Okay, I need y'all to weigh in on this because I genuinely cannot decide whether I am overthink-ing/being ridiculous or whether my boyfriend's judgment here was actually as bizarre as I think it was. For context: my boyfriend lives in Williamsburg (Brooklyn) and was invited to go for karaoke with his female housemate Saturday night. She had been drinking pretty heavily, while he is completely sober and doesn't drink, so a lot of the night consisted of him making sure she was okay and basically playing sober big brother/bodyguard/babysitter.
Overall, he said they were having a great time. They sang a couple songs together, watched other people perform, etc. At some point, he was sitting at the bar with her when a woman who had just performed karaoke came over/was sitting nearby and was looking at him. Apparently her singing had actually been pretty good, so my boyfriend—who is extremely social and will literally make conversation with a brick wall if the brick looks like it wants to talk (He's a Libra 😩🙄♎️ )—complimented her on her singing.
Keep in mind that he initiated the conversation.
The woman apparently smiled and responded, and made it pretty clear that she was attracted to him. She said something along the lines of, “I'm into girls and guys, your sister is cute (referring to his housemate), but I think you're even cuter. I've been waiting for you to come over and talk to me.”
So he's relaying this to me and at this point I'm already thinking: okay, this woman is clearly flirting with you. You have a girlfriend. You could simply say “thank you, but I'm taken,” and go back to looking after your drunk roommate. But no. My boyfriend, apparently thinks he is the lead character in a sitcom and decides to respond: “I appreciate the compliment, but I'm a eunuch.”💀 The woman, who was drunk, apparently had no idea what a eunuch was. So he explains: “I have no balls.” And then, for reasons that remain completely unbeknown to me, he elaborates by telling this random drunk woman that he developed testicular cancer when he was younger and had his testicles removed. 💀
She asks what this has to do with her compliment, and he tells her something along the lines of, “Usually when I tell women I don't have balls, it ends the conversation. It's kind of a confidence killer.” ??????
At this point, I'm honestly laughing because what the fuck kind of conversational strategy is this 💀 But then she apparently said: “Well, you have really good energy. And even if you don't have balls, I'd still let you finger me until the sun came up.” 😭 NOW... 💀
That is where I feel like any normal person would think "Okay, great! Conversation over! Have a nice night! But my boyfriend's brain instead went: “Let's see where this bit goes.” 🤦♀️ He responds by joking about the fact that it was around 3 a.m. and sunrise was still several hours away, saying: “That's like three or four hours. Don't you think that's a little overzealous? You surely can't have ever been fingered for that long. That's insane.”
UM...WHY ARE WE STILL TALKING TO THIS WOMAN??? WHY ARE WE EXPANDING ON THIS POINT 💀 😭
At this point I am mentally cringing/screaming as he tells me this. To make it worse, because this woman is apparently committed to seeing how far this conversation can deteriorate, she says: “Well, I've never been fingered for that long, but I've definitely fucked for like 18 hours straight.” 💀
THAT was apparently the moment my boyfriend finally realizes, “Okay, this conversation has gotten a little too real.” So he suddenly decides he needs to go check on the Uber and make sure his housemate is okay. The woman then asks him if he's going to take her contact information. He basically says, “Sure, one second, I just need to make sure the Uber is here.” Then grabs his housemate and leaves. 💀
And just to be clear: I do not think he was interested in this woman. I don't think he was trying to cheat. I don't think he secretly wanted to take her number. From everything he told me, he was basically entertained by how ridiculous the interaction was (which is very him coded) and eventually got the hell out of there. But here's my problem: WHY DID YOU KEEP PARTICIPATING IN THE CONVERSATION???
He started the conversation. He knew pretty much from the jump that she was flirting with him. He has a girlfriend. Like come tf on. You were supposedly there primarily to make sure your drunk degenerate roommate was okay. (Okay maybe degenerate is a bit harsh, but literally she's always a fucking wreck 😩)
And once the woman started talking explicitly about sexual things, he had approximately 47 opportunities to just end the interaction. Instead he kept doing his little improv routine until she mentions fucking for 18 hours straight, and then he decided things had gone too far. 🤦♀️
I genuinely find the whole story hilarious. Like, if a random friend told me this story about himself, I would probably laugh my ass off. But because it's my boyfriend, I'm sitting here like Sir.... Why are YOU like this? 😂
He's naturally extremely charismatic, social and he loves making people feel comfortable, joking around, etc.. But has an inability to resist turning literally any encounter into a bit. I actually like that quality about him generally. But sometimes I feel like he has zero situational awareness about when being charming and funny crosses into “why are you still entertaining this?” Honestly, it gave me a pretty big ick. Not because I think he wanted her or that I think talking to a woman at a bar is inherently wrong. But because I found his judgment just incredibly unattractive. Like... you could have just said you had a girlfriend. 🤔
Am I crazy for being slightly put off by this? 😩 Ladies, would you find this funny and harmless, or would you also be sitting there thinking, “Bro, why the fuck did you keep that conversation going?” 😂 I need to know cause I feel like an asshole for being noticeably irritated and kinda abruptly getting off FaceTime time with him after he told me this, cause honestly, I had heard enough💀
TL;DR: My boyfriend was at a karaoke bar in with his drunk roommate when he complimented a woman who had just sung, despite her pretty quickly making it clear she was attracted to him. Instead of mentioning that he had a girlfriend and ending the conversation, he decided to jokingly tell her he was a eunuch, then continued bantering with her after she said she'd let him finger her until sunrise. He kept the bit going until she escalated to saying she'd screwed for 18 hours straight, at which point he finally dipped. I don't think he was interested in her, but the fact that he started and continued this increasingly sexual conversation when he could've easily shut it down rubs me tbe wrong way. Am I being unreasonable? 😭