Celebrating Bailey Rayne

Welcome to the Best Of Bailey Awards, a site that celebrates the Beautiful and Amazing Bailey Rayne.

On Friday January 31st 2025 we will be celebrating an incredible 11 years since Bailey’s first appearance as a successful Cam Girl. Over that time Bailey has not only created her own content on her Website and MyFreeCams but also featured prominently for some of the best Adult providers such as Playboy, Penthouse, Hustler, Digital Desire and you probably even saw her on Netflix as well.

To celebrate this joyous occasion we have decided to create the Best Of Bailey Awards a chance for you (her Fans) to vote on which of Baileys Videos, Photos and Moments you think are the best.

Voting is now closed, Thank you everyone who participated.

 

Also if you are bored and want to waste some time have a look at the Games page and play some of our Bailey Games. Or have a look at the results from the 2022, 2023 or 2024 Awards.

Best Girl/Girl Video

While Bailey may not have made many Girl/Girl Video’s the few she has made are Exceptional, Vote for your Favorite video where Bailey has fun with another Girl.

Best Blow Job Video

Unless you’re a banana there’s a good chance you’re a fan of Baileys Blow Job Videos as they are some of her best. 

Social 11 Shower Suck and Fuck

Vixen Suck and Fuck  

Velma Goes Hard

Black Bikini Suck and Fuck

Best Cosplay Video

Bailey can get quite creative with her Cosplay and she puts a lot of effort into dressing up for her fans, Vote for your Favorite Cosplay Video.

Harley Quinn Goes Hard

October Club Show #4 – Barbie  

Velma Goes Hard

Earning Points for Slytherin House

Best Photoset

Bailey has worked with the best in the adult industry and featured in many incredible photo shoots. The camera defiantly loves her, so Vote for your favorite Bailey Photoset.

Sparkles, Anal, and Orgasms

Let it Rayne – Holly Randall

Scarlett Red Seduction

Playboy Cybergirl Jan 2017

Best Anal Video

Arguably one of Bailey’s best assets is her Booty, So if you’re also a fan of her posterior Vote for your favorite Anal Video.

Little Black Dress

Extreme Anal Training (4K)

DP With my Big Blue Plug

Busty Bailey Loves DP

Red Sweater Suck and Fuck DP

Best VR Video

With stunning beauty, a gaze that melts your soul and a voice that angels are jealous of, Bailey is perfectly suited to Virtual Reality and is one of the most popular VR models. So which VR video would you like to Vote for ?

Sneaky But Clever – BabeVR

Bailey’s New Digs – BabeVR

Make It Rayne – BabeVR

Prom Night Pressure – BabeVR

Screw You – VRBangers

Best Bailey Moment

Bailey has a truly remarkable personality and is quite a character at times, this leads to some very unique moments. Vote for your favorite moment when Bailey was Creative, Weird or just made you Laugh.

Sophia – During October Bailey goes on cam after going to a Halloween party dressed as Sophia (From Golden Girls, duh).

Frank Costumes – On the last night of October Bailey dresses as 4 different versions of Frank Reynolds (from Always Sunny).

Aerial classes – Bailey constantly amazed her Fans by posting photos and videos of her incredible feats in her Aerial classes.

Pool shows with MyMaryAngel – Bailey joins Mary for a few shows by the pool, they draw on each other and play in the pool.

 

Frank Costumes

 

 

 

Matt

 

 

Favorite Room Helper

Who’s your favorite member who helps Bailey control the room ?

Matt

Meat

Night

Sub

Best Twitch Clip

Bailey is a huge gaming fan and spends quite a bit of time on Twitch playing all sorts of games, Vote for your favorite clip from Bailey’s Twitch streams.

Beating Ocarina of Time

RDR2 – Gator Attacks

Resident Evil – Scares

Ending of “Stray”

I Hate Bees

Favorite October Costume

October is rank month where everyday Bailey wears a different costume, it’s a lot of work and Bailey can get quite creative. Vote for your favorite costume Bailey wore in October.

Sophia

Lola Bunny

Fire Fighter

Nurse

Cow Girl

Most anticipated 2025 show

2025 is going to be a big year, What are you most looking forward to Bailey doing in the coming year ?

Pineapple Pizza Show

Finally Sneezing On Cam 

More Shenanigans Of course  

New Cosplay costumes

 

 

Finally Sneezing On Cam

Best Video Overall

Bailey has created a huge amount of amazing content over the past 11 years, So which video is your favorite ? It’s going to be difficult to pick just one but Vote for the Best Video Bailey has made.

DP With my Big Blue Plug

Busty Bailey Loves DP

Red Sweater Suck and Fuck DP 

Feeling Myself

My Morning Routine

Shower and Finger Fucking During Social

Bailey’s Links

         

DISCLAIMER: This site is not endorsed by Bailey Rayne nor is it affiliated with Bailey Rayne in anyway. All media content is property of the media’s creator, if you like any of the media featured then buy it from the creators website.  This site can be taken down at any time if deemed necessary. I am just a fan with obviously too much time on my hands and average Web coding abilities.