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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 interesting questions to ask a guy? - Quora
https://www.quora.com/What-are-some-interesting-questions-to-ask-a-guy
6
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/
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
100+ Deep Questions to Ask a Guy and Truly Connect
https://www.eharmony.com/dating-advice/getting-to-know/deep-questions-to-ask-a-guy/
9
160 Questions to Ask a Guy: Spark a Meaningful Connection
https://boo.world/resources/questions-to-ask-a-guy
10
Top 50 Questions To Ask A Guy To Build A Deeper Connection
https://www.oliviawendel.com/blogs/articles/questions-to-ask-a-guy?srsltid=AfmBOoqTOTsbzSI3VvlXYUGloiMKSxy3vMLxf66t-MIXfjvTJQoU06LC
11
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/
12
70 - Thought-Provoking Questions (Conversation Starters)
https://www.spiritandmuse.com/spirit-muse-blog/70-thought-provoking-questions
13
299 Deep Questions to Ask: A Guy, Girl, Friend, or Anyone
https://www.berkeleywellbeing.com/deep-questions-to-ask.html
14
100+ Questions To Ask A Guy To Get To Know Him Better
https://www.mindbodygreen.com/articles/questions-to-ask-a-guy?srsltid=AfmBOopDopsMeTcu9acCMfmRWteJoyGdNjS-Gjm3AI6Nd9YvmQHlB-IE
15
180 Intriguing Questions to Ask a Guy To Deepen Your ...
https://www.countryliving.com/life/entertainment/a62354048/questions-to-ask-guys/
17
153 Questions to Ask a Guy to Get to Know Him Deeper
https://www.breakthecycle.org/questions-to-ask-a-guy/
18
260 Best Questions To Ask To Get To Know Someone
https://www.womenshealthmag.com/life/a22500573/questions-to-ask-to-get-to-know-someone/
19
104 Questions to Ask a Guy to Get to Know Him Better
https://www.today.com/life/relationships/questions-to-ask-a-guy-rcna127903
20
270 Questions to Ask Your Boyfriend - Relationships - The Knot
https://www.theknot.com/content/questions-to-ask-your-boyfriend
21
300+ Deep Questions To Keep The Conversation Going
https://www.scienceofpeople.com/keep-conversation-going/
22
Random Questions to Ask People: The Best List - Team Building
https://teambuilding.com/blog/random-questions
23
50 First Date Questions for Engaging Conversations
https://www.verywellmind.com/first-date-questions-for-engaging-conversations-7563587
24
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/
25
275+ Deep Questions To Ask To Get to Know Someone - Parade
https://parade.com/1043059/marynliles/deep-questions/
26
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/
27
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/
29
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/
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
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/
32
200 Fun, Flirty, & Deep Questions to Get to Know a Guy Better
https://www.wikihow.com/Questions-to-Get-to-Know-a-Guy
33
70+ Questions to Ask to Get to Know Someone Better - BetterUp
https://www.betterup.com/blog/questions-to-ask-to-get-to-know-someone
34
100 Questions to Ask a Guy - Marriage.com
https://www.marriage.com/advice/romance/questions-to-ask-a-guy/
35
288 Questions To Ask A Guy To Get To Know Him Deeper
https://socialself.com/blog/questions-guy-get-to-know/
36
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
37
Deep Questions To Ask | Best in 2025 - Classpop!
https://www.classpop.com/magazine/deep-questions-to-ask
38
36 questions to fall in love — we test if they work - Cosmopolitan
https://www.cosmopolitan.com/uk/love-sex/relationships/a32618/36-questions-fall-in-love/
