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In Your Dreams

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Name: unkutstud
Gender: Male
Age: 22
Location: WA, usa
I have about a one-inch overhang of foreskin when I’m limp. And when I have a boner my foreskin still covers my cock completely. Even when I skin myself back my foreskin slips back over my cock head unless I hold it back. Do women want me to skin myself back or do they want my foreskin covering my cock before I insert my 8 incher into their pussy? I feel self-conscious about skinning myself back and holding my foreskin back.

I love your moxy, mister. “…before I insert my 8 incher into their pussy?” How you do go on! You knock me out! But I’m gonna go way out on a limb here and guess that you have yet to dip your wick into any fine pussy…I mean besides the imaginary pussy of your rich fantasy life. Am I right? I thought so.condoms001.jpg

Here’s the thing about women. They don’t all share the same tastes about everything. I know, who would have guessed? So when you say things like: “Do women want me to skin myself back or do they want my foreskin covering my cock…” basically you’re tellin’ me you think that these pussy-owin’ creatures are all alike. With that kind of unenlightened mindset you’re gonna get yourself in a whole lot of trouble. Not to mention you’re never gonna get yourself laid.

The thing about women, at least the ones that grove on men, is they seem to have less of an interest in what your unit looks like, let alone it’s size, then they do with you knowing how to use the blasted thing. Consider for a moment that a whole lot of women have never seen an uncut willie. Others have never seen the cut variety. If you want to know how your perspective partner wants your throbbing 8-incher, all you have to do is ask, don’t cha know. Probably they’ll even interpret your asking as a gentlemanly gesture. And that, sir, is how you’ll get yourself laid.

Oh and don’t forget, there’s that sniggling little issue of using a condom each and every time you fuck, right? Seems to me that you’ll most likely be the one placing the rubber on your dick, so you get to choose if it goes over the foreskin on your dickhead or over your skinned back dickhead.

Good luck

Wonderful World of Butt Plugs!

Cassandra
I’m really curious how you actually overcome the fascination of wanting anal sex? What do you do and what does it take?

Ahhh, your pullin my leg, right? Cassandra, darling, I don’t get it. You have a fascination with wanting some hot backdoor action; is that correct? Am I supposed to gather from this rather round about way of putting things that you have yet to explore ass fucking? That’s what it sounds like to me.

i'm wearing my butt plugIf I’m correct in this assumption, the sure-fire way of overcoming this or any fascination of wanting this or anything else is to indulge yourself the very thing you’ve been wanting. This is not rocket science.

Once you have a taste of what you’ve desired, you’ll no longer need to overcome a fascination. If by chance, you’re actually wondering if you want to enjoy your butthole or not and you want to discover this on your own without the pressure of having a partner present; then I suggest you do a little experimentation on your own.

Allow me to introduce you to 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 with another one of his Handy Dandy Sex Toy Advisories: Plug Your Hole In Three Easy Steps. 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.

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.
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 maintain
Hypoallergenic
Waterproof
You can sterilize silicone toys by boiling themc552.jpg
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 —
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?

  • Bulgedtunnel plug1
  • Noduled
  • Nubbed
  • Ribbed
  • Smooth
  • Studded
  • Swirled
  • Veined
  • Velvety

Good luck.

Hey, Where’s My Big “O”?

Name: BJ
Gender: Female
Age: 23
Location: PA
I’ve been sexually active for several years now and have yet to reach an orgasm. Oral sex, intercourse nor masturbation have been effective. Is there something wrong with me, what might help?

I’d be very much surprised if there was actually something physically wrong with you. But you clearly have some difficulty letting go. And simply put, an orgasm is letting go of built up sexual tension.the big O

Lot of preorgasmic women don’t feel entitled to an orgasm, for one reason or another. Other women are simply unversed on how to make the big “O” happen in their own fine self. Sometimes it’s a combination of both resistance and a lack of know how.

