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Flashing My Uncle Jake

Flashing My Uncle Jake

by yesterdays
20 min read
4.58 (19600 views)
adultfiction
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This is a role play with Literotica author Pissyprincess. She has wanted to explore in our role plays dubious consent and free use. She's also wanted to explore fantasies of blood-relative incest, since in the past we've only done adopted and step. I'm interested in all of these things too, but sometimes struggle with going all the way with them. Anyway, we did explore all of these things in some way in this role play, and so if any of those things aren't your cup of tea please move on to another story. I played the role play with Pissyprincess through personal messages at Lit over several weeks. She has given permission for this to be published as a story. The **** breaks indicate when there's a change of author. Penny is Jake's 18-year old virgin niece, who is visiting his Boston home from her home in Alabama. Penny begins the role play...

I'm trying to explain to myself the weird things that have been happening this summer. I'm going to try to explain to my own self what the heck is going on, and my own role in making it happen...

Anyway, my family isn't poor white trash, but maybe we're only a couple of steps above that. But in terms of one thing I'm definitely not poor white trash, because at eighteen I'm not only virgin, but the most I've ever done is kiss a boy, and let him feel my tits with my bra on. Because I'm kind-of pretty--dark medium-length hair, with a girly face with freckles, and a nice figure with medium-sized boobs--I'd had some chances. But I'm shy, plus I hate alcohol and parties, and so I got the reputation of being a goody two shoes. I'm not very good at flirting either, although I'm trying to work on that. I knew I'd lose my virginity in college, which I'll be starting in just a couple of months, but I've been desperate for some kind of experience beyond kissing and a little petting.

My parents have had a somewhat rocky marriage, but they've made it through, and this summer they're on their second honeymoon to Europe. They didn't trust me to be alone in the house while they were gone, although I don't know why, and so they shipped me off the my Uncle Jake's place in Boston. A lot of people talk kinda funny in Boston from the way I hear things, since I'm from the South. But I know that to them I talk funny too, and so I try not to say "y'all" like I do sometimes back home.

My Uncle Jake is a nice buy, but kind of a sad case. He was happily married to a wonderful woman named Alice, but then she'd died in a car crash a year ago. At least they didn't have kids, but clearly he was still getting over it.

Slightly weird for me is that Jake, as my Dad's brother, looks a lot like my father. Jake is slightly younger, slightly more handsome, and slightly taller, but really they look a lot alike. But while my Dad is a working class guy who has a job in a factory, Jake is a professor of art history, and seems like a bit of a brain. He's been reasonably successful, and his late wife had some family money, and so his house is kinda fancy and even has a pool in the backyard.

Anyway, I like Jake, and we've always gotten along. He has kind of a subdued sense of humor, and he usually treats me like an adult.

It all started one night after dinner when we were sitting in the living room watching a show called Lincoln Lawyer, which was kinda fun and sometimes a bit sexy. I had decided to paint my toe nails red. Although I knew I was wearing a somewhat short skirt at first I didn't really think about it. Even though it was a hot summer, Jake kept ac thermostat around 75 to save energy, and so it was warm in the house too.

Anyway, I was lifting up my legs to paint my toes, and I only really realized after I started that if Jake looked over he could surely see my panties. But I didn't think he would, since he was watching TV, and he was my uncle after all.

But then he did. I saw Jake looking up my skirt at my panties as I was painting my toenails. He tried a little bit to hide it, but actually it was kind of obvious.

And to my surprise, and even shock, I didn't mind it, and in fact liked him looking at me. I was glad I'd put on a nice pair of light blue panties that day, and I could tell Jake was getting a pervy thrill out of looking at my barely covered virgin pussy.

I kept painting my toenails, pretending I didn't see him looking, and him pretending I wasn't flashing him. Then I noticed he was shifting a little uncomfortably, and I could see that he was getting a boner. Fuck. That was twisted. My uncle's cock was getting hard for my pussy. That turned me on. I could feel my pussy tingle, and even start to get wet. I realized I hadn't even trimmed for wearing a bikini yet, and so my hairy pussy was partway spilling out of my panties, and I realized that I might even have a wet spot. But actually that turned me on too, because Jake looked like he was getting more and more flustered staring at what he could see of my pussy.

