An Unhinged Deep Dive into my entire romantic history. | pt 1

[@juliawhitmore3991]

No relationship is perfect, but I hate the idea that all romantic relationships have to be hard to be realistic. Hard work, yes, but not HARD. The hard work of being in a relationship should be like tending to a garden, not slogging through the trenches in an unwinnable war. That's not hard work, it's just hard, period. To anyone reading this, I hope love brings you blisters, not scars.

[@yelenairwin1717]

So true. My failed marriage was exactly that: an unwinnable war.

[@Caroline_Winkler]

love this. i think this is exactly what i didn't know...until i found the right thing. i always thought things were just hard

[@juliawhitmore3991]

@@leilaniz5909 incredible I love this 😂😂😂 goals

[@SnabbKassa]

They have to be full of conflict in fiction, because otherwise there is no drama. Dramas are not realistic, but people end up thinking they are.

[@leehurst172]

@@leilaniz5909the only real argument me and my most previous ex ever had was me trying to convince her that Die Hard is a Christmas movie lmfao

[@dylanainge2324]

“Other people’s expectations of you really aren’t your business” shook me to my core. Very well said 👏

[@Caroline_Winkler]

13 yr old caroline was shook. middle school was a scary place

[@rutabaga_ruth5450]

My high school psychology teacher said this to me and it took me several years to really understand what he meant

[@megankuchta9145]

Except whoever has hiring/firing powere over you. Otherwise yeah.

[@TubeTorte]

@@megankuchta9145 a real world girl ;)

[@ribby109]

Ok I love the caps lock energy already of STARTING the video in a black ballgown STANDING on a couch with a BATON 😂😂

[@Caroline_Winkler]

i debated a tiara.

[@coscorrodrift]

caps lock energy LMAO i'm stealing that

[@adriaba790]

​@@Caroline_Winkler😂😂😂😂❤

[@halane4790]

Total Queen, impeccable choices all around

[@thirdspacemaker9141]

LOL I was thinking dom energy, but caps lock energy is more accurate. 😂

[@madigagliardi]

About a year and a half ago I commented on one of your videos that I was sitting on my floor, eating McDonalds, and watching you the day after my ex of 8 years and two dogs moved out. I was 25 then and it was the hardest, most uncomfortable, and life-giving decision I made. But you and the community were there to support. And now I’m in a new city I never thought I’d live in, developing a healthy relationship with someone new: myself! You helped me then and you’re helping me now! Thank you, Caroline! To joyous love!

[@Conval-wi5eh]

The best thing about a breakup is that while it is incredible difficult and hurtful at first, most people find themselves in a much better position a year later. Congratulations :)

[@andreiadetavora8471]

You go girl!!!!

[@escapeartist1258]

"A lot of the time you just want to die for them. And the rest of the time, you just want to die." I have never had anyone so perfectly capture the way I felt with my ex-husband. The relationship was deeply unhealthy and an emotional rollercoaster. Thank you for putting into words something I'd not quite been able to convey before.

[@Caroline_Winkler]

oh man. so unhealthy. so toxic. i'm glad you're not in that place any more

[@Techtonicality]

Does anyone think it's possible to work through something like this?

[@rachelcee613]

​@Angeldreams28 as someone who was also in one of these relationships for 4 long years, the short answer is no. Love isn't always enough. The only way through and past the the baggage and bad habits etc. would be couples therapy, to work as a team to build new healthier ways of communicating

[@fragrantbloom]

That is how I felt with my first love too. It was too toxic and he didn't love me.

[@fragrantbloom]

@@Techtonicality I agree with the reply. This can't be worked through.

[@Nikkers8]

The gown, the pointer, the visuals- I just love it, Know all the effort you put into your vids really do make them next level . Your are one of the only YTers who can make me laugh at life and then feel emotional just a few minutes later. KZbin is the perfect place for your personality-how vulnerable you are willing to be + your comedy training/background,

[@Caroline_Winkler]

this means so much bc that is my absolute goal. total silliness, with a few real feels thrown in :) i'm so glad you liked the video

[@t.a.yeah.]

​@@Caroline_Winkler We all liked it! Just a perfect mix. ❤ Best wishes from Germany

[@SirenaSpades]

I think it's a cattle prod

[@jesmyjes]

Absolutely second this! Caroline's execution is so on point and quality content.

[@ElectricalASMR]

"Love is not enough" was a lesson I too learned in a 6 year relationship in my 20s. I am now happily married to my best friend. We've been together now for 7 years(4 years married) and it has been the least stressful time in my life relationship wise. I'm glad you have found someone awesome!!

[@Caroline_Winkler]

love is important. but so is commitment, gratitude, steadfastness, empathy......

[@TarynRMartin]

I get so frustrated seeing stylized Pinterest quotes with sentiments like “love never fails.” Because sometimes it does fail, and that doesn’t mean two people didn’t love each other.

[@Lilacs4]

I think maybe it's like, mutual edifying love never fails. The type of love where you're both pouring into each other and hearing each other and working as a powerful team, both embracing your uniqueness and strengthening your union. But that's not the type of love that's popular in Hollywood 😂

[@kispothajas]

I had to learn it too... It's one of the hardest times of my life... I loved him so deeply, but also had so much sadness. I had a 5 year long relationship nearly at the same time as you. Now I'm in a new one and realized it's not normal to feel so sad every day.. but not fully healed yet

[@karamarie7646]

​@@Caroline_Winkler Or maybe those things are what love ACTUALLY is.. 👀

[@michaelthomas1726]

Meanwhile, Caroline's neighbor, "What's she building over there?"

