Steamy Diaries: A collection of short, sizzling stories

My name is Henry, and for almost two years, I have carried a heavy secret within me. I did something I shouldn't have done.

I shouldn't be saying this, but I don't feel any regret over what I did. Well, it's time I shared my story.

Now, listen, I love my wife and I always will. However the story I am about to share with you is about my wife's sister, Jennie, and how I fell so damn hard for her.

It all started on the day Jennie, my wife's younger sister, got admission into college. Jennie lived with her parents, who were my in-laws, until the year she turned 20. Well, my in-laws were getting older, so they basically asked my wife and I to help them Jennie out whenever she needed it.

I enjoyed being of help to my wife's family, especially Jennie.

Why? I'll tell you!

Jennie reminded of the time when, Ciara, my wife was much younger. She had her sister's striking features. She was naturally sexy, long legs, with a skinny waist and a long, wavy blonde hair.

The only difference that notably stood out between both women was their height.

Jennie was a few inches taller than my wife, and she also had a petite figure. Over the years, My wife and I would often give Jennie free rides to highschool, show up for her when her football team at school had a match, provided for her etc

We had a pretty close relationship with Jennie.

While Ciara was the funny one, Jennie was the nerdy and smart one. But me? I was the lucky one!

Two years ago, Jennie graduated high school with college and within months, she had to move to college.

Since we had a large SUV, my wife and I offered to drive her up to college which was on the other side of town and help her to settle in. We planned to pick Jennie up by 8.am, load up the car with her luggage by 9.am, and begin the six hour drive to her college, hoping to have arrived in the afternoon so we could unpack.

