Long Nail Story #28 – MY LEAST FAVORITE AUNT

long nail blue
long nail blue
long nail blue
long nail blue

I wasn’t happy. For months, I’d been looking forward to my parents’ vacation, if only because it meant I’d have the house to myself for two weeks — the big dream of any 14 year old boy. Then, at the last minute, my stupid aunt had to go and move back into the area and need a place to stay. I barely knew the woman. I mean, I knew she was family and everything, but she hadn’t been around since I was a kid. Her ex-husband had moved them to California years ago, and even after the divorce, she’d stuck around out there for a while. Which meant that for all intents and purposes, she was a stranger. Not exactly somebody I felt like being alone with for two weeks.

Yet when Aunt Tina arrived at the door with her suitcases in hand on that sunny day in April, my mood changed considerably. For some reason, whatever my childhood memory of her had been, it was way off. I thought I remembered her being a bit overweight. Yet the woman who walked into the house that day — while hardly “thin” — had an hourglass figure that was flattered by the jeans shorts and white t-shirt she wore. She was fairly tall, at least six inches or so taller than myself, her legs were well-muscled, and her chest … well, that was nothing short of amazing, especially to a pubescent boy. Her boobs were huge, and barely seemed contained by the bra that I could see clearly outlined beneath the t-shirt. Beyond this, all I noticed at first was that she had a nice smile, which she flashed often, and that she wore her auburn hair cut short and moussed up, as if she were trying to make herself look a few years younger than she was.

“Simon,” my mother said, “you remember Aunt Tina, don’t you?”

“I think so.” I smiled awkwardly.

“Well look how big you’ve gone and gotten,” my aunt said. “Do I get a hug?” She opened her arms wide.

I shrugged, then walked clumsily into the hug, savoring the brief moment as long as I could — her melon-sized breasts pushing against me, warm and soft.

“I hope I’m not putting you guys out,” she said, more or less to all of us. “When I got the job, I had no idea they’d want me to start so quickly. Once I find a good apartment, I’ll be out of your hair.”

“It’s not a problem at all,” my father said. “Stay as long as you need to. Marge and I are leaving town tomorrow anyway. You can use our room while we’re gone. After that, we’ll work something out.”

“You guys really are too nice,” she said, suitably humble, then turned and faced me. “Simon, you need to promise me, if I get in your way at any point, just let me know. I won’t be offended.”

“I promise,” I said.

*          *          *

The next day, my parents left for the airport in the late afternoon. Aunt Tina and I bade them farewell, and then I wandered back into the living room, where I’d been watching some cartoons. A few minutes later, my aunt followed me in. I glanced up, and saw that she’d changed out of the sweatshirt and jeans she’d been wearing before. Now she had a red tank-top on, which didn’t do a very good job at hiding her white bra straps. She was still fiddling with one strap as she walked into the room, trying to get it to behave.

“So what are we watching?” she asked, and settled into the recliner a few feet away from me.

“Spider-Man,” I said, trying to seem disinterested in her presence, when I was actually anything but.

“Cool. I always liked Spidey.”

I gave her what must have been an odd look, because she instantly laughed. “Yes, believe it or not, Spider-Man was around when I was your age. I’m 37, not 87.”

“I didn’t say anything,” I protested, smiling.

“You didn’t have to. I’m a mind-reader.”

I hope not, I thought, because the main thing on my mind at that moment was whether or not I might be able to find a way in the next two weeks to see her naked. But all I said was, “Yeah, right.”

“It’s true,” she said. “Like right now …” She closed her eyes. “… you’re thinking how nice it would be to go to the kitchen and get a soda for your wonderful Aunt Tina.” She opened her eyes again. “Right?”

“Yeah, right,” I said, still smiling. Then I went and got her a soda.

*          *          *

The next day was Monday. Which meant the weekend was over. I had to go back to school, and Aunt Tina had to start her first day at the new job. When I woke up, I followed my usual routine — stumbling half-asleep down the hallway from my room to the bathroom to piss and take a shower. When I got there, however, the door was closed. Great, I thought. My mom is gone, but I still have to compete with a woman for bathroom time every morning. Just as I was about to turn and head back to my room, though, the door opened. There was my aunt, with a small bag of makeup in one hand, wearing a lacy black bra, black panties, and thigh-high black stockings … and that was it.

She was startled at first to see me there, and jumped. “Jeez. You scared me.”

It was all I could do to force my eyes up, away from the incredible sight of the cleavage created by her huge tits pushing their way out of a too-small bra. “Sorry,” I said. “I didn’t realize you’d be in there.”

“I’m done,” she replied, smiling, then looked down at herself. “Well, except for the whole actually getting dressed part, of course.”

