I was too drunk, I realized that as I was ranting. About her, fucking Melissa, her cheating, and all the stupid stuff I should have never put up with. The overspending, the damn cat I didn't want that pissed on only my office chair, the lack of consideration, and all of the other little and big things I was so mad about.
"Did you know she tried to keep her keys?" I asked Grace.
"Yeah. You mentioned that before," she replied.
"I...shit." I studied her face. She had a look of slight exasperation, but also her trademark sympathetic half smile. "I'm sorry. I'm done. I'm done talking about it."
"It's okay. I get it, you're upset. You're frustrated, you're grieving the end of a relationship. It sucks."
Johnny Cash was playing on the jukebox, which seemed so cliche for my life right now, but then again, O'Flannagan's really was an old man bar typical of the type of place that would have Johnny Cash on the jukebox. We just liked it because it was charmingly low rent and had cheap beer.
I studied her face. She was sincere, but there was something playing behind her eyes, I knew. I'd known Grace for over 20 years, when we met at a college party. We hit it off immediately, and hooked up exactly once. Not too long afterwards, she put the brakes on us as a fling, and told me she was going through way too much internally to be a girlfriend to me, but somehow, we stayed best friends, and had been besties for all of the years afterwards. Two years later and a bunch of therapy, she came out as gay, changed her look slowly, and now, even though her face and eyes were that of a stunning Chinese-American girl, her close cropped emo haircut, tats, and multitude of piercings basically screamed which team she played for. I loved hanging out with her, because she was like the best of all attributesβshe could drink beer, watch football with enthusiasm, and belch like a quake, but she also had actual insight into women and feelings. I had plenty of guy friends I genuinely loved, but Grace was who I came to for advice and understanding. She was smart, funny, and almost brutally honest. Which was why the question playing in the back of my mind scared me shitlessβI knew she'd tell me the truth.
"Listen...um..."
"What?"
"I have to ask you something, and I want you to not try and spare my feelings, okay..." I started.
"Shoot," she shrugged.
"Do...do you think it's me?"
"What do you mean? Melissa was the cheater," she replied, looking away slightly.
I pressed on. "No. I mean...Melissa cheated on me. Before that, it was Candace, who also cheated on me..."
"She was a stripper and a drunk, and you never should have dated her for longer than a month..." she interjected.
"Yeah, I know, but before that, Theresa left me and moved back to St. Louis to be with her ex, mister successful surgeon, and now they're married with a baby..."
"...so you were her rebound, big deal..." she retorted.
"And, then before her, it was Claire, for three years, before she left me for another man. And we were engaged."
"You and her weren't compatible and you know it. She wanted to live in fucking Vermont, for god's sake."
"And now she does."
"Yeah, with three rugrats. She's living her dream. Mister 'I hate even the idea of kids,' she was completely wrong for you. You just got caught up in the fact that she was gorgeous and incredible in bed."
"I guess," I sighed.
"What?"
"I'm just...I just have been realizing lately that I've been in so many relationships. I know, it's kinda a New York thing to be single a lot, but, seriously, I'm gonna be 40 next year. You and Francesca have been together for 15 years now, a lot of my other friends have been in a relationship for a long time, and here I am, bouncing from girl to girl to girl. I've had something like 15 serious relationships, and a shitload of flings and one night stands, and I have yet to make anything work long term. Am I that awful? Or am I broken or something? Why does this keep happening to me?"
She sighed, looking down at the table. "Do you really want me to be honest here? Because I'm not sure you do. I can just be your emotional support person tonight and we can just have another couple rounds and call an Uber. This should just be a fun night." She looked up, into my eyes, and I saw genuine trepidation, which wasn't like her at all. This was a girl who once called a Hell's Angel who'd spilled her drink in a bar a bitch, then yelled at him, cornering him to the point where he bought her a new one as well as a round for me and her girl.
"It's...not that there's something deficient, it's just..."
"What?"
"Look, you're a bright, reasonably successful, good looking man, you've got a great heart, and I know sex isn't a problem for you from either the size or technique end, so maybe it's just that..."
I waited patiently for maybe 30 seconds before I grew upset and nearly yelled "Would you just fucking spit it out already?!"
"You...you're a settler, Marcus. You settle for what's enough, instead of fighting for what you should get."
"What...what do you mean?"
"I mean, you settle. In most areas of your life. A lot of the girls you've dated, they shouldn't have been a relationship. We all told you that, nicely, but we said it."
"I settle?"
"Yeah. You settle. In general, it's your personality, but you do that. You lack confidence sometimes when it comes to what you want."
I was stunned for a second. I never thought of myself as passive. I was the type of guy to walk up to the most attractive woman in any bar and hit on her. I'd dated plenty of gorgeous women, including an actress and an actual model at one point. Me, a settler?
"Look," she continued, "you remember that couples counselor that Joe dated?"
"Yeah, uh, Samantha, right?"
"Right. She always talked about how you need to pick someone who meets your top requirements. So what are your top requirements? I mean, we've talked about this, and I don't think a single girl you've dated in your adult life met your top 10, much less 15 out of your top 20"
"Does Francesca meet your top 20?"
"She hits at least 15, if not 17 or 18."
"So...I'm fucking this up?"
"Well, yeah. Look, Melissa was very pretty, and overall okay, but she...she could be really mean. You even called her out on it a few times."
"Okay. Well, then what about the others?"
"Well, Candace was a bombshell, but dumber than a box of rocks..."
"Actually..." I started to interject, but she glared at me and I paused, nodded assent, and tilted my head to indicate she should continue.
"Then Theresa: sweet girl, clever but not nearly as smart or as driven as you, but not only was she screamingly obviously still stuck on her ex, but she was a waitress who obviously just wanted someone to take care of her, and you obviously just wanted to be in a relationship. So you just went with it, even though she wasn't your ideal."
"Okay."
"Then Claire. Yes, I get the attraction, but again, she wanted kids and to live in the country. You don't want that. You were worried when your job was going to send you to Charlotte, for fuck's sake!"
"Well, that's a weird little town."
"And she was miserable in New York. So if you two had continued on, one of you would have been miserable with where you lived. That's a guarantee."
"Plus you tend to choose badly no matter what the options. Remember that party of my friend Alyssa's I took you to about two years ago? The big extravaganza out in the Hamptons?"
"Yeah, the costume deal."
"That's the one. Did you know there were four different girls I was trying to introduce you to all night, to see if I could maybe set you up with someone you'd match up with. One was a lawyer, another was a software manager just like you, another a doctor, and an accomplished author. Who did you leave with that night?"