboo sight?
Thanks to reader Lancer for the squats suggestion. And sorry for the cheesy cliffhanger... hopefully I don't "Cousin Oliver" the story but I think you'll like where this is going. And no it's not actually going to be Cousin Oliver at the door.
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Aunt Oblivia
A guy moves in with his remarkably oblivious aunt
Her name was Olivia but the cousins called her Aunt Oblivia. She was always "out to lunch" and never seemed to notice what was going on, or care. Now Mark has to move in with her after high school. How will things progress?
Updated on Jun 14, 2022
by Sancho Sanchez
Created on Apr 22, 2022
by Sancho Sanchez
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