Category Archives: Pegging

Year End Wrap-Up

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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 and34921.jpg 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. Thatkl628.jpg 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.a93644_160w.jpg

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 needa100534_160w.jpg 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.a100532_160w.jpg

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.

a38036_160w.jpgNow 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’sa86491_160w.jpg 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!

Several Steamy Summer Solstice Sexual Situations — SOLVED!

Don’t you just love alliteration?

Summer is here…at least in the northern hemisphere. All hail Sol Invictus! Instead of being outdoors enjoying the beautiful weather we’re having here in the Emerald City, I’m stuck indoors, at this freakin’ keyboard. HELP! Maybe if I hurry up and get my homework done, my mom will let me go out and play.

Name: john
Gender:
Age: 58
Location: Detroit
married and testing the water, so to speak. Was with a man who is HIV and I swallowed a couple of drops of his cum. Should I be concerned/worried?

gettestedposter-english2.pngAhhhh, yeah! I’d sure enough be concerned, if I were you. I’d be concerned enough to get tested, that’s for sure — not just now, but again in 6 weeks or so. While it’s not overly likely that you’ve sero-converted by this incident alone, stranger things have happened.

I am of the mind that all sexually active people (especially you people who are being sexual outside of your primary relationships) be tested for HIV and other sexually transmitted infections regularly…at least twice a year. All you sexual athletes out there should test every other month. You shouldn’t even think about it, you should just do it. It is painless, discreet, but most importantly, it’s the responsible thing to do. If you make it part of your lifestyle, then there will be no embarrassment associated with the trip to your doctor or the local clinic. Made this happen, people.

Good luck

Name: Frank
Gender:
Age: 18
Location: Brazil
I have never had sex with anyone before and i believe i am straight, as i feel attrakted towrds girls, but every now and again i like watching gay porn. is this a sign that i’m bisexual or gay? or is it just curiosity?

Can’t hardly say what you are, Frank. Maybe it’s too soon to be giving yourself a label.

What I can tell you is, I’m as queer as a $3 dollar bill (as we say here in America), and I sometimes watch straight porn. That sure as hell don’t make me straight…don’t even make me bi, honey. I guess that just leaves…curious, huh?

Good luck

Name: asianIndian
Gender:
Age: 24
Location: San Diego, CA
I have been masturbating almost everyday for the past 10 years now. Last year was the first time I tried to get laid off. It was with a 30 woman and I found that I was not able to retain the stiffness of my dick while pumping her. At the end I had to pull out and masturbate to ejaculate. I tried it couple of more women on different occasion and I faced with the same problem. All the three times I had to pull out and masturbate with my hand. I felt really embarrassed and I am afraid of going out with any other women. I also noticed that when I masturbate I do it vigorously and for a prolonged period of time. But when I was having sex I was not able to pump the women for more than 3-4 minutes, I felt part exhausted and my penis too looses its stiffness. How can I over come this major problem?

Name: tanya
Gender:
Age: 28
Location: ca
my boyfriend has trouble cuming durning sex.he can cum if we are doing anael or I give him a blow job. he takes a long time to cum if we do doggie style. but he cant cum most the time and he cant cum if hes on top. can it be metal or health wise? help please.

You guys are a real pair! I thought I’d respond to you both at the same time.

pic13981.jpgLots of guys find it difficult to cum in penis/vagina fucking. Sometimes there’s simply not enough friction due to flabby, out of shape untoned pussy muscles. Tanya darling, are you doing your Kegel exercises? You should be, if you’re not. If the BF can get off in your ass and with your mouth and hand, then that tells me you have more of a grip in these other orifices then you do in your whoha. It’s not the end of the world. It can be remedied with a little exercise.

Mr. AsianIndian, maybe your masturbation technique gives you more direct cock stimulation than what you get inside a pussy. If that’s the case, you’ll probably have to learn to masturbate with a lighter touch or find a tighter snatch. You could also try masturbating till you get close to shooting, and then stick it in again. Either way, there’s no need to feel embarrassed. Like I said, lots of guys can’t get off by fucking alone. Just like lots of women don’t have vaginal orgasms. They need to stimulate their clit for that.

Good luck

Name: james
Gender:
Age: 18
Location: lewes, de
is there a way i can make my dick bigger without pills. my dick is so small i cant do alot of the positions i like. i even slip out doin misonary. so can you help me.

Name: ali
Gender:
Age: 39
Location: glasgow
what is the best thinks to mack the (cock-peanas) biger)

Well. Boys, here’s the deal. Throughout history, men have obsessed with the size of their cocks. And when there’s that much attention paid to something that trivial, you can be sure there’s gonna be an entire industry poised to bilk the shit out of the willie worrisome, like you guys.

All of this unfortunate big-dick envy creates a never-ending parade of con artists tryin’ to sell a remedy, of one sort or another, to cure guys, just like you, of their “shame”. But, take it from Dr. Dick, the dick doctor; it’s all bullshit. And some of the bullshit is really scary and dangerous bullshit.

monsterpumped.jpgFor every little peanut out there, there is some kooky diet, ridiculous cream, bogus massage technique or worthless breathing exercise that is supposed to transform one’s mini-meat into the giant economy size. And let’s not forget the weights you can hang on your thang, the Vacuum device to pump up your thang. And of course the twenty-first century solution — cosmetic surgery — to put a happy face on your thang. The results are dubious if there are any results at all. And each has negative side effects, some of which are more revolting than others.

