I've had threesomes since, but this is about the one that didn't happen because I was too stupid to realize that the offer was there.
I was in my early 20s, just out of college, and I had moved into an apartment back in my hometown after finding a job. My best friend and I had stayed in touch while I was away at school and got together anytime I was home. I spent a lot of time at his house in high school and hadn't done that much in a few years.... his little sister always had been just his little sister.
She had certainly grown up at this point, and I did take notice of her, but I always thought about what my friend's dad would do if I hooked up with her (i.e., shoot me). Anytime I was over at their house, she was hanging around with one particular girlfriend, and other than taking notice of her; I didn't think much of it.
My apartment complex was new and had a nice pool and several tanning beds that could be used if you purchased tokens at the office. Little sister knew about it and hinted around several times about the pool and tanning beds. I really didn't think much of it, but I offered to get her tokens if she wanted to use the tanning beds sometime. Nothing else was really said about it, and I was kind of surprised when she showed up unexpectedly with her girlfriend kind of late in the evening a few days later.
The girlfriend wasn't all that attractive, but she was pretty bolding talking most of the time, except for this night, which in hindsight, tipped me off that maybe there was more going on. I had not purchased any tokens because I was a semi-broke new college graduate (I didn't need a pile of tanning bed tokens), and they didn't tell me they were coming. They acted slightly disappointed, but not really, if that makes sense. Knowing what I know now, that wasn't the reason they were there.
I didn't mind them hanging out, but it wasn't even an idea that more was on the table. My dating life was going very well, so I wasn't desperate for a hook-up, and if I had read the signs incorrectly, it would have been bad for me... so we hung out, and little sister and I flirted back and forth, but that was the extent of it.
A few days later, little sister came back alone, and I had picked up a few tokens to have on hand just in case. She came back to my apartment after tanning, and I was in the middle of installing a ceiling fan in my bedroom. She laid on my bed while I wired and installed it. I had tentative plans with a girl I had met, and I remember thinking, "how long is little sister going to hang around?" She chit-chatted with me and was making herself at home. Under the covers like she had been in my bed a hundred times.
Fast forward about six months, little sister had a boyfriend, and the guy didn't like me. I found out through her girlfriend that she had told her boyfriend (on again off, again type of relationship) that she had a crush on me and that we "almost" hooked up. The little shit hated me from that minute on, LOL.
I seriously couldn't remember when we "almost" hooked up, and then it dawned on me when it could have been (like the only time it could have been). I asked her girlfriend, "was it the time she came over to go tanning?" and she said, "yes, and the time we came over." Nothing else was said or confirmed, but I distinctly remember thinking, "FUCK..."
I've thought about that situation a few times over the years and always wished that I wasn't so stupid for missing the signs.
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