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Turning Pro


Name: Kevin
Gender: Male
Age: 22
Location: Toronto
I’m just out of college and have a ton of bills and no real job prospects at the moment. A friend suggested I do some escorting to make ends meet. Guys tell me that I’m hot and I like sex, but I don’t know if I could pull it off. Suggestions?

You betcha I have suggestions…a lot of ‘em, don’t ‘cha know.

Being hot and liking sex are great assets if you decide to turn pro, but you’ll need way more than that. Being a sex worker is not like having sex for love or even having recreational sex. You will be exchanging sex for money and that makes it a business proposition. Therefore you’d be wise to approach this with as much forethought as you would any other career move. It is, after all, the world’s oldest profession.

abs.jpgIf you do decide to set up shop, so to speak, you’ll need the capacity to have sex with a much wider range of people than if you were looking for a date. And probably just as important, when there’s an exchange of money, the john becomes your customer. And you know what they say about the customer always being right. The truth of the matter is that all pro sex is client directed. It’s not about you even when it looks like it’s all about you.

So let’s say you’re a really great fuck, fun to be with too. You’ll also need the emotional distance and psychological resilience to cope with the intimacy issues this line of work creates. This is precisely the point where most fledgling sex workers flounder. They either give too much or not enough. Some actually resent their clients for renting them. I know, this is totally absurd, but it happens all the time. This lack of clarity will cause you to have trouble establishing healthy boundaries between you and your john.

Regardless if you are a cheap street hustler turning tricks to support a drug habit or an expensive rent-boy who is servicing the rich and famous, the pitfalls are the same. A lot of sex workers are self-destructive or have huge unresolved sex issues that they try to compensate for by making people pay them for what they usually give away.

If you still think this is a line of work for you, Kevin, be aware that your mind and body are your greatest business assets. Take care of them. Nurture them. Keep them clean, fit and toned. Hygiene, both physical and mental, is a must. Body awareness, not the narcissistic type, and safe-sex practices are your frontline defense against STIs (sexually transmitted infections). Make it your business to be tested for HIV and the other common STIs on a regular (every 3-6 months) basis.

Stay clean and sober while on the job. More sex workers get busted for drugs rather than hustling. Know how to handle a drugged out client. You’ll probably see a lot of those. Know that they can take forever to get off, and can sometimes be paranoid and dangerous.


Speaking of getting busted; you know this line of work is against the law, don’t you. That of course doesn’t stop lots of people from plying their trade. But the successful ones will have their wits about them, particularly in terms of how they market themselves. Never suggest, in any forum — written or spoken, that you are offering sexual favors for money.

Be fiscally responsibility. Plan for the lean times…and there are always lean times. You’ll probably be a hot property at first; ya know the whole “new meat” phenomenon. Don’t let this go to your head. Count on there being cuter, younger, hotter competitors getting off the bus tomorrow. Try to cultivate a number of regular clients. Have a thought to how and where you will market yourself. And I fully encourage you not to do this full-time, at least not at first. If you find it difficult to meet your financial goals, you’ll be tempted to do more and more risky things just to make ends meet.

Sex work is often more about being psychologically present than a sexual performance. Your clients will often be more lonely and isolated then they are horny. Treat them with respect. Improve your mind. Make yourself interesting. Stay abreast on current affairs and the popular culture. Develop other skills like massage and bodywork.

You should have at least one trusted friend who knows your whereabouts at all times, or who has access to your appointment book. Protect yourself: use a pager or cell phone and never make a date with anyone who won’t share his/her phone number with you. Always make a call back before you head out. Keep an appointment book, in code if you must.

Carry a travel bag or backpack with you to all your “dates”. This should contain the basics: condoms, lube, massage oil, handi-wipes, toys, etc. But you should also have an extra shirt and mace (or other protective equipment). Keep all your belongings — clothing, phone, watch, and wallet — together and near your bag. Know where that bag is at all times and be ready to pick up and leave if there’s trouble.

I also suggest that you connect with other sex workers in your area. There is strength in numbers. Other rent-boys will provide you with essential information about troublesome clients and help you get the lay of the land, so to speak.

Finally, here’s a few of great resource for all sex workers — The Sex Workers Outreach Project, BAYSWAN, and St James Infirmary.

