I found this in an online sex ad: “Straight guy with an addiction to massive cocks in my ass.” This “straight guy” went on to mention his girlfriend. Can a person really identify as straight while wanting to be fucked by men? I understand that straight guys can like ass play too, but it’s not like he wants to be pegged by his girlfriend or use a dildo on himself. He’s straight-up (heh-heh) looking for hung dudes to fuck his ass.
I’m a straight guy in my 30s dating a woman in her mid-20s. We’ve been together for a year, and I’m crazy about her. In love, even. She’s gorgeous, sweet, kind, loving, and very sexual. She’s perfect. In her late teens and early 20s, she had a wild sex life. She attended sex parties, had loads of NSA hookups, sexted with random guys she met online, etc. She revealed this to me slowly and carefully out of fear that I’d look down on her, but what she didn’t know is that I have an intense cuckold interest.
When I was 15, I had a three-month-long sexual relationship with a 32-year-old woman. She was a friend of the family, and my parents were going through a divorce. I stayed with her for the summer, and she initiated a sexual relationship. Looking back, I can see that she had been grooming me. We used to have conversations online and via e-mail that were very inappropriate considering our age difference. The relationship ended when I went home, but she remained flirty. As a 15-year-old, I had a hard time sorting out my feelings for her, but we remained in contact.
While I typically encourage people to keep their questions brief, it is possible to be too brief, NH. But I’ve gotten so many questions from wannabe cuckolds with wife issues over the years that I’m going to hazard a series of guesses and take a shot at advising you…
I have been reading your column for years, Dan, and now I’m writing you for the first time to ask for a favor. I met this dude online in December and I felt like we had a good connection. He “dumped” me, though, because he was busy and was going through career shit and lived halfway across the country from me. I think a dude telling you he’s too busy for you is bullshit—because boobs—so I encouraged him to tell me the truth. He insisted he wasn’t shining me on: Busyness and career shit and distance were the truth, he said.
My father is 65 years old and has been a devoted husband to my mother who has been battling a medical condition for the past 30 years—a condition that prevents her from engaging in sexual activity of any kind. He has not had sex in all this time and is desperately frustrated. He’s not internet savvy—quite the opposite—and has taken to calling me across the continent from Michigan to ask for my help in getting him laid. At first, I just thought it was gross.
My 15-year-old son has been watching sadistic porn—and ONLY sadistic porn—for a couple of years. He also tells us (husband and me) that, though he’s not had sex (which he defines as penetration), he’s had oral sex, handjobs, etc., and that he didn’t “flash on” violent images at those times. But he says he thinks about this type of porn all the time—all day, every day—and fantasizes about doing sadistic things to the girls he dates. This all came out as we started having conversations about respect and dating!
My husband and I are a straight couple in our early 50s, and we’ve been married for more than 30 years. We were raised to wait for sex till we got married—this was back in the early ’80s—and we did. Our wedding night was pretty disappointing since neither of us knew what we were doing. He got off, but I didn’t. We both assumed that there was something wrong with me, because he didn’t have any problem coming, right?
I have a dildo that I loooooove, and I was wondering if it’s safe for me to use it in both my ass and my cunt. I would clean it in between uses/orifices, of course, and it has a flared base, so it’s safe for anal play. Can I do this or do I need to get separate toys for ass and cunt?
I’m a straight 18-year-old girl in my first sexual relationship. Things are a little awkward, and I could chalk it up to inexperience, but here’s what I feel conflicted about: I have a vore fetish. It was a fascination for me as a young child and became a sexual thing around the time I hit puberty. I’m wondering now whether this is something I need to get off. It works well when I’m on my own, but I always thought “regular stuff” would work too once I was actually getting some.
My fiancée is extremely bothered by me looking at porn. It revolves around insecurities that have gotten so bad that even other girls bother her. (We can hardly go to a beach anymore.) I don’t have any weird relationship with porn—no addiction, no violent stuff, and I look pretty infrequently. She acknowledges that it’s a normal thing but is unable to get past it. She has gone through two counselors on her own, and we have gone through two couples counselors.
What is your stance on maintenance sex? I’d never thought about the issue until reading Amy Poehler’s new memoir. I didn’t find anything she said controversial, and was surprised when this quote blew up in the feminist blogosphere: “You have to have sex with your husband occasionally, even though you’re exhausted. Sorry.” I’d never realized many people firmly believe one should have sex with their partner only when they are in the mood! Some articles even made it sound like maintenance sex is a form of nonconsensual sex.
