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Hiya Captain,

I wrote in a while ago with a fairly incoherent question of the “I think I’m maybe asexual but I already got married with the usual implicit understanding that sex would be part of the relationship” variety with a hefty side of “what is wrong with me and how do I not be this way” and other identity issues… I’ve kind of come to grips with the reality that, my personal label issues aside, the kindest thing to do is accept that sex is something that will not be happening for the foreseeable future and figure out how to move forward with the practicalities of making this marriage with a man I love less of an extremely unsexy anxiety limbo.

My desired outcome: husband and I stay in our loving partnership, he gets his sexy needs met with a sexy friend (or a few sexy friends?), I stop feeling utterly horrible and like I’m holding him against his will in my frigid financial clutches (Ed. note: LW is the breadwinner right now), everyone wins. Now how do I start making that happen? I need a script to bring this up with my husband, that regardless of our history this is how things are now, and I love him dearly and want his sexy needs to be met however he feels comfortable… just, y’know, not with me.

I also feel like I should have at least a few initial strategies for how to find him a low-stakes sexy playmate (OKCupid? Craigslist? How does Tinder even work?), since pressure to make friends or otherwise put himself out there socially is a huge anxiety trigger for him. I don’t want to micromanage him through the entire thing (I’ve thought a LOT about what my boundaries would be for this), but it would be nice to be able to approach it with “look, this doesn’t need to be so fraught, people do this all the time, here are some options for finding someone.” He’s my first and only partner, and we met in college, so I’m a little inexperienced in the “arranging casual sexy things as an adult” arena.

How do I negotiate all this?

— Ace Wife

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Hey there Captain-

My roommate-BFF has heard me have sex. Multiple times (to clarify: we have separate bedrooms in an apartment). I enjoy sex that sometimes involves some/copious spanking, slapping, or flogging, so I’m especially sensitive to the fact that some people just Don’t Want To Hear It. My two previous girlfriends were super aware of her disinterest in overhearing us, and the dudes I currently sleep with have been informed, and everybody kind of agrees, “well, yeah”. We (the sex havers) basically do one of three things: we have super quiet, no spanking/slapping/flogging sex; we wait till roommate goes to sleep; we do not have sex and/or go somewhere else (if an option, I’m usually at a partner’s place 50% of the sextime).

I could handle doing all three of these things in combo, but- the quiet sex sometimes doesn’t work, apparently, because my roommate will come tell me as I’m headed to the bathroom after a super quiet whispery sex session that she heard us. Which has resulted in me crying to my partner, who assures me I was very quiet indeed, and it feels silly writing it, but I’m crying because it’s just frustrating, to think you’re trying your best but you’re clearly not, cause sex noises. It’s also frustrating because we usually tend to try some quiet sex after waiting around for a bit to see if my roommate will go to bed.

Which is the other issue- I don’t think she sleeps? She has a very weird schedule of waking up/sleeping, and just finished school and doesn’t work, so is free to nap during the day. She finally saw a doctor and therapist in the past year, and is now on anxiety meds. Yay for her! I am really happy she is taking control of that stuff and doing good work towards getting better (having been hospitalized multiple times for depression/suicide and BPD, I empathize deeply). But her sleep schedule is still fucked. And as a result, I’m not getting fucked. It’s exhausting waiting around to see if she’ll fall asleep, deciding not to do the sex, and waking up to pee at 4am and seeing her sitting at her desk wide awake.

To be honest, writing it out makes me feel like this is such a silly problem. But it’s impacting a part of my intimate relations with people, which is a part I enjoy very much. The inverse of this problem has never happened in two years cohabiting – I go to bed between 11-11:30, take sleep meds that conk me out good, and use a sound machine. I’m tired (literally) of waiting up past my bedtime to see if my roommate maybe will fall asleep soonish and my partner and I can get down to business.

My question: am I way out of bounds to sit her down and say, “listen, I love you, but after 12am, any sex noises you hear from my room are not be reported on. After 12am is sex time. You can sex up your awesome boyfriend, I can sex up my partner du jour, whatever, but if you overhear something, you don’t gotta say something. Also please talk to your doctor about your wonky sleep schedule if it is not working for you.”? Or is this the worst idea?