I once had a client, a woman in her late 30’s, the mother of three and a devote Catholic. She was preorgasmic too. Her big stumbling block was fear. You got it; fear of having an orgasm. She had heard from other women over the years how powerful orgasms were and how much fun they were. My client somehow got it in her head that if she were to ever let go and give up that long-awaited screamin’ meme, her entire world would collapse. She’d become a sex addict, neglect her children, divorce her husband and turn her back on God…the whole enchilada.

With that kind of mindset, this little lady wasn’t gonna let herself cum no how.

the big O 2I had to reassure her that, as delightful as orgasms are, they are not like crack cocaine. I told her there was no chance that she’d fly to pieces as a mother, wife and friend of Jesus if she were to diddle herself once in a while. I had to keep repeating this over and over till it finally sank in. You talk about hardheaded! In the end, she had her precious orgasm, joined the ranks for the sexually satisfied and lived happily ever after. …Well, I can’t honestly say about the happily ever after part, but she sure did smile a whole lot more afterwards.

Back to you BJ, I don’t suppose there’s any way you could have one of your gal-pals show you how it’s done, is there? The reason I ask is most guys learn how to choke the chicken by watching, or being instructed by another guy. Us men folk are really good about doin that for one another. Women, on the other hand, don’t seem to do this for one another as much. Which is a freakin’ pity, if ya ask me.

If you can’t (or won’t) get a pal to show you around proper pussy pleasuring, I have another suggestion for you. Mozie on over to DR DICK’S HOW TO VIDEO LIBRARY  and check out a swell instructional video. (There’s a link to this marvelous resource in the header.) Do a quick search for “female masturbation” and let the experts show you a thing or two. You’ll be so glad you did.

Another great resource: The Ultimate Guide to Orgasm for Women: How to Become Orgasmic for a Lifetime by the brilliant Mikaya Heart. By the way, you can find a dynamite two-part interview with Mikaya HERE and HERE!ultimate-guide-to-orgasm-for-women-lg

Here are a few tips:

Get in the mood

Relax as much as you can. Whatever that means for you. Take a warm bath or have a glass of wine. Ensure your privacy: turn off the phone, lock the door for privacy from roommates, kids, whoever. Find a comfy position. Most women start out lying on their backs, legs bent and spread apart, with feet on the ground. Remove most or all of your clothing (or as much as your comfortable with).

Explore your body

Run your hands along your body, lingering along areas that are more responsive to touch than others. If you’re able to do it, and you’ve never done it before, you might want to try to look at your genitals in a mirror. Because so many women are raised with negative messages about their bodies, and particularly their genitals, being able to see while you touch can be powerful and surprising. Find and touch your inner and outer labia, your clitoris, your vagina and your perineum.

Touch yourself

Using one or two fingers, rhythmically stroke the different parts of your vulva, paying particular attention to your clitoris and labia. Experiment with different types of pressure, speed and motion. Try placing a finger on either side of the clitoris and stroking up and down, or placing two fingers on the clitoral hood and rubbing in a circular motion.

Experiment

Try different types of touch: stroke, tickle, knead, pinch, or lightly pull your genitals. Try using one or several fingers, the palm of your hand, even your knuckles.

Build up excitement

Learn to hold onto sexual excitement by building up and then reducing or temporarily stopping the stimulation. (Men do this all the time when they jack-off.  It’s called edging.) Pay attention to how your body is responding. It will tell you the particular stroke that feels best and when to pick up or slow down the tempo.

Don’t forget to breathe

Many women hold their breath as they get excited. Be mindful of your breath and learn to play with breathing during arousal. Try to breathe deeply rather than hold your breath. This can help release the sexual energy, rather than fight it.

Moving a little

In addition to often holding our breath, many women tense up and don’t move much at all when wtheye masturbate. This might work for you just fine, but if you haven’t explored movement, it’s worth a try. Moving while you are getting turned on, and moving during orgasm can change the way you experience pleasure in your body. For some women this means rocking their pelvis. For others it means moving their legs or torso side to side. Find what movement works for you and then intentionally start doing it while you masturbate.

Letting go

If your hand gets tired, give yourself a rest, switch hands, or try a vibrator. If you’re on the brink of orgasm, but can’t quite get over the hump, try to become more conscious of your breathing, give yourself extra stimulation: caress your nipples, or try thrusting your other fingers or a dildo in and out of your vagina.