[@Caroline_Winkler]

haha. i think at this point they are quite used to the sound of intermittent hammering

[@nascentnaga]

@@Caroline_Winkler all that hammering tho

[@christinegivens9048]

😂 sure they are used to DIY by now. Loved this vid. 😂😂😂😅

[@delializarraga9638]

@Caroline_Winkler I’m sure your neighbors are probably used to hammering noises, however, with a nightstick and a black strapless dress, they had to been more than curious. Funny video! I’m 63 and was married at a young age, spent 26 years, single and dating (a lot 😉), got married again, and divorced. Makes me want do a chart, although I think it will scare the crap out of me. So…maybe not. Prude??? Slut??? Ayyyyy!

[@Sealney]

@@delializarraga9638you should make the chart, i think it would be a great project for you and educational/advisory to younger women!

[@carrieljp]

This may have been “one of the stupidest videos” you’ve ever made, but it was also one of my all time favorites as well. I love how brightly your personality shined through, and how much compassion and levity you attached to all your past selves and relationships. Even the honor you gave to your partner of 6 years was felt in the editing and storytelling. It was such a gift to enjoy, and I’m so glad you decided to create this for all of us ❤

[@GameChanger597]

Agreed! One of my favorites also. And it wasn't stupid in the least- it was super interesting and gave me a new respect for her. I love how funny and vulnerable she was the whole way through and when she talked about how confusing and tumultuous her time was when she was called a prude by a boy she didn't even know and a slut by her own friends I grieved a little for her bc we all know what that's like and it hurts. She's an actual trooper to be so positive and be able to "wish them all the best" after all the uncomfortable uncertainties she's been through. Major props 👏

[@jthayer479]

"I was convinced he would fall in love with me if only he could see me sleeping." RELATABLE.

[@drebugsita]

Thank you Disney - smh!

[@aspartameindustry]

Disney really fucked with our young minds

[@Autumn_is]

Just fan your hair out and you’re Sleeping Beauty, duh

[@satabdiyaroy6062]

Omg!! I thought the same thing. As a child, I literally planned out my nap time so that when my crush would come to my house calling me to play, he would see me sleeping really pretty and fall in love with me. The logic was logicing.

[@913_Niyala]

I didn't think this until it actually freakin happened. 😂 I was sleeping and at some point my crush actually kissed me in my sleep and I woke up to it. I asked him why and he said, "I don't even know... you looked so beautiful."

[@VinnieGer]

This is reassuring because it’s like, unbelievable to me that someone as cool as you has trouble finding anyone ever.

[@Caroline_Winkler]

very sweet. i think this idea is what makes rejection so hurtful - we imagine that if we were cool/great/worthy, we'd find connection sooner. but the fact is, that it just can take a lot of time and a lot of trial and error. i kind of think it's a numbers game. dont take it as a personal failure

[@julianareider]

⁠@@Caroline_Winkler very well said

[@amberpalmer3708]

@@Caroline_Winklerwe had lessons to learn before meeting our person

[@drebugsita]

@@Caroline_Winkler Wow, so insightful! Spot on. Thank you for sharing

[@Marina23031]

@@Caroline_Winkler wow. that is so uplifting!! thank you for your heartfelt contribution on here!!

[@kiyasthriftycrafts]

I truly feel like millennials give off the best elder sibling vibes and this video proves my point. Thanks for being vulnerable with us and sharing because even though it’s such an isolating experience, it’s also SO common.

[@Caroline_Winkler]

i love this

[@jillsarah7356]

Thank YOU for giving millennials some respect. We've been THROUGH it and we absolutely paved the way for Gen Z to be more open about mental health.

[@kiyasthriftycrafts]

@@jillsarah7356 everyone loves to hate us when all we do is try to do right by everyone else. It’s frustrating but we at least have each other. And maybe Gen Z will come around someday.

[@BehindTheBush96]

@@jillsarah7356she’s probably Gen Z - it’s Gen X that mostly talks shit about us. A lot of Gen Z seem pretty mature and smart for their age compared to what we were like as teenagers.

[@maryam.m]

The AGGRESSIVE slap of the pointer to the board just kept getting funnier and funnier 😂

[@biteofdog]

I think it is a collapsible baton for defense.

[@842goofy]

Weilllu

[@olenabi]

Dear Caroline. Following your early dating history made me realize two things. 1. My early dating life was just as stupid/traumatic/embarrassing. 2. I was such a dummy.

[@Caroline_Winkler]

we all were

[@MorganHyde-ie5ru]

I'm not telling you how to live your life and I don't know what your circumstances were, but making mistakes, trusting people you shouldn't, doing things out of ignorance or lack of awareness or out of a sense of hope, does not make you dumb. It makes you human. Ask the love to you ❤❤❤

[@heidiv5720]

"I've never had chill." Omg 😂😂😂

[@Caroline_Winkler]

truly not once

[@heidiv5720]

So relatable. Me neither. @@Caroline_Winkler

[@hannahkenny502]

Relatable 😅

[@colinneagle4495]

Caroline, you have an amazing skill at being both heartbreakingly vulnerable and laugh out loud hilarious at the same time. You can make a video on any subject and I will watch it every single time because you are such an effective and entertaining communicator, and are so gifted at discussing fundamental aspects of the human experience.

