How-To

How to Prepare For a Casual Sex Date

Kate Sloan

I’ve written to you before, dear readers, about my fascination with casual sex. It was one of my sexual goals for 2015 to have casual sex at least one time, and I defined it thusly: “sex with someone I am not, and do not intend to be, in a romantic relationship with.” And by that metric, I have indeed achieved this goal as of late. Hooray!

As an anxious person, I like to be hyper-prepared for every eventuality. And this is why, before a potentially nerve-wracking situation like a hook-up, I have a pre-game ritual that gets me happy and hyped while keeping me safe and sound. Whether you’re finally gettin’ physical with a long-time crush or just looking to meet a fuck buddy online for a quick bang, I hope these tips will be helpful to you!

 

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Physically…

• Do whatever “body maintenance” is going to make you feel sexiest and most confident. Shave your legs, trim your pubes, groom your beard… Condition your curls, paint your nails, exfoliate your lips… Rinse your vag, scrub your balls, wax your butt… Whatever’s going to amp up your self-esteem for the evening, do that. Try not to let conventional beauty standards muddle your own personal standards too much, because if your date doesn’t enjoy the typical state of you, you probably shouldn’t be fucking that person anyway, right?

• Pick out an outfit that makes you feel hella desirable and cute. Bonus points if it’s relatively easy to remove in a hurry (you never know when things will suddenly get sexy) and if your undergarments are on-point.

• Get checked for STIs if it’s been more than a reasonable amount of time since you’ve done that (i.e. if you’ve engaged in any potentially risky sexual activity since your last test). Know the score before you get in the game. That way, you can confidently tell your partner what’s up and neither of you will have to worry. (Hopefully they’ll be as considerate as you in this regard!)

• Stock your bag and/or pockets with any sex supplies you’ll need. Fragile stuff like condoms and dental dams should ideally go in some kind of hard case to keep it safe from heat and warping (don’t cram your condoms into your back pocket and then sit on them all night!). If you bring a vibrator – which, if you like vibration, you should; don’t let anyone shame you! – do your best to pick one with a travel lock function, or at least place it in your bag in such a way that it won’t turn on before you want it to. If you want to be extra prepared, bring along some lube samples as well.

 

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Mentally…

• If you have any hangups whatsoever around the sex you’ll be having or the person you’ll be having it with, I prescribe a good long journaling session. Ask yourself: how do I feel about this? What do I hope will happen? What do I hope to get out of this? What is it that I like about this person? Where do I see this going? Some people are blessed with the ability to have sex without overanalyzing it, but if, like me, you just didn’t get that gene, journaling may help you get your head on straight.

• Consider your dealbreakers and know when you’d walk out. This is a scary thought, but it’s worth thinking about in advance. If someone exhibits a red flag, like refusing to go down on you or making a weird comment about your body, it’ll be that much easier to get up and leave if you’ve already identified your red flags in your mind.

• Figure out where you’re going, how you’ll get home, how much transportation will cost, etc. Don’t get stranded! And since casual sex goes hand-in-hand with intoxicants for some people, make sure you know this information well enough that you could recall it even if you were kinda tipsy (or more than “kinda”). Don’t be that shitfaced sadsack on the subway who can’t figure out where the hell they’re going.

• While you’re getting dressed, doing your face/hair, etc., put on a playlist that puts you into the optimum sexy mood for your fuck-date. I am all about Alina Baraz and Reverie Sound Revue; there are also tons of sultry mixes on 8Tracks that’ll help you get your vibe right.

 

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Verbally…

• I know it’s hard, especially if you’re shy, but try to establish some expectations with your sex-partner-to-be. It’s tough to be brave and say exactly what you want and what you don’t want, but it’s worth doing to avoid the hassles that accompany miscommunications. What if you like your casual sex with a side of cuddling and talking about feelings, but your potential fuck-buddy just wants to get ‘er done and leave? What if you absolutely hate sleeping next to someone but your dalliance expects to stay all night? You don’t necessarily have to spell these things out so explicitly, but try to read the person’s tone in your communiqué, at least, to get some sense of whether you’re on the same page.

