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Savage Love

I’ve been dating a nice guy for a month or so. Sex is good, and we’re faulty compatible in other ways, too. He told me he likes to wear diapers. He said he doesn’t want me to do it with him, but that every once in a while he likes to wear them because it makes him feel “safe.” He said that this odd behavior isn’t sexual for him, but I have trouble believing him. I’m not sure how I feel about this. He also said that it embarrasses him and he wishes it wasn’t something he needed.

I’m a 33-year-old straight guy with a small dick. I have a girlfriend of seven years. When we met, I was really insecure and she had to spend a lot of time reassuring me that it didn’t matter—she loved my dick, sex with me was great, it was big enough for her, etc. I broke up with her once because I didn’t think she should settle for someone so small. After some hugely painful nights and another near breakup, we are in a good place now. We have lots of great vanilla sex, we love being together, and we recently got engaged.

There’s this boy—he’s 29; I’m 46 and female. We met when we were 23 and 41. I was not and am not into little boys. The Kid chased me, and I turned him down for months—until I got drunk one night and caved. It was supposed to be a one-night stand, but it isn’t anymore. We’ve never been “together,” because the Kid wants kids and happily ever after and all that horseshit, and I don’t (and I’m too old even if I did).

I am a 40-year-old woman; I came out when I was 16. When I was 17, I met M and we dated for eight years. M was a horrible human being—emotionally and occasionally physically abusive. M still sends me the occasional (creepy) e-mail, wishing me a happy birthday or giving me updates on people I don’t really recall. I don’t respond. A few years back, I got an e-mail saying that M was now “Mike.” I think it’s important to use the pronouns people want you to use for them. But Mike wasn’t Mike when he was in my life.

Over the years, I have consumed what I believe to be an average amount of porn for a 44-year-old hetero guy. I have never paid for it, and I am now facing a troubled conscience for that fact. I could obviously just subscribe to some site or other now, but that would benefit only one company and/or set of performers. Is there a Dan Savage–approved charity relating to the adult film industry to which I could donate?

Seeks Penance And Needs Knowledge

Straight male, 48, married 14 years, three kids under age 10. Needless to say, life is busy at our house. My wife and I have stopped having sex. It was my decision. I get the obligation vibe combined with a vanilla sex life, and it just turns me off. We’ve had many conversations about it and we want to find a balance. But it always defaults back to infrequent and dull, making me frustrated and cranky. For the past two months, I’ve tried to just push sex out of my mind. We live mostly as parenting roommates.

I’m a 31-year-old straight woman. I have a good job, great friends, and average attractiveness. I’ve dated close to 30 men at this point, and I can’t wrap my head around this: I’ve never had a boyfriend or dated anyone for more than a couple months. It’s really starting to wear on my self-esteem. I don’t believe anything is wrong with me, but the more time goes on, the more I think I have to be doing something wrong. The guys ghost me or things fizzle out or we’re not at the same point in our lives.

I am a trans man and I have no love life. But I did just hook up with a friend two nights ago. It was the first time I’ve had sex in more than a year. My problem is that it was a “one-time thing.” I was hoping to be FWB at least. I’m furious with myself for giving that away for what amounted to a hookup, and thoroughly sorry for myself for it being a “one-time thing,” because it nearly always is. I feel thoroughly unlovable and dejected right now. I was raised a Boston Irish Catholic, and I have PTSD from my parents being difficult.

I’m a 49-year-old gay man. I’ve become friends with a 21-year-old straight guy. He’s really hot. He’s had to drop out of college and return home. I know he needs money, as he hasn’t found a job yet and has resorted to selling off old music equipment. I would love to have some sweaty clothes of his, namely his underwear, but I’d settle for a sweaty tank top. Is it legal to buy someone’s underwear? He’s a sweet guy, and I don’t want to freak him out by asking something so personal. How do I broach the subject?

I am a twentysomething, straight, cis-female expat. How long do I have to wait to ask my German lover, who is übersensitive about the Holocaust, to indulge me in my greatest—and, until now, unrealized—fantasy: Nazi role-play? He is very delicate around me because I am a secular Jew and the descendant of Holocaust survivors. (Even though I’ve instructed him to watch The Believer, starring Ryan Gosling as a Jewish neo-Nazi, to get a better grasp on my relationship with Judaism.

I was honored to speak at JCCSF—Jewish Community Center of San Francisco—last week as a part of their “Uninhibited: About Sex” lecture series. The audience submitted questions on cards, which were ably put to me by Jourdan Abel, who was wearing a wonderful uterus-themed sweater. (Check out my Instagram account—@dansavage—to see Abel’s sweater!) Here are some of the questions submitted by the uninhibited JCCSF audience that Abel and I didn’t manage to get to during our conversation.

 

I’m a 24-year-old male, married three years, monogamous. My wife and I are religious and were both virgins when we got married. I’m sexually frustrated with two things. (1) How can I get her to give me oral sex? (She has never given and I have never received oral sex. I regularly give her oral sex.) She is afraid to try it, saying she’s not ready yet. About every six months, I bring it up and it leads to a fight. She is a germophobe, but I think she believes fellatio is done only in porn.

