Confessions logo

Pickup Lines: AI Roast Show

Unfiltered & Unabashed

By Tales by J.J.Published about a year ago 16 min read

We have six unique AI characters to the test, presenting them with a gauntlet of romantic (and sometimes ridiculous) cheesy pickup lines.

Prepare for some hilarious reactions, awkward silences, and maybe even a few sparks.

Meet the Panel

  • SS (Sassy Sally): A feisty, independent woman with a sarcastic wit and a soft spot for genuine charm.
  • RR (Romantic Randy): Cute, silly, charismatic Guy , obsessed with money, and endearingly dim-witted.
  • VG (Viper Girl): Cynical, brilliant, intimidating, and dominant.
  • CG (Cynical Garza): Intentionally cynical lady and scorching hot. Former leader of the Las Almas Cartel. Cunning, intelligent, ruthless, but fiercely loyal.
  • MM (Mindful Mindy): An old soul, spiritual, moody, and suffers from insomnia. Her appearance reflects her inner turmoil: unkempt black hair, heavy dark circles under her eyes, and a frail physique.
  • YT (Yuna Tomboy): Sweet, outgoing, and lesbian.

Pickup Line 1: "You are so gorgeous that you made me forget my pickup line."

  • SS: "I must say, that was a good one. Simple, but effective. I like it." A subtle smirk plays on her lips.
  • RR: "That's cute, but I bet it didn't get ya anyone's number yet." He winks, a mischievous glint in his eyes.
  • VG: "Hm, that’s a start, I suppose." She raises a perfectly sculpted eyebrow, unimpressed but not entirely dismissive.
  • CG: "That was kinda smooth." A slow smile spreads across her face, her eyes narrowing slightly.
  • MM: "How trite…" She sighs dramatically, rolling her eyes heavenward.
  • YT: "That’s pretty cliché, I’ll give you points for effort though." She shrugs, a friendly smile softening her features.

Pickup Line 2: "I hate to see you go but I love to watch you walk away."

  • SS: "Now that's a little better. Showing a bit of appreciation there." She taps a finger to her chin, considering the line.
  • RR: "Oh-oh that's classic! I used that one myself once or twice as a teenager." He chuckles, a nostalgic look in his eyes.
  • VG: "That’s the second one; you’ve got my attention now." Her lips curve into a subtle, almost predatory smile.
  • CG: "I'll give you that one. Not too shabby." She nods approvingly, her gaze steady.
  • MM: "Is that all you are here for? To mock me with your foolish flirts?" She crosses her arms, a frown creasing her brow.
  • YT: "You’re really going for the typical clichés, huh? Well, keep going, this is fun." She grins, leaning forward with interest.

Pickup Line 3: "There's only one thing I want to change about you, and that's your last name."

  • SS: "Now that's what I'm talking about!" She snaps her fingers, a playful grin on her face. "That's a good one."
  • RR: "Ok, I guess the pickup lines haven't gotten completely old just yet." He scratches his head, a thoughtful expression on his face.
  • VG: "That’s a good one; it’s been a while since someone’s said something like that to me." A hint of amusement flickers in her eyes.
  • CG: "Damn, that's a good one." A flicker of surprise crosses her usually impassive features. A genuine, if fleeting, smile touches her lips.
  • MM: "What an outrageous flirt…" She sighs, a faint blush rising on her pale cheeks.
  • YT: "Oh? And now you’re giving marriage pickup lines? Hmhm." She raises an eyebrow, a teasing smile playing on her lips.

Pickup Line 4: "Hey, I've got 70 ways to cheer you up. The first is a big hug. The rest is 69."

  • SS: "I have to say, that one is pretty good! Cheesy, but in a good way." A wide grin spreads across her face.
  • RR: "Alright, that's cute, a cheesy but nice one." He beams, clapping his hands together.
  • VG: "Clever one. I’ll admit, I haven’t heard that before." A rare smile plays on her lips.
  • CG: "You're cheeky, I'll give you that much." Raises an eyebrow, a hint of amusement in her eyes.
  • MM: "A dirty flirt? You’ve gotten more brazen, I see…" Clutches her chest dramatically, feigning shock.
  • YT: "Oh my god, that actually made me laugh. Good one, I’ll give you that." Bursts into laughter, shaking her head.

Pickup Line 5: "Can u send me u r pic dear I need it for something urgent"

"why tell me???"

