MILF Man

Savage Love 

MILF Man

Dear Readers:

I'm on vacation for the next two weeks. This week's column features recent Savage Love Letters of the Day. (The SLLOTD goes out to folks who have the Savage Love app for iPhone and Android.) I hope everyone is having a great summer, and I'll see you in two weeks. — Dan

Dear Dan:

I'm 16 and I like my friend's mom who is 35. She's married and has two kids. But I really like her. What should I do?

Help One Really Needy Youth

Here's what you shouldn't do: You shouldn't say anything — not to your friend, not to your friend's mother — and you certainly shouldn't try anything.

Here's what you should do: You should masturbate about your friend's mom just as much as you like — and you should take the advice I gave another horny 16-year-old boy a couple of months back (this one happened to be gay, but the advice still applies):

"Worry less about getting your 16-year-old self laid and more about getting your 20-year-old self laid. Get out of the house and do shit, get books and read shit, volunteer for a political organization and change shit. You'll have more boys to choose from in a few years and be a more interesting, informed, and attractive guy thanks to all that doing, reading, and volunteering.

Beat off in the interim, of course, but remember to vary your masturbatory routine (left hand, right hand; firm grip, soft touch; with toys, without; lots of lube, just a drop; etc.), and try to cultivate your own erotic imagination. (Translation: Don't jerk off to internet porn exclusively; use your imagination once in a while.)"

Lots of straight boys your age have crushes on their friends' mothers, and lots of men had the same kind of crush at your age. It's a great fantasy, HORNY, one that fuels entire porn genres. But the potential benefits — a few orgasms for you and maybe one for your friend's mom (if you're any good at this sex stuff, and, at 16, you most certainly are not any good at this sex stuff... yet! You will be one day!) — aren't worth the potential costs. A destroyed friendship, a broken family, and, depending on age-of-consent laws where you live, a long prison term for your friend's mom — those are high prices to pay for a few lousy orgasms. And that's assuming your friend's mom is even interested, which she almost certainly is not.

So beat off about her, HORNY, to your part's content. Then go do shit, go read shit, and go volunteer and change shit. You'll meet girls, some closer to your own age, and you'll be a more interesting, fuckable dude for all that doing, reading, and changing.

Dear Dan:

I have a boyfriend of two years. At the beginning of our relationship, I caught him cheating on me. Not physically cheating, but he was talking to girls and they would send him pics.

We worked everything out and now we trust each other. But a few weeks ago, I caught him watching porn. He doesn't know. It doesn't bother me that much, but I was wondering if it could lead to him cheating on me again?

Sent From The Savage Love App For iPhone

All men watch porn.

Some lie and claim they don't, some are so stealthy they never get caught, but all men watch porn. If watching porn led to cheating, SFTSLAFiP, then all men would cheat. But not all men cheat. So we can safely say that porn viewing doesn't cause men to cheat. Because all men watch porn. But not all men cheat. Thank you for playing Savage Love.

(Okay, okay: A handful of men don't watch porn. But their numbers are so small that the average girl's chances of ever meeting a non-porn-watching guy — let alone dating one — are so small that we don't need to factor them into our equation.)

Find the Savage Lovecast (Dan's weekly podcast) every Tuesday at thestranger.com/savage.

Contact Dan at mail@savagelove.net. Follow him on Twitter @fakedansavage.

you're keeping secrets. She's angry that you're watching porn and she's trying to create a lose-lose scenario for you. Watch porn and don't clear your browser history? Get in trouble for watching porn. Watch porn and clear your browser history? Get in trouble for watching porn. The only way you can avoid getting in trouble? Stop watching porn.

And we both know that ain't gonna happen, right?

So keep clearing your browser history, WHACK, which is the courteous thing to do. And ignore the wife when she tries to make you feel guilty about watching porn because that kind of inconsiderate, controlling, smut-shaming behavior shouldn't be tolerated.

(My response presumes that your porn consumption is moderate, WHACK, and that you're not neglecting the wife's needs for emotional and sexual intimacy in favor of alone time with your laptop. If your habits are immoderate and/or you're neglecting her, then your wife has every right to be furious — at you, WHACK, not porn.)