Here’s the last word on this — don’t waste your money on any of this crap. Or better yet, send me the money, and I’ll put it to good use. Here’s the very best advice I can offer a guy who is unhappy about the size of his schlong…learn to love what ya got and leave it alone.

Good luck

Name: spungee
Gender:
Age: 36
Location: canada’s capital (you figure it out)
hey. i am a big time anal fan, both giving and receiving. spouse and i have enjoyed anal for some years now, both me giving to her and me gettin pegged. my concern is that while she was really into it at first, she seems to have cooled down a bit recently when it comes to nailing me. any thoughts on how to warm things up again? cheers, spungee

b758.jpgI know what the capitol of Canada is, it’s Ottawa. I went to collage, ya know. I was gonna vist Ottawa, but then I heard it’s filled with Canadians.

Why did things fall off, so to speak? Is the pegging all about you? What’s in it for her? If you get pegged, what does she get? Maybe she’s just bored. Maybe she thinks you’re being selfish. Have you checked in with her lately? Maybe she wants to see you get nailed by the real thing. Ever consider replacing the dildo with 100% prime Canadian Beef?

Good luck

Name: Carlos
Gender:
Age: 24
Location: Colombia
does coffee have a negative effect on one’s erection? Does anyone know if this is true and why this would be?

Never heard of such a thing! Since Seattle is coffee central here in the good old US of A, I’m sure I would have heard of this, or seen some evidence of this here. I have not! Everyone here in Seattle has a huge stiff erection…all the time

Come to think of it, if you poured hot coffee on your unit that would have a negative effect your stiffy. That’s for damn sure!

Good luck

Sex Advice With An Edge — Podcast #18 — 06/18/07

Hey sex fans,

I have a great show for you today. We celebrate Gay Pride Week with several luscious questions from the sexually worrisome with an equal number of cheeky, amiable and oh so informative responses by me! Hey, it’s what I do.

  • Happenstance is concerned about the new Surgeon General Nominee.
  • Robin got herself some backdoor action. What’s up with her BF?
  • Gabe is thinking about seeking professional help.
  • Michael is a hot bi-guy lookin’ for some action. He cums with his own chair.
  • And finally, Great Moments in Sex History — The Stonewall Riots.

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the TOLL FREE voicemail number is (866) 422-5680. DON’T BE SHY, LET IT FLY !

Look for my podcasts on iTunes. You’ll fine me in the health section under the subheading — Sexuality. Or just search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Say, would you like to become a sponsor for one or more of my weekly sex advice podcasts? As you know, I plug a product or service at the beginning and end of each show. Each podcast has its own posting on my site along with the name of the podcast sponsor and a banner for the product or service.

The beauty part about this unique opportunity is that once a sponsor’s ad is included in a particular podcast that sponsor is embedded there forever.

Your sponsorship also underscores your social conscience. Your marketing dollars will not only got to promote your product, but you will be doing so while helping to disseminate badly needed sex education and sexual enrichment messages. Simply put, ya just can’t get a better bang for your advertising buck!

For further information, contact me at: dr_dick@drdicksexadvice.com

Today’s podcast is once again bought to you by: DR DICK’S HOW TO VIDEO LIBRARY.

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Sex Advice With An Edge — Podcast #09 — 04/09/07

Hey sex fans,

I have a great show for you today and it has a very international flair. We have correspondents from all over the globe…and LA! —

  • Hiroshi, from Japan, is no fan of lace curtains.
  • Fay, from LA, is a silly twit with zero social skills.
  • Karol, from Poland, wants to find a nice gal who will bugger him senseless with a strap-on!
  • Joanne, from Toronto, can’t be naked no how. Even the BF can’t see the goods.
  • William, from the UK, is a fledgling butt pirate.

And finally, a Sexual Enrichment Moment

  • Finessing That Ass Fuck — A Tutorial For a Top

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the toll free voicemail number is (866) 422-5680.

DON’T BE SHY, LET IT FLY!

Dr Dick is now on iTunes.  You’ll fine me in the podcast section under the heading — Health, subheading — Sexuality. Or search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Today’s podcast is bought to you by: Dr Dick’s How To Video Library.

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Sex Advice With An Edge — Podcast #08 — 04/02/07

Hey sex fans,

This week we have a plethora of problems for the podcast —

  • Andrew dribbles but does not shoot.
  • Jane is juicy wet, but not so hot! And what’s her BF doin’ back there?
  • Samuel is a selfish fuck!
  • Steve was traumatized by his old man, and now look what’s happening.
  • Tammy is a kinky perv, but she don’t know that yet.

BE THERE, OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the toll free voicemail number is (866) 422-5680.

DON’T BE SHY, LET IT FLY!

Dr Dick is now on iTunes and SexAudia.com. On iTunes, you’ll fine me in the podcast section under the heading — Health, subheading — Sexuality. Or search for Dr Dick Sex Advice With An Edge. And don’t forget to subscribe. I don’t want you to miss even one episode.

Today’s Podcast is brought to you by: The American College of Sexologists.

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