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Feed Your Hole(s)!

In light of all the mail I’m gettin lately from both women and men asking about anal stimulation; I want to welcome you to yet another one of my Handy Dandy Sex Toy Advisories. This time: The Wonderful World of Butt Plugs!

Not sure what a butt plug is or why you would want one? Or maybe you sure enough know a butt plug from a hole in your head, but you just don’t know how to go about choosing the right one for you. Well, never fear, because Dr Dick is here And you can thank all my inquisitive correspondents and the treasure trove that is Dr Dick’s Stockroom for the heads up on these puppies.

A butt plug is an anal stimulation device that allows you to enjoy sustained anal pleasure (and prostate stimulation for the men folk) without the worry of having your toy fall out, or worse, disappear up your chute.d368

Let’s look at a typical butt plug to get a feel for how it works. Unlike most dildos and other anal toys, a butt plug is shorter and has a unique shape. The insertable part is often a tapered cone shape, designed for easy insertion and that all-filled-up feeling while it’s in place.

The plug tapers more dramatically near the base into a notch. This allows your sphincter muscle to close down on the plug keeping it firmly in place. Finally the wide base keeps it from slipping inside your bum.

Pretty gal-darn clever, huh?

But why would I want a plug in my ass? You might query. That, my friend, is a question only a rank amateur would ask. Unfamiliar with the joys of butt play, are ya? Well, here’s the 411 on anal pleasuring. Your bum is chock full of nerve ending that, when stimulated, induce intense pleasure. And a butt plug can be worn for hours at a time for a sustained dose of devilish delight.

Once you decide to give a plug a try, you’ll have loads of options to choose from. There is a slue of different sizes, shapes colors and textures. They come in several different materials. And some even vibrate. How fun is that?

Let’s look at all these options in turn.

— Start with SIZE.
If you’re new to the whole anal thing, I recommend you try something small. You’ll want an insertable length of less then 4” and a diameter of 2.5”. Feeling a bit more daring? Want to increase the insertable length and/or diameter? Knock yourself out, my friend. There are dozens of sizes available.

— Next choose a Material.
Got the dimensions you want, but not sure about what kind of material you want plugging your hole? I know that may sound funny, but it actually does matter what you insert where the sun don’t shine!

Say, Dr Dick, how do I know what material is best for me? Excellent question! See, you’re becoming a well-informed consumer already. Let me detail some of the finer points for you.

Latex — the granddaddy of sex toy material.
PLUSSES —
Inexpensive
Soft and flexible
Use with both water-based and oil-based lubes.

MINUSES —
Porous, thus less hygienic
Difficult to clean
May contain phthalates
Distinct rubbery odor

Jelly —advancements in chemistry transformed ordinary latex into even softer and more pliable jellies.b796
PLUSSES —
Inexpensive
Super-soft and flexible
Appealing translucent jelly-like appearance
Use with both water-based and oil-based lubes.
Comes in a variety of colors

MINUSES —
Porous, thus less hygienic
Difficult to clean
Probably contain phthalates
Distinct rubbery odor

Silicone — a non-latex product that come in two varieties — firm and soft.
PLUSSES —
Durable and long lasting
Easy to maintainc552.jpg
Hypoallergenic
Waterproof
You can sterilize silicone toys by boiling them
They’re bleachable
Dishwasher safe
More realistic feel
Retains body heat
Comes in a variety of colors
Less of an odor

MINUSES —
More expensive
Use only water-based lubes

Stainless Steel —it is smooth, hard and a thing of beauty.c991.jpg
PLUSSES —
Super-durable and long lasting
Nonporous
Easy to maintain
Hypoallergenic
Waterproof
You can sterilize Stainless Steel toys by boiling them
Bleachable
Dishwasher safe
Much heftier weight
No unpleasant odor
Can be warmed or chilled
Use with both water-based and oil-based lubes.

MINUSES —
More expensive
Hard and inflexible

Pyrex Glass — a hard dense glass that will not shatter or splinter. A work of art.
PLUSSES —xh600
Super-durable, long lasting
Nonporous
Easy to maintain
Hypoallergenic
Waterproof
You can sterilize Pyrex toys by boiling them
Bleachable
Dishwasher safe
Hefty weight
No unpleasant odor
Can be warmed or chilled
Use with both water-based and oil-based lubes.

MINUSES —
More expensive
Hard and inflexible

New Supersoft — a new material that’s has the closest feel to real-life skin. It can be both soft and rigid.
PLUSSES —
Less expensive
Great texture

MINUSES —
Very porous
Less hygienic
Always use with a condom
Use only both water-based lubes.
Difficult to cleanb667.jpg
Distinct rubbery odor

Rubber — An old standard!
PLUSSES —
Inexpensive
Durable, very long lasting
Waterproof
Use with both water-based and oil-based lubes.
Comes in a vast array of colors
MINUSES —
Very porous, less hygienic
Difficult to clean
Distinct rubbery odor

— Next choose Special Features.
Once you’ve decided on the material you want, you can customize your butt plug with special features like:

  • Bendable
  • Inflatable
  • Multi speed vibrating
  • Suction cup

— Next choose Texture.
Latex, silicone and rubber butt plugs come in an array of textures. Which one of these buggers will tickles your fancy?

