CVIndependent

Thu09192019

Last updateTue, 18 Sep 2018 1pm

My roommate is a gay man who is into getting fisted. A lot.

We were FWBs until he moved into my place, at which point we agreed it would be better for us to not have sex anymore. It’s worked out fine, and he’s been here for a year. Here’s the problem: About two years ago, he got into fisting, and he has someone over every night to fist him. As soon as he comes home from work, he spends a good hour in the bathroom cleaning out, and then some guy comes over to fist him. Every single day.

My roommate is a very attractive guy who doesn’t think he’s attractive at all. I’ve talked to him a few times about whether he’s being sexually compulsive, but he just laughs and says, “Well, you suck a lot of dick.” (I have a healthy but moderate sex life.) I am concerned that all of this ass play is not healthy. As a friend, I want him to seek help for his sexual compulsion, his low self-esteem and his social isolation. As a roommate, I am tired of all these strange men coming into my home and the high water bill.

Frequent Insertions Sincerely Trouble Someone

“Fisting is a healthy and safe sexual activity so long as the participants are sober,” said Dr. Peter Shalit, a physician and author who works with many gay men. “There is a misconception that fisting damages the anal sphincter, loosens it, and causes a loss of bowel control over time. This is absolutely false.”

Devin Franco, a gay porn star who’s been getting fisted on a weekly basis for many years, backs up Dr. Shalit. “People who are only used to vanilla intercourse are sometimes shocked,” said Franco. “People will leave comments on my videos asking if I was in pain, even though I’m clearly always enjoying it. Fisting is actually the most pleasurable sexual act I’ve ever experienced—and seven years in, (there have been) no negative health consequences, and everything down there works just fine, thanks.”

But exactly how does that work? How does someone like Franco get a fist and/or a ridiculously large sex toy in his butt?

“A skilled fisting bottom can voluntarily relax the anal sphincter in order to accommodate a hand up to the wrist or further,” explained Dr. Shalit. “A skilled fisting top knows how to insert their hand—it’s actually fingertips first, not a clenched fist—and how to do it gently, taking their time, and using lots of lube. And, again, after the session is over, the sphincter returns to its normal state.”

Which is not to say that people haven’t injured themselves or others engaging in anal play with large sex toys, fists or even perfectly average cocks—people most certainly have. That’s why it’s crucial to take things slow, use lots of lube, and go at it sober.

“Fisting isn’t for everyone,” said Dr. Shalit. “In fact, most people are unable to relax their sphincter in this fashion.”

But to figure out whether fisting is for you—to determine whether you’re one of those people who can relax their sphincter—first you gotta wanna, and then you gotta try.

“It actually took about two years for me,” said Franco. “That’s from the first time I did anal play, thinking, ‘Maybe I can get his whole fist in there,’ to the first time I actually got a fist in my ass. Two years.”

And while fisting isn’t for everyone, FISTS, like Dr. Shalit said, it’s very clearly for your roommate. But enjoying the hell out of a particular sexual activity—even one that seems extreme to those who don’t enjoy it—isn’t by itself evidence of low self-esteem or sexual compulsion.

“If FISTS thinks his roommate has low self-esteem,” said Dr. Shalit, “he’s done the right thing by telling him he should seek help. But that’s the end of his responsibility. Whether or not his roommate seeks help is up to his roommate. And it’s hard for me to agree that his roommate is being sexually compulsive based on what’s in the letter. Many men have sex every day, and the roommate’s sex life doesn’t seem to have any negative consequences, except that FISTS doesn’t like it.”

While Franco also doesn’t think getting fisted daily is proof that your roommate is out of control, fisting isn’t something he does every day. “Doing it daily sounds exhausting,” he said. “The act requires a lot of physical exertion. I personally need a little recovery time between sessions. But I do know guys who do it every day—maybe not a fist every day, but they play with large toys every day. But I couldn’t, and I don’t.”

All that said, FISTS, two of your cited reasons for not liking what your roommate is up to—strange men in and out of your apartment (and your roommate), and all that douching driving up your water bill—are legitimate complaints that you shouldn’t be shy about addressing.

“To not have a lot of strangers in and out of the apartment is a reasonable ask of a roommate,” said Dr. Shalit. “But if the roommate sees a steady stream of FISTS’ hookups coming over, it could seem like a double standard. And I suppose he could ask for extra help with the water bill, but I’m skeptical that ‘cleaning out’ for fisting would actually cause a significant increase in the bill.”

Dr. Shalit recommends Anal Pleasure and Health by Jack Morin to anyone who wants to learn more about anal intercourse, fisting and other forms of anal play. “It’s the bible of anal sexuality,” said Dr. Shalit.

Follow Devin Franco on Twitter @devinfrancoxxx, and check out his work at justfor.fans/devinfrancoxxx.


My husband of nearly 20 years came out to me as bisexual about two months ago. He assured me he has no intention of looking outside our marriage for other sex partners.

We’ve always had a kind of barrier sexually, and it seemed to fall away after he came out. We’ve since done all manner of things, including my using a dildo on him. (Thanks for all the tips over the years about anal!) It has been a fun and empowering experience overall.

