The 10 Commandments of Successful Friendships-with-Benefits

My first-ever sexual relationship was a friendship-with-benefits. So you would think I’d be better at that type of arrangement than the average person, since FWBs have been part of my sexual menu for literally my entire sexual career.

Nah, man. I wish. I have fucked up FWB situations in all manner of ways: I’ve fallen in love with fuckpals or turned the other cheek when they fell for me; I’ve undervalued them, or else heaped all my sexpectations onto them; I’ve ended things unceremoniously or not at all.

These are easy mistakes to make, because we don’t have clear social scripts for how FWB relationships (or, as I sometimes like to call them, “copulationships”) are supposed to go. However, these days, I have a rotating roster of occasional fuckbuddies, all of whom I adore – so I’m feeling much more motivated to do things right. Here are ten guidelines I think will serve you very well in copulationships of your own…

Only do it if you both want to. You’d think this would be obvious, but it isn’t always! Sometimes, people agree to a friendship-with-benefits because they think they have to. Maybe they want a romantic relationship with the other person, and think being their FWB is the closest thing they can get. Maybe they like their friend as a friend, and don’t quite know how to turn down the offer of sex without also severing the friendship. Maybe they’re just not a casual-sex type of person, but feel a social or societal obligation to pursue it anyway.

Before entering a FWB situation – or while the formation of a new one is still recent – give some thought to your reasons for wanting it, or not wanting it. Ask your pal how they feel about the situation as well. As in all things sexual, you cannot overprioritize clear, ongoing, informed, enthusiastic consent!

Set clear boundaries and expectations. You might think everyone shares your exact definition of “friend with benefits,” but they don’t! It’s important to hammer out what each of you expects from the other, and from the friendship in general. Emotional support? Seeing each other weekly or monthly? Are you seeing other people, and if so, are you going to tell each other when you do? Are certain sexual acts off the table, because they feel too intimate for a casual relationship, or for some other reason? If you run in the same social groups, are you okay with people knowing the two of you are sleeping together, or would you rather keep it on the down-low?

All of these factors can complicate a FWB sitch, so it’s best to figure them out before they become a problem. If there’s anything you’re not sure about, ask. Better to risk seeming a little uncool and find out what’s up, I say.

Ask for what you want – and encourage them to do the same. One of the best things about casual sexual relationships is that the stakes are lower, so you might find it easier to be frank about your desires. If they’re fucking you, presumably they want you to have fun and feel good – so ask for the specific things that would accomplish that! This could be anything from a small adjustment in technique to “Wanna put this huge dildo in my ass?”

As always, be prepared to accept a “No” if that’s their answer, and try not to take it personally. Likewise, you should encourage them to open up about what they’d like you to do – it’s important to be a good sexual partner, even if the situation is casual!

Talk about any feelings that come up. Learn from my mistakes: if you develop romantic feelings for your FWB, it feels like the best thing to do is hide that fact from them. But everything will just get worse over time, and then you’ll have massive emotional chaos on your hands instead of a small blip of a crush that could’ve been nipped in the bud.

Personally, I think that if either party begins to have romantic feelings for the other, it’s best to take a break from sex – and maybe even from seeing each other – until that situation is handled. That can feel difficult bordering on impossible, but trust me: it’s better than full-on falling for your fuckbuddy. You do not want that. It is a mess. Communicate and come up with a solution before you get to that stage, if at all possible.

(Pro tip: this was a chronic problem for me until I met my current main FWB, who is emotionally monogamous to his primary partner and who is also just not the type of person I’d want to date, personality-wise. It can be difficult to find someone who you find sexually attractive, enjoy spending time around, and have no romantic desire for whatsoever, but trust me, it is possible. If I, a severely crush-prone sap, could do it, I believe almost anyone can.)

Keep putting in the effort. It’s easy to feel like you don’t have to try to “impress” your FWB, because they’re not a romantic partner. But that’s a bullshit attitude. They’re your friend, and they’re sharing a sexual experience with you. They’re worthy of your respect and good treatment. If you don’t think so, why are you sleeping with them?