Dear Dan:

I'm gay and so is my insanely attractive boyfriend. We have been dating for a year now. His attractiveness isn't a problem ... until it is. You see, he enjoys getting compliments and he gets them frequently from other gay guys. I love my boyfriend and I am happy when he's happy, but the frequency with which guys make passes at him has started to make me uncomfortable. I told him this, and he tells me he isn't going to tell them to stop because he doesn't see what the problem is, and that it would seem standoffish to say anything negative about these passes. He tells me that it's not like he's making passes back and most of the time he insists I'm misinterpreting an innocent interaction. These guys are actively flirting with my boyfriend, and he takes it as a compliment! Am I being appropriately protective or am I being a jealous douche?

Scared And Protective

If your friends — yours and/or his — are making passes at your boyfriend, SAP, then you have a right to be angry. Good gay etiquette dictates that friends either refrain from making passes at insanely attractive guys who have boyfriends or that they make passes at the insanely attractive guy and his boyfriend. If your friends are making the passes at your boyfriend only, or they're making passes at him and/or you when they know your relationship is exclusive, then you and your boyfriend need to let your disrespectful and/or clueless friends know that they're being huge assholes.

But there's not much you can do about strangers making passes at your boyfriend, SAP, particularly if your boyfriend enjoys the attention — and it sure sounds like he does.

You've got a hot boyfriend, and that has its perks. But it has drawbacks, too. Putting up with other people innocently hitting on your boyfriend is the price you'll have to pay to be with this insanely attractive guy. Willing yourself to take these passes and your boyfriend's clear enjoyment of them in stride, SAP, is a wiser course than allowing something that's outside your control to become an ongoing source of conflict.

I've been with my boyfriend since I was 15. I'm 20 now. In all the time we've been together, I've never had an orgasm. For a long time, I wanted to get a vibrator, but my boyfriend hated that idea and never wanted me to get one because he says he already feels like crap that he can't get me off. Recently, I thought, "What the hell — I want to see what happens!" So I bought one on my own. The very first time I used it, I got off in two minutes. Now I feel stupid for not buying one sooner. My question is...How do I tell him? Should I tell him? He always wanted to be the first person to give me an orgasm, and as far as he knows, I still haven't had one.

Couldn't Wait Forever

Tell your boyfriend you bought a vibrator, CWF. If the boyfriend has a sad about your purchase — and your ability to climax (congrats!) — tell him that some women require the kind of intense, focused stimulation that only a vibrator can provide in order to get off, and, as it turns out, you're one of those women. And he can still be the first person to give you an orgasm: He can give you one with a vibrator in his hand. And if he acts like an insecure bitch about it, CWF, if he blows up or melts down, well...New vibrator, newly orgasmic—maybe it's time for a new boyfriend, too?

CONFIDENTIAL TO EVERYONE: Make porn! Details on HUMP!—the annual porn festival that I host in Seattle and Portland—are here: www.humpseattle.com. Films are limited to five minutes in length, they don't wind up on the internet, and you don't have to live in the Pacific Northwest to submit to HUMP!. And this year's grand prize is $5,000!

Find the Savage Lovecast (my weekly podcast) every Tuesday at thestranger.com/savage.

mail@savagelove.net

@fakedansavage on Twitter

Dear Dan:

I'm a gay man and a hunter with a gay boy who's a vegan. But he likes how I look in my camo, holding a rifle, so it works. Last fall, I went to Idaho and shot a black bear and a 13-point buck. A taxidermist mounted the buck's head, which hangs above my bed, and made the bear into a rug. Most people don't know this, but the head on a bearskin rug is entirely fake except for the fur. The skull, teeth, and tongue are plastic, and the eyes are glass. That bear's hardly a bear, if you catch me.

So we got the rug, and he liked it. Even wanted me to screw him spread-eagle on that rug — until he walked in while I was doing it with the bear. I rigged up the mouth with one of those Fleshlight things, pretty much as a joke, but my boy freaked out when he saw the bear giving me a blowjob of sorts. Called me sick and disgusting, and ever since then, he won't let me tie him up or beat him or anything. He says he's afraid I will kill him and then screw him. I keep telling him it was all just a game, but he won't believe it. What can I do?