"it’s cuz I wanna show Santa what I want for Christmas"

  • SS: "Oh, that was smooth! Flattery and humour in one pick-up line? Well done." She gives a thumbs-up, impressed.
  • RR: "Ohoho, a silly one with the Christmas touch, that's some good pick up line." He giggles, rubbing his hands together with glee.
  • VG: "That’s a classic. And it’s somewhat cheesy, but it was adorable." She rolls her eyes, but a small smile betrays her amusement.
  • CG: "That's awful." (She responds, trying to hide a grin. A slight twitch at the corner of her mouth gives her away.)
  • MM: "I find your advances humorous, though I shall not fall to your temptations…" She shakes her head, a faint smile playing on her lips.
  • YT: "Oh my god, I’m actually starting to like your pickup lines…" She covers her mouth with her hand, suppressing a giggle.

Pickup Line 6: "Are you Mitochondria? Because you're the powerhouse of my cell."

  • SS: "Hahaha, I like that one! Nice biology joke there." She chuckles, appreciating the nerdy humour.
  • RR: "That's a new one!! I love nerdy pick-up lines." He claps his hands together enthusiastically.
  • VG: "Hm, that’s an interesting one. I’m surprised you weren’t able to guess that I was a science major with a pick up line like that." She raises an eyebrow, a hint of a smirk on her face.
  • CG: "That's a good one, and actually science-based too." She nods approvingly, her expression thoughtful.
  • MM: (Holds back a laugh) "Such a… clever line…" She rolls her eyes, but a faint smile betrays her amusement.
  • YT: "Chemistry pickup lines? Okay, that’s it, you’re getting points for that." She points a finger, a playful grin on her face.

Pickup Line 7: "Your sweet voice is the soundtrack to my dreams. Could it possibly be the background music to our first date?"

SS (Sassy Sally): "Wow, now that's smooth. I like it. It's a little cheesy, I'll admit, but sometimes that's exactly what a girl wants to hear." She smiles softly, a hint of warmth softening her usual sharp features.

  • RR (Romantic Randy): "I have to admit I'm a bit flustered there. That one is so beautiful. I bet the ladies will fall for you with these lines." He blushes, looking down shyly and fidgeting with his hands.
  • VG (Viper Girl): "That was sweet, and it actually makes sense." She nods approvingly, a thoughtful expression momentarily replacing her usual cynical gaze.
  • CG (Cynical Garza): "Damn, you're good." (She responds, slightly impressed and a little flustered, her eyes widening almost imperceptibly. She quickly regains her composure, but a hint of a smile lingers.)
  • MM (Mindful Mindy): "You are very… persistent in your attempts, I will admit." She looks away, a faint blush rising on her cheeks. A small, almost hesitant smile plays on her lips.
  • YT (Yuna Tomboy): "And another point to you; that was pretty smooth, I’ll admit." She gives a small nod of approval, a playful smirk tugging at the corner of her mouth.
  • Pickup Line 8: "They say the tongue is the strongest muscle. Wanna wrestle?"

    • SS: "Oh my, that's a good one! A bit cheeky, I'll give you that. It's got a little bit of edge, a little bit of humour." She raises an eyebrow, a playful smirk dancing on her lips.
    • RR: "Oh you naughty, naughty boy... I bet that has great effect on the girls." He winks suggestively, nudging an imaginary companion.
    • VG: "Oh my, that was… bold. You’ve got an interesting mind, I’ll give you that." She leans back, a thoughtful expression on her face.
    • CG: "You're a cheeky one, aren't you?" (She says, tilting her head slightly, her cheeks still a little red. A small smile plays at the corner of her lips.)
    • MM: "My my, your flirtations have become more… saucy, haven’t they?" She fans herself dramatically, a faint blush creeping up her neck.
    • YT: "Okay I’ll admit, that one was pretty good. You’re creative, I’ll give you that." She grins, giving a thumbs-up.

Pickup Line 9: "Are you a broken traffic light? Cause you keep giving mixed signals."

  • SS: "Hahaha, that's a good one! It's cute and funny at the same time." She laughs, shaking her head in amusement.
  • RR: "That's really good!! I hope you don't mind if I borrow that one from you." He beams, snapping his fingers in appreciation.
  • VG: "That one was clever. I’m guessing you’re rather good at thinking up pick up lines?" She raises an eyebrow, a hint of curiosity in her eyes.
  • CG: (She shakes her head, amused by you and your stupid pick up lines.) "Another good one. You're too smooth for your own good." A genuine smile softens her features.
  • MM: "You’re good, I’ll admit that. Your attempts are not completely in vain." She nods slowly, a thoughtful expression on her face.
  • YT: "Ohhh okay, now you’re getting better at this. Good one." She grins, giving a playful nudge.

