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Sex EDGE-U-cation with Debra Christina Darling – Podcast #135 – 07/01/09

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Hey sex fans,

Debra & Karen

And now for something completely different.  Ya’ll know how through this Sex EDGE-U-cation podcast series, we’ve been looking at the world of fetish sex, kink and alternative sexual lifestyles, right?  And how we’ve been chatting with prominent educators, practitioners and advocates of unconventional sexual expressions and lifestyles from all over the world, right?

Well then, today we take another walk on the wild side.  I bring you Part 1 of my conversation with a true original.  My guest is the one and only Debra Christina Darling

Debra self-identifies as a straight drag queen.  That’s right you heard me; he’s a straight man who crossdresses, and has done so for most of his life.  But what’s so special about that?  Lots of straight men crossdress.  This is true!  But few are as “out there” and as willing to challenge some of the popular notions of sex and gender held by both those inside, and outside, the crossdressing community.  I can assure you sex fans, Debra has balls and the attitude to match; thus the drag queen designation, don’t cha know.

You won’t want to miss a minute of this exceptional discussion!

Debra and I discuss:

  • Crossdressing vs. transvestism.
  • Her own personal journey and her activism.
  • Famous crossdressers in history.
  • Reasons why people crossdress, and the challenges.
  • The sexual charge of gender specific clothing.
  • Common myths of crossdressing.
  • Advice for parents of crossdressing kids.
  • Male crossdressing / female crossdressing, the double standard.

Debra shares with us several crossdressing resources and invites you to check them out.  The Esprit Conference, Karen Williams’ site, The Emerald City and The Ingersoll Center.

See a slideshow of current and historical crossdressers.

Click on the thumbnails below.

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BE THERE OR BE SQUARE!

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

Got a question or a comment? Wanna rant or rave? Or maybe you’d just like to talk dirty for a minute or two. Why not get it off your chest! Give Dr Dick a call at (866) 422-5680.

DON’T BE SHY, LET IT FLY!

Look for all my podcasts on iTunes.  You’ll find me in the podcast section, obviously. Just search for Dr Dick Sex Advice. And don’t forget to subscribe. I wouldn’t want you to miss even one episode.

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

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RAPID FIRE DICK

My inbox overflowth! …and that ain’t pretty. Let’s attend to this glut with some snap.

Name: david
Gender: Male
Age: 19
Location: florida
i like my 6 inches and i work it well but,personaly i want atleast 7,should i worry about it or what should i do doc? thank you

You shouldn’t worry about it, pup. Like you say, 6″ is plenty. Besides, where would you find an extra inch if you absolutely needed to get one? I didn’t see any on e-bay!

Name: shane
Gender: Male
Age: 18
Location: las vegas
what is a more efficiant way to masterbait?

Beat your meat like it owed you money!

The way you jerk off isn’t efficient? Dare I ask, what inefficient method you are currently employing? How much more efficient do you want this exercise to be? Are you in that much of a hurry?

Name: Jen
Gender:
Age: 33
Location:
Last night, my sex partner came on my face, and his seamen got in my eye. I woke up today, and my eye is blood shot, and a bit swollen. Am I okay?

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Bad shot!

I think you mean semen, right? Seamen are sailors! And boy, if you ever get a sailor in your eye, you’d wake up being a lot more than a little bloodshot and swollen.

Gettin’ spooge in your eye is no picnic; it stings like the dickens. You should be ok, though…that is if your sex partner is healthy. If he’s not, or if the redness and swelling continue see your doc right away!

Name: miles
Gender: Male
Age: 26
Location: Rapid city sd
I just started to let girls and guys fist me what is the posibel dangers.

You’re lettin’ folks shove a fist up your ass and you’re just now getting around to asking about the possible dangers? YIKES!

Well you’re in luck. I did a Sexual Enrichment Tutorial on fist fucking in a podcast a couple of weeks ago. Check it out: Sex Advice With An Edge — Podcast 04/30/07. Listen to my response to Dena.

Name: holly
Gender:
Age: 18
Location: brisbane
hi… i have been with my partner now for 13 months and the sex we are having is getting boring as both of us are females..i just want to know if there is enything u can suggest for us to do to help spice it up a tad.. yours thankfully hol

Yeah, that girl on girl sex can get mighty boring, huh? All that carpet munching, and for what? Good thing you’ve turned to someone without a pussy or a clit for some helpful suggestions on spicing things up lesbian style. Hmmm, this sounds mighty fishy to me…and I don’t mean “fishy” in that way.

Have you tried strapping one on?

Name: thunder tounge
Gender: Male
Age: 37
Location: brooklyn, ny
do those penis inlarger pils work and if they do which ones are the best to get?

Nope, they don’t. Don’t waste your money!

Name: Nadine
Gender:
Age: 31
Location: Ontario
My boyfriend bugs me to give him a blowjob and I just can’t and he always bugs me which bugs me more that I never want to do it. What can I do?

Why can’t ya smoke some pole, darlin’? It’s all the rage these days.

Maybe you could learn to like it. See my Sexual Enrichment Tutorial: So Ya Wanna Be A World-Class Cocksucker.

