Conversations - Relationship Hero

  • Guy works hard to make the conversation interesting, still has more work to do - Feb 26, 2019

  • Does He Like Me? - Dec 31, 2018

  • Got the teasing down, but still missing key elements - Nov 4, 2017

  • Typical first conversation between two nerdy personalities - Oct 27, 2017

  • Top 11 Reasons Why You and Your Ex Broke up - Oct 5, 2017

  • Shared love of puzzles was almost enough to land a date, but not quite - Aug 7, 2017

  • Leading conversation with basic qualifying questions was good enough to get the date - Aug 6, 2017

  • Respectable-looking girl just wanted to toy with a guy - Jul 31, 2017

  • How interview-style conversation makes guy "networkedzoned" - Jul 24, 2017

  • Conversation about pineapples looks promising - Jul 17, 2017

  • A good conversation stretched out too long - Jul 16, 2017

  • Overdoing punchline of his opener, but recovers well - Jun 19, 2017

  • Conversation started off well, but died cause it lacked direction - Jun 18, 2017

  • Girl lives far away, testing whether she's worth dating - Jun 15, 2017

  • Telephone operator role-playing got her number - Jun 13, 2017

  • A "legendary" way of asking her out - Jun 13, 2017

  • Friends with benefits guy asks for a movie date, is he trying to hook up? - Jun 13, 2017

  • Bad next-date logistics may have caused guy to ghost - Jun 12, 2017

  • He invites her to meet up, she completely changes the subject - Jun 11, 2017

  • A single gif could've turned the relationship from platonic to romantic - Jun 7, 2017

  • Man tries having an affair with a woman who wants something more - Jun 7, 2017

  • Missed opportunity to gauge his interest level after he sends mixed signals - Jun 7, 2017

  • Attempting to get a quick date with a seemingly disinterested guy - Jun 6, 2017

  • Guy showing signs of losing interest after 2nd date - Jun 6, 2017

  • Good opener triggers unwarranted personal attacks - Jun 6, 2017

  • Guy telegraphs lack of interest in commitment - Jun 5, 2017

  • Starting with fun role-play, but transitions to generic questioning quickly - Jun 5, 2017

  • Killing a good flirty vibe by acting too self-conscious - Jun 2, 2017

  • Cutting through the BS, but wisely reading between the lines - May 24, 2017

  • Interesting guy sounds like he's worth waiting for - May 23, 2017

  • Agreeing to the date too quickly and now feeling regret - May 23, 2017

  • Stock opener gets enthusiastic reaction - May 23, 2017

  • Strong opener may have compensated for boring small-talk - May 22, 2017

  • Going straight for the hard questions sparked interest, but may have backfired - May 19, 2017

  • One message is all it took to filter out this try-hard guy - May 19, 2017

  • Messaging with a clear purpose and direction - May 19, 2017

  • Trying to start a conversation by asking the wrong type of questions - May 19, 2017

  • Whole Foods opener sparks conversation and sets the right frame - May 18, 2017

  • Whole Foods Line Strikes Again - May 18, 2017

  • Using a gif to verify she's not a bot - May 17, 2017

  • A good conversation, but missed a good opportunity for asking her out - May 17, 2017

  • Asking too many questions hurting the conversation - May 17, 2017

  • A decent conversation that turned into a boring interview - May 17, 2017

  • Untitled Post - May 16, 2017

  • Girl with lot of good attitude - May 16, 2017

  • A successful conversation [NSFW] - May 16, 2017

  • Girl canceled last minute - May 16, 2017

  • Conversation gets deep real quickly - May 16, 2017

  • She wouldn't give out her number - May 16, 2017

  • She never got back to me - May 16, 2017

  • Asking her out too early - May 16, 2017

  • This worked out - May 16, 2017

  • Finding common interest in sloths, but wasn't enough to get the date - May 16, 2017

  • Playful texting and bonding over a well-executed double entendre - May 16, 2017

  • Promising start, but made plans awkwardly - May 16, 2017

  • Scrambling to revive a dying conversation - May 16, 2017

  • Gaining attraction by standing his ground - May 16, 2017

  • Untitled Post - May 16, 2017

  • A decent attempt making risky texts - May 15, 2017

  • Explaining failed jokes and asking overly specific questions - May 15, 2017

  • Not showing off personality loses her interest - May 15, 2017

  • Conversation goes well until a couple boring questions kill it off - May 15, 2017

  • A conversation that sounds like an interview - May 14, 2017

  • Establishing common interest without showing off personality - a dead end - May 14, 2017

  • Edgy opener started things well, but conversation fizzled out - May 14, 2017

  • Plenty of good bantering, but it wasn't enough to get the date - May 14, 2017

  • Great bantering, but directionless - May 14, 2017

  • A commendable attempt at making a fun conversation with a short texter - May 13, 2017

