Category Archives: Sex Work

Robert Black, Part 2 — Podcast #59 — 04/14/08

Hey sex fans,robert006.jpg

This week I am pleased to bring you Part 2 of my interview with the award winning performer, and ten-year veteran of gay porn, Robert Black.

  • If you missed Part 1, look for podcast #58.

Robert, is the powerhouse behind RobertBlackxxx.com and RobertBlackcmt.com. His sites offer you a birds-eye view of this very talented man and his many activities. Be sure to check out his blog, his tee-shirt store, his workshops, his bodywork and his videography. And don’t forget to tell him dr dick sent you!

Today Robert talks about:

  • Sex work
  • Massage workshops amateurs and pros alike
  • Nursing school and achieving life goals
  • Polyamorous relationships
  • Handling jealousy
  • His Tee shirt business

Finally, a sex toy review: Pandora Vibrating Silicone Prostate Massager

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the TOLL FREE voicemail number is (866) 422-5680. DON’T BE SHY, LET IT FLY !

Look for my podcasts on iTunes. You’ll find me in the podcast section. Or just search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Say, would you like to become a sponsor for one or more of my weekly sex advice podcasts? As you know, I plug a product or service at the beginning and end of each show. Each podcast has its own posting on my site along with the name of the podcast sponsor and a banner for the product or service.

The beauty part about this unique opportunity is that once a sponsor’s ad is included in a particular podcast that sponsor is embedded there forever.

Your sponsorship also underscores your social conscience. Your marketing dollars will not only got to promote your product, but you will be doing so while helping to disseminate badly needed sex education and sexual enrichment messages. Simply put, ya just can’t get a better bang for your advertising buck!

For further information, contact me at: dr_dick@drdicksexadvice.com

Today’s Podcast is bought to you by: Dr Dick’s Stockroom.

drdicksstockroom.jpg

Ace In The Hole

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.

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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, AIM and St James Infirmary.

Name: Clare
Gender: Female
Age: 40
Location: St Louis
My best friend can’t bring herself to sever her ties with her ex-boyfriend. Even though their last attempted reunion ended in a very violent fight. My friend has this weird nostalgia for the relationship she had with her ex at the beginning. Back then, before he started drinking and drugging, they did have a couple of good years, but that was a long time ago. I’m very concerned for my friend. She’s often depressed and she is pulling away from her friends. I think she is seriously considering getting back with her no-good, two-timing ex. I know that my role as a friend is to love and support her, but her ex is not to be trusted. I fear as much for her safety as for her heart. What’s a friend to do?

So many things are going on here, Clare. It’s hard to know where to begin. Your friend can’t sever her ties with her ex because she doesn’t want to. Even if she wanted to end it once and for all, it’s not an easy thing to do.

Anyone who has been there will tell ya that quitin’ a bad relationship is as difficult as quitin’ booze or dope…maybe even harder. Most folks in poisonous relationships can’t extricate themselves because they are part of the toxicity. Bad relationships, like the good ones, are completely dependent on the participation of both individuals in the couple. Each one feeds off the other and each one’s bad behaviors rewards and facilitates the pathologies of the other.

domistic_violence02.jpgThere is no such thing as a good, psychologically healthy person in a bad relationship. There may be one in the couple that is less culpable, or less abusive, or less self-destructive, but there is never one that is without blame.

Like all junkies, your friend is hooked. Her depression and withdrawal are outward signs of the pathology. Nothing is gonna change this for her until she acknowledges that she is caught in a downward spiral. Domestic violence — and we ought to label the nature of your friend’s relationship for what it is — will escalate. It always does. Will your friend get out in time? There’s no guarantee. Is there anything you can do? Well that, Clare, is a more difficult question to answer. If you do too much you are at risk of supporting her habit. Or worse, you could be co-opted into the pathological dynamic of the relationship.