-Sex (Not) Having Lady

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Once a month I try to answer the things that people typed into search engines to find my blog as if they are questions. It’s an exercise in mixed results.

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Hello Captain!

Here’s a few things about me to help you understand my story. I am 23, a virgin, and have never had a romantic relationship with a man besides a date.

A few weeks ago I recently went for a night out drinking with three guys that I work with. One of whom, Greg, I invited along because I’ve had a slowly developing crush on him for the past few months and wanted to hang out with him outside work. The night was fun, but took a different turn than I expected once Greg started getting really drunk. We’d flirted earlier in the night, but once he was drunk he started hitting on another girl, clearly hoping to go home with her. She ended up leaving and when I approached him to say he should get home he asked me if I would go with him and sleep with him. I told him no because he was really drunk, but said I would give him a ride home. On the way he started talking about how it’s better to remain closed off because he’s opened up in relationships and put in a ton of effort and only gotten hurt, but wasn’t sure why he was telling me this because nothing would come of it. When we got to his house he invited me in and we talked for a while before we kissed. We started making out eventually and he asked me to spend the night. I did, but we didn’t have sex. The next morning was awkward, neither one of us saying much, and we agreed to just see each other at work.

The following week we had a discussion about it at his place and he said he didn’t want a relationship. I told him I’d like to get to know him better and to try to be friends and he agreed. We spent the night talking and watching movies and I slept over again, though nothing physical happened. A few days later he sent me a flirty text and we spent the night flirting, agreeing to meet up again. I went over later in the week and we talked, watched movies, made out (I initiated it), and played chess until 5 in the morning and I spent the night again.

This last week we’ve had conversations via text about personal things, getting to know each other. A few days ago we had another work outing at a bar and each of us said how it was a possibility we would go home together again. As we left the bar he texted me to say I should come over if I wanted, so I did. At his place he shared personal things with me and eventually we went to his room. We almost had sex, but I stopped it. He respected my decision, but I think he was upset and we did other stuff (which I enjoyed) without actually having sex. I wanted to have sex with him, but wasn’t sure if I should because we’re not dating and he doesn’t want to date me. He said he hasn’t fooled around with anyone besides me in a year and half, but said that we’re not exclusive, which definitely bothers me.

When I asked him what he would call us he said that we’re friends and that he is someone I can talk to about anything I want if I need to. He did however say that he doesn’t form emotional connections, which is confusing because it seems like that’s what we’ve been doing. I am a major overthinker, something he knows and has been trying to help me with. I struggle with opening up to him because I’m afraid of what he’ll think and he has been really great with trying to let me know I can share things about myself with him. He’s been very open with me.

We’ve left things saying that we’d like to keep doing what we’re doing because it’s fun and he told me I “shouldn’t ruin a good thing with my overthinking.” I want to enjoy this without obsessing about it too much, but I’m not sure how. My questions are:

Should I just relax and enjoy this despite the fact I want it to be something more?
Does Greg seem like a good guy?

Thank you for reading!

Sincerely,
Confused Overthinker

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Hello Awkwardeers,

I recently got back in touch online with an old friend who I am genuinely excited to be reconnecting with after more than a decade. I knew him when we were both in our late teens. He was fun to be around, but a mutual (male) friend described him as “needy.” I was glad to hear that this characteristic of his was not just in my head, and that he made this impression on men too. He had this way of making you feel really bad when you said no to him; it’s not that he would pressure you, exactly, but his disappointment would become this entity that lived in the air between you and him. I don’t know how else to describe it. Despite this quirk we were good friends; he obviously had a thing for me, but he was one of those dudes who obviously had a thing for all of his female friends. (I should mention that he never used the Disappointment Monster to try to get sex; he was more of a generic attention vacuum.)

Through Facebook I know that he is now openly poly and involved in kink and tantric sex communities and that sex is very important to him. And that is great! I don’t think people should feel bad about being open about their sexuality! But.