I’m a short guy and I need advice. I don’t want a small paragraph’s worth of advice, like you gave “Below Their League” a few years ago. I need advice beyond “Women like men taller than them, get over it!” I get it. I’m short (five foot two), and most women are taller than me. And women like tall dudes just like I like slender women. Fat women may have it hard, but at least they have their fans and their own sex-object abbreviation: BBW. But where can a short guy go to feel appreciated?
We just did a live taping of the Savage Lovecast at Seattle’s Neptune Theatre. Audience members submitted more questions—anonymously, on index cards—than we could possibly answer during the Q&A segment of the show. So I’m answering some of the questions we didn’t get to in this week’s column. Here we go:
My partner wants me to pee on him. I’m not so into it. Now what? Should I do the “one and done” thing or put it on the big “no way” list?
I have been insecure about the way my vagina looks for as long as I can remember. When I was young, I would fantasize about the day I would grow pubic hair long enough to cover its unsightliness. That day never came, and I was left with an enormous insecurity about it. My labia minora is oversize quite a bit. I know that this is not uncommon, but its unattractiveness holds me back from receiving oral sex. I don’t even let my long-term boyfriend go down on me because I’m afraid he’ll think it’s gross and ugly.
I am a bi male in my early 20s who until recently was in the closet. I have been exploring my sexuality for the past year, and I didn’t want to label myself and open a Pandora’s box of oppression in the American South before I knew who I was for sure. I learned through my exploration that I have a few kinks and I have been acting on those kinks, seeing what I am and am not into. I may have been too trusting, because someone I interacted with decided that he was having none of me.
I am a 30-year-old trans guy, on T since college, happy and comfortable with my sexuality. However, I can’t find any helpful health info on a fetish I’ve developed: I insert needles directly into my clit, maybe an inch and a half in. I’m not talking through it, like a piercing, but into it, going in at the head and moving down into the shaft.
I’m a pretty quiet Midwestern woman currently wracked by a guilty Catholic conscience. My last boyfriend and I were in an open, long-distance relationship. We were together for a year and a half, and things were great fun. We considered each other our primary partners, but I met his other partners and felt fine about most of them, and I got to have some fun playtime back in my own city. Then I finished grad school and wanted to talk about moving to his city. He simply refused to have that conversation, and we broke up.
Is this even Dan? Probably not, probably an assistant, but maybe this will eventually get to him. I have a spanking fetish. I love to be spanked. I live in Oakland, California, so San Francisco is 10 minutes away. Seems like I’m in one of the best places in the country to have a kink, but I’m having a hard time figuring out where I can find a spanking community. I know there are BDSM clubs, but is there another way I can connect with spanking people? Any suggestions or resources?
My son is 15 going on 16, and he’s been experimenting with masturbation. At the moment, I pretty much just think fine, whatever, he’s a teenager, there’s very little I can do about it. So long as he doesn’t get porn-obsessed and start letting his grades slip, it’s fine. The issue is that, a few months ago, his younger sister found one of her tampons in the garbage, and it was covered with poop.
I’m a twentysomething married trans guy in an openish marriage. In the online hunt for a guy to have some aboveboard, under-the-sheets fun with, I run into snags because I’m trans (I disclose on my profile) and because I’m married. I’m baby-stepping my way toward an offline search for guys, going to events hosted by the local gay pride center. I’ve been thinking of not wearing my wedding ring at these meet-ups, as I worry it says I’m taken and off-limits.
Four years ago, I met a man on a “married but looking” website. We exchanged fantasies, which included wanting to have threesomes and a D/s relationship. He was 19 years my senior. I was 42 at the time. For three years, we met twice a week for drinks or sex. The sex was amazing. We had several threesomes. One year ago, we separated from our spouses. We have lived together now for four months. It isn’t what I imagined: the merging of kids and dogs, a D/s relationship turning vanilla. And due to some health issues, he can perform only once a week.
I’m 25, I’m virgin, and I find it quite difficult to relate with girls. My main problem is I can’t accept my sexuality. I’m into fetish SM. But it seems like there are two parts of me. The first part of me wants to lick women’s feet and be humiliated. The second part of me can’t accept the first part and only wants to love and be loved by a girl.