  • Unsuccessful attempt at setting up the 2nd date on the same day of the first date. Almost pulled it off. - May 13, 2017

  • When good conversations fizzle out because of multiple cancellations - May 13, 2017

  • She was ready to meet up, but delayed text probably made her 2nd guess - May 13, 2017

  • Impressively getting the date using only emojis - May 13, 2017

  • Making the right moves, getting positive signals, but still ghosted - May 13, 2017

  • Missing the subtle signs she's not comfortable enough to meet - May 13, 2017

  • Funny, over-the-top, yet unsuccessful attempt at restarting a conversation - May 13, 2017

  • Great back-and-forths, but slipped up on the last message - May 13, 2017

  • Original style and good teasing without going overboard - May 13, 2017

  • Short conversation, but skilled messaging led to the date - May 13, 2017

  • Ghosted after a good first date. Possibly because of only being considered a hookup - May 13, 2017

  • Missing opportunities to connect by responding with surface-level jokes - May 13, 2017

  • Smoothly asking questions to learn more about her background - May 13, 2017

  • Coming close to getting the date the last day she was in town - May 13, 2017

  • Successfully setting up the next date after meeting at a bar - May 13, 2017

  • Called out on being a short texter, but is able to recover - May 13, 2017

  • Making assumptions leads to date - May 13, 2017

  • An unusual attempt at reviving a dying conversation - May 13, 2017

  • An emoticon to the rescue - May 13, 2017

  • Solid text game despite not getting the phone number - May 13, 2017

  • "Who Wants To Be A Millionaire" role play - May 13, 2017

  • Rightfully not responding to a guy who digs himself into a hole - May 13, 2017

  • Abruptly ghosted after a conversation that seemed to have been going well - May 13, 2017

  • Sending mixed signals about wanting to create a sexual conversation - May 13, 2017

  • Canceled on several times, she kept responding, but no phone # in the end - May 12, 2017

  • Got the phone number despite average text game - May 12, 2017

  • No message is wasted, excellent texting - May 12, 2017

  • Rushing to set up the date, but gets the # after a few failed attempts - May 12, 2017

  • Met in person, tried to setup a meeting - May 12, 2017

  • Lacking emotional connection led to no response after asking for phone # - May 12, 2017

  • Clever approach to quickly getting a phone number - May 12, 2017

  • Misunderstanding with girl, but it works out - May 12, 2017

  • Nicely engaging an old match on Tinder, but lacked direction - May 12, 2017

  • Getting the date with an aggressive start - May 12, 2017

  • She said she would meet up, but we never did. Anywhere I went wrong? - May 11, 2017

  • Less small-talk would've saved time - May 11, 2017

  • Practicing with "safe" conversation - May 11, 2017

  • Cheery conversation working out - May 11, 2017

  • Brilliantly crafted text saves the conversation - May 11, 2017

  • Not on the same wavelength with a younger girl - May 11, 2017

  • Playful conversation by pretending to be a "Nice Guy" - May 11, 2017

  • Making all the right moves with a pre-school teacher - May 11, 2017

  • Fun convo, but dragged on with too much small-talk - May 11, 2017

  • Deep convo on Tinder - May 10, 2017

  • Tinder Champagne pun a bit too sophisticated - May 10, 2017

  • Taco role play on Tinder - May 10, 2017

  • Strong opener with a swimming instructor - May 10, 2017

  • Conversation oozing with personality - May 10, 2017

  • Qualification-heavy Tinder convo - May 10, 2017

  • Tinder girl who likes tattoos - May 10, 2017

  • Not being edgy makes him uninteresting - May 10, 2017

  • Keeping the same joke going for too long - May 10, 2017

  • Killing conversation by being inattentive and generic - May 10, 2017

  • Wasn't sure what to say, how did I do? - May 10, 2017

  • Setting up date after meeting on the street - May 10, 2017

  • Very wordy guy puts girl on a pedestal - May 10, 2017

  • An old crush texting out of nowhere, comes off sleazy quickly - May 10, 2017

  • Not responding to an overly eager guy with possible anger issues - May 10, 2017

  • Guy comes off boring, but isn't given a chance to prove otherwise - May 10, 2017

  • Funny guy with dark humor sounds intriguing - May 10, 2017

  • Sloppy at the start, but found common interest in basketball - May 10, 2017

  • World-class Giphy game - May 10, 2017

  • Turned a crazy conversation into a phone # - May 10, 2017

  • Interview-style conversation suffocating the positive energy - May 9, 2017

  • Epic pun - May 9, 2017


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