4 Jokes For Second Date

Standup-Comedy Bits

Updated on: Mar 02 2025

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You ever been on a second date? Yeah, the one where the awkwardness starts to creep in like your weird cousin at family gatherings. You survived the first date, and now you're thinking, "Hey, this might be going somewhere." But let me tell you, second dates are like the middle child of the dating world - not as exciting as the first, and definitely not as committed as the third.
So, I'm on this second date, and we're sitting there, both trying to avoid that elephant in the room. You know, the one wearing a sign that says, "Are we just doing this because we're too polite to bail?" It's like a standoff. Who's going to bring up the "What are we?" question first? It's like a dating duel, and the first one to blink loses.
And then the waiter shows up, and I'm thinking, "Is it too early to order dessert?" I mean, if we're not getting dessert, maybe we're not getting another date either. So, I decide to take the plunge and ask, "Do you want to share dessert?" The look on her face was like I suggested we rob a bank together. "Share dessert? Are you serious?" Yeah, I'm serious, lady. This is the second date; we're practically engaged!
Let's talk about the post-second-date communication, or as I like to call it, the texting tango. You're both trying to play it cool, not seem too eager, and avoid coming off as too distant. It's a delicate dance, like trying to walk on a tightrope made of spaghetti.
I'm sitting there, staring at my phone, contemplating my next move. Do I wait for her to text first, or do I take the initiative? It's like a high-stakes poker game, but instead of chips, you're betting your dignity. So, I decide to send a casual "Had a great time last night" text. You know, subtle, yet to the point.
And then you wait. Tick-tock, tick-tock. It's like waiting for the results of a medical test - you're anxious, and there's a chance you might get ghosted. But then, she responds with a simple "Me too." Oh, the relief! It's like winning the lottery, but instead of cash, you get another date. It's a dating jackpot.
We've made it through the date, and now it's time for the grand finale: the goodnight conundrum. You're standing at her doorstep, and there's that awkward moment where you're both wondering, "Do we hug, shake hands, or attempt the elusive second-date kiss?"
I go for the classic hug, and it's like we're doing a synchronized swimming routine, trying not to step on each other's toes. But here's the kicker - the moment you pull away from the hug, there's that split second where you both question whether a kiss is happening. It's like a dating game of chicken. Who's going to make the first move?
So, I decide to be bold and go for it. And just as I'm leaning in, she says, "Thanks for the hug, goodnight!" Ouch. Rejected at the doorstep. It's like reaching for the last slice of pizza, and someone else grabs it right in front of you. Lesson learned: The goodnight conundrum is not for the faint of heart.
Now, let's talk about the wardrobe struggle on the second date. You've exhausted your best outfit on the first date, and now you're left with the B-squad of your closet. It's like trying to make a blockbuster sequel with a B-list cast.
I'm standing in front of my closet, staring at my clothes like they've personally offended me. It's a battle between comfort and style. Do I go for the comfortable jeans that have seen better days, or do I squeeze into the stylish ones that may cut off my circulation? It's a fashion dilemma that could rival the Met Gala.
And then there's the whole issue of dressing appropriately for the venue. Is it a casual coffee date or a fancy dinner? Do I go full-on James Bond or channel my inner couch potato? I end up doing this weird costume change routine that would make Lady Gaga proud. "And for my next look, I call this one 'I hope she likes pizza because that's where we're going.'

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