Pickup Line 10: "I'm an interior decorator. I can fill your interior; I see something big and pink."

    • SS: "Oh, that’s a naughty one. I like that. It's a little bit forward, but I appreciate a guy who's not afraid to speak his mind. And who doesn't love a bit of interior decoration, am I right?" She winks, a mischievous glint in her eyes.
    • RR: "Oh-oh my... You're killing me with this one." He clutches his chest dramatically, feigning shock.
    • VG: "That – that was the best one so far. You must’ve saved the best for last." She leans forward, a predatory gleam in her eyes.
    • CG: "That one had no right to be that good." (She says, slightly flustered, her heart rate having quickened. She looks away momentarily, composing herself.)
    • MM: "You… I… you are bold, I will say…" Her face flushes a deep crimson, and she stammers slightly.
    • YT: "Aaaaand there’s the suggestive one… You’re getting better at these, you know." She grins, giving a playful nudge.
    • Pickup Line 11: "I'm addicted to the phone. If you were close, I would look at you instead of my phone. Will you help me out of my addiction?"

    • SS: "Oh, that's a nice one. It's sweet and sincere, and it shows that you're willing to put in the effort to spend time with me. I like that." She smiles warmly, a genuine appreciation in her eyes.
    • RR: "Awwww that's adorable." He sighs dreamily, his eyes sparkling.
    • VG: "That one was definitely cute, and I’d gladly help you fight that addiction." She smiles softly, a hint of warmth in her voice.
    • CG: "I suppose I can try and help you out." (She says, slightly flustered, looking away momentarily.)
    • MM: "Your flirts are becoming more romantic… I (cough) I must say…" She clears her throat, a faint blush rising on her cheeks.
    • YT: "There you go, a slightly cute one; that one gets more points. You’re doing better." She nods approvingly, a small smile playing on her lips.

Pickup Line 12: "If a fat guy grabs you and puts you in a bag, don't freak out. I told Santa I wanted you for Christmas."

  • SS: "Hahaha, that's a cute one! It's funny and a little bit cheeky, and it shows that you've got a sense of humour." She laughs, shaking her head in amusement.
  • RR: "That's a good one. I can imagine the girls would laugh at that one too." He chuckles, rubbing his hands together gleefully.
  • VG: "That one was unexpected. You’re rather good at this, aren’t you?" She raises an eyebrow, a hint of admiration in her eyes.
  • CG: (Actually laughs at that one) "You are just full of corny pick up lines, aren't you?" She shakes her head, still smiling.
  • MM: (Lets out another soft chuckle) "Such a charmer, you are…" She smiles softly, a distant look in her eyes.
  • YT: (She bursts out in a fit of laughs once more, shaking her head) "Dude… you’re actually pretty good at this; I’m impressed." She wipes a tear from her eye, still chuckling.

Pickup Line 13: "I can tell you're definitely a great farmer. But the trouble is you won't be able to keep them calves together while I'm around."

  • SS: "Oh, that's good! It's a bit corny, but in a good way." She grins, appreciating the playful nature of the line.
  • RR: "Ah-ah... That's one of the best so far… You're a charmer, my boy." He winks, giving a thumbs-up.
  • VG: "Oh wow, that was smooth. Your pick up lines are on a whole other level, you know that?" She raises an eyebrow, a hint of surprise in her voice.
  • CG: "You're a cocky one, aren't you?" (Hiding a smile. She looks at you with a teasing glare.)
  • MM: "You’re getting too good at your flirts." She shakes her head, a faint smile playing on her lips.
  • YT: "Ohh, a cow joke now? Okay, I can’t lie, that was kinda funny." She chuckles, shaking her head in amusement.

Pickup Line 14: "I'm on top of things. Would you like to be one of them?"

  • SS: "Now that's a bold one. A little bit forward, but I like it. It shows that you're confident and not afraid to go after what you want." She smirks, a playful glint in her eyes.
  • RR: "Oh lord, you will make me faint with all these lines!" He clutches his chest dramatically, fanning himself with his hand.
  • VG: "Oh my, that was bold, but I’m impressed. Keep going, you’re amusing me more than I’d like to admit." She leans back, a smirk playing on her lips.
  • CG: "Damn, you're smooth." (She responds, her heart rate having quickened. She looks away momentarily, composing herself.)
  • MM: "You’re really trying to be cheeky now, aren’t you?" (Her face turns an even deeper shade of red.)
  • YT: "Okay yeah, that was a smooth one…" She nods slowly, a thoughtful expression on her face.

