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Eating Out at the Y: The Finer Points of Cunnilingus

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Many women prefer oral sex to intercourse, because it has the potential to give them exceptional orgasms. And for those of you who need loads of direct clit contact to get off, mouth-to-clit stimulation is one of the easiest, most enjoyable ways to get make that happen. Unfortunately, for many gals, like Carol here, her man’s oral skills simply aren’t up to the task.

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 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.

Now, despite being a big fat homo, I am regularly quizzed on the art of muff diving. I’m always happy to oblige, but I’m bound to say that everything I know about cunnilingus I’ve learned from my lesbian friends. Instead of me—who has no pussy—pontificating on the joys of orally pleasuring a woman, I turn to my #1 friend of the lesbian persuasion, Joy. Not only does she have her very own pussy, she also knows her way around other pussies as well.

I shared Carol’s letter with her, and asked for her thoughts. 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 queer; 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, she should bed a dyke. Once you go lezzie, you never go back.” Ahhh, Joy is such a joy!

Okay, so giving oral 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 good place to start this tutorial. If you don’t like the taste or smell of pussy, give up on the idea that you’ll be a fabulous lover. However, if you want to give this whole muff diving thing a try, but you don’t know if you can handle the flavor or aroma, or if your chick’s unsure about you being down there, thinking she might be unsavory; you could start off by showering or bathing together.

The novice pussy lapper would do well to approach this amazing piece of human anatomy very gently…at first. If the woman you’re eatin’ out wants more vigorous attention, she will ask for it. So relax and enjoy! (Note: If all this licking and sucking isn’t a turn on for you, it won’t be much of a pleasure for your partner, either. So, if your heart’s not in it, you will have to find other ways to please her.)

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

Joy says that the biggest no-no in pussy divin’ is divin’ in without knowing your way around. Like I always say, ladies, it’s completely up to you to introduce your partner to your particular pussy. Remember: Just because he’s been with other women, don’t make him an expert on your parts. Get it? Got it? GOOD!

Finding just the right position will eliminate the fatigue factor and neck strain. Have her lie across the bed (or the sofa, kitchen table, whatnot shelf) with her ass situated just at the edge. With her legs apart, knees up and her feet resting on the edge of the bed/table/whatever, take a comfortable position on the floor between her legs. Here’s a tip: The more muscle control she has to exert to maintain her position and balance will often lead to a stronger, more pleasurable and intense orgasm, because a thunderous orgasm is all about muscle tension.

Joy insists that a soft tongue and a relaxed jaw work 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 pussy along both sides. Slowly at first, then more rapidly. Sometimes she’ll even throw in some 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 cunt.

Don’t let your hands be idle when you’re yodeling up the valley. 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 majority of a woman’s vaginal nerve endings are around the opening and within the first couple of inner inches. 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 is the most sensitive area—just like your dick head, you dickhead! Be careful though: 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 do the trick.

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. 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 driving your partner crazy with ecstasy. 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 hole will usually produce a stunning orgasm.

Finally, Joy suggests you surprise the little woman by having a sugar-free 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—and her pleasure—immeasurably.

Good luck!

A Spot of Heavy Breathing

Name: Bob
Gender: male
Age: 40
Location:
I’m a bisexual male. Recently I’ve been seeing this black guy, 25 years old, with a very big 9” very thick cock. We’ve been suckin’ and he’s been fuckin me. But most recently he’s been wanting me to get together with two or three of his friends and have a party. I mostly want to do it, but I’m a little scared. Would I be able to handle 2 or 3 guys? Would I be able to take all their cocks up my ass? I need some advice.

Bob, you are a little breathless, huh? I’m so delighted you stopped by with this tantalizing tidbit. So let’s get this straight, so to speak. You’ve got this heavy hung black dude, 15 years your junior, rockin’ your world with his thick 9”. Oh sure, count your money in front of the poor, why don’t cha? Say, all of us here at Dr Dick’s Sex Advice are wondering; how in the world did you get this dazzling urban specimen to tap your honky ass in the first place?

But there’s more…besides your amazing good fortune with this one fella, your young playmate wants to introduce you to a few of his big boned bruthas for some hot group action. Mmmm, how you do go on, sir! I suppose it’s only natural to be a bit intimidated, what with all that weighty pipe that will be swinging around. All I can say is I hope you film the event for posterity, darling. Because if you don’t no one, not even me, will ever believe you.

You want some advice? How could I possibly advise someone who can handle…and I quote “a very big 9” very thick cock.” If that’s truly the case, you don’t need nothin’ from me. Let’s just hope your hole will be able to withstand the massive gang fuck. And that’ll depend on one thing — you being as big of an insatiable bottom as you are a braggart. If you are, you’ll have no trouble at all.

Good luck…you’re gonna need it.

