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Wednesdays

123. THROWBACK: Our BEST EVER Dating Dilemmas

Wednesdays

JamPot

592049, Relationships, Society & Culture

4.21.8K Ratings

🗓️ 28 January 2026

⏱️ 29 minutes

🧾️ Download transcript

Summary

Heyyyy Tinies! 


For all our lovely Tinies in the dating trenches, we've got you. We're sharing some of our best ever dating dilemmas and advice to help you through. Consider this your cheat code for surviving the dating chaos.


We’re answering those age-old questions around dating we’ve all asked at one point. Should you talk about an ex on the first date - is it giving open book vibes or obsessed energy? How do you ask someone to be your valentine without being too cringe? 


Plus, Melissa shares her spicy tips on keeping a long-distance relationship alive and Sophie weighs in on handling your boyfriend’s lads’ holiday because let’s be real, we’ve all been there…


Enjoy the episode x 


Got a dilemma, some personal advice for a fellow Tiny, or a follow-up to a previous one? Send us a voice note or message on Insta @wednesdayspodcast, or drop us an email at wednesdays@jampotproductions.co.uk


Instagram | https://www.instagram.com/wednesdayspodcast/


TikTok | https://www.tiktok.com/@wednesdayspodcast


Email | wednesdays@jampotproductions.co.uk


Credits:

Executive Producer: Ewan Newbigging-Lister

Producer: Helen Burke & Magda Cassidy

Assistant Producer: Issy Weeks-Hankins

Video: Lizzie McCarthy

Social: Anthony Barter & Amber Hourigan


Hosted on Acast. See acast.com/privacy for more information.

Transcript

Click on a timestamp to play from that location

0:00.0

Hey, tiny's, Valentine's Day is just around the corner.

0:07.2

And whether you're loved up, single or deep in a situation ship, we thought this would be

0:11.1

the perfect time to give some relationship advice.

0:13.7

We've put together Sophie and I's best dating advice over the years.

0:17.5

We talk about first dates, do's and don'ts of sex sting and we even go into a little

0:22.1

role play scenario for you. Enjoy the episode guys. Love you.

0:31.3

Hey girls, Valentine's dilemma. I've been friends with my boy best friend for nearly five years.

0:36.6

Last year we kissed in Paris on a trip with our friends.

0:39.4

Gorgeous.

0:40.1

How romantic. Gorgeous. I then dated someone else because he didn't want to date. But this New Year's Eve, we kissed again. And then again, at our friend's birthday two weeks ago. How confusing? Right, well, that are together. them. I'm not sure if I want a boyfriend, but I care for him a lot and want him in my life. So what do I do?

0:56.4

Do we state to friendship or should I ask him to be my own? Right, well, that are together. I'm not sure if I want a boyfriend, but I care for him a lot and want him in my life.

0:55.1

So what do I do?

0:56.4

Do we stick to friendship or should I ask him to be my Valentine? I've never had this whole, like, I've obviously seen it in the film, so people said, like, you were rose. And then it's like, well, you be my Valentine. This is a great big mystery, and it's like good fun. I've never experienced that

1:08.7

and I don't know anyone else in real life that has

1:10.8

Have you ever had that?

1:11.6

You've just like an anonymous... Really? I was like, oh my God, I'm really missing out. No one wants to be with me. No, no, I haven't. But my friend, Halk used this every year at school, she'd get a rose center at our school and then it was from her dad oh my god that's so

1:29.3

cute I know and it'd be like

1:31.1

some people get them from their mum as well

1:33.0

I've seen I've seen that or like their best friend

1:35.2

will send one

1:35.8

oh my god it's so sweet I think I used to make my mum

1:38.8

valentine's cards as well

...

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