100 WAYS I WOULD MAKE IT COMPLICATED FOR A MAN TO DATE ME (IF I REALLY WANTED TO)


  1. CHANGE MY MIND EVERY 5 MINUTES
    Because consistency is overrated.
    “I love sushi—wait, no, I hate it. Let’s do pizza. Actually…”
  2. NEVER TEXT BACK FIRST
    If he really cares, he’ll text me three times in a row.
    “Oh, you thought I’d reply quickly? Cute.”
  3. HAVE A NEW RULE EVERY DAY
    Keeps things fresh—and confusing.
    “On Tuesdays, I don’t talk before coffee. Wednesdays? No coffee at all.”
  4. TALK ABOUT MY EX—A LOT
    Let’s see how secure he really is.
    “You remind me of my ex, but, like, in a different way. It’s a compliment, I think.”
  5. CRITICIZE HIS OUTFIT EVERY TIME
    Fashion police reporting for duty.
    *”Are you really wearing *that? Bold choice.”
  6. INSIST ON SPONTANEITY, THEN DEMAND A PLAN
    Let’s make it an impossible paradox.
    “Surprise me! But also, I need a detailed itinerary by noon.”
  7. MAKE EVERYTHING A TEST
    If he loves me, he’ll pass them all.
    “What would you do if I got stranded in the Amazon jungle without Wi-Fi?”
  8. HAVE ZERO TOLERANCE FOR BEING LATE
    Even if I’m late myself.
    “You’re three minutes late? Wow. I was only five minutes late, so there’s no comparison.”
  9. FLIP-FLOP ON MY FEELINGS
    Keep him guessing forever.
    “I like you. No, I love you. No, I’m not sure if I even like you.”
  10. BE MYSTERIOUS TO THE POINT OF CONFUSION
    Because clarity is boring.
    “What’s my favorite color? It depends on the vibe of the day.”
  11. NEVER ACCEPT A COMPLIMENT
    Make him work harder to validate me.
    “You think I’m beautiful? Okay, but why?”
  12. MAKE HIM GUESS WHAT I’M THINKING
    Because I’m a puzzle he’ll never solve.
    “If you really knew me, you’d know exactly what’s wrong.”
  13. TURN EVERYTHING INTO A COMPETITION
    Let’s see who wins this date.
    “I could totally eat more tacos than you.”
  14. HAVE UNREALISTIC EXPECTATIONS
    If he’s serious, he’ll figure it out.
    “You didn’t bring flowers, a playlist, and a three-course meal? Wow.”
  15. DISAPPEAR FOR DAYS
    Just to keep things spicy.
    “Where was I? Don’t worry about it.”
  16. FIND A NEW PET PEEVE DAILY
    Keeps him on his toes.
    “You chew too loudly. No, wait, now you’re chewing too quietly.”
  17. IGNORE ALL OF HIS EFFORTS
    Nothing is ever enough.
    “You planned a picnic? Hmm. Did you forget the champagne?”
  18. DROP HINTS INSTEAD OF COMMUNICATING
    Makes everything feel like a scavenger hunt.
    “If you really listened, you’d know exactly what I want.”
  19. PICK FIGHTS OVER THE SMALLEST THINGS
    Just to see how he reacts.
    “You didn’t put the toilet seat down? What else are you hiding from me?”
  20. BE OBSESSED WITH ASTROLOGY
    Sorry, but if his moon sign doesn’t align with mine, we’re doomed.
    “Wait, you’re a Gemini? Yikes.”
  21. NEVER LET HIM PAY—OR ALWAYS LET HIM PAY
    Change the rule based on the mood.
    “You want to split the bill? Interesting.”
  22. EXPECT HIM TO READ MY MIND
    Isn’t that part of dating?
    “You should’ve known I wanted the window seat.”
  23. BE OVERLY CRYPTIC ABOUT MY DAY
    Make him curious and confused.
    “My day? It was… eventful.”
  24. BRING A FRIEND ON EVERY DATE
    Third wheels are a vibe.
    “Oh, I thought it’d be fun if Sarah joined us for dinner!”
  25. ALWAYS KEEP HIM GUESSING
    Predictability is for amateurs.
    “Guess what we’re doing tonight? Nope, wrong. Try again.”
  26. COMPARE HIM TO FICTIONAL CHARACTERS
    No one can live up to Mr. Darcy.
    *”You’re great, but you’re no Ryan Gosling in *The Notebook.”
  27. CHANGE THE TOPIC MID-CONVERSATION
    Who needs linear discussions?
    “Wait, why are we talking about dinner? Let’s discuss the meaning of life.”