I chuckled awkwardly. “Yeah.”

“Is this a bad time?” she asked. “Would it be easier for you if I got up a half-hour earlier?”

“No,” I said. “As long as you’re done by now. This is the time I always get up. It’s okay.”

“All right then. Well, let me know.” She started to move forward, but the hallway was too narrow to get around me, so I had to push my back against the wall for her to get by. In doing so, her barely contained breasts passed just below my face, and I could smell the sweet perfume exuding from her.

After she passed, I watched her go, and admired her slightly wide yet shapely ass as it disappeared around the corner into my parents’ room. Then I let out a deep sigh and stepped into the bathroom. Only then did I notice, as I went to pee, that I was hard as a rock, and that my erection was creating an obvious bulge in my jockey shorts. Shit, I thought. Had she seen? Or had it only popped up like that when she passed me in the hall? I had no real way of knowing, other than to ask her … and THAT wasn’t going to happen. I decided not to linger on it. The important thing at the moment was to pee, before my bladder burst, so I thought about something else, waited for the erection to die down a bit, then took care of my usual morning business.

*          *          *

When I got home after school that day, I didn’t expect anybody to be home. I walked through the door, dropped my backpack on the floor, took the stairs two at a time, and headed for my bedroom. The plan was to try and sneak in a good wanking session before Aunt Tina got home. All day, I’d been thinking about how she had looked that monrning, and I just couldn’t wait to toss off a quick one while the image was still fresh in my mind.

Ironically, the last thing I expected to see as I walked past my parents’ bedroom was Aunt Tina standing there in the same exact black bra and panties and stockings, having apparently just stepped out of the black dress she’d worn to work that day. Instead of following my first instinct, which was to keep right on walking to my room, as if I’d never seen anything at all, I chose to stop, take two steps back, and say hello.

“Oh, hi Simon,” she said, smiling, then leaned down to pick up the dress, thereby giving me a great view of her ample cleavage. She threw the dress on the bed, then turned to face me again. “How was school?”

“Um. It was okay. I didn’t think you’d be home yet.”

“Well, it was mostly orientation today. They let me go early.”

“Oh. That’s cool.” So much for my plan to jerk off. Not that I was complaining.

As she reached up to remove her earrings, I noticed that my aunt’s well-manicured nails were painted a bright red. It was the first time I was noticing it, so she must have done it before she left for work. Regardless, the contrast between her fair skin, the black lingerie, and the red nails was quite striking … and quite sexy. So perhaps this is why my heart skipped a beat when she said to me, “Simon, could you do me a favor?”

“Sure. What is it?”

“Do you remember when you were little, and I’d get you to scratch my back for me?”

“Um. Not really, no.”

She laughed. “Well, you did. You were always so happy to do it.”

I blushed. “I was?”

“Yup. And I always loved it so much. My mother used to scratch my back when I was a little girl, and it’s something that’s always helped me to relax. And today’s been kind of a stressful day …” She let her words trail off.

“You want me to scratch it now?” I asked, trying not to let the eagerness show in my voice.

“Would you mind?” she said.

Holy shit, I thought. How could I possibly mind that? “No. Sure. Why not?”

She smiled. “You’re a sweetheart. Thanks.” She sat on the bed. “Is here fine?”

“Sure.” As I sat down behind her, it occurred to me that we were sitting directly in front of the tall mirror in the room. Which meant that even though I was sitting behind my aunt, I could still see her from the front. As I began to scratch her back, starting just below her shoulders, she closed her eyes and leaned her head to one side. This left me wide open to stare at her chest all I wanted to.

“Perfect,” she said. “You haven’t lost your touch.”

As I scratched with one hand, I noticed that it made her breasts jiggle a bit — quite a sight to behold, especially for a horny young thing like me. So then I decided to use two hands, and just as I’d hoped, the jiggling intensified. It almost made me wish I had a third hand — maybe then I could make them pop out of the bra altogether!

“Oh yeah,” she said, giggling. “Now we’re talkin’.”

At this point, the backscratch for me became an exercise in seeing just how much I could make her tits move around, and in that respect, I wasn’t the least bit disappointed. After a few minutes, though, during one of my occasional inspections of her face, to make sure her eyes were still closed … I saw that they weren’t. She was looking me in the eye as well, and sporting a quizzical smile. Busted! I immediately turned my face downward, and for as long as the backscratch session lasted, which was just a couple more minutes, I focused only on her back.

“Okay, I guess that’s enough,” she said. “Your hands are probably tired.”

“Yeah. A little.”

My aunt stood up, and so did I. Thankfully, I was wearing jeans at the time, or else she’d probably have been able to tell I was hard as a rock. “Thanks Simon, that was perfect.”