I was so exhausted that morning because I had stayed up the previous night, working on a new website for one of my clients. My wifey, Ciara, agreed to drive so I could catch some sleep during the trip.

~~~~~~~~~~

8.am.

We arrived just in time at my in-laws house to see Jennie and her parents waiting for us outside. There were multiple bags lined up in the driveway.

"No, Jennie. You can't take all these to college" My wife whined as she got out of the car.

My eyes settled on Jennie. She had her hair tied up in a messy bun and wore a red, backless summer dress that had really thin straps. Her perky boobs bounced underneath the dress as she pouted at my wife.

"I will be needing everything here, and I can't leave anything behind, Ciara!" She shot at my wife.

A lump formed in my throat as I noticed that Jennie's dress stopped at her mid thigh, showing off her beautiful slender legs. I tore my eyes away from her, trying not to gawk. Damn it!

She was hot.

I fixed my attention on the boxes which were before us. I surveyed the items, taking in everything. In addition to having four large suitcases, Jennie also had a mini fridge, a microwave, and a 55" TV.

I quickly turned towards my wife and Jennie, "This is definitely a whole lot to move in with on your first day at college." I chuckled, avoiding Jennie's beautiful face "But...we can do something about it."

That was it!

We began to pack the items into the car, and soon we and to fold the second and third row seats so that we could fit in all the boxes .

The TV was wedged right between the driver and passenger side seats in the front.

At the end of everything, we had only two vacant seats in the car, the driver's seat and the passenger seat in front. I was already exhausted from all the stress of loading the car, so I offered to go back home using a cab, so that Jennie would take the vacant passenger seat in front.

Ciara objected to this.

"No, you can't go home, Henry" She said "I'm not sorry I can make the ride back from Jennie's college."

"We can't do anything about it." I explained, "There are only two seats available.".

"Well, there's nothing we can do... there's only two seats available," I replied.

"Then, drive Jennie up"

I let out a dry laugh, "Babe, I don't have the energy to make two trips today. I was even hoping I could catch a few hours of nap on our way up."

Jennie's mother stepped in, snapping her fingers. A large grin played on her face as she looked between us.

"I have a really crazy idea, Henry!" Her eyes twinkled as she spoke, "What if Jennie sat on your laps while Ciara drove, huh? I'm pretty sure that Jennie is not that heavy and you are already part of our family. Would that be okay?"

I swallowed hard, trying to make sense of her request.

Jennie shot a glance at me, blushing. Then, she turned to her mother, "No...no ..no, Mum. We can't do that"

I had to decide quickly.

Judging from the smile on Jennie's mother's face, it was obvious she was so proud of herself for coming up with such an idea.

I cleared my throat, "Yeah, sure. I am totally okay with that. Ciara, what do you think?" I asked my wife.

Ciara shrugged, "As long as it means you'll be coming with us, that's alright. Just tell me whenever either of you becomes uncomfortable."

Jennie's eyes widened and she threw her hands in the air, "Are you asking me to share a seat with your husband?" She asked her sister.

"That's the only option left." Her mother cut in with a sharp tone. My palms became sweaty as I watched the scene unfold before me.

"I would be comfortable " Jennie shot back, her voice was louder now.

"We're already far behind time." Ciara said, "When you get uncomfortable, I'll swap places with Henry and make him drive so we could share the seat instead.

Jennie sighed, glancing at me, "Okay, then. I might be heavier than you think, Henry. I'll try not to move too much."

That was it. We said our goodbyes to the parents and proceeded to get into the car.

Ciara got into the driver's seat first and switched on the ignition of the car.

"I'll go in first." I told Jennie, noticing that with the position of the TV, it completely blocked my view of Ciara, making the space even smaller. I couldn't even see her head from the other side.

I hurriedly settled in and adjusted the seat, moving it backwards. Jennie watched me without a word, probably realizing how tight it would be.

As she got in, I glanced at her summer dress. It clung more firmly around her figure, causing heat to curl up my spine. I was grateful, knowing that I had ended up with a pair of gym shorts and a loose t-shirt for this trip.

Jennie raised herself up slightly, attempting to grab her dress and pull it firmly against her rounded butt before settling on my lap.

I gasped as she placed her legs on mine; this way, my knees were against the back of hers, making her butt directly on my cock, which was slightly hard.

I quickly realized one thing.

The fabric of her dress was really thin, and as she gently wriggled on me, I could feel the slight crack of her ass against my cock. The warmth from her body against mine sent more shivers down my spine, and I bit hard on my lower lip, forcing myself to not react.

She placed her hands on her legs in a bid to hold down her short dress while I squeezed an arm on the side, just by the stuck TV. Then, she moved, leaning her back on my chest. Her movement was slow and deliberate.

I froze.

How could I ignore the warm body of my sister in-law who was literally seated against my fast growing cock?

This felt so bad, and so good at the same time.

"So, is everyone set?" Ciara asked loudly from the driver's seat. I could only see the top of her hair from over the large TV between us.

"Uh.." I paused, "We are alright. Aren't we, Jen?" I asked her, closing the car door.

Jen coughed, "Yeah, I am."

Ciara began to drive.

~~~~

Jennie was as light as a feather, and she still felt soft against the hardness of my body, despite being so fit. It seemed as though each time she leaned back, her body melted into mine.

She wore a peach-like fragrance and it felt intoxicating as my nostrils took it in. The car rocked our bodies steadily, and soon she was leaning her head against my shoulder, with her eyes shut. My senses flared as her exposed neck was next to my face.

Sleep fled from me and I became wide awake. I was suddenly aware of every curve of her body as she rocked against mine. The deep cut neck of her summer dress gave me a slight bore of her cleavage.

It was obvious she didn't even have any bra on because her boobs bounced as the car went over speed bumps, and I could see the outline of her nipples.

Every ten minutes or so, Jennie would adjust herself, trying to get more comfortable and I felt one thing; the crack of her ass, slightly tracing my cock.

Well, I was sure she never planned to make me feel this way. We didn't even have such a relationship because she regarded me as her older brother.

How could I ever betray her trust by allowing myself to get horny, just because she was seated on my lap?

I decided that it was best to distract myself and try to get some sleep, but the softness of her body against mine seemed to distract me even more. Each time the car went over a speed bump, a friction occurs between her ass and my laps.