  28. MAKE HIM EARN MY TRUST EVERY DAY
    Because love is a daily test.
    “What did you do to deserve me today?”
  29. NEVER SHOW VULNERABILITY
    Keep it mysterious.
    “Feelings? Never heard of them.”
  30. HOLD A GRUDGE FOREVER
    Even over the smallest things.
    “Remember when you forgot my coffee order two months ago? Yeah, I’m still thinking about it.”
  31. PRETEND TO FORGET HIS NAME Description:
    Make him question his importance by feigning forgetfulness. Example:
    “Wait… your name was Mark, right? Or was it Matt?”
  32. MAKE EVERY DECISION A DEBATE Description:
    Turn simple choices into philosophical arguments. Example:
    “Are you sure we should order pizza? Let’s unpack the ethics of fast food first.”
  33. NEVER COMPLIMENT HIM Description:
    Make him feel like he’s constantly falling short. Example:
    “Oh, you opened the door for me? Don’t strain yourself.”
  34. SPEAK IN RIDDLES Description:
    Keep him guessing every step of the way. Example:
    “The key to my heart is hidden in the stars—figure it out.”
  35. HAVE AN IMPOSSIBLE TO-DO LIST FOR HIM Description:
    Set the bar so high he can never reach it. Example:
    “I need you to read my mind, run errands, and invent time travel by noon.”
  36. REFUSE TO SHARE YOUR OPINIONS Description:
    Keep him guessing about where you stand on everything. Example:
    “I don’t know… What do YOU think about it?”
  37. CRITICIZE HIS FRIENDS CONSTANTLY Description:
    Make him feel torn between you and his social circle. Example:
    “Your friend Dave? Yeah, he’s not exactly boyfriend material.”
  38. NEVER TAKE RESPONSIBILITY FOR ANYTHING Description:
    Blame everything on him, even your own mistakes. Example:
    “I spilled my drink because you distracted me—this is your fault!”
  39. EXPECT A DAILY DECLARATION OF LOVE Description:
    Make him prove his affection every single day. Example:
    “You haven’t told me you love me yet today—care to explain?”
  40. MAKE HIM GUESS YOUR MOOD Description:
    Keep your emotional state a total mystery. Example:
    “I’m fine. No, I’m not fine. Actually… figure it out.”
  41. CHANGE THE RULES MID-DATE Description:
    Keep him on edge by flipping expectations. Example:
    “I said I wanted tacos, but now I’m thinking sushi instead.”
  42. NEVER ACCEPT HIS APOLOGIES Description:
    Drag every conflict out as long as possible. Example:
    “Sorry doesn’t fix everything, you know.”
  43. INTERRUPT HIM CONSTANTLY Description:
    Make it impossible for him to finish a thought. Example:
    “Oh wait, hold on, what you just said reminds me of something more interesting.”
  44. BE LATE EVERY SINGLE TIME Description:
    Test his patience with chronic lateness. Example:
    “You’re upset I’m 45 minutes late? Relax, it’s not like we’re curing cancer.”
  45. ONLY RESPOND WITH ONE-WORD TEXTS Description:
    Keep the conversation dry and difficult. Example:
    “Him: How was your day? You: Fine.”
  46. TURN EVERY DATE INTO A JOB INTERVIEW Description:
    Grill him on his life goals, past mistakes, and ambitions. Example:
    “Where do you see yourself in five years, and how does that align with my timeline?”
  47. ALWAYS POINT OUT HIS FLAWS Description:
    Keep him focused on self-improvement. Example:
    “That shirt really doesn’t bring out your best features.”
  48. IGNORE HIM IN PUBLIC Description:
    Act like he’s invisible when you’re around others. Example:
    “Oh, sorry—were you talking to me? I was busy.”
  49. HOLD HIM TO STANDARDS YOU DON’T MEET YOURSELF Description:
    Create a one-sided expectation system. Example:
    “You should work out more—I mean, I don’t, but still.”
  50. GIVE HIM A POP QUIZ ON YOUR LIFE Description:
    Test how well he remembers everything you’ve ever said. Example:
    “What’s my favorite color? Wrong—it’s not blue anymore.”
  51. COMPARE HIM TO YOUR DREAM CELEBRITY Description:
    Make him feel inadequate compared to an impossible ideal. Example:
    “Chris Hemsworth would’ve opened the car door for me.”
  52. ONLY TALK ABOUT YOURSELF Description:
    Make every conversation one-sided. Example:
    *”Enough about your day—let me tell you what *I* did.”*
  53. CRITICIZE HIS FAMILY Description:
    Add tension by questioning his loved ones. Example:
    “Your mom’s lasagna recipe? Yeah, it’s… okay, I guess.”