Finally, I decided to defuse the tension a little, and said with a laugh, as if finally noticing, "Oh Jake, sorry! This whole time I've been flashing you my panties, and I didn't really realize it until the last couple of minutes. I was wondering what you were looking at, but now I know. It's okay. I'm flattered you're looking. But sorry if that bothered you. I'll stop painting my toenails now."

****

After my wife, Alice, died last year, the house had felt lonely and empty. I was actually quite glad to have the company of my 18-year-old niece, Penny, and was happy to have her stay for a couple weeks while her parents traveled. Penny was a pretty girl. She had dark hair like me and my brother, made a couple shades lighter thanks to her mom's genes, and pretty blue eyes.

We were relaxing and watching TV together that evening--I had my feet up and she was painting her toenails--when I glanced over and saw the way she was sitting... She was wearing a short skirt and since one foot was up so she could reach it, a shot of her light blue panties was visible between her legs. I knew I should look away and pretend I hadn't even noticed, but Penny seemed absorbed in her work and so I let my eyes linger a little longer.

Looking closely, I noticed I could even see a bit of dark hair poking out around the edges of her panties. It looked like she was all natural. A natural hairy pussy is one of my weaknesses, and I felt my cock twitch curiously in my pants. I felt instantly guilty. I, a 45 year old man, was sneaking an up skirt shot of my young niece. It was twisted, but not twisted enough to keep my dick from getting harder. I shifted uncomfortably in my seat. I couldn't tear my eyes away from the naughty, temping sight.

I could have sworn I'd even seen a small dark spot where her panties were slightly damp. My cock jerked at the thought of her wet pussy and I couldn't help wondering if she was a virgin. She was definitely pretty enough to be getting attention, but because she was shy, I suspected she was fairly inexperienced.

Suddenly, her voice drew me from my thoughts, and my eyes locked in hers.

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Oh fuck, she caught me.

I wonder how long she's been aware of me staring. But if she'd noticed sooner, wouldn't she have said something instead of letting him keep perving. Unless...she liked it? But surely, no...

"Oh Penny," I cleared my throat uncomfortably, ashamed she'd caught me staring, "I'm so sorry. I didn't mean to look. Please, feel free to keep painting your toes. My attention will be on the TV."

I shot her a reassuring smile. She didn't look mad, but I didn't want to make her feel awkward either.

****

I said with a laugh, "That's okay, Jake. Don't be shy. This is your own house after all, and here I was just flashing you plain as day. Maybe it's because we're from the South, but because of that maybe we're more accepting of how it's part of a man's natural urges to look at a woman, especially when she's giving you a free show up her skirt! And anyhow, Jake, I was actually trying to get up my courage to ask you, as a man, if you could give me some tips on how to flirt with men and get them interested. Believe it or not, this is the first time I've given a man a look up my skirt...on purpose, anyway, and now I definitely know how that can get some attention. I mean at first it was a pure accident, but then when I saw you looking, and seeming to get...excited. Well, it got me kinda hot and flustered too. I know we're family, and so it's super weird. But because we're family I trust you too."

I went on talking up a storm, realizing it was too much but somehow not able to stop myself, "And anyway, since you say it's okay I'll just keep doing it, since I only have four toenails left."

This time I spread my legs even wider, and kept talking as I painted my last toenails, and sure enough, I could see Jake looking again, even as I pattered on.

With a sigh, I said, "You see, my problem is, Jake, even though I'm kinda pretty, I'm shy. Add on top of that that I hate alcohol and parties, and well, I just haven't seen much action down in Alabama. I know guys like a girl with some experience and skills, but so far I just haven't gotten much, beyond learning to kiss. I mean, I've never even seen a man's...erection before, except in his clothes, so even that's...kind of a thrill for me."

****

I couldn't believe the words I was hearing coming from Penny. Heat rose to my face as she all but told me that she's seen me get hard. But she didn't mind? It seemed difficult to believe, but when she spread her legs wider, it almost felt like an invitation to keep looking.

I tried my best to keep my eyes on the TV, but Lincoln Lawyer was no match for the show my niece was giving me. I listened to Penny chatter away, sounding a little nervous and excited. I was just about stunned into silence when she went so far as to say erection, but I knew I had to say something.