Name: Ben
Gender: Male
Age: 17
Location: New York, New York
Dr- I have read up on some of the questions you have answered and realized why my penis is curved. Because I began to masturbate in sixth grade! (The older boys on the bus encouraged me too) Now I know that this may sound dumb. But is there any way to fix this? I haven’t ever even had a blowjob, or hand job because I’m so timid about a girl seeing my penis. I’m also scared to call anywhere, and when the doctor asks me if I have any questions about my body I’m even to scared to say yes to that. Should I ask the doctor about it just too see if there is a way to fix my penis, or is there a natural way to fix it with a special kind of vitamin that I can take? Thanks a ton! -Ben

Hey Ben, why are you being such are a scaredy cat? I mean how bad a curve does your dick have that you would avoid a blowjob or even a hand job when offered? Is it really that misshapen? I mean, how many erect cocks have you seen in your short life span that you can say for sure that your unit is so fatally flawed? Can you be absolutely certain that the curve of your johnson isn’t just a normal variation on an otherwise handsome and hearty tool?

Listen pup, even a precocious masturbator like you is unlikely to change the shape of his willie simply by jerking off. That’s not to say that one’s dick can’t run into trouble from injury or abuse. For as hearty a plaything as it is, our cock, it is a relatively delicate instrument. When you get a woody, your cock is engorged with oxygen-rich blood, which is essential for the upkeep of the smooth muscle tissue. This kind of tissue makes up about 90% of your cock. So you can see how a healthy circulatory system is to a vibrant sex life.

If you dissected your woody and looked at a cross-section you’d see three distinct spongy tubular structures, each are made up of smooth muscle tissue. Two of these tubular structures — one on either side of your cock, both of which run the length of your cock — are called the corpora cavernosa. These marvelous structures become engorged with blood lifting and thickening your cock to erection. The corpus spongiosum, the third tubular structure is located just below the corpora cavernosa. This baby houses your urethra, through which urine and semen pass during urination and ejaculation, respectively. This may also become slightly engorged with blood, but less so than the corpora cavernosa.

An oxygen-deprived cock will build up a kind of plaque, which resembles scar tissue. This will cripple a dude’s rod (Peyronie’s disease) or rob him of his wood altogether. However, I don’t think this is the case for you.

So before you start tryin to “heal” or “fix” yourself with some contraption or herbal supplement visit a doctor first. If you’re too timid to make an appointment with your family physician, go to a free clinic, or neighborhood clinic near you. You’re living in the big apple for crying out loud; you have all these great resources available to you.

Good luck

Guess What, Honey? I’m A Kinky Old Perv!

And now, by popular demand, a reprint of an old favorite.

So you’ve met the person of your dreams only you haven’t got around to telling your new honey your dirty little secret. The sweet thing hasn’t a clue that you’re itchin’ for some big-time bondage. Or that you’d sell your soul to be dominated like the lowly little bitch that you are. Or you’re salivating over that dildo you have tucked away in the attic—you know, the one that could be mistaken for a floor lamp. Or you’re craving to be spanked til your shameless ass glows in the dark. Or you want to hump his/her feet like a dog and gobble up his/her toejam. Or you have this nasty little thing about spike heels, frilly knickers and jungle red lipstick.

Never fear—Dr. Dick has heard it all a million times before. Some sorry pervert’s got it bad for white bread.

Dear Dr. Dick,
Help! I’m in love with the sweetest guy/gal in the word, but our sex life is all vanilla all the time. I’m bored shitless! I know how to liven things up, you see I have this fetish (you fill in the blank) but I don’t know how to tell him/her about it and I’m afraid s/he’ll freak if s/he finds out. What’s a perv to do?

Introducing your partner to your personal world of kink can be a little tricky; the whole love match could blow up in your face. But a life of pretense and sexual boredom isn’t the way to go, either. Why not just stand tall like the filthy pervert you are and brazenly proclaim your fetish to Little Miss Mary Sunshine? After all, unless your boyfriend or gal-pal is as dumb as a post s/he’s already figured out that your mutual sex life walks with a pronounced limp (or perhaps is suffering from a case of the gout). Besides, there’s nothing more satisfying than corrupting an innocent. Who knows—s/he may have secrets of his/her own.

Case in point. Here’s part of an exchange I had with a young man from Omaha.

Dear Doc,
I’m 23, and I’ve been dating 30-year-old chick for nearly a year now. I come from a very conservative Christian upbringing and I love that she is more experienced than me. My girlfriend likes to tie me up. I’m a college gymnast so I have very defined muscles. They are a huge turn on for my girlfriend, which I guess explains why she likes to see me struggle against the rope. I get real turned on too when I’m tied up. Sometimes she teases my penis and testicles with a feather or a piece of leather, which drives me wild. I’m worried though, because I think this is gonna warp me somehow. Do you think this is perverted? Why is it so much fun?

Ahhh yeah, Jake, I do think it’s perverted. I think your girlfriend is a big fat pervert and I think you’re still just a teensy-weensy little pervert—but well on your way to Big Fat Perverthood (note: Big Fat Perverthood is not a clinical term; just something we toss around the office for fun), just like your girlfriend. And why is this bondage thing so much fun? It’s such a blast because it IS perverted, IS nasty and IS forbidden, silly! One can only guess what your fundamentalist Christian mom and dad would think about their star athlete son trussed up like a Thanksgiving turkey while a considerably older dominatrix punishes his family jewels. I fear this apple has fallen a great distance from the tree, right, Jake? I absolutely love it!

