My name is Charles (34) and my wife’s name is Lily (31) – we have been happily married for 8 years. Jessica (18) is Lily’s younger sister. Since my in-laws were getting older, and my wife and I had no kids of our own yet, they would typically ask us to help Jessica out whenever she needed it. Their family was blessed with amazing genes, parents and daughters alike were beautiful. Lily would typically get daily compliments from girls, and hard glances from other guys when we walked in public. She was naturally sexy, long legs, 32C chest, with a skinny waist. She was one of those girls that could curl into your arms perfectly. Yes, definitely happily married.
Jessica looked just like Lily did when she was younger, and judging by stories from my wife, Jessica would get similar treatment in public too. Fortunately, both Jessica and Lily were humble and really down to earth. My wife and I would often take Jessica to run errands, tutor her in classes, give her rides to her friend’s house, etc. The three of us had a very close relationship; Lily was the funny one, Jessica was the smart one, and of course I was the lucky one.
Three months ago, my wife’s younger sister Jessica graduated high school with honors as we proudly cheered from the audience. And so, today was the day – Jessica was finally moving to college. Since we had a larger SUV, my wife volunteered us to drive her up and help settle her in. We had everything planned out, we would pick her up at 7am, load up the car by 8am, and make the five hour drive upstate to arrive in the afternoon to unpack. I stayed up late last night for work, and Lily agreed to drive so I could catch some shuteye.
When we arrived at Jessica’s parents house, we saw Lily’s parents and Jessica waiting for us outside. Lily gasped at the amount of stuff that Jessica was bringing, while I did my best not to gawk at Jessica. It was a very hot day – Jessica was wearing her hair tied up, and a white summer dress that was backless and had spaghetti thin straps extending over her shoulders, the length of the dress stopping about mid-thigh, showing off her beautiful legs. She was the spitting image of my wife when we first met, so young and innocent, with her infectious smile. It was difficult not to stare, and it took all my effort to avert my gaze toward the boxes awaiting us on the driveway.
Jessica’s belongings consisted of a 55″ TV, minifridge, microwave, and about eight boxes. We began our creative packing process and finally ended having to fold the second and third row seats down in order to fit all the boxes. The TV was squeezed between the driver and passenger side seats in the front. This left only two seats in the SUV – one for the driver and one for the passenger. Since I was exhausted, I offered to take a Lyft back home while Lily and Jessica could head up together.
“But what about the ride back? I’m not sure I can make such a long trip on my own.” Lily stated.
“Well, there’s nothing we can do… there’s only two seats available,” I replied.
“What if you drive Jessica up?”
“I don’t think I have the energy to make two five hour trips today, I was planning to take a nap on the way up…”
Jessica’s mother inserted herself and said “Well Charles, what if Jessica sat on your lap while Lily drove? Jessica’s not that heavy and you’re family, would that be okay?”
Jessica quickly glanced at me and blushed, then turned to her mom, “Mom!! We can’t do that.”
I smiled at Jessica. I had to decide quickly, and it’s not an easy thing to turn down your in-laws. I’m sure Jessica was light as a feather too. “Sure, I would be okay with that. Lily, are you okay with that too?”
“Yea, that’s fine with me, just let me know if either of you are uncomfortable.”
“Wait, but…” Jessica stammered.
“Let’s just go, if things get uncomfortable, we’ll just make Charles drive and we can share the seat,” Lily replied.
“Ok, fine…” Jessica glanced quickly at me again, “Sorry if I’m too heavy, I’ll try not to move too much.”
And so, we said our goodbyes to the parents, and began getting in the car.
“Let me get in first,” I said. I noticed that the TV was completely blocking my view of Lily, so the space here felt even smaller. I quickly got comfortable and moved the seat as far back as I could. Jessica nervously looked at how tight it would be, as she began getting in. I glanced again at her summer dress, as it clung evenly around her firm body. Good thing I just wore my gym shorts and a loose t-shirt. As she lifted herself up, she tried to modestly grab her dress and pull it tight against her butt before sitting on my lap. She placed her legs on top of mine, so that my knees were against the back of hers. This put her ass directly on top of my cock, which was already growing against my will. The fabric of her dress was thin, and I could feel the slight crack of her ass. The physical contact and warmth from her body against mine immediately sent waves through me, but I tried my best not to react. I buckled us in and placed my hands to the side, while she placed hers on her lap to try to hold her dress down. As she leaned back against me, I got to see her bare back, which pressed against my chest.
“You guys settled in?” Lily asked.
“Just about, are you okay Jessica?” I responded, as I closed the passenger door.
“Yea, I’m good to go, thanks for driving me Lily. And thanks Charles for letting me sit here… hope it’s not too uncomfortable for you.”
Lily began driving away as we waved to her parents. Jessica was light as a feather, and despite being so fit, she still felt soft everywhere. Her body naturally melted into mine as she leaned back. I tried to close my eyes to get some sleep, but her smell was so intoxicating. I could feel every breathe she took as our bodies rocked steadily with the car. She leaned her head back against my shoulder, and closed her eyes too. Because of our positions, her exposed neck was right next to my face. I turned a little and, due to the proximity, could feel the warmth from her neck on my mouth.
All my senses were now on high and I was wide awake. I became acutely aware of the shape of her body against mine. The cut of her summer dress allowed me a birdseye view of her perfect cleavage, and I could tell she wasn’t wearing a bra. I could almost see the faint outline of a nipple near the top of her dress.
Jessica adjusted to try to get more comfortable and I could feel the crack of her ass lightly trace my cock. I know she didn’t intend for it to do so, she was just too innocent. Plus, she and I didn’t have that kind of relationship; she looked at me like her older brother. How could I betray her trust?
So I tried to focus and closed my eyes to get some sleep. It had been about ten minutes, but the warmth and softness of her body against mine was too distracting. As she relaxed more, her body melted into mine; the closeness felt amazing. The bumpy motion from the highway was creating this awkward friction between her ass and me. My cock was getting harder and pushing up along her crack toward her pussy. Luckily the tension in my shorts was keeping my cock from pressing fully into her crack, otherwise, I’m sure she would feel it. I needed some distraction or I would go crazy.