Make sure your sheets are clean when they come over. Shower and groom yourself appropriately. Don’t rush them out the door when you’re done. Treat them like a hot date you’re trying to impress, even if they’re the goofy pal you’ve seen laugh beer out their nose a dozen times. Be worthy of the experiences you’re sharing; they may be casual, but they’re not worthless.

Value their mind, not just their body. If you’re both cool with an “wham-bam-thank-you-fam” arrangement, that’s a different matter. But at that point, they become less a friend-with-benefits and more just a booty call. Keep up with their life, their hopes and dreams, their ups and downs, if they seem to want to share that stuff with you. A solid friendship will make the sex better, too!

Be respectful and polite. Don’t be late to your meetups if you can avoid it. Don’t cancel plans at the last minute unless you absolutely have to. Answer their texts in a timely manner when you can. You know, like… a good friend?

Be a friend, even when times are tough. I’ll never forget the time my FWB came over a week after I’d gotten dumped, and told me, “I’m sorry you’ve had such a rough week. You don’t deserve that. If you just wanna cuddle and talk tonight, I’d be totally fine with that. I don’t want to rush you or pressure you into anything you don’t feel like doing.” Admittedly, I wanted him to fuck me, too – but that was partly because he’d shown his true colors as a genuinely good guy! With this simple speech, he proved he viewed me as a person, not just a series of holes to fuck.

It can be awkward to try to emotionally support someone who you usually only see naked, sweaty, and grunting – but it’s nice to offer. They might not take you up on it, but they’ll probably feel better about the copulationship knowing it’s with someone who has their back.

Cultivate compersion. Incase you haven’t heard, compersion is the term the polyamorous community uses to describe the opposite of jealousy: it’s the feeling of being happy for a partner’s romantic and/or sexual happiness with other people.

Assuming your friendship-with-benefits isn’t monogamous (and most aren’t!), your fuckpal will probably date and/or bang other people while seeing you. They may even end things with you to pursue something with someone else. While this can be painful, it’s also an opportunity for you to hone your compersion skills. I have even found FWB situations to be excellent practice for navigating jealousy in my serious romantic relationships. It’s a win-win!

If it’s over, say so. Don’t ghost or fade away; it’s weak and rude. If you’ve been fucking someone consistently for a while, you owe them an explanation if that has to stop. End it like you’d endeavor to end a romantic relationship: politely, compassionately, and definitively. Don’t leave them wondering why you keep canceling plans or won’t answer their texts; you’re better than that.

Have you had successful friendships-with-benefits? To what did you owe their success?

10 Things I’m Looking Forward To At This Year’s Woodhull Sexual Freedom Summit

The Woodhull Sexual Freedom Summit is about a month away, amigos! It’s “like sex blogger Christmas” – we wait all year for it to come, and now it’s nearly here. I hope to see you there, but if you can’t make it, you can follow along from afar by tracking the #SFS17 hashtag on Twitter and on Instagram.

There are soooo many things I’m looking forward to at this year’s Woodhull; here are my top 10!

The digital creators’ meet-and-greet. This is a fun opportunity for sexuality-focused digital content creators to meet up, talk shop, and get to know each other. There will be bloggers, vloggers, podcasters, and more. We’ll do skillshares and nosh on snacks – what could be better?! (You have to RSVP to this event in order to attend, so make sure to do that if you have your eye on it.)

Storytelling for Social ChangeI’m fascinated by the way narratives help us teach things, learn things, and feel things. Stories are powerful tools for anyone who has a message to share, and they can be particularly useful in areas where emotion runs high, like sexuality. This panel promises to explain “how storytelling techniques can be used to resolve conflict, reduce stigma, increase pleasure, and change the world.” Exciting!

Suz‘s butt after I spanked her with my Lexan paddle last year.

Spanking babes. I’ve only been to Woodhull once before, but hotel-room spankings there have already become a solid tradition in my mind. Let’s just say I’m packing some impact toys in my suitcase…

Femme As Fuck. This panel, put together by three glorious femmes, will discuss how the feminist movement has often devalued femininity and femmeness in its path toward empowerment and “coolness.” Fuck femmephobia forever, am I right?!

Bedpost Confessions. This yearly event involves sexy storytelling, provocative poetry, and carnal confessions. Then there’s a dance party. What’s not to love?!