As we’ve been reconnecting, we’ve done a bunch of discussing what is going on in our lives, and he brings up sex, briefly, all the time. Like, the list of what he’s been up to lately is sex and work and hobby X. I tend to just ignore it (“hobby X? I love hobby X! Let’s talk so much about hobby X!”), but it still makes me vaguely uncomfortable; I’m significantly more private about my sexuality. I can’t tell whether it would make me uncomfortable if anyone were to work sex into every conversation, or if it specifically has to do with the Disappointment Monster and his history of wanting more from me, or both. I think to him, sex is not only something that he likes to do / talk about, but a big part of his identity in a way that it isn’t for me. I’d feel bad telling a friend not to talk to me about their (non-sexual) interests, and of course I wouldn’t ask a friend who was a sexual minority to “stop shoving their sexuality in my face.” (I realize that the situations are not exactly analogous, but I worry that essentially that’s the kind of bigoted request I’d be making if I tried to set some sort of boundary in this area.) He isn’t pressuring me for anything– we don’t even live in the same city. The thought of asking him to stop makes me feel hypocritical and sex-negative, but I can’t deny that I’d prefer he stop. Should I try to get over this, or ask him to change?

Sex Neutron

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Every month we answer the things people typed into search engines like they are actual questions, adding punctuation but leaving the wording intact. If it sounds like me saying “but you could just not” 20 times in a row, that’s pretty much what happens every month with these. Enjoy?

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the doctor and rose, in separate dimensions, on the other side of a wall from each other, cryingDear Captain Awkward,

I may or may not be in love with my best friend. We have been close for over 10 years, and dated briefly at age 18, 8 years ago, when we broke up due to long distance and the mutual feeling that we both needed to have college experiences and relationships and sex, and to develop individually as people. We remained very close, rebuilding our friendship from there, and supporting each other through the stages of growing up, relationships, jobs, etc, from afar (with the exception of Christmases, a couple summers at home, and visiting each other, we have lived in different parts of the country for 8 years). We have always been able to talk very frankly about our boundaries as well as about our mutual attraction. We have also been able to adjust very well when either of us was in a relationship with another person, adapting the intimacy of our relationship to an appropriate level and giving each other space when we needed it. I know that if he fell in love with someone I would genuinely be delighted for him, and vice versa, because it has happened a couple of times, without issues. We would re-draw our boundaries and adapt our friendship. However, right now he and I are both single, and we are about to have a month together for christmas. I know that historically those circumstances lead to me feeling very romantically and physically attracted to him. On one hand that is great, but on the other hand, we are still on opposite sides of the country for at least two more years until we finish our degrees.

The thing is, neither of us wants to do a long distance relationship, and honestly he and I have already discussed the fact that the distance, and the fact that there has never NOT been distance makes it difficult for either of us to know how we really feel about each other romantically. When we see each other it is in these emotionally intense bursts, and I don’t know how he would fit into my daily life or how I would fit into his, whether we would truly be compatible romantically, or whether we are just building a romance in our heads. We have said that if we lived in the same city, and were single, we would probably give dating a try, since we like each other so much, and actually our long term goals are very compatible. We’ve also promised to NOT pull any “My Best Friend’s Wedding” stunts. I guess my question is this: should I keep my hands off him this Christmas? As it is now, in two years, he and I can have a conversation about actually ending up in the same state, (we’ve discussed that we are interested in many of the same cities and as of now, it wouldn’t have to be a huge romantic pressure thing to try to end up in the same city). We have never actually slept together, though we have done other things over the years when we were both single. Would it change things in such a way that it would BECOME a romantic pressure thing?

Regardless of whether he and I worked out romantically, I want him in my life and it would be lovely to be in the same city. I just don’t want for either of us to sabotage other relationships because we are secretly holding onto this one, and I also don’t want to sabotage this friendship or to do anything that could prevent it from developing into something romantic if that was the right thing.

Advice?

My feeling is, if after knowing this person for eight years you are working toward goals like ending up in the same city someday, referencing My Best Friend’s Wedding as a Thing That Might Happen, routinely renegotiating your boundaries and level of intimacy around whether one of you happens to be dating, and arranging your current romantic and sexual decision-making around this eventuality to the point that you would not get together now for the mere CHANCE to try it out “the right way” later, then the “Isn’t it rich? Are we a pair?” cat is already well out of the bag. However, I am kicking this one to the commenters, since logistics and timing are real factors here, and since “Oh, just fuck* already, you’ll figure out a lot from that and you are clearly burning for him” is probably not the thoughtful response you deserve. <3

Commenters?

*contingent on respectful discussion and mutual consent

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