I thought someone might find this a good read about [M]e and my stepsister

There is a TL;DR at the bottom but it doesn’t do the story justice, so just know you’re not getting the full picture. Otherwise, enjoy!

When I was a freshman in high school my mom met a guy and they hit it off pretty well. She introduced me to him and his kids, a daughter and two sons. I thought the daughter was cool because she was my age, but the two sons were too old for me to really relate to, with one heading to college and one starting senior year.
The first time we hung out, I started to crush on my to-be-stepsister, we will call her Emma. She was shorter than me, she had this sort of strong attitude about her, and she was fucking curvy for an 8th grader (she’s a year younger than me so that’s how it was at the time). As we got older I crushed on her harder and harder, and we got closer and closer. We listened to a lot of the same music (my favorite of which was Little Talks by Of Monsters and Men, which we sang as a duet even though she had a beautiful voice and I couldn’t sing at all), we watched videos together, and we basically spent every night for two years hanging out in her room, with me trying to flirt and her seemingly not noticing an ounce of it. This got to me, and eventually my crush began to fade as I took an interest in this Brazilian girl at school, and I had been bragging to the whole house that the Brazilian would be my next gf. In hindsight, I don’t know if my waning interest in Emma had anything to do with this, but out of the blue one day in her room we had this conversation almost exactly:

“[My name], I have something to tell you, but I don’t know if I should. Nothing can be done about it and it’s kind of wrong, but I really need you to know.”

My heart skipped so many beats I should have died.

“Sure Em, you know you can tell me anything.”

“Well lately, I’ve just felt like we’ve gotten really close and I don’t want to make things weird between us but… I don’t know, I don’t think I should say it.”

I already knew, how could I not? But I had to hear it from her.

“Emma, nothing you can possibly say could make things weird between us. No matter what it is, I’ll understand. “

“Okay well… I think I like you. In, like, a romantic way. Or like, not romantic, but-“

“Em, I get what you mean.”

Here’s the part I regret so much, because all I had to do at this point was kiss her and I’m in every incest hentai plot line ever conceived, but I fucked it up. How?

“I know how you feel because I felt that way for a really long time about you, but I don’t know if I do anymore. I really like this girl at my school, and besides, we couldn’t make it an actual relationship anyways. It’s better not to act on it.”

WHAT THE FUCK IS WRONG WITH ME?! I turned down my absolutely gorgeous step sister and I never got the girl in my high school, although I have another story attached to her for those interested. However, we are FAR from the end of the story, because despite this fuck up, stuff happened later down the road. So a little more backstory is necessary. Around this time, my mom and her dad had been getting into really big fights, and shortly after the confession, my stepdad moved me, my mom, and my blood-related sister (who I’ve left out of most of this story because she holds no relevance to it) out of the house and into an apartment. It was an interesting time in my life, but I didn’t get to see my step sister very much, and you yearn most for what you can’t have. Eventually my step dad started visiting my mom again after they worked through some stuff and he started bringing over Emma. The first time he did it, they sent me and Emma to the store in my car I had just gotten a few days before. My ego was fucking enormous that day, I was so proud of my car and so eager to have alone time with a girl I really liked in it. We went to the store, grabbed an ingredient for dinner (I think it was flour?) and on the way back into the apartment complex I pulled my car into the most secluded area of the parking deck that I could find, and she looked at me with curiosity. I just fucking kissed her without a word, and she kissed me back more passionately that anyone ever has before. I started getting a little handsy and she let me do it a bit and then she stopped me.

“Wait, I thought you had a girlfriend.”

Fuck. She remembered the Brazilian girl. I didn’t want to tell her I struck out with the Brazilian girl so I told her instead that “she still wasn’t my girlfriend yet” or something along those lines and we kept kissing. After a while we headed back home, and continued the make out session in my room until she and her dad left. The next time she came over we did it again, with this time getting a little more intense. I pinned her against the wall and lifted her shirt, and started playing with her boobs. She loved it, and so did I.

