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My First Love

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It’s Pride Month! So we’ll be spending a little time each week hearing the thoughts and concerns of the LGBT community.

Name: Jaymie
Gender: Male
Age: 16
Location:
Hi, my name is Jaymie. I am a 16-year-old guy. I have a best friend (Jared) also 16, who I have been in love with for 3 years now. I know, you probably think, “he’s too young to fall in love”. Well I know it’s hard to believe, but it’s the only thing I’ve ever been so sure of in my life.

Anyways, I am bisexual. He knows that. I told him about 4 months ago that I was in love with him and he told me he already knew and that he was ok with it. A few years ago, we made out one night when we were kind of drunk and that scared him. He recently told me that he used to have feelings for me, but he got rid of them because “that’s not the kind of person he is”. I’m guessing by that he means that he couldn’t do it because he is not “gay”. He’s had a girlfriend now and they’ve been together for about 10 months and he’s supposedly in love with her. Even though there relationship is shit and they are always fighting.

We’ve always been really flirty with each other (cuddling, tickling, spooning, touching each others penis’ etc.) but all that has kind of gone down hill because of his parents catching us spooning and giving him SO much shit about it. Now we just cuddle once in a while.

I have a couple of questions, and you seem like a smart man. 1. What should I do about him? Should I give up on him? I cry all the time about it because I feel he’s the only one for me that I will ever love this much. 2. I know this might be a little weird, but when we were sleeping next to each other, I always stick my hands down his pants and play with his penis. Sometimes for fun, sometimes I jack him off while I jack off (I know, so I’m a little obsessed) he never wakes up though. He ALWAYS gets a boner when I do it but never moves and stays “asleep”. Can he get a boner from me touching him while he’s sleeping? Or does this mean that he’s faking it and knows I am doing it? If you could answer me that would be great. It’s really important.

You know what? You’re right; I’m a smart man. Smart enough to recognize that you too are pretty damn smart yourself. This is so curious to me. I know men more than twice your age who, in comparison to you, are absolutely clueless about who they are and what they desire. You, on the other hand, are very precocious. And that, my friend, is a double-edged sword. On the one hand, you have extraordinary clarity about yourself and what makes you tick. On the other hand, being as advanced as you are, you leave your age peers in the dust, so to speak. The young man you mention, Jared, he is nowhere near as confident as you with regard to who he is and what he wants. That’s not unusual. In fact, as I suggest, that’s par for the course for a young man his age. You are the one who is unusual. And I’m not talking about your sexual preferences, just your emotional maturity.

I’m receiving an ever-increasing number of messages from young people, just like you, who are in the throws of adolescent anxiety. Everything seems topsy-turvy in their life including their sexual awakenings. These young people’s hormones are raging and they don’t know how to direct them.

You, Jaymie, say you love your friend. You suspect that I will disregard the whole idea as preposterous, because of your age. On the contrary, I take what you say at face value. I know for certain that young people have the capacity to feel as deeply and as passionately about things as older people. What may be lacking in younger people is a frame of reference — a means of tempering their unruly passions — because that come only by way of life experience. I hasten to add that a good number of us older folks don’t have the ability rule our passion very well either, even though we have a shit-load of life experience. This is truly unfortunate, because our lack of insight makes for some pretty messy lives and seriously diminishes the number of good role models of living healthy emotional lives. Perhaps if you get the hang of this while in your teens, Jaymie, you’ll be much better situated as an adult.

I note that you say you cry all the time. You claim you know your friend is the only guy for you and this causes this emotional distress. Here’s where I believe the whole life experience thing could help temper your passions. But since this is your first time out the gate, let me make some predictions. I’d be willing to bet my last dollar that this guy, as pivotal as he is to you today, is not the only man for you. In fact, I’ll wager that by the time you finish college, you’ll barely remember this fellow’s name. I’d also be willing to bet that most of your tears are tears of frustration, because the young man in question is unwilling, or more likely unable, to return your affections as you think he should. And unrequited love stings like the dickens. But I think you already know that part.

I have another prediction for you. You will have several of these unrequited love experiences in your life. I can predict this with absolute certainty, because lots of people just like you have traveled this same path. So if you allow me to offer you some advice, it would be to try to go with the flow. Take the joys with the pain and try not to fly apart in the process. Destiny has lots of things in store for you. And Jared is just the first of many of his kind.

As you make your way in life, particularly as a bisexual or gay man, you will discover a sad fact. Many other men with the same longings as you, some of which will be the objects of your affections, will not be able to acknowledge or reciprocate your feelings. This is because they are unable or unwilling to acknowledge their own feelings. The world is full of these kinds of men. So prepare to meet more than your share.