• Think about what you want and practice asking for it. This can be especially hard with someone you’ve never slept with before and/or don’t particularly intend on sleeping with again, but it’s worth doing if you want your experience to be a good one. People generally enjoy knowing what’s expected of them and being asked to do sexy things in a respectful, polite way, so if you can nail that skill, you’ll ensure a more fun time for both of you.

• Tell a friend or two about your plans. Fill them in on where you’re going, when you expect to be back, whether or not you’ll be reachable, who you’re going to see, and where potential sexytimes might be taking place. If you’re worried about your safety, maybe set up a codeword system with a friend: she’ll call you at a specific time and you’ll have a fake conversation, during which you’ll casually use a particular word if everything’s fine, and a different word if things are going downhill and you need her to send help.

 

What’s your pre-sex-date ritual? Do you define “casual sex” differently than I do?

 

Note: this post was sponsored, but as always, all writing and opinions are my own!

How to Celebrate your Breakupiversary

Kate Sloan

Holy shit, y’all: as of today, it’s been an entire year since the end of my last, longest relationship. It’s cliché, but it really feels like so much more time has passed than actually has. My reality has shifted, my identity has transformed. I am very much no longer that girl who blubbered her way through a break-up speech after months upon months of waffling.

However, not being sad about a break-up anymore doesn’t mean it completely fades into the history of your life. The anniversary of a relationship ending can still feel momentous and significant. I’m sentimental and I like to celebrate milestones as they pass, if just because it encourages personal growth. So here are some ways you could celebrate your “breakupiversary” if you feel like you want to…

Invite friends. Make it an event.

Your friends probably saw you through the break-up and the relationship itself. They remember how it affected you, what it meant to you. So they’re the perfect people to help you laugh about it, forget it, and move on from it.

Most of the suggestions below can be accomplished just as well with friends as they could if you were alone. How fun it would it be to put together an itinerary for a break-up party and email a detailed invitation to your nearest and dearest? The event could even have a dress code, like all black (for mourning), all bright colors (for optimism), or “wear something your ex hated.” Amazing!

Ceremonially destroy something.

The traditional way to do this is by burning: you could make a bonfire for the destruction of old letters and photos, or you could get witchy like Gala and burn that shit in a miniature cauldron.

If burning isn’t feasible for you, because it’s illegal, dangerous, or just unappealing, there are other ways to destroy old mementos. You could tear them up and throw them away, stomp on them, toss them in a body of water (if they’re biodegradable), or run them through a shredder. You could use them as the basis for an art journal spread, or shove the remnants into the bottom of a planter that you then fill with soil and a seedling, as a symbolic gesture that you’re movin’ on up.

Replace something that reminds you of your ex.

I know you have some object in your house that, every time it catches your eye, takes you to a dark place, even if it’s just for a second. It could be a perfume that smells like your first date, a stuffed animal your ex won for you at a carnival, or a sleep shirt you “accidentally” stole from him when the relationship ended.

Whatever it is, you should find a decent – better, in fact – replacement for that thing. Ideally, bring a friend or two on the shopping expedition when you do this, so there will be fun and funny memories attached to your new acquisition from the get-go.

Make a list of reasons your current life is better than it was during that past relationship.

I bet you can come up with like a zillion reasons.

Put on an angry/triumphant/sweet-ass playlist.

8Tracks has some good break-up ones. They might be a bit mopey for this celebratory occasion, though. “Emotionally Intense ’90s Women” is my favorite playlist for when I feel like being ridiculous and angry (thank you to the friend who turned me onto this playlist when my cat died and I just needed to scream along to Alanis). Anything that ignites that “hell hath no fury like a woman[/man/non-binary person] scorned” feeling in your gut is a good pick.

Dig out old journals and read them dramatically.

If your friends aren’t around for this part, hop on Periscope and do it there. You really need some kind of audience for this one (although, admittedly, I have spent many an afternoon re-reading my old journals by myself and absolutely guffawing over how silly past-me was).

If you’re in a boozy mood, you can make this into a drinking game. You know what your patterns are in relationships, so you’re best equipped to create the rules of your own game. But, for me, I’d probably take a shot every time I used the word “compatible,” wrote about a sex session in greater-than-necessary detail, or complained about a problem that could have been solved by better communication. Yawn. (Boozin’ aside, though: laughing at old diary entries is one of the best-ever ways to turn a sad situation into a funny one. You’ll feel so much lighter once you’ve cackled at your own misery.)