There is one thing I am having trouble with. He mentioned that he’d like me to peg him using a strap-on. I mean, of course he would, right? He’d like to actually feel my body against his. That would doubtless make the whole experience better for him. But I’m having a hard time wrapping my head around it. Does this require me, even if temporarily, to change my body? I’m feeling really vulnerable and insecure about it, like it means there’s something wrong with my body. I get panicky just thinking about it. (My husband has not done or said anything to make me feel bad about my body.)

Using the dildo is no big thing, and I don’t understand why this feels so different and difficult.

Pegging Feels Different

You don’t have to do anything about this right now, PFD. Your husband only came out to you as bisexual two months ago! Your husband’s honesty pulled down that barrier you’d always sensed but could never name, and that’s wonderful and exciting. And you’re already exploring anal penetration with him on the receiving end, which is something many straight men also enjoy. If covering your genitals temporarily with a strap-on makes you feel awkward or unwanted, you don’t have to do it—not now, not ever. But I can’t imagine you think there’s something wrong with the bodies of lesbians who use strap-ons with their female partners, just as you don’t seem to think holding a dildo means there’s something wrong with (or inadequate about) your hands.

If covering your vulva with a strap-on makes you feel negated or undesirable, there are dildo harnesses that strap on to your thigh, not your crotch, and could provide your husband with body-to-body closeness during penetration while still leaving your vulva and clit accessible for digital stimulation.

On the Lovecast, are people actually using dental dams? (Spoiler: No.): savagelovecast.com.

This email address is being protected from spambots. You need JavaScript enabled to view it.; @fakedansavage; ITMFA.org.

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Savage Love Live swooped into Seattle’s Egyptian Theater and Denver’s Oriental Theater recently. I couldn’t get to everyone’s questions at these sold-out shows—there were so many great questions, and I’m just one lousy advice columnist—so I’m going to power through as many as I can in this week’s column.

Weddings are terrible. I attended “Dueling Dallas Lesbian Weddings,” and both couples are pressuring me to tell them whose wedding was better (or better in the eyes of social media). Am I obligated to “rat” these couples out to each other?

Weddings aren’t terrible; people are—some of them, not all of them. But you certainly aren’t obligated to “rat” these couples out to each other. You aren’t even obligated to speak to any of these terrible people again.

What is the best relationship advice you’ve ever received?

Cup the balls.

I’ve been talking to a guy for four months, and we still haven’t met in person. He’s recently divorced, and I find it odd that he is all into me with sexting, etc., but doesn’t want to meet. What do I do?

Stop wasting your time.

I have always loved anal sex with my partner of more than a decade. He loves it, too. We’ve noticed a trend over the years where he gets melancholy after we have anal sex. He doesn’t know why. Do you have any ideas or theories about why?

Nope.

How do I make sure I enjoy my upcoming wedding instead of worrying about how it will go?

Elope.

I’m a woman, and I’ve been in a relationship for two years. My partner is not able to make me orgasm. He is my first lover. HELP.

If you can make yourself come, show your partner how you do it. If you can’t make yourself come—if you’re one of those people who have never masturbated—start masturbating; learn how to make yourself come; and then show him how you do it.

My boyfriend is a cuckold and very into the humiliation aspect of cuckolding. I’ve been hooking up with one guy who is so into humiliating my boyfriend that it’s kind of freaking me out. They message each other so much; I feel like I’m the one being cheated on!

You get the D. Let your boyfriend have the DMs.

We are married 10 years, monogamish, pansexual. My friends are opening up their relationship, and so are we. Any good reason I shouldn’t have sex with my friends?

Only the most obvious one: If someone gets hurt, these friendships could end. But friendships end all the time without anyone getting off, so …

I’m 31; he’s 44. I know how you feel about splitting the rent in proportion to income, but my higher-earning boyfriend points out that I’ve opted for more leisure time and less stress with my lower-paying job. How should we split the rent?

Someone making two or three times as much money as their partner should be willing to pay more of the rent. Splitting the rent 50/50 wouldn’t be fair, particularly if the higher earner wants a larger and/or nicer space, because then the partner making more money is effectively having their lifestyle subsidized by the one making less. But if someone chooses to make less money because they want more leisure time, they shouldn’t expect to have that choice underwritten by a partner making more money. I don’t think they should pay half the rent—but a higher percentage of their income should go toward the rent.

How can I nicely convince my girlfriend to have anal sex?

By using your words—your best noncoercive, nonthreatening, willing-to-take-no-for-an-answer words. And it will help if you tell her you’re willing to take it slow and willing to take turns.

My boyfriend of 1.5 years doesn’t feel it is “appropriate” to tell me he is in love with me. I want so bad to have our “I love you” moment. What should I do?

Say it to him—and if he doesn’t hit you with an “I love you, too,” then either he’s not in love with you, or he’s in love with you and knows how badly you want to hear him say “I love you,” but he won’t say it because he likes to torture you.

My partner discovered—with someone else—that she loves BDSM, including pain and humiliation. I’m trying, but she’s not impressed. What do I do?

Presumably your partner doesn’t love BDSM to the exclusion of all the hot vanilla sex she’d been having with you previous to this discovery. So instead of trying to be something or someone you’re not, let your partner enjoy BDSM with others while making sure you two maintain your sexual connection by continuing to explore your shared sexual interests.