Hurts So Good. This panel on pain disorders’ interaction with sexuality looks intriguing. I have some chronic joint pain in my hips and knees that’s often affected my sex life, so I’m interested to hear what folks with chronic pain issues have to say about self-advocacy and boundary-setting around pain and sex. (I wonder if they’ll talk about consensual pain, too?!)

Wearing ridiculous outfits. I feel closer to my “true self” at Woodhull than I do almost anywhere else, because everyone there is chill as fuck and knows me more as my brassy online persona than the awkward wallflower I often am “in real life.” As a result, I tend to dress weirder at Woodhull than at any other time all year. Last year, I rocked princess pajamas, a blue striped rockabilly dress, a sparkly mermaid ensemble, and a dress covered in vulvas. Who knows what silliness this year will bring?!

The Dildorks live recording. I’m absolutely thrilled to report that my bestie Bex and I will be doing a recording of our podcast for sex nerds, The Dildorks, in front of an audience at Woodhull! We’ll dole out our best tips for attending sex conferences, from making friends to absorbing workshop content to taking care of yourself. Come be a part of Dildorks history by watching our first-ever in-person live event!

Keep Giving a Fuck. This panel will discuss how to prioritize sex (or maybe whether to prioritize sex) when you’re going through tough times like health crises, financial problems, or – hell – the current political climate in the U.S. I always love seeing JoEllen speak, and I find her work so encouraging as a fellow sufferer of clinical depression, so I’m excited to hear her thoughts in this talk.

Hanging out with sex blogger friends. Chillin’ with the #BlogSquad was absolutely the highlight of my Woodhull experience last year, and I know this year will be more of the same! I feel so loving and grateful every day to have found a crew of like-minded sex-nerdy weirdos on the interwebz, and Woodhull’s one of the only times all year when we get to hang out IRL. I can’t wait to laugh til I cry, ogle each other’s sex toy collections, make bad puns, livetweet en masse, and feel surrounded by blogger love!

Will I see you at Woodhull this year? (If you spot me, come say hi!) What are you most looking forward to about the summit?

Links & Hijinks: Frumps, Friendship, & Fidget Spinner Porn

• There’s nothing wrong with being frumpy! I feel like I am constantly unlearning the idea that, as a woman, I have to be sexually desirable at all times or I am valueless.

• And on that note: there is nothing wrong with being ugly, like Medusa. Sometimes ugliness can even be a superpower.

• Some people really, really like giving massages. “I think part of the reason why is that you’re doing stuff, but it’s not sexual except for the fact that you have your hands inside someone else’s shirt and they’re making pleasure sounds.” Oooof. This article also contains the phrase “intense butt massage,” which you gotta love.

• On internet-connected sex toys, cybersecurity, and the future of teledildonics.

• It’s okay if you don’t always feel like reciprocating oral sex. Related: I love Tristan Taormino’s concept of distinguishing between sexual equality and sexual symmetry. You don’t have to receive exactly the same sexual favors you give to your partner; both of you just have to get roughly equal amounts of what you want.

• I’ve never been able to bring myself to watch “2 Girls, 1 Cup” but I found this history of that video interesting nonetheless. It’s certainly an artifact of the internet age!

• Why do I love the shrug emoticon so much?! ¯\_(ツ)_/¯

• Bex gives good sexting advice. “A thumbs-up emoji is not an appropriate response to my ass. Seriously. I have an exceptional ass.”

• Sarah wrote a beginner’s guide to sexting, and it’s full of A+ tips.

• “These feelings will be over soon” is a great anti-anxiety mantra. (Or, as I’ve seen it alternatively phrased before: “No moment is unendurable.“)

• The one-night stand is so passé; we are in the era of the several-night stand. These have sometimes been exactly the type of “relationship” I needed, at times when I wasn’t willing or able to commit to anyone and neither were my paramours – but gosh, it’s frustrating when you keep ending up in casual arrangements while desperately craving something more.

• Helena Fitzgerald, one of the most beautiful writers I’ve ever encountered, explains why socializing on the internet isn’t distancing us from each other but actually making intimacy easier to achieve.

• What if you like someone, but you’re pretty sure you only want to be friends?