Have sex.

So many options! You could stay in and have sex with yourself. You could get it on with your current partner, if you have one, and reflect on what a better sexual match they are for you than your ex was. You could get your ass on OkCupid or Tinder and find a hookup for the night, and use that stranger-wang/stranger-tang to exorcise your break-up demons. You could finally ask out that cute friend of yours for whom you’ve had the hots for ages. You could sign up for a cam site and jerk off for horny randos (this is especially effective if your ex would have hated you doing this).

We all move on from break-ups at different paces. If you – like me until recently – have been stuck in a dry spell since your relationship ended, it might be enormously healing for you to get back out there and get laid. It’s kind of one of those “you won’t learn to swim until someone pushes you into the pool” situations, except you have to be the person to push yourself into that pool. The confidence you gain from even one decent fuck will help propel you forward into more. Break-ups can decimate your self-image, but there are ways to deal with that, and sex is a fabulous one.

Dream up an ideal partner.

Grab a big sheet of paper. At the top, write a phrase that stirs romantic feelings in your heart, like “DREAM LOVER” or “MR. SO SO RIGHT” or “BANG-BUDDY EXTRAORDINAIRE.”

Then make a list of all the qualities that matter to you in a partner. They can be physical, mental, emotional. They can be hobbies and activities that person would love, interests they’d have, goals and ambitions that’d be on their bucket list. You can refer to pieces of celebrities and exes you particularly like: “Jack Black’s sense of humor,” “Emma Stone’s smile,” “high school girlfriend’s confidence,” “college boyfriend’s nerdiness.” If you’re artistically inclined, you can draw or collage some imagery into this spread, to amp up the lovey feelings you get when you look at it.

Now look over your whole page and let the feelings well up in you. Imagine how it would actually feel to meet that person, to flirt with them, kiss them, fuck them, hold their hand in public, laugh hysterically with them, cry on their shoulder, fall asleep in their arms. Let those images feel real and seem attainable – because they are attainable and they will be real, my love.

Whether you believe this type of visualization makes magic or just feels good, the fact remains: you need to convince yourself of your inherent value, and of your ability to attract better and better relationships into your life. I think visualizing your dream partner would be an amaaaazing way to cap off a breakupiversary party, because it would set your sights on the future – right where you oughta be looking.

 

Have you ever celebrated or commemorated the anniversary of a break-up? How did you do it?

Why – and How – to Show Someone You Like Them

Kate Sloan

A good percentage of my posts emerge from revelations I have while journaling. I’ll blather on about a problem for pages at a time, and suddenly, the answer becomes crystal clear and spills out of my pen, almost of its own volition.

I had one of those recently, and it was the dumbest, most obvious thing: when you like someone, it is okay to act like you like them. Fuck what John Lennon says: you don’t have to hide that shit away.

See, when I was in high school, I got rejected by someone I really, really liked. This is a totally common, normal experience – especially for men, who are socialized to be romantic and sexual initiators – but something about this particular rebuff really messed up my flirt-o-meter. I see now that after that letdown, I deeply internalized the idea that if you show romantic or sexual interest for someone, and they don’t return those feelings, they will be grossed out by your advances. They will lose their esteem for you and want to avoid you as much as possible. In short, you will have fucked up whatever scrap of a relationship you had with them previously.

Of course, there are cases where this is true… like if you’re being genuinely inappropriate, or if the person in question has been burned by a creepy suitor before. But for the most part, everyone likes to feel liked and wanted and so you’re not going to horrify anyone by acting slightly-more-than-friendly in their direction. (With the caveat, obviously, that you put an immediate stop to that shit if they tell you to.)

Pre-epic-rejection, I was a lot better at this. I frequently told people they were cute, purely because I thought so and thought it’d make them happy to know that. I didn’t get anxiety about whether or not it was “too much” to favorite people’s Instagram selfies and clever tweets. I didn’t phrase my texts in the most benign, noncommittal way possible.