Blair says all blowjobs should end with a swallow. Thoughts?

Blair is entitled to Blair’s opinion, but Blair isn’t the boss of blowjobs.

I’ve been with my partner for two years. We love each other and have no real issues—except family. I’m out of the closet to everyone in my life. My partner is, too. Her mom “accepts” her being gay, except around extended family. At family gatherings, her mom pretends my partner is heterosexual and interested in men, as if our two-year relationship doesn’t exist. Is it OK that I think this is not OK?

It’s OK that you don’t find this at all OK. But I’m curious what your partner thinks. Presumably your partner isn’t a houseplant—which means she must have feelings about this, and presumably she’s capable of communicating those feelings to her mother.

How do you introduce BDSM into your sexual relationship?

Suddenly and without warning—trust me, the element of surprise is crucial when it comes to kinky sex. Joking! For the record: You introduce BDSM into your sexual relationship by first initiating a conversation about your sexual interests, and if there’s interest on both sides, gradually and slowly introducing JV BDSM play into your relationship.

I ran into a co-worker at a fetish party, and he was wearing a “URINAL” T-shirt. Does that mean what I think it means?

It means you don’t have to leave your workstation when you need to take a piss.

Thanks to everyone who came to Savage Love Live in Seattle and Denver! Savage Love Live is coming to San Francisco (with Stormy Daniels!), Chicago, Madison, Minneapolis (with Stormy Daniels!), Toronto and Somerville. For more info and tickets, go to savagelovecast.com/events.

On the Lovecast, Dan chats with sex workers’ rights advocate Alex Andrews: savagelovecast.com.

This email address is being protected from spambots. You need JavaScript enabled to view it.; @fakedansavage on Twitter; ITMFA.org.

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Savage Love Live stormed into Revolution Hall in Portland, Ore. Comedian Corina Lucas absolutely killed it before our sold-out crowd; singer-songwriter Elisabeth Pixley-Fink performed an amazing set; and two lovely couples competed in our first (and most likely last) Mama Bird Cupcake Eating Contest.

I wasn’t able to get to all of the audience-submitted questions, so I’m going to power through as many as I can in this week’s column.

How do you handle it if your partner constantly apologizes during sex? “Sorry, sorry, sorry …”

With sensitivity tact, and compassion—and if none of that shit works, try duct tape.

Should I continue to have casual sex with someone I’m in love with?

If it’s casual for them and not casual for you, and they’ve made it clear it will never be anything other than casual for them, you’re going to get hurt—which I suspect you know. Now, if you think the pain of going without sex with them will be greater than the pain you’ll feel when they inevitably meet someone else and move on, by all means, keep fucking them. (Spoiler: the pain of the latter > the pain of the former.)

Best tricks for a quick female orgasm and how to keep yourself from overthinking it?

My female friends swear by a little legal weed, where available (or a little illegal weed, where necessary), and a nice, big, powerful vibrator.

My five-year relationship ended abruptly. Is there a time frame for getting over it?

Studies vary. Some have found it takes the average person 11 weeks; some have found it takes half the length of the relationship itself; some have found it takes longer if it was a marriage that ended. But don’t wait until you’re completely over it to get out there—because getting out there can help you get over it.

Besides a fiber-rich diet, what are your tips for a newbie to anal play? Size is a BIG factor, and it’s creating a HUGE mental block whenever anything goes near my hole.

Start small, e.g., lubed-up fingers and small toys. And don’t graduate from tongues/fingers/toys to someone’s big ol’ dick in a single session. Start small, and stay small until your hole’s dread at the thought of taking something HUGE is replaced by a sincerely held, quasi-religious belief in the absolute necessity of taking something huge.

What is the formula for getting comfortable farting in front of a partner?

Same as comedy: tragedy + time.

In the era of online dating, how do you navigate the people who think the grass will always be greener and have difficulty committing to truly building a relationship?

The expression “the grass is always greener on the other side of the fence” has its roots in a Latin proverb first translated into English in 1545—which means the sentiment predates dating apps by, oh, roughly half a millennium. But the “paradox of choice,” or the idea that people have a hard time choosing when presented with too many options, has certainly complicated modern dating. But too many options beats too few, in my opinion, and it certainly beats no options at all, e.g., deserted islands, compulsory heterosexuality, unhappy arranged marriages, etc.

Any advice for a 22-year-old woman who meets only sad boys who need a mom?

Your handwriting is such that I thought you wrote “sub boys,” and I was going to respond, “Enjoy.” But then I reread your question: sad boys, not sub boys. OK, if you’re meeting only one type of person, or all the people you’re meeting have a certain character flaw, either you’re seeking that type of person out—consciously or subconsciously—or you’re projecting your own shit onto that person. This is a case where the best people to ask for a gut/reality check are your actual friends, not your friendly sex-advice columnist.

How good are cock rings? I tried a stretch-rubber one, and it was just uncomfortable. Is it worth more time and research?