The best you can do is to tell your friend how you feel about her predicament. Speak your mind in no uncertain terms. If you decide to confront your friend with an intervention, I suggest that you have some well-considered resources to hand her while you are doing so. For example, you could do some legwork and find a some local domestic violence resources — a hot line, a shelter, counseling referrals and the like. Once you make this intervention and it’s over; drop it. Drop it for good. This is the hardest thing a friend has to do, but constantly badgering someone in your friend’s condition is counterproductive. If you can’t stand to witness the self-destruction, take your leave of the friendship and hope for the best.

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However you play this, don’t hold your breath for a happy ending. They happen sometime, of course, but real life is so not like the movies.

Name: Dena
Gender: Female
Age: 32
Location: NYC
I love my cunt. In fact you could say I have a cunt fetish. I love to stuff my cunt with really big toys. My current BF introduced me to fist fucking and I love it. I guess what I want to know is can this be dangerous?

I love it, a chick who refers to her pussy as a cunt! You go, girl!

But what’s this…you’re just now gettin’ around to askin’ if fisting is dangerous? Not before, but after you’ve had a fist in your cunt? Well, so much for being proactive. I’d be willing to guess that you probably already have some data on the advisability of this form of extreme sex play. You clearly have enough information to declare that you LOVE IT.

hanball2.jpgOk, for everyone in my audience who hasn’t heard of fisting (both those with a cunt and those who are cunt-less), let’s start at the beginning. I trust you know what fingering is, right? Whether it’s fingerin’ a pussy or an asshole, it’s loads of fun to diddle someone’s innards. We already know that fingerin’ a dude’s hole will stimulate his prostate, which even non-gay men are finding to be way fun. And fingering a pussy will stimulate a woman’s G-spot. Ok sex fans; take that fingerin’ concept and multiply that by 5. That’s right, fisting is inserting a whole hand/fist into cunt or asshole.

For all you folks who haven’t fainted away, yes, it is anatomically possible, and yes, it CAN be EXTREMELY pleasurable. I hasten to add that gettin’ a whole fist inside a pussy is somewhat easier than gettin’ a fist in an asshole. But for folks like you, Dena, those who are into massive penetration, nothing is a bigger turn-on. Fisting aficionados say that handballing is the most intimate and complete way to touch another human being. This kind of extreme penetration has to be worked up to slowly and gently.

To your question if this practice is harmful…well not if ya do it right. First off, the fisting top does NOT make a fist and ram it home. Trust and communication between partners is as essential as is tons of lube. Some folks swear by Crisco, others the legendary J-Lube — a handy-dandy concentrate for veterinarian use. They believe this product stand apart from the rest because it’s more slippery and gooey. You can find J-Lube in Dr Dick’s Stockroom. See the My Stockroom tab right there at the top of this page. How freakin’ convenient is that?

The fisting top must, of course, respect his/her partner’s limits and pain threshold. Safe fisting is happy fisting. And to that end, keep the following concerns in mind.handball1.jpg

First of all, the fisting top must cut and file all his/her nails until every finger is as smooth as it could possibly be. Your fingers will be in some very delicate places — places that may not have pain receptors. You’ll want to insure that you minimize all chance of causing injury.

Make sure your partner is relaxed, comfortable and turned on. When a woman is aroused, her pussy lubricates, relaxes, expands and lengthens; all of which are very important for accommodating a fist, don’t ‘cha know.

Even the wettest cunt in the world will need lots and lots of lube during fisting. There’s no such thing as too much lube, so prepare for a big fat mess. Lube your hand, the back of your hand, between your fingers. Keep applying lube as you go. Push the lube into the pussy (or asshole) with your fingers. Remember if you’re using latex gloves, oil-based lubes will dissolve latex.

Start with one or two fingers and work your way up to three and then four. Most people need some time to further relax their muscles, and some may require several stretching sessions, over weeks or even months, before they can actually accommodate a whole hand.

