Bailey 44

Black Headwind Dress

$96 to buy
$218 retail
Stylist Notes

Are you a bonafide girly girl? We've got you covered with this Bailey 44 dress. A sweetheart neckline, dainty print and an alluring bodice cutout scream feminine style.

Size & Fit

This dress runs true to size. We recommend going one size up for backup (see following fit notes for exceptions). Sized: 0-12.

BUST: Works best for A to C cup sizes (fitted at bust)
WAIST: Fitted, fitted at natural waist
HIPS: Straight, comfortable room for hips
LENGTH: Tea length - (on a 5'6" model)

UNDERGARMENTS: Should be worn with a nubra or no bra, we recommend fashion tape.
FABRIC: Fabric has no stretch
GREAT FOR: Hourglass, Athletic, Petite, Straight & Narrow body types
(Model's height is 5'10").

Product Details

Black floral crepe (97% Polyester, 3% Elastane). Sleeveless. V-neckline. Hourglass with cut out. Hidden back zipper with hook and eye. Fully lined. 45" from shoulder to hemline. Made in the USA.

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123 reviews
Fit
Large
(1)
True to Size
(46)
Small
(16)
Top Contributor
Size worn:
NONE
Rented for:
Date
Usually wears: 6
Height: 5' 4"
Age: 37
Bust size: 34C
Body type: Athletic
Weight: 145lbs
March 22, 2017
Great dress, but not for me!

This dress was awesome -- I wanted to wear it so badly and tried all kind of contorting and layering to try to make it work, but alas, it would not zip over my broad rib cage. Everywhere else it fit perfectly. I rented the size 6 and would size up next time -- am usually a 6/Medium in Bailey 44, but since this one has no stretch I'd definitely opt for the 8 if renting again.

Top Contributor
Size worn:
8
Overall fit:
True to Size
Rented for:
Everyday
Height: 5' 5"
Age: 25
Weight: 155lbs
March 22, 2017
STYLIST REVIEW

Great for a Coachella/festival feel or a day out with the girls. A great pair of gladiator sandals and some cool sunglasses will make this a great outfit for any outdoor show you’re going to. The cutout definitely brings a more edgy side to this floral look and can dressed up or down as much as you like. The straps are adjustable and can be worn with a strapless bra. Being a 34DD, I was very comfortable throughout the bust area. The overall fit is true to size, as it was fitted in the bust section but comfortable enough in the hips. I would size up if you are bustier as this material has no stretch. I am 5’5” and it did run about 6 inches below the knee.

View photos (1)
Top Contributor
Size worn:
6
Rented for:
Party
Usually wears: 6
Height: 5' 5"
Age: 34
Bust size: 32B
Body type: Apple
Weight: 132lbs
March 29, 2017
Elegant

The length was elegant. I loved the peep window in the front that added intrigue to the dress- I would recommend a bra for a backless dress or no bra

Top Contributor
Size worn:
6
Overall fit:
True to Size
Rented for:
Other
Usually wears: 8
Height: 5' 7"
Age: 36
Bust size: 34B
Body type: Pear
Weight: 150lbs
March 30, 2017
light and fun

Beautiful dress, light material. I am small chested, so it worked out perfectly. The length was right below the knee, and fit as described. Would order it again.

Top Contributor
Size worn:
4
Rented for:
Everyday
Usually wears: 4
Height: 4' 10"
Age: 39
Bust size: 36B
Body type: Petite
Weight: 136lbs
April 6, 2017
Soft and flowy

Dress definitely does not need a bra. The chest fitted perfectly but since I have a little bit of a belly, the waist area was a bit tight. Length hit at closer to ankle because I'm short. Straps are adjustable which is a definite plus.

View photos (1)
Top Contributor
Size worn:
0
Rented for:
Formal Affair
Usually wears: 0
Height: 5' 6"
Age: 30
Bust size: 32DD
Body type: Straight & narrow
Weight: 116lbs
April 9, 2017
Floral feminine dress

This dress is super comfortable and great for spring summer I put a bodysuit underneath since I was attending a modest event. Received many compliments Dress fits true to size- Material is thin and sheer but is lined with black liner so not see through Overall great dress would rent again :)

View photos (1)
Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Vacation
Usually wears: 4
Height: 5' 6"
Age: 42
Bust size: 34B
Body type: Pear
Weight: 128lbs
April 10, 2017
Perfect for beach vacation

Perfect fit! It does not give much in the chest/ribcage area so if you have bigger on top (or in between sizes) you may need to size up. Would buy this if possible!

Top Contributor
Size worn:
4
Rented for:
Party
Usually wears: 2
Height: 5' 6"
Age: 29
Bust size: 34C
Body type: Athletic
Weight: 125lbs
April 11, 2017
Memorable dress

I wore this to a surprise party that I threw for a friend, and people were still talking about the party AND the dress days later. It's perfect for changing seasons, date night, weddings, and pretty much any event. I love the sexy little cut out with the conservative length. Will definitely rent again!

