Woman Posts Pictures Of Outfits That Her Boyfriend Hates With Captions Directly From Him

Olivia Jackson is here to share some pictures of outfits that her boyfriend hates, along with commentary from him.

Olivia Jackson is from London, and her goal in showcasing these photos is to convey that nobody should be judged by what they wear, even if the judgment comes from their significant other. She went on to create a series called "Clothes My Boyfriend Hates."

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Olivia expressed how she started experimenting with fashion, but her boyfriend always made sarcastic comments about her outfit choices. She used this to her advantage, figuring she wasn't the only one facing backlash regarding her clothing.

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She began documenting the outfits that her boyfriend hates to encourage women to wear what makes them feel awesome. Nobody should care about others' opinions on our clothing, just as we shouldn't judge what others wear.

Fashion is a form of self-expression, and there's no "right" way to do it. To celebrate that, here are 31 new outfit pictures from Olivia showcasing some outfits and clothes that her boyfriend hated.

Here's hoping this post will encourage you to wear what makes you happy, regardless of what others might think about your outfit choices.

1. The baggy look isn't for everyone, but it is for her.

"A baggy dress and jacket he hates, but we’re relaxing by the sea, and life is good."1. The baggy look isn't for everyone, but it is for her.clothesmyboyfriendhates
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2. The boots

"I'M SO HAPPY TO BE IN BOOTS! Less happy that my boyfriend asked if I was going to a ‘funeral’ rather than dinner? I thought you were going to a Turkish restaurant? (I did have a spectacular chicken sis and halloumi chips).As nervous as I am about a long COVID winter ahead, I’m pleased the hot weather has left; I was ready for a change! I love jumpers and boots. How about you? What’s your favorite season? X"2. The bootsclothesmyboyfriendhates
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3. This is too cute

"Can’t wait to get this ‘dressing gown’ coat back on now that the colder weather is coming! He really hates this one. I have no idea why."3. This is too cuteclothesmyboyfriendhates

4. Here's the coat again

"How I feel about lockdown 3.0: oh, what I’d give to be heading out in a totally fabulous, extra coat to see friends without a care in the world (or a mask in sight!). But hey.Here we are - and I’m very aware that, relatively, I’m very lucky. If it’s okay with you, I’ll continue to share the clothes my boyfriend hates, hopefully making you smile during the next few weeks.That’s on the days I’m bothered to get dressed. They’re a bit scarce now, but they happen occasionally, I promise...!"4. Here's the coat againclothesmyboyfriendhates

5. I might agree with her boyfriend, but do what you want, girlfriend

"I seem unable to wear all black! Clashing prints my boyfriend hates: I wear this camo jacket with leopard quite a lot and really like the combo.When I was wearing this jacket last week, not only my boyfriend but also his friends kept telling me I was wearing nothing but stripes on my arms 🤦‍♀️😂 can’t win (P.S. my boyfriend RATES masks and thinks you should wear one even if it’s in a print he hates👋)"5. I might agree with her boyfriend, but do what you want, girlfriendclothesmyboyfriendhates

6. Leather trousers for the win

"Just another pair of leather trousers he hates: ‘but not as much as the other leather trousers; they’re awful,’ so I’m taking this as a win."6. Leather trousers for the winclothesmyboyfriendhates

7. A winner!

"As you all know, spotty baggy dresses with trainers are usually #clothesmyboyfriendhates, but a two-year-old said I was a princess while wearing it, which he agreed with, so this one's a winner!"7. A winner!clothesmyboyfriendhates

8. A nightie?

"Went for my daily walk in my nightie: ‘but it doesn’t look like you’re going out in a nightie; it just looks like one, y’know?’ - I’ll take that as a win. I’ll link this on my stories as it’s in the sale and dreamy. Pearl straps and jewel print - what more could you want!?Will wear it with a T-shirt underneath in spring too, and a roll neck in winter👋 And yes, I am working on getting my chest the same color as my arms and getting rid of the watch strap tan line."8. A nightie?clothesmyboyfriendhates

9. I love the slippers

"We’ve made it through another lockdown day, and I did it smiling in toddler clothes. As my boyfriend took this photo, he said, ‘those slippers are truly ridiculous.’Yes, but they’re so fluffy and so pink (and a lovely gift from @thehomebeautylab). Anyone else up for wearing ‘ridiculous’ clothes while WFH?"9. I love the slippersclothesmyboyfriendhates