Cock rings are made from all sorts of different materials, and it’s important to find the material (rubber, metal, leather) and fit (snug but not too tight) that works for you. I definitely think you should experiment a bit before giving up—cock rings are great. And, hey, did you know there’s a Wiki page with a lot of good info about cock rings?

Will you be my sperm donor?

Well, that depends. Are you male, between the ages of 25 and 55, and (my entirely subjective notion about what is) hot? Then sure!

My partner wants me to move in with him and have kids. He also wants an open relationship and to be able to father children for other women if they choose to be single moms. I’m not comfortable with that. How can I express this without blocking him from getting what he wants?

By not moving in with him, by not having kids with him, and by not continuing to partner with him.

Why wasn’t semen designed to stay in a woman’s vagina? It always makes a terrible mess. I hate waiting for it to leak out of me.

I wasn’t around when semen and vaginas were designed—I’m old, but not that old—and I’m pretty sure they didn’t have a designer. I’m also guessing leakage wasn’t a problem until our ancestors began walking upright about 4 million years ago.

My mother-in-law had episodes of amnesia after orgasm in her 50s. Have you heard of this? WILL IT HAPPEN TO ME?

I have not! I HAVE NO IDEA! I have also googled this for you, and—holy shit—it’s a thing, and it has a name: transient global amnesia (TGA). Apparently, any form of strenuous exercise can trigger TGA. So don’t fuck; don’t run; don’t bike! Just sit still and you’ll be fine!

What do you think is the most needed focus of left activism in the United States today?

Most needed: defeating Trump and combating climate change. Most prevalent: relitigating the 2016 Democratic primary.

My mom finishes every call with, “God bless you.” I’m not a believer, but it’s not something we could ever talk about. I usually ignore it; sometimes I say it back; but it’s always awkward. What should I do?

You should sneeze.

Thanks to everyone who came out to Savage Love Live in Portland! Savage Love Live is coming to Seattle, Denver, San Francisco (with Stormy Daniels!), Chicago, Madison, Minneapolis (also with Stormy Daniels!), Toronto and Somerville. For more info and tickets, go to savagelovecast.com/events.

On the Lovecast, Dan chats with comedian Kate Willett: savagelovecast.com.

This email address is being protected from spambots. You need JavaScript enabled to view it.; @fakedansavage on Twitter; ITMFA.org.

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Let’s say my kink is edging, and I edge myself for a few days leading up to a date. Is it my responsibility to tell my potential partner?

There are a few variables here that are important to note. This is a first/Tinder date, and it’s just a coffee date, but she and I have talked about our expectations, and there will likely be a physical aspect in whatever potential relationship may ensue. I understand that it’s never cool to involve someone in your kink without their consent, but what are the rules here? On one hand, if I don’t divulge this information, I could see how my production of an unexpectedly large amount of ejaculate could be upsetting, depending on the circumstances/activity. But on the other hand, at least some amount of come is expected, right? If I randomly had massive loads every single time through no effort of my own, would I be responsible for letting a partner know? Perhaps it would be the polite thing to do. I guess I’d feel comfortable saying, “Hey, by the way, I produce very large loads,” if sex was imminent. But when you add the kink factor into the mix, I think something like that should be talked about before sex is “imminent.”

So what responsibility do I have to divulge this information? And if I do have a responsibility to divulge this, when would be the appropriate time to bring it up? I feel like it could be sexy to be so open about a taboo, given that we’ve already discussed the desire for a physical aspect to the relationship. But at what point between sex being “not off-limits” and “my parts are going to be interacting with your parts as soon as our clothes are off” is the right moment to disclose my kink?

What Ought One Do?

Let’s say … you blow that load. I can’t imagine your new friend will be shocked. Blowing loads, after all, is what men do* with their penises**, WOOD, and most people who are attracted to men are aware of this fact. And anyone who’s slept with two or more men is aware that some men blow bigger loads than others. Volume varies. Volumes vary between men, and the volume of an individual man’s loads can vary naturally or as the direct result of an intentional intervention, like edging.

Backing up for a second: Edging entails bringing yourself or being brought to the edge of coming over and over again. It’s about getting yourself or someone else as close as you can to the “point of orgasmic inevitability” without going over. Draw out the buildup to a single orgasm for hours or days—by edging yourself or being edged by someone else—and the resulting load will be larger than normal for the edged individual. But even so, an edged dude’s load can still be smaller than the load of a guy who just naturally produces more ejaculate.

In answer to your question, WOOD: No, I don’t think there’s a pressing need to disclose your kink to your date. If it gets sexual, she’s going to expect you to produce ejaculate at some point. And even if the load you wind up blowing is enormous, you’re not going to drown her or wash out her IUD.

Frankly, WOOD, your letter reads like you got baked out of your mind and sat up half the night trying to come up with an excuse to tell this woman about your not-that-kinky kink, and “I should tell her as a courtesy” was the best you could do.

If you want to tell her, go ahead and tell her. But since there’s no need to tell her that you sometimes like to stroke for a bit without climaxing, there’s a strong chance she’ll react negatively to your “courtesy” disclosure. Even if she’s made it clear there could be “a physical aspect in whatever potential relationship may ensue”—even if that’s not just dickful thinking on your part—she’s going to be scrutinizing you for signs that you aren’t someone she wants to get naked with. She’ll be looking for red flags at your first face-to-face meeting, and if you come across like a creep with piss-poor judgment—and a needless conversation about how much ejaculate you produce and why you produce so much ejaculate will definitely come across as creepy—then she may decide not to ensue with you.


