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If It’s Not One Thing, It’s Another!


Name: Julie
Age: 26
Location: 41425
I am a virgin. I am also just asking How do I keep my first time from hurting? Some Say Lubrications in exess, but I am very small.

Yep, lots of lube is important — first time and every time. 05_10_12.jpg

But there is so much more you can do to prepare yourself for your first fuck. Begin by knowing your body and your sexual response cycle. Is it safe to assume, even though you are a virgin to full-on fucking, that you are familiar with masturbation? If not, darling, that’s where you should start. If you enjoy pleasuring your body to orgasm, you will likely know the kind of stimulation you need to achieve full arousal. This is precisely the information you will want to pass on to your partner before the fuck-fest begins as well as throughout the event.

The more you know about your body and the mysteries of your particular sexual response cycle the smoother things will go for you and your partner. Nowadays there is absolutely no need for anyone to come to their first partnered sexual encounter uninformed about sex in general and his or her sexuality in particular.

Most women experience pain during fucking (for the first time or anytime) because of one of three basic reasons: 1) She is inexperienced, 2) Her partner is inexperienced or unversed about mutual pleasuring, 3) She is not fully aroused. Right away you can see how a familiarity with your body in general and your pussy in particular will short-circuit at least two of the three basic reasons right away. And while you can’t account for the sexual prowess of your partner, you will be able to direct him/her on how to touch and make love to you. And that, my dear, takes care of the third basic reason.

One other thing, a lot of women don’t relax during sex…thus discomfort…because they worry about becoming pregnant. If you’re not well versed on all methods of contraception and actually practicing one of them, you’re not ready to have sex. And one other thing, sexually transmitted infections ought to be a concern for both you and your partner. Don’t be a fuck-up; your partner ought always use a condom.

Name: Dave
Age: 20
Location: Sydney
The other day I had to stop myself pissing mid-flow.. and god it hurt like fuck… felt like my ass was being tugged, from within. why does this happen? and can there be any damage from doing this at all?

Jeez, ya got me, pup! Was this some kind of muscle spasm? The muscles in your pelvic region, specifically your pubococcygeus muscle (or PC muscle), are responsible for stopping the flow of pee. Could you have injured or strained these muscles in some way? Has this happened before? One thing for sure, if this continues; have a doctor take a look right away.

Name: Drew
Age: 22
Location: Idaho
Is there any way that I can increase my quality of orgasm? I’ve been having shitty orgasms for the last year, so shitty that they really shouldn’t be called orgasms. I’m on antidepressants (Effexor XR), and I fear that is a factor. I’m also having trouble keeping an erection, it never really gets fully hard and then kinda fades in and out over the course of masturbation or oral sex. Any ideas?

I think you put your finger on the problem right there. Antidepressants can sure enough fuck up a person’s sexual response cycle — interfering with both erections and orgasms. c917.jpg

Short of going off your meds, which I don’t advise…at least not without consulting your physician first…there are a few things you could try. I advise all my clients who are struggling with this same issue to use a cockring. It helps them get and keep a harder hardon. And of course, the more firm your rod, the more likely you will have a “quality” orgasm. I also encourage other clients on antidepressants to use a vibrator during their sex play…alone or with a partner(s). There are several different kinds — wands, dildos, eggs, bullets and plugs. Check out Dr Dick’s Stockroom for every imaginable kind. Of special interest for you might be The Rude Boy (C917)

Name: Jennifer
Age: 42
Location: AZ
No joke, I am writing for my best friend who is a 41 year gay man and a virgin. He has never had any type of intercourse and has had brief foreplay with only a few. He can get erect when masterbating but not with a partner. He has tried to “wing it” and pick up men only to be “punched in the gut” again and again and again. He does not pick up anyone anymore because he considers it “false advertising”. He is super cute, very funny and works in the entertainment industry. He is so lonely and very depressed and completely against any type of medication. He wants to share his life with someone so bad. He says that no one has his problem and medical doctors say that the plumbing is fine. He seems to think that because he was able to masturbate at 8yrs old without a true erection that this ruined him. All my research points to performance anxiety and ED which he completely denies. He tried Viagra and that did not even work. Please share your best advice…I really want to help him. Thank you!!

