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Aunt Lisa's Lesson

"When I confessed to my cool Aunt Lisa that I was still a virgin, she decided to give me a very personal, very thorough lesson."

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Author's Notes

"This is a work of fantasy. All characters are 18 years of age or older. I've always loved the "experienced older woman teaches virgin" trope, especially with a taboo family twist. This story is about a young man who gets a very hands-on education from his cool, confident Aunt Lisa. Feedback and comments are always appreciated!"

I've been staying at my Aunt Lisa's house for a few weeks. She'd recently moved back up north after she’d been made redundant. I didn't mind staying with her; she was cool, and we both had similar tastes in music and film. It was rare that we'd disagree on anything, and in truth, I probably got on better with her than my mum, her sister.

I'd just got out of the shower and made my way to my room, which was next door to hers. As I got to her door, I noticed it was slightly open, just enough that I could see in. I know I should have kept walking, but curiosity tugged at my mind. I held my breath as I looked at the gap in the doorway. My feet shuffled closer without thought until I was as close as I could get without touching it.

My aunt stood in her underwear, a matching black bra and lace knickers, looking at herself in the mirror. It felt wrong, but I couldn't pull my eyes away from her bulging tits as her bra struggled to contain them and stop them from spilling out. I bit my lower lip as she bent over to pick up a pair of shorts. The towel tensed instantly as my cock stood to full attention. I was staring at my aunt's ass; her knickers hugged her firm cheeks, and my mouth went dry. My brain kept telling me to walk away, but my dick disagreed; it was more than I ever should see of my aunt, and I liked it.

She moved away, and I could no longer see her; I heard her dress zip and then footsteps. My pulse raced, and I darted to my room and threw the door shut behind me, my cock throbbing under the towel as I sat on the edge of my bed. I pulled it away and wrapped my fingers around it, stroking it gently first, but as I closed my eyes, the image of her ass formed in my head, and I tugged furiously. Within a minute, I'd shot my load over my hand and grabbed some tissues to clean up.

I waited a good half an hour before I finally went downstairs to see her.

“Morning,” she said.

I smiled and grabbed a bowl for my cereal and poured out some cornflakes. She placed a cup of coffee in front of me on the breakfast table.

“I was thinking that because it's your last weekend here, we should watch a movie or something tonight,” she said.

“Yeah, sounds good,” I replied. “Any ideas which one?”

“I'll pick a good one,” she said. “We'll get a takeaway pizza too if you want? From that place you like… What is it called? Mario's?”

“Yeah, sounds great, Aunt Lisa. I'm going to pop out and get a few errands done, but I'll be back before dinner.”

With that, I grabbed my car keys and headed out.

All day I thought about how sad I'd be when I went back home, but I also couldn’t shake off the image of the woman in her sexy lingerie. I obviously loved my parents, but I felt like I could talk to Lisa more easily. My parents always felt — old. Aunt Lisa was great; she never acted old, well, you know what I mean.

I got back to Lisa's in time to grab another shower and change into my shorts and t-shirt. The doorbell rang, and I flew downstairs just as my Aunt accepted the pizza from the delivery guy. I stood back as I viewed her from behind, that firm ass hidden under a red mini dress. She closed the door and turned around.

“Oh, Charlie, I didn't hear you.” She caught my eye, searching her body, her tits forming a decent cleavage in her low-cut dress.

“You like my dress?” she asked and gave a twirl. I stared as she spun, and I swore I saw the black knickers from earlier.

I smiled and nodded.

“I got it a while ago for a date that never happened, thought tonight was as good an occasion as any.”

I blushed. “I'm sorry, I should change. I'm only wearing scruffy clothes.”

She laughed, “Oh, stop it, you look fine. C'mon, pizza will get cold.”

I headed to the kitchen, grabbed a couple of plates, a bottle of wine, and some glasses, then joined her in the living room.

“What are we watching then?” I asked.

“I thought we'd watch something action-packed. My friend said that Shoot ‘em up is good, so I picked that.”

I'd never seen it, so I settled myself down, poured us both some wine and watched the movie.

We both laughed at the over-the-top action as we got progressively drunk. Occasionally, her hand would rest on my leg for a few seconds before she realised and moved it. In what seemed like only twenty minutes, we'd finished the pizza and gone through a bottle of red. I fetched another bottle, and the wine flowed again.

Then the scene came on where Clive Owen is shagging Monica Bellucci and still shoots the bad guys. I stared at Monica's tits as she bounced on our hero; I felt my dick harden and grabbed a cushion to cover myself. Aunt Lisa laughed at the absurd scene and pushed my shoulder.

“Can you imagine still shooting people while a woman is bouncing on your cock?”

I could tell she was tipsy; her tongue always loosened the more alcohol she had. I forced a smile and grunted in a kind of agreement, but in truth, I had no idea. She paused the movie, looking at me in a concerned way, her brow narrowed, and she shifted to catch my eye.

“You OK?” she asked.

I sat in silence.

She edged forward, “Honey, what's up? You can tell me anything.”

