Search Results: Crossdress

You are browsing the search results for crossdress

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

A cock in a frock with his marriage nearly on the rocks

Name: Roxy
Gender:
Age: 37
Location: SF Bay Area
Dear Dr. Dick, I am slowly but inexorably marching to my wits end over my current dilemma. I’m a part time TV married to a wonderful girl who I find very satisfying emotionally, mentally and physically. So what’s the problem, you’re asking? The problem is that before we got married I had several sexual encounters with men (yes, with me dressed and made up as a girl). Some of which were quite thrilling, and now I find that I am yearning to get all dressed up and find a male partner who will satisfy the girl side of my psyche sexually. I don’t want to cheat on my wife (with whom I’ve talked about marital fidelity…if I cheated and she found out, her line is that our sex life would be over), but I feel the compulsion to act getting stronger all the time… what should I do?
Sincerely, Distraught in downtown

Before I respond to you, Roxy, I want to make sure my audience knows what we’re talking about.

transvestiteFolks, Roxie here is identifying himself as a part-time TV. That, of course, has nothing to do with the box in your living room on which you watch The Brady Bunch reruns. TV in this context means transvestite, or better still, crossdresser. Which is literally the practice of crossdressing; wearing the clothing of another sex. Which as we all know, or should know, must not to be confused with a TS, which means transsexual, or better still, transgender. (Here’s a tip:  the terms transsexual and transvestite are outmoded because they are heavily pathologized, as medically or psychologically abnormal.) A transgender person is someone who self-identifies as a gender other than the one she/he was assigned at birth. I hope we’re all down with that now.

Now back to you, Roxy. It seems to me that you’re really overreaching here. Desires are wonderful things. We just better know the difference between a desire and reality. I encourage you to think twice about realizing this particular desire of yours if it means upending your relationship. Seems to me your long-suffering wife’s feelings deserves more than the casual consideration you seem to afford them.

Most TVs I know would give their left falsie for a partner as understanding and accommodating as your wife. And look at you, contemplating fucking this up by skipping out on her just so you can get all gussied up so you can find a dude to pound the bejesus out of you to satisfy the girly side of your psyche.TV01

I never advocate the cheating option. But I know how compelling sexual fantasies can be. On the other hand, maybe some kind of additional accommodation could be made with your wife. Maybe she’d be up for a 3-way.

I know this marvelously kinky woman, Abby, who pimps out her beautiful straight boyfriend to totally hot gay men they meet at the best gay nightclubs. She does this just so she can watch the straight BF get pounded. I hasten to add that the beautiful straight BF is a willing participant in this unusual ménage. Curiously enough, he’d never think of doing this on his own. For him, the turn on is not the part where other guys fuck him; although that is pleasurable. It’s the pleasing and being dominated by his kinky girlfriend that turns his crank. So when Abby snaps her finger, you know for certain that Ty will soon be buggered senseless while she’ll get a great show. Now that’s devotion. And while this is not for everyone, it sure as hell works for them.

RHPSWill your little woman go for something like this, Roxy? Who knows! One thing for sure, you’ll never know unless you ask. Here’s a tip. To sell this whole ménage thing to the wifie, I encourage you to play up how HOT it will be for her. How much fun she’ll have watching and possibly even directing her pansy-ass husband take it up the bung-hole. How it’s gonna blow her mind, and shake up your traditional sex roles and really spice things up in the boudoir. With a sales pitch like that she might just give it a whirl.

I don’t envy your dilemma, Roxy, but I think something interesting could come of this just as long as you’re upfront about it with your wife. If ya don’t, you’ll soon be a cock in a frock with his marriage on the rocks.

Good luck

A little bit of this, a little bit of that

Name: Jake
Gender: Male
Age: 16
Location: NM
Can u get more guys to tell about mutual masturbation stories? And how I can get my friends (both straight) to do it with me?

OK, I’ll ask my audience to send us stories about their mutual masturbation experiences.wanking

Hey guys, and guys and gals, here’s what I want you to do. Send me stories about your mutual masturbation experiences. You can post your stories in the comments section of this posting, or use the Got A Sex Question form in the sidebar to the right. If we get some good ones, I’ll put them up on my site.