Okay, back to telling your partner about your kink. Here’s what I suggest. Casually direct the conversation to the amazing variety of human sexual expression. You could reassure your sweetie that just because some things are unfamiliar to her/him doesn’t make them bad. Tell him/her that you’ve been waiting for your relationship to mature so that you could share the intricacies of your desires with him/her. This can be one of those precious bonding moments that Oprah is always going on about.

This might be a good time to view that special video you picked up in the kink section of the local porn emporium. Invite her/him to explore your fantasy with you. Tell the little flower that your love for him/her demands that you share the fullness of your sexuality with her/him. Then pick one turn-on for the two of you to experiment with—lingerie, toys, dominance and submission, pee, role-playing—whatever your hearts desire.

Decide on a safe-word, an out-of-context word your partner can use if the experiment is heading in an uncomfortable direction. For example, if the dildo is too big or the lipstick is too red, s/he could say “pickles.” The safe-word, when uttered in the scenario, will let you know that you need to change direction or slow down without completely destroying the built-up sexual energy.

If this initiation process doesn’t work, Dr. Dick suggests that you cut your losses and dump the white bread. Go out and find yourself a kindred spirit, someone you won’t have to apologize to for being creative in your sex play. Because, as we all know, the key to fantastic sex is all about communicating – and if you can’t be honest about what you want, then it won’t be long until you’re looking around, wondering how the hell you got to a sex life full of furtive, 2 minute, missionary position encounters. And life is way too short for that crap.

Overcoming a Fear of Sex: A Step-By-Step Process

All phobias can be overcome with some effort. The same is true for conquering a fear of sex. Here, I walk a young gay man through his trepidation with anal sex. We take simple, easy to accomplish steps to build confidence and dispel his apprehensions.

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 it up. I liked the guy, he was hot, and I enjoyed all the foreplay type stuff, but I just couldn’t do anything else. Any advice on how to get over this?
Drew

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

Let me tell you a little story. Recently I was strolling in the park with my dog. We were each, in our own way, enjoying the sights, sounds and smells of nature in its glory. As we walked along, we encountered a father and son who were deeply involved in what appeared to be the boy’s first lesson in riding a bicycle—sans training wheels. Despite the father’s patient encouragement, the kid couldn’t seem to get the hang of it. He’d start out okay, but just as soon as his dad let go of the bike, it would begin to wobble and the boy would eventually crash. There were plenty of tears, a skinned knee, and the boy’s fear and anxiety were thick enough to cut with a knife.

The boy was convinced that he couldn’t ride on his own. His defeatism became a self-fulfilling prophecy. He finally gave up, sat down on a bench, his bike in a tangle at his feet, and refused his father’s pleading to give it another try. In his 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’d had the opportunity to suggest to the boy and his dad that they 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’d have suggested the dad start by helping the kid walk on 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 repertoire 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; you need to find the Big Old Butt Pirate within.

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

  • Before you start playing with your hole—relax. 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, this type of lube isn’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, find your hole and play with your rosebud. Gently massage the area around your asshole, but don’t slide your fingers in just yet. Simply get used to the sensations 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. You know, like finger-fucking yourself.
  • Locate 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 it a nice gentle massage. If you’re still stroking your wood, don’t be surprised if this prostate massage gets you to ejaculate. 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’ll notice that your sphincter muscle will tighten around your finger and pulsate with each squirt.

Continue these self-pleasuring exercises until you’re 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. This will help you avoid an unsightly and embarrassing mishap that might mess up the big event.
  • Remember to take it slow. There’s no rushing pleasure. Remember, 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 plenty of lube near at hand.
  • While you’re warming up, start loosening up your ass with your lubed fingers, just as you did 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 finger-fucking first.
  • After 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 essential.
  • 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 riding your bike all by yourself.

Good luck!

A Lusty Month of May Q&A Show — Podcast #275 — 05/02/11

Hey sex fans! Welcome back.

Let’s rock out this first podcast of the lusty month of May with our traditional Q&A format. I have a backlog of exceptionally interesting concerns from the sexually worrisome that have come to me as both email and voicemail.

Among today’s correspondents are:

  • Stan is trying to figure out who he is — gay, straight, whatever;
  • Liz has a GF who is missing out on some hot monkey love;
  • Michael is a meth addict, but he can’t bring himself to tell his doctor;
  • Linda wants to try nudism, but the hubby won’t because he has a little willie;
  • Matt wonders if he has “father hunger”;
  • John wants to stimulate his seminal vesicles;
  • Arthur is 76 and wants to bump a 68 year old woman;
  • Craig tuckers out too soon; he want to know what’s up with that.

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

Today’s Podcast is bought to you by: Adam & Eve.com.

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