Tops, be sensitive to your bottom’s feelings. You are trying to finesse part of her body to open and to admit part of your body deeply inside her. If you take your time, the energy exchange between you and she will move you both into an altered state. Communication and relaxation is key.

handball_self.jpgOnce you’ve reached a five-finger insertion, you’re almost there. But it’s at this precise point that the handballing top needs to be the most attentive. Your partner’s pussy is being stretched to its near limit. Your partner is going to be riding a wave of pain/pleasure. If you find her cunt has reached its limit for the time being, respect that and pull out slowly. But if your partner wants more, then slip your knuckles inside. Be sure to fold your thumb under your fingers, so that your hand will form a duckbill wedge shape. This will allow you to gradually stretch your partner open as you press on. Apply steady but slow pressure.

Your partner should tell you when to push and when to back off. Careless fisting can cause muscle and tissue injuries. If the top goes too fast or too hard there’s gonna be more than discomfort, there will sure enough be injury. Listen to the owner of the pussy; she will let you know the difference between hurts so good and hurts really bad.

Your knuckles are the widest part of the hand and the most difficult part to get past the opening of the cunt. If there’s gonna be resistance to the insertion of the fist, it’ll probably be at this point. Wait until your partner is ready before making the big push. She may be able to help by bearing down (like if she were birthin’ a baby, or taking a big dump). Once your knuckles slip past the ring of muscles around the vaginal entrance, the pressure will ease off. Now you can gently roll your duckbill shaped hand into a fist.

At this point, the owner of the pussy or asshole may want a gentle pumping movement with your hand. Fisting can produce extremely intense sensations; so ask her what feels good to her.

When the session is done, make your hand into the duckbill wedge shape once again, and gently slide it out slowly.

Good luck ya’ll

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Come With Me

Name: Julie
Gender: Female
Age: 38
Location: Boston
I went to Vegas with my best friend and she wanted to be laid in the worst way. Our first night in sin city I told her that prostitution is legal here and we “let our fingers do the walkin’”. Soon a gigolo was at the door. He was not six feet with blue eyes as promised, but he was an aspiring chiropractor and seemed like a nice lad so we let him in. The agency had said that they were registered with the State of Nevada and that they need payment upfront including the tip. Being novices to this we ponied up. I left my friend with the guy for her birthday shag and went for a walk around Vegas. I almost called you, Dr. Dick, so excited was I to be sophisticated. I had employed your advice and hired a pro and all! 20 minutes later I was staring at the Lions in the MGM Grand my cell rings. It’s her. The gigolo had a story about not being able to use her condoms due to a latex allergy and that the “other kind” which he had in his pocket must have dropped out in the lobby. This was a total bummer and the gigolo made off with almost $600 bucks! Can you publish “An idiot’s guide to hiring sex work”? We felt like total rubes and were sorely disappointed. The remainder of the celebrations were fantastic. We saw “The Thunder From Downunder” an all-male revue that was just wonderful. We also met many nice tourists and things looked up.

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Thanks for the Vegas travelogue. Sorry to hear you got ripped off by the “pro” you tried to hire for a little pleasure. That bums me out. I’m of the mind that freelance providers are generally a better bet than going through a agency. I know it’s too late now, but a consumer should never pay anything in advance. Ya always want to check out the goods first, don’t cha know! And if someone balks at that, you don’t want to do business with that person.

Not to make light of your situation, but I have a friend who was having trouble with his plumbing. No not that kind of plumbing! He tired to fix it himself, but to no avail. He was frustrated as all get-out. Finally I talked him into calling a “pro”. I don’t know where he found the plumber he called, but like you he got ripped off big time! There are dishonest people in every profession.

I applaud your moxie, girl. Don’t let this one bad apple scare you away from trying again another time. I stand by the Rent-A-Boy concept. Keep me posted on your future efforts.

Name: alex smith
Gender: Male
Age: 22
Location: California
I have had this litlle lump in my balls sac since i was a kid it doesnt hurt when i squeeze it and its inside i cant get it off because its attached to theno-freaking-out.jpg skin and im afraid to ask my doctor what do i do?

You’re 22 and you’re afraid to ask your doc about a bump on your nuts? What kind of pussy are you? Come on, grow a pair already, why don’t ‘cha?