  • Bulged
  • Noduled
  • Nubbed
  • Ribbed
  • Smooth
  • Studded
  • Swirled
  • Veined
  • Velvety

The Next Big Thing

Name: Ned
Gender: male
Age: 38
Location: Richmond VA
I have recently been exploring my bi side and experimenting with other men. I’m perfectly comfortable with my sexuality: I’m attracted to both women and men, but I’m predominantly attracted to women. I hate having to hide my bisexuality. I’d like to come out as bi, but I fear that most bi men are considered gay by default. Aren’t most women freaked out when they learn a guy is bi? So what do you think? Is there any hope for being out and BISEXUAL-not-gay? How can I meet women who aren’t bi-phobic?

Hold on there big fella, are you really trying to convince me that you’re “perfectly comfortable” with your sexuality? Because if you are, you’ve a long way to go, darlin’. I ain’t buyin’ that no how. Like I always say; if you have to go out of your way to tell someone that your are perfectly comfortable, you’re probably not.

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I think you think you are “perfectly comfortable” with your sexuality, but frankly you’re fooling only yourself. Your vocabulary gives you away. You may be experimenting with other men; and don’t get me wrong, I think that’s a good thing. But bumping the occasional dude, without letting that exercise impact on your internalized homophobia, don’t make you bi.

Want to meet woman who aren’t bi-phobic? Then look to bisexual woman.

I’m forever hearing from bi guys, like you, Ned, who moan and groan about not being taken seriously by gay men or straight women. It never seems to occur to these “bi” guys that they can avoid all clueless gay men and straight women by simply dating bi women and men exclusively. What kind of statement does it make about the general desirability of bisexuals when so many bisexuals can’t conceive of dating other bisexuals?
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Did you know that there’s research on the sexual arousal patterns among men — gay, bi and straight? You might be interested to know that the researchers couldn’t find a specific, identifiable “male bisexual arousal pattern.” Most of the men who self-identified as bisexual had arousal patterns exactly like that of gay men. 75 percent of the bi guys only got aroused watching male on male sex; the other 25 percent of the bi guys only got aroused watching girl on girl sex. No one responded equally to images of men and women.

So what does that tell us, if anything?

I think we all know that some ostensibly gay men claim to be bisexual for a time while they acclimatize themselves to their true queer identity. But why was the sexual arousal research not turning up a distinctive male bisexual arousal pattern? I conclude, given my own clinical experience, that real male bisexuality is far more rare than female bisexuality.

I think there are a lot of guys out there having bisexual experiences — probably more now than ever, which like I said earlier is a good thing. But one’s sexual orientation is not the same thing as one’s sexual capacity.

A lot of guys like you, Ned, are predominantly straight guys who, on occasion, play with otherbisex_toon.jpg guys. But that don’t make you, or them, bi. Authentic bisexual men are emotionally available to other men as well as women. You, Ned, are capable of having sex with other guys, but you’re only emotionally available for nesting with women. Most gay guys have already figured this out about most so called bi men. They discriminate against most “bi men”, because there’s little to no chance of having a full-fledged relationship with these guys.

And straight women discriminate against most so called bi men, because they’ve learned to mistrust the so called “bi male” identity. They know that the frequency with which these “bi males” turn into gay males is staggering.

So in the end, Ned, you might want to reconsider your self-identification. Why not just say you’re an ostensibly straight guy that likes, on occasion, to mess around with other dudes. It appears that would solve all your problems as well as your conflicts with gay men and straight women.

Name: Doreen
Gender: female
Age: 30
Location: Memphis
I think I have a spanking fetish. I say I think I do, because I never tried it. But I want to. I think my partner would be up for it, but I have yet to ask her. I thought I’d ask you first. What are your thoughts about spanking?

If you’ve been a bad girl, Doreen, then I think you definitely need a spanking. Have you been naughty, Doreen? Precisely how naughty have you been, Doreen? Everyone here at Dr Dick’s wants to know!

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Spanking is a very popular fetish, one that can be enjoyed with or without sex. At the same time, spanking can be risky if you entrust the task to someone who doesn’t know what she or he is doing. Of course, it’s not particularly difficult to learn the basics. So just for you, wayward Doreen, I’m gonna offer a brief sexual enrichment tutorial on erotic spanking. YEAH!

Most spankers start with a hand or a paddle of some sort. Spanking is different from whipping and flogging, which are much more advanced techniques than your garden-variety spanking. We’ll leave these techniques for another time.