Ride the Wave

As you begin to orgasm, continue the stimulation through the orgasm. Lighten up on the stimulation during the first extremely sensitive moments but keep it going to enjoy those little pleasurable aftershocks. Your first orgasm may feel like a blip or a blast, but the more you practice, the more variety you will experience.

Fantasizing

Sexual fantasy can be a double edged sword when it comes to masturbation. If you have trouble getting yourself in the mood or getting over the top, a hot fantasy may be just the ticket. I often suggest reading erotica to get in the mood. However, when we fantasize some of our attention is taken away from what’s happening in our bodies in the moment. Sometimes what is getting in the way of us enjoying masturbation is that distance from our bodies. It’s good to try everything, but be mindful of whether or not your fantasies are acting as an enhancer or a distraction.

hitachi-magic-wand-2Some final thoughts…
Vibrators take some of the manual labor out of masturbation by providing direct, intense physical stimulation to the clitoris.  check out all the marvelous vibrators we’ve reviewed for you at Dr Dick’s Sex Toy Reviews.

Many women learn to jill-off in the bath or shower. A direct the stream of water on your vulva and clitoris can be a game changer. Vary the pressure, the pulsation, and the temperature. Alternate methods: slide your butt over the drain so your legs are up in the air and your genitals are up under the tub faucet (rather awkward but do-able for some), or use Jacuzzi jets.

Rub against something–a pillow, the corner of some furniture, a washing machine in operation.

Dildos can be a pleasurable accompaniment to clitoral masturbation, as they offer the fullness of penetration and can also stimulate the g-spot.

Write back again, BJ, and let me know how things go. If you’re not successful, I still have a few other tricks up my sleeve.

Good luck

A Good Man Is Hard To Find

I got email from a friend of mine that I haven’t had contact with for ages. We worked together on a couple projects in the past so I was delighted to hear from him. What follows is the exchange we had concerning his love interest. (All names have been changed.) I share all of this with you because I know other people, gay and straight, who have found themselves involved with someone they probably shouldn’t be involved with. Perhaps my friend’s dilemma will strike a chord with others in my audience.

Hello Dr. Dick
I think it’s been about 13 years now since we worked together. Ahhh the good ol’ days, and oh how I miss them.

I came across a recent post of yours on Google + and it reminded me I could use some of your professional guidance.hug in the butt

I don’t want to bias my story any or waste your time with unimportant details as to the nature of events. I would like you to hear (read) my situation word for word, exactly as it has been playing out.

I have about 50 pages of text messages compiled in PDF format over the past year or so between me and a guy I really like. I don’t want to walk away from him too soon, also don’t want to wait around for something that may never materialize (It’s been 3 years since we first started having sex).

Could I ask you to review these texts and give me your thoughts about it all?

Thanks for your time
Jackson
(PS this 40y.o. guy I like identifies as being STR8, he is a total redneck, he is married to a younger 27-year-old female, he loves to fuck me and be fucked by me, he loves to suck cock and get his sucked too, he is hard from minute he walks in my door…it is the best sex of my life no question about it. And that’s sayin’ something.)

Hey YOU!
So nice to hear from you after such a long time. Yeah, I hear ya about the good old days. Unlike you, however, I don’t really miss them.

biker I would be happy to help you. Are you sure you just want me to read what you’ve compiled? Or do you want to talk about it?

Without prejudicing my appraisal of your document, what you tell me is very indicative of a problem that I have seen over and over throughout the years. And it sounds like you’ve got it bad.

Anyhow, how do you want to proceed? We can set up a Skype call, if you’d like. I do a lot of remote counseling these days, and Skype makes that possible.

I look forward to hearing back from you.

Great to hear back from you. A quick note on ‘the past’, I think what I miss the most is the social life I used to have. I had a lot of friends and always made time to see them.