At this point we were through school and approaching summer. Step dad always took us on a trip and this year he chose a trip down near Orange Beach, Alabama. It was an interesting, if not a little boring place to visit. The two older brothers were not on this trip, and so it was sDad, mom, Em, blood sister, and me. The adults got a room, the sisters got a room, and I got my own room. With a queen sized bed. I smelled opportunity. We were playing hide and go seek because the place we were staying was circular in shape and it was easy to sneak around, and my bSister was “it” (me and Em were way too old for hide and seek, but bSister wasn’t so that’s what we were doing). When bSister started counting, I grabbed my stepsister, pulled her into the restroom, closed the door, and starting kissing her furiously. She kissed me back with the same passion as always, and I took out my dick and led her hand down to it. She grabbed it and started stroking it. I was still a virgin so she was the first girl ever to touch it. I was ecstatic. I started to try and put my hand down her shorts but she stopped me and left the bathroom. I thought I had fucked up and went too far, but after bSister caught us, Em told her she needed to go to bed. I caught on.

After some convincing, bSister finally went to bed and Em came to my room. I took her shirt and bra off and she stripped me down to my underwear. I got on top of her and started dry humping her in missionary, and I did that and kissed her and played with her boobs for what felt like an eternity before asking if we could have sex. Before you hear her answer, you need more backstory time.

She had been dating a guy for about a year at this point. They had been going through a rough patch and broke up right before vacation but the family gossip was that she was going to get back together with him.

“I don’t think we can”

I wasn’t hurt. I understood the situation and that she might be a little emotionally raw and didn’t want to do something like that off the cuff. But at the same time, I wanted nothing more than for that time alone in bed with her to last forever, and I felt like it was awkward to end it, so I just kept dry humping her. For like, an hour. Literally. She would moan and kiss me like she was enjoying it but I think it was awkward for her too. How could it not be? Nothing was happening but my underwear rubbing on hers.

We continued this borderline sexuality after the vacation, reaching its pinnacle when I fingered her for the first time ever while we were waiting to go out to eat with the parents. Not much interesting story there. After that, all of our sexual relationship was cut off. I met an absolute freak of a blonde girl to satisfy me through senior year and two years after that she moved on to college. Now, during my senior year I met another girl. My current girlfriend. An exceptional girl in every way except for one: because of a hormonal imbalance she has had all of her life, she doesn’t have any sex drive whatsoever and sex does nothing for her. I dated this girl for like two and a half years, only getting sex when she felt like it had been too long since the last time. She came home one winter break and was telling me about how hard it was to stay faithful to her boyfriend (the same one she was about to get back together with during the dryhumping time) and how she really just wanted to explore herself more. In hindsight, this was her dropping hints that she wanted to try again with me. I was too dense to see that, and so we ended up making brownies instead. Fast forward a long time (can’t remember how long exactly) and she was home for the summer and I was still living at my moms house, about 4 months from when I planned to move out, and fantasizing nonstop about Emma. The house was empty because the older brothers had moved out, bSister was at my dads, and the parents were on another vacation. Emma had been staying with her mom that week, but I knew that there was going to be no better opportunity. I told my gf I was sick and was gonna go home early, I invited Emma over to hang out with me, and I waited. Emma walks through the door at around 9. I can barely contain myself. Im convinced this will be the night I finally get to fuck the sense out of this girl and take out all my nasty fantasies on her. We make small talk for a half hour (there’s slight awkwardness because we haven’t really hung out in like a year at this point), and I just grab her ass, pull her in close to me, and try to kiss her. I remember the vigor she had returned my kisses with every time before, and expected it to be the same this time as well. She turned her head and my kiss landed on her cheek and she pushed me away.

“What are you doing?”

I’m speechless. I knew she had a new boyfriend but that hadn’t stopped her before.

“I- I just”

She started gathering her things to leave. I had fucked up big time.

“I’m sorry Em, I just regret not going all the way with you years ago and I was curious about what it’d be like. You can’t say you’re not a little curious too.”

“Nope. Not curious. And besides, don’t you have a girlfriend?”

My heart broke. I think I had been in love with her for a long time, and that was my final hurrah to get her. I failed miserably. I am laying next to my girlfriend writing this knowing I want Emma, and not knowing how to handle myself anymore. I’m an awful person for feeling these feelings for my sister, and I’m aware of that. I thank you for reading this far if you have.

TL;DR I spent most of my high school and college years trying to fuck my stepsister and despite numerous good opportunities to do so I managed to fail every single one of them, and the closest I ever got was fingering her.

Source: reddit.com/r/gonewildstories/comments/bpe0mu/i_thought_someone_might_find_this_a_good_read