If ya can’t stomach the idea of a cock in your mouth, maybe you need to find yourself a boyfriend with out a dick…I think they’re called lesbians!

Name: joe
Gender:
Age: 39
Location: boston
why do women like sucking dick

They do? That would be news to me…and Nadine, the person right above you. She begs to differ.

Sure, I know some women like to suck cock. There are even those whose skill is renowned. Why, they can suck the chrome off a trailer hitch. But I fear, givin’ a man a humble hummer is an odious task for most women. It ranks right up there with having a bad hair day.

Good luck

I am slightly paranoid about being a clean bottom

Name: Carl
Gender: Male
Age: 45
Location: Seattle
I am a 45 year-old gay man who has not bottomed in over 15 years (which included a 10 year monogamous relationship). I am interested in doing bottoming again. However, I am worried about my cleanliness and smell. As a top, it never bothered me that much with my bottom partners, and it was rarely a problem. I never asked them if they prepared ahead of time.

I am slightly paranoid about being clean as a bottom. Should I use an enema, and if so, with what liquid? How does diet help? I am basically vegetarian, although will occasionally eat meat if it’s served to me (no pun intended). Obviously, this apprehension will not help when the time comes because I’ll likely just tighten up. I know this based on past experience.
I could go on with other details but will stop here and see about your reply.

Thanks!

Hey Carl,

Worrying about stuff is just about the best way to mess up a sexual experience of any kind. But I’m sure that you know that already, huh? This is particularly true for someone reacquainting himself with the pleasures of being a bottom.

I’ve written and spoken extensively about this very thing. I’d like to direct your attention to the CATEGORIES section in the sidebar of my site. It’s a pull-down menu. You will notice that the second category is ANAL. Under this is a whole bunch of subcategories. Click on any one of those you will be taken to all the posting I’ve made on that particular subject. Of particular interest to you would probably be my tutorial for being a good bottom: Liberating The B.O.B. Within.

In terms of douching, warm water is all you need. Never use soap. Some people add lemon juice or vinegar (1-2 Tbs per quart) of the warm water. Others dissolve (2 Tbs) of baking soda in a quart of warm water.Ergo Speed Douche

Stay away from commercially produced douches, most contain harmful and irritating chemicals. And trust me, you don’t want that. Besides, commercial douches are expensive and all that packaging is definitely not Eco-friendly. And we all want to be green sodomites, don’t we?

Finally there is always the ever-versatile shower or bath bidet option. You can find one model, the Ergo Speed Douche, in My Stockroom. Look for the Dr Dick’s Stockroom banner in the sidebar of my site.  (Everyone here at Dr Dick Sex Advice is a big fan of the Perfect Fit Brand line of adult products.)  Look for our review of the Ergo Speed Douche HERE.

I also know that a vigorous fucking will introduce more air into a bottom’s rectum expanding it and making for that “OMG, I gotta take a dump” feeling. So take it easy the first few times you get back into the saddle, so to speak, as it were.

Diet can indeed make a difference in the composition of your shit and how you and it smell. But, that being said, you have to realize your bowels are working properly when they eliminate waste from your body, so don’t try and mess with that. And just so you know, there are often some unpleasant side effects to rootin’ around in someone’s hole, regardless how fastidious the bottom is about his hygiene. So why not just relax and if there’s a little mess, clean it up with some soap and water. Its not the end of the world.

Good luck

I start to get wet, but then I dry up like a prune

Name: Heather
Gender: Female
Age: 36
Location: USA
I have been married for 10 years. I have told my Husband 6 years ago I am not physically attracted to him anymore. I stopped wanting sex from him because he just turned me off no matter what he did. He cleaned, cooked, run me a bath, eat me out, and so on but nothing works. I start to get wet but as soon as he gets started I dry up like a prune. What should I do? I have not had good sex in a long time.

Well, if you’re not attracted to him anymore, you’re not attracted to him anymore…plain and simple. But what I don’t get is, how come after six years you’re old man is still hanging in there? Is he some kind of glutton for punishment?

If I was your long-suffering hubby and I was doin all this stuff, including cooking, cleaning, and eatin’ out your pussy, I’d sure as hell demand an explanation for your attitude change. Of course, maybe he likes being the doormat. Some men really get off on being dominated and treated like shit. Is that why you are no longer into him?

body as artOr is there something else he’s done that has put you off? Did he gain weight? Does he not attend to his personal hygiene? Did he become a Republican? Ya know, things like that. If it is something he’s done or failed to do and he can change his behavior to better suit you, maybe you oughta clue him in on this.

If however, it’s not something he’s done or failed to do, but it’s you. Then he needs to know that too. You did say that you dry up like a prune. Perhaps it’s your libido that’s gone south, not his relative attractiveness? Sometimes people get these two things confused.

Do you have sexual fantasies? Do you masturbate? Are horny for anyone else — either real or imagined? How’s your health? Are you on birth control? Are you depressed? Sleep deprived? Are you putting on the pounds? Could you be experiencing early-onset menopause? As you can see, there are innumerable reasons for a decrease in libido.