As to asking your straight friends to jerk-off with you, well, that’s another issue all together. Most young men won’t even acknowledge that they pull their pud. Most ostensibly straight men wouldn’t consider choking the chicken in front of a gay guy, or even with a gay guy, because they think that’s…well gay. Maybe your friends are more open-minded about such things, but I won’t hold my breath.

However, if you think there is a chance they’d consider such a thing. Why not just come out and ask. “Hey guys, I’m hosting a circle jerk at my house on Wednesday afternoon after school. If you’re lookin for a good time all you have to do is show up, drop trou and spring a boner. We’ll all be handing our own meat, so it’s just for the ritual. Prizes for the biggest load and the guy who shoots the furthest.”

See, if ya make it a sport; they may cum.

Here’s a curious exchange I had with a fellow named Dennis.

Hi, thanks for taking the time to answer me. My new girlfriend is 49, sexually active, but has never given oral sex to a male. She was married 6 years to a man who had sex with her. He liked to dress in women’s heels and clothing but never asked his wife for oral sex. They had sex and he gave her oral. Could there be a reason why he didn’t ask for oral for himself? Could he have been cheating with men to get what the wife did not do?Submissive-Crossdressing

Thank you very much; I’m very concerned. Also my girlfriend has never jerked a man off including her husband. I’m concerned why is this? Dennis

Can’t see why you’re concerned at all, Dennis. Some men, your GF’s former husband for example, aren’t all that interested in getting a blowjob or even a hand job. He probably was a submissive and was way more interested crossdressing and pleasuring his wife than getting pleasured (blowjob or hand job) himself.

There’s no reason to think he cheated on his wife with other men either. He’s just a sub. Not a particularly difficult concept to grasp, right?

Then Dennis writes back to say: I’m concerned because I’m having trouble with her touching me and giving me oral sex. Is this normal? I’ve never encountered this. Thanks Dennis

Maybe, just maybe, she just doesn’t want to blow you. Maybe she doesn’t like the whole idea. Lots of women don’t like giving BJs. And you pestering her for something she’s not interested in doling out, is only gonna make matters worse.

Have you talked to her about it? If not, that’s the way to go.

I don’t think I have anything more to offer you besides the suggestion that you and your GF might want to consult a sex therapist. You might find that there are a lot of things that you and she need to understand about one another before you invest too much more into this relationship.

Good luck

More of The Erotic Mind of Kyle Henry — Podcast #383 — 07/22/13


Hey sex fans, welcome back.Kyle Henry directs FOURPLAY 01

The award winning filmmaker, Kyle Henry is back with us today for Part 2 of his appearance here on The Erotic Mind show. He is here to discuss his movie: FOURPLAY; Tales of Sexual Intimacy.

But wait, you didn’t miss Part 1 of our chat, did you? Well not to worry if ya did, because you can find it and all my podcasts in the Podcast Archive right here on my site. All ya gotta do is use the search function in the header; type in Podcast #382 and Voilà! But don’t forget the #sign when you do your search.

Kyle and I discuss:

  • The four stories of FOURPLAY; Tales of Sexual Intimacy;
  • Skokie, IL — unleashing the animal within;
  • Austin, TX — a conception story;
  • Tampa, FL — roll-on-the-floor funny T-room sex;
  • San Francisco, CA — a crossdressing sex worker and a quadriplegic man;
  • Sex and disability;
  • Directing sex scenes;
  • Erotica and porn;
  • What he looks for in the erotica art of others;
  • What the future holds.

Kyle invites you to visit him on his site HERE ! And be sure to like his film’s page on Facebook HERE !

(Click on the box art below to buy or stream Kyle’s movie.)

fourplayDVD

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 — HOW TO VIDEO LIBRARY.

drdickvod.jpg

The Naughty & The Nice

Just in time for the holidays, here’s my Naughty and Nice list.

NICE

NAUGHTY

NICELY NAUGHTY

Happy Holidays!

SEO Powered by Platinum SEO from Techblissonline
Get Adobe Flash player