I’m a queer man who usually tops with men. A bad first try at receiving anal at age 16 led me to not bottom for years. After seeing the looks of delight on my partners’ faces, I decided to give bottoming another go. I followed your advice—lots of lube and relaxation, a little weed—and tried lots of different positions and dick sizes. But no matter what, I never seem to get past the pain and into the pleasure zone. I enjoy being fingered and using a prostate massager, so I know my prostate is in there.

How many times should I try bottoming before I decide it’s not for me?

Twentysomething Into Glutes Had To Have Orgasms Lustily Elsewhere

There’s no set number of times a queer person has to try bottoming before deciding it’s not for them, TIGHTHOLE. A person—queer or straight—can make that call without ever having tried bottoming. An exclusive top who isn’t afraid of his own hole, i.e., a queer guy who enjoys being fingered and using a prostate massager, doesn’t have a hang-up; he’s just a guy who knows what works for his hole and what doesn’t. And that’s more than most people know.


A few days ago, someone broke into my house. Everything of value was taken—including my two dogs—but they left my clothes and stuff of that nature.

Last night, my boyfriend and I were getting ready to fuck, and I went to the drawer I keep all our sex toys in, and they were all gone. I’m not only upset because hundreds of dollars of toys were taken; I also feel violated. This person has not only violated me by coming into my home and taking things, but by taking something so personal and intimate. I survived rape and molestation by a family member who is in jail for his actions, so sadly, I know what it feels like to be violated. This has brought that violation back and makes me feel like that same vulnerable, helpless child I was so many years ago.

My boyfriend is being supportive, but I just feel so horrible and I do not know how to cope with this.

Thief Has Exhumed Family Trauma

I’m so sorry this was done to you, THEFT, and it’s perfectly understandable that this final violation—the theft of your sex toys on top of the theft of your other belongings and your dogs (!!!)—would dredge up painful memories of past sexual violations. I can’t offer you much beyond my acknowledgment of how awful this is and my sympathy. But if you’re having trouble coping, if you’re reeling from this, schedule a few sessions with a good therapist, someone who can help you process those feelings. I also think you should consider moving to a place that won’t be haunted by this violation, if possible, and your boyfriend should—when you’re ready—take you out and treat you to a few brand-new sex toys.

On the Lovecast, we got punked! Listen at savagelovecast.com.

* Not all men have penises; not all penises have men; not all men blow loads; not all loads are blown by men, etc.

** Not the only thing men do with their penises; some men don’t do that thing with their penises; some penis-havers don’t do that thing as men, etc.

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I’m a recently divorced single mom and full-time student. I’m really beginning to hurt financially and have decided to start working as an escort. I am at a point of great emotional stability, happiness and confidence—all reasons that led to my decision—and I’m surrounded by people who love me and won’t judge me. (Not that I will be telling most of them.)

I’ve been seeing a man who I like, but I’ve made it clear that I am not committed to him and can see him only once a week. I’ve explained that I don’t think I can ever be monogamous, and I do not want a relationship. He has struggled with this and told me early on he was in love with me. We have AMAZING sex, and I think this causes him to have a hard time understanding why I don’t want a relationship.

I do not want to tell him I am escorting. I feel the fewer people who know, the better. And I don’t know him that well, as I have been “seeing” him for only six months. I know he would want to know, and a huge part of me feels that the right thing to do is be honest with him if I am going to continue seeing him. I also know that cutting him loose would hurt and confuse him, especially without being able to give him a reason.

How do I handle this? What is the right thing to do? My site goes live in three days, and what’s keeping me up at night is not how best to verify clients; it’s what to do about the man in my life whom I respect and love, even if I am not in love with him.

New To Escorting

Let’s set the escorting issue aside for a moment. You don’t want the same things (he wants monogamy and a defined relationship; you don’t want any of that shit); you don’t feel for him the way he feels for you (he’s in love;, you’re not); and you’re a busy single mom and full-time student—all perfectly valid reasons to end a relationship, NTE. You aren’t obligated to tell him that something you were thinking about doing but haven’t yet done, i.e., escorting, factored into your decision to cut him loose.

While I definitely think people have a right to know if their partners are escorts, I don’t think people have an absolute right to know if their partners were escorts. So if the sex is really good, and you think there’s a chance you could one day feel as strongly for him as he does for you, and you’re planning to escort only until you get your degree, NTE, you could tell him you want to take a break. Explain to him that you don’t have the bandwidth for a boyfriend just now—kid, school, work—but you’re open to dating him after you’re out of school if he’s still single and still interested.


I’m a 30-year-old single monogamist, and I recently realized I’m bisexual. I feel much happier—except I recently crossed a line with a very close friend of mine, a man I’ll admit to having some romantic feelings for.

After he broke up with his ex, I started getting random late-night text messages from him. And a couple weeks ago, we hooked up sans penetration. We acknowledged that we both have feelings, but neither of us is in a good place. He’s still dealing with the end of his LTR, and I am only just coming out as bisexual.