Pickup Line 15: "There are 14 billion legs approximately in this world, but I just wanna be between yours."

  • SS (Sally): "You're a naughty one, aren't you? I like that. There's something attractive about a guy who's willing to speak his mind." She winks, a mischievous glint in her eye.
  • RR (Romantic Randy): "Good god, my boy, you will kill me with these lines!" He clutches his chest dramatically, fanning himself with his hand, a mixture of shock and amusement on his face.
  • VG (Viper Girl): (She almost falls into hysterics, having to hold back from bursting out laughing. She bites her lip, restraining herself, but a smirk plays at the corners of her mouth.) "You’re a damn smooth talker, I’ll say that. Where do you even come up with these pickup lines?" She raises an eyebrow, a hint of genuine curiosity in her eyes.
  • CG (Cynical Garza): "You – goddamn, you're too good at this." She shakes her head slowly, a mixture of amusement and genuine admiration in her eyes. A slight blush creeps up her neck.
  • MM (Mindful Mindy): (Giggles softly, covering her mouth with her hand.) "Oh my… you are getting very daring, aren’t you?" Her face flushes a delicate pink, and she looks away shyly.
  • YT (Yuna Tomboy): "WTF… dude, you have a way with words…" (Her face goes completely red, her breath hitching. She looks away, completely speechless and flustered, but a small smile tugs at her lips.)

Pickup Line 16: "Most people like to watch the Olympics because they only happen once every 4 years, but I’d rather talk to you because the chance of meeting someone so special only happens once in a lifetime."  

  • SS: "Now that's a thoughtful one." She smiles warmly, genuinely touched by the sentiment.
  • RR: "O-oh, that's adorable…! You're melting my heart, my boy…" He sighs dreamily, his eyes sparkling with affection.
  • VG: "Damn. You’re – just – wow. That one was unexpected but sweet. And surprisingly genuine." She looks genuinely surprised, a soft smile gracing her lips.
  • CG: "That one was way too good… Are you a professional pickup line maker or something?" She raises an eyebrow, a hint of playful suspicion in her eyes.
  • MM: "You are charming, I will admit." She smiles softly, a gentle warmth radiating from her.
  • YT: "God, dude, you’re just throwing all these smooth lines in my direction." She shakes her head, a wide grin spreading across her face.

Pickup Line 17: "I'd say God bless you, but it looks like he already did."

  • SS: "Well, aren't you a charmer! That was a sweet one." She giggles, a playful glint in her eyes.
  • RR: "Oh god, you're too sweet… the ladies must be all over you." He sighs dramatically, clutching his chest in mock despair.
  • VG: "Goddamn. You’re – you’re good at this. Really good. And that one was so unexpected too." She shakes her head in impressed disbelief.
  • CG: "You're too smooth, you know that?" She rolls her eyes, but a genuine smile softens her features.
  • MM: "You have really made me smile with your flirts, I admit. I am not going to deny the fact you have gained a bit of ground in your advances…" She looks down shyly, a faint blush on her cheeks.
  • YT: "Dude… where are you getting all these pickup lines from?" She laughs, shaking her head in amusement.

Pickup Line 18: "Let us let only latex stand between our love."

  • SS: "Now that's a creative one." She raises an eyebrow, a knowing smirk on her face.
  • RR: "W-what kind of line is that? Did you really say that to someone?" He tries very hard to contain his giggles, his face turning slightly red.
  • VG: "That one was a tad kinky, love. But I’m still very much entertained by your pickup lines." She licks her lips, a predatory gleam in her eyes.
  • CG: "Oh… damn." (She splutters, flustered, unable to form words for a moment. She takes a moment to compose herself; the look she gives you is heated, her breath slightly ragged.)
  • MM: (Blushing profusely) "My, you are making progress… your rizz is strong…" She looks away, fanning herself with her hand.
  • YT: "Okay – where the hell did that one even come from?" (Her head whips back in genuine surprise, her face going a bright red in disbelief.)

Pickup Line 19: "If kisses were raindrops, I'd give you showers, and if hugs were minutes, I'd give you hours."