[@hannahknights452]

I like when you said, "The names people call you might hurt, but abandoning yourself will hurt more." Words to live by!

[@MediaTribeUSAAus]

Not stupid. Awareness, change, growth, acknowledgment and gratitude? That’s some good work there.

[@amynix2632]

The first 3 minutes of this are gold, Caroline. As a woman who has been happily married for 21 years (and I mean, without lying or exaggerating, that I have liked and been in love with and been happy to see this man every day for 23 solid years of marriage and dating)...everything that came before that...sucked. You nailed it. Love is not hard. Relationships that are not really love...are hard. Sure there is daily vexation, occasional misunderstanding, and periodic annoyance or disagreement, but daily life in a real, solid, committed, loving relationship is not a slog of work every day until one of you dies. You got it, my lady...and I am so happy to see the lovely, vibrant, funny, and incredibly interesting woman that you are finally emerging from her own era of relationship suckage into something really great. All my best.

[@lindaroy4061]

Breaking up with a dog is more heart wrenching than letting go of the guy for sure. I had to go through this 3 times!!! I still think about those sweet doggos on a regular basis. The guys… not so much. ❤

[@chippychick6261]

Often think of how the dogs are doing. Do they understand what happened. Are they still sitting at the front window waiting. My heart breaks. 😢

[@mffmoniz2948]

Not a dog, but some of the guy's family. Especially one of his sisters. We just clicked. But breaking up with him, meant leaving them behind too. She only came to our city occasionally to visit her family... so keeping in touch was never going to work. Him? Good riddance.

[@anima6035]

I've found my people 😭 the very worst part of any of my breakups ever was losing my soul dog (best friend ever) in the process.

[@anima6035]

I've found my people 😭 the very worst part of any of my breakups ever was losing my soul dog (best friend ever) in the process.

[@BeckyLundberg]

We grew up in entirely different decades, and I'm going on 35 years married to the second boy I kissed, yet somehow, I can relate to every emotion you just expressed. It's so universal, and you're so real. Thank you!

[@stephallen9819]

I think Caroline is 31 or 32 so not much younger than us 35yos 😊

[@BeckyLundberg]

@stephallen9819 no, I'm saying I've been married for 35 years!

[@olenabi]

Regarding the 2013 love story. That’s why I am convinced that people are NOT fully adults at 21. In fact, I think my brain started developing towards my 30’s.

[@Lilacs4]

I believe the science says our mind/personality isn't fully developed until apx 27 so yeah 😮 I agree!!

[@drebugsita]

Astrology would agree with you - we go through our Saturn return around 29-30 years old, which is when we are put through the ringer and have to mature

[@agnieszkakowalska9658]

I think I was at peak stupid at 23 y.o. and I felt like a child. The same year I got my Master's degree. 😂

[@Lilacs4]

@@agnieszkakowalska9658 lol you reminded me of something my friend used to say, you can be book smart and life stupid and sadly there's a lot of those running around. 😂🤦‍♀️😅

[@miguelpadeiro762]

​@@drebugsitaKnock knock It's Mercury He's in retrograde and would like you to quit yapping😢

[@francineh.7825]

Your dress looked beautiful on you! I obviously feel for you that a 7 year relationship ended but the fact you had to leave your dog breaks my heart.

[@drebugsita]

Truly! Such a good look! Unfortunately prrrrobably not apt for everyday wear but it looked so natural!

[@daurgo2001]

This is not only incredibly entertaining, it's also super impressive how much introspection must have went into the scripting of the idea. Has anyone really lived if they haven't been through a relationship like that one at 21:27? You learn so much about life and yourself from those. Anyway, I also find it really interesting how you weave your channel between personal topics and interior design. Subbed a few videos ago, but looking forward to more!

[@francescacasini4694]

You made me laugh out loud despite this fu***ing depression I am facing right now. I root for the fools girl 💪🏼

[@broccolista]

So sorry to hear you're facing depression. Sending much love your way.❤‍🩹

[@Caroline_Winkler]

wish i could hug you. i get it. fools girls til the end. you're gonna get to the other side. proud of you for hanging in there in the mean time

[@francescacasini4694]

Thanks girls ❤️

[@amberpalmer3708]

@@francescacasini4694love you 🫶🏾 you and me both are getting out of this soon 🤞🏾

[@drebugsita]

@@Caroline_Winkler you are so compassionate in a non-cheesy way

[@Intrepiddabbler]

I vividly remember writing in a journal as a kindergartener that I loved a particular boy and that no one would understand because I was so young. That was 5 decades ago, and what stuns me is that I was journaling at 5 years old!

[@bleakaf]

I vividly remember having my first existential crisis on my fifth birthday.... We would have been great friends 😆

[@debrachambers1304]

​@@bleakafWhat was the crisis about exactly?

