Halloween Weekend 2022
In middle school, I was always the good girl. My mother ran a non-profit community center, my stepdad was a pastor. I had a very conservative upbringing. Honor Roll student, piano player, in every elective and sport available. I'm sure I was always seen as very innocent and pure (which I was at the time).... and then there was my crush. He wore his hair buzz-shaved, always wearing a black hoody and black jean. He was so mysterious, yet I could see that it masked a thoughtful and kind layer that wasn't accessible to all. It thrilled me. I wanted to get to know him, but our social circles didn't really intertwine. It wasn't until we were in the same Social Studies class that we really got a chance to talk.
I think we sat right by each other, and it allowed me to build up the courage to write him a note. I have no idea what it says anymore. I'm sure something ridiculously embarrassing, as most of my actions in middle school were. ... anyways, as we got older we became friends on Facebook. And I don't really use it, but we started chatting again out of the blue about 6 years ago. He saw that I had gotten a certain degree and moved to a new town and he asked me some questions about my degree... while also subtly complimenting my recent FB photo. We got to chatting, and it turned out that he had kept the letters that we wrote back and forth. He apologized that he wasn't much of a gentleman back then, but said that he had also had a crush on me at the time. I was in a different city though, so the conversation didn't go much further than that.
Fast forward to now... a lot has changed. I am definitely a kinky bitch, who still loves to help people, but I enjoy the weirdness and spontaneity of life much more than I ever allowed myself before. So I was invited to a Halloween party by a woman that I met in the BDSM community, and she has a little sex dungeon in her basement. She and her husband are well established, as was everyone else at the party, and everyone was at least 10 years older than me, but it started to get a little crazy. There was booze and marijuana available and someone brought in a ridiculous amount of mushrooms for the guests to share. Normally I don't do that kind of thing, but after a few drinks I said 'What the heck' and took a few.
Eventually, I met these lovely girls and we were enjoying our conversation and they were about to head off downtown, so I joined them. We went to dance club, and it was fine and all... but I didn't really feel like dancing, so I looked at my phone and ended up randomly messaging the guy from middle school and asking if he was out that night. He replied, and said that he was and that we could meet up at a location that was a few blocks from where I already was.
It was a posh little speakeasy bar, with elevated cocktails, dim lights, and low music. I showed up in my witch costume, all corseted up, with a steampunk-esque mini-skirt and long spiraling purple hair. He was wearing black jeans, a black t-shirt, and a black leather jacket. Some things never change. I ended up barely touching my drink because we were so engaged in our conversation, and eventually I just asked him if he wanted to leave the bar and just walk. I wanted to hear him better. So we did. He paid the tab and then we just walked out on the cold October streets, no stars in the sky, and just the streetlamps and moon to light the way.
We kept walking. He asked if I knew where we were going, and I said I didn't. I was just following him. I was getting cold in my costume so he asked if I wanted to take a ride with him instead. I did, so I said yes. And we eventually made it to his car just kept chatting about nothing. Eventually he asked, "Where are we going?"
I said, "I don't know."
"Very trusting." he replied.
"Yeah, I guess I trust you." I said back.
He ended up asking me if I wanted to go back to his place. I did, and so we did. His house was near a park by a river in a quiet part of town. When we entered, I didn't expect it to look so neat and clean. It wasn't like a bachelor pad at all. He had made it a home. We sat in his living room and I just looked around, taking everything in. He had two guitars hanging from his walls, a vase of dried roses on a coffee table, and some scented candles all throughout his living room. It looked like a poet's home.
We continued talking about nothing. I complimented his jacket, and he said that he had found it at a local thrift store, and shared that when he bought it, it still had some papers in its pocket. Then he showed me. They were some jail release papers of some guy and a love letter. It was too ridiculous. Obviously he didn't make up the story or forge the documents just to have something to say, but my middle school crush was beginning to seem a little too much like those pensive, brooding heartthrobs like something out of a YA (Young Adult) novel. ... but then again, he always had seemed that way. Always perfectly mysterious and seductive, yet kind enough to approach.
Anyways, he turned on some music and I asked if I could have a tour of his place. He showed me all the rooms, then we returned to the living room. Maybe he could tell that I was struggling with my awkwardness. All of the boldly dominant woman that I had become over the years sort of floated away when I was around him, like I reverted to my good girl middle school self. I could only press my legs together and try not to squirm feverishly as I looked into his eyes. He has such deep brown eyes.
It seemed he knew exactly what I was hoping to do, and he grabbed my chin with his hand and pulled me in for a kiss. It was soft and gentle, passionate. Then he looked into my eyes as if gauging my feedback, and knowingly kissed me again. I kissed him back, then stopped, and laughed. I told him this is why I couldn't kiss him in public, because it turned me on too much. He laughed and said that he would have to do it more often then.
He asked me if I would like to go to his bedroom and I said yes. He held out his hand and led me there. My outfit consisted of a real steel-boned corset, so we both struggled to get it off of me in a sexy way, but we laughed and continued kissing as we did so. He took off his shirt, revealing a taunt set of abs and perfectly chiseled biceps. He truly is unreal. After a portion of high school he apparently ended up going to an alternative school and took of boxing and some other martial arts. He said it was a positive way for him to channel his energy (which showed, because he definitely seemed to have things together now).