My best advice? Okey dokey, here goes!

This boy needs a sex-positive therapist big time and right away. He is a freakin’ ball of sexual neurosis, for cryin’ out loud. However, the likelihood of your best friend actually seeking the help he so severely needs is nil. Especially since he can’t even cop to performance anxiety and ED issues with you.

And you know what, Jennifer? You may actually be enabling this dude’s dysfunction by allowing him kvetch about his love life…or lack there of. Lay down the law, darling. Tell this miserable wretch he needs to get professional help ASAP. If he refuses, cut him off from your shoulder to cry on. If he can’t grow a pair of cohunes and address his issues like a man, then you oughta grow a pair for him till he get a life. And that’s my best goddamn advice. So there!

Name: Rachel
Age: 32
Location: Houston
I have the pleasure of dating (for the first time) a man who is uncircumcised (his foreskin completely covers his head. I love giving oral sex, but I’m a little intimidated. Lots of info on “cercumcised blow jobs” … not so much on Mr. natural. How do I blow his mind!

Doll, havin’ a natural man don’t make suckin’ his cock any different than suckin the cut variety. Except that you have a whole lot more delicious willie to play with. Let’s start with the basics. There’s no one best way to make oral love to a boner. No two cocksuckers will do it exactly the same way. But all have one thing in common, and that’s the desire to satisfy. Technique and position take a back seat to simply craving a cock in your mouth. We’re not talkin’ rocket science, girlfriend, it’s just a pecker and a mouth doin’ what comes natural.

vein.jpgBegin by taking a good look at the object of your desire. A big stiff woody with lace curtains is a wonder to behold. And even those little willies can be cute as hell. Visually explore the whole enchilada. Feel it’s shape, its thickness and texture. Sick a finger under his hood and trace his dick head. Nibble on his foreskin. Pull on it and stretch it out. He’ll be sure to let you know if you are doing too much.

Use your tongue to trace a line from his dick head down the underside of his shaft to his balls. Draw back his foreskin and slop your tongue all around his corona. As you do, watch your man’s eyes roll back in his head in ecstasy.

Let his cock slide inside your mouth. Let your lips slide over the head and down the shaft a little, but, for god’s sake, watch out for your teeth! Slide your mouth down farther and open wider. Feel the stretch in your jaws. When his dick gets close to your throat, you may begin to gag. This is a normal reflex that you will, in time, be able to control. Ask for some feedback on your efforts. Just don’t talk with your mouth full.

There are lots of other things you can do with your mouth. Lick his dick, suck on it and flick your tongue rapidly across the top of his dick. Or you can simply move your mouth up and down his joystick drawing his foreskin back and forth with your hand as you go.

Dive into his crotch, lick his inner thighs, lower belly, and slobber all over his nuts. Keep your mouth wet, a thick wad of saliva will add to the pleasure and eliminate irritation. Don’t be afraid to be sloppy. Increase your speed or slow it down. Fondle and cup his balls in your hand.

As your man is about to spew, he will become more excited and may start some pelvic thrusting. If he does and you start to gag, use your hand to guide his dick in and out of your mouth. Remember that you’re the one in charge here. Encircle your lips firmly around his cock and over your teeth. Keep the other parts of your mouth as relaxed as possible (actual “sucking” is unnecessary at this point). Keeping a regular rhythm is nice, but don’t let it get boring. If you vary your position and your stroke you won’t get fatigued.

Name: Bruce
Gender: male
Age: 19
Location: UK
What’s a PA? I sometimes see this abbreviation in online personals but I can’t figure it out. thanks

Well, Bruce, PA could mean a whole lot of things. It could be an abbreviation for Pennsylvania, public address system, personal assistant, parental advisory, pussy addict …hell, even Port Arthur, Texas.

pierced.jpgBut if I had to guess, you are referring to PA as in Prince Albert.

A PA is probably the most common male genital piercing. It enters the urethra and exits immediately behind the glans on the underside of the cock.

