Name: Julie
Gender:
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. 
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
Gender:
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
Gender:
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. 
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
Gender:
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
Gender:
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.
Begin 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.
But 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
spending my Mondays chatting with these brilliant artists and authors. But while I’m busy doing that, my in-box and voicemail gets clogged with messages from the sexually worrisome looking for advice. And ya know what? They’ve come to the right palace; and so have you. Today’s show is all Q&A.
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