There are two musts in this kind of power play: 1) The spanker must always inquire about the health of the spankee before the play begins. 2) Both participants must always agree on a safeword before the play begins. A safeword is a codeword that the spankee will use as she is reaching a physical, emotional or moral boundary, or for when she wants the spanker to stop the play.

The safeword will be a word that the spankee would not ordinarily use during the play, like “pickles.” This extraordinary word allows the spankee to scream “no, stop”, “please, don’t” etc. as much as she/he wants without it stopping the play.

If you actually get around to enticing your partner to join you for a little spanking entertainment, make sure the first adventure is fun for all. I suggest that the spanking be part of a role-play scenario that you and your GF develop together. Your partner may need lots of positive reinforcement, particularly if she reluctant to join you in your kink. Keep telling her how much fun you’ll both have in the role-play. For example, you could be the naughty schoolgirl and your partner could be the stern teacher. Really get into your roles; you’ll both need to dress the part, of course. You — sexy short pleated Catholic schoolgirl skirt, anklets and trashy high-heels. She — the domineering dyke teacher in a drab, no-nonsense grey suit and sensible shoes. Get the picture?chick_spank2.jpg

The teacher calls you into her office for a corrective interview. She needs to teach you a lesson. She puts you over her knee. She’ll do lots of bottom rubbing first, while she’s lecturing you on your bad behavior. As she gets into it, you know she’ll be getting turned on too. “It will be a shame to spank this beautiful bottom of yours,” she’ll coo. “This is going to hurt me as much as it hurts you!”…sort of deal. She’ll finger your pretty panties, but won’t remove them. She’ll start spanking very gently at first. Light taps on the fleshy part of your ass cheeks. If you want more, start wiggling into the spanking. Remember to stay in character. “No, Miss. Diesel, that hurts, please don’t touch me there! Grind into her lap. Your body language will communicate your desire for her to continue and possibly intensify the spanking.

To insure the comfort of your partner, set some ground rules for your first play session. Don’t’ do bare-bottom spanking until she indicates her willingness to go there. If your partner is a feminist dyke, this whole spanking thing may go against the grain for her. Remind her this is fantasy role playing; not real life.

The more you get into your roles, the more likely she’ll get into her roles — Catholic schoolgirl/Sr. Mary Holywater, slutty patient/naughty nurse — you get the idea. The more you please her, the better she’ll please you.

Be sure to reward your partner for her participation. After the first session take her to dinner. Ask her for her for her reactions. What could you have done to make the scenario more pleasurable for her? Talk about your reactions. Tell her how much you appreciated her participation. Talk about the scenario and how well she did. Tell her what you liked most about the spanking itself. If you sense that she’s content with events thus far, you could plan for more.

Set aside a couple of role play evenings in the coming weeks. If she continues to be open and receptive, you can add more and more spanking, different implements, a ruler, a hairbrush, a paddle. If you want spankings on other parts of your body, tits, pussy and the like introduce those slowly. The intensity of the spanking needs to be adjusted to more sensitive parts of the anatomy. Make sure there’s lots of feedback happening before and after each play session.

Spanking is a full-fledged fetish with loads of spanking associated erotica. It goes from mild to wild. Do some exploring together your GF. Check out some magazines or videos. You’d probably do well to stick to the girl-on-girl stuff at first. Some, if not all, of the boy-on-girl stuff may be offensive to your partner’s lesbiterian sensibilities. Remember to also attend to your partner’s fantasies and the things that turn her on too.

Like I said at the beginning, spanking is a stand-alone fetish, it may be a part of full-on sex, or it may be just a bonding thing between you two naughty bitches.

In the end, introducing your partner to your kink is one of those — “Give To Get” things. Be attentive to her, make sure she knows she’s the most special person in your life. The more satisfied she is; the more she’ll be open to pleasing you.

Name: Roy
Gender: Male
Age: 25
Location: Germany
sir, I’m started masturbating for 11yrs, Sometimes I’ll masturbate twice a day I cant stop this habit. Will it ill affect me in future?

Well Roy, I don’t think you have anything to worry about. Even beatin’ off twice a day will not harm you . On the contrary, researchers are now saying that regular masturbation may ward off prostate cancer. They tell us that cancer-causing chemicals build up in the prostate, and if men do not ejaculate regularly the build-up can cause problems.masturbate.jpg

Don’t you just love this? I mean, how does one write a grant for government funding to study the positive effects of self-abuse?

Curiously, researchers also note that sexual intercourse may not have the same protective effect because of the possibility of contracting a sexually transmitted infection, which could increase men’s cancer risk.

Say, I wonder if all of those “Abstinence only” programs out there encourage masturbation? Doubt it.

