Category: Ass Play

This here winds up another year of dolin’ out the whole advice thing. So let’s go out with a bang, shall we?

Name: Jane
Gender: Female
Age: 23
Location: Vancouver. BC
When my boyfriend and I have sex, there’s a 50/50 chance that he will put his penis between my butt cheeks and hump me that way until he cums. (It’s just intense rubbing, no anal penetration). Even though I don’t feel like I’m getting any pleasure from it, my vagina gets wet, and if he touches me down there and feels that I’m wet, it turns him on even more. What’s going on here?
He’s very affectionate and he tells me he loves by my body. He says he’s totally straight, but this whole anal thing confuses me. If he’s not gay or bi-sexual, why is it that it takes him 20+ minutes to cum during vaginal sex, but only 5 – 7 minutes to cum during anal?

Ok, Jane, to start with, your BF isn’t doing anal. Believe me, darling, you’d know if he were. Anal sex, by definition, means anal penetration. There’s a name for what your freaky boyfriend is doing — rubbing his cock in your crack, but not penetrating your rosebud. It’s a form of frottage, or sexual stimulation by rubbing. This is the sexual practice of choice for most lesbians, most commonly referred to as pussy-bumpin’. Hey, maybe your BF is a lesbian!

Second, your pussy may be getting wet because your boyfriend’s pre-cum and spooge is dripping down your crack, past your “taint” and all over your fine pussy. It ain’t you producing the wetness, which explains why you’re not aroused. I hope that clears up the mystery juice for ya.

Third, loads of exclusively straight men are into anal. Most are into butt fucking their women, but some are into being fucked BY their women. We call this practice pegging — a woman straps on a dildo and buggers him senseless.

So you see, fucking is not just for cunts anymore!

So let’s review. Now that we know for certain that an interest in cornholein’ a sweet ass is not a gay thing. You can relax about your BF bein’ queer for wanting to hump your bum. For some guys this is their favorite kind of sex. They love to bust a nut by rubbing their dicks between a chick’s tits, thighs, or feet. It’s anyone’s guess why these dudes prefer this to getting off in, on or around a pussy, but whatever it is, it’s completely harmless.

Here’s a tip, Jane, relax into this with the ‘ol BF, why don’t ya? Once you stop worrying about his sexual orientation because of his fascination with your be-hind, you may actually enjoy the special attention he’s paying your boot-ty.

And hey, if your BF’s freak with your ass crack isn’t gettin’ you off, you don’t have to just lie there and take it, ya know. While he’s grinding away back there, you could be spending some quality time with little miss clit. Soon you’ll be enjoying things as much as he.

Name: Samuel
Gender: Male
Age: 36
Location: Arkansas
Eight years ago I was involved with a woman who liked to fuck me in the ass with a strap-on. I liked it a lot, and when we stopped seeing each other, I missed the sensation. I’ve tried hooking up with other women who want to do this to me, but I’ve only found a few. And all of them were looking for a relationship, something I don’t want. Eventually I turned to men for the anal action I was missing. Some of guys are gay, some bi, and some straight. We never hug, kiss or do oral. I only receive, never give. I don’t see a guy for more than a couple of times. Now there seems to be fewer guys out there who want a tight ass to fuck. I prefer women, but men will do — I just really get off on the sensation.

Well, aren’t you a charming fucker…I mean fuckee. You haven’t a clue how selfish your being, do you? And you wonder why the pool of people willing to pound your “tight ass” is drying up. It’s not the lack of fuckers out there, darlin’; it’s you!

Listen up, there are some basics that you seem to have overlooked when it comes to partnered sex. First among these is ya need at least a modicum of mutuality in your sex play. Did you ever hear of “Give to Get?” There’s probably no mystery why the first woman who strapped one on for you fled the scene. She discovered that you’re just in this for yourself. The other women who pegged you probably did so hoping they’d get something in return. Even the guys are fleeing in droves. And it’s entirely your fault, Sam. And ya know what else, I’d be willing to bet that you’re getting a reputation for yourself there in Arkansas. Nobody likes a self-absorbed prick. That kind of bad rep gets around fast, especially in the hinterlands.

Anyone wanting to get laid as much as you ought to learn how to finesse the fuck he wants. Lets start with the women. Most women are unaccustomed to being a top. Many would feel pretty self-conscious with a strap-on. So, in exchange for the kind of extraordinary sex you are looking for, most women would want something in return. Most would feel more comfortable exercising a kink in a relationship of some sort or another. They have little to gain otherwise. And if your behaviors with men are any indication of the sex you have with women, it’s a wonder that you’ve got pegged at all.