“You’re welcome,” I said, a bit embarrassed, trying not to make eye contact.

“Do you want me to return the favor?” She held up her hands. “I’ve got great nails for it!”

“Sure,” I said. “Maybe later, though. I have to … um … do homework and stuff.”

“Okay. Well let me know.”

“I will.” And with this, I took one last furtive glance at her body, then exited the room.

*          *          *

After dinner, I watched some TV, then excused myself to my bedroom to do some more homework, leaving Aunt Tina behind to watch the prime time lineup in the living room. An hour or so later, I started to get bored of reading about the Civil War, and my mind wandered once again to the sight of my aunt in her lingerie. I was wearing only a t-shirt and my jockeys at the time — my usual state of dress when hanging out in my bedroom at the end of the day — and so as images of her bouncing boobs came back to me, and as my cock inevitably grew hard, I couldn’t resist slipping my hand down under the elastic band for a few quick strokes. And those few strokes were enough to make me realize that what I really wanted was to jerk off. For one reason or another, it had been over 24 hours … and at age 14, that was just too long.

The first thing I needed to do was go close the door all the way, because I could remember having left it partially open when I stepped into the room. But as I sat up to do this, there was a sudden quiet knock at the door. “Simon? You awake?”

Oh shit, oh shit, I thought, as I heard the door begin to squeak open. I assessed my situation in less than a second. I was sitting on my bed, in my underwear, with a too-obvious boner showing through the thin material in stark relief. There wasn’t time enough to get under the covers, because I was laying on top of them. And there definitely wasn’t time to run over to my jeans, which were in a ball on the middle of the floor. So I could either just yell at my aunt NOT to come in, and risk her suspecting that I was doing something wrong — drugs or something — or … there was another idea. She’d asked if I was awake. So what if I wasn’t awake? And just like that, I decided what to do. As I carried out my plan, I realized it may not be the best idea in the world … yet considering my limited options, it would have to do.

I fell back on my pillow, rolled my head to one side, closed my eyes, and opened my mouth a bit. It was the same classic pose I’d used with my parents a million times, whenever I wanted them to think I was asleep (and therefore unavailable for some chore or another). As an added touch, I also quickly threw my hand over the history book I’d been reading a few minutes before. That way, it would look as if I’d fallen asleep while studying diligently.

Not two seconds after this, I could hear my aunt’s tentative footsteps padding into the room. “Simon?” she said, more quietly than the first time. Clearly, by this point, she realized that I was asleep. But still, I heard her proceed further into the room, pausing finally just in front of me. What the hell is she doing, I thought. And just as all sorts of fantastic and erotic ideas began to flash through my mind, I heard the sound of her rattling around through my CD’s. Then I understood what she was doing. Looking for some music. She’d asked me earlier, while we were watching TV, if she could borrow a few of my albums to play on her walkman.

As I listened to her cracking open one jewel case after another, I was painfully aware of just how hard my dick was in my jockey shorts, and I wondered if she’d noticed it. It seemed unlikely that she could have missed it. Not that it was huge or anything. Far from it. But it wasn’t invisible either. Anyway, after a few minutes, I got brave enough to crack my eyes open a bit, and saw her squatting there in front of my CD collection, her back to me, still in the casual clothes she’d worn all evening. Then I saw her head begin to turn, and quickly slammed my eyes shut again. My heart was racing, but I tried to control my breathing as best I could.

I waited to hear the floorboards creak under her feet as she stood … but it didn’t happen. I wanted so badly to crack my eyes open again, but I didn’t dare. Because then, if she saw, she’d know I’d been faking it the entire time. And then … well, I didn’t know what would happen then, but I didn’t want to risk it. So I waited.

Finally, I felt an odd — and entirely amazing — sensation. Something touched my dick. Or rather, it touched my dick through my underwear … but that didn’t diminish the moment any less for me. Holy shit, I thought. That first touch was only tentative, as if a test to see if I’d wake up. But when I didn’t budge, I felt another peculiar — and wonderful — sensation, and I all I could guess was that my aunt was running her finger up along the length of my shaft. This time, my body couldn’t help but to react in some way, and as my cock reflexively twitched, I let out a small groan. Yet I still maintained my ruse of being asleep. This reaction made my aunt giggle quietly, as if she were a child playing with a new toy, and so she did it again. And again, my cock twitched, I groaned, and then for added effect, rolled my head over to the other side. My aunt giggled once more, then perhaps thought better of what she was doing. The floorboards creaked under her feet as she stood, then padded softly out of the room, turning off the light on her way out.