I looked at her. She was right; I could tell her anything. The air felt thick with tension, and after a few seconds, I sighed.

“I wouldn't know what that felt like, Aunt Lisa. I'm still a virgin,” I blurted out.

She sat upright, like someone had pushed a rod up her back.

“Seriously?” she said.

“Yeah,” I replied. “I've not really had the chance.”

She sat and studied me. I deliberately avoided her eyes and felt her hand comfortingly on my shoulder.

“Aunt Lisa,” I said. “Does it hurt?”

She smiled at me.

“God, you really haven't had sex before, have you?”

My cheeks burned, and my head fell forward.

“Sorry,” she said. “It's not the end of the world, though. Sex isn't everything.”

“Easy for you to say,” I said. “People who have sex always say it isn't everything. But when you don't have it, it's all you think about.”

She scooted towards me until her bare leg touched mine. My eyes fell on her smooth, creamy skin, and I could see her bra down the top of her dress. I felt my cock twitch again.

“OK,” she said. “It's nothing that we can't fix tonight. What do you want to know about sex? If it hurts?”

She clicked the TV off and turned towards me.

“Well, I can't speak for a man, but as a woman, it only really hurt the first time, although if a man is particularly girthy, it can feel a little uncomfortable if he's not very good with it.”

“How do you get good with it?” I asked.

“It's about not rushing in. It's not a race; it's to be enjoyed. As the saying goes, it's not the size of the boat, but the motion of the ocean. If the sea is choppy and rough, it's not enjoyable. Smooth and steady, that's what makes it good, although a bit of rough is fine. Some girls like it really rough, with hair pulling and being pinned down. I don't, but I do like my ass spanked as the man does me doggystyle.”

I shuffled uncomfortably as she described being fucked doggy. I glanced at her, my eyes settling on her ample cleavage. She grinned as if she could read my thoughts.

“What about you? If you're not having sex, then I guess you're masturbating a lot?”

I nodded, her bold questions making me slightly uncomfortable.

“Well, I can guarantee you that sex is much better with a vagina than your hand.”

We sat in uncomfortable silence for a few seconds. Her face showed a quizzical yet playful look. The tension felt thick; I had no idea what to say. As I was still deep in thought, quick as a flash, she pulled the cushion from my lap, exposing the tent on my shorts.

She gazed at it for a few seconds, then said, "Well, I think someone is excited.”

I tried to cover it over, but her hands grabbed my arms and stopped me. I froze; I had no idea what was going on.

“OK, I think we need to sort this out. Stand up,” she commanded, her voice no longer playful.

Feeling a little scared, I stood up as she ordered. I was rigid, frozen to the spot. My aunt had been talking about sex, and now my hard-on was busted. She slid off the sofa onto the floor, her dress rode up, and I confirmed that she was wearing the black knickers from before.

“I know you saw me in my underwear. I left the door open, hoping that your curiosity would get the better of you. You went and wanked after seeing me, didn't you?”

I nodded.

“Let's change that then,” she said. “I'll show you what's better than wanking. I’m guessing you’ve never had a blowjob?”

My eyes widened in shock, and I shook my head tightly.

As she spoke, she shifted so that she sat on her feet with her back straight, her head level with my erection. My leg trembled as she edged forward until she was inches from me, then she slowly grabbed my waistband and pulled my shorts down to my ankles, my boxers following close behind.

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She gasped as my cock nearly poked her in the eye.

“Fucking hell, Charlie. It's fucking massive. What is it? Eight inches?”

“Eight and a half,” I replied.

She reached her hand forward and wrapped her fingers around my cock.

“Now this isn't full sex, obviously, but I want to show you that it's better than your hand, and it doesn't hurt. Ok?”

I nodded; my voice had disappeared when she grabbed me. My aunt was staring directly at my naked penis, and a mixture of excitement and guilt washed over me. My head swam with thoughts, and part of me thought I should run, but I was horny and eager to know what I was missing, even if I was about to get my cock sucked by my own aunt. In the end, it wasn't much of an argument in my head.

My aunt fixed her eyes on my dick and seductively opened her lips enough to sink over my head. Her warm breath swept over my shaft. As soon as she touched me, I felt my whole body twitch. Immediately, I knew it was better than my hand.

“Ooohhhh,” I moaned.

Her wet lips curled at the corner as they moved further down my shaft. Her hot mouth slid down my shaft easily as she took every inch of me until her nose touched my stomach. She did loud slurps and flicked my head with her tongue. It was warm and wet; the sensation ripped through my body as my aunt's lips clung to my cock.

“Ohhh, fuck, Aunt Lisa, that's amazing.”

She drew her head back and then pushed it down along me again. After a minute or so, she closed her eyes and moved faster on my pole, twisting her hand as she moved expertly up and down. I looked down and watched my aunt's head hypnotically bob on my cock.

My aunt was giving me my first blowjob, and it was easily the best thing I'd ever experienced.

I could feel my balls tighten, but words failed me as I couldn't warn her. Then I felt a surge through my tip, and my cum spurted into my aunt's mouth. She pushed my head to her throat and greedily sucked my cock dry. When she'd finished, she pulled her head back and wiped her mouth with the back of her hand.