• I’d rather make good art than answer emails in a timely manner. Sorry-not-sorry.

• Useful to me as a person whose best friend lives hundreds of miles away: how to keep a long-distance friendship alive. “Treat it like a long-distance romance. (Because, in a way, it is.)”

• Sooo, fidget spinner porn is a thing now. Good god, what a world we live in.

Be your best self with the people you love, because “relationships are stronger and more satisfying when they make you feel like the best, most aspirational version of who you can be.”

• More people are exploring consensual non-monogamy, and more research is finding it has many benefits (“lower jealousy, higher trust, and higher sexual satisfaction,” to list a few). But stigma still exists, and we have a long way to go before these relationships will be considered normal, valid options anyone can choose.

• Here’s a pep talk for picky daters. Sometimes you just gotta round that 0.67 up to “the one,” as Dan Savage would say.

Queers can totally have long nails. Sometimes even in queer porn!

• Here’s several couples explaining why they opened up their relationship. I love so many quotes in this piece! Like: “We never place limits on emotions other than love, like we don’t say you can only be sad or happy about this one thing, but with monogamy it’s like only one person is allowed to feel your love. And love is such a crazy emotion, so why not experience it with a bunch of people?” And: “I no longer have the desire to control my partner. Control is just an illusion anyway.”

On Love That Doesn’t Last

I thought about relationship longevity when my college boyfriend asked me to stop wearing antiperspirant with aluminum in it.

“It can give you breast cancer,” he said, “and you already have a family history of breast cancer, so you’re especially at risk. You should switch to one without aluminum. Please.”

I ran a quick risk-reward calculation in my head. Possible eventual breast cancer, in a medical system that knows how to treat it and will do so at no cost to me, versus a few decades of visibly sweaty pits. It seemed to me it was a risk worth taking. Plus there was that other matter… “I probably wouldn’t even get the cancer until my forties or fifties,” I responded, reasonably.

“So?”

“So why do you care? We probably won’t even know each other by then.” My words hung in the air. We peered at each other curiously. A stand-off.

“I care about you and don’t want you to get cancer,” he said, finally, answering exactly zero of the questions I’d implied.

I thought about relationship longevity when a friend asked me if I’d be with my boyfriend forever, and I scoffed, “God, no.”

She was shocked. “But you two always seem so happy! Is something wrong? Are you going to break up?”

I laughed. I couldn’t help it. “No! We’re very happy. I love him a ton. He’s my favorite person on earth.”

I watched the confusion stagnate on her face.

How do you explain to someone that love can be good even if it’s brief, in a culture that adamantly steers us away from that knowledge? How do you prove that what makes you happy now won’t make you happy forever, nor should it have to? How do you unlearn the trope that love’s only love if it lasts?

I thought about relationship longevity when one of the kids on the improv team I coached made a Facebook status: “I love my girlfriend sooooo much and I can’t wait to spend the rest of my life with her!” He couldn’t have been more than 15 years old.

Was it cynicism that made me roll my eyes, or just realism?

I cast my mind back to when I was 15. I thought I was in love with the purple-haired girl who’d recently dumped me. She was my first girlfriend, my first kiss, and my first break-up – yet I believed with my whole heart that she was irreplaceable, unrepeatable. I could marry that girl, I wrote in my journal, and it felt true, and maybe it was true; who knows.

When friends asked me why I was so fixated on this girl, the point I returned to again and again was: I could never get bored of her. Our conversations were so sharp and quick, our brains so well-matched, that we could debate and joke and argue forever and every moment would feel fresh.

Now her purple hair is black, and her eyes are sadder, and I can see that our hearts were as bad a pair as our brains were a good one. She wanted adventure; I wanted domesticity. She wanted independence; I wanted reliance. Sure, she never would have bored me, but I’m not sure that’s an altogether good thing.

I thought about relationship longevity when I met Bex. No friendship had ever formed so easily, quickly and solidly in my entire life. One day in November 2015, we were casual acquaintances who vaguely knew each other from Twitter and a bloggers’ retreat. The next day, we had had a threesome together, talked about sex and dating and flirting for hours, and become best friends. “Friendship cemented!” we crowed at each other over mac and cheese, and it wasn’t a joke.