Once she was safely gone, I finally opened my eyes, smiling and overwhelmed by what had just happened. Although it wasn’t much, it was the first time that any woman had even come close to touching one of my erections. The very idea of it had me harder than ever. I immediately grabbed the box of tissues on top of my headboard, yanked my jockeys down, and within thirty seconds, was experiencing one of the best orgasms I’d ever had.

*          *          *

The next morning, I made a point of waking up a half-hour early, and stood at my door listening for the sound of Aunt Tina moving around back and forth from the bedroom to the bathroom, getting ready for work. As she took a shower, I imagined what her body must look like wet and naked, and wondered if it would be possible to drill a peephole into the wall of the bathroom, so that I could see for myself. I decided it wasn’t. I waited for the sound of her leaving the bathroom after her shower, on the off chance that maybe she’d walk from the bathroom to the bedroom naked or something. After she passed my door, I quickly peeked out through the crack … but she was wearing a towel. Still a great sight, but not quite what I was hoping for. After this, I waited again, this time for her to return to the bathroom to do her makeup.

When a few more minutes had passed, I stepped out of my bedroom, wearing the same t-shirt and jockeys — and erection — that I’d been sporting both the morning before and the night before, and approached the bathroom. Everything business as usual, I thought. Unlike the morning before, however, this time the bathroom door was wide open. Once again, though, my aunt was only in her underwear, this time a fancy set of matching blue lingerie. Perhaps she’d decided that I’d seen her in this state of undress enough times by now that modesty made no sense any more. All I knew was that image of her huge boobs in profile as she stood in front of the sink was exquisite.

She caught me out of the corner of her eye. “Oh, hey there,” she said. “Good morning.”

“Morning,” I replied, as I stepped up to the open doorway, my arms crossed over my chest. I knew this meant that my erection would be visible through my shorts, but I figured if she wasn’t go to hide anything, then I didn’t have to either. If she noticed it at all, though, she didn’t say anything about it.

“You feel asleep early last night,” she said, while putting lipstick on.

“Yeah. I was tired I guess.”

“I snuck in and borrowed a few CD’s. I hope you don’t mind.”

“Really? No. That’s cool.” I hoped I was pulling off a good performance.

Just then, I noticed that something else about my aunt was a bit different than it had been the morning before. This time, as well as the bra, panties, and stockings, she was also wearing a matching pair of blue high heels. Very high heels. And very flattering high heels. Especially when she leaned forward to put on eye makeup, and kicked one foot out a bit. It was like a scene right out of a Marilyn Monroe movie or something … only my aunt was much bustier than Marilyn, and was wearing some seriously sexy lingerie.

“Good,” she said. “I was afraid I’d wake you up. You must be a sound sleeper.”

“Pretty much. It takes like an explosion to wake me up.”

My aunt turned to me and smiled. “I actually tried to tickle you, to see if you’d notice.”

I caught myself blushing. “You did?” What? Tickling? Is that what she called it?

“Yeah, but you didn’t budge.”

“Well, I’m not that ticklish. Only in a couple places.”

“Oh,” she said. “Maybe that’s why then.”

Then a thought occurred to me. “Why? Where did you tickle me?”

This time, I was fairly certain I saw her blush. “Where?”

“Yeah. What, like my armpit or something?”

“Or something,” she replied, and clumsily dropped her mascara in the sink. “Oops.”

I thought about pressing it, but decided not to. It was enough to know that I’d flustered her. Although later that day, in hindsight, I realized this might have been a dumb thing to do. Because now she’d probably never feel bold enough to do what she’d done last night again. Great. Smart move, Simon.

*          *          *

When I got home from school that day, Aunt Tina wasn’t there. Apparently, they weren’t letting her go home early all week. When she still wasn’t home after a few hours, I began to wonder if something was wrong. Then, on my way to the kitchen to find something for dinner, I thought to pick up the phone and check the voicemail — something I wasn’t used to doing, because my parents always did it. Sure enough, my aunt had left a message about fifteen minutes before I got home, letting me know that she’d be going out with some co-workers after work, and that she wouldn’t be home for dinner.

I fended for myself that night, heating up some leftover spaghetti and eating it in front of the TV. Before long, 9 o’clock had rolled around, and there was still no sign of my aunt. Good for her, I thought. Her second day on the job, and she was clearly already making new friends. There wasn’t anything much I wanted to watch on TV, so I decided to head up to my room. I was a few chapters behind in history, and really needed to get caught up before next week’s test.

When I got to my room, I threw my jeans off, as usual, and dumped them on the floor. Then I lay back on my bed and started to read. Ten minutes later, I heard the front door open, and heard my aunt yell up loudly, in a kind of sing-song voice, “Honey, I’m hooooome!” It was perhaps the loudest I’d ever heard her be.