Most men are a lot like most women in this regard. While there are a few of us mens who will fuck whatever presents itself; even they will look for something in return besides a tight ass to fuck. And here’s a tip — most guys who crow about how tight their ass is, are deluding themselves. Your insatiable hole is probably not in as pristine condition as you’d like to think.

I have several suggestions for you. First and foremost, treat your partners, even your casual hook ups, with some dignity and respect. Each one is more than just a stiff dick (or dildo) for you to pleasure yourself with. If you want to prevent the pool of available fuckers from evaporating completely, show some humanity yourself. Find out what turns your partner’s crank and get her/him warmed up for the fuck fest. If it take some hugging, kissing and a decent blowjob…you’d better take care of business. It’s the least you can do.

Finally, if you have a preference for women (and you’re put off by the idea of hugging, kissing and a blowin’ some dude just to get your sorry ass fucked); then rethink your aversion to having a relationship. There are all kinds of relationships — from fuck (pegging) buddies to marriage. Surly, you could find it in your heart to reward the woman willing to plug your hungry ass with a little something more than “catch ya later, bitch!”

Name: Tammy
Gender: Female
Age: 32
Location: Chicago
My innermost desire is to have a dominant type man take control in sex and get down and dirty with me. But I never meet that kind of guy in my regular social life. It doesn’t seem like such a difficult thing, but it’s been out of reach all of my life. It has left me feeling like I don’t want to get involved with anyone and only have to deal with more disappointment. I feel like I’m at a dead end…and troubled about it!

Tammy, don’t despair. You’re just looking in the wrong place for the thing you desire most.

Before I get too far into this, I just want to make sure I understand you correctly. When you say you want a dominant type of man to take control in sex; I’m gonna assume you don’t want some loutish. uncouth Neanderthal who will treat you shit, right? You do, however, want a man to dominate you, but not without respecting you first, right? Ok, lets start there.

First off, you’re gonna have to come out as a perv, sweetheart. Yeah, “perv” like in pervert. That’s what the folks in the kink community call themselves. You’re a kinky perv — Say it loud, Say it proud! And you need to connect with other kinky pervs. There may be some closeted pervs in your current social circle, but you’ll probably never know for sure. Times being what they are, most kinksters save that information for their friends in the kink community. So it’s high time to shift gears and start socializing in that community. They’ll welcome you, embrace you and help you realize your innermost desire.

Once you can admit to yourself who you are and give a name to what you desire, you will have more success finding what you want. Tammy, you are a submissive (sub) in search of her dom (dominant). You also need to figure out if you are looking for a casual hookup or if you want to make this a lifestyle. Here’s a tip; kinksters and pervs alike will be less likely to embrace you if they think you’re a dilettante. A true dom/sub relationship is one that permeates all layers of a person’s life, not just a role-play in the boudoir. In fact, most dom/sub relationships are not centered on sex. Not that sex is ruled out, of course.

Begin the process of self-identification by taking stock of who you are, everything from your taste in music to your spirituality and politics. The more you know about yourself, the easier it will be for you to connect with the dom of you’re your dreams.

The internets is gonna be your new best friend as you begin your search. You’ll need to learn some of the lingo and there are plenty of resource sites out there that can help you. Do a search using keywords like Dominant, Master, Domme, Mistress, Submissive. Luckily, you’re in a major metropolitan area. You’ll have no trouble at all connecting with the perv community in your area by just following some of the links you discover in your online search.

You could also check out some of the video offerings in dr dick’s HOW TO VIDEO LIBRARY

Most kink sites have bulletin boards and/or member profiles. Once you get your bearings and have a grip on some of the vocabulary, you’ll want to set up your own profile. Be as clear about what it is you want as possible. Big cities, like Chicago, also have perv organizations that welcome a novice kinkster to local social events and meet and greets. Some even have demo’s and workshops. You’d do well to immerse yourself in this subculture, because the more information you have the more enlightened your future choices will be.

When connecting online with other pervs, be courteous. You’ll no doubt encounter an array of lifestyle choices and sexual proclivities, some of which may be off-putting to you. Remember, you are the guest here. Leave your uptight judgments and provincial attitudes at the door. You’re will have to earn the trust and respect of this community if you ever hope to be taken seriously by them.

Once you are acclimated to your new surroundings, you might want to set up a meeting with a dom who interests you. This should strictly be a vanilla meeting in a neutral place. Look for a seasoned dom. Ask for references from the guy you are interviewing. These should include other subs that this dom has been with. Beware of a dom who is without proper references.

