Author: pervito

Weekend at Grandma’s (via r/NaughtyFamilyDiary) [Fm] [inc]

All characters are over 18 and entirely fictional. All rights reserved.

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Dear Diary,

Since I have time off from my grueling coursework this summer, I thought it would be a idea good to head up to Grandma’s house for a visit. She still lives in a cottage-style house a few miles from town, by herself these days. I think she gets lonely up there, but she never lets on when I’m around. Anyway, she had mentioned to my mom that a few of her appliances were on the fritz. I figured stopping by would give us time to catch up while I played Mr. Handyman around the house.

Turns out grandma has a gift for understatement. The house was a mess. First, and most pressing, is that there’s no air conditioning. More on that in a minute. Beyond that, her computer was riddled with viruses. And the phone lines don’t work. She was completely cut off from the world, except through her old cell phone. So far I managed to clean out most of the computer viruses, but I’m still not sure what’s wrong with the phones. Read more »

My Step-Sister the Cam Girl [MF] [inc] (via r/NaughtyFamilyDiary)

All characters are over 18. All rights reserved.

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Dear Diary:

I had moved into my step-sister’s apartment after our parents were married. Throughout my senior year, dad had promised to pay my entire college tuition, to anywhere I could get in. When he remarried, the budget shrunk. I was left with attending the best public university in the state, and the option of either living at home or crashing at my new step-sister’s apartment downtown. It wasn’t much of a choice.

When dad remarried, he chose a kindly, Asian-American woman as his bride. I like my new step-mom. Her daughter is around my age, and nice too, if a little more adventurous than her mother.

She doesn’t attend university, my step-sister. I wasn’t sure what she did for most of my first semester living with her. I just knew she spent a lot of time in her room, on the computer, up late at night, and never ever let me in.

The mystery ended last night. I was awoken around 1:00 am, briefly worried I had slept through my first class, but slowly realizing it was my step-sister shaking me to consciousness. I was vaguely aware of her standing over me, wrapped in a fluffy robe. But she seemed to be wearing makeup. Read more »

Bus to Paradise [inc] (via r/NaughtyFamilyDiary)

Mom, dad, and I just finished our first week of vacation in the Bahamas. It’s been amazing so far; we spend every day lounging at the beach a few miles from our hotel. The only downside is that we have to take a bus to get there.

Dad wasn’t feeling up for another beach trip this morning, so only mom and I shuffled into the bus. It was more crowded than usual; apparently, a big group of tourists had just arrived. By the time mom and I made it to the back of the bus looking for seats, there was only one left next to the lavatory.

“We can catch the next bus,” mom suggested.

“That won’t be for another hour,” I pouted, looking around the packed bus, “and the next one might be just as crowded. No, we should try to head out now.” I plopped into the seat and looked up at mom, staring back somewhat confused. “If you don’t mind, just try to sit on my lap. If it’s not too uncomfortable maybe we can manage until we get to the beach.” Read more »

Sister’s Mesh Short Inquiry [inc] (via r/NaughtyFamilyDiary)

My sister wants to buy a pair of mesh shorts for her new boyfriend, apparently. He plays basketball, like me, and sis thought it would be a nice gift early in their relationship.

She brought it up today while we were both watching TV on the couch. I can’t remember the show, but I was wearing mesh shorts at the time. Not because I had just finished a game of pick up, though. It was hot and I was expecting a lazy day. So I threw on mesh shorts in lieu of boxers and proper pants; in other words, I was going commando.

Sis had no idea. When she jumped on the couch next to me and noticed the shorts, she immediately started with questions.

“Are those comfy?” she asked, pointing down at my crotch. She sat with both legs tucked up on the couch, knees together an inch from my leg.

“What, the shorts? I guess,” I replied, shifting slightly under her gaze. “Why?”

“Oh, Billy needs some. I wanted to buy him a really comfy pair, something that will make him think of me when he’s out with the boys. So, those are soft? Breathable?” she continued. Read more »

Dressing Room [inc] (via r/NaughtyFamilyDiary)

It’s back-to-school time. Back-to-college time for me, but mom still insists on outfitting me before I return the two hours to state school. This year we decided on one big trip to a major department store; mom chooses, I try on, and we jointly decide on some clothes (since she’s paying).

I was little trouble in the beginning. I hate shopping, but mom found a selection quickly enough and I soon installed myself in the dressing room. Mom brought the clothes, I changed and modeled, and we set some aside for possible purchase.