[@PTT-w1m]

I started watching you just after your last relationship….so glad that you are so happy now! 🤗

[@malloryr4883]

Most gut wrenching part: "I said goodbye to our dog" 😢

[@dianecourtney2724]

I agree 😔😓

[@Caroline_Winkler]

agree.

[@TubeTorte]

@@Caroline_Winkler What's more heartbreaking is your dog never knew why you never returned. Animal love really is intense.

[@seeranos]

@@TubeTorte That's what I think about the most. It's the thing that hurts the most about my breakup.

[@nejackson9570]

I love happily in a relationship Caroline! And yes, making an entire video about your relationship is a huge risk, but I second that it’s the *right kind of risk*. I fell in love with a man at first sight, we dated long distance, and I knew it was never going to make it to the next step if I didn’t take a risk. So I loved a thousand miles away from home to room with my best friend to be closer to him. It was the best decision of my life. Sixth months after dating in person, we got married. Five years and three children later, he’s still my favorite human, the love of my life, and the least riskiest risk I’ve ever taken. All that to say-take *good* risks for love, they’re so worth it.

[@Mhaigalodon]

The Princess Di revenge dress outfit is so fabulous for the energy of this video.

[@psykotedy4590]

I'd like to take a moment to point out how apropos it is to use a self-defense baton as a pointer for a presentation about your journey through love and relationships. Freakin EPIC!

[@linesch2569]

the repeated slapping of the board in all the wrong places 😂😂 Caroline! Stop! 😂 (don‘t stop)

[@lindybermondsey1783]

I too, got a kick out of that. Glad that editing kept it 👍

[@Caroline_Winkler]

truly trying my best out here

[@TubeTorte]

@@Caroline_Winkler You're hitting it.

[@Sonnen_Licht]

Thanks for making this video, Caroline! I'm on the other side of spectrum. I've never been in a relationship. I've had a few crushes, but it never led to anything. I never dated anyone, I didn't even make an attempt go on dates. All of this because I was always feeling insecure and unworthy. I thought I had to basically be the best version of myself first, before I get into a relationship with someone. I always wanted my relationship to be perfect, otherwise what's the point? But watching this video has made me realize that it was a wrong way of thinking. A relationship doesn't have to be perfect, and it can even end in a heartbreak, but that's okay. Being in a relationship is risky, but sometimes the risks are worth it. I can't keep preparing myself for it, because I will never be ready. I just have to take the risk.

[@karinyaboriskova441]

You have never looked better and this is one of your very best vids. Congrats on finding your man, your look, and your video stride.

[@Caroline_Winkler]

so warm. thank you

[@TubeTorte]

@@Caroline_Winkler Yes, the dress is fabulous. Did you buy it for this occasion? You need to go to some dress to impress event! It will probably stay up more easily without all the baton action.

[@kbbarton1]

Well done to you for having the courage to share such obviously painful experiences with your viewers, but still finding a way to do so in a fun and unique way.

[@anhe9127]

As someone who found her perfect relationship 8 years ago (after a lot of dating struggles), and it still feels easy and loving to this day, I am so happy for you that you have found yours. ❤

[@djio_0]

Caroline posts a video. I drop everything I'm doing and watching it right away. It's been a recurring theme. And I love it.

[@Caroline_Winkler]

i give u a trophy for this one

[@linxlatham47]

I had a crush on a boy who works at a coffee shop I go to and I finally got the guts to give him my number and ask him out and I got so rejected and have been feeling so embarrassed and ashamed of myself. I didn't click on your video at first cuz I thought it would just make me feel worse but it's really helping me feel better. Thanks for sharing so much with us💜

[@tiwiogunye]

you have nothing to feel ashamed about. Seriously!! At least you gave it a shot

[@friedmegan]

I don't know how old you are, but if you're young, it definitely hurts. I guess it could hurt when you're older too and if you're not jaded like me 😝 But I also feel like, most things about relationships get less shameful, soul crushing and gut wrenching as you get older. As you mature and develop, things just make more sense or you are able to accept that not everything is how we wish. I'm much more comfortable saying and doing things now than I used to be. And if something doesn't go my way, it's so easy to shrug my shoulders and think ' oh well' and just move on. Hang in there and just know that putting yourself out just builds your confidence and is also a strong and admirable quality!

[@chrish2277]

He's the douche for being rude. A polite "i'm sorry, no" is sufficient. Anything else and you dodged a bullet

[@JeanKLYOW]

I had a similar experience with a handsome guy who goes to the same pub I go to. I sensed some attraction between us, and so I asked him out. He didn't even reply. And get this - we are in our 60s. Anyway, I'm still glad I asked him out b/c I found out that there was no point, so it was easy to get over the crush. Also, think of the times someone asked you out, but you were not interested. You wouldn't want them to be embarrassed just b/c the interest was not there. You just weren't a match. It's okay.