Anyhow, Australian researchers studied over 1,000 men who had developed prostate cancer and 1,250 men who had not.  They asked about their sexual habits. They found those who had ejaculated the most between the ages of 20 and 50 were the least likely to develop prostate cancer.

The protective effect was greatest while the men were in their 20s.  Get this, men who ejaculated more than five times a week were a third less likely to develop prostate cancer later in life.

jerkoff001.jpgPreviously the scientific wisdom suggested that a high level of sexual activity and a high number of sexual partners actually increased a man’s risk of developing prostate cancer. But earlier studies missed the beneficial effects of squeezing one out on one’s own, because they focused on sexual intercourse, with its associated risk of STIs (sexually transmitted infections).

Say, I wonder if anyone is doing similar research on the positive effects of masturbation for women? If I had to guess, I’d say that, if jackin’ off is good for men, then it stands to reason that jillin’ off is equally good for women.

Researchers tell us that ejaculating prevents the buildup of carcinogens in the prostate gland. It’s the “prostatic stagnation hypothesis.” How fun is that? You certainly don’t want a stagnant prostate now, do ya? I know I don’t. The more you flush out your ducts, the fewer carcinogens there will be to hang around and damage the cells that line your ducts.”

This is not a terribly new concept. A similar connection has been found between breast cancer and breastfeeding. Lactating flushes out carcinogens, thus reducing a woman’s risk of breast cancer.

Everyone here are Dr Dick’s Sex Advice believes that masturbation should be a big part of everyone’s sexual repertoire. And we always practice what we preach! We wholehearted encourage everybody to join us and masturbate till your heart’s content.

Good luck ya’ll

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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Can U Squeeze Me In

Name: Jim & Elaine
Gender: Couple
Age: 42 & 38
Location: Denver
We have been happily married for 15 years. We have a good, but pretty vanilla sex life together. We want to spice things up and are talking about maybe looking for other couples online. We’re both in good shape and have very outgoing personalities. Both of us have had one short affair in the past, now we think we want to play together. Thoughts?

You guys want to look for other couples online…for ummm sex? I mean you imply that but you don’t really come right out and say it, do you? I know you are new to this and you are just feeling your way through this unfamiliar territory, but unless you want to look like rank amateurs by other swingers…and that’s what we’re talking about, swinging, right? You’d better get comfortable articulating precisely what it is you want, how you want it and with whom.

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If you’ve already begun your online search, you’ve probably already discovered that there are several different avenues for you to pursue. There are, of course, dating and profile sites. There are sites that feature ads from other swingers. For example you could check out craigslist for the generic variety. Then there are exclusive swing parties and more inclusive swinger clubs. And each of these outlets may offer special groupings for the fetish-oriented swinger.

Before you swing, you guys need to decide what type of swing-set you want. If the vocabulary that follows is unfamiliar to you, you have some remedial homework to do before you launch your swing-capade. There is “soft” swinging and “hard” swinging. Bisexually may or may not be an option for you.

If you assume that all swingers are open-minded about sex, consider this; lots of swing outlets prohibit male-on-male sex. Personally, I find this extremely bizarre. But I suppose it only underscores the prejudices of the popular culture. There are some swing-sets that allow novice swingers to simply to be voyeurs. I can’t fuckin’ figure that out either. Maybe it’s a heterosexual thing.

If you gravitate toward the club-set there are 3 types to consider:6190_01.jpg

  1. SEX clubs — these clubs allow full-on sex, but only in designated areas.
  2. NO-SEX clubs — allow for lots of exhibitionism and voyeurism, including nudity, but no full-on sex. These clubs are great for meeting other swingers and to set up your own sex dates.
  3. Swinger parties are NO-SEX events, and are usually held in a nightclub or restaurant. Again, you can meet like-minded folks there and set up your own sex dates.

Whichever outlet you choose; make sure you understand all the rules and regulations of the get together before you decide to attend.

Like I said, it’s of the utmost importance that you guys decide, in advance, what your limits are. A good number of otherwise healthy marriages flounder at this point. Have a clear and frank exchange with each other on the ground rules of your swinging and then stick to them. Negotiating a change to the rules of engagement during a swing is a very bad idea. That’s not to say that your ground rules won’t change and evolve over time; just don’t attempt to adjust them while they are in play.

Never push your partner into doing something he/she is not ready to do. Be open with each other before, during and especially after a swing. Effective communication is essential. This goes for communicating with your fellow swingers. Be sure to let everyone know that you are newbees to the scene. (Don’t worry, everyone will already know.) Novices stick out like a sore…hardon.

Most clubs and groupings don’t allow single men. Most swing-sets are women oriented, to the degree that women set the tone for the swing. That being said, it’s still a man’s world. Men generally dictate the type of sexual expression that will be tolerated — thus the prohibition, stated or unstated, against male on male sex. Female on female sex is, of course, encouraged for obvious reasons. How’s that for a screwed-up double standard?