I thought about throwing on my jeans to go down and greet her, but before this idea could come to fruition, I heard the sound of her high heels climbing the stairs. “Simon, are you asleep early again?” At this point, her voice was so much more bubbly than usual that I got the clear impression she’d perhaps had a few drinks along with dinner. My ears followed the clack of her heels up the stairs and down the hall, until before I knew it, she was almost bursting through my half-open bedroom door. My aunt entered the room with a flourish, and seeing that I was awake, acted as if somebody had just put a spotlight on her. She threw her arms out, smiled widely, and said, “Hello!”

I couldn’t help but laugh. “Hello, Aunt Tina” I replied, with a somewhat patronizing tone to my voice.

“How are you?” she asked, not wobbling at all, but looking as if the room might seem wobbly from her perspective. She didn’t wait for an answer from me. “You know, I had SUCH a good time tonight. All the people I work with are SO nice. And they bought me dinner. That’s pretty nice, isn’t it?”

“Did they buy you a few drinks too?” I said, smirking.

“A few,” she said, and started counting on her hands, then apparently decided it wasn’t worth the effort and stopped. “Just a few. What about you? Did you have fun tonight?”

“I’m not sure I’d call it fun.” I smiled. “But then it’s a school night.”

“Oh, right right,” she said. “It is for me too. A work night, I mean.”


At this point, my aunt started to move her arms around oddly, like a chicken with no rhythm or something, as a distracted look washed over her face. “You know,” she said. “I have to get this dress off. It rides too high up, and all day, it’s been digging me under the armpits. It’s driving me nuts. Do you mind?”

“You’re home now,” I replied. “Do whatever you want.”

“Thanks.” I guess what I expected was that she’d go to her room and change into something more comfortable. What I didn’t expect was for her to turn her back to me and say, “Can you get the zipper?”

“Um. Sure.” I stood and walked over to her, then did as I was told. Moments later, as I made my way back to the bed, she wriggled out of the dress and left it in a heap on the floor.

“There,” she said. “Much better.” And from my vantage point on the bed, I had to agree. As she stood there in the same set of blue lingerie she’d been wearing that morning, her tits busting out of the bra, I knew there was no chance of me preventing an erection from growing in my jockeys. And since she’d already seen — and touched — it a couple of times now, I didn’t even bother to try and stop it. Within seconds, I was fully hard.

“You know,” she said, approaching the bed. “I never did give you a backscratch yesterday.” With this, she plopped down on the mattress a bit too heavily, making both it and her tits bounce in the process.

“It’s okay.” I blushed at the thought of the one I’d given her. “No big deal.”

“But look,” she said, holding up her hands. “I have long red nails.”

I swallowed hard. “Yes. You do.”

My aunt leaned forward, grinning, enticing me with her cleavage whether she meant to or not. “You can’t tell me that a boy like you doesn’t like to get backscratches from girls with long red nails.”

“Um. Sure. I guess. But you’re not really a girl.”

She looked insulted. “I’m not what? Did you happen to notice these?” She pointed down to her tits.

“No. I mean, yes, I noticed them. But you’re not –“

“I always kind of thought they were kind of hard to miss,” she said, her eyes mischievous.

“Um. They are, but what I was trying to say was –“

“You don’t like boobs that much?”

“No. I mean, YES, I do. But I just meant –“

“You don’t like them this big?” she asked, interrupting yet again.

“I … of course I do … I was only trying –“

“Because it seems to me you’ve been looking at them an awful lot the past couple of days for somebody who doesn’t like girls with big boobs all that much.”

“I never said I didn’t like big boobs.”

“It’s okay, Simon. I’m a big girl. You don’t have to worry about hurting my feelings.”

“What? I’m not trying to not hurt anything. I said I like big boobs.”

“Yes, but it’s obvious that you’re just saying it to be nice.”

At this point, I just lost it. “I’m not being nice! I like big boobs. I LOVE big boobs. All I ever do half the time is sit around thinking about girls with big boobs. Why else would I stare at yours so much?”

My aunt smiled triumphantly. “So then why did you say I wasn’t a girl?”

“I didn’t say you weren’t a girl! Well … okay, I did … but you didn’t let me finish. What I was going to say was that you’re not really a girl, you’re a woman. Because … you know.”

“Because I’m old?” she asked. And as the words left her mouth, I knew I might have just dug myself into an entirely new and more dangerous hole. “Is that what you’re saying?”

“No, not … I mean … not OLD. Just … older … than a girl my age.”

“Old enough to be your mother. Is that it?” I couldn’t tell if she was truly insulted or just teasing me.

“Sort of,” I said. “I’m not criticizing or anything. It’s just … you said you were a girl … and you’re not a girl, you’re a woman. And that’s cool. Even better than a girl actually.”