[@tan261]

Those photos of you & your partner are ridiculously cute! What a gorgeous couple 🥰 I’m currently in a situation where I’m struggling to push myself to date, despite wanting a loving relationship. I just find online dating so overwhelming & the fear of rejection etc has left me paralysed. It’s such a barrier but seeing you now so happy definitely gives me a little boost of hope. In saying that how could anybody not adore you?! You’re seem so gorgeous inside & out. Can’t wait for part 2! X

[@Meraxes6]

I’m a month late but I feel you. I’m struggling to get back out there and date because it’s such a slog and I’d rather spend my energy on friendships and hobbies, but it’s a numbers game and love is possible! Let’s do it! 👊

[@albenakircheva1234]

Probably one of my favorite videos , Caroline! This one just reminded me of something important - if you ever lose your sense of humor, while in a relationship with somebody, most likely that person is not your person. Thank you for sharing ❤

[@marybethbasu8858]

Brilliant. Eerily familiar in patterns. I married my six-year guy and we had three kids, and later I found out that being best friends is not enough. But I was in my forties then, and now we're both married to other people. Also, I think you are way cooler than I ever was.

[@allisonbell6657]

I feel so validated hearing this story, especially having ended a long-term relationship. Thank you for sharing this

[@KelsHoyley]

This gives me hope. 31, just was dumped after finding out he was chatting with another girl. I know I want love, true love, but I'm starting to believe that I'm better off alone. That is the part that breaks my heart.

[@TubeTorte]

I pretty much did all the dumping because they eventually did prove to just not work, but it is still heartbreaking to leave the initial promise of possibility behind. I'm living proof it can never happen, but life goes on. Fortunately, eventually the hormones stop cranking which is both a plus and a minus. But to be honest when I look at couples my age I don't feel I missed much. Lasting love seems very rare.

[@purplemist7]

​@@TubeTorteThere's a lot of couples out there that prove that true love does exist, though.

[@Konfusette]

Omg Caroline! I have the same problem when talking about my boyfriend. We have been together 6 years (in two days) and he is soooo considerate, forthcoming, he can talk about his problems and feelings (when asked directly), understands the concept of mental load… I feel like I can’t talk about him to anyone because it sounds like I’m just exaggerating and flexing. I really don’t deserve this guy 🥲 I still go to bed every night, glancing at this wonderful man, flabbergasted that he chose me ❤

[@darklinaendgame]

Going on 3.5 months since a breakup of a 4-month relationship where I both fell so deeply and existentially in love with someone in a way I was also not prepared for and where I also learnt the extremely difficult lesson that love alone is not enough. Am at a point where I am realising that yes, I can survive heart break, but now I'm super curious to hear other people talking about people who they used to love deeply, yet no longer speak to. That's a thing I still find so strange. Maybe people will hate on me for this but at the same time I'm in a poly relationship of 5+ years with someone who gives me the best love that I think exists in the world, exactly the kind of love you seem to have with your current bf. And I'm so grateful for that every day. It's a really strange place to be; to know what a good and secure love in a mature stage is (I'm assuming 5 years is a long time) and be actively experiencing it with someone, but also grieve so badly a very brief love with someone else that changed you so completely yet fell apart before you could ever reach that secure, mature, but less all-consuming, soul-bonding, heart-pounding stage, because ultimately it didn't have what it takes to reach that latter stage.

[@Caroline_Winkler]

a heartwrenching moment. know that it is not the end for you. unimaginable as it seems, there is more ahead. hang in there

[@mll1208]

KZbin is so lucky to have you, Caroline. Such talent and vulnerability, and such comic relief too. I felt the full emotional charge with the part where you slowly pinned your longest relationship to the board. No other sound, so comedy, just the brave silence. Must have felt cathartic. I'm also sad about the dog above all else 😭

[@jujutsucryin3256]

I was with someone for almost five years before I walked away and decided not to keep contact. In my experience it was very unhealthy for me in the rollercoaster highs and the mind breaking lows, but I thought I really loved this person. We both had issues but theirs were deeply rooted and weren’t ever addressed so bled into the relationship. It took me two years to realize they weren’t treating me the same, four to realize I was never going to be enough to “make” another person happy and 5 to realize love isn’t enough. I had to love myself enough to walk away from it all. There was emotionally abusive things going on as well as verbal but as I said it went unnoticed until the 2-3 year mark and only worsened the closer we got to 5 years, ultimately causing me to walk away. I lived my life around this person, sacrificing my own wants and needs constantly all while my family didn’t know what was going on (they knew my partner but he didn’t want me to talk to my family about our relationship so I felt isolated and alone). I refused to keep contact with them after the breakup when I told them I didn’t want any contact, they would hit me up every six months until I decided to block them. For me it felt like as long as they were in my life I would not be able to heal and move forward without opening emotional wounds. It left me in shambles having to re-discover and build myself from the ground up. There were A LOT of emotions I had to work through initially and still do but I am getting better all the time (it’s been 2 years since I left). Thanks for coming to my TedTalk

[@jessicacarpentier4124]

"I've never had any chill." I felt that! Thanks for the video!

[@faithm.8958]

So you’re a year older than i but your awesome dating testimonials are SO RELATABLE and I greatly appreciated your vulnerability and HONESTY of how these things are just not taught but LEARNED the ‘hard way’…

[@lorivitro9389]

I’m turning 65 in a few months and your videos are a DELIGHT!! I went through everything you described (and then some), just several decades before and sans all the technology. But the more things change… I can’t wait to watch Part 2!!

[@_livoutloud]

“Love is hard until it’s not.” I wrote it down. 😉

[@Caroline_Winkler]

i've found this to be true. it doesnt have to be so hard

[@kieferspence3750]

​@@Caroline_WinklerYep I learned this over the last few years as my marriage fell apart. We aways loved each other but it wasn't enough in the end. People change as time goes on and no matter how hard you try to fight it, sometimes you have to let go and move on regardless of how you still feel about each other.