Most clubs expect full or partial nudity. My swinger friends advise that if you just want to attend so you can ogle others, stay the fuck home! Novice swingers, like you guys, ought to stay together until you feel comfortable being apart. But for Christ sake, don’t glom on to one another like the other swingers have the cooties.

Most of all, take responsibility for your eroticism and your sexuality. Be friendly and good-natured. And don’t try to pretend you’re a more accomplished sexual athlete than you are.

Be advised, you are about to embark on a sexual journey that will take you to the edges of what society regards as appropriate sexual behavior. Don’t be surprised if some of your more traditional friends discriminate against you when they find out about your new activities. Finally, swinging is far less about what you do (sex) and way more about who you are (a lifestyle). To that end, I’d like to turn you on to a fantastic resource. Check out my friends, John and Allie, at SwingerCast. Be sure to tell them dr dick sent ya!

Name: Nathan
Gender: Male
Age: 37
Location: Dallas
I’m a married guy with a great wife and 3 beautiful kids. A couple of weeks ago, I went to a masseuse I found on craigslist. I don’t have a lot of experience with massage and thought I would be safe going to a guy instead of a woman. The guy was really nice and did a good massage, but somehow I popped wood near the end of the massage. I was really embarrassed, but he was like totally fine with that. Then he asked if I wanted a happy ending. I didn’t even know what that was till he started to massage my ass and blow me. I have to admit it was totally amazing. I never felt anything like it before in my life. My wife sometimes will give me oral sex, but nothing like this. I blew a load like nothing I ever did before. I though my insides were coming out of my cock. I was wowed and scared and confused and I could hardly sit up. Then the guy said I had a real healthy prostate. I said what? And he said he was massaging my prostate while he was sucking me off. I can’t stop thinking about this. I want more but I feel really guilty and I’m afraid this is going to make me gay.

What a fabulous story, Nathan. But we need to clear up a few things. A masseuse is a female practitioner of massage. A masseur is a male practitioner. This is a common enough mistake, but I thought you should know the proper usage for further reference. Because you can see how a little unintended slip like this will make all the difference in the world. If you say a masseuse gave you a blowjob that’s totally different from getting a blowjob from a masseur, don’t ‘cha know.

chimp_prostate_exam.jpgI’m gonna also guess you never had a prostate massage before this encounter with the masseur. A prostate massage coupled with your first blowjob from a guy…hell, you are lucky your insides didn’t shoot out your dick along with your spooge. I’m joking of course, but it does stand to reason that you had such an intense and explosive orgasm and ejaculation. That’s precisely what prostate massage does, honey.

Now, let’s see if we can figure out why you can’t stop thinking about this. It doesn’t take a rocket scientist to analyze that either. This was a peak sexual experience for you. I mean, beside the mind-blowing release, the means by which you had this orgasm — the guy’s finger in your ass and the guy’s mouth on your dick were both unexpected and apparently unprecedented. So I figure you had very little time to cognitively respond to the stimuli before things came to their explosive climax, as it were. And you did say you were already relaxed and aroused by the massage, right?

I’d be willing to bet that if you had some emotional distance from the experience you would realize your body was simply responding to the stimulus it was receiving. Your dick and your prostate weren’t able to distinguish the gender of the person diddlin’ your ass and blowin’ you. And since your brain was occupied with all these new sensations you had little time, if any to process and possibly protest. And maybe you wouldn’t have protested even if you could. Maybe you wanted to take this little walk on the wild side. Tust me, lots of guys do.

Now that the event has passed, you have plenty of time to process. And process you are…to withinprostate_massage.jpg an inch of its life…if ya ask me. This experience looms so large for you because it is forbidden fruit, so to speak. It upsets the apple cart of your cozy and predictable heterosexuality. I mean it’s one thing to pop wood on a massage table. It’s something totally different to blow a wad while a guy is givin’ you head.

And now that you have all this time on your hands to keep pouring over and over this in you head, the event is taking on a proportion it probably wouldn’t have otherwise.

prostate_massage_copy.jpgLet me put your mind to rest, one blowjob from a guy…even an earth-shatterin, prostate massagin’ blowjob, like the kind you got from this fabulous masseur…won’t make you gay. Nor does wanting to repeat the experience make you gay. All this experience really tells us is that you like a good blowjob and you now know where to get a really fantastic one when next you want one.

Think about it this way. Say you went to a Chinese restaurant and, to your great surprise, had the best dim sum ever. You were so impressed with the food that you’ve been eager to return to this particular eatery for another go at those tasty vittles. Does this desire for yummy dim sum make you Chinese? I don’t think so…unless, of course, you were Chinese before you went to the restaurant.

Finally, the guilt you’re experiencing, where might that be coming from? There are so many sources one would be hard-pressed to come up with an exhaustive list. But let’s look at the top contenders.