She leaned in closer. “Oh really? And how is that exactly?”

“Well … they’re more … stupid and stuff. They’re all worried about being popular, and whether or not they have a zit. And they don’t have … you know.” I gestured to her chest.

“They don’t have boobs as big as your old aunt, you mean?”

I shook my head. “Not even close.”

“Yeah, well their boobs probably don’t sag forever when they take their bra off either.” She laughed at her own observation. “And they probably don’t have to wear expensive lingerie to keep everything in place.”

“I don’t know about that,” I said. “But yours look okay … to me anyway.”

This brought a smile and a slight blush to my aunt’s face. “Well aren’t you just a sweetie.”

“I mean it,” I added, feeling bolder now. “They’re like … perfect almost.”

“Oh hardly,” she said, giggling. “Trust me. Big maybe. But hardly perfect.”

I just shrugged.

“I’ll say one thing, though. At least I’m pretty sure you’re not lying to me just for the sake of flattery.”

“What makes you say that?” I asked.

She looked down at my lap, at the prominent bulge in my underwear. “That does,” she said, smirking.

“Oh … sorry.”

“Don’t you dare be! That thing’s been boosting my self-esteem for the past two days!”

Now it was my turn to blush. “It has?”

“Of course. You don’t honestly think I left the bathroom door open by accident this morning, do you?”

“I … I don’t know. Maybe.”

She smiled, then put a warm hand on my bare leg. “Oh, you poor poor innocent boy. Somebody had better teach you how women operate soon, or you’ll just be eaten alive when you get into the real world.”

I had no idea what to say to this. All I knew was that my heart was beating like a jackhammer.

“Tell me, Simon. Have you done anything at all with a girl yet?”

“Like … sex you mean?”

“No, like board games.” She smirked. “Yes, like sex.”

“Not really. Some kissing.” I looked down at the bed, a bit embarassed.

My aunt put a hand under my chin, and lifted my eyes to hers. “Hey. That’s nothing to be ashamed of. You’re a cute boy. When the time is right, it’ll happen soon enough.”

“It could NEVER happen soon enough,” I said, joking. But my smile came off a bit sad.

“No, at your age, I bet it couldn’t,” she replied, giggling. “But is it really that important?”

“I don’t know. It feels like it is. I mean, I know I can always just … you know … do it myself. But sometimes it seems like that’s all I’ll ever end up doing my entire life.”

“Oh, I’m sure that won’t be the case,” she said. “But I guess I can understand how it must feel that way sometimes.”

“Yeah … sometimes.” All the time, I thought, but didn’t say it.

“Frankly, I think they should just make prostitution legal, and instead of having guidance counselors for boys in high school, have prostitutes instead. Let them just get it out of their system once a day, and they’d probably study harder. And behave better with girls too. Not that anybody’s asking my opinion.”

I chuckled at this idea. “That sounds great to me.”

“Yes … well. I doubt the board of education would approve it.”

“Probably not. But I think it’s brilliant.”

Again, she smiled at me. “You really are just such a sweetie. Come here and give your Aunt Tina a hug.” She opened her arms wide, and like a magnet, drew me into her for the hug. At first, I thought I couldn’t imagine any nicer sensation than the warm softness of her breasts against my chest. Then I felt her long nails begin to slowly scratch my back, and I realized I was wrong. It was an exquisite feeling, especially when they trailed all the way down to the base of my spine. Her nails moved in circles, teasing yet not tickling, filling my body with shivers now and then … and making my cock even harder than it had been before. “Such a good boy,” she said, quietly into my ear.

“Not that good,” I replied.

“Why do you say that?” she asked, still embracing me, still scratching me slowly.

“Just … I don’t know.”

“Because you have an erection?”

“Well … yeah.”

“Silly boy. There’s nothing bad about that. It’s perfectly natural.”

“Yeah, but …”

“But what?” She scratched at the back of my head and neck.

“Well … the reason why.”

“What? Because you got hard looking at your old aunt?”

“You’re not old,” I protested.

“Yes, but I am your aunt.

“Well … yeah.”

“But I’m also a woman who’s been parading around in front of you in her naughty underthings.”

“Yeah. So?”

“So don’t be so hard on yourself. Because if you’re bad for getting an erection, then I’m ten times as bad for giving you one in the first place. Don’t you think?”

“I … I don’t know … I guess.”

“What do you say, Simon? Are you a good boy or a bad boy?”

“A bad boy,” I said, chuckling to myself. “A very bad boy.”

“Oh, you are, are you?” With this, she suddenly went from scratching my back to tickling my sides. I exploded in almost girlish laughter, then did my best to pull away. But she had too good a hold on me. “Well, you know what Aunt Tina does to bad boys, don’t you?” Her nails moved from my sides up to my ribs.