Jared’s pretending to be asleep while you fondle and jerk him off, is his way of avoiding both you and himself. Trust me, if he didn’t want you to do what you are doing, he’d sure enough let you know in no uncertain terms. Exclusively straight boys and men are like that. They’re like totally not down with the gay sex thing. Again, I’d wager he’s accepting your sexual advances and even enjoying them as much as he allows him himself to. What he can’t or won’t do is be upfront about it with you.

No doubt he’s scared shitless about all of this. On the one hand he’s being intensely pleasured by you, another guy. On the other he must be crippled with guilt and shame, aware of how inappropriate this is in terms of his parents value system, his religious upbringing and a good portion of our sex negative culture. I’d also be willing to bet that despite the fact that you are touching him out of your deep feelings for him, your touch only adds to his internal conflict and anxiety.

Most guys who receive the sexual attentions of another dude, but fake being absent through out, like feigning sleep or being drunk, can avoid some of the internal conflict by telling themselves that they are not like the guy doling out the sexual touch. That is in fact a delusion, but many a man gets through his life on delusion alone. You will discover this for yourself as your life unfolds before you.

Finally, to your question should you quit Jared? I think that you and I both know that despite your deep feelings for him, he’s not gonna wake up from one of your sexually charged naps and proclaim his love for you…at least not anytime soon. In fact, if you continue along the path, you risk ruining any chance that he could come to an awakening and acceptance of his sexuality on his own. Constantly pressuring him and mooning over him is counterproductive. And I also foresee a major confrontation erupting soon. Here’s a tip: some even ostensibly straight guys can groove on the whole sex thing with another dude, but they choke on the emotional attachment that often comes with the proffered blowjob.

So it’s pretty much your call, Jaymie. Will you continue to assail Jared for your own selfish pleasure knowing as you do that he can’t or won’t respond as you want him to? Or do you back off and allow him the time and space he needs to come to awareness on his own?

I think we both know what the mature choice is, don’t we? If you love this guy as much as you say, you’re gonna have to cool your jets and give him room to mature at his own pace. Remember he has some ways to go to catch up with you.

Good luck

The Last Day of April Q&A Show — Podcast #330 — 04/30/12


Hey sex fans,

I have a delectable Q&A show in store for you today to close out the month of April. We will be hearing a bunch of very interesting questions from the sexually worrisome, each will surely amaze and entertain. There’s a distinct religious overtone to some of these questions and there’s also more than a hint of desperation. Oh how I feel their pain.

  • Brian calls in while he’s jerkin’ off.
  • Nick calls in to tell us about his massive ass toys.
  • Richie is troubled by what the Church told him about being gay.
  • Lyn has been around the block a time or ten, her new BF is a virgin.
  • Hamlet is so stressed out he can’t keep his hardon.
  • Éric is wasting his money trying to grow himself a bigger dick. I suggest that he take a look at this POSTING.
  • Dan isn’t even through puberty yet and he’s worried about the size of his willie. I suggest he take a look at this VIDEO.

 

Today’s podcast is bought to you by: Dr Dick’s Sex Advice and Dr Dick’s Sex Toy Review.

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

Learning to ride

Hey sex fans!

We’re all back from Spring Break. Did you miss us? We sure missed you. So ok, let’s get this ball rolling again with a timely question from one of my correspondents.

Name: Drew
Gender: Male
Age: 23
Location: Boise
I’m gay, I’m a virgin, and I think I may be afraid of sex. In all the porn I’ve seen, the bottom guy looks uncomfortable and in pain, why would I want that? I’ve only done anything sexual with one guy and I was so anxious that I couldn’t even get up. I liked the guy, he was hot, and I enjoyed all the fore-play type stuff, but I just couldn’t do anything else. Any advice on how to get over this?

First thing, don’t ever look to porn for your sex education; you will surely be misled. Second, that grimace that you report seeing on the bottom’s face as he is being penetrated, may be a grimace of pleasure not pain. I think you are projecting your own discomfort on the guys in the movies.

Let me tell you a little story. The other day I was walking in the park with Ginger the dog. Actually, I was trying to walk like a normal person, but she was pulling me along like a maniac. We were both, in our own way, enjoying some beautiful spring weather and the sights, sounds and smells nature in its glory. As we walked along we encountered a father and son who were seriously involved in what appeared to be the kid’s first lesson in riding a bicycle…without training wheels. Despite the father’s patient encouragement the kid couldn’t seem to get the hang of it. He would start out ok, but just as soon as his dad let go of the back of his seat the boy would wobble and eventually crash. There were plenty of tears, a skinned knee and the boy’s fear and anxiety was thick enough to cut with a knife. It was quite a scene.

