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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
(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

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.

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

Name: Roxy
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

Beaver Trap

Everyone here at is about to head out for our annual end of summer holiday. But before we do, there’s this little ditty.

Name: Ward Clever
Gender: male
Age: 40
Location: Suburban, USA
My wife, June, has been passing around the beaver, if you know what I mean. This has got to stop. That beaver belongs to me. What do you suggest I do to teach her a lesson?

Dear Ward, I hear ya!  I know how troubling it can be when the little woman wanders. What’s a husband to do?Deluxe Female Chastity Belt-1

I think it’s time to trap that Beaver Cleaver, if you know what I mean. And I think you do.

Here’s what you’ll need to get the job done. The Pink Deluxe Female Chastity Belt, a top quality piece of pink leather BDSM fetish gear. So feminine, yet so sturdy!

This deluxe locking chastity belt has a waist belt, and a second belt going between the legs flaring out in an hourglass shape around the crotch area, giving more coverage in front and in back, while narrowing between the legs to conform to pelvic anatomy. How thoughtful!

Deluxe Female Chastity Belt_2Ward, my friend, not only will this little number trap June’s beaver, it will keep her bunghole from wandering too!Large Heart Padlock

This leather harness is a full-fledged chastity belt, don’t cha know. Both of the adjustable belts are lockable. The whole belt requires four locks (not included). Remember, beavers are wily creatures so security is a must if you want to get the job done right.

And while you’re at it, pick up four of these Large Heart Padlocks. You’ll want to properly secure the chastity belt and what better way to do that then with a little something that says, “I Love You?”

See, being a thoughtful loving husband is as easy as pie.

Good Luck

I like to watch…

Name: Jim
Gender: Male
Age: 67
Location: Jacksonville, FL
My question…I like to watch my girlfriend have sex with other men. This particular time she had sex, she told the guy she was going to give him or leave her “love mark” on him and she proceeded to bite his inner thigh. She and he laughed afterwards. Should I be concerned that that she may have feelings for this guy (a total stranger) we found on the internet. Also should she be caressing, fondling, and massaging him, and deep kissing him? She said she was angry with me because I questioned why she went so far. I have been bothered by this but she says there was nothing but acting on her part. Please get me out of my misery.

You’re a cuckold, Jim! Enjoy the torment you pervert! And thanks for presenting me this opportunity to tell everyone in our audience about this delightful fetish.a171827_xlf

So I suppose ya’ll know that the traditional definition of a cuckold is a married man whose wife cheats on him behind his back. However, there is such a thing as a cuckold fetishist. In fact, this is one of the most popular and fastest growing fetishes around these days. The cuckold fetishist not only knows about his wife’s dalliances, but also often enjoys the humiliation of being forced to watch. Witness poor Jim here.

In this fetish the woman is dominant and she takes on additional partners, while the male takes on (or is forced into) the submissive role. Hot, hot, hot, right? You betcha! The wife enjoys multiple partners, but the husband is made to remain sexually exclusive with her alone. This fetish can take on all kinds of permutations. Check out Dr Dick’s How To Video Library for a load of videos on this very topic. Look for the VOD tab in the header above. All you have to do is search for CUCKOLD.

a118951_xlfWhat makes a guy enjoy being cuckold? Sometimes this is part of a sexual fantasy, one of being humiliated. The guy may also just get off on watching his wife fuck other guys. I even know some guys who love this because they like watching another guy or other guys have sex. Others like being “forced” to service the other guy. You can see where this would be a freakin’ paradise for a bi or closeted gay guy, huh?

The wife and her other partners, on the other hand, no doubt get off on the scenario too. This is one way for a woman to enjoy multiple partners while controlling the sexual outlet of her husband. It’s kinda like forced chastity; another very popular fetish these days, don’t cha know. The cuckold fetish is also a common kink for the guy who is more absorbed with his wife’s pleasure than his own. I know, it’s hard to believe; but there are guys like that out there. Our friend, Jim, here is probably one of them.

Good Luck

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