I’m a 27-year-old, feminist, conventionally attractive, straightish, GGG woman. Over time, my tastes have changed, and now I find myself more of a kinkster. A few years ago, my desire for kinkier sex and my willingness to take a chance came together in a mutually beneficial, exciting D/s relationship. I’ll be honest: I wasn’t as smart as I could have been. I met this guy on Tinder, and after verifying his identity, I told some friends where I’d be and I met up with him.

I’m your average straight 42-year-old white guy. Married for a little less than a year (second marriage for both). We have an active sex life and are both GGG. My wife wants to be forcibly fucked — held down and raped. Normally I’d be all over this because I do love me some rough sex. My issue: She told me she was traumatically raped by a man she was dating prior to me. All I know is that it involved a hotel room and him not stopping when she said “no.” So for now, I play along, but I know I’m not taking things as far as she’d like.

Are you incapable of concision? Your answers are too long! You blather on, often rehashing the problem (unnecessary!) before giving four words (at most!) of (rarely!) useful advice. I’ve heard you say you have to edit letters down for space. Try this instead: Edit yourself! I want more of the letters—more from the people asking questions—and less of YOU.

Keep It Short, Savage, Expressed Sincerely

Feedback is always appreciated, KISSES.

 

Gay, thirtysomething male in DC. My boyfriend of three years has been acting strange—not taking his antidepression meds, says he’s feeling weird. He has withdrawn from me, sleeps 15 hours a day, and has been canceling on commitments to socialize with friends. That I am fine with—he’s blue and I get it. Here’s why I’m writing: He was doing an online crossword, and when he got up, I was going to write a message in it—to be funny and sweet. What I saw messed me up. There was a browser window open about meth and depression.

My new girlfriend blurted out that she had a cuckolding past with her ex-husband. She says her ex badgered her into arranging “dates” with strangers and that he picked the guys. Her ex would then watch her having sex with a guy in a hotel room. The ex only watched and didn’t take part. I am really bothered by her past. She says she did it only because her ex pressured her into it and she wanted to save her marriage, so she agreed. But I suspect she may have enjoyed it and may have been testing me to see if I wanted to be a cuck. What should I do?

Gay male in my late 20s. I recently ended things with a guy. Our relationship started as a strictly sexual one. We’re both involved in the kink scene in our city and have interests that align in a particularly great way. Quickly it became clear there was a real connection. The next two months were great! I had a toothbrush at his place within three weeks. But early on, I noticed that he was a much more extroverted person than I was. He would laugh loudly at movies, work the room at parties, say things about kink in the middle of crowded restaurants. I prefer to blend in.

A large crowd braved a snowstorm to come out to Savage Love Live at Boston’s Wilbur Theatre last week. Questions were submitted on index cards, which allowed questioners to remain anonymous and forced them to be succinct. I got to as many of them as I could over two long, raucous, boozy hours. Here are some of the questions I didn’t have time for in Boston…

 

What do you think of poop play?

I think of it rarely.

 

How long should I keep my partner locked in male chastity?

Down to business: Christmas came and went, and every present I bought for my extraordinary husband could be opened in front of our children. He deserves better, and I have a particular gift in mind for Valentine’s Day. My husband has expressed an interest in sounding, something we’ve attempted only with my little finger. He seemed to enjoy it! But the last thing I want to do is damage his big beautiful dick. So is sounding a fun thing? Is sounding a safe thing? Recommendations for a beginner’s sounding kit?

I am no longer sexually active, but I have a significant collection of sex toys from earlier years. I’m thinking of getting rid of most of them, and it seems such a waste for them to end up in the landfill. What’s an environmentally responsible way to dispose of dildos? I wish there was a place I could donate the dildos where they could be used again. Many of them are quality silicone types, they’ve never been used on a person without a condom, and they’ve been thoroughly cleaned.

As a queer man of color—I’m Asian—I feel wounded whenever I am exposed to gay men in New York City, Toronto, or any city where white gay men dominate. Gay men, mostly whites and Asians, reject me because of my race and no one admits to their sexual racism. I understand that sexual attraction is subconscious for many people. But it is unfair for a gay Asian like myself to be constantly marginalized and rejected. I fight for gay rights, too. I believe in equality, too. I had the same pain of being gay in high school and the same fears when coming out.

I’m a 45-year-old straight male. Politically and socially, I consider myself an ardent feminist. There is nothing I enjoy more than giving a woman an orgasm or two. I’m very GGG and will cheerfully do whatever it takes. Fingers, tongue, cock, vibrator—I’m in. If it takes a long time, so much the better. I’m okay with all of that. Now and again, though, I really like a quickie, a good old-fashioned “Wham, bam, thank you, ma’am!” The only ladies I’ve found willing to engage in those cock-centric acts are sex workers.