The Prince Albert Piercing, also known as a “Dressing Ring”, was apparently designed to strap the penis tightly against one’s leg to minimize the bulge caused by one’s rod when wearing the very tight trousers, which were fashionable during the Victorian era. We sure have a different ethinc about that today, huh?

As the rumor has it, Prince Albert, queen Victoria’s hubby, wore one of these little numbers to hold back his foreskin so he would keep his johnson sweet-smelling so as not to offend the Queen. What a fuckin’ gentleman!

Good luck ya’ll


My inbox overflowth! …and that ain’t pretty. Let’s attend to this glut with some snap.

Name: david
Gender: Male
Age: 19
Location: florida
i like my 6 inches and i work it well but,personaly i want atleast 7,should i worry about it or what should i do doc? thank you

You shouldn’t worry about it, pup. Like you say, 6″ is plenty. Besides, where would you find an extra inch if you absolutely needed to get one? I didn’t see any on e-bay!

Name: shane
Gender: Male
Age: 18
Location: las vegas
what is a more efficiant way to masterbait?

Beat your meat like it owed you money!

The way you jerk off isn’t efficient? Dare I ask, what inefficient method you are currently employing? How much more efficient do you want this exercise to be? Are you in that much of a hurry?

Name: Jen
Age: 33
Last night, my sex partner came on my face, and his seamen got in my eye. I woke up today, and my eye is blood shot, and a bit swollen. Am I okay?


Bad shot!

I think you mean semen, right? Seamen are sailors! And boy, if you ever get a sailor in your eye, you’d wake up being a lot more than a little bloodshot and swollen.

Gettin’ spooge in your eye is no picnic; it stings like the dickens. You should be ok, though…that is if your sex partner is healthy. If he’s not, or if the redness and swelling continue see your doc right away!

Name: miles
Gender: Male
Age: 26
Location: Rapid city sd
I just started to let girls and guys fist me what is the posibel dangers.

You’re lettin’ folks shove a fist up your ass and you’re just now getting around to asking about the possible dangers? YIKES!

Well you’re in luck. I did a Sexual Enrichment Tutorial on fist fucking in a podcast a couple of weeks ago. Check it out: Sex Advice With An Edge — Podcast 04/30/07. Listen to my response to Dena.

Name: holly
Age: 18
Location: brisbane
hi… i have been with my partner now for 13 months and the sex we are having is getting boring as both of us are females..i just want to know if there is enything u can suggest for us to do to help spice it up a tad.. yours thankfully hol

Yeah, that girl on girl sex can get mighty boring, huh? All that carpet munching, and for what? Good thing you’ve turned to someone without a pussy or a clit for some helpful suggestions on spicing things up lesbian style. Hmmm, this sounds mighty fishy to me…and I don’t mean “fishy” in that way.

Have you tried strapping one on?

Name: thunder tounge
Gender: Male
Age: 37
Location: brooklyn, ny
do those penis inlarger pils work and if they do which ones are the best to get?

Nope, they don’t. Don’t waste your money!

Name: Nadine
Age: 31
Location: Ontario
My boyfriend bugs me to give him a blowjob and I just can’t and he always bugs me which bugs me more that I never want to do it. What can I do?

Why can’t ya smoke some pole, darlin’? It’s all the rage these days.

Maybe you could learn to like it. See my Sexual Enrichment Tutorial: So Ya Wanna Be A World-Class Cocksucker.

If ya can’t stomach the idea of a cock in your mouth, maybe you need to find yourself a boyfriend with out a dick…I think they’re called lesbians!

Name: joe
Age: 39
Location: boston
why do women like sucking dick

They do? That would be news to me…and Nadine, the person right above you. She begs to differ.

Sure, I know some women like to suck cock. There are even those whose skill is renowned. Why, they can suck the chrome off a trailer hitch. But I fear, givin’ a man a humble hummer is an odious task for most women. It ranks right up there with having a bad hair day.

