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1
151 Questions to Ask a Guy They'll Actually Like Answering
https://www.teenvogue.com/story/151-questions-to-ask-a-guy-theyll-actually-like-answering
2
250 Good Questions to Ask a Guy to Get to Know Him - Parade
https://parade.com/968403/parade/questions-to-ask-a-guy/
3
30 questions to ask a guy to really get to know him — Calm Blog
https://www.calm.com/blog/questions-to-ask-a-guy
4
500 Good Questions to Ask - Conversation Starters World
https://conversationstartersworld.com/good-questions-to-ask/
5
What are some genuinely fun and interesting questions a guy ...
https://www.reddit.com/r/AskWomenNoCensor/comments/1kb5bwm/what_are_some_genuinely_fun_and_interesting/
6
What are some interesting questions to ask a guy? - Quora
https://www.quora.com/What-are-some-interesting-questions-to-ask-a-guy
7
I've created a list of more than 200 interesting questions ...
https://www.reddit.com/r/CasualConversation/comments/9lgx26/ive_created_a_list_of_more_than_200_interesting/
8
115 Questions to ask a guy to approach him the right way
https://www.eharmony.com/dating-advice/getting-to-know/questions-to-ask-a-guy/
9
Top 50 Questions To Ask A Guy To Build A Deeper Connection
https://www.oliviawendel.com/blogs/articles/questions-to-ask-a-guy?srsltid=AfmBOooPIxAu8PUnP_QasAqu1cUUw0H8EVt_QGgUaCcVfcKQ0xFY3q58
10
70 - Thought-Provoking Questions (Conversation Starters)
https://www.spiritandmuse.com/spirit-muse-blog/70-thought-provoking-questions
11
299 Deep Questions to Ask: A Guy, Girl, Friend, or Anyone
https://www.berkeleywellbeing.com/deep-questions-to-ask.html
12
Fun Questions To Ask A Guy To Get To Know Him - BetterHelp
https://www.betterhelp.com/advice/relations/what-are-some-good-questions-to-ask-a-guy-you-just-met/
13
180 Intriguing Questions to Ask a Guy To Deepen Your ...
https://www.countryliving.com/life/entertainment/a62354048/questions-to-ask-guys/
14
100+ Questions To Ask A Guy To Get To Know Him Better
https://www.mindbodygreen.com/articles/questions-to-ask-a-guy?srsltid=AfmBOoqBGGRbxUF7c-wpLauix25rO4wW4bI3XtKVWs6BKWcLUhCF81lb
16
260 Best Questions To Ask To Get To Know Someone
https://www.womenshealthmag.com/life/a22500573/questions-to-ask-to-get-to-know-someone/
17
104 Questions to Ask a Guy to Get to Know Him Better
https://www.today.com/life/relationships/questions-to-ask-a-guy-rcna127903
18
153 Questions to Ask a Guy to Get to Know Him Deeper
https://www.breakthecycle.org/questions-to-ask-a-guy/
19
50 First Date Questions for Engaging Conversations
https://www.verywellmind.com/first-date-questions-for-engaging-conversations-7563587
20
Random Questions to Ask People: The Best List - Team Building
https://teambuilding.com/blog/random-questions
21
300+ Deep Questions To Keep The Conversation Going
https://www.scienceofpeople.com/keep-conversation-going/
22
270 Questions to Ask Your Boyfriend - Relationships - The Knot
https://www.theknot.com/content/questions-to-ask-your-boyfriend
23
100 Best Questions to Ask to Get to Know Someone - Prevention
https://www.prevention.com/sex/relationships/a40460332/questions-to-ask-to-get-to-know-someone/
24
175 Romantic Questions To Ask A Guy To Get To Know Him ...
https://greenweddingshoes.com/questions-to-ask-a-guy-to-get-to-know-him-deeper/
25
What To Talk About With A Guy: Ideas To Spark Conversation
https://www.betterhelp.com/advice/general/20-ideas-on-what-to-talk-about-with-a-guy/
26
100 Good Questions To Ask A Guy That Will Bring You Closer ...
https://thoughtcatalog.com/marisa-donnelly/2016/08/100-good-questions-to-ask-a-guy-that-will-bring-you-closer-together/
27
70+ Questions to Ask to Get to Know Someone Better - BetterUp
https://www.betterup.com/blog/questions-to-ask-to-get-to-know-someone
28
10 Perfect Questions to Ask On The First Date To Really Get To ...
https://www.joinonelove.org/learn/10-perfect-questions-to-ask-on-the-first-date-to-really-get-to-know-someone/
29
275+ Deep Questions To Ask To Get to Know Someone - Parade
https://parade.com/1043059/marynliles/deep-questions/
30
85 Interesting, Random Questions to Ask a Guy to Break the ...
https://www.lovepanky.com/women/dating-men-tips-for-women/random-questions-to-ask-a-guy
31
50 Questions to Ask Someone Instead of “How Are You”
https://medium.com/the-ascent/50-questions-to-ask-someone-instead-of-how-are-you-9cddc96ccb86
32
288 Questions To Ask A Guy To Get To Know Him Deeper
https://socialself.com/blog/questions-guy-get-to-know/
33
153+ Questions To Ask A Guy To Get To Know Him Better
https://www.cosmopolitan.com/sex-love/a42221264/questions-to-ask-a-guy/
34
100 Questions to Ask a Guy - Marriage.com
https://www.marriage.com/advice/romance/questions-to-ask-a-guy/
36
Deep Questions To Ask | Best in 2025 - Classpop!
