Chloe in the evening

Chloe in the evening

Read below to find out what Chloe has under her belt (other than 17 years of experience in making people's fantasies a reality.)

 

For those who didn't get the memo, define what you do and what services you offer?
I'm a TV sex worker, or a professional escort. TV stands for transvestite, which is different from a TS or transsexual or trans sex worker. In other words, I'm basically a crossdresser who dresses in women's clothes - also different than a drag queen - but I still have a male body with a fully functional penis, with no operations or hormones or intentions to transition. I am a happily gay middle-aged man and love my body just the way it is. These are important distinctions in the sex-for-sale world, which is about niche categories and how one markets themselves. One must be clear so that people know what they're getting. My clients like me because I'm slightly more on the masculine end of the femininity gender spectrum, or a bossy femme top. Men like to be submissive with me and that can take many forms. Most of my clients are straight-identified married men who want to bottom and be submissive. They want someone else to drive for awhile, as the cliché goes. But some of my clients embody their submissiveness a different way and prefer to transform, or crossdress, as well. I am a professional at helping men find their feminine personae and offer packages of makeup and wig application, fashion advice, photography services, and orchestrating field trips and going out together in public en femme. I also offer a range of sexual services from mutual masturbation to role play to light bdsm/dominatrix scenes to threesomes with married straight couples to organizing group and fantasy scenes to GFE's (or the Girlfriend Experience) to just straight up hot one-on-one full service sexual fun and exploration. That's only the tip of the iceberg. I have 17 years of experience at making people's fantasies a reality. 

Isn’t it fascinating that sex work (which includes porn, escorting, stripping, streetwalking) and professional modeling are the only two areas where women make more money than men? It says a lot about our culture.

Are these types of services really expensive?     
There's definitely a Hooker Hierarchy when it comes to getting paid. Cis-women make the most money, specifically white cis-women. Isn't it fascinating that sex work (which includes porn, escorting, stripping, streetwalking) and professional modeling are the only two areas where women make more money than men? It says a lot about our culture. After cis-women, I would say niche categories like trans women and tv's make the most. Men definitely make the least. It's always easy to find a hard dick. 

How long did it take you to establish yourself and make a name for yourself?
I began advertising on a brand new website in 1999 called Erosguide.com. It was based in Oakland, CA and I'm in San Francisco, so it felt local. It was one of the first websites of its kind which offered advertising for sex workers. We no longer had to walk the streets or work out of bars or place ads in cheesy local smut rags. We could finally take advantage of the internet and cell-phone technology, which completely changed the game. The category I fit under on Erosguide.com was TS, for transsexual, which I wasn't, but language and classifications were quickly changing and evolving then. At least it wasn't She-male or Hermaphrodite or He-She. Transsexual was actually a step up back then. But I decided to call myself TV Chloe, or Chloe-in-the-Evening, as my business card said, to imply that I was only part-time, but very passable, so my potential clients would know that I preferred to be a top. Only me and one other person out of about thirty called ourselves TV, so that automatically set me apart. My phone rang off the hook once I decided to add those two letters before my name. I advertised on Erosguide for at least ten or eleven years. But by then I had so many regulars, I no longer needed to advertise, unless I was traveling to a different city.

I find it irresistibly attractive when a man is political and philosophical, being a feminist is essential.

What is it like being an international jet setting sexpert like yourself? Do you get to stay in fancy five star hotels?  
Ha! An "international jet setting sexpert"?! Moi? Very funny. What's it like being me? Well, at age 50, I'm completely alone because as a gay man, other gay men are not attracted to men who willingly give up their masculinity on a regular basis to dress as a woman to have sex with other men. In other words, it's very difficult, if not impossible, to have a normal, healthy relationship. To gay men, I am too feminine. To some perspective clients, I am too masculine. It can be unsettling at best to never feel like you are just right. Or even perfect the way you are. I basically date my friends and fuck strangers and it is a daily practice to maintain a decent level of confidence, even though I feel good about myself and what I do to make money. I have sex with men who pay me, yes, but some wouldn't dare to be seen with me in public. I am a dirty little secret for many, which isn't the best for one's self-esteem. I work another full-time job so I can have healthcare and live in one of the most expensive cities in the world. But do I occasionally get to stay in fancy five star hotels? Yes.