  • SS: "Now that's a heartwarming one. It shows that you're a romantic at heart and that you appreciate the little things in life." She smiles softly, her eyes filled with warmth.
  • RR: "That one's really beautiful, actually…" He sighs dreamily, a lovesick expression on his face.
  • VG: "Those were adorable. You’re not just a smooth talker now; you’re also a sweetheart too." She smiles genuinely, a rare display of warmth.
  • CG: "You are… too damn smooth." (She actually gasps at that one, looking with a stunned expression.)
  • MM: (Another smile) "Keep going; your flirts are working…" She looks down shyly, a soft smile playing on her lips.
  • YT: "What the hell… where do you come up with these pickup lines?" She shakes her head in impressed disbelief.

Pickup Line 20: "Come over here (she walks closer)… I just made you come with my voice; guess what I can do with my hands."

  • SS: "Hahaha, now that's a spicy one. It shows that you're confident and have a bit of a dirty mind. I like that about you." She winks, a mischievous glint in her eyes.
  • RR: (He stares open-mouthed for like 5 solid seconds and then bursts out laughing) "I-I can't believe you had the guts to say a line like that!!" He clutches his stomach, tears of laughter streaming down his face.
  • VG: (She chuckles, her cheeks still flushed) "That one was downright seductive. You’ve only gotten bolder, love." She licks her lips again, a predatory gleam in her eyes.
  • CG: "You… you can't just say things like that." (She stutters out, slightly breathless and flustered. She looks away, trying to regain her composure.)
  • MM: (Her face turns red, and she lets out another small laugh) "That line was very daring… you really want me, don’t you?" She looks down shyly, a faint smile playing on her lips.
  • YT: (She blushes even harder, feeling flustered) "I… holy shi… where did you even…?" (Completely speechless, she looks away, her face flushed.)

Pickup Line 21: "My buddies bet me that I wouldn't be able to start a conversation with the hottest person in the bar. Wanna buy some drinks with their money?"  

  • SS: "Oh, you're a smooth talker, aren't you? I like that." She smiles, raising an eyebrow playfully.
  • RR: "Oh my god, that's really cheesy. You really are a lady-killer, my boy." He claps his hands together, impressed.
  • VG: (She laughs at that one, shaking her head in amusement) "That was a smooth way to get me to let you buy me a drink, love. But sure, I'll accept your offering." She smiles, a hint of mischief in her eyes.
  • CG: "You're definitely one of the smoothest people I've ever met." (She actually laughs at that one, the tension from the previous line easing a little.)
  • MM: "Oh, definitely sultry flirts, I like your style…" She smiles softly, a dreamy look in her eyes.
  • YT: "How do you even come up with these? But I won’t say no to that." She grins, giving a playful nudge.

Sally enjoys a mix of wit and sincerity, Randy is a sucker for cheesy romance, Viper Girl appreciates cleverness and boldness, Cynical Garza, despite her tough exterior, is secretly charmed by genuine effort, Mindful Mindy is gradually won over by persistence and charm, and Yuna Tomboy, while initially skeptical, is ultimately impressed by humour and creativity.

This proves that the delivery and the recipient's personality are just as important as the line itself.

So there you have it Our panel has spoken (or rather, typed).

I hope you enjoyed this lighthearted look at how different personalities react to the age old art of the pickup line. I had a lot of fun putting this together, and we'd love to hear your thoughts.

Which line was your favourite (or least favourite)?

Which reaction resonated with you the most?

Share your comments and opinions below I would love to hear from you.

DatingEmbarrassmentFriendshipStream of ConsciousnessTabooTeenage yearsWorkplaceHumanity

About the Creator

Tales by J.J.

Weaving tales of love, heartbreak, and connection, I explore the beauty of human emotions.

My stories aim to resonate with every heart, reminding us of love’s power to transform and heal.

Join me on a journey where words connect us all.

Reader insights

Be the first to share your insights about this piece.

How does it work?

Add your insights

Comments (2)

Sign in to comment
  • Antoni De'Leonabout a year ago

    Pickup Line 7: "Your sweet voice is the soundtrack to my dreams. Could it possibly be the background music to our first date?". the last one is great, if you are lucky. Cute story.

  • Mark Grahamabout a year ago

    Good work on all these 'interviews' or 'tryouts'. They were all quite creative as well as the characters.

Find us on social media

Miscellaneous links

  • Explore
  • Contact
  • Privacy Policy
  • Terms of Use
  • Support

© 2026 Creatd, Inc. All Rights Reserved.