Slowly, I felt my cock become hard and it pushed upwards, along her ass crack, towards her pussy, but the raw tension in my gym shorts had a way of preventing my cock from fully pushing into her crack.

Damn it!

I couldn't continue like this. Something had to distract me from the wild thoughts that were running in my head or else, I would end up crazy before we were even halfway through the trip!

I cleared my throat softly, "Ciara?" I called out to my wife.

"Oh! Babe " My wife responded from the other side of the car, "Aren't you supposed to be asleep? Is Jennie asleep?"

"News flash!" I groaned, "I can't sleep, I just...need a bit of noise. Turn up the music, please. I can't reach the radio. And yes, Jennie has been sleeping."

"Okay. Great!" Ciara piqued, "If you need to stretch or anything, make sure you wake Jennie up."

I nodded, then I remembered that she couldn't possibly see me. The TV completely blocked her view of the passenger seat. I let out a long sigh as the volume of the music on the radio went up.

Ciara was talking, but I couldn't hear him over the music. So I simply reached out and lightly placed my hand on her head, giving it a slight pat before pulling away.

"Ok, sounds good, don't be afraid to wake Jessica up if you need to stretch or anything."

My next goal was to focus on the music which boomed in the car, but as I closed my eyes, I only seemed to get even more riled up, as the fast beat of the song made my head foggy, and Jennie's warm ass grinded against my body.

My eyes tore open and my attention fell on Jennie's thighs. She had such perfectly long, slender legs and I could barely wrap my mind around how her body could be so beautifully perfect. Her thin dress was now riding up on her thighs and I noticed that her cleavage was now deeper because the left strap of her dress had gone off her shoulder.

I felt like I would explode.

My cock was almost completely hard as blood pumped through me. The build up of pressure in my shorts was almost making me insane.

"Jennie," I whispered against her soft neck,"Are you awake?"

There was no response besides the heaving of her chest as she took in short breaths.

Damn it, Man!

This is your sister-in-law! Snap out of this.

I tried to readjust myself slightly so that my cock wasn't pressed along her pussy as closely as it was before. I dug my teeth until my lower lip, trying to stop myself from grabbing her juicy tits with one hand, hoisting her up and fucking her right here, even though her sister, my wife sat on the other side of the car.

It was hard. Way too hard to stay in control.

The body heat, the awkward friction and the pressure built up, and suddenly I couldn't think clearly anymore.

My body began to catch out on its own.

I shot a wary glance at Ciara again, just to be sure she couldn't see me over the TV which was wedged between our seats. Next, I leaned close to Jennie to make sure that she was fast asleep. I knew she was from her steady breathing motion.

Fuck.

Her skin was incredibly soft. Without pausing to think, I gently placed my right hand on her right thigh, and I waited to see whether I would get any reaction from her.

There was none.

I continued my risky move. This time, I placed my left arm around her skinny waist and pulled her closely against my body.

Jennie stirred slightly and I stiffened, relaxing the grip I had around her waist. Minutes passed and she slumped against me. Soon, I was softly massaging her flat stomach; slowly rising higher until I got to her underboob.

Shit.

My senses left me as my cock became rock hard. I couldn't even think clearly anymore. Jennie was no longer Jennie to me. Rather, she was some freaking hot teenage girl who sat on my lap, half naked.

I gently inched my other hand up and pressed lightly against her right tit, feeling the soft mound of flesh fill my palm against the thin fabric of her dress.

She was definitely about the same size as my wife's, but I noticed that Jennie's tits were younger and more firm.

I snapped my eyes, held my breath and gave her tit a light squeeze. My hard cock twitched just underneath her pussy.

I had no idea whether I was imagining it, but her spot felt so warm and slightly damp. Raw desire snaked its way through me.

My right hand began to slide her dress up as reg minutes went by, and soon I caught her pink panties peeking out.

It got worse.

