A Guide to Sydney Shemales and Ladyboys

Got a thing for ladyboys? Looking to explore the vast Sydney Shemales community?

Sydney has one of the most popular transsexual escort scenes in all of Australia. You’ll find a number of tranny escorts working the independent scene, whilst some of the top agencies have several ladyboys on their books to meet the popular demand.

In this guide, we’ll show you where to find shemales in Sydney, as well as some popular ways of meeting up with ladyboys around New South Wales.

Are you looking to meet via the Internet, or via ‘cruising’ the streets of Sydney?

We’ll show you the best options for finding TS escorts on the web, but first, let’s talk Sydney’s transsexual hot spots…

The Sydney Tranny Scene

Useful Links:

  • TS-Dating.com — One of the top worldwide transsexual dating sites, catering to transsexuals, shemales, transvestites, crossdressers, ladyboys and their admirers.
  • Shemale.com — A selection of webcam T-Girls from all around the world. Choose your favorite and start chatting.

It should come as no surprise that the easiest place to find ladyboys and shemales is Oxford Street and around Darlinghurst.

This area has traditionally been very popular with the gay scene. There are a number of gay bars in this area, which is just a stone’s throw from the main Sydney CBD.

The most famous spot for picking up Trans escorts and sex workers is ‘The Wall’, which has become something of an iconic red light landmark. It is found along the eastern perimeter of the Darlinghurst Gaol and is frequented by both gay men and TS escorts.

The area is not quite as busy as it used to be, but the Darlinghurst area in general is the most popular in the city if this is your thing.

It used to be home the legendary Taxi Club, one of the most popular transsexual pick-up points in all of Australia. Sadly, this club is no more. It was closed in 2012.

Head on over to ARQ Sydney to bump in to much of the same crowd that used to frequent Taxi. It’s a LGBTQI nightclub, located on Flinders Street, and known for its abundance of shemales and transvestites.

Surry Hills is another spot that is popular for guys cruising to meet ladyboys. The area is famous for housing one of the few Aussie trans brothels (more on that below).

If you’re happy to pick up street walker trannies, then William Street in Darlinghurst is a spot that would be considered ‘prime territory’.

Around here you’ll find a mix of gay escorts and ladyboys (both pre-op and post-op) selling all kinds of sexual services. Prices usually start from $100, but will vary considerably with the calibre of the escort.

Trans / Shemale Webcams

Of course, you don’t have to leave the house if you’re looking for some tranny thrills and are willing to settle for an online show.

There are various transsexual webcam sites, but the most popular by far is Chaturbate. It has an entire portal dedicated to ‘tranny cams’ where you can view live streams for free, and pay for a private show if you find a model you like. (Most of them are amateurs.)

A good option if you want to get off without having to get up.

Also, check out this guide to some really promising Chaturbate alternatives.

TS Escort Agencies and Independents

If cruising for ladyboys around the dim-lit streets of Darlinghurst is not your thing — and we wouldn’t blame you if it wasn’t — then there are plenty of discreet options that you might want to consider.

The first and most obvious: find a shemale using an agency that specialises in recruiting ladyboy escorts.


278 Cleveland St, Surry Hills NSW 2010
STATUS: Unknown. May now be closed?

The most famous Sydney shemale agency is Transcend, based in Surry Hills.

Transcend, the shemales and ladyboys escort agency in Surry Hills
Transcend, the shemales and ladyboys escort agency in Surry Hills

This agency aims to connect you with “the most incredible transsexuals from around the world”. On their books they have a diverse mix of tranny escorts, including: Thai ladyboys, Brazilian party girls, Italian supermodels, Polynesian princesses and true blue Aussie Divas.

Transcend offers outcalls to local hotels and apartments, as well as incalls for men who’d prefer to come and go as they please. The venue is fairly discreet, although it is well known in the area and close to the CBD.

For those not happy with venturing for sex publicly on Cleveland St, the outcall rates start at $330 per hour. Incalls are also $330 per hour, but they have a 30 minute booking available for just $200.

Queens 130

1/130 Queen St, St Marys, NSW 2760

Phone: (02) 9833 3131

Queens 130 is one of the most popular mixed brothels in Sydney. It has a number of Asian ladies, but also a handful of ladyboys and shemales.

Most of the sex workers here are Chinese, Thai, Japanese or Korean. From what we’ve heard, it’s a popular spot for picking up Thai ladyboys. Pretty cheap incall rates, too.

Rates for Sydney Ladyboys/Shemales: $100 for 30 mins, $190 for 60 mins.

This brothel is open 24 hours, 7 days per week.

Azura Blue

Phone: See website.

Azura Blue is a popular independent Asian shemale escort.

Azura offers a specialised ladyboy girlfriend experience which includes your selection of French, Greek, kissing, cuddling and sensual foreplay, along with erotic massage and dress-ups.

Incall service is available (in a Darlinghurst apartment) at $200 for 30 minutes, or $300 for 1 hour. Outcalls are available to hotels in the CBD or inner city Sydney suburbs but they are more expensive. $400 for 1 hour, $700 for 2 hours.

She is one of the few TS escorts to maintain an active web presence through her own site.

But that’s not to say you won’t find plenty of other shemales and ladyboys advertising their services online…

Finding Shemales on Sydney’s Classifieds

…They’re not hard to find.

TS-Dating — This is not quite a classified site, but it is one of the largest marketplaces for ladyboy escorts in the world. For sheer diversity and selection, you’ll find plenty to enjoy on here.

Cracker SYD TS Escorts — Similar to Backpage with many identical adverts. The majority of tranny ads are posted for Parramatta, Surry Hills and the Sydney CBD. Pre-op and post-op ladyboys available. Lots of Asians.

T4M Sydney (Locanto) — Locanto doesn’t have the popularity or user activity as the classifieds above, but it’s still worth a look. It isn’t tainted with the same spam as some of the other TS sources out there. Seems to be a lot of crossdressers and BDSM escorts on their site.

Looking For Something Different?

Sydney has many adult entertainment options, see our full guide here.

If you want to enjoy some action without leaving the house/hotel, then there are several online ‘sex show’ options that might take your fancy…

Sites like Chaturbate and Bonga Cams allow you to pay for private cam shows for a fraction of the price of a GFE/PSE. These can be good options for amateur thrills…

What are your thoughts on the Sydney shemale scene?

Are there any excellent meeting points that we’ve missed? Online communities worth trawling?

Have your say below.



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5 thoughts on “A Guide to Sydney Shemales and Ladyboys”

  1. Looking for a hot encounter with a hot ladyboy. I’m a very good looking athletic straight Aussie guy , up for a good time, I just want to live a little wild

  2. I’m a ladyboy lover , I can’t live without beauty and passion , ladyboys always makes me very happy , if any beautiful ladyboy wants me , I’m always available , and I always give the best to my angels with extras , if you know what I mean ??

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