Sydney Finn
Region: US
Wednesday 24 June 2026 05:55:57 GMT
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Brandon :
I had a conversation with a woman I had a major crush on during high school and after not too long ago. Back in the day, I clearly remember at the time showing interest, getting to know her friends and getting that idea out there I was interested in her, asked her out after talking for a couple weeks and got flat out rejected. Like not interested at all other than being friends. Stayed friends and even asked her out other times, but still rejected. So in this recent conversation, she said 'I had the hugest crush on you back then, I always wanted you to ask me out. I'd have jumped at that opportunity '. Like... WHAT?!?
2026-06-24 14:35:28
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Zo :
As a ‘dumb’ person who didn’t notice… I’ve been told I missed the opportunity because I didn’t pursue someone who said no when I told them I wanted to date them
2026-06-24 10:32:46
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Paulina Vedic Astrologer :
Sydney I started consuming your content a month ago and watched your free live masterclass, I started implementing nervous system regulation and emotional risks right away and my dating went 180. Melted off my Ice queen facade. I am so expressive now and very focused on creating love, wearing my heart on my sleeve without fear. Thank you for all your videos and content. Being unconditionally loving and having no regrets and no “attachments” at the same time is magical. I have a wonderful loving, open, expressive, connected, spicy, realtionship now. Thank you!!! 😭😭😭❤️❤️❤️
2026-06-24 16:47:01
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Sergio :
I warned my now wife early on that I will almost certainly not pick up her hints. I make the effort but she is also more direct and it is seems to be working for us.
2026-06-24 14:41:54
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CJ76 :
hints do not work
2026-06-24 12:31:50
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cassie5250 :
How do you even go about confessing feelings? I have no idea when the right time to do this is
2026-06-24 11:15:26
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Elysia :
Learning this massively, applying your advice in new situations and it’s insane! 💗🙏
2026-06-24 10:06:21
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Lou :
I tried to follow this, I got rejected. Not even with him saying “no” but with the classical “maybe we can meet for coffee next week” then I would follow up and nothing. It still feels bad. What do you do then? Because as much as I wish to say “at least I tried” my self esteem is bruised
2026-06-24 14:15:38
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Itsjacky.xo :
I told my Situationship what I want too - he said he also likes me as a human haha and that was it 🥲
2026-06-24 06:26:09
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zeleniastina :
Im actually working toward doing the same (confessing feelings). Because I think it might not be obvious to him which is crazy to me. But the other day I asked him if you wanted to stay over and he said: I don’t know. And usually I would have been disencouraged by this but this time I said: please do! And he said:
2026-06-24 08:10:15
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missysunshine6 :
We’ve been talking for two months and I have been constantly initiating and he seems to become more expressive with time and everything was fun till when I was brave enough send an emotional risk text at midnight that I want to see him 🥴he replied by saying I don’t think it’s a good idea because he thought about it and he realized I liked him way before but he’s not yet at that stage and he’s not willing to hurt me . I really feel bad
2026-06-24 07:48:33
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Lina 🇲🇰 :
Will you resurrect the podcast?? I’m tired of relistening to A riff about love over and over again hahahah
2026-06-24 12:41:56
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user5457582528066 :
Took your advice and told him I like him / would like to see him again after our first date. Two weekends in a row he’s tried to see me but very last minute and it feels low effort and like he’s only keen if it’s convenient (still wants to go for a drink albeit to a sports bar and I don’t watch sports). Am I doing something wrong to cause this? Is he just not that keen and I’m not picking up the hint? I don’t care about txting etc I’m not attached to that
2026-06-24 06:42:11
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Cynthia Aguilar :
Hi your videos have helped understand myself and my anxious attachment, but what if I’m doing everything right and he still just doesn’t want to talk to me after a week when before we were talking few days out of the week before?
2026-06-24 08:14:14
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Nikki Tontelle :
Story of my life 😂 People think I'm made of stone though 😂😂
2026-06-24 11:17:30
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Tom Snyder III :
If people would just leave emotions out of it (yes your feelings are valid but not constructive to finding the cause or solution) and just talk about what triggered the emotions more things would be solved.
2026-06-24 15:47:35
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Ellie :
I’ve taken your advice and I’m in a happy and committed relationship! However, I am a very anxious person and I’ve been trying to improve. He does so much for me but I always think of things that haven’t even happened. Like I get scared of him cheating on me. When I told him I was scared of that he reassured me and said “what can I do to make you feel secure?” And that meant a lot to me. I’ve been trying to improve my anxiety by coming up with three positive things for each negative thing that I think about. What else do you think I should do?
2026-06-24 06:27:45
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Cxitfo22 :
I went through my partner’s phone ( he is my colleague) and I found him talking to the girl i don’t like him being with her but nothing much they talked about work ( i found out he have an EX and he always tells me he doesn’t and swears and also that girl from my work knows because they were a little close before me and him got together! And his ex was a previous colleague before I join the work but she left already! Idk what to do please help me ) it is not cheating or anything but he lied to me and also he talks to the girl in our work place as a friend and he told me before they are not friends!! I hate that help me please
2026-06-24 06:26:05
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light_side_affliction :
If you *think* you’re being obvious, you’re not. You have to full on say “I like you and want to go in a date.” for it to be obvious, and even then you may have to convince him that you’re not pranking him.
2026-06-24 11:47:38
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Xan Francisco II 🧛♂️ :
We are very oblivious unless you are like face to face and saying it, and even then we still have doubts and think we’re reading into it
2026-06-24 14:36:00
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cuebic :
I once went to a girl’s dorm. She told her roommates to leave. She was running her fingers through my hair. I had no idea. I didn’t figure it out till I was driving home 😂
2026-06-24 15:57:28
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Wedge Antilles Wilson :
As a dumb man I agree. You need to be blunt with us. We can only read subtle context clues so much (I think this is because we are always interested in you but assume you're not interested in us) so unless you tell us outright, we will always assume you are not interested in us.
2026-06-24 16:24:03
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Michelle Hirsch :
👏👏
2026-06-24 10:16:55
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