View photos (1)
Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Other
Usually wears: 2
Height: 5' 5"
Age: 39
Bust size: 32D
Body type: Hourglass
Weight: 125lbs
April 16, 2017
This dress was cute and comfortable. I wore it to two events. 1 fancy, 1 casual beach outing.

This fit very well and was very flattering. I did not wear a bra and am a 34E so it had pretty good support. It fit pretty true to size. I could have worn the 2 but the 4 was more comfortable. I wore it with tan strappy sandals for a cocktail night and flat tan sandals for a day shopping at the beach. This is a dress that I would love to own.

Top Contributor
Size worn:
6
Rented for:
Other
Usually wears: 6
Height: 5' 3"
Age: 33
Bust size: 34C
Body type: Hourglass
Weight: 140lbs
April 20, 2017
A new kind of sexy

This dress was cute and very feminine. The slit under the chest made it a little sexier which was my favorite part of the dress. The length was too long and somewhat awkward on my 5'3 frame which is why I'm only giving the dress a 4 star rating.

Top Contributor
Size worn:
2
Rented for:
Party
Usually wears: 0
Height: 5' 7"
Age: 30
Bust size: 32B
Body type: Straight & narrow
Weight: 118lbs
April 20, 2017
Easter Brunch

Comfortable and interesting

View photos (1)
Top Contributor
Size worn:
12
Overall fit:
True to Size
Rented for:
Date
Usually wears: 12
Height: 5' 6"
Age: 41
Bust size: 36D
Body type: Hourglass
April 24, 2017
First Date. Dinner. Lounge. Dancing. Boho part of town in a sexy city.

This dress made me feel sexy while being totally comfortable. It showed off the parts I want to show off, while minimizing the parts I don't.

Top Contributor
Size worn:
0
Rented for:
Everyday
Usually wears: 0
Height: 5' 3"
Age: 31
Bust size: 32D
Body type: Petite
Weight: 111lbs
April 27, 2017
Love the cut

Wasn't crazy about where it fell, length-wise. Not super flattering, which is why I'm holding it up in this photo ha. And I thought it would be more fluttery, but it's pretty straight and narrow. But I do love the little peekaboo detail!

View photos (1)
Top Contributor
Size worn:
10
Overall fit:
Small
Rented for:
Vacation
Usually wears: 6
Height: 5' 6"
Age: 25
Bust size: 34DD
Body type: Athletic
Weight: 145lbs
May 3, 2017
This dress is the perfect RTR dress! I loved the simplicity and fun of it!

PROS: I hardly ever wear cut-outs, so just renting it for the weekend was the perfect decision! I tried this own in SF at the store and realized a larger size was perfect for me, since I don't like wearing low cut dresses. I definitely recommend it!

View photos (1)
Top Contributor
Size worn:
10
Rented for:
Formal Affair
Usually wears: 12
Height: 5' 4"
Age: 31
Bust size: 36C
Body type: Full Bust
Weight: 150lbs
May 7, 2017
.

Love this dress! Very comfortable, flattering and the print and cutout get lots of compliments.

Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Other
Usually wears: 4
Height: 5' 4"
Age: 30
Body type: Apple
May 8, 2017
Wore to my wedding rehearsal on a whim

I rented this at the last minute to have on hand for my wedding weekend. I ended up wearing it to my wedding rehearsal, and received so many compliments. I typically can't go bra-less and always need some kind of support, but I ended up not wearing a bra with this. The top isn't overly supportive, but it sucks you in a lot (and makes you look flat chested, but I didn't mind). Good choice as long as you have a smaller bust.

Top Contributor
Size worn:
4
Rented for:
Everyday
Usually wears: 4
Height: 5' 3"
Age: 29
Bust size: 34B
Body type: Pear
Weight: 130lbs
May 8, 2017
Obsessed

Super comfortable and got complements all day long!

View photos (1)
Top Contributor
Size worn:
6
Overall fit:
True to Size
Rented for:
Everyday
Usually wears: 6
Height: 5' 8"
Age: 40
Bust size: 34DD
Body type: Straight & narrow
Weight: 150lbs
May 10, 2017
I wore this to a Sunday dinner with friends. I dressed it down a bit with a jean jacket.

No bra needed! And for the record, I NEVER SAY THAT!! The cutout isn't obscene and I am a 34DD.

Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Vacation
Usually wears: 4
Height: 5' 5"
Age: 30
Bust size: 34DD
Body type: Hourglass
Weight: 135lbs
May 15, 2017
Pretty, high-quality fabric and perfect fit

I rented this for a vacation to LA. The dress fits according to size, is very comfortable, and flattering. It has a flowing skirt and very pleasant to the touch, high-quality fabric. Would definitely rent again.