"I'm glad you feel like this is a safe space and that you trust me enough to have these conversations," I said, trying to figure out what to say.

I knew I was supposed to say she should stop flashing me, but I couldn't bring myself to do it.

"Well, Penny, let me start by saying you aren't kind of pretty, you are actually quite beautiful. And you'll certainly get a lot of attention if you start giving peeks up your skirt, but I don't think that's always the kind of attention you'll want. You said yourself that it made us both excited even though we're family, so imagine the effect it might have on a young man your own age. Not that you can't ever do something like that, but just remember to be selective."

I didn't know if I was saying the right thing or not. Was there a right thing to say in this situation? It was really hard to think when my mind kept drifting back to her admission that she'd gotten aroused from flashing me. So it was a wet spot on her panties...

"You know, you don't need experience to be desirable. Actually, a lot of men will find your lack of experience very...tempting." My mouth felt dry and my cock was straining at my pants as I started having a forbidden fantasy about giving my young virgin niece some experience. Trying to get things back on track in my brain, I said, "If you have any questions, you can ask me. I know it can sometimes be hard to ask parents things about dating and intimacy, and so I'm glad you feel like you can talk to me about it."

****

Hearing Jake say he thought I was beautiful, and seeing him stare at my pussy in my panties, even when he was trying not to...well, for some reason it just gave me a weird burst of confidence. I felt almost like the powerful person in the situation. I think I realized for the first time that I could make some grown men, almost as old as my father, get all hot and flustered just by showing them my panties. As Jake's hard on strained in his pants I almost felt sorry for the guy, and I could feel my tingling pussy getting even a bit wetter. I actually wanted to touch myself, but of course I couldn't right then, and would just have to wait for later. I'm the kind of eighteen year old girl who likes to touch herself a few times a day, often while watching porn on my phone or my computer.

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I was done with my toes now, but enjoying the magnetic lure that my panty covered pussy was having on Jake, and so I just kept flashing him.

I'd seen in a few movies and tv shows how a woman might play with her hair to flirt with a guy, but I'd hadn't yet had the courage to try that yet. But now I did it some, as I pattered on some more, twirling my hair with my finger with a mischievous smile on my face.

"Awww Jake, I think my hair color and blue eyes make me your 'type' or something, because you're the only person in the whole world who has ever called me 'quite beautiful.' But thank you. I can tell you really think I'm as pretty as a peach, which makes me feel very nice. You on the other hand we might describe as 'a tall drink of sweet iced tea.'"

I went on, saying, "But I know this whole situation has suddenly gotten weird. Although actually back home I did hear about a situation kinda similar to what we're maybe in right now, with you thinking I'm so pretty and all that you're getting excited and happy in spite of yourself. Anyway, one of my best friends, well, she, well...what I mean to say is that she told me one of her uncles, well, her uncle taught her some of the facts of life one day. Even I thought, 'hell, maybe that's just because we're in Alabama,' but in fact I've seen porn where they pretend to be uncles and nieces, and even closer relatives than that. So, I guess, you know, it happens in other states too."

Studying his face, I said, "But I can see this is making you even more nervous than it's making me, to talk about this. I surely do apologize. I don't want that, Jake. And I really appreciate your offer to let me ask you questions while I'm visiting. I would like to ask you things. Like, well, I'm sorry to be so personal, but did your late wife Alice, bless her memory...well...um...did she um...kiss your penis, Jake, and put it in her mouth? I've heard from a few girls that men really like that a lot. But I'm confused about it, and I just don't know how important that is, or...how that would even be done in a regular way. I mean, I've seen it in porn, but sometimes that seems so...made up and fake and all, and kinda extreme. Oh my gosh. I'm so sorry. What am I saying? Suddenly I'm getting really embarrassed. Forget that I asked that. I apologize."

I went from bold to shy all at once, as my confidence collapsed. I put my legs together, and even covered my face with my hands. What had I been thinking to act and talk this way, and with my own Uncle? I knew something was wrong with me.

****

The little minx kept her legs parted even after she had finished painting her toes. Now I was sure it was on purpose. And there was definitely a wet spot on her panties. The way she was twirling her hair and glancing at me was deliberately tempting. And she said she didn't know how to flirt... I wondered if she really was as innocent as she said or if she was playing it up for effect.