The other day, I got waaaay overanalytical while composing a message to someone I like, and it hit me: why am I trying to act like I don’t like this person? If anything, I want him to know I like him – not only because that will help move things forward more quickly but also because I know it will make him smile. Who doesn’t want to feel desirable and desired?

It will probably take some more practice before I fully get this idea through my head, and get back to being flirt-happy the way I was in high school. For my benefit as much as yours, here are some low-risk, high-reward ways to fawn over your crush without weirding them out…

 

Give them a really good compliment.

Like, the kind that is slightly above and beyond what you’d say to a friend or a random acquaintance you happen to admire. Compliment something that is integral to who they are, like their sense of humor, confidence, or charm. Or keep it classic and compliment a (non-sexual) part of their body, like their sparkling eyes, shiny hair or strong arms.

This kind of compliment pushes the boundaries of casual friendliness ever-so-gently. If they scrunch up their eyebrows and say, “…Thaaaanks?” then you’ll know to maybe dial it back a bit – but if they light up, blush, or giggle, that’s your green light, baby.

 

Make an effort.

When I want to figure out how someone feels about me, I pay attention to what they do, not what they say. People can spout all kinds of platitudes and excuses, but if they like you, they will make a consistent effort to reach out to you, make plans with you, and make you smile.

…Or at least, that’s how most non-shy folks operate. If you’re like me, your anxiety sometimes tricks you into thinking that the most innocuous of “What’s up?” texts or “Let’s get together!” DMs could be construed as overbearing. Unless you’re pestering the person with message after message, don’t fret – there’s no way they’re as annoyed as your anxiety-brain tells you they are. Drop ’em a line, ask them to hang out, keep in touch. Nothing can happen if you don’t keep those channels open.

 

Remember things they tell you.

“Hey, how did that late-night shift go? Was it as horrible as you thought it was gonna be?”

“I saw a trailer for a movie I thought you might like, because I know you’re a big Anchorman fan…”

“Did you end up buying that skirt you were thinking about getting?”

These are such mundane examples but I’m honestly getting a little swoony just contemplating them. It is so flattering when someone cares enough about you to remember the dull details you mention in passing. This tells them three things: 1) you are a good listener, 2) you find them interesting, and 3) you were thinking about them in the interim between your last meeting and your current one. You might as well be wearing an “I Like You!” sign on your chest… but this strategy is much more subtle than that. Win!

 

Touch them.

Okay, you gotta be able to read your audience on this one. Have some common social sense. I am not telling you to get touchy-feely with people who aren’t into it, or to cling onto someone the whole time you’re with them. But let’s be real… Those “flirting tips” you read in magazines for teen girls (no? just me?) are spot-on when they say that light, casual, occasional touch can act as a strong I-like-you signal without seeming strong.

Those magazines often say stuff like, “Lightly push his shoulder playfully when he makes a joke,” or “Reach out and touch his arm when you’re making a point.” I always used to read those tips and wonder how I could possibly make that kind of overture seem natural and non-weird. But now I’ve spent time around some terrific flirts and have discovered that this kind of touch can be played off in a natural way, and it also works a treat.

Touching someone gets their attention, gives them a little boost of happy neurotransmitters, and makes it that much easier to transition to other kinds of touching later (hugging, kissing, and on and on…) – so you should give it a shot, even if it feels awkward at first. (But, again, I need to stress: read the other person’s cues. Don’t get all up in the grill of someone who is clearly not into it. When in doubt, ask.)

 

Is this incredibly basic-level flirting advice? Probably. But I’m still a flirtation novice, even at age 23. I’m out of practice because I let myself learn a fear of being flirty. That’s gotta stop. People should know when I think they’re cute – if just because it might make their day a little happier.

What are your favorite ways to show someone you like them? Have you ever struggled with feeling it’s “not okay” to flirt?

 

Naked in Front of People: A Guide for Nudity Newbies

Kate Sloan
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Me and Caitlin at Body Pride

Last week, I went to Body Pride – again.

It was my third time going, so I know the ropes by now. But I remember when I attended my first one. It felt like there was so much to worry about.

In everyday life, probably only about 30% of your body, maximum, is showing at any given time. The upkeep of the rest is less important, because it’ll only be seen under special circumstances (e.g. during sex). But when you’re gonna be naked in front of people – especially for hours at a time, like at Body Pride workshops – there’s more to consider.

