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KOTTONMOUTH KING
PORNSTAR IN TRAINING
LOOKING FOR GOOD TIMES
HAPPINESS AND LOVE . I LOVE
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ANIMALS , ROCK CONCERTS!!!!!
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just trying to get in touch with
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OKLAHOMA MEETS OREGON
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NEED IT OFTEN
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needit1962, 50
A SOUTHERN GUY
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Savage Love
WORDS OF PURE WISDOM by Dan Savage
I’m gay and a junior in high school, and I’ve had a boyfriend for a year. (He’s one year older
than me, Dan, so relax!) We are out to our parents and everyone is supportive. We are not bul-
lied or suicidal or using drugs. But we are frustrated! We had sex education in our schools, but
they didn’t cover gay sex. (Big surprise!) I tried to talk to my mom about gay sex, and all she
said was “please use condoms.” We tried and we used condoms, but I think we must be doing
something wrong because we can’t do it. We are ready to start having real gay sex—with me
on the bottom, at least for now!—and we are frustrated and feel like failures as gay men. Any
advice?
Tell Us Something Helpful
P.S. Do we really need to use condoms? We are both virgins and each other’s fi rst boy-
friend.
You and your boyfriend aren’t failing gayness, TUSH.
Gay men and boys can be successes in life, in love, and in the sack without acing—or even
enjoying—anal intercourse. Anal doesn’t defi ne you as gay men and it certainly isn’t all there
is to gay sex. There are so many ways that you and your boyfriend can get off together—mu-
tual masturbation, oral sex, frottage (aka “wet humping”)—that are just as pleasurable, just
as “real,” and just as gay as anal intercourse. But if you and your boyfriend want to give anal
another go, TUSH, here’s a crash course in anal sex-ed…
First, experiment on your own. Use fi ngers and toys and lots of lube. I recommend that
you get your hands on a butt plug, get your ass on that butt plug, and get yourself off with
that butt plug in your ass. Exploring anal penetration solo will allow you to experience anal
pleasure without any pressure or expectations, TUSH. You can really take your time and you
won’t feel like you’re disappointing your boyfriend if you have to bail.
Your boyfriend should do the same. I don’t care if your boyfriend is a top—or thinks he is,
or is topping because you want to bottom—your boyfriend will be a better top if he knows what
it feels like to be penetrated and enjoys penetration himself.
Okay! So you’ve both done some exploring on your own—jacked off with fi ngers and
toys—and there you are, just you and your boyfriend, hanging out. Your butts are squeaky
clean and, hey, you’ve got the house all to yourselves… is it time to fuck? Not yet. Now you’re
gonna spend some time sticking fi ngers and toys in your butts and jerking off together. For
extra credit, you can experiment with rimming, if you haven’t already, as nothing relaxes anal
sphincters quite so effectively. (Once more with feeling: squeaky-clean butts!) The point is
for you to do anal a few times with the boyfriend and for both of you to get off—you and the
boyfriend—without his dick going anywhere near your ass.
Now you’re ready to get fucked.
You’re going to need lots of lube, TUSH, and lots of patience. Have your boyfriend apply
lube directly to your hole; he should gently rub your hole for a bit, to help it relax, before using
a fi nger or two to push some lube just inside you; you can apply the lube to his dick. Move into
whatever position feels most comfortable for you—him on top, you on top, face-to-face, doggy-
style—and point the tip of his hard cock directly at your hole. He should apply some pressure:
uniform, constant, gentle pressure. You’ll feel your asshole begin to open as the head of his
cock enters you. Keep breathing as the rest of his dick slowly—a fraction of an inch at a time—
slides into you.
Once he’s all the way inside, TUSH, your boyfriend may be tempted to start banging away,
porn-star style, but that would be a huge mistake. Your boyfriend should instead stay perfectly
still for the fi rst minute or two while you breathe and relax. Kiss your boyfriend and stroke
yourself during the brief lull before the fucking starts. Then he starts moving inside you—very
slowly. He pulls out an inch or two and slides back in, you keep breathing and stroking, he pulls
back an inch or two more and slides in. With each successive thrust, your boyfriend will be
able to pull out a little farther, TUSH, and before you know it, he’ll be fucking the hell out of
you. The whole process (the hole process?)—from patient foreplay to full-on assfucking—takes
30 minutes at least.
P.S. You don’t have to use condoms, but you should. Using condoms is a good habit to get
into, TUSH, and if you have any concerns about cleanliness, well, a condom is your best friend.
There are lots of gay guys out there—including guys as young as you—who got infected with
HIV by boyfriends, including fi rst boyfriends, who lied or didn’t know or fucked up. So listen to
your mother and use condoms, TUSH, along with a water-based lubricant.
I am an intern at the health and wellness center at my university. This is safe-sex-awareness
month on campus. We got donations from some sex toy companies. Among the products we
received is something marketed as “Desensitizing Anal Wipes” by a company called California
Exotic Novelties.
We gave away these samples at our recent expo. After the fair, a student came up to my
boss and me. As a young gay man, he expressed concern that desensitizing anal wipes were
not safe to use, as masking pain could in fact lead to engaging in activities that you may not
otherwise. I am assuming that what he meant here is that if you are experiencing pain during
anal sex, you probably shouldn’t proceed. I know with anal you need to take things slow, use
lots of lube, and work your way up to it, but that’s about the extent of my knowledge in this
area. But I’d like to know what the Dan Savage take is on anal desensitizing wipes. Yay or nay?
A Sensitive Subject
Googling “desensitizing anal wipes” got me this: “…perfect for using before anal sex to
reduce friction pains and ease entry.”
Anyone who’s too stupid to use lube for anal sex—or anyone who is using lube but some-
how doesn’t realize that reducing friction and easing entry is what lube is down there to do—
probably won’t be harmed by a “desensitizing” moist towelette that retails for $3.99. I don’t
know what the active ingredient is, ASS, but I can’t imagine it’s a pharmaceutical-grade topical
anesthetic. So I doubt that anyone who uses a DAW is going to wind up with an ass so be-
numbed that he won’t realize he’s being torn to shreds until after he sees blood and santorum
all over his sheets, pillows, walls, fl oor, boyfriend, ceiling, Xbox 360, cats, etc.
That said, ASS, desensitizing anal wipes play on common fears and misconceptions about
anal sex—namely, that anal sex is supposed to hurt. Anal done right isn’t painful, of course,
even if it takes time, practice, and some patience to get used to. Some people do experience
discomfort when they fi rst attempt anal, but discomfort isn’t pain. It’s important for people
to understand that if anal sex hurts, they’re doing it wrong—not enough lube, not enough
foreplay, not enough practice—and they need to stop. Desensitizing wipes send the opposite
message.
Find the Savage Lovecast (my weekly podcast) every Tuesday at thestranger.com/savage.
mail@savagelove.net
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EUGENE WEEKLY APRIL 19, 2012 43