[@kieferspence3750]

​@@Caroline_WinklerAlso, we had a dog too so I feel your pain there. I miss my Murphy He's a Biewer Terrier just like your sisters! He's the sweetest little munchkin.

[@shrimp406]

Thank you for this video, I have never felt so seen & validated in everything we all apparently have to go through. I'm 25 & struggling to acept kind healthy love after a similar 4 year relationship. I too had to say goodbye to my dog. All of this is so relatable and gave me comfort. Thank you thank you thank you ❤️ looking forward to part 2!

[@LiveWithChi]

Loved watching this and had some giggles. I relate with you hard on your 2015-2021 relationship and that part made me tear up. It reminded me so much of my own past relationship - 'We were two broken people'.

[@sparrowsknow8491]

Your words on the relationship between 2015-2021 really hit me this time. I’ve watched this video at least 5 times. I also lost my dog on that relationship. But I wholeheartedly wish him all the best ❤. Hope I find my Justin. Thanks, Caroline

[@brittanywitmartin4024]

i literally yelled "oh thank GOD for this" even though i have a loving partner of a year and some months - i'm relieved to have some laughter and kookiness while i stressfully pack for moving across state lines!

[@Caroline_Winkler]

haha i love picturing this

[@lexthebarbarian6969]

you know, watching this makes me realize how important dating as a kid is. My dad didnt "let" me date until i was 16 (and from then onwards threatened physical violence against any man who tried to date me thus i was single til i was 19) and i think it had a massive negative impact on my development and my understanding of relationships. All these lessons you learned in the span of your childhood i am just now learning at 26.

[@ljdiben7774]

This is the ALL TIME BEST explaination of a journey through life finding love!🤣You look AMAZING in that dress.. I am genuinely happy you found true love! xoxoxoxo

[@ravenswood118]

I'm glad you found your person. As much as I hope it lasts, even if it doesn't, it just means that experience is leading you to the next right thing.

[@kitten_foots]

Thank you SO much for sharing, Caroline. Hilarious and charming as always. I just got out of my own version of your 2015 6-year relationship about a month and a half ago. I was in huge amounts of pain for the first couple of weeks and now I'm just going thru the motions. It's so painful to be confronted with a brand new life that you're unfamiliar with, and more so when you lose someone else you love in the midst of it all, like you had lost your dog. I had to say goodbye to my cat of 10 years after he left because it was too difficult to find a new place to live that allows pets :( thankfully our cat is living with my grandparents now, but a lot has changed. Thank you, thank you, and so very much looking forward to Part 2! 💗

[@daniellekropp]

I so appreciate how real you were with this one, especially that you left in the emotional moments where it was clear that these experiences have had an affect on you. I'm currently getting over/going through my 2003, and it is relieving to hear someone be so open about theirs, and to need to take a breath speaking about them. These things are human, and because they are, they affect us deeply.

[@ultravioletcatastrophe]

it's oddly comforting to know you went through the exact same kind of life ending heartbreak at 21 as I did. well, my "relationship" only lasted like 2 months and I wasn't expected to stuff myself into a suitcase but still

[@pinkcardigan3329]

“My First Real Love” section made me cry. The sigh got me because it reminded so much of life too. Happy to see you happy in the present

[@chromatika67]

i relate so much to this title. my current bf and i met in class when i was still in the midst of recovering from averse experiences and some trauma, when we started dating i bottled it all up and spilled which broke us apart. however we decided we wanted to give it another go since our breakup had been mutual, and since then we had actively worked on what's broke us apart. in the beginning I always felt a sense of calmness but a prevalent storm within me from everything, now i just feel like im floating in the ocean with him. It's calm, the tide does rise at times, but we still make it. I've never felt a love like that and im convinced everyone on this earth deserves that serene and grounding love.

[@satisfactoryrelief]

I've been fiercely single most of my life yet you made this emotional grown man break into tears twice. First at 2:45 (you not GAF about being a fool) and second at 20:16 (a beautiful reflection on so what appears to be such a significant emotionally-heavy life experience for you).Your vulnerability in sharing your journey so honestly and with humour - in this videos and your others - is such a generous gift. And im so grateful to you for it. You've made me reflect upon a lot I havent considered reflecting upon until now. So, thank you.

[@coscorrodrift]

Wow, what a banger of a video, i can't wait for part 2. Back in early 2023 i made a video saying how i love your channel and i love that i still want to make that same video again early 2024. I was going to say "nothing's changed" but actually that's a lie, it's changed, evolved, grown. Love this for you, from the bottom of my heart. The realness of the concept of the video, and the execution is just, incredible, truly no one like you out there. It's a topic that's hard to talk about, to me it's hard to even think about at all, let alone talk about it. I love how you can see the humor in a situation but also see the dark side and confront it, how you lift and highlight what people skip over, how you eagerly share something, and also how you pause Saying this at the end of the comment because it's a minor thing, and I don't want to feel like i'm undermining paige's work, in fact, the opposite, i love her editing style as well and it fits really well with your channel, but i knew this was edited by you and i checked the description just in case to see if i was right. In retrospect, it's maybe an obvious remark, it's probably too personal to have it edited, but it felt important to me to notice

[@Natorock83]

I loved this so much and laughed at the similarities in our lives... I'm currently married to my best friend of 20 years this summer (whole relationship not just marriage) it was FRAUGHT with drama, alcoholism, a full separation, and lots more... But I can tell you that when you do the hard work it really really pays off. He has been diagnosed with Autism (level 1) which explained SO MUUUUUCH. And changed the trajectory of our life together in such a positive way. Today we are inseparable and deeply in love. And I'm so very glad that even though it was so hard and heart breaking. It was truly worth every tear.