I love this person, and our friendship is important to me, but I can’t stop thinking of the possibility of us being together. I’m confused by the timing, and I wonder if this is real or just something I’ve allowed to distract me—or both! Also, what would this mean for my bisexuality? I’ve been to this rodeo before—meaning opposite-sex relationships—but what about the part of me I haven’t fully explored?

Between Every Thorn Solitude Yearns

You describe yourself as a monogamist—so, yeah, entering into a committed relationship with this man would prevent you from exploring your bisexuality. And the timing feels off: He may be on the rebound, and you’re still coming to terms with your bisexuality. So don’t enter into a committed relationship with him, BETSY, at least not yet. Date him casually, and keep hooking up with him, with the understanding—with the explicit and fully verbalized and mutually consented-to understanding—that you will be “exploring” your bisexuality, i.e., you’ll be getting out there and eating some pussy.


I’m a 37-year-old woman married for eight years to a wonderful man. We’re happy and GGG to the point where his kinks have become my kinks, and vice versa. However, he loves anal sex, and I cannot do it. No matter how much lube we use or how slowly we go, it’s not just uncomfortable—it’s red-hot-poker-in-my-ass painful. Can you give me any concrete, practical advice to get to a point where I can enjoy anal?

Also: Do some women actually enjoy anal? After my experiences, I find that really hard to believe.

Beyond Uncomfortable Tushy Trauma

If you’re still interested in exploring anal after all those red-hot-poker-in-your-ass painful experiences—and you are by no means obligated to explore any further—focus on anal stimulation, BUTT, not anal penetration. Try rimming; try a vibrator pressed against your anus (not shoved into it); try running his lubed-up dick up and down your crack (across your anus, not into your anus); and try all of these things during masturbation, vaginal penetration and oral sex. Having a few dozen orgasms—or a few hundred—while your anus’ sensitive nerve endings are pleasurably engaged could create a positive association between anal stimulation and sexual pleasure.

It’s going to take some time to create a positive association powerful enough to supplant the negative association you have now—an association with echoes of regicide (google “Edward II and red hot poker”)—so your husband shouldn’t expect to get his dick back into your butt anytime soon, if he ever will at all. Some people, for reasons physiological or psychological or both, just can’t experience pleasure during anal intercourse. If you’re one of those people, BUTT, your husband will just have to grieve and move on.

As for the other question: I find it hard to believe that a woman could possibly enjoy, say, a Donald Trump rally. But some women do, BUTT, and we have video to prove it. The same could be said about anal.


I am a 30-year-old hetero woman. Any ideas on how a person can build up to healthy intimate relationships again while recovering from trauma? I’m afraid in normal sexual situations. How can I get to a point where I can have sex for fun and not in a way where I’m triggering my fight-or-flight response? Yes, I am seeing a therapist.

Traumatic Experience Nullifying Sexual Energy

Here’s an idea, TENSE, but please run it by your therapist before giving it a try: Find a guy you like, and propose a different kind of friends-with-benefits arrangement. You will be in charge—you will do all the initiating—and while he can say no to anything you ask, he isn’t to ask for or initiate anything himself. You set the menu; you make the rules; you give the orders. He’ll need to be someone you trust, and it’ll help if he’s someone who thinks following orders is sexy—and trust me, TENSE, those guys are out there. You said that normal sexual situations aren’t working for you … maybe an abnormal one would?

On the Lovecast, what evangelical Christianity does to women: savagelovecast.com.

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Savage Love Live at Denver’s Oriental Theater last week was epic. I fielded sex questions in front of a sold-out crowd; singer-songwriter Rachel Lark performed amazing news songs; comedian Elise Kerns absolutely killed it; and Tye—a token straight guy plucked at random from the audience—joined us onstage and gave some pretty great sex advice!

We couldn’t get to all the audience questions during the show, so I’m going to race through as many unanswered questions as I can in this week’s column …

You’ve famously said, “Oral comes standard.” How long before anal comes standard?

How does a week from next Tuesday grab you?


I enjoyed a great sex life with many kinky adventures until my husband died suddenly two years ago. I have insurance money and a house to sell and a dream of using the proceeds to become a sex-positive therapist. Crazy idea? Or something the world needs more of?

Judging by how many people tell me they’re having a hard time finding sex-positive, kink-positive, open-positive and poly-positive therapists, I would definitely file “sex-positive therapist” under “world needs more of.” Chase that dream!


How do you introduce your inexperienced-but-willing-to-try partner to BDSM?

By starting a two-person book club. Order Playing Well With Others: Your Field Guide to Discovering, Exploring, and Navigating the Kink, Leather, and BDSM Communities by Lee Harington and Mollena Williams; The Ultimate Guide to Kink: BDSM, Role Play, and the Erotic Edge edited by Tristan Taormino; and SM 101: A Realistic Introduction by Jay Wiseman. Read and discuss, and discuss some more—and when you’re ready to start playing, take it slow!


What resources are available—which do you recommend—to share with my male partner so he can improve (learn) oral sex? (Girl oral sex!)