“Wh-wh-wh-what!” I said, through peals of laughter.

“She tickles them for hours and hours,” she said, smiling. “Until they’re good little boys again.”

“N-n-n-n-no!” She struck a particularly sensitive spot, just above my hip bone, and it gave me the energy to finally break free. As I threw myself away from her, my hand unintentionally pushed off against one of her tits. Then I fell onto my back on the mattress, my hands still in front of me for protection.

My aunt had a slightly shocked yet amused expression on her face. “So you think you can grope at my big boobs now, instead of just look at them. Is that it?” Clearly, her anger was feigned.

“It was an accident!”

“Oh, I bet,” she said, and dove in for the kill. Within seconds, she had worked her way past my feeble defenses, and was digging her expert claws into my sides again. “I bet that’s the kind of accident you’ve been hoping to have all day, isn’t it?” When I tried to squirm to one side, she climbed up on the bed and caught the tops of my legs between her strong thighs, effectively pinning me there. “Maybe you are just a bad boy after all.”

“St-stop,” I said, as I began to laugh so hard I was crying. “P-please.”

And just like that, she did.

As I gradually caught my breath, I opened my eyes again, and was greeted to the sight of Aunt Tina hovering over me. Her hands were on her thighs, and she was smiling like a true victor. Then she leaned forward, planting her hands to either side of me. This put her massive breasts — which by this point were all but spilling out of her bra — less than a foot away from my face. (Was that the edge of a nipple I saw?)

“Correct me if I’m wrong,” she said, teasingly. “But didn’t somebody tell me that they weren’t very ticklish? Or was that some other little boy with a big erection I was talking to this morning?” She glanced down, past her tits, past my belly, to my crotch. “No. That looks like the same big erection to me.”

“You should know,” I said, without really thinking about it.

“Oh? And why is that?” she asked.

“You know why,” I replied, somewhat meekly.

“No, why is that?”

“Last night. When you thought I was sleeping.”

“Ohhh. That.” If her smile faltered, I didn’t see it. “I have a little secret to reveal to you about that.” With this, she leaned all the way forward, pressing her tits against my chest and her face against mine. Then she whispered hotly into my ear, “I knew you weren’t sleeping.”

“You did?”

She pushed herself up again, onto her hands. “Well … I was pretty sure.”

“But you …”

“What?” She put all her weight on one arm, then lifted a hand and placed it on my crotch. “Did that?”

“Y-yes. That.”

With her hand still on my erection, my aunt began to rub it slowly through my underwear. “What’s the matter?” she said. “Didn’t you like it? I thought all bad boys liked to be touched down there.”

“S-sure I liked it. I just wanted … you know.”

“Wanted what?” Her eyes were wide and wild at this point.

“Um. More.” Her hand was driving me to distraction. My thoughts were getting fuzzy.

“Oh really? More, you say. More touching? Or more … of something else?”

“More … everything.” My eyes alternated between her face and her tits.

“Everything? Really? Even though I’m you’re aunt?”

“Um. Yeah.” For some reason, her being my aunt didn’t seem to matter so much at the moment.

“Did you maybe hope I would put my hand down into your underwear last night?”


“Or did you maybe hope I would give your big erection a good night kiss?”

“Yes. Definitely. Yes.”

“And are you hoping I will now?” she asked.

I abruptly met her eyes. “W-would you?”

She seemed to consider it for a moment, turning her head to one side as she continued to pet my now-throbbing cock. Then she said, “No. No, I don’t think that would be a very good idea right now.”

“Oh.” Needless to say, the level of my disappointment was immeasurable.

“The thing is, Simon, you’ve been SUCH a bad boy tonight.”

“I’m sorry,” I said.

“And frankly, the only way I can think of to punish such a bad little boy is … well … to fuck you.”

“I understand — wait, what?” Did she just say what I thought she said?

“I said I’m afraid I have to fuck you. It’s when a boy a girl —

“I know what it is,” I said. “R-really?”

“It seems like the only way.” As she spoke, my aunt lifted her hand off my crotch, and used it to push her panties down off her hips. “Clearly, all that sperm has backed up into your brain and made you bad.” As she pushed the panties down her stockinged legs, past her knees, and began to wriggle them down her calves, her tits landed squarely in my face. I cherished those several seconds for all they were worth. “And the best way I can think of to get that sperm out of you is to fuck you.” With a final kick, the panties flew off of her foot, which was still encased in a sexy heel.

When she lifted her tits out of my face again, I glanced down and saw her dark bush hovering over my groin. Never, I thought, had there ever been a more beautiful sight in the world.

“Well?” she said. “Do you plan to take those shorts off any time soon?”

