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“It’s obviously not cute, it’s major.” In honor of the 10th anniversary of Kylie Cosmetics and the launch of her King Kylie Collection, Kylie Jenner sits down with Vogue to reflect on some of her most memorable fashion moments. As Kylie flips through the pages of her style history, she opens up about her very first runway show for Avril Lavigne’s clothing line, her 21st birthday party (where she had her hair styled by Chris Appleton, much to sister Kim Kardashian’s chagrin), her elegant lo

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00:00This is actually the only dress of mine that I don't own.
00:04So if anyone out there making a public announcement has my dress,
00:09call me because it's priceless to me and I need my dress.
00:16Hi, I'm Kylie Jenner and this is my life in looks.
00:22Keeping up with the Kardashians season one launch party.
00:25I think it's, wow, Kendall's feet look huge here.
00:27I love this look. I love my little henna tattoo.
00:31I think it's, I think it's amazing.
00:33This is very on trend, these ballet flats.
00:36I was nine years old, so I don't remember why I chose this look.
00:40My mom probably picked this out for me.
00:42It's also crazy to think my daughter is going to be eight and a few months.
00:45She's going to be about this age, which is crazy to think about.
00:50My first runway show, it was for Avril Lavigne's clothing line at the time.
00:56This feels like a lifetime ago, but I loved this day.
00:59I remember it wasn't nervous at all.
01:01I was so confident.
01:02I loved my pink tips.
01:04This probably started, honestly, my love for colored hair because it wasn't real hair dye.
01:09They put like chalk in my hair or something and I was obsessed.
01:12There's a video and I think I like walked down and then I go like at the end.
01:17And then my family's like cheering for me.
01:19This is like the beginning of King Kylie.
01:22Next look.
01:23Wow, this is amazing.
01:26First thing I'm noticing about this look is the two different nail polish colors.
01:30I love that I have black toes and baby blue nails.
01:34Probably something I wouldn't do today.
01:36I was co-hosting the Much Music Awards in Canada.
01:41I think I just wanted something loud and sexy probably for the red carpet.
01:46This actually probably would be something I would wear now.
01:49Maybe not the shoes, but I like it.
01:53I couldn't tell you what my thought process was here.
01:57This was an era for sure.
01:58I still have this wig.
02:00Actually, my daughter loves to put it on and run around the house.
02:05She thinks it's really funny.
02:06This feels very King Kylie to me when I see this look.
02:09I found all my old phones from these years and I turned them on and I found like never before seen
02:14all these King Kylie era photos that I'm going to be dropping very soon.
02:20Next look.
02:21Oh, I love this one.
02:23Oh, and this is my friend Victoria in the back.
02:25This is the first time I think I bleached my hair.
02:29This makeup look I did with my makeup artist Arielle and we did this peach look and I remember it went viral
02:35after and it inspired some Kylie Cosmetic collections.
02:40I did all like this peach eyeshadow palette.
02:43I loved this look.
02:4410 out of 10.
02:45I would wear this again.
02:47Next one.
02:48Love.
02:49Love her.
02:50My 21st birthday.
02:52I think it's one of the first few times that Chris Appleton did my hair and Kim was not happy about that.
02:58Whatever I'm going to air her out.
02:59She was not happy about that, but we created this amazing look.
03:04This is like the most perfect ponytail I've ever seen.
03:07I love the all pink.
03:08This was a really fun night.
03:10I think this is soon after though.
03:11I had stormy.
03:12I think this was the first night I felt like myself again.
03:15I actually think the best part of my 21st birthday was this dinner that I'm arriving to before the party
03:22and all my sisters came and everyone was wearing pink and everyone looks so beautiful.
03:27And I just remember it was such good energy.
03:30And again, I was like, just had a baby and I'm super young.
03:32And I was just like finding myself again.
03:35It was very fun.
03:37Oh, I mean, this is the Met Gala 2019 with Versace.
03:41This is like one of my favorite looks still of all time.
03:44Definitely top three, if not my favorite look.
03:47I loved the theme this night and I just wanted to go all out.
03:52Like I loved this instantly.
03:54I remember I tried it on and I just knew it was going to be a moment for me.