This may come as somewhat of a surprise to you, but this is precisely what doctors are for. They look at the things that cause us concern, they tell us what it is, and by doing so, they put our minds to rest. Listen; if you’ve had this bump since you were a kid, the likelihood that it’s anything of consequence is pretty minimal. But go get it checked out so you can stop freakin’ out!

Name: Warwick
Gender: Male
Age: 22
Location: Wyoming
Dear Mr. Dr. Dick, my fiancee was raped by her step brother when she 13. she put up with it and has since repressed it continuing a “normal” relationship with him. how do i deal with this? how can i stand the thought of him or bear seeing him knowing what he has done?

Holy cow! That’s a bummer. But tell me this, if your fiancée repressed this memory (and that’s what repressed means) how did you find out about the incident?

If in fact your fiancée hasn’t repressed the memory, but is trying to get beyond it by not letting it rule her life, then I think you need to do the same. Shit happens! And sometimes the shit is ugly shit, like rape. But if we allow the shit to contaminate our life, crippling our relationships, and us; then the shit wins. Don’t let this happen to you…or your fiancée.

If you guys need help getting past this, seek a sex-positive therapist. A good therapist will not let you sabotage the rest of your life with fear, anger, hatred or revenge.

You can’t do anything about the past, but you do have some control over how you will react in the future. Rise above this! It’s the only way to go, my friend.

Name: Rob
Gender: Male
Age: 20
Location: New Orleans
doc. im starting to get into stimulating my prostate. i heard it will give you ground breaking orgasms but i just cant seem to do it correctly. could you please give me some tips about this.. cheers

You betcha! I’m a big fan of prostate massage — as a solitary pleasure or as part ofc771-1.jpg partnered sex play. Because it is something every guy can practice and enjoy. I recommend all us men folk be prostate aware. You probably also know I’m a big advocate of frequent prostate self-exams, right? And I figure while you’re down there rootin’ around in your butt hole checkin’ thing out, spend a little more time and give yourself a nice little massage why don’t ‘cha? Fingers work just fine for this, but an insertable vibrator is…well…out of this world. Prostate massage is a wonderful way to expand your self-pleasuring repertoire, especially for all you guys out there who only know how to yank on your dick for joy. Check out: The “Progasm” Prostate Massager in My Stockroom.

And ladies, prostate massage is a great way to please and pleasure your male partners. Perhaps if your let your guy know that a little butt play can be real fun and it ain’t queer, more straight guys would be less ass-phobic. And I can guarantee that the world would be a much better place.

You can feel your prostate gland by inserting a finger a couple of inches or so into your bum. If you are the least bit aroused your prostate will feel like a smooth rounded flat lump about the size of a large almond. Just in back of and up from your prostate is a smaller triangular wedge shaped nodule that is the bottom portion of your somewhat larger seminal vesicles. This, by the way, is where most of your jizz is produced and stored. Underneath the seminal vesicles are the ampullae, which are tiny reservoirs for your sperm that will mix with all the other fluids produced by the vesicles and your prostate when you cum.

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As you become aroused, ejaculatory fluid and sperm accumulate in these glands backing up behind valves in the ejaculatory ducts. When the fluid pressure reaches a high enough threshold, the valves open and the urethral bulb fills, triggering the muscular contractions of your ejaculation. This empties the glands and you, my friend, have just shot your wad. Naturally, if one abstains from ejaculating for a while and prolongs his arousal stage, say like through edging, more fluids will build up, making for a larger load and a more explosive orgasm.

So with that little anatomy lesson behind us, so to speak, we can get back to prostate massage. Ya don’t need nothin’ fancy, simply insert your well-lubricated middle finger or middle finger and index finger into your butt hole and apply a little pressure. Slowly massage your prostate. Try a nice circular motion. Doesn’t that feel yummy? Some men can cum by prostate massage alone. Hell, you may find that you don’t even need a stiff dick to enjoy an orgasm and/or an ejaculation.

Looking for something more advanced? Male Erotic Massage.