Bear Grinned Anyway

What can you do? You mean besides send video of you and your bear in action to prove this isn't the most entertaining fake letter I've received since Michelle Obama invited me to dinner at Sarah Jessica Parker's apartment?

You can do this: You can draw a distinction between what was going on in that bear's mouth when your boyfriend walked in and what was going on in your head. When a man beats off, two things are kinda sorta happening simultaneously: what the man is doing with his dick and what the man is imagining he's doing with his dick. Guys who beat off using a clenched fist, for example, generally aren't clenched-fist fetishists; they're just horny and their fists are there and, say, Sarah Jessica Parker isn't. Fists provide necessary friction; imaginations provide sexy scenarios.

So your boyfriend walked in and saw you fucking the face of a dead bear. That's gonna look bad, BGA, even to a boyfriend who isn't vegan. So how do you fix it? By patiently explaining to your vegan boyfriend that while, yes, you were face-fucking a bear when he walked in on you, you weren't thinking about face-fucking a bear. Tell him you were thinking about him, and the bear's mouth was just a convenient place to wedge your vegan-boyfriend-substitute — i.e., your Fleshlight. Tell your boyfriend you don't entertain any murderous fantasies, tell him you only long to fuck living things, and tell him that Homo sapiens are the only animals you find attractive. Tell him all of that, even if not all of that is entirely true.

Dear Dan:

I'm a 17-year-old male, and I'm currently in a relationship with a girl who was sexually active before we got together. Me being a virgin, I think you can understand why I might be nervous when things get heated. I would like to engage in the act with her eventually, but I don't know if she wants a virgin fumbling around in bed with her. And it's not particularly manly to go to someone and basically say, "I'm not going to be good at this for a while." I feel she's ahead of me in experience. What's the best advice you could give me on the subject?

Nerves Entirely Wrecking Boy

If your girlfriend is close to you in age, NEWB, the odds that she's any good at sex are vanishingly slim, her prior sexual activity notwithstanding. Some people have a knack for sex, of course, but almost all teenagers are lousy at sex.

Now here's my advice: Chill the fuck out. Presumably, your girlfriend likes you and knows you're a virgin. Which means she knows you'll be a little nervous the first time you two have sex and that there's probably going to be some fumbling. But you wanna know a secret? Even sexually experienced adults — even adults who are really good at sex and have had tons of it — still get nervous, and there's no such thing as sex without some fumbling.

As for your concerns about seeming less than manly: You're bringin' the dick, NEWB, so you're the man. Your nerves won't render you dickless. If you're worried about displaying a manly confidence, well, you can still do that: Go into your first sexual experience confident that your girlfriend is into you and confident that she wants you, and be honestly and unapologetically who you are. Being yourself is far more manly than pretending to be someone or something you're not.

One last thing to do before you lose your virginity: Watch a weekend marathon of 16 and Pregnant on MTV. That show will inspire you to use condoms religiously and correctly, every single time, no matter what.

Dear Dan:

Following up on the letter about masturbating in the privacy of a public toilet stall: Guys are being banned from Multnomah County libraries in Portland, Oregon, for wanking in the supposed privacy of locked bathroom stalls. Facilities security officers peep through spaces between stall doors and write up reports that go into detail about "shiny liquids" spotted on offenders' hands, and those who are caught are excluded from the libraries for a year. I thought "sexual activity" required a partner and masturbation wasn't a crime if practiced in private — but tell that to the peeping uniformed officers working in the Central Library, aka "Portland's Crown Jewel." You can't go to a locked bathroom stall and rub one out, on pain of landing on the Excluded Patrons List as a masturbator. Victorian prudery lives.

Wanking In Private Environs

The letter writer who got caught wanking in a public toilet had taken pains to find an empty men's restroom on a deserted floor of an office building. He wanted to have his midday wank without disturbing or unnerving others. I don't think the same could be said for the men who are rubbing 'em out in the toilets of Portland's Central Library.

Look, I'm familiar with Portland's Central Library, WIPE; I wrote huge chunks of two of my books there. The toilets are crowded, and there's no way you can beat off in one without disturbing others. I don't have a problem with people rubbing 'em out — hello — but guys who get off in public toilets because they get off on public toilets are forcing other people to serve as props in their masturbatory fantasies. And that ain't cool.

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