I flushed when she complimented me. A tall sweet drink of iced tea. Did she really think that I was attractive? I mean, I was fairly good looking guy for my age--I'm pretty fit and health conscious and it had kept me in good shape--but for an 18-year-old beauty like Penny to say that... "You're buttering me up," I laughed it off. "But as a matter of fact, Penny," I admitted, "pretty brunette girls with blue eyes are my type. I may be the first to say that to you are beautiful, but I know I won't be the last."

I was rendered speechless when she told me about her friend getting the facts of life from her uncle. Jeeze. Suddenly this felt like a proposition. No matter what my hard-on was telling me, I knew I needed to find a way out of the conversation. But as her confidence waned and she grew more uncomfortable, I felt the need to boost her up and make sure she didn't feel awkward.

Besides, there was no harm in answering a couple questions, right?

"Yes, Penny, Alice did kiss my penis and put it in her mouth sometimes. As you probably know, that's often called a blowjob. And yes, most men like that quite a lot and you'll probably get asked to do it many times. Some women feel it's a chore, but other women actually enjoy it. Do you have any other questions, sweetie? It's okay to ask. You don't have to feel awkward about it," I said, as much to reassure myself as to reassure her.

****

Recovering myself somewhat, I took my hands away from my face, and tried to act more or less normal.

I said, "Thanks, Jake, for not making a big deal out of this, or my little panic attack just now. Anyway, I'll just ask a few more related questions now, and then maybe I can ask some more questions tomorrow? I did know it was called a blowjob, by the way, I was just trying to be...I don't know, a Southern peach, or whatever. Anyway, what I'm also curious about is the reverse. This one senior girl I know said she really liked it when her boyfriend...well, ate her out. But another eighteen year old I know said her boyfriend refused to do that and wasn't interested, even though she gave him blowjobs, which doesn't seem fair. I mean, if you're trying to do sexual things where you don't have to worry about getting pregnant, those things are good, right? But if I was giving a guy a blowjob, I sure would want him to lick my...pussy. See, even as Southern peach who you think is pretty, and who is your type, I can say words like that."

I went on, "I mean...I can tell even more now that some guys can get really happy to even look at...a woman's panties, because they know her pussy is right there. I mean, guys want pussy so much, right? They dream about pussy and get wet dreams. But then they don't want to lick it, but just...fuck it? Excuse my French. But you're right, my parents don't tell me anything. They didn't even sign the permission slip to let me go to sex ed. I mean I've learned a lot from my girlfriends and from porn and stuff, but I'm still feeling lost and confused about it all. Plus sometimes my desires are so...well, strong. I almost feel like a guy sometimes with how often I get excited. Oh Jeeze. Now I'm getting embarrassed again. When I start talking sometimes I just don't stop, and I say too much. That's one of my personality flaws. Anyway, I'm going to go get in bed while I try to get over my embarrassment, and then maybe you could tuck me in around ten minutes from now, when I might be a little bit recovered."

With that I gave Jake a kiss on his cheek, noticing that his boner was still there in his pants, which was pretty exciting, and then went to get dressed for bed.

After brushing my teeth, I just dressed in a t-shirt and panties, and got in the bed in the guest room, and waited for Jake. I had brought one paperback novel, the original Pride and Prejudice by Jane Austen. It was corny, but I loved that novel, as well as the BCC miniseries, and reading it could comfort me and make me laugh. But it was hard to concentrate because I kept thinking: Uncle Jake has an erection for me. Even when he's trying very much not to think of it, he's thinking of putting his hard penis into my virgin pussy. That was both really weird and really exciting.

****

Penny left abruptly before I could even answer her questions about cunnilingus. Maybe that was for the best. But maybe I would talk to her more about that later. I certainly didn't want her to feel awkward about having brought it up. Her questions were perfectly normal after all. My mind, however, was somewhat fixated on what she's said about how strong her desires were. Feeling a little guilty for it, I wondered how often she touched that pretty pussy of hers.

Then there was the matter of tucking her in. I didn't think most teenagers wanted to be tucked in. Especially by their uncle. I almost felt like it was a trap. Was she planning...something? If so, what? Maybe she was hoping I'd catch her changing? Surely not. I was getting carried away with myself.

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