Good luck


So many people are writing in for information about sex toys — What are they? Where can I get ‘em? How do I work one of these? Can you suggest a good one? Do these things really work? — that I’ve decided to inaugurate a new feature here on Dr Dick Sex Advice SEX TOY AWARENESS. Just like another popular feature — The Sexual Enhancement Tutorials — the STA will be chock-full of swell information while being downright entertaining.

Here’s what I’m gonna do. Thanks to Dr Dick’s Stockroom I have the wherewithal to SHOW & TELL you everything you need to know to make an intelligent decision about buying a quality sex toy. And you can shop at Dr Dick’s Stockroom with confidence. We carry the best quality and widest variety of sex toys for adventurous men and women. The service is prompt, convenient and responsive. We never share information about our customers with anyone, and all orders are shipped in discrete packaging. What more could one ask?


So, sex fans, I hope you will find my SEX TOY AWARENESS postings helpful (and entertaining) and that you will enjoy shopping at my store.

Name: Tadd
Gender: Male
Age: 31
Location: Arizona
In one of your podcasts you told some guy about a strap on kit he could buy for his GF. Could you repeat that? I’ve been trying to find one.

I think you are referring to my 04/09/07 podcast. I responded to Karol from Poland inquiry about a strap-on kit. I said: “As to your question about a strap-on and what a guy should know about buying one for his female partner. That’s another really goodb664.jpg question. I suspect the overriding concern for the amateur butt pirate is to get his gal a comfortable harness that can accommodate a couple different sized dildos. May I turn you attention to the Dr dick’s Stockroom banner on the left hand side of Click through there and search for the Bend Over Beginner Harness Kit (B664). The good people at JT’s have painstakingly put together everything you need for your first pegging!”

  • Is there someone in your life who is curious about strapping it on, but doesn’t know quite where to begin? Well, we have the perfect starter kit! Everything a beginning sensuous player would need to strap it on is included in this package (except their favorite water-soluble lubricant – sold separately).
  • This strap-on harness is low-riding with a fuzzy, deep purple velvet front and highly adjustable nylon straps. The kit has 2 color coordinated, shimmery purple dildos. These hypoallergenic silicone dildos are shaped and sized appropriately for those just beginning anal play adventures. The smaller is approximately 4″ long and 3⁄4″ wide, while the larger one is 5″ long and 11⁄4″ wide.
  • A powerful variable-speed mini-vibe sits in a secret pocket behind the dildo to give the wearer an extra jolt of fun. The straps are adjustable, fitting up to 50″ hips. The 11⁄2″ O-ring can be exchanged for play with other sized dildos (sold separately). Washable, smart, and sexy. Bottom line – this is one hot strap-on package!

Good luck

Name: Jordan
Age: 19
Location: Michigan
What is a cockring and how does it work?

Holy cow, Jordan, where to begin. Every man should know about cockrings. Cockrings, in one form or another, have been around for as long as there have been cocks…and that’s a pretty long time, don’t ‘cha know! They are low-tech, but extremely effective means of getting it up and keeping it hard.

Cock rings can create larger, harder erections. Since blood flow enters your dick through arteries deep inside your dick, and leaves it through the veins on the outside of your tool, wearing a cock ring can help to keep more blood inside your dick shaft. And as all you rocket scientists know blood is what causes erections in the first place. Some men claim that wearing a cock ring intensifies their orgasm.

I recommend the flexible and/or adjustable cockrings. These are generally made of


stretchable rubber or leather. Let’s take a look as some now. First, the Neoprene Cock Ring (B642).

  • This light yet durable cock ring is made of neoprene – an oil-resistant substitute for natural rubber. Neoprene displays outstanding physical toughness and resistance to damage caused by flexing and twisting. It is an extremely versatile synthetic rubber with 70 years of proven performance in a broad industry spectrum.

Next, we have these festive little numbers, Gummy Cock Rings (B170)


  • Fruity-colored cockrings with multiple soft knobs. When unstretched, it fits snugly around a pinky finger. When stretched, it can expand to a surprising diameter. Once removed, the ring will slowly contract to its original size. One size fits all.

