“You’re gonna want to strap yourself in for this next one.”

Does anyone know what show that quote is from? Well, it’s a different context this time anyway. My BFF is on her way in right now, she should be here in like an hour I think. She’s ubering in from the airport because she knows me well and knows I do NOT want to drive to the airport, as I never have and I avoid stressful driving situations at all costs.

I have some time to kill before she gets here, and since I’m in a good mood and am getting really stoned (because she can’t smoke or be around it because she’s a doctor and all and they get drug tested like McDonald’s employees). And I wanted to tell you guys about this rando situation I once I had in my life.

But I realized, I never told you guys about Doug. And no, Doug is not his real name, but it’s close enough I’ll be able to remember who I was talking about.
I have what I like to think of as a very embarrassing history with him. We went to high school together. I was into him freshman year, and pretty much every year from then on. But, at the beginning of junior year he started dating this unattractive psycho in our grade. For the life of me I will never comprehend how this girl was always raking in dudes and I wasn’t. Like truly if you could compare our faces and bodies YOU would be stunned too. And don’t say it’s my abrasive personality, because HERS was worse. They were off and on all psycho like through junior and senior year, also I think after for a year or little less. Then all of a sudden, when I’m like 19, she’s engaged to someone else. I’m not saying I didn’t have things happen with other people, but i was always into Doug on some level the whole time. We had what I would call a mild flirtation going. We would talk on AIM. One time, I showed him a picture of my nipple piercings (when I was in high school, when he definitely was dating loonypants) and he said, and I quote, “Exquisite breasts.” It’s nice hearing, on any level, even in AIM.

So when I was 19, I do what anyone would do who was still hung up on this guy, once his ex SEEMED out of the picture, I started talking to him. This was the early 00s so we talked on AIM and on Myspace. This lead to eventual hanging out. We bonded a lot over smoking weed together, which I was already super into, so that was cool for me. In my defense, I always really liked this guy, in my mind he would be insane not to try and move on for real with me, when it was OBVIOUS things weren’t going to work out with you know who, despite her inability to actually let Doug go (SHE was free to be engaged to some dude she’d known for 4 months but if Doug showed interest in anyone she was quick to find some way to sabotage it. And he was like dying for any attention from her, because they had that weird fucked dynamic happening, so it would work).

So, Doug and I hung out, and got really stoned. This one time, we were alone at my apartment (I was 20, I had broken up with my terrible world of warcraft boyfriend about 9 months before that) we were really baked and we watched the movie The Number 23. After it was done, we had some sort of conversation that involved “what do you want to do now?” “I don’t know what about you?” “We could make out.” That last one (said by him) was almost a question.

Then, you know what happened. After awhile on the couch, HE suggested we go to the bedroom, but he did certainly ask. He carried me there. I can’t help it, I’m basic and female when it comes to how wet that shit gets me. I know it’s not fair to the MANY (most) men who couldn’t carry me any sort of distance. It’s not like I fit into the any sort of model-thin category, so I don’t expect men to have these unobtainable fitness abilities either. But…yeah….I mean I did weigh a lot less back then…but anyway…..

So yeah, we had sex once. but honestly the first time was disappointing. Because despite being the aggressor, if you will, when we finally got down to it, he was all “Should we really be doing this?”

Okay, I honestly had no idea what to think at this point I’d never had a guy get to like…the fucking point of insertion (sorry, graphic, sorry) and be like “Oh wait no this is a bad idea omg we should stop.” Like I’d only had sex with first idiotic jerk boyfriend (the one who took me to my senior prom but didn’t get me a corsage and then guilted me that me couldn’t afford to go to his prom because of mine, that’s the kind of guy HE was…) and then WOW boyfriend, and neither of them were sexually aggressive, at all, but they didn’t want to not do it when we finally were at that point I mean OBVIOUSLY I thought we should be doing what we were doing….I mean…yeah IDK.

I don’t remember what I said to him, that first time, but we had sex for like….2 minutes, then he lost whatever erection he’d managed to maintain. Then there was some REAL awkward getting dressed, made all the more awkward when he started touching and kissing me. I mean I wanted him to, but  I was also like…uuhhhh didn’t you just COMPLETELY puss out on me? I mean cmon. This is a frustrating situation, right?

So he left. We had a few more awkward sexual encounters at my apartment. Once, I recall donning a full lingerie outfit for him, one I’d specifically bought with the idea of seducing him. It was the most effort I ever put into getting a guy to bone before.

Now, looking back, I see how fucking pathetic I was. I really do. But, honestly, it wasn’t coming from a bad place. I liked Doug. I always had. I’d always been pretty up front with the fact that I liked him. Of course I wanted to sleep with him. I don’t mean to dwell on physical attributes, but this guy had a great dick. I mean just one of the ones that makes you want to put up with ALL their annoying/bad behavior (I had a similar issue, years later, with R). I really just did want to like be with him. But, at time went on, things got ABUNDANTLY obvious that nothing like that would ever happen.

What bothered me the most about all of this was that I couldn’t see WHY he wouldn’t be into me. I mean, like really….it confused me. It still kind of does. I still feel like I’m a solid catch. People should feel that way about themselves AND their significant other. I jokingly seriously told my husband his ability to grow good smoke put another huge one in the PLUS column. He needed another one over there. The other giant one is quit drinking for me. That’s pretty huge. But anyway back to someone who my husband reminded me of and that’s why I at first showed almost aggressive interest in my husband because I was like omg what if this is another Doug I can’t let this get all fucked and ruined somehow like that did. I have never told my husband this. But really if anything he should be grateful Doug was so shitty to me, I guess I deserved it?, because it made me REALLY cling to my husband when I met him. And look how that worked out…after like…7 shitty years….but anyway.