Down To Clown

Name: Daniel
Gender: Male
Age: 20
Location: Chicago
One of my good friends and I had sex. This would not be so strange if it weren’t for the fact that he was both identifying as straight AND homophobic. Even stranger, he initiated everything from the kissing to the blowjobs, and I have to say, he was damn good at keeping teeth out of the equation. But he won’t date me, and even after the second time we had sex, he refuses because I’m too good a friend and that he doesn’t see me like that. He claims not to be attracted to me, and I think that’s bull. Nobody held a gun to his head and said, “Have gay sex now!” Even worse, he wants to bang one of our mutual friends who happens to be female, so his good friend comment is worth shit. I’m for the most part over him, but it still feels like a slap in the face. Any advice?

crazier than yourselfWhat we have here, Daniel, is a dude with a huge rift between his sexual practices and his self-perception; between his secret eroticism and what he thinks others know about him. Needless to say this is a very dangerous psychological dilemma for him or anyone like him. It’s no wonder he identifies as homophobic, pup, because indeed he is. At least he knows himself that well.

If you haven’t discovered this already, lots of homophobes indulge in the very thing that disgusts them. That’s why is so easy to see through all the bluster that these conflicted individuals make. You see, it’s like a smoke screen. They spew a lot of hate in an effort to disguise their lust. It’s one of those; “me thinks you doth protest too much” sorta deals.don't mind straight people

You also rightly point out the falsehood of the whole “too good a friend” argument that he uses to avoid dating you. As you probably can guess his hesitation to “date” you has absolutely nothing to do with friendship. He loathes himself for what he finds inside himself. And while he may dabble in the very thing he hates in private; he sure as hell doesn’t want to parade his shame around by publicly dating you — an out and, I assume, proud gay man. Right?

Oh, and that, “for the most part, I’m over him” statement is, I assume you know, gay-speak for “still carrying a big old messy torch for the fucked up monkey.”

peek-a-booFinally this incident oughta feel like a slap in the face. Ya know why? Because it was a slap in the face, darling. And you know what slaps in the face are supposed to do for us? That’s right, they’re supposed to wake us the fuck up. And they’re supposed to sting like hell afterward. This painful aftermath is intended to ward us away from getting to close to that particular stimulus ever again. Think of it like baby learning to avoid the stove after burning his had touching a hot burner.

So, ditch this dude, pup. If ya don’t, you can look forward to a whole lot more slaps in the face.

Good luck

A Budding Kinkster’s Dilemma, Part 2

So I heard back from Todd. I shared his first message to me last Monday. You can find that exchange HERE!

Name: Todd
Gender: Male
Age: 21
Location: Oregon
I took your advice and found a local club of like-minded people. I went to one of their mixers. I met so many amazing people. Among them was this woman who is about 16 years older than me. She’s a mistress and a Dom for women only. She was kind enough to take me under her wing. She’s married to this guy who also attends these mixers, but is not really part of the scene. This woman has been so amazing teaching me and letting me sit in on her sessions. Her submissives have also been amazing and so patient with me as I find my footing.

So this leads me to my problem. I’ve only dominated with her 3 times. Each time it gets easier and more comfortable and I love it. And strange as it sounds, now this mistress has invited me to dominate her. And I understand that this is a huge honor for a seasoned Dom to invite a novice to dominate her. The one thing that tears me is her husband. She also has a child. So I need to know what the etiquette is what the boundaries are on this. I can’t hardly go up to the husband and say, “hey, is it ok for me to spank your wife.” I guess I feel a little taboo about that.

My friend, you are bringing your traditional middle-class vanilla value system to this new alternative and very un-vanilla situation that you now find yourself in. This conventional value system and its accompanying boundaries may serve you well in your “regular” life, but here in this new life, they are outmoded and cumbersome.

gentleThat is not to say that in the kink world anything goes. On the contrary, it’s just that the value system here is way different and thus so will the etiquette be. Here’s a rule of thumb that you can live by. When someone, particularly someone of exceptional stature in alt culture, like this dominant woman, invites you to participate with her in a scene; she is letting you know that these are the boundaries. You’ll rarely go wrong if you allow your more seasoned partner to lead you, even if you are going to be the Dom in an upcoming scene.

Regarding her husband, he’s not the one who authorizes or prohibits the encounter. It is the woman who is in charge. I mean it’s conceivable that he could be a cuckold for his wife. Much stranger things have happened, don’t cha know. And if you don’t know about the cuckold fetish that so many men groove on, then you have even more remedial study ahead of you.

I do appreciate that you continue to check in with me about your adventure. I am so proud of you for being humble enough to submit to a woman’s tutelage. That marks you as an exceptional fellow indeed. Keep it up and keep me posted.