The kid was convinced that he didn’t have what it took to ride on his own. His defeatism fueled itself and became a self-fulfilling prophecy. He finally gave up. Sat down on a bench, his bike in a tangle at his side, and refused his father’s pleading that he try again. In the kid’s mind the bike was the enemy another attempt would only hurt and humiliate, and so the lesson ended.

What the kid lacked was self-confidence, a sense of adventure and probably more importantly — balance. I wish I had had an opportunity to suggest to the boy and his dad, that they might try another ploy. I wanted to say, set the bike aside and work on that balance thing first. This would surely increase the boy’s confidence and it wouldn’t cost a blow to his ego or his knee. And it would be fun.

I would have suggested the dad start by helping the kid walk on 4” curb, balancing himself as he went. Then the dad could increase the challenge to include balancing on one foot, then the other. Once the kid discovered the power within him to accomplish these tasks, the bike could be reintroduced. The father would assist the boy in drawing upon his skill in balancing on the curb to master balancing on his bike.

The same will be true for you, Drew. Sex is nothing to be afraid of. Rather it is a skill that one learns. Some, obviously, take to it quicker than others, but everyone can learn a happy, healthy sexual expression that will build self-esteem and bring great pleasure.

I want you to start exploring and enjoying your bottom on your own. Like the kid in the park, you need to acquaint yourself with the powers that lie within you. He needed to find a sense of balance within himself; you need to find the Big Old Butt Pirate within yourself.

Most all of the discomfort in butt fucking is associated with your sphincter muscle trying to resist whatever it is being inserted in your ass. When this muscle resists to the point of spasm things can become very painful. So here’s what I want you to do.

  • First, before you start playing with your hole — relax. Just like the kid in the park would have needed to calm himself before attempting to balance on the curb. The same is true for you.
  • Take a relaxing shower, a warm bath, and/or try some deep breathing exercises to center yourself.
  • Have a ready supply of a water-based lube handy. Silicone-based lubes are swell for these exercises too. However, oil-based lubricants aren’t recommended for use with a condom.
  • Start with a little self-pleasuring. Stroke your dick with your lubed hand and get into your happy place.
  • Gradually slather some of that lube on to your balls and taint. With legs open wide find your hole and play with your rosebud. Gently massage the area around your asshole, but don’t side your fingers in just yet. Simply get used to the feelings of playing at the opening of your ass.
  • Let your play include the tip of your finger entering your ass.
  • If you do this while you’re stroking your cock, you will find that your hole will actually open and invite your finger. That’s the great thing about pleasuring one part of your body while learning to pleasure another.
  • Once you are comfortable with your fingertip inside, try pushing it in further and move it around a little. Try pushing it and pulling it out of your ass. Ya know, like finger-fucking yourself.
  • Find your prostate. It shouldn’t be hard to find if you’re all horned up. It will feel smooth and hard, like a flat stone.
  • Give that puppy a nice gentle massage. If you’re still stroking your wood, don’t be surprised if this prostate massage gets you to bust your nut. In fact, you will find that your prostate actually enlarges a bit and becomes more firm just as you are about to shoot.
  • As you jizz you will also notice that your sphincter muscle will tighten around your finger and pulsate with each squirt

Continue these self-pleasuring exercises until you are comfortable inserting a couple fingers in your ass. Then try a small vibrating dildo. In no time at all you will be ready to jump on your bike and ride…so to speak.

With these exercises behind you, no pun intended, the first time you actually fuck with a partner will be the incredible experience it is meant to be. If you encounter any discomfort you’ll know what to do — deep breathing to relax and priming your hole with a lubed finger or two.

  • First, attend to your personal hygiene. Make sure you’re clean inside. We don’t want any unsightly and embarrassing mishaps to mess up the big event.
  • Remember to take it slow. There’s no rushing pleasure. And you’ll be the one in charge of what goes in your ass, when and for how long.
  • Warm up with some foreplay, kissing, sucking, licking, rimming touching and massaging.
  • Have condoms and lots of lube near to hand.
  • While you’re warming up, start loosening up your ass with your lubed fingers, just like in your self-pleasuring exercises.
  • Once you’re comfortable offer your ass to your partner. Have him replace your fingers with his own. Try some swell finger-fucking first.
  • Once you’re relaxed and loose, lie on your side with your partner behind you. Have him slowly push his cock against your rosebud.
  • Try pushing out like you are trying to take a dump. This will help open up your sphincter for his entry.
  • As he enters you, have him stop so that you can breathe deeply. Give your ass the time it needs to adjust to the new sensations. If there’s pain or discomfort have your partner reverse course and go back to finger fucking before you proceed.
  • Make sure that your partner knows that if you ask him to stop; he will stop. Trust is very important in butt fucking.
  • As he fills you with his dick he will hit your prostate. This will send waves of pleasure through your body and signal your sphincter to open for even more.
  • You may find that you’ll even want to push your ass back to meet and engulf his cock.