  54. REFUSE TO SHOW ANY AFFECTION Description:
    Keep all emotional and physical warmth at bay. Example:
    “A hug? Let’s not get carried away.”
  55. MAKE EVERY DECISION A TEST OF LOYALTY Description:
    Force him to prove his devotion constantly. Example:
    “If you really cared, you’d know which movie I wanted to see.”
  56. NEVER ACKNOWLEDGE HIS EFFORTS Description:
    Make him feel like nothing he does is ever enough. Example:
    “Oh, you cleaned the whole kitchen? Did you forget the living room?”
  57. KEEP BRINGING UP PAST ARGUMENTS Description:
    Never let old fights rest. Example:
    “Remember that time you forgot my birthday two years ago? Yeah, I do.”
  58. BE EXTREMELY INDECISIVE Description:
    Make planning anything a nightmare. Example:
    *”I don’t know what I want to eat—what do *you* think I want?”*
  59. QUESTION EVERYTHING HE DOES Description:
    Add doubt to every action he takes. Example:
    *”You parked *here? Are you sure that was a good idea?”
  60. MAKE HIM GUESS YOUR EXPECTATIONS Description:
    Keep him in the dark about what you actually want. Example:
    “If you really knew me, you’d already know what I’m thinking.”
  61. BE CONSTANTLY SARCASTIC Description:
    Use sarcasm to make every conversation feel like a guessing game. Example:
    *”Oh sure, because *you* always make the best decisions.”*
  62. EXPECT HIM TO FIX EVERYTHING Description:
    Turn him into your personal handyman. Example:
    “The sink’s leaking, the TV remote doesn’t work, and my laptop is slow—what are you going to do about it?”
  63. COMPLAIN ABOUT EVERYTHING Description:
    Make negativity your default mode. Example:
    “This restaurant is too loud, the food is too spicy, and the chairs are too hard.”
  64. NEVER LET HIM WIN AN ARGUMENT Description:
    Even if he’s right, always find a way to come out on top. Example:
    “Okay, maybe you’re right, but the way you said it is still wrong.”
  65. MAKE EVERYTHING ABOUT SOCIAL MEDIA Description:
    Focus on capturing the perfect Instagram moment instead of enjoying the date. Example:
    “Wait, don’t eat yet—I need to take a picture of our food from five different angles.”
  66. HOLD HIM TO IMPOSSIBLE STANDARDS Description:
    Expect perfection in every aspect of his life. Example:
    “You only ran four miles this morning? Why not five?”
  67. BRING UP OTHER MEN CONSTANTLY Description:
    Make him feel like he’s always competing. Example:
    “My coworker Alex would never forget to bring me coffee.”
  68. NEVER GIVE HIM CREDIT FOR ANYTHING Description:
    Downplay his contributions to your life. Example:
    “Thanks for helping with the dishes, but I could’ve done it faster.”
  69. SET TRAPS HE CAN’T AVOID Description:
    Put him in lose-lose situations. Example:
    “Do you think I look better in this dress or the other one? Be honest, but don’t hurt my feelings.”
  70. TURN EVERYTHING INTO A CRITIQUE Description:
    Make him feel like nothing he does is good enough. Example:
    “That’s how you tie a tie? Interesting choice.”
  71. NEVER SHOW GRATITUDE Description:
    Take everything he does for granted. Example:
    “Of course you opened the door for me—you’re supposed to.”
  72. ACT JEALOUS OF HIS TIME WITH FRIENDS Description:
    Guilt-trip him whenever he has a life outside of you. Example:
    “Oh, so you have time for poker night but not for me? Cool.”
  73. CHANGE PLANS LAST MINUTE Description:
    Make it impossible for him to keep up. Example:
    “I know I said I wanted a quiet night in, but let’s go out instead.”
  74. REFUSE TO GIVE CLEAR ANSWERS Description:
    Keep him guessing about everything. Example:
    “Do I like seafood? I don’t know, maybe. You figure it out.”
  75. MAKE EVERYTHING A TEST OF HIS DEDICATION Description:
    Force him to prove himself constantly. Example:
    “If you really cared, you’d know exactly what kind of flowers I like.”
  76. HOLD GRUDGES FOREVER Description:
    Never let him forget even the smallest mistakes. Example:
    “Remember that time you forgot to text me goodnight? Yeah, I’m still thinking about it.”