The thick, long bulge of my cock was now visible between her legs, and it pressed hard against the bottom of her wet panties.

My breathing quickened.

This was taking a different, more dangerous turn, but did I care? I could barely give any damn about it now.

My wife was sitting less than two feet away from me, driving, and here I was, shamelessly feeling up her sleeping younger sister.

I had to figure out how to get my shorts off because the pressure which was fast building up in there was too much to handle. I shot a glance at Jennie again, wrapping my left arm around her waist a second time.

Then, I pushed my legs up, partially raising myself above the seat before I used my right hand to pull down my shorts past my knees.

I let out a gasp, my erect cock popping out. My hand slid her dress up, fully revealing her panties before I sat us back down on the car seat. With my shaft pressed along her slit, my cock stood erect, pointing forward.

It felt so damn good, sending a thrill through me. My brain did the quick math; if I made her lean forward, just a little bit, my cock would be right at her pussy.

The only thing which separated my cock from rubbing against her pussy was her thong panties. I swallowed hard.

All I had to do was slid her panties to the side. I drew in a sharp gasp, hesitant. Then, I did something silly.

I pushed my bare cock towards, gently massaging her pussy with it. Her panties stood as a barrier, yet it felt incredible. My left hand was still on her right boob, gently rubbing it while my right hand massaged the thick head of my cock against her pussy.

Her wetness seeped through her pussy, and her breathing became harder.

A soft moan escaped from her throat and I felt my life flash before my eyes.

Damn it!

She was definitely awake now.

"Stop it!" A small voice yelled at the back of my head, yet I continued.

I didn't know how to stop myself from rubbing the thick, throbbing head of my cock against her pussy.

I didn't know how to stop myself from massaging her soft, right boob with my left hand.

Instead, I continued.

Her wetness seeped through her panties as she stirred, breathing and moaning harder. She let out a soft moan and rolled her head on my shoulder, her breathing was now directly on my neck.

I froze.

What if she was only pretending to be asleep? What if she knew exactly what was going on? I could tell from her heavy breathing that she was so fucking aroused by what I was doing to her.

My hands remained in the same position as she panted on my shoulders. While my left hand cupped her boobs through her thin dress, my right hand still held my cock.

I dug hard on my lower lip as I gently released my cock. Desire flicked through me as I waited for a reaction from her.

After a couple of seconds she moved slightly, and I gently rubbed my finger over her pussy, feeling the moisture.

She was soaking wet! I had gotten her aroused, even in her sleep. Now, how was I supposed to explain this situation if she jerked awake? I had no idea.

How would she even react to seeing my finger on her pussy, and my other hand over one of her boobs?

She would definitely freak out. I waited until her breathing slowed down before my left hand reached through the top of her dress and gently cupped her juicy tit.

Oh God!

Having to hold her breast bare felt so fucking good! Her nipple was hard as I gently caressed her boob. Suddenly, my cock twitched.

It was against the back of my hand which was still rubbing her pussy. Then, I started to trace the outline of her slit over her panties. She had gotten even more wet, and I could feel it through the fabric of her panties.

I gritted my teeth and slowly spread my legs apart, causing her legs to also open some more.

A smile spread across my face as I realized what had just happened. I had more access to her now. Without thinking, I pulled her panties to the side, using a single finger and caressed her clit with the head of my dick.

She was dripping.

Jennie moaned again, this time it was louder. Her breathing started to quicken again.

I paused for a moment to think about everything that was happening.

Henry, what the hell are you doing? I asked myself silently.

My beautiful wife was seated next to me, completely hidden from view and here I was, groping my innocent sister in-law who was sleeping.

I was even inches away from fucking her as my cock twitched at the opening of her pussy.

Was I willing to take the risk of going a bit further with this? I didn't know.

All I knew was that my cock could no longer hold back from inviting itself into Jennie's pussy!

I parted her pussy lips with my fingers and pressed the tip of my cock against her wet entrance. With how wet it was, I was so stressed that it would slide in, with the slightest nudge.