[@drebugsita]

I love this so much!!! As someone who has abstained from dating since my last breakup in 2020 (gasp - it's been that long?!) I really appreciate this! I feel like a hot mess, in therapy, scared I'll keep choosing emotionally unavailable/abusive people. But I am gearing up to try again. Yes, I have been in therapy for years. Thank you for this inspiration/relatable reflections

[@ellenwert4943]

I just had a baby girl in June. She’s only 8 months but I’m already preparing for my talks with her about heartbreak and relationships. I’ve been through a lot, just like you in this video but in the end it has made me so grateful because I get to explain that it’s hard in the moment but you will find your person just like I found her father. You’re always so vulnerable, genuine and open while still being respectful towards others. Keep being yourself, without any pressure. You have quite a few people who really look forward to your videos.

[@bartboonstra948]

This is just the most Caroline way you could have told us you’re in a healthy relationship now😂 I am so happy for you, and I’m thankfull that you came back after the youtube-break!

[@TravelGeeq]

You are honestly one of the only people that can just talk about anything and I'll have a big dumb smile on my face the entire time (because you're adorable). I'm so glad you found love. 🍻

[@tinacorsini]

I'm happy for Caroline! And you look amazing in that dress. I see so much of myself in you...especially when I was in my 20's and 30's living in LA . I found my wonderful partner in my late 40's, moved to Italy with him, been together for 7 years. I am so happy now and not so neurotic anymore. 🙃

[@hoedown175]

That’s reassuring as someone who’s in their early 40’s

[@Caroline_Winkler]

so sweet. i love to hear this :) congratulations to you guys

[@hopecolegio2662]

After a breakup, You definitely learn who you are and what type of person you want to be with. I’m so happy for you and wish you and your beau the very best.

[@seasnow9394]

True comedy is so relatable. Thank you for pouring your heart out, embarrassing yourself for the world, and making a connection for all of us who have failed and then found love! ❤

[@sothearyouk373]

Love you Caroline for being so real and sharing your love journey. This is the best video I’ve seen on KZbin so far!

[@laurensophia1246]

Noooo not the grinding to Heaven lmfaooo thank you for your honesty

[@Caroline_Winkler]

my only regret is not grinding more as a child

[@bleakaf]

​@@Caroline_WinklerI have this on a plaque in my kitchen

[@hachka8887]

I needed this video. I'm in my early 20s and the few experiences I have had have made me discouraged, and led me to question how highly I think of love. Your honesty was really uplifting, and gave me hope again :)

[@Sarah-eq1ge]

This is a masterpiece. Genuinely learned so much ❤

[@Caroline_Winkler]

so sweet, thank you

[@shawnasheridan7050]

Gurl thank you - I also had a 7 year relationship end and had to leave our dog we had for 6 years. It is SO hard and so happy to see you thriving now! Gives me hope!

[@mackenzie7517]

Only Caroline can take us on a journey of humor, wit, sarcasm, life lessons and deep sadness - all while wearing a gown.

[@emilyswetty]

Currently going through the love-isn’t-enough-sad-together break up after almost 5 years, thank you so so much for this video Caroline 💗

[@mermaidmoon2254]

Awwwww ❤ Caroline! This makes my little damaged delusional heart hope!!! I'm dating a good guy, but am not sure he's """the one""". Thank you! Thank you!! By another hopeless romantic ❤

[@LaurenCunningham-em3rd]

I recently discovered your channel and I love everything about your videos and your personality. Your videos are helping me get through very difficult times and giving me little crumbs of happiness where there were none before. Thank you for making this channel!

[@wtmfd5461]

I have not watched your videos for a while for some reason and now I am so happy to see the half a milion subscribers.You deserve this and much more!I knew you`d quickly get there. Funny ,beautiful and profound as always....Also glad you found such a great connection with your man

[@SeanMacadelic]

21:30 and on resonated with me on a spiritual level. Same thing happened to me in 2022. I really hope with Part 2; that the greatest love of all… is loving yourself.

[@jessiekeats8126]

Omg Caroline you have no idea how much I needed this laugh. Its like your talking about my life... Just broke up with my boyfriend of 7 years and have moved back in with my family for a few months, to as you said, find myself again. You were always so inspiring to me when you spoke about how you left that relationship in your previous videos and watching you grow and flourish over however long of following your channel, (OG follower) is inspiring me to regain myself back again. Big love to you xxx

[@lyny7071]

Wow Caroline. This is such a vulnerable post even for you. So courageous... it reminds me of Clarissa Pinkola Estes talking about mapping the crosses on the roadside of our journey - the places where we lost something or something died. Your journey speaks to me with its vulnerable fumbling and hard lessons- and hitting up against social/cultural expectations, as I'm sure it does many others. So powerful. Bravo and thank you. ❤‍🩹

[@nnnnnnnnnataliem]

😭😭😭❤️❤️❤️ when I talk about my guy people think it can't be true. I'm so happy to see others in love. I am incredibly happy for you!!

