Thanks for stopping by our sex worker interview series 'A Tryst With...' We're joined by Berlin Escort and trans goddess Sienna Carlisle to talk about iterations, social media, and inherent queerness!
We’d love to know a little of your backstory - how did you get here and what do you do?
There have been many chapters and iterations and sometimes I am surprised to think how I ended up here. I started domming when I was living in Sydney, studying and modelling a little too. At first blush I was so fascinated by BDSM and by the women I met at the dungeon that I learned at. A few years later I moved to London, went independent, and soon shifted into something a bit more holistic. I didn’t want to be confined to a dungeon, and I found the social side of connection to be totally rewarding. I also just kept getting asked to dinner. I love the creativity that can come when the dynamic is freely defined.

How has the industry changed since you started?
Since I started I feel like social media has become much more of a thing. I remember when COVID happened and OnlyFans erupted, and I think providers started sharing much more specific, niche and sometimes more honest expressions online. It became a lot less basic, but also I think it was because, as providers we had to find something to feed the content mills, so of course more things are shared. More optimistically, I think this has meant a bit more of an informed culture around what it means to book someone—I definitely see this from some of my best guys who are more respectful and thoughtful not just because they’ve read a list of FAQs or a blog, but because they’ve seen people posting and interacting and know how to engage more respectfully and get the most out of the experience.

What is your favourite part of sex work culture? What communities, people, places, and memories are important to you as a sex worker?
Meeting and spending time with other sex workers has been the highlight of the job. When I started, I met all these glamorous, gorgeous older mistresses (both cis and trans women) who had so much nuance and sensitivity to their lives and personas. I remember thinking that this was how I was probably going to age… like a blueprint I hadn’t seen until then.
I love how doing this kind of work, even if it’s not focused on this, makes you sort of inherently queer. Because everyone’s most liberated sexuality is kind of a bit freaky, no matter what kind of provider you are, you’re probably going to be more exposed and comfortable with that. Sex workers are special kinds of people, especially those who are in it not just for a short stint.

How does being trans intersect with your sex work?
This is a core part of what I have to offer in terms of my life experiences and outlook, but it’s also obviously a physical one and a popular erotic fixation. ‘The best of both worlds,’ they sometimes say but it’s also sometimes the worst of both worlds too. I think the pressures that are placed on me and other trans girls in this industry are enormous and are too much to describe here. My focus is on the ways in which this can uplift me and different situations that I’m placed in. I think it’s cool that there is this rarity around what I am offering, in terms of being a high end transsexual companion with a kinky side… There are a lot of beautiful possibilities that come with it.
Do you find that there is a type of client who seeks you out, who you really enjoy seeing?
The men that tend to engage with me often have a superior comfort in knowing who they are. What I offer might feel intimidating to someone who has more shame or naïveté around their sexuality, where they feel that it can threaten their sense of self or their own sexuality. But it is actually a great fit in terms of attracting men that are sophisticated with the taste, discernment, and sense of adventure needed to explore different sides of life from a creative point of view.
Personally, I enjoy seeing people who have their own world that I am stepping into to embellish. I also enjoy bringing people into mine, deciding what it is we will do together on a date or a weekend away, and crafting an unforgettable experience. I have some long-standing connections which are naturally some of my favourites because of that depth.

You travel a lot for your work. Where are your favourite destinations and why?
I am currently so obsessed with Paris and exploring all the understated (and loud) glamour that the city has to offer. I’ve been lucky to be going on regular trips there and hope that can continue in the future. My other recent favourite would have to be Florence, a very special place for the colour palette alone.
You’re a kinky companion and a switch. What do you love about alternating between or combining different modes?
I think because I started in kink, I love bringing that to different situations. I think also being a trans girl, it’s never going to be a strictly vanilla situation where certain things are off limits. Personally I am truly versatile, so I genuinely enjoy everything. Changing things up is just refreshing.

When you craft a session for a client, what are you trying to invoke?
This really depends on the person. I suppose I am trying to have an authentic interaction with every person I spend time with, which can sometimes mean simply witnessing them and active listening; other times it can mean making them feel comfortable enough to fully express themselves, erotically or otherwise. The life I lead allows me an uncommon level of creative and sexual freedom so I am very aware of how that can impact people who might have life commitments that curtail this. In the best case, time with me can be a kind of medicine or pressure release. But mostly I’m interested in simply having fun.
You were classically trained in BDSM. What was that experience like? Did you experience rigid hierarchical structures?
I am so grateful for starting in kink and to have learned from a lot of amazing and inspiring people from the tradition of BDSM. But it was also very challenging starting out because of the intensity that can come with that environment, especially being the only trans girl in most of those spaces. This is still the case though; I wouldn’t say the high-end escorting world is without hierarchies. I get it because it’s a way of carving out space and better conditions, but like with anything, a level of humility and self-security can go a long way in not perpetuating some of the toxic dynamics that we are sometimes forced into via industry pressures.

Do you have a favourite book or film by a trans author or filmmaker?
I love Tiny Pieces of Skull by Roz Kaveney. It’s sort of like a romp through trans subcultures and sex work in London and Chicago in the 80s. She’s British, so it adds a certain flavour.
What do you like to get up to in your spare time? What are your hobbies and interests outside of work?
I do yoga every day. I love what it does for me mentally and physically. I also love reading, poetry in particular, and filthy little French novels. I’m learning French and German when I can, so I can eventually get some of these in the original. I try to make time to spend days at swimming spots in the summer, and to explore the nightlife of whatever city I’m in.

My favorite lingerie brand/designer is: Sian Hoffman really gets it.
My ultimate turn off is: my ears being touched/licked… it gives me massive ick.
For me, the best part of sex is: an explosive period of foreplay.
My ideal date would consist of: the opera, a light meal, a suite, and breakfast in bed.
I’m weirdly attracted to: someone who knows what they want.
Want to meet Melbourne Escort Sienna Carlisle in person?
Head over to her profile! 👇👇👇

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