Unholy Affairs With My Sister In-law (1)
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 c
"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 sli
"Okay, Henry" Jennie said, closing her eyes, "You'll do it just once, and it's only because you're just like my brother. Please, be quick about it!"Joy filled me up as I heard her words. That was all the permission I need to grab her tit more firmly. I took in a sharp breath as I slowly thrust the entire length of my cock up, right into her horny pussy. I paused without any resistance, enjoying every second as I filled her up. Finally, this was it! My thick cock was now resting inside my sister in law. My cock throbbed in her virgin pussy as I held my full length inside her, filling up her void. Jennie continued to moan loudly as I planted soft, wet kisses on her neck and played with her clit. Soon, she arched her slender back against my chest. This new position made it easier for my cock to push harder into her wet pussy. I decided to test my luck and I pulled out my dick a few inches before thrusting it back in again, watching her reaction. I didn't seem to notice what had
"Do you really think I expected an answer to that?" Jennie chuckled, planting a kiss on my lips. "Your wife is my sister. I don't care how well she fucks you."Oh well. But, I do care to fuck you, a second time. I thought.Jennie began to pull her dress straps back up, placing them over her shoulder. I shot a sad glance at her beautiful tits and gave them a small squeeze before her dress covered them up. Jennie smiled at that."Thank you, Jennie. That was heavenly..." I said.She bobbed her head, "You're quite welcome. My sister is one hell of a lucky girl""No, no. I'm the lucky one. I got to give you your first sex." I said. "I'm honoured"She smiled again at me, fixing her dress. Then, she rigged at the front, as she covered her smooth thighs.A thick lump formed in my throat. My cock was still buried deep inside her and I didn't pull up my shorts.This whole time, my wife had me silent. I picked up my phone to check the time.It was now three hours until we arrive at Jennie's coll
Six Months Later: ChristmasAfter the day I fucked Jennie in the car without her sister's knowledge, I had always fantasized about doing it again, this time, in a much better place. I never had the opportunity to do it again because Jennie was away at college and I only spoke to her on the phone.The sex we had on the day she moved into college was one topic we never spoke about during our conversations. Everything seemed pretty normal between us.On a few occasions, she would call me to rant over some college guy who had gotten her upset. I tried my best to see her as a sister-in-law and a girl whose sweet cherry I had popped.Somehow, I almost forgot about our encounter in the car until six months later. One of the things I loved about Ciara's family was their Christmas celebrations.Every year, Ciara's family hosted a large Christmas banquet filled with food, booze, gifts, partying, and dancing. This year, Ciara and I arrived at her parents' place quite late. It was 9 PM, and dinne
"How much longer do I have to wait for..." Jennie began to ask."Just a little more time!" I said with a hurried whisper. I couldn't think clearly with the way Jennie was intentionally rocking herself against me.The music soon became fast-paced and lines of sweat appeared on Jennie's forehead as she danced with more energy.My cock twitched in my pants as she twirled and spun. The fragrance of her perfume filled my nostrils, making me giddy.There were three solid ways I could get out of this situation.Firstly, I could get rid of my boner by thinking of something else other than Jennie's soft body, but that was going to be difficult as her boobs bumped on my chest, the constant movement of our bodies against each other, and the grinding of my cock against her pelvic bone.Damn it!I was fucking horny for Jennie. She stiffened against me, as her breathing became heavier by the seconds. Each time her body rocked against me, a wave of pleasure swept through me. There was no way this bo