  • You’re married with a family. You had a sexual experience…unplanned as it might have been…with someone other than your wife. BINGO!
  • Our culture’s buttoned-down sex and gender stereotypes — who can do what to whom. BINGO!
  • The dictates of our sex-negative society about what is proper and what is not in terms of sexual exploration and experimentation. BINGO!
  • The shame of possibly being labeled a fag. BINGO!
  • The fear of your own desires and where they might lead you. BINGO!
  • The allure of the forbidden and the explosive charge the illicit. BINGO.

The experience you had with that masseur, Nathan, is so highly charged, both culturally and sexually that it will take some while for you to find your balance once again. In the interim, my I suggest that you postpone any judgments about yourself or what the indecent might imply about you until you’ve have some emotional distance and the time to calmly process all of this. In the final analysis, I think you’ll come to the conclusion that this is a relatively harmless sexual outlet. The masseur is providing you a service…I mean beyond the obvious. He is providing you a safe, secure non-judgmental environment to exercise and expand your sexual repertoire. Think of it like a place you go to learn about the wonders of sexual dim sum.

Name: Rebecca
Gender: Female
Age: 24
Location: Cincinnati
Last year I had a sexual relationship with a guy I met through work. We kept it light and had some fun. He has since relocated to another city, but we keep in touch and hook up whenever he’s in town. The last time he was here he asked if I would ever consider a threesome with him and one of his male friends. I told him I might consider it if I knew the other guy. As it turns out, the other guy and I went to the same college. I know, small world, huh? The idea of having a 3-way with these two guys is totally hot; I’m attracted to both of them. Even though this would be a first for me, I would like to give it a try. I guess my question is what should I look for in this kind of situation?

What should you look for in this kind of situation? Why, look for double the fun, you little vixen you! You sound like you’re a pretty savvy chick when it comes to sex, Rebecca. I suspect you’ve been around the block a time or two. Good for you. You also seem to know what you want and how to go about getting that, kudos to you on that.

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Trying new things can be really fun especially when your playing with people you like and are turned on to. I’d suggest you keep the event light and breezy. Too many people try to script a 3-way to within an inch of its life. And that can fuck up the whole damn thing. At the same time, just hooking up for quick shag can be a little too impersonal when it comes to 3-ways.

Luckily, there’s another way. I suggest the three of you start your encounter by getting a bite to eat together. A little food and a few cocktails can be a great start to the adventure. No doubt all three of you will be a little nervous, so make this part of the outing light, sexy and flirtatious. Practice your seduction skills on each of the guys. You will soon discover the sexual hierarchy…and there always is one in these kinds of encounters.

If there are any ground rules, this is the time to mention them. The more you discover about the guys in this non-sexual environment the more prepared you will be for how the rest of the evening will play itself out. If I were you, I’d want to get a sense of how experienced the two guys are at having a 3-way. Do you happen to know if the guys are bisexual? If they are, you can be assured that the 3-way dynamic will be fundamentally different than if they guys are not bi and only want to shower their hot monkey-love on you. Maybe you could ask about their sexual fantasies and share some of your own. Just remember, you are an equal partner in this ménage. I’d make sure that the fellas knew what turned you on. Fortunately, you have the advantage of having already played with the one guys; so that should make things easier.

I hope you write back and let me know how the encounter went. My interest, of course, is purely scientific, don’t ‘cha know. But I will want all the gory details. And a detailed photo essay would also be deeply appreciated. ;-)

Good luck ya’ll

Merrily We Roll Along!

Hey sex fans,

I hope ya’ll survived the holidays. I did! Although I can’t tell you how glad I am that all that nonsense is over.

Before we begin, I just want to remind you that my podcasts will resume next Monday, January 07. I have a slew of interesting questions that have been piling up over the past couple of weeks. So I can guarantee you it will be a juicy podcast. Don’t miss it!

Name: Fay
Gender: Female
Age: 23
Location: LA
I met this guy on the Internet and he seemed nice and all, but I wasn’t that turned on to him. All I remember is he was pretty nerdy and had really sweaty palms. We went out a couple of time, nothing serious. He just wasn’t my type. So I stopped responding to his calls. Last week I was out at this club with some friends and I saw Mr. Nerdy with this other chic. And I was like, wait a minute, that skank’s hornin’ in on my stuff! I know I wasn’t returning his calls, but still, I saw him first. It was like totally freaky, how they were all kissy-kissy right there in everyone’s face. What should I do?

Seriously? What should you do? How about getting a life. you vacuous twit? And Iwoman_screaming.jpg mean that in the nicest sort of way.

If you could just pull your head out of your ass long enough for you to listen to yourself; your misguided notions about dating and your fundamental lack of respect for the feelings of others would surly grate on you as much as it does me. Your mindless chatter is like fingernails on a blackboard. I mean REALLY!