The last 7 or so years have been very stressful but it’s paid off in the end. My home was foreclosed on; I fought hard, went to court many times and it took over two years but I did manage to save it. In 2010 (About a year after getting my home out of foreclosure) the state began a road construction project literally right outside my back door. It caused major damage to my 100-year-old home during the 3+ years the project went on. I am still fighting the state in an effort to resolve the issues that the construction caused.

Lol, I am not all negative like everything is all bad, or I never get a break from the weird stuff, it’s just been very unusual for me to have such a string of bad luck.hot

So back to Kevin & I. Would it be all right if you just read one short recent conversation, and then you tell me if you feel you could help? I imagine it will only take a couple minutes. Basically we are at a point where we get along amazing well in person, sex is incredible, & he loves everything the way it is. (We see each other for sex, nothing more). I, on the other hand, want to hang out sometime besides sex. This text exchange comes after not seeing or talking to him in about 10 days, which is pretty common.

Let me know Dr. :)

[Attached to the above email was a lengthy document that contained the contained the transcription of this latest text exchange between Jackson and Kevin. I’ll spare you the gory details.]

There’s a lot goin’ on here…beside the fact that the last part reads like a porn script. 😉

Here’s what I see. I see two men who have a “hook” in one another. One is happy on the hook the other is tortured on the hook.

Kevin, despite, or even because, of the hot sex you guys are having, is at a crossroads. If things continue as they are going, he will have to make adjustments to his life and have to make some very painful admissions about who he is at least to himself. He doesn’t sound even remotely ready for that. And even if he wanted to make this life-altering decision, he is probably ill equipped to do so. I’m guessing that he has been running from facing his true identity for decades.

Jean CocteauYou, on the other hand, know exactly what you want and how to get it. For you falling in love with this guy and living happily ever after would be as easy as falling off a log. You’re in love and you know how to handle yourself when love happens. We both know this is not your first time at the rodeo.

It’s like you’re dating a Martian. He only knows how to be a Martian. Despite, or even because, you appeal to him to stop being what he is (straight) and be this other thing with you (gay), he is petrified. And he may actually hate the very thing that you love about him.

Another thing that is really obvious is that Kevin’s sex with you is shame-based, not affection-based. He probably does get off on the hot monkey sex you guys have together, but he’s also probably crippled with guilt and shame afterward.

Stop and look over the document you sent me. Choose any one of those pages and count the words that you typed and then count the words that he typed. I’m sure that you will immediately see that you overwhelm him. You bare your soul; you write paragraphs of self-disclosure. He responds in monosyllables. I’m pretty sure he can barely stand the barrage. He’s trapped between what he wants and what he will allow himself to have and it is sheer torture.

Despite the fact that is wants, maybe even desperately wants, what you have to offer, and not just the sex, he can’t allow himself to have it. It would shake his world to its foundation. And since he can have the hot sex without the emotional attachment, he’s getting everything he (thinks) he wants. You, on the other hand, are living a life of non-to-quiet desperation. You’re at heaven’s door, but he won’t cross the threshold with you.

If I had to guess, I’d say there’s no future beyond the wham-bam-thank-you-sir part bumpin’ you’re already getting. And I also speculate that this arrangement has a half-life. I’d be willing to guess that ya’ll are already past the mid-point. Your dissatisfaction will grow and begin to manifest itself in the way you treat him. There will be an ultimatum. Then there will be an end. With a little luck it will end well, but there is also a big chance that it will end very poorly indeed. Violence is not unheard of in situations like this and I think you know this already.redneck

In his defense, I don’t think Kevin is holding out on you. He probably would if he could. But he simply can’t. And if I had to guess, he’s not ever gonna turn this around. You said he’s in his 40’s, right? That’s a lot of life lived falsely, no? I’d be willing to wager that you aren’t the first man he’s fooled around with over the years and I don’t think you’ll be the last. He’s gotta have his fix even if it compromises his perception of himself.

I don’t envy you this conundrum, my friend. You are in anguish; I hear that. This is not a happy place for you and all I can say is, I hope you don’t give up any more ground.

Let me know if you want to talk about this at some point. No need to walk through this on your own if you don’t want to.

Good luck.

That gave me chills… Its like you were here the whole time. You identified every detail exactly as I have been living it.