The snag came when deciding on pants. Mom is convinced that skinny jeans are the only way to go. Hip girls love ’em, she says. And I’ve caught her checking out more than one guy in those tight-assed pants. But they just felt wrong to me.

“Oh come on honey. I’m sure they’re not that bad,” mom said through the slated wooden door of the dressing room. “I still know your size, after all.”

“It’s not that,” I replied, still trying to stuff myself into the jeans she picked out. “I just need more…room. Let’s find some others,” I said, beginning to peel off the pants. Read more »

Sleepwalking Mother [Inc] [Str8] (via r/NaughtyFamilyDiary)

Mom has always been a sleepwalker. We’ve managed it over the years. But last night, she sleptwalk right into my room. I didn’t realize it until I felt a warm body press against me under the sheets. I sleep naked in the summer; mom wasn’t wearing any more.

“Mmm, hey there sexy hubby,” mom whispered in my ear, nuzzling her head in my shoulder and draping her thigh over mine. “I know our boy is back for the summer, but you know how he sleeps. No reason we can’t have some fun…” Mom licked around the outside of my ear, running a hand down my chest until it reached my naked cock.

I froze. Mom clearly had mistaken me for dad, and clearly was horny. I thought for moment about how awkward it would be when I told her, but realized it was better than her finding out later.

“Mom,” I whispered, turning my face towards hers. She brought her lips to mine and darted her tongue in my mouth.

“Oooh, another role play tonight hubby? You want to be our darling, studly son, fucking me in his father’s bed?” Mom asked, breaking the kiss. Her grip on my cock tightened as she mentioned me. Read more »

Dinner Out [inc] [poem] (via /r/NaughtyFamilyDiary)

When three of us go out to dinner, mom and dad and me, mom picks a booth far in the back where few patrons can see.

Dad takes his time reading the menu. Mom and I just glance. My thoughts are focused on her dress, her eyes locked on my pants.

Dad starts us off with beer and wine. We both silently agree. I drape my arm across mom's back. Her hand rests on my knee.

The waitress brings initial drinks. Dad watches as she goes. Mom shows a vague look of disdain. I pinch under her clothes.

Mom lets escape a little squeal. Dad asks if she's alright. I feel her hand crawl up my leg while she responds, "not quite."

"The music is quite lovely now, but soon the band will part. And though I know you hate to dance, I'd swing with all my heart."

"I'll try my best," I do reply, "but can't stand in for daddy." Mom does her best to act surprised. "You'll do just fine, young laddie."

I take her hand, and walk her to, a dark part of the floor. Where music flows seductively, but we'll be viewed no more. Read more »

A Poetic Morning with Mom [inc] (via /r/NaughtyFamilyDiary)

All characters are over 18 and entirely fictional. All rights reserved.

"We'll not have too long," I heard in a daze, soon followed by a soft metal "click."

I rolled over in bed, to lie flat on my back, and peeked down at my always-hard dick.

The room was still dark. No sunshine shone in. And the small clock was still all too blurry.

I heard buttons unbutton, elastic start slapping; I sensed someone in a hurry.

Though myself rather patient, I felt a warm body, jump on me and straddle my thighs.

I looked down through the black, to see mom's big, white grin, and immediately thought this unwise.

"No protests today," I heard in a whisper, as a finger slipped over my lips.

I rolled my head back and then let out a sigh, and started to wiggle my hips.

"Mmm that's the spirit," I heard the voice say, as mom lowered her body on mine.

I gave up and smiled when her hand grasped my shaft, and led both of our parts into line.

I'm not sure who started, my push or her squat, but soon I had slid into place. Read more »

Sleepwalking Mom [inc] (via /r/NaughtyFamilyDiary)

All characters are over 18 and entirely fictional. All rights reserved.

Dear Diary,

Mom has always had a sleepwalking issue. We've managed it over the years, but last night she sleptwalk right into my room. I didn't realize it until I felt a warm body press against me under the sheets. I sleep naked in the summer; mom wasn't wearing any more.

"Mmm, hey there sexy hubby," mom whispered in my ear, nuzzling her head in my shoulder and draping her thigh over mine. "I know our boy is back for the summer, but you know how he sleeps. No reason we can't have some fun…" Mom licked around the outside of my ear, running a hand down my chest until it reached my naked cock.

I froze. Mom had clearly mistaken me for dad, and clearly was horny. I thought for moment about how awkward it would be when I told her, but realized it was better than her finding out later.

“Mom,” I whispered, turning my face towards hers. She brought her lips to mine and darted her tongue in my mouth. Read more »