10. Spotted dresses are popular

"When he rolls his eyes at your dress... then his sister turns up at ours also in a spotty dress. We didn’t even plan it."10. Spotted dresses are popularclothesmyboyfriendhates

11. Grandma sweater

"I’m sure you can imagine the granny/Princess Margaret-based comments this @andotherstories cardigan attracted. The magpie in me loves the buttons!"11. Grandma sweaterclothesmyboyfriendhates

12. Polka Dotted Dress

"A throwback because I love this (hated) dress. I also love the fact this photo was taken around 7/8 PM and it was LIGHT! I find the dark mornings/afternoons of winter really hard and horrible. I don’t mind the cold at all, but as soon as it starts getting dark at 4 PM at work, I’m pretty sure my brain decides it’s time to shut down, and I have to try 10x harder to focus. Anyone else!?"12. Polka Dotted Dressclothesmyboyfriendhates

13. Technicolor Dream Dress

"Boyfriend famously called this the technicolor dream dress."13. Technicolor Dream Dressclothesmyboyfriendhates

14. Pink jumpsuit

"Don’t mind me, just squinting and working at home in my bright pink boilersuit! Oh, how much my boyfriend hates this one. I think he made a joke about me looking like a fluorescent mechanic when I first got it; ironically, I now work in the automotive industry (but definitely not anywhere near the underneath of cars)!"14. Pink jumpsuitclothesmyboyfriendhates

15. Now there is nothing wrong with this. I need these PJs.

"Oh, these matching pajamas are definitely #clothesmyboyfriendhates. I’m not sure if it’s because they’re matching (and matching my phone case), the pattern, or the fact I am wearing them on repeat that he hates. They’re so comfy, though. Something I’ll miss when life goes back to ‘normal’ is being ready for bed, makeup off, skincare routine done, and in some jazzy pajamas at 9 PM.As much as I LOVE an early night, I probably only used to have one once a month or so. Having a (busy) full-time job, this wonderful account, and various other bits to keep me busy, I probably didn’t take enough time to just *chill*. That being said, I am also very ready for a big night out/rosé on the beach somewhere hot at lunchtime/just an after-work beer. For now, I’ll stay in these dreamy jammies and watch Desperate Housewives with a tea."15. Now there is nothing wrong with this. I need these PJs.clothesmyboyfriendhates

16. Wait, she wore this to a gym?

"Even managed to wear something he hates to the gym. I love this sweatshirt."16. Wait, she wore this to a gym?clothesmyboyfriendhates

17. Dad sandals and dork sandals.

"WHAT DO YOU THINK ABOUT DAD SANDALS? Is that even what they’re called?Or dork sandals, as my mum and I call them? These got an ‘absolutely NOT’ from my boyfriend, but I love them.They’re @johnlewisandpartners (I popped a link on my stories) and are so comfy. I’ve also lusted after many pairs from @teva and @arizona.l.o.v.e too. They’ve been perfect for long coastal walks this weekend, as well as for pottering around town, much to my boyfriend’s dismay. I’ll share some of my fave accounts who rock a chunky sandal on my stories too! X"17. Dad sandals and dork sandals.clothesmyboyfriendhates

18. Again with the infamous leather trousers

"Leather trousers guarantee an eye roll. Every. Single. Time!I hope everyone had a lovely weekend! No settling snow here, but we hunkered down today anyway (and pretty much every day at the moment, right!?).Lockdown feels relentless at the moment - sending big love to everyone else who’s feeling totally meh! I’m watching musicals on BBC at the moment while eating cake, which is helping."18. Again with the infamous leather trousersclothesmyboyfriendhates

19. Her boyfriend is just too funny

"Patent coats my boyfriend hates: even in all black, I’m getting an eye roll as we’re leaving the house. He moaned, then agreed to take a photo, background his choice (‘bet you’ve never posted a photo with a toilet above you, ey! Let’s think of a good toilet pun for you to post!’) Despite the toilet jokes all the way home, it felt good to be out. We headed to a local outdoor market; I was on the hunt for a fresh wreath (didn’t find one, so if you have any recommendations in NE London, let me know!).Now on the sofa with a roast in the oven, a candle lit, and a glass of red wine in hand. We made it through another lockdown weekend, friends."19. Her boyfriend is just too funnyclothesmyboyfriendhates