At any rate, Heather, you really need to get to the bottom of this, and soon, six years is a mighty long time to live like this. I’d look for a sex-positive therapist to connect with, if I were you. Clearly, you’ve been unable, in six years, to discern the cause of your attitude change on your own. It’s irresponsible to continue to drift with the status quo.

Good luck

The Joys of Muff Diving

Name: Carol
Gender: Female
Age: 28
Location: Montreal
I like oral sex, but my new BF doesn’t know what he’s doing down there. He’s really sweet and I like him a lot. Unfortunately, he thinks he’s like this really great lover when actually he sucks…and not in a good way. I know he reads your column, he was the one that turned me on to your site, so could you give him some pointers on how to orally pleasure a woman. He doesn’t listen to me.

keep-calm

Alrighty then, Carol! Instead of me, who has no pussy, pontificating on the joys of muff diving, I turned to my #1 friend of the lesbian persuasion, Joy. Not only does she have her very own pussy, she sure as shootin’ knows her way around other pussies as well. I shared your letter with her and asked her for her advice. I figure, if you wanna learn how to do something right, ya talk to a pro. Simply put, no one sucks cock as good as a homo; no one gobbles clam like a dyke. Enough said!

Joy’s first comment was…and I quote; “What’s this chick doin’ with a dude? If she wants good head, he should bed a dyke. Once you go lezzie, you never go back.” Ahhh, Joy is such a…joy!

Ok, so giving a chick some head is about the most perfect sexual thing you can do for a woman. It makes her feel special. What woman doesn’t groove on knowin’ her partner finds her finger-lickin’ good? And maybe that’s a real good place to start this tutorial. If you don’t like the taste or smell of pussy juice, give up on the idea that you’ll be a fabulous lover. However, if you want to give this whole eating out at the Y thing a try, but you don’t know if you can handle your partner smell, or she’s unsure about you bein’ down there, thinking she might smell, you guys could start off by showering or bathing together.

Many women prefer oral to intercourse, because it has the potential to give her an exceptional orgasm. And for all those gals out there who need loads direct clitoral work to get off, mouth-to-clit stimulation is one of the easiest, most enjoyable ways to get make that happen.

Joy says that the biggest mistake a guy can make with a pussy is divin’ in without knowing his way around. And like I always say, ladies, it is absolutely up to you to introduce your partner to your particular beaver. Remember, just because he might have been with other women, don’t make him an expert on your parts. Get it? Got it? GOOD!

muff2The novice cunt lapper will do well to approach this amazing piece of human anatomy very gently…at first. If the woman you’re eatin’ wants it more vigorous, she will ask for it. So relax and enjoy! If all this licking and sucking isn’t a turn on for you, it won’t be much of a pleasure for her, either. So, if you’re heart is not in it; don’t bother.

Don’t make the mistake that Carol’s boyfriend makes. Listen to the feedback you’re gettin on the job you’re doin’. If you’re not gettin feedback, ask for it. Just don’t talk with your mouth full. Once you hit on something that works with the gal you’re with, stick with it for a while. Unless of course you’re trying to drive her wild with some tongue teasing.

Joy insists that a soft tongue and a relaxed jaw works best. And holy cow, she knows of what she speaks. She always starts out licking her pal from vaginal entrance up to her clit. She follows the outer edges of her pal’s pussy along both sides —s lowly at first, then more rapidly. Sometimes she’ll even throw in a little raspberries. You know, the vibrating sound you make when you force breath through lightly closed lips. Joy stands by this technique, don’t cha know! Sounds like so much fun I kinda wish I had me a cooch.

Don’t be caught with idle hands while you’re eating out at the Y. Gently press the two outer vaginal lips together then run your tongue between the inner and outer labia one side at a time. Try poking your tongue into her vagina. The extent of the nerve endings for the typical woman’s vagina are around the opening and within the first couple of inches inside. Target them with a darting tongue motion. Insert a hardened tongue into her hole. Try moving your tongue in and out, as well as in circles around the inside of her opening.

Spread her outer vaginal lips with your fingers. With your tongue pointed, gently flick your tongue around her clit. Feel free to roam around in there, but keep coming back to her clit, because it’s the most sensitive area…just like your dick head, you dickhead! Some women find the direct approach too intense. If this is the case with your woman, blow a stream of warm breath over and around the clit. This lighter breathy touch might just do the trick. Again, be sure to ask for feedback and then do precisely what she says.

Once your partner is good and hot and juicy wet, Joy suggests you kick things up a notch. Spread her lips, expose her clit and give it a quick little suck. If this hits the spot, you might want to lightly pull back her clitoral hood and repeat the quick sucking motion. Joy assures me that this feels incredible, and it’s just the thing to do if you feel like tormenting your partner. Now take her exposed clit into your mouth and gently suck on it, simultaneously flicking your tongue over and around it. This combined with fingering her vag, will usually produce an intense orgasm.

Keep your tongue and hands busy flicking and massaging, poking and prodding lapping and kneading. In other words, find out what she likes and how she likes it and let her have it just that way.

Finally, Joy suggests you surprise the little woman by having a mint or an ice chip in your mouth while you eat her out. These can create a very intense tingling sensation and will enhance your performance immeasurably.

Good luck