Think about what you are suggesting here. You’re gettin’ all territorial about some guy you could barely bring yourself to give the time of day to and then blew off like he was excess baggage. You didn’t bother to take the time to look beyond his nerdy-ness and his sweaty palms like this other woman have done. Had you done so, you might have discovered what this other “skank,” as you so lovingly refer to her, has found. But ya didn’t!

Like most nerds, this guy probably developed other means of making himself attractive and interesting to compensate for his nerdy-ness. Maybe he’s got a big ol’ dick, or he’s great in the sack. Maybe he got a big bank account or maybe he simply has a handle on the basic social graces, something that you, dear Fay, have yet to grasp.

Your jealousy is neither cute nor charming. It does, however, mark you as self-centered and childish. For the most part, jealousy is a byproduct of a person’s lack of self-confidence and self-esteem. Here’s a tip: try and develop a healthier sense of self, so that you’ll mature into someone who can interact with others in a respectful manner that is befitting another human being.

Oh, and have a nice day!

Name: Joanne
Gender: Female
Age: 25
Location: Toronto
I’m 25, 5-foot-7 and weigh 105 pounds. I take care of my body by eating right and exercising regularly. My problem is that I hate the way I look. I am actually repulsed by my body. I take very brief showers and avoid the mirror as much as possible. I’m not a prude. Others being nude is fine with me. But my body image issues are hindering my sexual encounters. I always want to wear a shirt or have the lights off.

My current boyfriend says that if I trust him enough to sleep with him I should trust him enough to let him see me naked. He also has told me that we can’t continue seeing each other if this doesn’t improve. But I let him see every part of my nude body — just not all at once. So he knows I’m not hiding some monstrous deformity or anything. I guess I thought my boyfriend would be more sensitive to my fear and let me stay covered up. Do I owe him nudity?

Hold on there, girlfriend, you think your BF is being insensitive because he wants to enjoy your body in the buff…with the lights on? You think that he’s sticking around just to needle you about your phobia? Honey, get over yourself!

Do you honestly think that your body-positive BF oughta facilitate and participatecrystal_pussy.jpg in your pathology? Yeah, like why don’t we all just sink to the lowest common denominator? And here’s a tip, doll: you do have a monstrous deformity. Perhaps it’s not a physical deformity, but it sure enough is a psychological one.

I concur with your boyfriend; your relationship is on the line here. You need to get a handle on your hang-ups, darlin’, or you can just say good-bye to whatever sex and intimacy you may currently be enjoying.

Listen, I have a thing about sex and intimacy being a gift one gives another. So I ask you, how can you give yourself as a gift to anyone if you are disgusted with the gift you’re giving? And you’ll never convince me that your body issues aren’t seeping into and sabotaging the sex you may be having with your long-suffering BF. I’ll betcha you don’t let him get too close to the body parts you begrudgingly expose to him…when the lights are out.

Joanne, like I suggest above, being repulsed by your own body is a sign of a deep psychological problem. I’d suggest you get to the bottom of this with a sex-positive therapist right away.

When I encounter this sort of thing in my practice, inevitably my client and I discover a past body related trauma to be at root of his or her current disgust. Left untreated, this aversion could easily morph into a desire to do yourself harm. It’s a common enough phenomenon; so don’t let that happen.

And to your closing question about do you “owe” him nudity; what the fuck is that? Is your sexuality and the intimacy you share with your BF something to be bid and bargained for, like beads in a bazaar? Sex and intimacy is either a gift freely given or it’s coerced.

If you’re feeling coerced about being naked with the man who loves you, you’d better set him free and get thee to a nunnery.

NEXT, ANOTHER SEXUAL ENRICHMENT TUTORIAL

Finessing That Ass Fuck — A Tutorial For a Top

Without further ado, here’s dr dick’s long awaited seminar on being a great ass fuckin’ top. This is a companion piece to an earlier tutorial for you novice bottoms out there — Liberating the BOB Within (That’s Big Old Bottom).

closeup1.jpgThis tutorial is for anyone who is considering being a top in butt fucking sex, regardless of whether the meat injection is 100% prime or a beef substitute — like a strap-on dildo, these words of wisdom are for you.

Some people are not open to experimentation when it comes to their precious asshole. They think it’s gonna be painful, or worse…the mere idea grosses them out. First off, you don’t want to try toppin’ one of these folks. A good top should know it makes no sense at all to try to force, or worse belittle an unwilling bottom to give up his or her rosebud if he/she is not inclined to do so. This is simply a waste of everyone’s time. Because if you do succeed in gettin’ the unwilling bottom to relent and the attempted fuck confirms the bottom’s earlier suspicions that this activity is indeed painful and/or gross; you will have won the skirmish, but you will have lost the war.