By the time this happens you will happily discover that you are ridding your bike all by yourself. And you will be very happy.

Good luck

Twosies beats onesies, but nothing beats threes

Name: Therese
Gender: female
Age: 30
Location: Galveston
My husband and I are thinking about maybe trying a threesome. It’s been a big part of our fantasy life together for several years. We enjoy imagining ourselves with other people when we’re making love to each other. We probably would have acted on this before, but we know that having a fantasy is not as risky as trying the actual thing. What are your thoughts?

My thoughts? Well, going on the number of threesomes and group sex questions I’m getting from straight folks lately; I’d have to say that ya’ll are finally discovering what most gay folks have known for a long time — 3-ways and group sex can be way fun and a potent tonic for a flagging partnered sex life.

Threesomes and group sex are not all that tricky, especially when both partners in the primary relationship are up for the experimentation. And you guys sound like you’ve been priming the pump, so to speak, for some time now. Yeah it’s true, these things can blow up in your face, but that risk exists in just about everything we do. And I am of the mind that nothing ventured is nothing gained. But I also suggest you guys come up with a strategy on how to minimize the chances of being disappointed.

I’d begin by dialing down expectations. If 3-way sex has been part of your marital fantasy life for a while, I’d be willing to guess that these fantasy encounters are always fun and always successful, because they are the products of your imagination. If you go into a real 3-way with those kinds of expectations you could be disappointed. Reality doesn’t always live up to fantasy. The actual thing, as you suggest in your message to me, may not be as fantastic. But you’ll never know without trying. I always think it’s better to have low expectations and be pleasantly surprised when they are exceeded, than to be disappointed when high expectations aren’t met.

You guys need to decide on some ground rules well in advance of the possible encounter. Among the things you ought to consider are:

  • What will you look for in the additional partner.
  • Will it be another woman, another man?
  • Does it matter?
  • Who gets to choose the other partner?
  • Do either or both of you get to veto a perspective playmate?
  • Will the choice be spontaneous, or will you leave nothing to chance?
  • Will you interview for the position, or just put yourselves in harms way, so to speak and go with the flow.
  • Where will you look for these prospective partners?
  • Will you search online?
  • Where will the event take place? At your place, or somewhere neutral, like a hotel?
  • In terms of the sex itself, are there things that will be off bounds?

The more you know about all these things, the smoother the encounter will go.

Gay guys have it easier when it comes to 3-ways and group sex. First, they tend to have defined roles, like being primarily a top, or primarily a bottom. They are also gonna be playing with other gay or bi men. Things are not so easy for ostensibly straight folks, because including a third person will mean adding someone of the same sex as one of the partners. So straight folks have to ask themselves what will be the configuration of the play? Will it be just straight sex — all play directed toward someone of the other sex? Or will it include play directed toward someone of the same sex. Lot of straight guys get off on the idea of watching two chicks get it on, but would never contemplate mixing it up with another dude. So you see where you’ll have to be careful in choosing your playmate. If he or she has a different understanding of the group encounter, there will be problems.

That’s why I always suggest that before an encounter actually happens, it would be good for you to tell your perspective partner what your boundaries are. Also you’d be wise to discover what turns on your prospective playmate. Investing in this discovery process will save possible embarrassment later.

Once the 3-way encounter begins, there is an etiquette ya’ll ought to adhere to. First and foremost is don’t leave anyone out. If you sense there’s an inequity in the amount of play one partner is getting as opposed to another, then that’s a recipe for disaster. If someone seems to be losing interest during the sex play, then start paying that person a little more attention. Of course you guys might just set up a 3-way so one of you can watch the other play with someone else. Ya know, kind of cheering on from the sidelines, as it were. While that may not technically be a 3-way as most people understand it, this kind of set up is very common.

