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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.
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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 sure 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 at 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 uncomfortable " 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.
Cuckold.A cuckold was a man who allowed his wife to have sex with another man, knowing it was happening and living with that knowledge. It was a word filled with shame, desire, and a kind of surrender most men never imagined for themselves.Like most young men, I would never have believed such a word could apply to me. I would never have believed it described something a man could become.Not long ago, the idea alone would have made me furious. I would have seen it as an insult worth fighting over.I had grown up in a normal way, surrounded by friends, family, sports, and small adventures. I leaned into the loud confidence and tough image that boys learned from each other in school.I believed strength meant control and pride meant possession. I believed a man protected what was his at all costs.If someone had told me I would one day step aside while another man had sex with my wife, I would have reacted without thinking. I would have taken it as a direct attack on who I was.Life,
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Evelyn and Patricia had been drinking. Not much, but they were on their third gin and tonic each, and the movie was only about two-thirds of the way done.Lawrence was out of town for the weekend, and Patricia had insisted that Evelyn come over. She had said they needed some girl time together without Lawrence interfering or making those sarcastic remarks he did when he was around Patricia.Evelyn hadn’t been wild about the idea. “I still have papers to grade,” she had said, but it had been easier to give in than to argue.As soon as she’d finished grading that week’s tests, she headed over to Patricia’s house. Patricia had opened the door already smiling and holding a glass.“When you drink, you always loosen up,” Patricia said. Evelyn shifted on the couch and took a sip.“This movie isn’t helping,” Evelyn said. Patricia laughed softly and gestured toward the screen.Patricia had said it was an art film Evelyn really needed to see. “It’s about a woman who leaves her husband and figur
A Fling Between Teachers (3)Celeste lowered her face; I felt her tongue flick over my labia, teasing my aching clít. As she grew more confident, she eagerly licked me, exploring every entrance. I ran my fingers through her hair, pressing her head closer, guiding her movements. Her hands gripped my hips tightly, and I fought to hold back my approaching orgasm.The thought of this gorgeous woman, who had never been with another woman, made me desperate. She licked the full length of me, and I could no longer keep my hips still. I writhed beneath her, fingers entangled in her hair, arching my back and coating her chin with my wetness."Mmmmm, you taste amazing," Celeste murmured softly.I sat up, running my fingers up her thigh and slipping them inside her wet pússy. "Ahhh, yes," she gasped, startled by my sudden touch."Celeste, roll onto your hands and knees," I whispered, locking eyes with her. I kissed her again, tasting her and feeling our fluids mingle. I kept my fingers inside he
A Fling Between Teachers (2)"Elara, thanks for the drinks. Want to come back to my place for a few more? The tow truck company hasn’t called you back yet, has it?" Celeste asked.I glanced at my phone and shook my head. "No call yet."She smiled, that teasing glint in her eyes. "Well, Donovan’s out of town, and you’ve got nowhere to be. Come on—let’s have a few more at my place."I hesitated for a second, then nodded. "I could use another drink."Outside, lightning flashed across the dark sky, outlining her silhouette. Heavy drops of rain began pelting the windshield as we pulled into her driveway.We sprinted from the car to the porch, both of us laughing as thunder cracked behind us. By the time we reached the kitchen, we were dripping wet."Come upstairs. We should dry off," Celeste said, grabbing a bottle of wine and two glasses from the fridge.The house was beautiful—spacious, warm, with a clean modern kitchen that opened into a formal dining area. The stairs divided the dining