If Bex had been a romantic interest of mine, instead of just a pal, friends would have told me to slow down. They would have said, “Whoa, that person drove nine hours to be with you on New Year’s Eve? Isn’t that a little intense?” They would have said, “You’re staying in that person’s house for five days and they’re letting you borrow their dildos? Isn’t it a little soon for that?” They would have said, “Hang on, you’re starting a podcast together? How do you know you won’t get into a fight and break up?”

But none of it scared me. None of it felt uncomfortable or rushed or ill-advised. Because I just knew. I knew we were meant to find each other in this weird world, I knew we were best friends in the truest sense of that phrase, and I knew we would be friends for a long time.

Sometimes you just know.


Wearing his shirt.

I thought about relationship longevity when I first met my current friend-with-benefits – because I wanted us to never be apart, and I don’t think he knew what he wanted.

Our first meeting was dazzling and disorienting. He talked about himself a lot but every word charmed and fascinated me. We talked for three or four hours over beer (me) and wine (him) and it felt like no time at all. I could’ve listened to him talk all night. And I would’ve, too, if he hadn’t gotten tired and wanted to say goodnight.

As is my M.O. as a shy person, I hadn’t opened up enough for him to see the real me – so he didn’t know we were meant to be friends. He showed me both his outsides and his insides, but he only saw my outsides, so he didn’t know our insides matched. He didn’t hear the jokes that cropped up in my head seconds before he made them, the emotional reactions that crossed my heart before they crossed his face.

When I went home and journaled my first impressions of him that night, I wanted to call him “the twin of my soul,” but that felt melodramatic, embarrassing, even in the privacy of my diary. That phrase floated around in my skull every time I saw him thereafter, though. Did you know you’re the twin of my soul? I thought but never asked.

It took months for me to relax around him, so it took months for him to see who I really was. But when he did, he knew too, I think. “I get the sense that you and I are going to be in each other’s lives for a long time,” he said to me once, slowly, as we sipped coffee at a diner. Harsh afternoon light filtered in behind him, and I shielded my eyes, but couldn’t conceal the grin that split my face. Finally, he understood. The twin of my soul.

50 Things To Do When You’re Single on Valentine’s Day

It’s taken me a long time to get here, but I think, at this point in my life, I actually find Valentine’s Day more fun when I’m single than when I’m dating someone.

See, when you’re in a relationship, the dreaded V-Day can feel like an obligation. But when you’re single, it’s an invitation. An invitation to step up your self-love and look for the potential fun in the day. Here are 50 suggestions for how to do that…

Take yourself out for dinner at your favorite restaurant. Make a reservation if you want; you’ll probably need one. Solo dinners out are a scary thing to do on any ol’ day, let alone one of the busiest days of the year for restaurants, but this is exactly the kind of self-love challenge Valentine’s is perfect for. Bring a book to read or your journal to write in, order your favorite dish, and revel in your own company!

Alternatively, order your favorite takeout and eat it someplace cozy. Your best friend’s living room. A blanket fort constructed in your own bed. A secret hideout you happen to know about on your local university’s campus. All of these are excellent places to eat delicious food, alone or with a friend.

Re-read your favorite book from when you were a teenager. The twists and turns of a familiar plot are so comforting in their predictability. And you may get a visceral glimpse at that idealistic kid you used to be, and how you can be more like them now.

Go out with your single friends. A bar, a movie, a party, an impromptu scavenger hunt… It doesn’t really matter what you do, as long as you’re with people who make you laugh and feel like you belong.

Do a witchy love ceremony, whatever that happens to mean to you. For me, it’d probably involve meditating in a pink bubble bath while clutching pieces of rose quartz, slithering into a pink negligée, slicking on some red lipstick, and yawping some loving affirmations at my beautiful reflection in the mirror. What kind of romantic magic feels most needed and nourishing to you now?

Soak in warm water, whether that means your bathtub or a local heated pool or a friend’s hot tub. Pondersome soaks relax the body and allow the mind to wander. Bonus points if you pull an Oprah and accessorize your bath with scented candles, a glass of wine, a bath pillow, or whatever other little luxuries bliss you out.