20. I don't know about these shoes

"I got an eye roll this evening for my daily walk attire #clothesmyboyfriendhates."20. I don't know about these shoesclothesmyboyfriendhates

21. Her style is too cute

"Put on a bright jumper and spotty headband on Saturday. I know if J was around, he’d definitely be taking the piss out of my headband matching my phone case/my bright jumper/the fact I was even bothering to get dressed when we are going nowhere! It’s been three weeks now, and I think I might miss his sarcastic comments 🤪 surely not!"21. Her style is too cuteclothesmyboyfriendhates

22. This is the coolest jacket

"Still wishing I was going to the pub in this. Really miss Thursday and Friday night post-work drinks.But feeling more and more hopeful that it’ll happen soon! I don’t think I need to explain why he hates this jacket... ‘It’s not pink enough!’ Bring on going out in bright clothes!"22. This is the coolest jacketclothesmyboyfriendhates

23. Shiny toes

"#ShinyToesMyBoyfriendHates - naturally. Sliders had to stay on so you wouldn’t see my twat tan 😩 hope you’ve all had a great weekend!"23. Shiny toesclothesmyboyfriendhates

24. Guilty pleasure house clothes

"My total guilty pleasure: this onesie. I hate that I love it. It’s so comfy. I miss it when it’s in the wash. Perfect for the unpacking I’ve been doing this evening. Anyone else got guilty pleasure house clothes?(This isn’t even one he hates; he bought it for me years ago.)"24. Guilty pleasure house clothesclothesmyboyfriendhates

25. Another polka dot dress

"A hated polka dot dress: winter edition. I wore this a lot in spring and summer with a tee underneath (swipe across), but today I popped it on with a roll neck underneath, some tights, and boots, and ta-dah! A winter outfit.J even asked me if it was new."25. Another polka dot dressclothesmyboyfriendhates

26. This is not bad at all

"Frills + dungarees = obviously #clothesmyboyfriendhates."26. This is not bad at allclothesmyboyfriendhates

27. "Clown Trousers"

"Not worn these in a while, but I think it’s time to bring back what he calls the CLOWN TROUSERS. They basically feel like wearing trackies outside the house, though - which is win-win, right? Do you have any clothes that feel super comfy but don’t look slobby?"27. clothesmyboyfriendhates

28. Yet another spotted dress

"When we move, I’ll treat you guys to a new mirror and a tidy hallway (lol, okay, I’ll treat myself), but for now, you’ve got this: my gold spot dress paired with biker boots from Saturday night are totally."28. Yet another spotted dressclothesmyboyfriendhates

29. This is interesting

"Christmas party mode: on. Pretty sure my colleagues hated this feathery and organza combo too when I wore it to our party on Thursday night! I’m still undecided about what I’ll wear on Christmas Day, though... do you get dressed up or stay casual?"29. This is interestingclothesmyboyfriendhates

30. Okay, but how cool is this jacket?!

"I ~might~ have bought the most hated item yet!? I loved wearing this on New Year’s Eve. J came in when I was getting ready and said, ‘oh, I thought you were wearing that new dress tonight.’ ‘Yes, but I felt too overdressed.’ ‘So you put on a velvet smoking jacket to wear INSIDE?’ Well...In all seriousness, it’s going to be a jacket that lasts me years, I’m sure."30. Okay, but how cool is this jacket?!clothesmyboyfriendhates

31. I'm a fan of leather pants

"These leather trousers are definitely the most hated item at the moment. I love this outfit for work, though - a good balance of feeling smarter than jeans but still super comfy and fashionable.Despite layering up, I was still freezing in them today, though - anyone else feel the cold easily!?"31. I'm a fan of leather pantsclothesmyboyfriendhates

Some of these outfits were not bad at all, and I wouldn't have looked twice at her about her outfit. Some of these pieces I'd love to steal, like the furry coat, leather trousers that her boyfriend despises, and even her pajama sets.

Regardless, let this article be a reminder to you to wear whatever the heck you want and express yourself in ways that make you happy instead of making others happy.

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