Two memories of Doug that stand out most to me. One good and one bad.

The good one. It was the winter when I was 20. He messaged me on AIM and texted me about hanging out (it was a Sunday night) which must have meant he was really in the mood, because hanging out almost definitely meant we’d bang, at this exact point in our situation.
I drove out to his house (his garage specifically, though to class it up a little, his garage was a makeshift den) which was a long, perilous drive in the winter. We pretty much got right down to it, but I remember sitting next to him on his couch, beneath a few blankets because it was the winter and it was a garage wondering how long he would wait to make the first move. It was awhile.
But that sex was the best. It was kind of like cliche movie sex in the sense that it took place transitioning from like five different positions and ended with him “unknowingly” coming inside me (condom broke….he acted like he didn’t notice until after we were done…but he kind of acted like things sure felt different…if you get my drift). Nothing happened, I was on the pill. But yeah the sex in his garage was the best.
My bad memory of him was almost that same winter. Everyone in the tri-county area was dry (as far as weed goes), but I managed to get some from a coworker who had ties with some dealer.
Doug found out I had weed, and could get more, via a random AIM conversation, which we had from time to time. He was also definitely hanging out with other girls as well by this point (it was easy to find out about back then, on social media). He makes plans with me faster than he’d ever done so in the past, and arranges to get $60 worth. I get his amount and mine from my coworker, and have it parceled out ($120 split evenly into 2 bags). Then, when he gets to my place to “hang out” (clearly only happening because I can get him weed) he hands me $40. And I was still too into him, I didn’t want to subtract what I could eyeball to be a third of what he was getting, but that’s what I should have done. but I didn’t want to be awkward or look like a bitch, so I just ate the financial loss. World of good it did me.

Then, we had sex I think once after i moved from that apartment into the house i was renting with a friend when I met my husband.

Truth be told, I was a total cunt to Doug via text like two different times. Both resultant of adderoll/alcohol/nicotine abuse, but I never told him that. Why? Would it really make a difference? Also he kind of deserved it.

Then, years after all that, after my husband and I moved downstate, his band was playing at a venue nearby and we went. He seemed happy enough to see me.

We did that a few other times, his band travels around the state quite a bit. I doubt they’ll ever amount to much, but anyway.

But then one time, I saw on Facebook that he was playing at a venue VERY near my house, so I proposed he stop by either before or after the show and smoke with us. Keep in mind, whenever we saw him at a show of his he always said something about how we should get together and smoke down. All of us still love weed. What a shock. It’s almost like weed’s the best.

But then the night of that show, after I’d already contacted Doug and he’d seemed like he wanted to do exactly what I proposed, I fell asleep on the couch and when my husband finally got home he couldn’t rouse me. But then Doug never contacted me either.

And then, THEN, I was like….ohhhhhhhhhh The slow realization of it all dawned on me.

He probably kind of hates me.

He strikes me as one of those guys who never gets over a slight.
But he’s also like a genuinely nice guy (when he’s not sexually entangled with you) so he always acted like he was happy to see me. Because it’s easier than being an asshole, it really is. I get him there.

I just feel like a total idiot, because I probably always came off as some clingy psycho.

Or at least, that’s how he treated me. And made me feel. I guess you’re not supposed to blame you emotions on other people…but seriously….

But now, I’m really trying to focus on the idea of Remembering the Lesson, not the Memory. It’s a smart idea to live by.

Truth be told, I always liked Doug. But, I can see why on his side he probably can’t stand me. So I just kind of feel bad, like just have the balls to tell me you don’t like me. I’m used to being mistreated so I like…don’t know what to do with it sometimes. Or i put up with it because I know I can.

Like, okay some of the insufferable shit I’ve done to him? In 2015, when I was strung out as fucking fuck on alcohol (this is when things started with R), I texted him about the whole situation. This was also the year I stopped speaking to and seeing my parents, ever. I was THAT sad and lonely and desperate, I texted Doug. I’m sure it must have pained him to sound sympathetic, when he probably thought I was getting what I deserved for being a crazy bitch. Or something. IDK. I’m trying to see it through his perspective but I find I can’t. Which is odd, because I can do that with most people.

But in some way I’m kind of proud of myself that I bothered to reach out to anyone. The fact that that two people I tried talking to more or less just rejected me, it reminded me of who I am. Things like that happened the few times I tried telling adults about what was happening. Do you realize how hard that is, for a child in that situation? If that doesn’t warp you, what the fuck will?
Being reminded of who I am came slowly, though. It wasn’t until I really accepted to myself that R was a complete human disaster and a waste of my time and energy and a drain on every part of me. I mean I’d always known that, but I also at one point had a good time with him, so it was hard to completely reject.

But now, I think about this habit I had/have where I’m like almost infatuated with the situation if I’m being treated like shit.

Like at almost 30 I’m just not getting to the point where that’s not the norm.

So anyway, that’s Doug. I hope he’s doing well. In some way I’d like to apologize for annoying him with my attention. I should have given it to someone smart enough to appreciate it.

~Cassie

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