Granted, the whole point of Body Pride is self-acceptance. But you still probably want to look and feel your best. So here are my tips for preparing when you know you’ll be naked for a while – whether you’re shooting porn, going to a nudist colony, or just hangin’ out with some pals in the buff.

Test-run your makeup look in advance, if you wear makeup. I don’t quite know why, but some types of makeup look totally fine when you’re clothed but super weird and out of place once you get naked. I find that nudity pairs best with minimalistic looks – but on the other hand, if thick winged liner and fire-engine red lipstick will give you the confidence to rock your naked bod, by all means, go for it.

Wear a layered outfit that’s easy and quick to remove. Does that sound like a contradiction in terms? It shouldn’t – layers don’t necessarily have to be bulky or restrictive. The reason I recommend layers is that you might feel awkward if you’re the first person to get done undressing. You’ll be standing there completely nude while others are still shimmying out of their jeans. It’s best if your outfit can be removed quickly or slowly, so you can adjust your stripping speed to fit the vibe of the event. I usually like to wear a slip dress or nightgown (easy to step out of in a hurry) and a cardigan (allows for dawdling while I undo the buttons).

Do your body hair removal well in advance, if body hair removal is a thing that you do. Razor burn, ingrown hairs and post-wax rashes are not only unsightly but also uncomfortable. Give yourself at least a couple days between hair removal and naked-time, just incase something goes awry.

Moisturize. Cool clothes jazz up your appearance when you’re wearing them, but when you’re naked, moisturized skin provides a similarly polished effect. Trust me, it’s way cuter than dry, ashen skin. Moisturization is also important if you plan on doing any self-tanning before your big naked event.

Use internal menstrual products if you get your period. Menstrual cups, sponges, or tampons (with the string tucked inside) can all be basically invisible, even when you’re completely nude.

Think about butt and vag protection. This really depends on the location where you’ll be getting naked, and what you’ll be doing once you’re naked, but it’s worth thinking about. If you’ll be sitting on the floor or ground, you’ll probably want a pillow and/or towel so you don’t get dirt on your bare ass and/or vaginal fluids on somebody’s bare floor.

Maintain good posture and body language. I don’t know why, but slouching looks even less attractive than usual when a naked person does it. Contrastingly, there is something so sexy and beautiful about a straight-backed, lithe-looking person in the nude. When you’re naked, all your body’s shapes and lines are visually amplified, so make like a Botticelli babe and think long, tall, loose-limbed and elegant.

Ensure you’ll smell good. Naked bodies produce scents more readily than clothed ones; it’s a fact of life. You might want to expand the zones where you typically apply deodorant and/or perfume. (Don’t go overboard, though, especially since there might be some folks with scent sensitivities. Ask if you’re not sure!)

Enjoy yourself! Being naked is so much fun. In our culture, free-and-easy nudity is rare, so appreciate the opportunity when it comes your way. You may even find (as I do at the end of every Body Pride event) that being naked starts to feel like the most natural, lovely thing in the world!

How to Reply to Women on Twitter Without Disgracing Your Entire Gender: A Guide for Dudes

Kate Sloan

Being a woman on Twitter guarantees some level of harassment. That’s doubly true if you’re a woman who tweets about sex.

I created this post for two reasons: a) for the benefit of dudes who badly need this kind of instruction, and b) as a resource for women to send to douchebags on Twitter (and in other mediums, too, if they feel it’s useful in other contexts).

For that latter reason, I’ve put some page-jump codes into this post so that you can send dudes the link to the specific rule they’ve neglected to follow. Here are those links for easy sharing: Don’t mansplain, don’t answer questions no one has asked, don’t reply when a favorite would suffice, don’t favorite too many tweets, don’t be redundant, make valuable contributions, pay attention to context, read before you respond, don’t ask for pics, don’t oversexualize, don’t explain someone’s joke to her, accept you might be wrong, don’t demand anything, don’t tweet an email-sized query, proofread your tweet, and be generally respectful.

Without further ado… Here are my dos and don’ts for dudes on Twitter. These rules aren’t hard to follow, and yet you’d be shocked how many people break ’em.