If your interest goes beyond a ménage à trois to, lets say a foursome or possibly a group, much of the same considerations as in a 3-way apply. But since you’re gonna be dealing with even more bodies, personalities and sexual proclivities, more caution is advised. And unless you’re a swinger, or can tap into your local swing set, these situations may be hard to find.

Good luck

Brought to you by: Daddy Oohhh! Productions, Quality Adult Entertainment, Enrichment and Educataion

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Quickies

Name: Vic
Gender:
Age: 37
Location: Hollywood
I think I have hemorrhoids can you tell me what to do and what kind of doctor I should see

You think you have hemorrhoids, but you don’t know for sure? Since you don’t include the symptoms you might be having, I really can’t help all that much.

What I can tell you is that hemorrhoids are abnormally swollen veins in your rectum and on your asshole. They’re like varicose veins you might see on a person’s legs only they’re in your butt. When bulging hemorrhoidal veins are irritated, they cause surrounding membranes to swell, burn, and itch. They can become pretty painful, and they can bleed too.

Hemorrhoids are caused by too much pressure in your rectum, forcing blood to stretch and bulge the walls of the veins, sometimes even rupturing them.

Frequent causes include:

  • Constant sitting
  • Straining with bowel movements (either from constipation or diarrhea)
  • Severe coughing
  • Heavy Lifting

What you can do to help:

  • Be sure your hole is clean after each bowel movement. Use a premoistened towelette, like baby wipes or Tucks for a thorough cleanup.
  • Avoid excessive rubbing and scratching.
  • Make sure the soap you use is scent and dye free.
  • Apply an ice pack to reduce swelling and follow this with a warm compress.
  • Take a sitz bath. Fill your bathtub with just enough warm water to cover your ass, add Epsom salts. Soak your sorry bum for about 15 minutes a couple times a day.

There are plenty of over-the-counter hemorrhoid treatments — ointments, creams, and suppositories. Give these a try, but if symptoms continue see a doctor. Any physician, including a general practitioner, will be able to diagnosis a case of hemorrhoids.

Name: Jon
Gender:
Age: 22
Location: LA
How can I make myself ejaculate harder and longer when doing masturbation?

Ever try “Edging”? This is a stop/start technique guaranteed to prolong the time it takes you to reach your climax. Grab your dick and begin to wank like usual. Only when you get near to cumming — stop stroking. After the urge to shoot subsides begin to slowly wank again. Every time you approach climax — stop the stroking. Repeat this whole ‘stop and start’ cycle for as many times as you would like. When ya finally shoot you’ll have a stronger orgasm and you’ll spew more spunk. Do an internet search for edging & masturbation, you’ll find a load of information posted by fellow edgers.

Another cool method is the “Squat ‘N Jerk”. Squat on the floor, and stretch your knees as far apart as possible. Lean against a wall if necessary. Feel the stretch in your feet, calves, thighs, taint and asshole. Begin your yank session. Try to keep your rod perpendicular to the ground as you stroke. Because of the tension in your fee, legs and butt, when you shoot you’ll be sure to get more bang for your buck. A variation on this technique is to squat on a dildo or a butt plug. ENJOY!

Name: Trev
Gender:
Age: 27
Location: Toronto
My boyfriend and I got into a fight last night and he punched me in the face. He lost his job about a month ago and since then he has been using drugs, mostly pot but sometimes speed too. When he gets depressed he gets angry and I have to stay out of his way. I’m worried about him but he won’t get help. He says he’s sorry about last night but it’s different when he is high. What can I do to help?

You could start by taking a long hard look at your own enabling behaviors. I can tell, even from this great distance, that you are a doormat. Remember, behind every abuser is an enabler. Behind every drunk and druggie there is an enabler. The fact that you are more concerned about your abusive BF welfare than your own safety tells me there is more to your unhealthy relationship than what you reveal here.

Many victims of abuse, and you are an abuse victim, Trev, believe the abuse is their fault. Regardless of how twisted your relationship may be, there is never sufficient cause for someone to punch his partner anywhere on his body, least of all in his face. Your BF has at least two major issues to deal with: a) his depression/anger/violence and b) his drug abuse. As you suggest these are related. You are neither well positioned nor well enough informed to assist him with either of his problems. In fact, as I say above, you are part of the problem.

You, on the other hand, have issues of your own that he can’t help you with, because he is part of your problem. Abusers often promise to change their behavior, and those empty promises often keep the victim from identifying the pattern of abuse in the relationship.

Anyone in a relationship that doesn’t have the emotional wherewithal to leave an abusive relationship needs help ASAP. Here’s a resource for you: The Gay Men’s Domestic Violence Project.

Good Luck