Top Contributor
Size worn:
6
Overall fit:
True to Size
Rented for:
Everyday
Usually wears: 6
Height: 5' 9"
Age: 30
Bust size: 34A
Body type: Pear
Weight: 143lbs
April 21, 2017
I got so many compliments!

This dress is adorable! It's fits your body just right and the little gap in the front makes it fun and different!

View photos (1)
Top Contributor
Size worn:
0
Rented for:
Everyday
Usually wears: 0
Height: 4' 10"
Age: 27
Bust size: 32B
Body type: Petite
Weight: 96lbs
May 17, 2017
Literally in love for spring!

I love this for spring & summer! I'm super petite and always have difficulty finding long dresses that suit me. I'm most likely going to buy this! It's like a tea length on me & I got several compliments on it walking in NYC. Even the top filled out nicely with my A sized boobs. It's cute and fun for this 80 degree weather.

View photos (1)
Top Contributor
Size worn:
4
Rented for:
Wedding
Usually wears: 4
Height: 5' 7"
Age: 34
Bust size: 34C
Body type: Straight & narrow
Weight: 137lbs
May 17, 2017
Simple, with a splash of fun

It was perfect for the barn wedding I wore it to. A little casual and simple but the cut out gives it a fun twist. It was snug in all the right places.

View photos (1)
Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Party
Usually wears: 4
Height: 5' 5"
Age: 41
Bust size: 34D
Body type: Hourglass
Weight: 135lbs
May 17, 2017
Cute dress

It fit well, but didn't end up wearing it.

Size worn:
4
Overall fit:
True to Size
Rented for:
Party
Usually wears: 4
Height: 5' 6"
Age: 32
Bust size: 34B
Body type: Athletic
Weight: 135lbs
May 18, 2017
Classic. Received many compliments and the cut out made it just that much sexier.

Fit was just right. I have a small bust and wore a strapless bra which was perfect. Comfortable and loved the way the dress "swished" while walking. Perfect birthday dress.

Size worn:
8
Rented for:
Party
Usually wears: 10
Height: 5' 4"
Age: 26
Bust size: 34DD
Body type: Petite
Weight: 140lbs
May 19, 2017
Very slimming and great for spring

Wore this to my sisters graduation. The 8 felt a bit tight particularly in the chest but it looked great in photos. Wore with nude wedges.

View photos (1)
Size worn:
4
Overall fit:
Small
Rented for:
Wedding
Usually wears: 4
Height: 5' 7"
Age: 34
Bust size: 36B
Body type: Athletic
Weight: 133lbs
May 21, 2017
I received so many compliments on this dress! It was super fun to wear.

I felt this ran a little small at the top - I have a very athletic back/shoulders, but am usually a solid size 4 and this was pretty tight to zip up. I was able to squeeze into it, but just a word of caution for anyone else shaped similarly!

View photos (1)
Top Contributor
Size worn:
2
Overall fit:
True to Size
Rented for:
Vacation
Usually wears: 2
Height: 5' 7"
Age: 29
Bust size: 32B
Body type: Hourglass
Weight: 125lbs
May 22, 2017
Loved it so much, I bought it - RTR Team Review

I am absolutely in love with this dress, and have gotten SO much wear out of it so far. I rented it for my college reunion as part of my Unlimited subscription. I paired it with a jean jacket and sneakers for the daytime, and got SO many compliments. I ended up purchasing the dress and have since worn it a thousand times - dressed up for date night, bridal shower, bachelorette, weekend brunch, etc. It's a very flattering fit and fits true to size, though there isn't much give in the fabric.

Top Contributor
Size worn:
NONE
Rented for:
Date
Usually wears: 10
Height: 5' 5"
Age: 38
Bust size: 36D+
Body type: Hourglass
Weight: 165lbs
May 25, 2017
Fits slim but cute

This ran too small for me and slim on the hips and no stretch so it don't work for this booty but it would be cute on someone with narrower hips or slightly smaller.

Top Contributor
Size worn:
0
Rented for:
Other
Usually wears: 0
Height: 5' 1"
Age: 31
Bust size: 32D
Body type: Hourglass
Weight: 115lbs
May 28, 2017
Casual dress!

Great summer piece

View photos (1)
Top Contributor
Size worn:
8
Overall fit:
True to Size
Rented for:
Everyday
Usually wears: 10
Height: 5' 6"
Age: 46
Bust size: 34DDD/E
Body type: Hourglass
Weight: 155lbs
May 30, 2017
Received compliments

The fit was great and the front cutout is cute without showing too much. I received compliements while wearing this dress. The only thing I didn't care for was the length. It went to mid-calf.