For the more butch among us we have this handsome devil — Leather Cock Ring w/ Pyramid Studs (A413)


  • This ring comes with pyramid-stud hardware for that extra-macho look. It measures 9/16″ and sports three snaps to adjust the size for a snug fit.

For the more daring there are the metal variety. They may look pretty, but they’re a bitch to put on and to take off. Here’s how ya do it.

1. Pull your ball sack through the ring first.
2. Follow this by popping each of your balls through the ring one at a time.
3. Now bend your cock down and pull it through the ring.

Let’s take a look at some of these. First, the standard Aluminum Cock Ring (A888)a888.jpg

  • This style of Cock Ring is a significant improvement over the standard steel O-ring. Since it is made of aluminum, it is very lightweight and perfectly smooth, as no connector seam is necessary.
  • Sizing hint: Measure the circumference of (the distance around) the erect penis at the place where you want the ring to go. Divide by 3.1 and you have a ballpark number for the diameter of a snug-fitting ring.

b352.jpgThen there’s “cockring as fashion statement” — Teardrop Cock Rings (B352)

  • The Teardrop Cock Ring is worn around the cock and balls, but what makes this cock ring different is that it gently massages the perineum (the spot between the balls and anus) and other erogenous zones. It is made out of anodized aluminum, which is lighter and smoother than its chrome-plated counterparts, and preferable for people who have nickel allergies.

It’s absolutely essential that you not wear this kind of ring for longer than a couple hours. Make sure you don’t buy one that is too small either. If your dick is turning an angry red or worse, purple, or it is cold to the touch, you’re in trouble. Take that ring off immediately. If you don’t you will risk serious injury to your precious dick.

Good luck.

Name: Betty
Age: 22
Location: Fremont CA
I think my roommate is a lesbian. She hasn’t come right out and said so and I don’t know how to ask. Her birthday is coming up and I thought I would get her a sexy toy or something to let her know that it’s ok to talk to me about sex and stuff. Do you think I should get her a dildo? What kind of dildos do lesbians like?

Jeez Betty, how the fuck should I know what lesbians like? I’m pretty well versed on most things sexual, but even I am at a loss when it comes to the mind of a lesbian. I just put in a call to my favorite lesbiaterian, the magnificent Diana, for the 411 on toys for dykes and dyke wannabees.

b367.jpgIf you don’t want to be too provocative in your gift giving, Diana suggests you start out with a — I Rub My Duckie Vibe (B367)

  • These floating, waterproof little guys sit by your bath, jacuzzi, or bed with nothing more than those big innocent blue eyes to give away their real purpose in life!
  • Squeeze their backs and watch your smile grow as they seduce you and massage your tensions away. Waterproof On-Off Switch. Strong but quiet motor. Requires two AA batteries (included).

If you really want to pitch your friend an unambiguous message, Diana suggests a — b193.jpg

Vibratex Rabbit Habit (B193)

  • This vibrator does everything! It has three functions. The shaft gyrates and is bendable with a wire inside to keep its angle. Mid-way down, there’s a capsule of pea-sized pearls that rotate around the shaft for an undulating/ripple effect. And the bunny vibrates for clitoral stimulation.

If this doesn’t do the trick, Betty, nothing will.

Good luck

Name: Gary
Age: 58
Location: Tampa
I’m a widower; my wife of 29 years died a little over a year ago. I’m just now getting back into the swing of thing. The sex I had with my wife was very conventional now I want to try something different. I want to go to a dominatrix. I’ve always had a fantasy about a woman owning and punishing my privates. It’s a big turn on. Is there anything I should know about this?

I love it; another kinkster in the making. Coming out as a perv is better done late than b702.jpgnever, in my opinion. My first suggestion is that you find a better term for your privates than “privates”. You sound like your mommy. I suggest cock and balls, it pretty much says it all very succinctly.

Have you done your homework in terms of finding the right dominatrix? I suppose you have at least a couple in mind, right? Might I suggest that when you make contact with one or another of these professional women that you be very specific about what you want and how you want it.

Here’s a tip…a good submissive, or sub — that’s you, Gary, will want to bring his dominatrix, or dom a little gift to start things off on the right foot. May I suggest this little number: A Male Chastity Kit (B702).