Eventually, my corset fell to the floor and we continued our escapades into the night (I will spare you the details here). Then we talked until about 4am and went to sleep. Both of us discussed that we had busy lives and weren't looking for a relationship. And honestly, our tastes seemed to be different in most aspects, so it wasn't really something that was realistic (which is good, because I really don't need to date anyone right now!). So it was a perfect night. It was nice to reconnect with the boy from my middle school dreams.
I apparently had excellent taste back then. Lol.
I think we sat right by each other, and it allowed me to build up the courage to write him a note. I have no idea what it says anymore. I'm sure something ridiculously embarrassing, as most of my actions in middle school were. ... anyways, as we got older we became friends on Facebook. And I don't really use it, but we started chatting again out of the blue about 6 years ago. He saw that I had gotten a certain degree and moved to a new town and he asked me some questions about my degree... while also subtly complimenting my recent FB photo. We got to chatting, and it turned out that he had kept the letters that we wrote back and forth. He apologized that he wasn't much of a gentleman back then, but said that he had also had a crush on me at the time. I was in a different city though, so the conversation didn't go much further than that.
Fast forward to now... a lot has changed. I am definitely a kinky bitch, who still loves to help people, but I enjoy the weirdness and spontaneity of life much more than I ever allowed myself before. So I was invited to a Halloween party by a woman that I met in the BDSM community, and she has a little sex dungeon in her basement. She and her husband are well established, as was everyone else at the party, and everyone was at least 10 years older than me, but it started to get a little crazy. There was booze and marijuana available and someone brought in a ridiculous amount of mushrooms for the guests to share. Normally I don't do that kind of thing, but after a few drinks I said 'What the heck' and took a few.
Eventually, I met these lovely girls and we were enjoying our conversation and they were about to head off downtown, so I joined them. We went to dance club, and it was fine and all... but I didn't really feel like dancing, so I looked at my phone and ended up randomly messaging the guy from middle school and asking if he was out that night. He replied, and said that he was and that we could meet up at a location that was a few blocks from where I already was.
It was a posh little speakeasy bar, with elevated cocktails, dim lights, and low music. I showed up in my witch costume, all corseted up, with a steampunk-esque mini-skirt and long spiraling purple hair. He was wearing black jeans, a black t-shirt, and a black leather jacket. Some things never change. I ended up barely touching my drink because we were so engaged in our conversation, and eventually I just asked him if he wanted to leave the bar and just walk. I wanted to hear him better. So we did. He paid the tab and then we just walked out on the cold October streets, no stars in the sky, and just the streetlamps and moon to light the way.
We kept walking. He asked if I knew where we were going, and I said I didn't. I was just following him. I was getting cold in my costume so he asked if I wanted to take a ride with him instead. I did, so I said yes. And we eventually made it to his car just kept chatting about nothing. Eventually he asked, "Where are we going?"
I said, "I don't know."
"Very trusting." he replied.
"Yeah, I guess I trust you." I said back.
He ended up asking me if I wanted to go back to his place. I did, and so we did. His house was near a park by a river in a quiet part of town. When we entered, I didn't expect it to look so neat and clean. It wasn't like a bachelor pad at all. He had made it a home. We sat in his living room and I just looked around, taking everything in. He had two guitars hanging from his walls, a vase of dried roses on a coffee table, and some scented candles all throughout his living room. It looked like a poet's home.
We continued talking about nothing. I complimented his jacket, and he said that he had found it at a local thrift store, and shared that when he bought it, it still had some papers in its pocket. Then he showed me. They were some jail release papers of some guy and a love letter. It was too ridiculous. Obviously he didn't make up the story or forge the documents just to have something to say, but my middle school crush was beginning to seem a little too much like those pensive, brooding heartthrobs like something out of a YA (Young Adult) novel. ... but then again, he always had seemed that way. Always perfectly mysterious and seductive, yet kind enough to approach.
Anyways, he turned on some music and I asked if I could have a tour of his place. He showed me all the rooms, then we returned to the living room. Maybe he could tell that I was struggling with my awkwardness. All of the boldly dominant woman that I had become over the years sort of floated away when I was around him, like I reverted to my good girl middle school self. I could only press my legs together and try not to squirm feverishly as I looked into his eyes. He has such deep brown eyes.
It seemed he knew exactly what I was hoping to do, and he grabbed my chin with his hand and pulled me in for a kiss. It was soft and gentle, passionate. Then he looked into my eyes as if gauging my feedback, and knowingly kissed me again. I kissed him back, then stopped, and laughed. I told him this is why I couldn't kiss him in public, because it turned me on too much. He laughed and said that he would have to do it more often then.
He asked me if I would like to go to his bedroom and I said yes. He held out his hand and led me there. My outfit consisted of a real steel-boned corset, so we both struggled to get it off of me in a sexy way, but we laughed and continued kissing as we did so. He took off his shirt, revealing a taunt set of abs and perfectly chiseled biceps. He truly is unreal. After a portion of high school he apparently ended up going to an alternative school and took of boxing and some other martial arts. He said it was a positive way for him to channel his energy (which showed, because he definitely seemed to have things together now).
Eventually, my corset fell to the floor and we continued our escapades into the night (I will spare you the details here). Then we talked until about 4am and went to sleep. Both of us discussed that we had busy lives and weren't looking for a relationship. And honestly, our tastes seemed to be different in most aspects, so it wasn't really something that was realistic (which is good, because I really don't need to date anyone right now!). So it was a perfect night. It was nice to reconnect with the boy from my middle school dreams.
I apparently had excellent taste back then. Lol.
31-35, F