  77. TURN EVERY STORY INTO A COMPETITION Description:
    Always find a way to one-up him. Example:
    “Oh, you ran a marathon? That’s cool—I once did a triathlon.”
  78. BE CRITICAL OF HIS HOBBIES Description:
    Dismiss what makes him happy. Example:
    “You spend hours playing video games? Isn’t that a little childish?”
  79. SET EXPECTATIONS WITHOUT TELLING HIM Description:
    Then blame him for not meeting them. Example:
    “You didn’t plan anything special for our one-month anniversary? Wow.”
  80. NEVER SHOW EXCITEMENT Description:
    Make every date feel dull by refusing to engage. Example:
    “Oh, a rooftop dinner? That’s… fine, I guess.”
  81. IGNORE HIS FEELINGS Description:
    Make him feel like his emotions don’t matter. Example:
    “You’re upset? Well, I’m having a worse day, so let’s talk about me.”
  82. CRITICIZE HIS CAREER CHOICES Description:
    Undermine his confidence in his work. Example:
    “You’re still in that job? I thought you wanted something better.”
  83. NEVER APOLOGIZE FOR YOUR OWN MISTAKES Description:
    Keep the blame entirely on him. Example:
    “Yes, I was late, but if you’d reminded me, I wouldn’t have been.”
  84. EXPECT HIM TO CHANGE WHO HE IS Description:
    Try to mold him into your perfect idea of a partner. Example:
    “You’d be so much better if you were more like my dad.”
  85. MAKE EVERYTHING A DRAMA Description:
    Turn small issues into major conflicts. Example:
    “You forgot to bring me coffee? Are you even trying?”
  86. ACT LIKE NOTHING IS EVER ENOUGH Description:
    Keep him chasing an impossible standard. Example:
    “Thanks for the flowers, but roses would’ve been nicer.”
  87. TURN EVERY DATE INTO A SOCIAL MEDIA EVENT Description:
    Make him feel like a prop for your online image. Example:
    “Hold my hand again so I can get a better picture for Instagram.”
  88. NEVER GIVE HIM A STRAIGHT ANSWER Description:
    Keep him confused and frustrated. Example:
    “Do I like you? That’s for me to know and you to find out.”
  89. BE OVERLY CRITICAL OF HIS FAMILY Description:
    Add tension to his personal relationships. Example:
    “Your sister’s wedding was nice, but the decor was tacky.”
  90. MAKE HIM JUMP THROUGH HOOPS FOR EVERYTHING Description:
    Create unnecessary barriers to intimacy. Example:
    “You can’t kiss me until you’ve answered three trivia questions correctly.”
  91. DISMISS HIS OPINIONS Description:
    Act like his thoughts don’t matter. Example:
    “That’s an interesting idea, but let’s do it my way instead.”
  92. NEVER GIVE HIM CLEAR EXPECTATIONS Description:
    Keep everything ambiguous and unclear. Example:
    “I thought you’d know what I wanted without me having to say it.”
  93. TURN EVERYTHING INTO A “ME VS. YOU” SITUATION Description:
    Frame every disagreement as a battle. Example:
    “You like pineapple on pizza? Well, I guess we’ll never see eye to eye.”
  94. CRITICIZE HOW HE SPENDS HIS TIME Description:
    Undermine his priorities. Example:
    “You’re spending Saturday watching sports? Really?”
  95. MAKE HIM PROVE HIMSELF CONSTANTLY Description:
    Demand evidence of his dedication at all times. Example:
    “You love me? Then why didn’t you call me this morning?”
  96. NEVER GIVE HIM THE BENEFIT OF THE DOUBT Description:
    Assume the worst in every situation. Example:
    “You didn’t answer my text right away—what were you doing?”
  97. CREATE COMPLEX “TESTS” FOR HIM Description:
    Test his commitment with impossible scenarios. Example:
    “If I got stranded in Antarctica, how fast would you rescue me?”
  98. IGNORE HIS NEEDS COMPLETELY Description:
    Make the relationship entirely about you. Example:
    “Oh, you’re tired? Well, I need you to listen to me rant for an hour first.”
  99. MAKE EVERY DATE ABOUT PROVING HIMSELF Description:
    Constantly challenge his worthiness. Example:
    “Let’s see if you can impress me tonight—I’m not easily wowed.”
  100. SET UNREALISTIC EXPECTATIONS FOR PERFECTION Description:
    Ensure he feels like he’s always falling short. Example:
    “I’m looking for someone who can read my mind, cook like a chef, and make me laugh 24/7—can you handle that?”

About the author

Shiva Rajaya

Tantrika / Life coach / Activator of new evolutionary codes for the planet and humankind