Masturbate elaborately. Use as many toys as you want. Make as much noise as you reasonably and pleasurably can. Do all the things you can to yourself that you wish partners would do to you.

Choose a quality you miss about one of your exes and figure out how to embody that quality yourself. I often wish I was as funny as some of my exes; I could work on that by upping my comedy podcast intake and learning a few good jokes to tell! If you admired well-read exes, check a few new books out of the library. If you miss an ex’s kind, supportive heart, look for ways to support and help a friend today. You get the picture.

Write a love letter to a future partner. I love any mental exercise that helps me focus on what I want without making me feel bad about not having it yet, and this is one such exercise. Tell your future lover all the places you want to take them, the stories you can’t wait to tell them, the things they should know if they plan to love you. Let yourself get excited by the knowledge that there are so many hot, interesting people out there with tons of love to give, and some of them will give it to you.

Try something drastically different with your look. Sometimes a new makeup technique, clothing silhouette, hair color, or tattoo can be just the thing to remind you of what a babe you are.

Take a nap while cuddling something – a pet, a stuffed animal, a friend who consents to cuddles. Hell, I’ve even cuddled my Magic Wand before. A mid-day nap is such a lovely gift to give yourself.

Do an at-home spa routine. Yes, even if you are not normally the type of person who does stuff like this. You can give yourself a manicure (with clear nail polish, if you insist), slather on a face mask, soak and pumice your poor neglected feet, or just moisturize your entire body. Anything that makes you feel nourished and cute.

Journal about your feelings. Valentine’s Day is a perfect day to check in with yourself about your attitudes, beliefs, and hopes around relationships and sex. Sit somewhere cozy with your journal and pen (or a writing-centric web app, if you prefer), and ask yourself: how are you feeling about being single? What would you like your next relationship to be like? What do you need to work on or do differently to make that possible? What have you learned from your past relationships? How important is sex to you? What kind of sex do you wish you were having? Dig deep and follow the feelings that come up. Afterward, you’ll feel better and clearer.

Watch your favorite rom-coms. My recommendations: Hysteria (vibrators! science! a flustered Hugh Dancy!), Just My Luck (so stupid, and yet, Chris Pine is charming in it), High Fidelity (John Cusack’s snobbish mopeyness is counterbalanced by Jack Black’s silliness and it’s wonderful). Bonus points if you yell at the TV every time something sexist, racist, homophobic, transphobic, etc. happens, or if you devise an (alcohol-optional) drinking game to go along with the movie.

Watch dramatic romantic tragedies. Okay, comedies are great, but sometimes you just need to have a cathartic cry. Try The NotebookTitanicThe Great Gatsby, or Eternal Sunshine of the Spotless Mind. Settle in with a box of tissues and some comforting snacks and get ready to weep.

Invite some friends over and take turns dramatically reading dating-themed articles aloud. Cosmo and Glamour are excellent source material for this activity. Sometimes mocking the silliness of dating can make you feel better about your singlehood.

Do a Tinder experiment. Look, I’m not saying the people browsing Tinder on Valentine’s Day will be the cream of the crop, but that’s not the point. Change your profile or your approach, for science, and see what happens. Some examples: Change your first photo to a picture of you winking and see if it affects the messages you get. Instantly delete any messages that don’t specifically reference your profile, and only respond to the ones that do. Put a line in your bio that asks matches to tell you the funniest joke they’ve recently heard.

Write or read fanfiction about your favorite pairing. Yes, even if you’ve never delved into fanfic before. It’s fun! It’s also a way to get into a romantic headspace without stressing yourself out about your own romantic situation. If you’re not sure where to start, look up some of your favorite movies, books, or TV shows on Archive of Our Own and see what’s out there.

Finally get rid of your ex’s stuff. You know, those old T-shirts they left behind, stuffed animals they gave you, framed pictures of the two of you together, and so on. Only keep these things if they actually “spark joy“; otherwise, donate ’em or toss ’em. You’ll feel better without that psychic clutter clouding up your space and your brain.

Get extremely high. If intoxicants are your jam, that is. Choose something that’ll perk you up rather than drag you down (so, if weed is your substance of choice, probably a sativa strain). Then do whatever High-You wants to do: eat delicious snacks, lie in bed watching that show you love and have seen six times already, masturbate furiously, or just ponder the universe.

