Boyfriend Meets My Parents. Again. by TabooTales1,TabooTales1

The premise of this story was based on a reddit post from May 28, 2020. The post has since been removed and it may have been fictional to begin with. Without giving away the whole story, the post mentioned her boyfriend meeting her parents, finding out that he already knew them, and just how he knew them. The debauchery that follows is from my deviant mind.

Note: I don’t often want to point out what sexual acts occur in a story beforehand because I feel it gives away the surprise, but because this will be in the Taboo/Incest genre, you should know that this story also includes male-on-male sex. It will not include only male-on-male relations, but it will be a key part of the story. If that is the sort of thing you don’t like to read, I ask that you enjoy another story.

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Closing the passenger door behind me, I ran to the other side of the car to join Will, who had just emerged from the driver’s side of his Lexus IS. For nearly seven months now, we had been dating and I was practically living at his posh apartment. Though I still had my own place with my roommate, Hannah. For all intents and purposes, however, I was living with Will now. Little Rory Brown had snagged an older man. Sure, we still got a few questionable looks as we went to dinner and I can’t say all of my friends have been quite as supportive as I expected they would be when I told them I had found love. I was in my final semester of law school and had already accepted a position with Brinkman, Smith, and Powers as a junior associate – pending my successful bar exam, of course. Still only 24, I was one of the younger members of my graduating class, but age has always been an arbitrary barometer in my view.

Maybe that’s why, while I understood why people gave us looks, I didn’t care that Will was 35 and we had an age gap of eleven years. To be quite frank, age really is just a number. We attach value to it, but we don’t all live the same life at 16 or 20 or 24. Hence why I’ve always been described by people as “very mature” and “wise beyond her years.”

I didn’t expect to land in a long-term relationship when I met Will. To be honest, I met Will for one reason – to have sex. My schedule was incredibly busy. Until the last few months, in addition to law school, it also included working at one of those sports bars where the girls wear shorts that cover just a bit more than your average pair of panties. I have a nice ass and can turn on the flirty demeanor so giving the guys a tease in order for them to drop a big tip didn’t bother me. But that’s not where I met Will. I wanted sex, but not with the complications. I didn’t want to fuck a customer because it could get worrisome. I would have zero control whether he continued to frequent my establishment and I don’t need that kind of drama. Instead, I sought out a random hookup on Hush Flings, a website that often sets up younger women and older men. It doesn’t advertise itself like that, but the best men you find on that site, at least in my opinion, are the older ones. They don’t just send you dick pics. They try to get to know you first. You’re able to find out if there is some kind of connection – at least enough to warrant a hookup.

Will was the first guy on there I felt like I might want to meet in public. Not planning to fuck him the first time we met, we made plans for coffee. I had another class in a few hours and I didn’t even bother to shave my pussy. In no way did I expect to end up in bed with Will.

You’re probably not surprised to find out within the hour, I was bent over a hotel bed that he hastily paid for as he fucked me with his thick cock. I missed class that day – something that never happened. Later, as I stroked him while he played with and sucked my nipples, I called out from work despite it being half-price wings night with a baseball playoff game. I texted my roommate, Hannah, to tell her I was staying with a friend as he brought me to orgasm with his mouth. The next morning, we had sex in the shower before I had to leave in a hurry to make it to class. My pussy was still humming during a discussion of negligence-related claims.

Again, my plan when I signed up to use that site was to find someone to take out some sexual frustration with and then move on. Instead, the connection with Will was undeniable. We met a few more times as just friends with benefits, including spending a Saturday at his house where I sucked his cock on the balcony. Eventually, though, we started to transition from just sex to spending time together as well. We went to the movies and museums together, spent a weekend at a cabin retreat where he held me tightly until we fell asleep watching the snow fall, and I even met his twelve-year-old son from his previous marriage.

But I think the moment I realized I truly loved him was when he sat through, gave me advice, and then sat through again my mock final arguments for a court case. A busy man himself, Will was a hedge fund manager. Yet, he made the time to listen to me bumble my way through an assignment for class. In the end, I got an A. It wouldn’t have happened if not for Will.

And now, almost seven months to the day of that first evening in a hotel room, I was about to introduce him to my parents during a weekend away near the end of the semester. I didn’t want the added pressure of waiting for my graduation to introduce Will to Mom and Dad. That was already going to be stressful especially with extended family expected to fly in, including my much older sister, Samantha.

Obviously, we were worried. Yes, they knew that Will was older. But I stressed how strongly I felt for him and asked for them to keep an open-mind, confident that Dad and Will would bond over a shared love of the Ravens while Mom would appreciate his manners and charming personality.

My parents are, for a lack of a better word, typical. They met in high school, married after finding out Mom was pregnant with Samantha, and eventually moved into the same house they’ve lived in for slightly over twenty-five years. Dad started as a floor worker at a furniture factory and now manages the plant. Mom returned to school when I was a child and now manages her own insurance office. Unlike Samantha, I was a planned baby after Dad was promoted to a department manager. She’s six years older than me and has her own family now with Capt. Harold Phillips of the United States Air Force.

Meanwhile, Dad and Mom are both nearing the Big 5-0. Even before that, they’ll celebrate their 30th Anniversary – Samantha and I, with some quiet financial help from Will, are sending them on a cruise. Many of the couples they used to be friends with are no more, choosing divorce. Yet, my parents still love one another. In a way, I was in awe of them. I knew just how privileged I was to be born into such a loving family that stuck together. Samantha once told me that Mom and Dad were like a quick reference on how to make a marriage work. When you have trouble, call them. They knew all the tips and secrets.

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