https://www.classpop.com/magazine/deep-questions-to-ask
37
50 Questions You Should Ask Your Partner During Date Night
https://www.indwellweddings.com/resources/2019/2/4/50-questions-to-ask-your-partner-during-date-night
38
What Are Interesting Questions To Ask A Guy? - Goalcast
https://www.goalcast.com/questions-to-ask-a-guy/
39
40 Personal Questions to Ask A Guy - Vixen Daily
https://www.vixendaily.com/love/personal-questions-to-ask-a-guy/
40
What are good questions to ask a guy that you are interested in ...
https://www.quora.com/What-are-questions-to-get-to-know-someone-that-are-worth-asking-someone?top_ans=1477743733383357
41
75 Interesting Topics to Talk About with a Guy - wikiHow
https://www.wikihow.com/Topics-to-Talk-About-with-a-Guy
42
160 Questions to Ask a Guy: Spark a Meaningful Connection
https://boo.world/resources/questions-to-ask-a-guy
43
55 Interesting Questions to Ask a Guy Online - EliteSingles
https://www.elitesingles.com/online-dating/interesting-questions-to-ask-a-guy
44
25 Topics to Talk About With a Guy to Get the Conversation Going
https://www.breakthecycle.org/topics-to-talk-about-with-a-guy/
45
100+ Questions to Ask Your Boyfriend From Therapists
https://www.choosingtherapy.com/questions-to-ask-your-boyfriend/
46
20 Great Questions to Ask on a Date - LoveQuest Coaching
https://lovequestcoaching.com/blog/20-great-questions-to-ask-on-a-date
47
36 questions that might lead to love - landscape of life
https://www.landscapeoflife.com.au/live-love-lead-journal/36-questions-that-may-lead-to-love
48
57 Open-Ended Questions to Get Teens Talking - iD Tech
https://www.idtech.com/blog/open-ended-questions-to-ask-kids-and-teens
49
Questions to Ask a Guy: 125 Things to Ask to Keep You Talking
https://youqueen.com/love/questions-to-ask-a-guy/
50
36 Questions for Increasing Closeness | Practice
https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness
51
100 Flirty Questions to Ask a Guy You Like (Or Love)
https://www.rd.com/article/flirty-questions-to-ask-a-guy/
52
75+ Questions to Ask a Guy over Text to Get To Know Him More
https://www.wikihow.com/Questions-to-Ask-a-Guy-over-Text
53
50+ Fun Questions To Ask A Guy Over Text To Spark a ...
https://roast.dating/blog/questions-to-ask-a-guy-over-text
54
50 Thoughtful Questions to Ask on a First Date - Camille Styles
https://camillestyles.com/wellness/relationships/questions-to-ask-on-a-first-date/
55
195 Fun Questions To Ask Your Boyfriend - Lovewick
https://lovewick.com/fun-questions-to-ask-your-boyfriend/
56
500+ Questions To Ask A Guy Over Text, To Know Him More
https://www.momjunction.com/articles/fun-flirty-questions-to-ask-a-guy-over-text_00669137/