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
55 Interesting Questions to Ask a Guy Online - EliteSingles
https://www.elitesingles.com/online-dating/interesting-questions-to-ask-a-guy
42
25 Topics to Talk About With a Guy to Get the Conversation Going
https://www.breakthecycle.org/topics-to-talk-about-with-a-guy/
43
120 Questions to Ask a Guy or Girl to Truly Know Them
https://discover.hubpages.com/relationships/Twenty-Questions
44
Questions to Ask a Guy - Conversation Starters.com
https://www.conversationstarters.com/questionstoaskaguy.htm
45
200+ Great Questions to Ask a Guy - PsyCat Games
https://psycatgames.com/magazine/conversation-starters/questions-to-ask-a-guy/
46
What Are Interesting Questions To Ask A Guy? - Goalcast
https://www.goalcast.com/questions-to-ask-a-guy/
47
120 Questions to Ask a Guy - Funny, Flirty, or Deep - TheCoolist
https://www.thecoolist.com/questions-to-ask-a-guy/
48
100 Deep Questions to Ask Your Boyfriend
https://www.wafflejournal.com/blog/100-deep-questions-to-ask-your-boyfriend
49
100+ Questions to Ask Your Boyfriend From Therapists
https://www.choosingtherapy.com/questions-to-ask-your-boyfriend/
50
121 Questions to Get to Know a Guy (Interesting, Funny ...
https://mantelligence.com/questions-to-ask-a-guy/
51
Questions to Ask a Guy: 125 Things to Ask to Keep You Talking
https://youqueen.com/love/questions-to-ask-a-guy/
52
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/
53
36 Questions for Increasing Closeness | Practice
https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness
54
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
55
57 Open-Ended Questions to Get Teens Talking - iD Tech
https://www.idtech.com/blog/open-ended-questions-to-ask-kids-and-teens
56
The Ultimate Guide to Questions to Ask a Guy: From Flirty to Deep
https://www.lifehack.org/973459/questions-to-ask-a-guy
57
21 Questions to Ask a Guy When Dating | LoveToKnow
https://www.lovetoknow.com/life/relationships/21-questions-ask-guy
58
733 Good Questions To Ask And Get To Know Someone Better
https://www.stylecraze.com/articles/questions-to-ask-to-get-to-know-someone/
59
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/
60
35 First Date Questions to Ask Anyone - Wondermind
https://www.wondermind.com/article/first-date-questions/
61
85 Deep Conversation Starters for Couples - Brides
https://www.brides.com/deep-conversation-starters-for-couples-5210683
62
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
63
195 Fun Questions To Ask Your Boyfriend - Lovewick
https://lovewick.com/fun-questions-to-ask-your-boyfriend/
64
105 Deep Questions to Ask Your Boyfriend - From Sarah Jolie
https://fromsarahjolie.com/deep-questions-to-ask-your-boyfriend/
65
10 (Fun) Questions You Can Ask Someone to Get to Know Them
https://www.tiktok.com/%40annnexmp/video/7329720650971499819
66
25 Personal Questions to Ask a Guy You're With - Zoosk
https://www.zoosk.com/date-mix/dating-advice/personal-questions-to-ask-a-guy/
67
20 Questions to Ask a Guy - Conversation Starters - Pinterest
https://www.pinterest.com/pin/list-of-questions-to-ask-a-guy--99501472997295026/
68
40+ Alternatives to “How are you?” - We Should Get Together
https://weshouldgettogether.com/blog/how-are-you-alternatives
69
325 Personal Questions to Ask a Guy to Start a Deep ...
https://www.developgoodhabits.com/personal-questions-guy/
70
35+ Ideas For Questions To Ask A Guy On A Date | Regain
https://www.regain.us/advice/dating/good-questions-to-ask-a-guy-on-a-date-night/
71
50+ Fun Questions To Ask A Guy Over Text To Spark a ...
https://roast.dating/blog/questions-to-ask-a-guy-over-text
72
100 Flirty Questions to Ask a Guy You Like (Or Love)
https://www.rd.com/article/flirty-questions-to-ask-a-guy/
73
101 Hilariously Funny Questions to Ask Your Boyfriend for ...
https://www.promisera.net/blogs/tips/funny-questions-to-ask-your-boyfriend
74
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/
75
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
76
90+ Questions to Ask a Guy - Get to Know the Men in your Life
https://www.divein.com/everyday/questions-to-ask-a-guy/
77
Fun Friday: Questions for Conversations with Friends
https://www.trevormckendrick.com/essays/questions-for-conversations-with-friends
79
200 Relationship Questions To Strengthen Your Connection
https://www.betterup.com/blog/relationship-questions
80
97 Smart Questions to Ask a Guy - Dating & Personality
https://www.sosyncd.com/97-smart-questions-to-ask-a-guy/
81
28 Fun Questions To Ask A Guy That He'll Love
https://themindsjournal.com/fun-questions-ask-guy-that-he-will-love/
82
17 Things to Talk About When You Can't Think of Anything to Say
https://www.becomemorecompelling.com/blog/things-to-talk-about
83
120 Flirty Questions To Ask Your Crush In 2025 (Guys & Girls)
https://www.yourmove.ai/blog/flirty-questions-to-ask
85
25 Fun & Unique Date Questions - Boundless.org
https://www.boundless.org/blog/25-fun-unique-date-questions/
86
100 icebreaker questions to get the conversation started - Mural
https://www.mural.co/blog/icebreaker-questions
87
Ask Men These 11 Questions and They'll be Impressed
https://www.youtube.com/watch?v=X49EvJfVJiA&vl=en
88
Best 21 Questions to Ask A Guy - TikTok
https://www.tiktok.com/discover/best-21-questions-to-ask-a-guy
89
24 Different Ways to Ask How Was Your Day - Motherly
https://www.mother.ly/relationships/21-questions-to-ask-instead-of-how-was-your-day/
90
The Only List of Icebreaker Questions You'll Ever Need
https://museumhack.com/list-icebreakers-questions/
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
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/
93
Good Question... 45+ Deep Conversation Starters with Friends
https://psychcentral.com/health/deep-conversation-starters
94
150+ Good Conversation Starters - The Everygirl
https://theeverygirl.com/good-conversation-starters/
95
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
96
56 Deep Questions to Ask a Guy to Build Attraction
https://lovestrategies.com/deep-questions-to-ask-a-guy/
97
208 Intentional Questions to Ask Your Spouse
https://sarahanndesign.co/intentional-questions-ask-spouse/
98
Care To Ask | Conversation Starters for Better Connection
https://www.thementalhealthcoalition.org/care-to-ask-conversation-starters/
99
74 + 17 questions to keep a conversation going and get to ...
https://www.miriamesquivel.com/74-17-questions-keep-conversation/
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