“Oh. Um. Yes.” As fast as I could, I pushed and wriggled out of my underwear.

“Much better,” she said, smiling. “Oh my! I had no idea my little nephew was so big!” She was being kind, of course. I knew I wasn’t very big at all, even for my age. But I appreciated the compliment anyway.

“Thanks,” I said, blushing.

“Are you ready for me, bad boy?”

“Y-yes. I think so,” I started to say.

But she hadn’t actually waited for a response. Before I could say much of anything, she lowered her pussy onto the top of my cock, wiggled a few times, then sunk it into her. The warm, wet sensation … there were just no words for it. For a few seconds, my brain more or less shut down, and I could feel my mouth begin to open in a silent gasp of pleasure. Down and down she went, slowly, taking all of me — every inch — into her. Then, once she’d gone all the way down, she repositioned herself. Leaning back a bit to put most of the weight on her legs, she slid her hands up under my thin t-shirt, over my belly, and placed them firmly on my chest.

When I looked up at her, she was already looking down at me — calm, collected, and smiling. “Does that feel okay?” she asked. When I nodded, she began to move again, digging her nails into my chest as she lifted her hips up. Just before my cock had left her completely, she slid down again. Somehow, amazingly, the pleasure of this second thrust felt even better than the first had … at least for me. Then she was up again, then down. Up again … and down again. And by this point, all I knew was that I wanted to cum. I knew it probably wasn’t what a woman wanted, for a guy to cum so soon … but I was 14 … up till five minutes ago, I’d been a virgin. Even if I’d wanted to, there was no way in hell I was going to be able to stop myself from cumming. And the fact was, I didn’t want to stop myself.

“Aunt T-tina,” I said. “I can’t … hold …”

“Then don’t, silly. Go ahead and do whatever you have to.”

Up and down she went, her warm wetness devouring my cock. “I … I’m going to … c-c-cummmmm …”

And just like that, my world exploded. As my aunt obliged me by riding my cock faster and faster — which had the added bonus of making her huge tits bounce inside her bra — I began to shoot one load after another into her. Several spurts in, I started to buck my hips up toward her, but my rhythm quickly deteriorated as the pleasure of the orgasm overtook me. “Oh my g-g-god,” I stuttered.

My aunt just smiled down at me. “That’s it, Simon. Show Aunt Tina how much you love her.”

“I d-do,” I said. “I love you so much.” Over and over, my cock blasted out hot semen.

“Awww, how sweet. Well maybe you’re not SUCH a bad boy after all then.”

And finally, gradually, the orgasm faded. My cock let out a few last twitches, then was more or less silent. I lay there for a few seconds, breathing heavily, wondering how I’d ever gotten so lucky.

“Feel all better now?” my aunt asked, grinning.

I couldn’t help but laugh. I was euphoric. “You could say that.”

“I don’t even want to think about how much of a mess there’s going to be when you pull out of me,” she said.

“Maybe I could just never pull out?” I joked.

“Well, I have to go to work tomorrow … and you have school.”

“Yeah. And my parents will be back in less than two weeks.”

“Exactly,” she said, leaning forward, pressing her chest against mine, her face next to my ear, relaxing like that, with my dwindling cock still inside of her. “But I guess you don’t have to pull it out just yet.”

“Aunt Tina?” I said, looking her square in the eye.

“Yes, Simon?”

“I meant it, you know. When I said I love you. I didn’t just say it because –“

“I know, Simon. I know you do. And I love you too.” With this, she pulled her face closer, and we shared a kiss. A hot, steamy, tongue-entwined kiss unlike any I’d ever experienced. If it wasn’t love that made a kiss that good, it had to be something else just as powerful. Maybe it was just plain old teenage lust.

Whatever it was, as we kissed, my cock began to grow again, until it was finally a steel rod again.

Apparently, my aunt had noticed this. “Simon, are you –“

“Um … yup.”

“Oh my. You really ARE a bad boy, aren’t you?”

I smiled and shrugged. “I guess so.”

“You know what, bad boy?


“I think you might just be my favorite nephew of all time.”

I chuckled. “Really?”

She nodded emphatically. “Oh yes.”

“Because a few days ago, you were definitely my least favorite aunt of all time.”

She feigned a hurt expresson. “And now?”

I rolled my eyes. “I’m not really sure yet.”

“I see. And what if I fuck you a few more times?”

“It certainly couldn’t hurt,” I said, smirking.

“Oh, you think not? Clearly, you haven’t seen what kind of damage my nails can do to a bad boy’s back.”

“Heh. I guess not.”

“So would you like to?”

“Aunt Tina?”

“Yes, Simon?”

“Please just shut up and fuck me again.”

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