[@dragamboazulinqiacupuntura122]

It's true. My husband and I were so lucky to find each other early but our relationship is so amazing I feel inconsiderate telling people. Because I wish everyone had it. Of course it's not perfect. It requires to choose them everyday specially when you are angry but I've seen in my family abusive unhealthy relationships and I know this is truly good love. I'm so thankful so so thankful. You all deserve this. You all deserve love so you can tell what being love really is and never again settle for less.

[@spiritwardiaries]

😂the Asp as a pointer❤ love it. I appreciate self-deprecating humor,... love your brutal honesty sis. 😊 wish you the best!

[@Caroline_Winkler]

ok had to google that word

[@spiritwardiaries]

@@Caroline_Winkler lol 👍😉❤️

[@Smilemyang]

I love this video! Literally my favorite! The humor, the editing, the storytelling, everything was so well done. Maybe it's because im on my period but i was extremely emotional towards the end and found myself tearing up. I am also a big hopeless romantic. My husband is my actual first real boyfriend but i did like a few guys before him. I always say that every heartbreak led to my husband. So it made me sad to see everything you went through, but also so happy to see you find the greatest love of your life, with you also being a hopeless romantic. It made my heart swell. Thank you for the video and cant wait for part 2! ❤️❤️❤️

[@stoicatania]

Hi, Caroline! I rarely write comments on YT, (I am not fluent in english), but I just have to say this: YOU ARE SIMPLY ADDICTIVE! hope my spelling is ok. xoxo

[@Caroline_Winkler]

AHH! you did great! and TY!!

[@sarahwallace8785]

So well done. So funny. Great comedic skills. I’m old enough to be your mother but I relate to everything you say which is testament to your artistry…everyone can find something relatable. Brilliant work ❤

[@sarahwatts7152]

I love the baton in this, it's like it's its own character in the show

[@robinbirdj743]

Love you❤ love the practical, relatable stories. Hate the dress bc it hates you. Remember, only YOUR opinion on that matters. But it’s not doing you any favors. Thank you for all the life lessons, even the lesson of the dress. ❤ Looking forward to anything else you put out there. Yes, I checked out Coolers. Yes, I watched the Wayfair Iconic Objects videos. Great work. Herres something to contemplate: I was ghosted too. Loved the guy for 45 years. Sad? Yes, but it set me free. ❤ Also, turned out he was gay too! Love alone is ABSOLUTELY never enough to make a relationship work. Caroline, you are getting there. Even on your bad days, you are enough. You are lovable, real, and appreciated. Hope you have a wonderful week.

[@fl4007]

my heart simply somersaults when caroline posts

[@DeniseJoseph-vu2ni]

This is absolutely fantastic. Your honesty is perfection. Yours is the only romcom I’d ever watch.

[@Trenchant468]

Oh Caroline….I so wish I could say “yes, I relate-my 20’s and 30’s were like that”! But no. I’m 64. I’m single 8 years after a 10 yr relationship I should never have stayed in, to say nothing if the intervening trail of destruction lasting decades. Why!? For one, my mother is the last person I’d have sought or expected to get sound advise from. I just went on a first date in years. He asked and I disclosed some tough history, to which he responded, “Why didn’t you leave”? When I was 10? 10 yo need meals and a roof. “I know 10 yo who’ve left their parents”. Ok-we skipped right over the empathy part. Oy! I loved your video though.

[@jlina]

Dating is a nightmare! So sorry.

[@iago5044]

caroline your videos give me seratonin

[@Caroline_Winkler]

just upped my zoloft this week so im right there with u. fingers crossed for us

[@chamberpaint]

I’ve got to adopt yr writing style. You go into just the right detail for each one, then move on. With this cadence I could finally write my memoirs, and nobody falls asleep. I will need a beautiful GOWN tho. Too bad yours is taken! I loved this video as I do every one…more than all the others! It’s an uphill climb with you every time and I adore you!♥️

[@leehurst172]

The energy in this REALLY makes me wanna make my own video i the same format hahahaha

[@Caroline_Winkler]

i kept watching celebrity romantic history videos and was just like im gonna do that

[@mischake]

Thank you so much for sharing this life journey I recognize so much, from the younger years not knowing how to navigate any of it, to that long and hard journey (for me 7 years) with someone who you really loved but ultimately weren't right for each other. And the periods in our lives where we feel beyond repair until we slowly do heal. And finally arriving at that love that's not just mutual but also right for us.

[@IsabellaLondonLife]

I've been binge watching your videos since I discovered you a couple months ago and your video on dating changed my entire attitude so I really needed this too

[@BellaTealSings]

I really appreciate seeing the vulnerability in this video. So many things you said I can relate to and learned from my past relationship - thank you for making me feel seen!

[@SaraMuzi]

SO silly and SO absolutely relatable🤯🤣is the odd dating life leading up to true love only true for weirdos like myself, or is this actually universal?!