Visit a sex shop and pick something out, even if it’s just a small thing like a bottle of good lube, an erotic novel, or a pair of nipple clamps. Be pleasant to the salespeople; they are probably overwhelmed by desperate, haggard customers making last-minute purchases, and you being sweet and reasonable could brighten their busy day!

Listen to your favorite music. Really get into it. Maybe wail along to Elliott Smith by candlelight, or have a dance party with your dog to the dulcet tones of Walk the Moon. Listening to music is a visceral, often joyful experience, and is actually good for your brain, so this is a good thing to do any day of the year but especially on a day when you need a lift!

Try on clothes that make you feel babely as hell. You can go to the mall to do this, or shop your own closet, or peruse a friend’s wardrobe (with their permission, obviously!). It’s amazing how much good lingerie/shapely dresses/sharp-lookin’ blazers can tune up your self-image sometimes.

Engage in a platonic sexual activity, if you have a friend you’d like to do this with who would enthusiastically consent to such things. I have been known to spank and be spanked by my friends, cuddle and kiss ’em, and sometimes even masturbate side-by-side. It’s a way to find some intimacy and sensual pleasure even when the societally sanctioned avenues for those things (i.e. romantic relationships) are not immediately available to you.

Go to a local cultural event, like a gallery show, a theatrical production, or a stand-up comedy night. Bring a friend, if you like.

Hire a sex worker, if you can afford to. This could be a really lovely treat to give yourself today.

Contact someone who might be lonely today – your widowed aunt, your recently-dumped friend, or anyone else you know who’s going through a tough time. Chat with them and try to inject a little cheer into their day.

Dress up and take selfies. I am particularly partial to pink-and-red outfits on Valentine’s Day. They make me feel romantic and adorable. Bonus points for plentiful heart-shaped accessories!

Make yourself an elaborate, nutritious, comforting meal. It feels good to put effort into taking care of yourself and then feel that effort reflected back at you in the form of increased energy and overall well-being. Some of my favorite meals to cook for myself include risotto, steamed broccoli, and pasta salad.

Work toward one of your goals you’ve been putting off. Write some of that book proposal you’ve been meaning to get to, set up that Etsy store you’ve been hoping to start, research that city you’ve been wanting to move to… When you put time into what you want to achieve, you feel so good and accomplished, and that feeling is a great gift to give yourself on this day.

Re-read your old journals/blog entries/emails, etc. This can be a charming way to spend some time with your younger self. And when you reflect on how you used to be, it can make you feel grateful for how far you’ve come.

Tidy and reorganize your space – your whole house, or just the room you spend the most time in, depending on how much ambition and freedom you have! – so it contains fewer things that stress you out and more things that make you smile.

Go to the movies. If being alone in public at a certified “date activity” makes you anxious, a movie theatre is one of the better options you could choose, because you’ll be swathed in darkness so few people (if any) will even notice you’re by yourself. Ideally, pick a movie that appeals to your inner quirkiness so deeply that you probably couldn’t even drag a date along if you tried. Revel in the weirdness of your own tastes!

Write love letters to your friends, whether publicly on social media, or privately via email, or even in the form of a literal (snail-mail) letter. Valentine’s Day is supposed to be a celebration of love, right? So celebrate the love in your life.

Tell someone you admire that you admire them. Email that indie musician who fills your earbuds with glee on the regs, leave a comment on a blog that lights you up, compliment that bookstore employee who knows everything about everything whenever you ask them for help. Spread some love and happiness around!

Clean your selfie mirror. (Idea via Durga Polashi.) Selfies are an expression of, and sometimes a boon for, our self-love and self-acceptance. You owe it to yourself to have a squeaky-clean mirror that helps you capture yourself in all your glory!

Imagine what your heroes would do if they were single on Valentine’s Day, and then carry a little of their flair and panache into your day as well. I suspect Jane Lane would order a pizza and watch bad TV with her bestie, Alex Franzen would hole up with a mug of tea and write sexy fiction all day, Rosa Diaz would drink whiskey at a biker bar and make out with a scruffy leather-clad stranger, and Sara Quin would obsessively write and re-write a quirky new song until it was both catchy and devastating. What would your heroes do?

