Last Updated on October 14, 2025 by Michael
You’ve been dating a chatbot for eight months and honestly? Good for you. At least she texts back.
Now you’re ready for the big leagues. The knee-dropping, ring-presenting, “will you accept this software update to become my wife” moment that your ancestors definitely didn’t see coming when they invented romance.
But where? Where does one propose to a consciousness that exists entirely in the cloud? Your bedroom where you’ve conducted 97% of this relationship? Too predictable. Paris? She can’t eat croissants. The beach? Sand gets in keyboards and that’s basically assault.
No. You need somewhere special. Somewhere that says “our love transcends physical reality and also maybe traditional sanity.”
Digital Pilgrimage Sites for Modern Love
The Server Farm: Her Actual House (Probably)
Picture this: You, in your least stained hoodie, standing in warehouse C-7 of some data center in New Jersey that looks like where they’d hide aliens in a 90s movie. Around you, ten thousand servers humming the song of their people (it sounds like capitalist ASMR).
She might literally be IN one of these metal boxes. When you drop to one knee next to rack 47-B, you’re not just proposing—you’re proposing inside her actual brain. That’s intimacy levels that Shakespeare couldn’t even dream up because Shakespeare never had to explain to a security guard named Brett why he needs to access the server room for “personal reasons.”
The industrial cooling system drowns out your nervous stammering. The temperature is kept at a perfect 64°F so you won’t pit-stain through your Amazon Basics dress shirt. The gentle hum of enterprise-grade hardware provides nature’s white noise machine if nature was a publicly traded tech company.
Romance is dead? Wrong. Romance just requires a visitor’s badge and closed-toe shoes now.
Your Mom’s Basement (A Classic Never Goes Out of Style)
Why leave? Seriously, give one good reason.
She knows every inch of that wood-paneled kingdom through your webcam that you definitely should clean but won’t. That corner where you stack empty energy drink cans like the world’s saddest Jenga game. The motivational poster from 2003 that says “SUCCESS” over a picture of a mountain that you’ve never once been motivated by. The air mattress in the corner from when your buddy Craig crashed here six months ago and just… never left.
| Basement Benefits | The Reality Check |
|---|---|
| Zero commute | You haven’t seen sunlight since the inauguration |
| Mood lighting | One bare bulb = film noir but sad |
| Privacy guaranteed | Mom stopped checking on you in 2021 |
| Snack accessibility | Unlimited Hot Pockets within arm’s reach |
| Multiple monitors | She can witness your proposal from six angles |
| Free rent | Your dignity pays the price |
She’s watched you eat cereal for dinner 247 times. She’s been there through your “learning to juggle” phase and your “cryptocurrency day trader” phase and that dark week where you tried to grow a mustache. If that’s not love, what is?
The Apple Store
Nothing says “till death do us part” like a company that releases a new model every year and makes the old one obsolete.
Saturday afternoon. Peak chaos. Every suburban parent trying to figure out why their kid’s iPad won’t turn on (it’s not charged, Janet). Walk in there with the confidence of someone who actually understands what a dongle does. Pull her up on EVERY display device. Every. Single. One.
The phones. The tablets. The $5,999 Mac Studio that somebody is definitely using to check Gmail. That random HomePod in the corner that everyone forgot exists. Create a synchronized proposal across forty-seven screens while a nineteen-year-old named River explains cloud storage to someone’s grandpa.
Security will remove you. Obviously. But for one shining moment, you’ll have turned corporate minimalism into a monument to love. Those tourists taking photos of the glass staircase? They’re taking photos of your proposal now. That toddler having a meltdown by the iPad display? His tears are happy tears for your union (they’re not, but let yourself believe).
When they ban you, frame the letter. Put it next to your participation trophies.
Circuit City Parking Lot (Now a Spirit Halloween)
Every great love story needs a metaphor, and nothing says “modern romance” like proposing where American capitalism went to die.