  • It represents the latest design in modern male chastity. The natural flow of lines in this model represents the penis and conforms to the body. The slim, smooth lines permit this device to be worn easily under clothing. It is slightly vented with curving lines and custom openings for comfort and hygiene. The material, a highly durable transparent polycarbonate, is functional and appealing, and its strength exceeds that of acrylic and many other plastic blends.

Good luck

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


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.


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.


Liberating The B.O.B. Within

So ya finally decided to become a B.O.B. (Big Old Bottom)? Tired of missing out on all that ass-play everyone’s talkin’ about? Been secretly trippin’ on the exploits of your favorite porn stars? (“Jeez, would ya get a load of that. His hole looks like the Victory Arch in Paris, for god sake.”) And now want a piece of the action for yourself? But wait, there’s a wrinkle, you’re a virgin or worse yet, there’s been an “Exit Only” sign on yourgallerygay_20061125_085924.jpg poop chute for so long that the mere thought of someone diddlin’ your ass hole makes you blanch and swoon.

Dear Dr. Dick, Help! I want to be a bottom; at least I think I do. My boyfriend’s been begging for my booty big time, (my girlfriend just got herself a strap-on, YIKES!) but I’m just too tight down there and he’s really big (and she thinks turn-about is fair play). Our play time always end the same way, frustration for him (her) and a pain in the ass for me. How do those porno guys and gals do it?

fucking_men.jpgFirst off, darling, “porno guys,” as you so lovingly refer to them, are professionals (yeah, huh!). And Dr. Dick suggests that a novice butt pirate like you not try that fancy stuff at home before you know the basics.

So listen up, bottom wannabes, pleasurable buggering depends upon on three simple, but important things: 1) The will, 2) Being relaxed and 3) A considerate partner.

First. You gotta really want to get fucked. This may sound elementary, but it’s not. Some of my clients secretly confess that they don’t anyone near their precious tushie, and no amount of pleading and whimpering on the part of their long-suffering partner(s) is gonna change that. For some getting it up the ass is associated with11.jpg domination not pleasure. Manly men don’t bottom for nobody. (Oh sure Mary, me thinks you doth protest too much.) Others have religious reservations. (If god wanted me to get fucked he would have given me a vagina.) Still others have aesthetic concerns. (Oh no, that’s way too icky and messy.) I can assure you that these boys ain’t never gonna be a bottom no how.

Second. Let’s just say your dyin’ to get fucked, but you’re so intimidated by your top’s one-eyed monster that your quivering asshole is like totally shut down. Chill out! Why not begin your sex play with your partner giving you a relaxing sensual back rub. After awhile he could move on to a little butt play (and I do me play). The object here is pleasure not penetration. Have him tease your asshole with his finger. A tongue works nicely too. (This is called rimming, but you probably already knew that, because you’re not a complete idiot, huh?) A gentle circular motion works best. Have him use his hands to spread your ass cheeks, this will give your top better access to your rosebud and give you a double dose of pleasure. After a while, a lubricated finger can be inserted for a bit of a prostate massage, which is ohhh sooo delicious. When you’re ready to kick it up a notch, have your partner try inserting two fingers or a small dildo. Rhythmic deep breathing will help keep you relaxed. And when you’re all loosened up and ready to become like one of them “porno guys or gals,” you can him plug in the real thing. No more meat substitutes for you. Experiment with different positions. Try sittin’ down on that big old thang, or do it doggie style. Getting laid while on your side with your man comin’ at ya from behind gives you a bit more control over the depth of his thrusting. And of course, there’s also the traditional missionary position; you 12.jpgon your back, legs spread eagle and your pumps pointing to the stars.

Third. Having a big dick doesn’t automatically make a guy a good top. A considerate partner, big dong or not, will happily join you in exploring your asshole. He will concentrate on pleasing you first, because he knows that an investment in your anal pleasure today will reap a harvest of mutual pleasure tomorrow. (Coming soon! Dr. Dick’s tutorial for tops. Don’t miss it.)

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