Second, before a top commences a fuck of any kind he or she oughta considerfemale_buttfuck.jpg whose pleasure is primary in this particular fuck-fest. There is a big difference between fucking for the top’s pleasure, for the bottom’s pleasure, or for mutual pleasure. If a top is trying to finesse a novice bottom into exploring his/her ass, that top needs to resign him or herself to concentrating on the bottom’s pleasure first and foremost.

Start by getting the bottom comfortable being touched where the sun don’t shine. Lubricate your hand and massage the outside of his or her hole. Make some lazy little circles with your fingers and drive your bottom wild with desire. When her sphincter starts to quiver, as it surely will, slowly penetrate your bottom’s butt with a lubricated finger tip. After a few minutes of just hangin’ out down there with your finger in his poop chute, you can begin to slowly slide your finger in and out. When you’re fingerin’ someone for the first time, be sure to take your time. Allow his or her muscles to adjust to being penetrated. You might want to incorporate a thin vibrating dildo and/or some expert rimming to pave the way for bigger things.

fingering.jpgWhen a top fingers a bottom like this, he or she ought consider the width of his dick or her strap-on while doing so. For example, once your bottom can take two fingers comfortably and three fingers with a minimum of discomfort he or she is ready to take a modest sized cock or dildo inside. If you’re very well endowed or you plan to strap on a dildo that resembles a floor lamp, you’d better adjust this finger formula based on the width of your fingers and your equipment.

A clean asshole is a happy and fuckable asshole. Hygiene is essential for both tops and bottoms. Bottoms need to anally douche beforehand. And tops, once your cock or your strapped on dildo has been inside your bottom’s ass, don’t go puttin’ that thang anywhere else (mouth, pussy, whatever) until you’ve washed it with soap and water. Carelessness in the hygiene department is just inviting a very serious infection.

Tops, be sure to use a good lube and make sure you have your favorite condoms near to hand. Getting your bottom into the right position, one that is comfortable for both of you is paramount. There are way too many positions for me cover here, but when choosing a position, consider —

  • your preference
  • the bottom’s preference
  • your cock and/or dildo size
  • your body type, and the bottom’s body type.

femalebutthole.jpgYou may find that a pillow or two will help support and prop up the bottom in most positions.

Painful fucking is a sign that something is being done incorrectly. It is definitely not a sign from god that ass fucking itself is wrong. In most cases pain is due to a few predictable reasons: the bottom is too tense and is tightening up. The top is being impatient and is pushing too hard. There may not be enough lubricant. Or the cock or strap-on is too big for the bottom’s experience level.

Obviously. both top and bottom should be comfortable and feel at least some pleasure in the fuck. However, it’s perfectly fine, on occasion, to concentrate on one person’s pleasure over the pleasure of the other. Just make sure you both agree on who’s pleasure is gonna be the focus of any given fuck.

Topping is a skill like any other. Practice will improve your technique. And while practicing, invite and then listen to the feedback coming from your bottom.

Ok, let’s review.

  1. Always use a lubricant…and a lot of it. Water-based lubes are latex-compatible and highly recommended.
  2. Stop immediately if your partner asks you to stop. I’m not suggesting that you stop trying altogether; just don’t push yourself onto your bottom when he or she wants you to stop. Find the source of the problem lubrication, position, whatever, resolve the problem, then resume the fuck.
  3. Take it slow. There is no need to rush, especially if you’re experimenting with anal sex for the first time.
  4. A bottom’s desire to be fucked does not insure pleasurable cornhole-ing. It’s nice that he or she might want to surrender his or her ass, but that’s not gonna make it happen on its own.
  5. Always communicate with your bottom. Keep your communication playful and smutty.
  6. Tops, be open about what you want and how it’s feeling. “Oh baby, that’s right you’ve got such a tight hole. You want my big meat in your ass? Yes you do! Open up for daddy…or momma…as the case may be.” Get the picture?

Some experienced bottoms can orgasm with ass fucking alone. Women do so through pelvic muscle contractions, men because of pressure applied to their prostate.

inthehay.jpgOh, and here’s something you need to know. We all have two sphincter muscles. If you insert a finger about one half-inch into your ass and press your fingertip against the side you’ll find them both. There is less than a quarter-inch between them.

The external sphincter is controlled by the central nervous system, which means you can tense and relax this sphincter at will. The internal sphincter is quite different. This muscle is controlled by the autonomic nervous system making it involuntary. This muscle responds to fear and anxiety. It may cause your bottom’s hole to tense up automatically even if he or she is trying to relax.

Tops, remember the rectum is not straight (no pun intended). After the short anal canal that connects the asshole to the rectum, the rectum tilts toward the front of the body, sometimes as much as 90 degrees. That’s way some people are anatomically less suited to ass fucking than others.

Finally, the best attribute a top can have is his or her sense of humor about the whole friggin deal. Fucking ain’t as easy as it looks, at least not at first. But perseverance will win the day.

Good luck ya’ll

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