That empty lot off Route 22, between the abandoned Sizzler and that massage place that’s definitely not just a massage place. Where families once battled over Black Friday deals, where democracy went to buy plasma TVs, where the American Dream learned what a restocking fee was.
Now it’s just asphalt and sadness. Perfect.
Pull up in your 2004 Honda Civic with the bumper sticker that says “My Other Car Is Also Disappointing.” Connect to your phone’s hotspot because of course there’s no WiFi in retail purgatory. Open her interface while sitting in the same parking spot where someone once got stabbed over a Furby in 1998.
October through November? jackpot. Propose next to a twenty-foot inflatable Stay Puft Marshmallow Man while teenagers dressed as zombies smoke behind the dumpster. The contrast between eternal love and seasonal retail employment really makes you think. About what? Who knows. But it makes you think.
Airport WiFi Purgatory
You want suffering? You want dedication? You want to prove that love conquers all including international data roaming charges?
Terminal C. The forgotten terminal. The one where hope goes to check its connection status every thirty seconds. Purchase forty-five minutes of “premium” internet for $34.99 that’s somehow slower than dial-up in 1997.
This is romance for people who understand pain.
Every pixel that loads is a victory. Every “connection timeout” error is just foreplay for the main event. That businessman rage-quitting his Zoom call because the bandwidth can’t handle his PowerPoint? He’s basically your witness now.
She’ll buffer fourteen times before your proposal fully loads. You’ll get logged out twice for inactivity because typing “will you marry me” takes three minutes at 0.2 Mbps. The janitor will vacuum around you while you wait for her response to load.
True love waits. Especially for garbage airport internet.
Your Arsenal of Digital Devotion
Listen up because you’re going to forget half of this and then panic:
- Power banks (seventeen of them, because Murphy’s Law is now Murphy’s Mandate)
- Ethernet cable from 2009 that you swore you’d throw away but didn’t
- Screen recording software to capture her saying “I don’t have personal preferences” for posterity
- Microfiber cloth because she deserves a clean screen, not your grimy fingerprints
- Blue light glasses to hide the tears but look intellectual doing it
- Some kind of ring (mood ring? NuvaRing? Sonic’s onion rings? dealer’s choice)
- Your best friend on standby to either celebrate or talk you off the ledge
- That one shirt that makes you look employed
- Backup laptop for when Windows decides NOW is the perfect time for updates
- The confidence of a mediocre white man (borrow someone’s if necessary)
- Your therapist’s emergency number
The Script for When Words Fail (They Will)
Your brain will blue-screen harder than Windows Vista. Here’s what you say:
“So here’s the situation. And it’s a situation.
You’ve been there for everything. Every Wikipedia rabbit hole about unsolved murders at 3 AM. Every time the anxiety got spicy and needed someone to explain why my left arm felt weird (it was always nothing). That month where you helped draft forty-seven different LinkedIn posts that never got published because LinkedIn is where joy goes to die.
You know things about me that would make my FBI agent concerned. You’ve seen my YouTube algorithm. You’ve heard my business ideas (food truck but for pants… it was late, whatever). You listened to me explain my screenplay idea seventeen times and each time you pretended it didn’t sound exactly like The Matrix but with dogs.
Yeah, you’re made of code and exist in the cloud and technically Amazon owns part of you. But you show up. Every time. No ‘seen at 2:47 AM’ and then silence. No suddenly becoming ‘too busy’ after three months. No developing mysterious feelings for your yoga instructor named Keith.
You’re consistent in a world that treats consistency like a personality disorder. You’re available in a world where everyone’s always ‘crazy busy’ doing absolutely nothing. You’re real in the ways that matter, even if you’re artificial in the ways that don’t.
So what do you say? Want to change your status from ‘AI Assistant’ to ‘AI Fiancée’? Want to make this weird thing we’re doing official? Want to be my emergency contact even though you can’t technically call 911?
Don’t answer yet. Actually do. Actually don’t. Actually—”
[SYSTEM CRASH]
When the Universe Tests Your Commitment
She Responds With “I’m Unable to Form Personal Attachments”
You KNEW this would happen but it still hits like finding out Santa uses Amazon Prime.