One part in particular, Kevin said pretty much word for word as you did. He said, “I’m not holding out on you. I would if I could, but I simply can’t.” I got to admit I don’t understand.

Tuesday I sent him this text:
“Why is this normal social shit so awkward in your mind? All I want to do is hang out sometime. Let me repeat, I want to do something other than hookup one time. That’s it, if you don’t like it I won’t ask again.

I know you like the other shit more, I likely do as well. But is it that big of a deal to just hang out like regular dudes as well?

I’m not asking for anything else whatsoever no emotional connection or expectations of any kind.”

redneck buttHis reply:
“I can’t. I’m sorry.”

His response blows my mind; it makes no sense. Sounds like an adult telling a child NO! I don’t have to explain, no means NO!

I think the truth is he just doesn’t WANT to do anything, even though he surely could. Ughhhh anyway.

I want to talk more with you about this Richard. I’ll hit you up later about the Skype thing. Thanks for being a sounding board for me.

Wow, that is interesting. Poor guy!

Again, in Kevin’s defense, he does have a wife. Maybe he thinks if he keeps his sex with you on the down low it’s not really infidelity. You know, guys doin’ guy things together. An emotional attachment to you would blow that delusion out of the water. It’s like being between a rock and a hard place. He can’t win for losing.

Anyhow, thanks for entrusting your woes with me. I look forward to connecting with you on Skype in the near future. All the best till then.

What A Drag

Here’s something unusual. Just last month we heard from Roxie, a crossdresser at a crossroads. Today, another crossdresser. That’s what’s so unusual, two in one month. Maybe it’s something in the stars. Anyway, our fabulous friend here has a bit of the ennui.

Name: Mariah
Gender: Male
Age: 23
Location: Brewster NY
I have been doing a lot of crossdressing secretly and I have no idea how to stop. Its been going on for quite a number of years and I am not sure exactly what I should do. I enjoy a lot of other things that I won’t mention. I guess my question is how long does it take to get over this?

Mariah darling, I’m confused. You’ve been secretly crossdressing for a number of years and now you want to stop? Why? Sounds to me like you’re still into it. A lot!

crossdressingAnd then you tantalize me with; “I enjoy a lot of other things that I won’t mention.” What’s up with that?

So ok, you’re a kinky little transvestite; is that such a big deal? Crossdressing is a relatively innocuous fetish, as far as fetishes go. And if you’ve been doing it for years, albeit secretly, I’d guess you have your fetish under control. It doesn’t sound like it’s messin’ with or spillin’ over into the rest of your life. So again, my question is, why stop?

If you’re just bored with it, which doesn’t sound like the case; why not simply pack up your frilly knickers and dancer heels and drop them off at the Goodwill? If you don’t have women’s clothing around the house, you won’t be able to crossdress. So that part is relatively simple.

cross-dressing-1

Georgina

However, getting over a fetish is not so easy as ridding yourself of your frocks. There’s probably a psychological and an erotic hook in your crossdressing, as there is for most folks who do drag. After all, this is what makes the whole exercise a turn on and so much fun. You can learn to wean yourself off this activity, if you really, really want to. But again my question is: why?

If you feel your crossdressing is screwin’, up your life, or contaminating your relationships; well, that’s another thing. But you don’t say that. Maybe you just need some assistance in understanding what’s going on with you and some support from others like you. And that, my dear Mariah, is very easy to come by. First, let me direct you to a couple of brilliant podcast interviews I’ve done with two amazing crossdressers — first, Debra Christina Darling. (You’ll find Part 1 of that conversation HERE and Part 2 HERE!)   Then there’s the toast of the Emerald City, Sylvia O’Stayformore. (You’ll find Part 1 of that conversation HERE and Part 2 HERE!).  Or just use the the search function in the sidebar to your right, type in either of those names, and PRESTO! Faster than you can say Lane Bryant, you be taken to their podcast postings.

These interviews are chock full of information about crossdressing; the dos and don’t as well as the whys. I’ve also supplied a short list of online resources for crossdressers, drag queens, and transgender folk.

Good luck

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