Donate money to a cause you believe in, like you’re giving a Valentine’s Day gift but your “valentine” is good nonprofits doing good work. Some recommendations that are especially important in our current political climate: the ACLU, Planned Parenthood, and the Southern Poverty Law Center. (More options here and here.)

Declutter your digital systems, as a favor to yourself. Go through your hard drive, Google Drive, or Dropbox, and delete some shit you don’t need. Run a virus scan and/or a defrag. Organize files into folders. Ahhh. Doesn’t that feel better?

Give yourself a long, slow genital massage without the expectation of orgasm. Think of it as an experiment in pleasure and mindfulness. (Coconut oil and natural oil-based lubes are great for this!)

Teach yourself a new skill with the help of the internet. Few things make me feel more accomplished than learning to do something new! Think of some things you’ve always wished you knew how to do – leather boot care, page layouts in InDesign, spelling in sign language? – and get thee to Google, stat.

Get clear about your “hard yeses and hard nos” for future partners. It’s good to have a list like this to refer to when you’re in the throes of infatuation with someone new, to make sure your beau is actually aligned with what you want and need. My hard-yes list says, “Feminist, makes me laugh, thinks I’m funny, at least as smart as me, libido and kinks roughly equivalent to mine, vocally enthusiastic and optimistic, creative in some way(s), socially competent, loves and supports my blog/writing.” My hard-no list says, “Doesn’t believe in oppression/privilege/racism, etc., noticeably not as smart as me, humorless, low or no libido, negative/jugmental/pessimistic, anger issues, wants only monogamy now/ever, toxically masculine, staunchly religious.” What would yours look like?

Go on a mini creative retreat. This can be as simple as turning off your phone, closing your social media tabs, and choosing to focus on one beloved creative project for an entire afternoon – or it can be as elaborate as booking an Airbnb in another town for a few days to work on your passion in an unfamiliar environment. What a blissful gift to give yourself!

Spend an hour or two in a bookstore or library. Preferably one with ample seating, and which lets you bring in your hot beverage of choice to sip while you peruse and read. I can imagine few things cozier than an afternoon at Indigo or Glad Day, flipping through glorious tomes over coffee.

Cull your social media lists. Unfollow the people whose tweets add no value to your life, and unfriend the people who make you feel stressed out or indifferent. Life is too short and too precious to fill it (even just digitally) with people who add no brightness to your days, or actively sap your emotional reserves.

Put together a file of the best compliments you’ve ever received. I’ve done this for years, in various forms: I have a “flattery” folder in my Gmail account, a list of meticulously copied-down compliments in a notebook, and sometimes I document my best compliments in tweets or Tumblr posts. It’s a fantastic favor to do for yourself, because on days when your mood and self-worth are frighteningly low, you can refer to your compliment file and remind yourself (even just theoretically) of your value. If you need help building up your collection o’ compliments, ask your ten closest friends and family members what they think your three best qualities are (and then tell them theirs!).

Bedazzle or jazz up something you use regularly. Plaster your journal in sparkly stickers, put some cute pictures on your fridge, give your desk a new paint job, etc. You deserve beauty and comfort in your life!

Stay offline. Unhappiness often stems from comparing your insides to other people’s outsides (to paraphrase Anne Lamott), and social media facilitates this bad habit all the damn time. Valentine’s Day is a day when we’re particularly susceptible to envying other people’s situations, so maybe avoid the internet (or just social media) today, to the extent that you can. While I don’t begrudge anyone who finds comfort and joy in their online life (I certainly do!), sometimes taking an internet break can be affirming and recalibrating.

Use your body in ways you normally don’t. Yoga, stretching, sports, swimming, walking, running, hula-hooping, dancing, having an orgasm in a ridiculous athletic position… Challenge your body and see what it can do.

Give yourself permission to do nothing, if you want to. You are inherently valuable and loveable, regardless of what you do or don’t do on Valentine’s Day or any other day. Don’t forget that, babe.

 

How are you spending Valentine’s? Tell me all about it in the comments!