• What is the most embarrassing thing your ex boyfriend has done in public?
– Share a funny or cringe-worthy incident where he maybe tripped and fell flat on his face during a crowded event, leaving everyone in stitches.
• Dare him to text his current crush and confess his feelings.
– Challenge him to summon up some courage and spill the beans about those hidden emotions. Will it be an awkward disaster or a surprising love connection?
• Ask him about any secrets he kept from you during your relationship.
– Dig deep into the vault of untold mysteries! Unveil those clandestine moments that were tucked away, waiting for this opportune moment of truth.
• Challenge him to share a funny or awkward story from when you were together.
– Bring back those hilarious memories that make you both laugh till tears stream down your faces. Reminisce about silly mishaps or quirky adventures!
• Find out if he ever lied to you and ask for an explanation.
– Time for some honesty hour! Put on your detective hat and uncover any fibs that may have slipped through his lips. Demand answers with all the sassiness you can muster!
• Dare him to call one of his friends and sing a love song on speakerphone.
– Let’s see how brave he really is! Make sure he serenades someone close while belting out cheesy lyrics filled with affection. Bonus points if they record it for future blackmail purposes!
• Inquire about his biggest regret regarding your past relationship.
– Get ready for some soul-searching revelations as you dive headfirst into what could’ve been different. Discover whether there are lingering “what ifs” haunting his mind.
• Challenge him to post an embarrassing throwback photo of the two of you on social media with a heartfelt caption, explaining why it didn’t work out between both of you.
– Ah, sweet revenge wrapped in nostalgia! Watch as he shares an embarrassing snapshot accompanied by a heartfelt explanation that will make his followers gasp in sympathy or laughter.
• Ask if there was anything specific that annoyed or bothered him about being in a relationship with you.
– Time to face the music! Find out what little quirks or habits drove him up the wall during your time together. Brace yourself for some brutally honest confessions!
• Dare him to send you a heartfelt apology message for any mistakes he made during your relationship.
– Let’s see if he can swallow his pride and genuinely apologize for those moments where he messed up. Will it be an Oscar-worthy performance, or will sincerity shine through?
• Ask if there was ever a moment when he considered getting back together with you and why.
– Ah, longing glances into the past! Delve into whether there were instances where thoughts of rekindling crossed his mind. Prepare yourself for possible nostalgia overload!
• Challenge him to reveal the funniest or most embarrassing nickname he had for you while dating.
– Time to spill the beans on all those cutesy names that left everyone else scratching their heads! Was it something adorable like “Pumpkin Spice” or hilariously cringeworthy like “Snuggle Muffin”?
• Inquire about his thoughts on what caused the breakup and whether he believes it could have been prevented.
– Get ready for some deep introspection as you explore what led to your unfortunate split. Discover whether hindsight has shed light on potential solutions, leaving room for bittersweet reflection.
• Dare him to write a short poem or song about your time together, expressing both the good and bad moments.
– Unleash his inner poet! Watch as words flow from pen to paper (or keyboard) capturing snippets of memories – sweet, bitter, funny – encapsulating everything that made your journey unique.
• Ask if there is anything specific that still reminds him of you or triggers memories from your past relationship.
– Dive into the realm of nostalgia and see what triggers those heart-tugging memories. Was it a particular scent, a song, or maybe even an inside joke that still makes him smile?
• Challenge him to share one thing he learned from being in a relationship with you that has positively impacted his life since then.
– Time for some self-reflection! Encourage him to uncover valuable lessons gained during your time together. Discover whether he’s grown wiser and more appreciative of love’s complexities.
• Inquire about any regrets he may have regarding how things ended between you both and if there’s anything he wishes he could change.
– Prepare yourself for potential emotional revelations as you explore his deepest regrets surrounding the demise of your relationship. Will hindsight bring forth remorse or acceptance?