How to Romance Reggie in Date Everything (March 2026 Guide)
Looking to romance the sassiest, most rejection-loving character in Date Everything? You’ve come to the right place! Reggie (Dateable 100) is unlike any other character in this wildly creative dating sim – he’s the literal personification of rejection who paradoxically can fall in love with you. After spending countless hours perfecting his unique romance path, I’m here to share everything you need to know about winning over this fashionable diva of hatred.
Date Everything: Quick Reggie Romance Overview
| Aspect | Details |
|---|---|
| Full Name | Regina “Reggie” Rejection |
| Voice Actor | Bill Butts |
| Dateable Number | 100 |
| Location | Reggie App (Phone) |
| Unlock Requirement | Get 1 hate ending with any character |
| SPECS Points | +5 Sass (all endings) |
| Unique Feature | Only appears after rejection |
| Romance Duration | 3 days minimum |
Finding Reggie in Date Everything
Unlike the 100+ other dateables scattered throughout your house, Reggie has a special unlock requirement that perfectly matches his personality. Here’s exactly how to meet this elusive character:
Initial Meeting Requirements
- Get Your First Hate Ending: You must deliberately fail a romance with any other dateable character
- Watch for Reggie’s Appearance: He’ll automatically show up after the hate ending to mock your rejection
- Check Your Phone: Reggie installs his app on your phone during this first encounter
- Equip Dateviators: You’ll need these magical glasses equipped to access the Reggie app
Pro Tip: If you’re going for the “Mate Everything” achievement (all love endings), I recommend getting your first hate ending with either Jean Loo Pissoir or Daemon – both allow you to easily change your ending later!
Accessing Reggie After First Meeting
Once Reggie has made his grand entrance, you can interact with him anytime by:
- Opening your in-game phone
- Equipping the Dateviators
- Selecting the Reggie app
- He’ll also appear automatically whenever you get another hate ending
How to Get All Three Reggie Endings in Date Everything?
Friends Ending (Easiest Path)
The friends ending with Reggie is surprisingly simple:
- Get Two Hate Endings: Earn hate endings with any two other dateables
- Automatic Friendship: Reggie’s second appearance leads directly to the friends ending
- Collect Your SPECS: You’ll receive +5 Sass points
Important: Even after becoming friends, you can still pursue his love or hate endings!
Love Ending (The Reverse Psychology Route)
Here’s where things get interesting. To make Reggie fall in love, you need to annoy him by being consistently nice and friendly – the complete opposite of what he teaches. This process takes exactly three days of interactions through the Reggie app.
Day 1 Dialogue Choices:
- Opening: “Can you teach me your ways, senpai?”
- Response 1: “Let’s get it.”
- Response 2: “Hello!”
- Response 3: “I love music and drawing too!”
- Response 4: “You got it, I’ll do my best.”
Day 2 Dialogue Choices:
- Opening: “Can you teach me your ways, senpai?”
- Response 1: “I love you, too.”
- Response 2: “Hi there Quentin! My name is [NAME].”
- Response 3: “I’ve got a hat right here – how do you like that, dear?”
Day 3 Dialogue Choices:
- Opening: “Can you teach me your ways, senpai?”
- Response 1: “Oh, sorry. I think your hands are lovely.”
- Response 2: “Pet Bluffy.”
- Response 3: “Love love love love love!”
- Response 4: “See? All according to plan.”
- Final Choice: “‘Hate’ me.” (Note the quotation marks!)
Hate Ending (The Plot Twist)
Want to make Reggie actually hate you? Follow the love route until the very end:
- Complete Days 1-3: Use all the love ending dialogue choices
- Wait for Confession: Reggie will admit he’s fallen in love
- Choose Rejection: Select “I really don’t enjoy you, dude. There’s no grand plan.”
- Embrace the Irony: The rejection master gets a taste of his own medicine!
Understanding Reggie’s Unique Personality
What Reggie Loves:
- Hate and rejection
- Himself (overwhelmingly)
- Watching others fail at romance
- Drama and sass
- Breaking gender norms
What Reggie Hates:
- Love (ironically)
- Friendship
- Everyone except himself
- Kindness and niceness
- Traditional romance
Advanced Reggie Romance Tips
The Three-Quiz Strategy
Reggie’s romance revolves around three increasingly frustrated quizzes where he tries to teach you the “art of rejection.” The key to winning his heart? Failing spectacularly at being mean:
- Quiz 1: He’ll present basic rejection scenarios – be annoyingly friendly
- Quiz 2: He steps up the difficulty – continue with kindness
- Quiz 3: Maximum frustration – kill him with kindness until he breaks
Timing Your Romance
Unlike dateables like Tyrell who you can romance quickly, Reggie requires patience:
- You MUST interact over three separate days
- Sleeping between interactions is mandatory
- You cannot speed-run his romance in one sitting
Common Mistakes to Avoid
- Don’t Actually Follow His Advice: Being mean won’t get you the love ending
- Remember the Quotation Marks: For love ending, choose “‘Hate’ me” not “Hate me”
- Don’t Skip Days: You must interact on three separate days
- Save Before Final Choice: The love/hate split happens at the very end
Reggie’s Unique Dialogue for Each Dateable
One of Reggie’s most entertaining features is his custom roast for every single dateable when you get their hate ending. He has 100+ unique lines mocking each character based on what object they are – from making fun of Dorian the door’s “inability to open up emotionally” to roasting Betty the bed for “putting people to sleep.”
Why Reggie is Worth Romancing
Narrative Significance
- Represents the game’s theme of finding love in unexpected places
- Subverts typical dating sim tropes
- Offers meta-commentary on romance mechanics
Gameplay Benefits
- Easy +5 Sass SPECS points
- Unlocks achievement progress
- Provides unique perspective on other dateables
- Essential for 100% completion
Frequently Asked Questions
Can I change Reggie’s ending after getting one?
Yes! Unlike most dateables, you can replay Reggie’s romance even after achieving an ending.
Do I need to keep getting hate endings to romance Reggie?
No, after the initial unlock, you only need to use his phone app for three days.
What’s the fastest way to get a hate ending for unlocking Reggie?
Jean Loo Pissoir in the bathroom – just be consistently rude about hygiene.
Does Reggie affect other romances?
No, romancing Reggie doesn’t impact your relationships with other dateables.
Can I get all three endings in one playthrough?
Not in one go, but you can replay his route multiple times in the same save file.
Is Reggie’s love ending harder than other dateables?
It’s more counterintuitive than difficult – just remember to be nice when he wants you to be mean!
Conclusion
Reggie stands as one of Date Everything’s most memorable characters, turning the concept of rejection into a bizarre but touching romance. His unique unlock requirement, reverse psychology romance path, and sassy personality make him a must-date character for any completionist. Whether you’re aiming for his love, settling for friendship, or ironically going for his hate ending, Reggie offers one of the most entertaining storylines in this already wild dating simulator.
Remember, in the topsy-turvy world of Date Everything, sometimes the best way to win someone’s heart is to do exactly the opposite of what they say. So grab your Dateviators, prepare for some serious sass, and get ready to romance the most rejection-loving character in gaming history!
Ready for more dating adventures? Check out our guides on romancing the mysterious Captain Jacques or dive into the heartwarming Tyrell towel romance. The world of Date Everything is full of surprises, and we’re here to help you navigate every quirky romance!