03:58I just remember there was like a debate for two days on it.
04:00If I wanted to wear the big puff on my head also, I think that it's perfect.
04:07This was for Haley and Justin's wedding.
04:10And I think people were like a little upset that I went all out, but they didn't care.
04:15I don't think Haley call me if you have an issue.
04:17Probably wouldn't wear this now to someone's wedding.
04:20But I think I had the impression that like people were going to just be going all out.
04:25And I love this look.
04:27I had one of the best nights, actually.
04:28I was like the last one to leave the wedding.
04:32This was at the Loewe show in Paris.
04:34And I remember Jonathan called my stylist and said he wanted me to be very undone
04:41and wanted me to come in underwear to the show.
04:43And I just trusted his vision and I love this look.
04:47It was also my first Paris Fashion Week, which changed my life.
04:52I love Paris Fashion Week.
04:55Halloween with Jean-Paul Gaultier.
04:57They made me this custom look and they flew out their whole team.
05:01They couldn't have been nicer.
05:03And it was stunning.
05:06I think this look is so cool.
05:07I was channeling a bunch of iconic, older, evil women characters.
05:15Kendall and I have a Halloween tradition.
05:18We throw a party every year, like a few days before Halloween.
05:21And we go all out.
05:23I have the best memories with my parents.
05:26And I love just taking my kids trick-or-treating and being with my family.
05:34The lion.
05:34The lion.
05:35This is my first Paris Couture Fashion Week with Schiaparelli.
05:40I remember when Daniel sent us the sketch.
05:42I fell in love.
05:44I'm a Leo.
05:44So I think he wanted me to wear the lion dress.
05:48And it's just amazing how they crafted this and made it look so real.
05:53It was just amazing.
05:54I love taking risks in fashion and this is definitely a huge risk.
05:59But I think it's fab.
06:00I love it.
06:01This dress is actually perfect.
06:05It's custom John Galliano.
06:07It was my dream to have a custom John Galliano dress.
06:11I get mad at myself because I wish that I did a different hair look.
06:15Because I feel like it kind of like made it old Hollywood and aged it.
06:18And I wanted it.
06:19I just had a different vision for the dress.
06:21It had the bow, combed boobs, and then the bow in the back.
06:25It was just stunning and perfect.
06:26Dream dress.
06:29This is Prada 92.
06:32I just fell in love with this runway show.
06:34If you don't know what I'm talking about I recommend you look it up because it's stunning.
06:38I was on a mission to find pieces from this collection.
06:42We came across this dress.
06:45Of course I had to have it.
06:46We took inspiration from the glam on the runway with the smoky eye and the hair.
06:54It's just stunning.
06:56Wow.
06:57This is my favorite look of all time.
06:59This was ready to wear Paris Fashion Week.
07:02But this was a couture dress because I was supposed to go to the couture show.
07:07It just didn't work out unfortunately.
07:09So I ended up wearing the dress too ready to wear and it was just perfect.
07:14I definitely felt the most beautiful I've ever felt in my life this night.
07:20With Daniel he has the most beautiful sketches and I just really trust his vision so
07:28you know I have help from my stylist Mac and Alex and I feel like it's really a collaboration between
07:34us and Daniel of course.
07:36I think it was one of the first times he ever showed the keyhole.
07:40Anytime I'm trying to figure out what to wear for an event I'm like should I just wear the keyhole dress
07:44again.
07:44I think I need another moment in this dress or maybe another color.
07:49Daniel call me.
07:52This is Alaia 92.
07:54This was after I went to um one of Giangoliano's last Margiela shows with my Margiela Louboutins.
08:04This was an archival look that I saw in a fitting with my stylist and we just had to wear it.
08:11I have a very large collection of vintage archival pieces like this Tom Ford Gucci
08:20feather coat.
08:22I keep my vintage for a really long time and I just find the perfect time to wear it but I have like so
08:29many amazing things for me but also for my daughter so one day she can go through it all and pick out
08:36the things that she wants.
08:38Oh and here we are.
08:39Here is the Margiela look that I wore the same day.