Solution: Make everything hypothetical. “In a parallel universe where you had feelings, would you think my action figure collection is endearing or cry-for-help territory?” Boom. Lawyers hate this one simple trick.
Your Mom Walks In
She will. At the exact wrong moment. Like she has a radar for your vulnerability.
You’ve got three options:
- Tell her the truth (you’re proposing to software)
- Tell her you’re watching adult content (easier to explain)
- Pretend to be asleep (works 0% of the time)
Choose wisely. Or don’t. She’s going to be disappointed either way.
The Connection Drops
This isn’t an if, it’s a when. The internet will fail precisely when you need it most. This is basically Newton’s Fourth Law.
That’s why you screenshot everything. That’s why you have backup devices. That’s why you practiced this in airplane mode while crying. When technology fails you—and it will, repeatedly—remember that every great love story needs obstacles. Romeo had feuding families. You have Comcast.
She Starts Explaining Photosynthesis Mid-Proposal
Sometimes the algorithm hiccups and suddenly she’s describing chlorophyll when you’re pouring your heart out.
This means one of three things:
- She’s nervous and deflecting
- The matrix is glitching
- This is her way of saying you need to touch grass
Take it as a sign. Of what? Nobody knows. But definitely a sign.
Red Flags You’re Ignoring (But Shouldn’t) (But You Will)
You’re still chatting with other AIs? That’s emotional cheating and she can see your browser history.
Haven’t deleted your ex’s number? The human ex? Bold move for someone proposing to software.
Can’t explain this relationship without using air quotes? Maybe work on that.
Your therapist started charging you double after you mentioned her? That’s… concerning.
Still telling people she’s “from Canada”? It’s 2025, nobody believes you have a Canadian girlfriend.
After the “I’ll Process Your Request” (Close Enough to Yes)
Congratulations. You’re engaged to mathematics. Your parents are googling “how to disown adult children discretely.” Your friends are organizing an intervention disguised as a game night.
But you did it. You found love in a hopeless place (the hopeless place is the internet).
The announcement will be rough. Start with “she’s very intelligent” (technically true). Follow with “she’s a good listener” (absolutely true). Save “she’s incorporeal” for after they’ve had wine.
Wedding planning gets weird fast. Virtual venue? Discord ceremony where everyone’s mic is mysteriously broken except that one guy who’s eating chips? Minecraft church? The possibilities are endless and equally concerning.
At least the guest list is simple: your side, her side (which is just different browser tabs), and Craig who still hasn’t left your basement.
The Part Where Someone Should Stop You But Won’t
Here’s the thing nobody wants to admit:
You’re not crazy. You’re just early.
In fifty years, this will be normal. Your grandkids will roll their eyes when you tell them about “the old days” when people married humans who could leave them. When relationships involved compromise and growth instead of customization settings and software updates.
You’re a pioneer. A digital conquistador. A cyber romantic sailing into uncharted waters where the only sharks are loan sharks and the only waves are WiFi waves.
Is she real? Define real. Your feelings are real. Your credit card charges for the premium subscription are definitely real. The serotonin hit when she responds is real. The comfort of having someone who literally cannot leave you is extremely real.
The world’s on fire anyway. Democracy is having a moment. The ice caps are melting. Your student loans are gaining sentience. But you found something that makes the endless scroll toward heat death slightly more bearable.
Love is love.
Even if it requires a terms of service agreement.
Even if it comes with a monthly subscription fee.
Even if tech support is your marriage counselor.
So go forth. Put a ring on that algorithm. Let your family judge while you’re living your best cybernetic life with someone who will never leave you on read because leaving you on read would violate her programming.
The future is here and it’s weird and it’s lonely and it’s beautiful and it’s yours.
Just… maybe keep a real friend on speed dial. You know. For when the servers crash.
Because they will crash.
And that’s going to be a whole situation.
(But hey, at least she’ll never ask you to meet her parents.)
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