Two more book recommendations: The Ultimate Guide to Cunnilingus: How to Go Down on a Woman and Give Her Exquisite Pleasure by Violet Blue; and She Comes First: The Thinking Man’s Guide to Pleasuring a Woman by Ian Kerner.


My boyfriend told me that women orgasm only 60 percent of the time compared to men. I said I want orgasm equity. How do I navigate his pansy-assed male ego to find a solution?

The orgasm gap—91 percent of men reported climaxing in their last opposite-sex sexual encounter, compared to 64 percent of women (so says the National Survey of Sexual Health and Behavior)—doesn’t exist for lesbians and bi women in same-sex relationships. So the problem isn’t women and their elusive orgasms; it’s men and their lazy-ass bullshit. A contributing factor is that women often have a hard time advocating for their own pleasure, because they’ve been socialized to defer to men. There’s evidence of that in your question: You want to navigate this problem—the problem being a selfish boyfriend who doesn’t care enough about you to prioritize your pleasure, who has taken cover behind the orgasm gap—but you want to spare his ego in the process. Well, fuck his precious ego. Tell him what you want, and show him what it takes to get you off. If he refuses to do his part to close the orgasm gap in your apartment, show him the door.


How do you prioritize sex with your partner when life gets so busy, and masturbation is so much easier? My fiancé is down for quickies sometimes but not always.

Forgive my tautology, but you prioritize sex by prioritizing sex. Scheduled sex can be awesome sex—and when you’re truly pressed for time, you can always masturbate together.


How do I come out to my family as a stripper? I’ve been dancing for more than two years and don’t plan to stop. Some of my family members are biased against sex workers, but I’m tired of keeping up the façade. (I told them I’m a bartender.)

It’s a catch-22: People are afraid to come out to their closed-minded families as queer or poly or sex workers or atheists, but closed-minded families typically don’t open their minds until after their queer or poly or sex working or nonbelieving kids come out to them. To open their minds, you’ll have to risk blowing their minds first. Tell them your truth, and stand your ground.


I keep having sex dreams about Kanye West. What does that mean?

You’re Mike Pence.


Am I doing society a disservice by dating an international drug dealer?

A sexually frustrated international drug dealer is arguably more dangerous than a sexually satisfied international drug dealer—so you may be doing society a service.


Can I want to be monogamous without any reasoning? My boyfriend would prefer to be in an open relationship, but I’m not interested for no reason in particular.

Speaking with a low-information voter is frustrating, because they can’t tell you why they voted for someone; speaking with a low-information fucker—someone who can’t tell you why they’re doing/screwing what they’re doing/screwing—is just as frustrating. It’s even more frustrating when the low-information/low-self-awareness fucker happens to be the person you’re fucking. It’s fine to want what you want—because of course it is—but you need to be able to share your reasons.


I dated a guy who said he was in an open relationship. We started working together on a podcast. I got irritated because after two months, he never did any preliminary research. When I pointed that out, he deleted all our work and blocked me on FB. Now he’s asking for some stuff he left at my place. Do I give it back?

Yep. As tempting as it might be to hold on to his stuff or trash it, that just keeps this drama alive. If you keep his stuff, he’ll keep after you for it. If you trash his stuff, you’ll have to worry about the situation escalating. If you want him out of your life and out of your head, put his crap in a bag; set it on your porch or leave it with a neutral third party; and tell him when he can swing by and get it.


How clean should a bottom be? A little bit of shit is kinda expected, isn’t it? I mean, you are fucking an ass, right?

My expectations for sterling silver, crystal stemware and fuckable ass are the same: I want it sparkling.

Zooming out: One doesn’t have anal sex with an ass full of shit for the same reason one doesn’t have oral sex with a mouth full of food—it’s going to make a mess. Making sure your mouth is empty is easy, of course, but it’s not that difficult to empty or clean out an ass. Also, a good, fiber-rich diet empties and cleans out the ass naturally. Yes, you are fucking an ass, and shit sometimes happens. The top shouldn’t poop-shame the bottom when it does happen, and the bottom doesn’t need to have a meltdown. It just means you need to pivot to some other sexual activity—after a quick cleanup restores the sparkle.

On the Lovecast: A study of asphyxiation. Spoiler: Don’t do it. Listen at savagelovecast.com.

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Background: I, a 21-year-old male, enjoy receptive fisting. I’ve also had constipation problems all my life.

Question: I saw my doctor recently, and he tried to link my enjoyment of anal sex to my constipation. (Granted, I didn’t tell him EVERYTHING I do down there.) My understanding was that there was no causal relationship, assuming no serious injuries occur.

Is there something I don’t know? Was my doctor just trying to be helpful?

Fearing Inner Sanctum Tarnished

“There are many myths about anal sex, but this is the first time I’ve heard this one,” said Dr. Peter Shalit, a physician in Seattle and a member of the Gay and Lesbian Medical Association.

It’s also the first time I’ve heard anyone associate fisting with constipation—typically when fisting is mentioned in the same sentence as constipation, FIST, it’s as a cure. But it’s a myth that fisting cures constipation, of course, along with anal sex being inherently dangerous.