57
85 Deep Conversation Starters for Couples - Brides
https://www.brides.com/deep-conversation-starters-for-couples-5210683
58
300 Questions to Ask Your Boyfriend That'll Strengthen Your ...
https://wezoree.com/inspiration/230-questions-to-ask-your-boyfriend-that-ll-strengthen-your-connection/
59
Care To Ask | Conversation Starters for Better Connection
https://www.thementalhealthcoalition.org/care-to-ask-conversation-starters/
60
Meaningful Dating Questions | Build Deeper Bonds (2025)
https://ambiancematchmaking.com/blog-articles/70-deep-questions-to-truly-get-to-know-your-date/
61
20 Good Questions To Ask A Guy To Really Get To Know Him
https://www.yourtango.com/love/good-questions-ask-guy-first-date-get-really-know-him
62
47 Questions to Ask Network Peers About Their Job | Indeed.com
https://www.indeed.com/career-advice/interviewing/questions-to-ask-someone-about-their-job
63
Intrusive Questions to Ask - Pinterest
https://www.pinterest.com/ideas/intrusive-questions-to-ask/936535899038/
64
150+ Funny Questions to Ask a Guy - HubPages
https://discover.hubpages.com/relationships/Funny-Questions-to-Ask-a-Guy
65
How To Have A Conversation Without Asking Questions
https://weand.me/2021/01/19/how-to-have-a-conversation-without-asking-questions/
67
200 Relationship Questions To Strengthen Your Connection
https://www.betterup.com/blog/relationship-questions
68
733 Good Questions To Ask And Get To Know Someone Better
https://www.stylecraze.com/articles/questions-to-ask-to-get-to-know-someone/
69
120 Questions to Ask a Guy - Funny, Flirty, or Deep - TheCoolist
https://www.thecoolist.com/questions-to-ask-a-guy/
70
17 Things to Talk About When You Can't Think of Anything to Say
https://www.becomemorecompelling.com/blog/things-to-talk-about
72
100 icebreaker questions to get the conversation started - Mural
https://www.mural.co/blog/icebreaker-questions
73
21 Questions to Ask a Guy When Dating | LoveToKnow
https://www.lovetoknow.com/life/relationships/21-questions-ask-guy
74
230+ Funny Questions to Ask a Guy And Get to Know Him Better
https://www.pinkvilla.com/lifestyle/relationships/funny-questions-to-ask-a-guy-1345429
75
121 Questions to Get to Know a Guy (Interesting, Funny ...
https://mantelligence.com/questions-to-ask-a-guy/
76
25 Fun & Unique Date Questions - Boundless.org
https://www.boundless.org/blog/25-fun-unique-date-questions/
77
Mature Dating Tips: 24 First Date Questions and Topics
https://www.womansworld.com/life/relationships/first-date-questions
78
20 Conversation Starters for Anyone Struggling to Connect
https://www.wondermind.com/article/conversation-starters/
79
50 Interesting Conversation Topics To Talk About With Anyone
https://shynesssocialanxiety.com/good-conversation-topics/
80
The Only List of Icebreaker Questions You'll Ever Need
https://museumhack.com/list-icebreakers-questions/
81
150+ Good Conversation Starters - The Everygirl
https://theeverygirl.com/good-conversation-starters/
82
What Questions Do You Ask on First Dates? | Cup of Jo
https://cupofjo.com/2024/03/13/what-questions-do-you-ask-on-a-first-date/
83
27 Questions to Ask Instead of "What Do You Do?" - Buffer
https://buffer.com/resources/27-question-to-ask-instead-of-what-do-you-do/
84
Good Question... 45+ Deep Conversation Starters with Friends
https://psychcentral.com/health/deep-conversation-starters
85
208 Intentional Questions to Ask Your Spouse
https://sarahanndesign.co/intentional-questions-ask-spouse/
86
Letters from Esther #7: The Art of Conversation
https://www.estherperel.com/blog/letters-from-esther-7
87
56 Deep Questions to Ask a Guy to Build Attraction
https://lovestrategies.com/deep-questions-to-ask-a-guy/
88
100 Questions to Ask Crush - Questions to See if Crush Likes You
https://www.seventeen.com/love/dating-advice/a30097/31-questions-to-ask-a-guy-game/
89
100 Questions to Spark Conversation & Connection.
https://www.alexandrafranzen.com/2014/11/26/100-questions-to-spark-conversation-connection-at-the-thanksgiving-table/
90
How was it? 10 better questions to ask a traveller
https://thewanderbug.com/how-was-it-10-better-questions-to-ask-a-traveller/
91
50 Fun Conversation Starters You Can Ask Friends - People.com
https://people.com/lifestyle/50-questions-you-can-ask-your-friends-instead-of-coronavirus/
92
4 Different Ways to Ask "How are you feeling?"
https://weshouldgettogether.com/blog/4-different-ways-to-ask-how-are-you-feeling
93
40 Dinner Table Questions to Stay Connected | Goodwin ...
https://www.goodwin.edu/enews/no-cell-phone-dinner-table-questions/
94
[PDF] Ice Breaker Questions
https://www.mtu.edu/student-leadership/student-orgs/rso-resources/virtual-resources/fun-icebreaking-questions.pdf
95
180 Questions To Ask Your Crush - The Ultimate List - Now&Me
https://nowandme.com/blog/questions-to-ask-your-crush
96
Conversation Starters With a Guy - Some Tips - eHarmony
https://www.eharmony.com/dating-advice/dating/conversation-starters-with-a-guy/
97
150 Intimate Questions For Couples to Start a Deep Conversation
https://www.goodhousekeeping.com/life/relationships/a62240257/questions-for-couples/
98
299 Deep Questions To Ask Your Date, Partner, Family ...
https://www.mindbodygreen.com/articles/deep-questions-to-ask?srsltid=AfmBOornWGCGMWguDAcNCKhjk307Vv6CIrI47CNFKOoXGoJCZ6_SmpZ4
99
200 Questions to Ask a Guy - The best list out there - Pinterest
https://www.pinterest.com/pin/list-of-questions-to-ask-a-guy--99501472997295026/
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