Woman Shares All The Outfits Her Boyfriend Hates And What He Hates About Them (25 Pics)

Olivia Jackson is a young woman in London who believes clothes are a choice and outside pressure is an absolute no-no. Even if it’s coming from your boyfriend.

Jackson started a series Clothes My Boyfriend Hates to drive the point home.

“I’d started to really enjoy fashion but my boyfriend constantly made sarcastic comments about what I was wearing,” she wrote on her blog. “I knew I couldn’t be the only person who was just carrying on wearing what I wanted regardless, but equally I knew that there would be people out there who were impacted by their partner’s or other’s opinions – because I’d been there myself.

“So I thought I’d start documenting these clothes my boyfriend hates. Since then, I’ve been on a mission to empower women to do what makes them feel great.”

1. “Don’t mind me, just squinting & working at home in my bright pink boilersuit!”

@clothesmyboyfriendhates / Instagram

“Oh how much my boyfriend hates this one. Think he made a joke about 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!)”

2. “As you all know, spotty baggy dresses with trainers are usually #clothesmyboyfriendhates but a two year old said I was a princess whilst wearing it which he agreed with so this ones a winner!”

@clothesmyboyfriendhates / Instagram

3. “A throwback because I love this (hated) dress I also love the fact this photo was taken about 7/8pm and it was LIGHT!”

@clothesmyboyfriendhates / Instagram

4. “Boyfriend famously called this the technicolour dream dress.”

@clothesmyboyfriendhates / Instagram

5. “When he rolls his eyes at your dress.. then his sister turns up at ours also in a spotty dress.”

@clothesmyboyfriendhates / Instagram

“We didn’t even plan it”

6. “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?’”

@clothesmyboyfriendhates / Instagram

“Well… In all seriousness it’s going to be a jacket which lasts me years I’m sure.”

7. “Just another pair of leather trousers he hates ‘but not as much as the other leather trousers, they’re awful’”

@clothesmyboyfriendhates / Instagram

“so I’m taking this as a win.”

8. “Frills + dungarees = obviously #clothesmyboyfriendhates”

@clothesmyboyfriendhates / Instagram

9. “These leather trousers are defo the most hated item at the moment.”

@clothesmyboyfriendhates / Instagram

10. “A baggy dress and jacket he hates but we’re relaxing by the sea and life is good.”

@clothesmyboyfriendhates / Instagram

11. “I’m sure you can imagine the granny/Princess Margaret-based comments this @andotherstories cardigan attracted.”

@clothesmyboyfriendhates / Instagram

“The magpie in me loves the buttons!”

12. “WHAT DO YOU THINK ABOUT DAD SANDALS?”

@clothesmyboyfriendhates / Instagram

13. “Oh these matching pyjamas are definitely #clothesmyboyfriendhates.”

@clothesmyboyfriendhates / Instagram

14. “A hated polka dot dress: winter edition.”

@clothesmyboyfriendhates / Instagram

15. “Can’t wait to get this ‘dressing gown’ coat back on now the colder weather is coming! He reeeeally hates this one.”

@clothesmyboyfriendhates / Instagram

“I have no idea why”

16. “Put on a bright jumper and spotty headband on Saturday I know if J was about he’d defo 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!”

@clothesmyboyfriendhates / Instagram

“It’s been three weeks now & I think I might miss his sarcastic comments 🤪 surely not!”

17. “My total guilty pleasure, this onesie. I hate that I love it.”

@clothesmyboyfriendhates / Instagram

18. “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?’”

@clothesmyboyfriendhates / Instagram

19. “When we move I’ll treat you guys to a new mirror and a tidy hallway (lol, ok, I’ll treat myself) but for now you’ve got this my gold spot dress paired with biker boots from Saturday night are totally”

@clothesmyboyfriendhates / Instagram

20. “Not worn these in a while but think it’s time to bring back what he calls the CLOWN TROUSERS.”

@clothesmyboyfriendhates / Instagram

“They basically feel like wearing trackies outside the house though – which is win win, right?”

21.

“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 looove jumpers and boots. How about you? What’s your favourite season? X

22.

“Even managed to wear something he hates to the gym I love this sweatshirt.”

23.

 “We’ve made it through another lockdown day & 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?”