Before connecting with a dom, be sure you get his phone numbers — home and cell phone. No beepers. Of course, you’ll have to share your numbers with him as well. If ya can’t trust one another with phone numbers there’s no chance this is gonna be the match made in heaven. The more confidence you have in the dom the more trust you’ll able to invest in him…and the safer you’ll be. And since all sub/dom relationships are grounded in trust there’s no substitute for absolute trust.

Finally, being a submissive is a state of mind. It is not a particular sex act, it is not a game, and it is not role-playing and it is not gender specific. The best dom/sub relationships are those that express a mutuality of care, concern and trust. And here’s a tip: your commitment to you dom ought exceed your need for him.

Name: Jennifer
Gender: Female
Age: 23
I am 23 years old and I like lesbian and gay porn. It’s been my favorite since I discovered it a few years ago. But my boyfriend hates the thought of people of the same gender having sex. I don’t like hetero porn, and that’s all he uses. Is there any way I can get him to enjoy my kind of erotica?

Your boyfriend’s being a dreadful drag, huh? What’s he afraid of, do you suppose? He’s probably afraid he’ll pop wood while he’s watchin’ gay porn with his girlfriend. That’ll surly shake his masculinity to its foundation. I mean, it’s one thing for him to get a boner when he’s checking out the queer stuff by himself — and you know he does! It’s another thing all together for him to get hard watching two dudes fuck while he’s with you. It’s clear to me that your BF has issues, darling. And I think you know that too.

Now I’m not suggesting that he has to like everything you like, or that you have to like everything he likes. A couple can have a really healthy relationship despite differences in the kind of smut each prefers. But matters of taste aside, I think a smart chick, like you, knows that porn is as much a political statement as it is a sexual statement.

Here’s what I mean. Most straight porn features male identified sex — exclusively. That’s probably why you, and 90% of your sisters, don’t like it. The producers of most of this stuff create it with a predominately straight male audience in mind. And you can pretty much count on it exploiting women in the process. Gay porn does not exploit women, for obvious reasons and lesbian porn is the most radical of all. It is unabashed female identified sex. No female exploitation there. Of course, I’m talkin’ about real lesbian porn, not the caca that simulates girl-on-girl sex in “straight” porn.

Most straight males get off on hot girl-on-girl action in straight porn, because the performance represents male identified sex in the extreme. In fact, one of my good gal pals in the porn business often says that girl-on-girl sex in straight smut is about as far away from authentic female sexuality as gay porn, which has no women in it at all.

I’m gonna go out on a limb here, Jen and guess that you’re a little too radical for Mr. Whitebread. But if you think that he’s worth the effort involved in loosening him up, start by reassuring him that there will always be a place in your heart for his johnson even when you’re enjoying a sweet lesbo fantasy. If you really want to enjoy yourself with your guy while you enjoy your dyke porn, tell him you want him to pretend he’s a porn star and he’s gonna appear in the next scene with the two chicks you’re watching. Watch the lezzie scene together and then have him tell you what’s gonna happen in the next scene when he catches the two naughty vixens. Perhaps you could suggest that he roll play that with you after the movie. Ya see, Jen, you’re gonna have to trick the monkey into watching what you want, cuz he ain’t gonna open his mind all by his-own-self.

Deprogramming him of his homophobia may be a bit more challenging, but there are ways. You could start by telling him that everyone knows that no one sucks a guy’s dick like another guy. And so you want to pick up a few pointers from the pros before you go down on him again. When the big cock-sucking scene begins start grabbing at his package. We all know he’s gonna be hard as a rock. Those repressed types are so damned predictable. Now if at all possible start blowin’ him with the same vigor as the homos in the movie. Blow jobs are the great equalizer. Mr. Whitebread will be enjoying himself so much he’ll hardly have time to reflect on how radical he’s becoming.

In the end, I don’t think you should compromise and watch hetero porn unless he’s willing to compromise too. Of course you both could watch your chosen porn privately, but where’s the fun in that. Or you could just trade-off one scene of his for one scene of yours. Or compromise with some hot bisexual porn. There’s not a whole lot of really good bi porn out there, but there is some. Just be discriminating. Life is just too short for bad smut.

You could try dueling porn. Two screens, two TVs or a TV and a computer screen, each playing a different type of porn. Or you could really throw caution to the wind and have a full-blown fuck-a-rama — multiple screens with multiple images all going at once. It’s so easy to do these days with the proliferation of computers and online porn. And just about every household has at least two TVs and two computers lying around. So knock yourself out, girl!

It’s clear to me, Jen, that you’re gonna have to take the lead in this. You being the more enlightened one. I believe that your arousal will arouse him. And if your fire doesn’t ignite his, simply throw the bum out!

Good luck Ya’ll  and HAPPY NEW YEAR!