Name: matt
Gender: Male
Age: 37
Location: Seattle
I can’t stop going to massage parlors. I go all the time. HJ only there but lots of touching and kissing. I am married and can’t help the need for the excitement. If my wife found out I think she would divorce me. Is this healthy?

Hand jobs, kissing and touching are all very healthy.

But the guilt and shame aren’t healthy, that’s for sure. If you can’t stop a going to the massage parlors, you’re being obsessive; and that’s not healthy. Living a lie and hiding this from your wife isn’t particularly healthy either.

Name: jon251328494_14815fb5a2.jpg
Gender: Male
Age: 18
Location: ca
hi im 18 and i like to finger my ass and use wieners is that good?

Are these cocktail wieners? Hot dogs? Dinner franks? Polish sausage?

Is it good? Gee, I don’t know. I never stuck any kind of wiener up my poop-chute. Why don’t you tell me?

Oh wait; you want to know if it’s ok for you, or anyone, to do this, right? Yeah, I think it’s ok. Just don’t ever invite me to your place for a weenie roast!
Good luck ya’ll

Sex Advice With An Edge — Podcast #28 — 08/27/07

Hey sex fans,

I have a terrific show for you today. Several juicy questions from the sexually worrisome with an equal number of cheeky, captivating and oh so informative responses by me! Hey, it’s what I do.

  • Jack has a jones for his BF’s big dick!
  • Michelle needs more meat.
  • Norm asks about ecstasy.
  • Laurel’s friend has a slave, and she doesn’t like it one bit!
  • Mike P gots himself all tangled up with a lesbian.

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the TOLL FREE voicemail number is (866) 422-5680. DON’T BE SHY, LET IT FLY !

Look for my podcasts on iTunes. You’ll fine me in the health section under the subheading — Sexuality. Or just search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Say, would you like to become a sponsor for one or more of my weekly sex advice podcasts? As you know, I plug a product or service at the beginning and end of each show. Each podcast has its own posting on my site along with the name of the podcast sponsor and a banner for the product or service.

The beauty part about this unique opportunity is that once a sponsor’s ad is included in a particular podcast that sponsor is embedded there forever.

Your sponsorship also underscores your social conscience. Your marketing dollars will not only got to promote your product, but you will be doing so while helping to disseminate badly needed sex education and sexual enrichment messages. Simply put, ya just can’t get a better bang for your advertising buck!

For further information, contact me at: dr_dick@drdicksexadvice.com

Today’s podcast is once again bought to you by: Dr Dick’s Stockroom.

drdicksstockroom.jpg

Sex Advice With An Edge — Podcast #27 — 08/20/07

Hey sex fans,

I have a really amazing show for you today. We have several interesting questions from the sexually worrisome. And I respond with an equal number of feisty, friendly and oh so enlightening responses! Hey, it’s what I do.

  • John’s got a little peanut. What’s a fella to do?
  • Brianna is worried about her Chinese made toys.
  • Walter still has some lead in his pencil!
  • Shelly: sexually adventurous guys are called studs, but gals are called sluts. WTF?
  • Brent is a rent boy and he’s workin’ overtime.

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the TOLL FREE voicemail number is (866) 422-5680. DON’T BE SHY, LET IT FLY !

Look for my podcasts on iTunes. You’ll fine me in the health section under the subheading — Sexuality. Or just search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Say, would you like to become a sponsor for one or more of my weekly sex advice podcasts? As you know, I plug a product or service at the beginning and end of each show. Each podcast has its own posting on my site along with the name of the podcast sponsor and a banner for the product or service.

The beauty part about this unique opportunity is that once a sponsor’s ad is included in a particular podcast that sponsor is embedded there forever.

Your sponsorship also underscores your social conscience. Your marketing dollars will not only got to promote your product, but you will be doing so while helping to disseminate badly needed sex education and sexual enrichment messages. Simply put, ya just can’t get a better bang for your advertising buck!

For further information, contact me at: dr_dick@drdicksexadvice.com

Today’s podcast is once again bought to you by: DR DICK’S HOW TO VIDEO LIBRARY.

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