“I fucking love swallowing,” she said.

“Oh my God,” I said. “That was fucking amazing.”

She grinned at me.

“I don't think I've blown one that big before. I wish I'd have known my nephew had such a massive cock before; maybe we’d have done this a lot by now. But the fun's not over; I'm wet, and you wanted to know what sex is like.”

She pulled my shorts off, grabbed my hand and led me upstairs to her bedroom. Once inside, she pulled her dress over her head and quickly unclipped her bra, letting the loops fall over her arms before she threw it to one side. I stared at my aunt's perfectly round tits, and my cock hardened again.

She climbed on the bed and turned to face me. My eyes drank her body in as I looked at my beautiful, semi-naked aunt, who was gagging for my cock to be inside of her. I pulled my t-shirt off and joined her, lying side by side on her bed.

“Before we get down to it, you need to know when a woman is ready,” she said.

“What, when she's wet?” I said.

“Yes, but do you know what that feels like? If a woman is gagging for it, then you'll feel it through her knickers.”

She took my hand and guided it between her legs, placing it over the front of her knickers. I immediately felt how damp she was; it felt like she'd wet herself, but it was sticky.

“That's how you know,” she said, smiling at me.

She hooked her thumbs around the elastic and pushed them off her feet. Instinctively, I placed my fingers in the same position as before, and they immediately became soaked with her juices. I brought my fingers to my nose and inhaled my aunt's scent.

“Now, nephew, I want you to fuck me. Don't worry, I'm on the pill. There's nothing bad about this. I'm a woman, and you're a man. It's natural to have sex,” she said directly.

She grabbed my hand and guided me to move between her legs. My aunt's pussy stared at me. I was going to fuck my Aunt; my head didn't even tell me to walk away this time; I wanted to fuck her. I positioned myself, and the smell of her horniness filled my nose. I'd seen enough porn to know what to do and positioned my cock at her silky slit. This was it; I was about to have sex for the first time, and my Aunt was my teacher. Nervously, I lowered myself forward, pushing my chest onto her, feeling Lisa’s tits flatten against me. I awkwardly attempted to just push myself into her until she reached under me and guided my dick to her entrance.

I paused, and my pulse raced; I really was about to have sex with my Aunt; it wasn’t a dream. Then she pushed her hips forward, and I felt my dick slip into her. I gasped sharply as my aunt's hot, wet pussy swallowed my full shaft; my cock felt tight against her, and I instinctively pushed forward. It felt nothing like my hand or even her mouth, warm and smooth. It didn't hurt. Her pussy felt incredibly slick, and my shaft glided effortlessly until I was balls deep.

“Ahhhhhhh,” she moaned. “Mmmm, it's been a long time since I've had a big cock in me.”

I hesitated; it suddenly dawned on me that my entire cock was buried in my Aunt Lisa’s vagina. My thoughts quickly returned to what was going on, and I realised that I’d been still for what seemed like minutes. I pushed my body up with my arms and gazed at my aunt's beautiful naked body, my cock buried in her pussy.

“For fuck's sake, Charlie, just fuck me. I don’t care if you’re my nephew,” she demanded.

I was amazed at how easily it slid in and out of her silky, dripping pussy, pushing my hips forward again. After a minute or so, I settled into a steady rhythm. I leaned forward, pressing my chest against her soft tits and locked my lips with hers. It was nothing like I thought kissing my aunt would be, but then again, I never thought I’d be fucking her either. It was naughty, taboo and fucking incredible. With each thrust, she moaned into my mouth, kissing me harder, and I fucked her with increasing confidence. I was having sex with my aunt, and I loved it.

“Nnnnnggg,” she cried into my mouth as I pummelled her pussy.

I pulled my face from hers. “Oh God, Aunt Lisa, fuck.”

“Fuck me, Charlie,” she wailed. Fuck your naughty aunt. Oh God, your big cock feels so good.”

She wrapped her legs around me and squeezed them together; I was wrapped up in my Aunt. My chest tightened as I gasped for air, but I continued to slam into her. I felt on top of the world and began to thrust harder into her, my breath shorter, and she breathed into my ear as our bodies slammed together. My Aunt dug her heels into my back, and my groin slapped against her, the noise echoing around the room.

“Oh God, Charlie,” she moaned.

Suddenly, she planted her hands on my chest, pushed me back, and I fell out of her with a wet, slick noise. I looked at her, confused.

“Fuck me, doggy, Charlie,” she ordered. “I want it hard!”

She rolled over onto her knees, leaning forward so that her chest and elbows lay flat on the bed, pushing her ass up at me. I was staring at my aunt's perfect, naked ass, her drenched pussy shimmering, begging for my cock again. I shuffled forward on my knees and grabbed her hips; again, she reached around and grabbed my cock with her hand, guiding me to her dripping cunt.

“You can fuck my ass another day,” she said. “But right now, you need to finish fucking your aunt's pussy.”

She didn’t wait and pushed her ass back; my cock slipped easily...

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