Avoid mansplanation. Don’t explain things to women as if you know more than them, unless they’ve actually asked for an explanation or advice. Especially don’t explain women’s own experiences, ideas, and bodies to them – we’d know better than you would. Not sure if you’re mansplaining or not? Words like “actually” can be a tip-off.

Don’t answer a question that no one has asked. If I wanted to hear about your dick, your preferences in women, or what you think I should wear (or not wear), I would ask.

If your comment can be expressed by favoriting their tweet, do that instead. You probably don’t need to express your approval in multiple different ways. Favorite, or reply, or retweet. Don’t do a zillion things.

…But don’t go overboard with favoriting. Please don’t be the dude who combs through all my selfies and favorites all the sexual ones in a row. That’s just gross. Back off, dude, your inappropriate boner is showing.

Make sure what you’re saying hasn’t been said by someone else (including the woman you’re tweeting at). Redundancy is boring and not useful. You’re probably not as original and brilliant as you think you are. Especially don’t repeat a woman’s exact point in different words. If you desperately need to express your agreement, see above re: favoriting and retweeting.

Make sure what you’re saying is valuable, relevant, and actually contributes something to the conversation. Don’t just shove yourself into my day for no reason. If you don’t have anything particularly useful, interesting, or new to say, then you don’t need to say anything.

Stay aware of context. If you’re confused by someone’s tweet, flick through her previous tweets, bio, recent blog posts, etc. for possible clarification before you ask her about it. Please don’t be that idiot who has no idea what’s going on. And along those same lines…

Before tweeting about a blog post or link, actually read said blog post or link. I guarantee you, you will come across as a buffoon if you neglect to do this. If you haven’t read a post, you aren’t equipped to write about it, even on Twitter.

Avoid any and all variations of “Pics or it didn’t happen.” If a woman wanted to post a picture, she would do it. Asking for photos of her outfit, face, body, or anything else can come off as intensely creepy and inappropriate. Don’t do it.

Don’t make everything about sex. I know it’s hard for some dudes to get this through their heads, but even people who are openly sexual and sex-positive (e.g. sex bloggers) don’t want every interaction to be lascivious. Use your social intelligence (or if you don’t have any, get off Twitter until you do!) to figure out when a flirty response is appropriate (hint: very, very rarely) – and if in doubt, keep things respectful or just don’t reply at all.

Don’t explain a woman’s own joke to her. It’s surprising and strange how often this happens. It’s like some men don’t comprehend that women are actually capable of being funny, and so they assume that the jokes we make on Twitter are actually serious statements or we just don’t “get” that we’ve “accidentally” made a pun or joke. Assume we are brilliantly funny babes who know exactly how clever we are, and go from there.

Accept that you might be wrong. Exercise humility accordingly. I’m not sure if it’s due to systemic male privilege, or the argumentative nature of the internet, or cultural misogyny, or all of the above, but plenty of men on Twitter have the tendency to believe that they know best and that it’s their job to school other people. Practice saying (and typing!) the words, “You’re right. I’m sorry.” Use them when you need to – which might be more often than you think.

Don’t demand anything. Don’t ask us questions if you can find the answer on Google or elsewhere. Don’t ask us for “proof” of what we’re saying, especially if it’s something unprovable like a matter of personal experience. Don’t start sentences with “You have to.” In general, please remember: you are not entitled to our time or attention.

If your tweet requires a response longer than 140 characters, send it via email instead. Please don’t ask me a barrage of questions on Twitter and expect me to respond instantaneously, or at all. Seek out my email address and contact me there. It’s not hard – most folks will have theirs listed on their website, to which their Twitter profile will link. If you can’t find their email, tweet at them to ask for it, and be gracious if they decline to give it to you.

Proofread your tweet. I can guarantee that I will mock you if your tweet is riddled with errors. Also sometimes typos or autocorrect problems can make it impossible for me to understand what you were actually trying to say. If you care enough to type a tweet, you should care enough to make sure your message will be received and understood.

Just generally: be respectful, polite, and a decent fucking human being. It’s not that hard. If you don’t think you can follow these simple rules, a quick solution is to disable your Twitter account!

Anything I missed? What have you always wanted to tell dudes on Twitter? Got any horror stories to share?