Where is the most far out place your line of work has taken you?  
To a corporate Christmas party in Silicon Valley for a shiny new little start-up called eBay in 2002. I was the date for the 36th employee - who is now a retired gazillionaire - who told everyone that he introduced me to that I had laryngitis and couldn't speak, so as not to give away the fact that I was a man in a dress. Or perhaps it was the sex party in NYC where a Wall Street broker paid me to go to this private dungeon with him and watch him get fucked by several men. When they were ready to cum, they could only cum on my penis and then he would suck their cum off of me. Or perhaps it was being hired by a mother to make her 23-year-old quadriplegic son "feel like a man" even though he suffered a horrible motorcycle accident that left him paralyzed from the vocal cords down.  

Have you ever had any embarrassing search moments at the airport?  
I only have embarrassing search moments at the airport. Some sex toy is always setting off some kind of alarm. I actually get a kick out of having to pull a 12" black dildo out of my bag along with a purple anal wand and a set of handcuffs and a Costco-sized container of lube. And three wigs. And crotchless panties. And six pairs of high heels. I stare them straight in the eye with a wicked smile the whole time daring them to say anything. But they're usually so embarrassed by then they can't look me in the eye and mumble something as they pass me through. 

This kind of work takes patience and strength to deal with raw humanity and the sometimes base, ugly side of human nature.

One of the characters in Fourplay, directed by Kyle Henry, was based on your life and played by the one and only, Christeene.  Will there be a sequel?  
Since the movie was a total flop - but important artistically, lol - probably not. Kyle is so talented and teaches film at Northwestern. Christeene has gone on to become a major success worldwide. We're still very close and I love her. It is a degree of special distinction to say that the filthy Christeene played you in a movie about your life. And you can even watch Fourplay on Vimeo now, which is totally cool.

Do you wear perfume when you work?  Do you have to ask your clients about their specific allergies? 
No way, no perfume ever. For all the obvious reasons. Plus, I think skin is the sexiest smell ever. I haven't had a pet in years because of client allergies. But thankfully, gluten-intolerance and food allergies rarely come into play! And I did have a client once who was allergic to rubbers. He would break out in a horrid rash, so we just had to play safely without condoms. 

We all know that Keith Urban is MOST UNDENIABLY NOT the sexiest man alive this year - who would be your vote?
Well, I'm a sapiosexual so it would have to be someone super smart to get my blood flowing. Maybe someone like Cornel West or Malcolm Gladwell or Ta-Nehisi Coates. I find it irresistibly attractive when a man is political and philosophical, being a feminist is essential. It turns me on when a man is sensitive to oppression and power and marginalization. And I love men that are unabashedly bisexual and artistic and forward, free thinkers like Rick Owens and Henry Rollins and Charles M. Blow. Posthumous shout-outs must go to Dr. Oliver Sacks, Lou Reed, Iggy Pop and David Bowie. 

I am a happily gay middle-aged man and love my body just the way it is.

If you were one of those naughty steamy romance novels in the secret section of Walmart, what would be your title? 
"Sleeping on the Wet Spot on 1200-thread-count Sheets"

How does someone book an appointment with Chloe and what is the estimated waiting time for said appointment?
All you have to do is call or write. My work email is supermodeltranny@gmail.com. I don't take same-day appointments. I require at least 24 hours advance notice. 

What is your favorite term of endearment you have received from a client?
When I asked the mother of the 23-year-old quadriplegic why she chose me she said "Because you were the only one who didn't hang up on me." This kind of work takes patience and strength to deal with raw humanity and the sometimes base, ugly side of human nature. I take it as a great compliment that I am seen as strong and patient in the face of what is often considered shocking or perverse. 

 

Images courtesy of CHLOE IN THE EVENING

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