View photos (1)
Size worn:
6
Overall fit:
True to Size
Rented for:
Wedding
Usually wears: 6
Height: 5' 6"
Age: 27
Bust size: 32A
Body type: Pear
Weight: 140lbs
June 6, 2017
Perfect Floral For Spring!

Absolutely loved this dress for my friends wedding! The length was perfect for dancing without fear of anything being exposed! The cutout was a fun way to show a little skin while still keeping it classy. While the fabric wasn't stretchy, I didn't feel constricted at all throughout the night and the cut was perfect. It was hard to return this one!

View photos (2)
Top Contributor
Size worn:
4
Overall fit:
True to Size
Rented for:
Party
Usually wears: 4
Height: 5' 4"
Age: 29
Bust size: 34C
Body type: Athletic
Weight: 128lbs
June 7, 2017
Cute, comfortable & flattering

This dress was great for a summer rehearsal dinner for my friend's wedding! The cutout in the front was just enough to add some edge to this dress, and the subtle A-line made it extremely comfortable for a warm night. I'm 5'4 and 128 pounds, and though the size 2 fit, I felt the 4 was more comfortable. Overall it's great for a semi-formal event, and I definitely recommend.

View photos (1)
Top Contributor
Size worn:
8
Overall fit:
Small
Rented for:
Everyday
Usually wears: 6
Height: 5' 6"
Age: 32
Body type: Athletic
Weight: 140lbs
June 14, 2017
Cute

I thought this dress was very flattering. it was perfect for every day. I wore it casually and I wore it to work with a sweater and I also wore it to a day party. I am busty and it did not show too much cleavage surprisingly. It did feel a bit tight even though I had sized up. My only complaint was that the material was not as nice as I had expected.

Top Contributor
Size worn:
6
Rented for:
Party
Usually wears: 6
Height: 5' 3"
Age: 30
Bust size: 36A
Body type: Pear
Weight: 140lbs
June 18, 2017
Fun dress

I liked this dress, but didn't love it. I'm curvy on the bottom and small on top so I usually end up with dresses that I can't fit my behind into and can't fill out the top half. This dress fit comfortable on the bottom as it was nice and flowy but the top of the dress was quite snug. If I had a large bust, it definitely would not have fit. I'm not usually a pattern kinda girl but this was nice and not overwhelming. The length was good with heels on but when wearing no shoes or flats it made me look pretty frumpy. Overall I liked it.

Size worn:
4
Overall fit:
Large
Rented for:
Everyday
Usually wears: 6
Height: 5' 7"
Age: 36
Body type: Pear
Weight: 140lbs
June 19, 2017
Loved that this dress was cute and flirty - just dressed up enough for a Saturday night out!

133 lbs. 5' 7"

View photos (1)
Size worn:
8
Rented for:
Wedding
Usually wears: 6
Height: 5' 7"
Age: 36
Bust size: 34D
Body type: Hourglass
June 21, 2017
Easy and fun rehearsal dinner dress!

This dress was just really fun and easy to wear! You can totally wear a normal bra. The length makes it appropriate for a family-friendly event.... and the cut-out makes it a bit more "party" ready. ;)

View photos (1)
Top Contributor
Size worn:
8
Overall fit:
True to Size
Rented for:
Everyday
Usually wears: 6
Height: 5' 10"
Age: 30
Body type: Hourglass
June 21, 2017
Cute dress

Wore this to dinner with friends, cute dress and cutout was fun. Fit fine and the length was to right above my knee and I'm 5' 10".

Size worn:
8
Rented for:
Wedding
Usually wears: 6
Height: 5' 9"
Age: 30
Bust size: 34A
Body type: Straight & narrow
Weight: 145lbs
June 22, 2017
Perfect for an outdoor summer wedding

Loved that the straps were adjustable. I could have worn a 6 but it wasn't available but the 8 worked fine. Fun to dance in for an outdoor wedding

View photos (1)
Top Contributor
Size worn:
6
Rented for:
Party
Usually wears: 6
Height: 5' 10"
Age: 36
Bust size: 34B
Body type: Athletic
Weight: 146lbs
June 26, 2017
Fun and flirty!

This was such a fun dress to wear! I wore it to a shower and loved the cute cut out. It's very thin material so it isn't very forgiving around the stomach area. I'm 5'10" and it came just past my knee. Highly recommend.

View photos (1)
Size worn:
2
Overall fit:
True to Size
Rented for:
Party
Usually wears: 2
Age: 27
June 28, 2017
I wore this to a cruise party. It was pretty windy and I'm so glad it was long!

I'm 5'3, so the dress came down to mid calve for me, which is fine because I like the length, but it's definitely longer than I expected. I love the fit. So easy to wear and move around. It makes me look skinny even tho it shows my stomach a bit--it was the top of the stomach so it's really flattering. The strap does not fall at all. Would recommend! Highly highly recommend!!

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