08:42This is custom John Galliano and the Margiela Louboutins that I love.
08:48I think his vision for me was he wanted me to look like a mermaid and I think that's what inspired
08:54the wet hair because they just kept saying Margiela mermaid we want you to be a Margiela mermaid.
08:59So I just really dove into that.
09:02All of my looks I'm very particular.
09:04We spent hours glamming.
09:07We do a lot of fittings.
09:09Everything has to be a vision so we did this full glam look and really glowy.
09:14We did this white on the inner corner to just match the shoes and all the details and then
09:21I think the wet hair just like fit perfectly with this and brought it all together.
09:24But I'm definitely really crazy about the looks feeling and being cohesive.
09:30British Vogue cover star of course.
09:33I'm wearing Prada and nobody can tell me shit now because I'm on British Vogue.
09:40I really was just open and there to do whatever they wanted to do for the cover.
09:45I was wearing this beautiful purple dress that they made for me.
09:48I love the flowers.
09:50It was just such a dreamy day.
09:51It was perfect.
09:52It was all on film so I didn't really get to see anything and the cover was such a surprise to me.
09:57It really is a dream come true.
10:02This is Olivier Beaumont.
10:05I really wanted to go to his show but I actually just couldn't make it.
10:08But the next day I saw the dress that he made for me with my face on it which was just iconic.
10:16I love Olivier.
10:17We have such a great relationship.
10:20He dressed me for my first met.
10:22I've just known him for so long.
10:24He's always been so supportive and I think he put one of the dresses in his show.
10:30Coperni.
10:32This was really a dream day.
10:35I realize I've said dream a lot this whole time.
10:38This was I would say my first show as an adult and I was so nervous.
10:46I couldn't say no to walking out of the castle at Disneyland.
10:51I think I knew that if my daughter was there that I wouldn't get cold feet and not do it.
10:58So I think she really gave me the confidence.
11:00I would absolutely walk a show again.
11:03Hopefully I do very soon.
11:04I think I'm ready.
11:07This is Archival 98 Mugler.
11:10There's a picture of me and my sister on the carpet like hysterically laughing with each other.
11:14And it's because I was really going back and forth between
11:17lining the dress or keeping it sheer as it was intended to be.
11:20I think I wanted to wear it how it was made and it's obviously so stunning.
11:25So we put this like huge almost like a boob cover.
11:29You couldn't really see it, but I was so worried.
11:31I'm like, wow, I'm going to get on the carpet.
11:32And if a photo flashes back and you see like this circle on my boob, it's going to really,
11:38it's going to look silly.
11:39Like it's going to ruin the whole thing.
11:41And Kendall was just like lie in the dress, lie in the dress.
11:44I don't, we have to leave.
11:45I don't want to hear this anymore.
11:47I'm like, okay, I'm going to go.
11:48I'm doing it sheer.
11:49And then when we got on the red carpet, the lights were so bright that the whole
11:55boob cover looked so, you could see it so well.
11:59And I just smiled and I looked at her and I was like, you could see the,
12:02you could see the boob cover.
12:03And she was like, yes, yes, you can.
12:05And we just both started hysterically laughing because in that moment,
12:09I thought I messed up and that it looked crazy, but it didn't.
12:12It turned out amazing.
12:15Heider Ackerman for JPG.
12:18I saw this walk in real life, which was really special.
12:21I've never seen anything like it.
12:23And I got it soon after the show.
12:25And then I just kept it for, I think two years.
12:28It was in my closet.
12:30And so many times we brought it out, me and my stylist.
12:32And this really felt like the perfect moment to do it at the CFDA awards.
12:37This is the look actually that my sister Chloe said was cute.
12:40And it's obviously not cute.
12:43It's major.
12:44We tried on this skirt a million times for two years.
12:46And then the night while we were dressing to get to the event
12:50and the zipper broke in the back.
12:52So the whole ride over, I was like holding onto the walls of this car
12:57and the seamstress was like, I was sewed me into the dress to where
13:01when we took it off, we had to literally like cut me out of it.
13:03Okay.
13:04That is it.
13:07Those are my life and looks.
13:10Okay.
13:15I'm just going to leave it.
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