I squeezed her boobs a bit, and massaged her slit for a few more seconds.

"Fuck her!" A loud voice teased at the back of my head. "Push it just a little bit into her pussy."

My mind clouded as I decided to take my own advice. Then, I adjusted my legs, and gave my cock a nudge until her pussy lips.

In an instant, Jennie's body tightened against me.

She threw her head over her shoulder and her eyes met mine.

My mouth turned dry as I realized that she was wide awake.

"Henry, Wh-what are....you... you doing??" She asked.

Her legs clamped shut as she shoved my hands off, struggling to jump off my legs.

As a result of her forward motion, my cock which throbbed at her wet entrance, slid a couple of inches into her pussy.

"Oh my God!" She shrieked, looking at me with shock.

It was a good thing that the music was loud and Ciara couldn't hear her sister's shaky voice.

"Listen, Jennie" I blurted, feeling stupid "I am so sorry that...." It was hard for me to focus on what I was saying because I was trying to stop myself from thrusting my cock all the way into her pussy.

Jennie continued to struggle.

This wasn't helping matters at all. Rather, it only excited my cock which was pulsing at her pussy.

I placed a firm hand on her smooth legs and gently spread them back open again.

"Henry. Please .... you're married to my sister. What the hell are you.... doing?"

"Jennie, you're so hot, and I never wanted this to happen," I said with a strain in my Voice , too caught up to think clearly "Stop moving, please. You're riling me up."

"Henry!" Jennie shrieked louder as she attempted to raise her butt up. With that one move, my cock flinched even deeper into her sweet pussy.

"Are you two okay?" Ciara asked with a loud voice. "Should I turn off the music or something?"

Jennie and I stiffened.

I held her firmly against me, squeezing her. Her dress straps had fallen off during the struggle, and her boobs were now exposed. Jennie met my gaze as I pleaded with my eyes, begging her to remain silent.

She looked at me, obviously too confused to say anything. She probably didn't know what to do, especially after finding out that her sister's husband had put her in this position. I had watched her grow since she was 16 and now she was 20.

But now, she looked at my hand which cupped her boob and my thick dick which was already halfway up her vagina.

If she said anything to her sister about what was going on, then my marriage with Ciara would be over. Ciara would never forgive me for this!

Moments passed and Jennie started to cough. "I'm so sorry, Ciara.." She said with a loud voice.

"Are you okay?" Ciara asked. The volume of the music on the radio went down and silence enveloped the car. "Jennie?"

My chest tightened with fear. This was it. Jennie was definitely going to expose me. Damn it!

Jennie looked at me one more time, and looked away, out of the car, "I had a bad dream, Ciara, and Henry woke me up, just as I was freaking out."

Relief washed over me.

"Ah, okay. Henry, aren't you exhausted?" Ciara asked, still driving, "You two should try to get some sleep before our next stop."

Jennie looked back at me, and I felt like leaning close to kiss her out of gratitude.

"Yes, Babe. I was only trying to get... comfortable. I'll try to sleep as soon as possible. I need it" I repatord looking at Jennie.

Ciara turned up the music on the radio and I let out a long sigh. Jennie sobbed quietly, as she squeezed my arms.

"Hey, Love" I moaned next to her ear, "It's okay "

"I've never done this before. I've never had sex before...and you're so damn big. Can we stop please?"

I wasn't surprised that she was a virgin because her pussy was so tight, firmly wrapping around my cock. Being a virgin at 20 was quite impressive, I reasoned.

Not wanting to give her a chance to change her mind, I planted a soft, wet kiss on the side of her neck and whispered. "Jennie, thank you for not telling Ciara anything. You're so fucking beautiful, Jen. Please, let me push all the way in. Just once, and then, I'll pull my dick out. Is that okay?"

My voice was hoarse and I was sure that there was a wild look on my eyes.

It was so hard to wait for a response from her because my cock felt like it would explode at any motion.