Finally I want to encourage you to check out my podcast series called Sex EDGE-U-cation.  This is the series where we take a look at the fascinating world of fetish sex and kink. In fact, you might invite your new Dom woman friend to listen in with you. I chat with amazing guests from around the world, and each of them offers a unique perspective on live on the edge.  Of particular interest will be my conversations with these marvelous professional Doms:  Mistress Katherine, Mistress Matisse, Lady Lydia, Lady HotchKiss, Claire Adams, Eve Minax, and Cleo Dubois.

Good luck

Vanity, Vanity, All Is Vanity

Hey sex fans!

Look, a new edition of Product Review Friday is comin’ your way. This week we bring you a toy from the Jopen Vanity line. This is actually one of California Exotics’ high-end toy lines. And California Exotics is, is as you probably know, one of this county’s oldest adult toy manufacturers.

Let’s check in with Dr Dick Review Crew member, Jada, to see what she has for us.

Vanity Vr15  ——  $170.99

When Dr Dick asked me if I wanted to review the Vr15, yet another stylized rabbit vibe, I said; “sure, why not!”

Rabbit vibes, both the traditional design and the newish stylized designs, have been a mainstay in the adult marketplace for just about as long as there has been an adult marketplace. I would love to meet the person who first came up with the design. And I would be willing to bet every dollar I have, and every dollar I ever hope to have, that the designer was a guy. Here’s why I say that.

I took it upon myself to do an informal survey of some of my women friends about their masturbation habits. I know we’re not supposed to talk about that, even with our close women friends, but a surprising number of women responded to my little survey. Of the two dozen women who responded, not one of them said that they inserted anything, not even fingers, into their vagina when they masturbate; at least not on a regular basis. It’s always all about the clit! Now I know, I know, this is not a representative sample and I suppose there are women out there who do insert something, fingers included, into their vagina when the masturbate, but I can’t help wondering what the percentage might be.Vanity Vr15

At the same time, if I were to give two dozen guys the task of designing a pleasure toy for women, I’d be willing to guess that the vast majority, if not all of them would design an insertable. Why? Because they have an insertable dangling between their legs and every guy knows where their insertable goes for pleasure. I suspect that most men can’t imagine a woman pleasuring herself without something that either looks exactly like a penis or faintly resembles one. Thus the proliferation of dildos. and their gussied-up cousin, the rabbit vibes. Doesn’t that sound a little weird to you? It sure does to me.

There is also the fact that most men frown on having their women use a phallic shaped instrument on themselves when they are having partnered sex. That doesn’t come as a huge surprise. I guess that’s why toy designers started stylizing the rabbit away from the obvious phallic design to something more like the Vr15.

So what is the Vr15 and what is remarkable about it? It’s an insertable with a “rabbit” arm, but instead of ears, there’s a tiny mouth for clitoral stimulation. It has two motors—shaft and rabbit. It’s powerful, but quiet. It’s waterproof, rechargeable and its skin is 100% latex-free, nonporous, phthalate-free, and hypoallergenic silicone. All those things are wonderful and add to the pleasure, but nowadays most, if not all, high-end vibes feature the same things.

Unlike other similar vibes, the Vr15 features a shaft that feels like it’s rotating under the skin, as opposed to vibrating. Remember the old rabbit designs that featured rotating beads in the shaft? It’s like that. It’s multifunctional with varying speeds. Again, all very nice, if you like that sort of thing.

It’s almost 5 inches in circumference at its widest point. The shaft then tapers towards the top and at its slimmest it’s about 3 inches in circumference. The tapered head makes for easy insertion while working your way up to that wider circumference. The total length of this toy is 8.5 inches.

I think it is important to add here that the Vr15 would work just as well as an anal toy. And because it is so easy to sanitize, (I’ll get to that later) I say why not?

The minimalist packaging, for such an expensive product, surprised me, but I liked it. It also comes with very nice storage bag.

It’s easy to use. The two-button control panel, in the handle, controls the rotation and vibration. The top button controls the shaft and the bottom button controls the rabbit. To activate the rotating shaft, press the top button once. To increase the speed, just hold it down. Press one more time to turn it off. The same is true for the rabbit, but, as I mentioned, one uses the bottom button to control it. The shaft and arm can be activated simultaneously.

The Vr15 is travel friendly because controls lock. To lock and unlock depress both buttons simultaneously for 4 seconds. That’s a very thoughtful feature.

The Vr15 has a rechargeable premium lithium ion battery. It also features LED charging and power lights.