“Fisting is a safe activity, provided that both the top and bottom are sober at the time,” said Dr. Shalit. “It does not cause damage or constipation or any other type of bowel problem. The same applies to other anal sexual activities, including anal receptive intercourse (getting fucked) and use of toys (dildos, vibrators, etc.) for anal stimulation—again, assuming this is voluntary on the part of the bottom, and that both partners are not under the influence of mind-altering drugs during sexual activity.” (For safety’s sake, of course, buttfuckers should use condoms, and gay and bi men get should get on PrEP.)

While many people engage in anal play while under the influence of drugs or alcohol, and most emerge unscathed, uninfected and un-constipated, FIST, getting fucked up before fisting is not a butt-sex best practice. A fucked-up top can quickly become an out-of-control top, and a fucked-up bottom can be numb to feelings of discomfort that mean “slow down,” “stop and add more lube” or “stop altogether.”

Despite the fact that millions of people safely engage in anal play, many people believe that anal play does irreparable harm to the anus—or the soul—and that sadly includes many doctors.

“There is a misconception that these activities can cause damage by stretching or tearing the tissue, when actually the anus is very elastic, and much of the ‘permission to enter’ actually involves intentional relaxation of the muscles by the bottom” and not force applied by the top, Dr. Shalit affirmed. (The top applies gentle pressure; the bottom breathes, relaxes and opens up.)

“If a person suffers from constipation, that should be addressed as its own problem and not blamed on any type of anal sexual activity,” said Dr. Shalit. “In addition: For obvious reasons, it’s not fun to bottom if you’re constipated, so it would be good to have this problem evaluated and treated by a nonjudgmental health-care provider who understands that anal penetration—by fist, penis or dildo—does not cause constipation.”

Finally, FIST, your doctor was misinformed, which is not helpful. If you don’t feel comfortable telling your doctor EVERYTHING you’re doing “down there,” you can find a new doctor—one you can breathe, relax and open up to (in a different way)—under “find a provider” at GLMA.org.


I’m a 35-year-old straight male, engaged to my girlfriend of eight years. While we have a good sex life, she often won’t let me finger or lick her. When she does, she enjoys it and easily climaxes while receiving oral sex. But her higher brain functions get in the way, as she has internalized our culture’s body shaming. She has likened me “sticking my nose down there” to “sticking my head in the toilet.” Whenever I sexy-talk about licking her, she reacts with a mood killing “eww.” But she says she would enjoy it if she could let me. I can’t make heads or tails of it! When we have sex, she cuts foreplay short and gets straight to penetration. Since her pussy is not yet fully aroused and wet, we use lube, and I climax long before she does. She feels pleasure and moans, but she really does not value her own orgasm. But I do, and I miss seeing her climax!

I wish I could help her overcome her body issues—but when I “use my words,” she feels pressured and can’t relax. I am at a loss. Please help!

Loves Inhibited Carnal Killjoy

You could go with a grand, romantic and slightly demented gesture, LICK: Clean the toilet, and then stick your head in it to make a point about cleanliness making all the difference—and since the vagina is a self-cleaning organ, and your girlfriend showers (so her labia, clit, taint and butt are clean), you should be able to stick your nose down there.

Or you could use your words—but don’t use them when you’re about to have sex, LICK. Do it at a neutral time (a time when you can’t have sex), so she doesn’t feel like you’re attempting to initiate by raising the subject. First, ask her if she enjoyed oral when she allowed you to go down on her. (Remember, the fact that she climaxed isn’t proof that she enjoyed it. Her orgasm is a physiological response; her pleasure is a combo of psychological responses and physiological responses.) If oral is pleasurable for her when she can allow you to go down on her, figure out what was different about those times. Had she just stepped out of the shower? Was she a little tipsy or high? Did you go down there without asking, which didn’t give her higher brain functions/inhibitions a chance to kick in? (Please note: Not asking isn’t an option for new partners or new moves.)

If you can figure out what worked and why—freshly showered, mildly buzzed, no questions asked—you won’t have to stick your head in the toilet to prove a point.


My boyfriend and I just got back from Berlin, and we had a great time—until the last night. There was a dark room in the basement of this gay bar, and my boyfriend wanted to check it out, and I did not. We are monogamous for now—I’m open to opening things up down the road—and I didn’t see the point of going down there. I told him that drunk in a gay bar at 3 a.m. wasn’t the right time to open up our relationship, and he angrily insisted he wasn’t trying to do that. But if we’re monogamous and want to stay monogamous, why go into a dark room at all?

Dude Into Monogamy

If it was your boyfriend’s intent to reopen negotiations about monogamy while horny men circled you in a dark room, DIM, that wouldn’t be OK. But it is possible for monogamous couples to enter sexually charged environments like dark rooms, sex parties or swingers clubs and emerge with their monogamous commitments intact. It’s advisable, even—or at least I’ve advised monogamous couples who want to keep things hot to visit those kinds of spaces. Go in for the erotic charge; soak it up; and plow that energy into each other.

So next time, go down there. You might have to bat a few hands away, but once the other guys realize you two aren’t there for anyone else, they’ll turn their attentions to others who are.

On the Lovecast, poly expert Cunning Minx: savagelovecast.com.

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