I had some difficulty using the Vr15 on myself. It just didn’t seem to fit right. Once inserted, the “rabbit” didn’t quite connect with my clit. And if I tried to angle the vibe to attend to my clit, the inserted shaft was uncomfortable. And I don’t think I cared all that much for the rotation sensation. I’m pretty sure I would have preferred vibration.

Because it’s both waterproof and made of silicone cleanup couldn’t be easier. Mild soap and warm water does just fine for everyday cleaning. You can also wipe it down with a lint-free towel moistened with peroxide, rubbing alcohol or a 10% bleach solution to sanitize for sharing. After you wipe it down rinse in warm water and let it air dry.

Be sure you only use a water-based lube with a fine silicone-skinned toy like this. A silicone-based lube will mar the finish.”

Here’s my quarrel with the Vr15. Despite the wonderful features the price point is out of this world. There are dozens and dozens of high-end rabbit style vibes on the market. Many, if not all, offer the same features. I mean, just use the search function in the sidebar and type in “rabbit.” You’ll be presented with an array of vibes, some with traditional designs, and some with stylized designs. None of which costs $171.00.
Full Review HERE!


A Rose By Any Other Name

We’re all back from spring break. The Dr Dick Review Crew is all rested and relaxed. Sadly, I can’t say the same thing about me. oh well, no rest for the wicked.


I enjoy your podcast, the frankness and open vocabulary is exactly what I like. No need in beating around the bush, just get to the point. Wish more people would live by that philosophy.

Ok. I am a 45 YO, gay male, very experienced sexually, some say whore… LOL! I enjoy a lot of fetishes; the unusual has always been very attractive to me. The more bizarre the more I will probably like it.

Until I was about 40 I was a DOM top. I started experimenting with the group party world and enjoyed it greatly. Became an experienced fisting top with some formal training, I guess you could call it an apprentice who graduated, or so I thought. Then a few of the FF bottoms suggested I was missing something. Because I didn’t have any experience as a FF bottom I couldn’t realize the true feelings and emotions involved with fisting. I was encouraged to experience fisting as a bottom.

This was a HUGE ordeal for me. The mental change alone was like, wow. The first time I crawled into a sling and had my whole ass on display, legs spread like a woman at her gynecologist…man was I uncomfortable. This was 5 years ago. Now I can hop into a sling and take a fist-fuck fairly easy. I now understand the advice given to me: I finally understand what fisting is all about.

Now my issues.

I have changed. My whole personality has been altered. Changing from a Dominate Top to fisting bottom has created issues with my head and overall sexuality. These changes are now affecting my sex life. I guess I need some help figuring things out.


Thank you, Jimmy, for your message and your kind words about my podcasts.

We really get boxed in with all our self-identification we do, huh? I mean I know why we categorize ourselves and others as gay or straight, top or bottom, sub or Dom. It helps us understand ourselves and communicate in a kind of shorthand with others. But there is a downside to this, as you sling

I believe that human sexual response is a whole lot more fluid than we give it credit for. But this fluidity is often stifled when we overly compartmentalize ourselves or others. Not to mention the fallacy of the binary system — being one thing or the other.  It just ain’t so and you are the perfect case in point.

I’m always talking about how the best tops are those who, on occasion, bottom. The best submissives are those who, on occasion, dominate. Besides the wider range of experience this provides us, we also grow in emotional maturity encompassing both our yin and yang.

Also the words we use to describe ourselves have, over time, become heavily laden with unintended cultural connotations. Top/bottom, sub/Dom are classic examples of this. That’s why I believe that we ought, from time to time, reinvent the language we use to talk about ourselves. In this case, I prefer terms like: giver/receiver over top/bottom. A change in vocabulary can certainly cut through a lot of the cultural nonsense and it can open the door to a more fluid sexual expression; as I believe it ought to be.nekkidbookclub

I hasten to add that at lot of hard-core pervs disagree with me on this. And that’s perfectly fine with me. It’s just that, if our language detracts from our experience, or hems us in, rather than facilitates it, and frees us up, something’s out of whack.

You will pardon the shameless self-promotion, but I’d like to call your attention to my latest book, The Gospel of Kink. It’s a communication and relationship building workshop in workbook form. It centers on the skills us kinksters need to communicate with others, and initiate, build, and maintain the relationships that will serve us well. Learn how to ask for what you want and get what you ask for from the people best situated to fulfill your desires. The book covers a lot of the territory that you raise in your question.

Stay in touch and let me know how this sits with you.

Good luck

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