How to Get a Vanilla Person to Spank You Properly

Photo on 2016-06-21 at 3.36 PMI date and bang people who are older than me. Always have. They’ve ranged from one month to eight years my senior, with the average coming in at 28 to my 24. When asked why I skew older, I usually tell people, “I’ve always been mature for my age, so I get along better with older people. Plus, they know what they’re doing in bed!”

I’ve been saying this less lately, though, because actually I’ve given a lot of sexual instruction in the past year. It’s not that my partners are inexperienced or unknowledgeable; most are neither. But several of them were of the vanilla persuasion, so they had little to no experience with one of my biggest kinks: spanking.

Let me be clear. Sometimes it is not worthwhile, or even possible, to get a vanilla person on-board with your kinks. It depends on how “out-there” the kink is, how much commitment it requires, and where your partner’s personal boundaries are. If your partner isn’t interested in fulfilling your kink, or if your enjoyment would rely on a far higher level of enthusiasm from them than they can comfortably conjure or feign, then you may need to have a tough conversation about whether the two of you are sexually compatible.

But assuming your vanilla partner is willing to give your kink a shot, there are ways to help them along. I wrote this about spanking specifically, since that’s the proclivity I’ve schooled people in, but I’m sure these tips apply to various other kinks, too, with a bit of tweaking.

Photo on 2016-06-22 at 10.15 AM #2

Broach the topic casually and confidently. If you cringe, blush, wring your hands and apologize as the word “spanking” falls from your lips, you won’t exactly set your partner at ease. Granted, talking about what you want in bed is hard, but the more coolly you can approach the discussion, the calmer your partner is likely to feel about it. Remember: there is nothing immoral or shameful about consenting adults participating in risk-aware kink together, and you don’t need to feel bad about wanting what you want.

Identify and address their fears. Do they think they’ll hurt you? Explain that you want to be hurt. Explain how pain can feel good, euphoric, cathartic. Remind them of the existence of “good pain,” like stretching your muscles or getting a deep-tissue massage. Teach them about safewords and check-ins. Practice and drill these skills together. Tell them “no” when you need to, so they know they can trust your “yes.”

Does it baffle them that you enjoy being spanked? Watch spanking porn or read spanking erotica with them. Tell them what turns you on about it. Explain what Jillian Keenan says about the common iliac artery and its role in spanking-based sexual arousal. Listen to “Why Are People Into… Spanking?” together. Explain the emotional and psychological appeal of being spanked. Tell them your specific fantasies. Tell them about a time spanking got you soaking wet, rock hard, or even made you come.

Do they worry they’ll look silly or be “bad at” spanking? Teach them some concrete skills (see below). Watch porn together where the top/dom turns you on, to give them an idea of what you want. Assign them a character or archetype to play, if they are dramatically inclined. Remind them that you’ll be so deep in the throes of lust and carnal gratitude that you won’t be paying much attention to how they look.

Put safety measures in place. So basic and so important. Make sure they know what a safeword is, what your safeword is, and what they should do if and when you use it. Keep post-spanking treatments on hand, like arnica cream or refrigerated aloe gel. If bondage is part of your play, have your safety scissors, keys, etc. at the ready. Make sure your home is stocked with possible emergency aftercare requirements, like blankets, ice cream, Gatorade, and Pixar movies. Be slightly overprepared, if possible; the knowledge of these protections will help your partner feel more confident and capable.

Prepare them for what might happen. When I get spanked, I tend to go into subspace. I get nonverbal, finding it difficult to form thoughts more complex than “Yes,” “No,” “More” or “Stop.” I might scream or cry from the pain, but that generally doesn’t mean I want to stop. And I might get very, very wet. These are all things I tell a partner when they’re about to spank me for the first time, because these are things that could scare or startle someone if they’re not prepared. Whatever knowledge you have about how your body and mind react to being spanked, you should share that information upfront with your partner so they’ll know what to expect.

Additionally, make sure to explain to them what aftercare is, and what specific aftercare you tend to need after a spanking. If they’re a gold-star vanilla, they might never have encountered the concept of aftercare before, so explain this thoroughly – it’s important!

Give them specific dos and don’ts. A spanking veteran might assume that the instruction “Slap my ass!” is detailed enough. But for a true novice, it isn’t. They might not know where to hit you, how hard they can go, how hard they should start, how much to vary the position and power of their smacks, how to hold their hand, how to wield a spanking implement, what to say to you while they spank you (if anything), when to know it’s time to stop, what else to do to you while they hit you, or whether they’re allowed to leave marks on you. And that’s just for starters.

Lay this stuff out really clearly for them, in advance. “I like to be hit here, here, and sometimes here – but never here.” “It’s best if you start off slow and light, and build up from there.” “Don’t hit the same spot a bunch of times in a row… unless you wanna be really mean.” “You can pull my hair/hold me down/call me ‘dumb slut’ while you do that.” “Stroking the paddle over my skin in between hits feels really nice.” Whatever your particular preferences are, communicate them lucidly and with gusto. The better your partner understands what you want, the likelier they are to give it to you, and the lower their anxiety level will be while they do it.

Teach them to use a 1-to-10 scale. This is an absolutely invaluable tool that I’ve used time and time again, not just for spanking but for other things too. Tell your partner to ask you two questions when they check in with you mid-spanking: “Where was that?” (as in, where would you rate that last hit, pain-wise, on a scale from 1 to 10?) and “Where would you like to be?”

This is fantastic because numbers are really easy and quick to say, even when your brain is addled with pain/pleasure and words are hard. It’s also a useful tool because it gives your partner a concrete way to understand how much pain you are actually asking for. I’ll always remember the time a fuckbuddy asked me how hard he was hitting me, and I said, “I dunno, a 3 or a 4?” His eyes bugged out of his head, and he replied, “I’ve never hit anyone this hard in my life!” With the knowledge that he was currently at a 3 and I wanted to reach an 8, he knew with increased certainty how hard he could actually hit me, and didn’t have to be so scared about overdoing it. This tool rules; use it often!

Give honest but affirming feedback. It’s all too easy to lie about your sexual enjoyment level – especially for folks socialized as women, who were taught to be polite and accommodating even at the expense of honesty. But it’s vital that you tell the truth about kink, not only so your own experience will improve, but so that your partner can trust you.

When you’re learning a new skill and you ask the person teaching you, “How can I improve?” it’s because you actually want to improve. So when you’re lying in bed with your partner after a spanking and they ask you (once you’re able to speak and think again) for feedback, be honest and get specific. A comment like “You could’ve hit me a little more on my upper thighs and less on my buttcrack” might sound like nit-picking, but the more you display your willingness to communicate about details, the more your partner will trust you to tell the truth about big and small aspects of your sex life together. And that means they’re likelier to give you the proper thrashing you’re after!

That said, as with any topic as sensitive as sex, you’ll want to be diplomatic in the way you phrase these suggestions. Tell a kinkster-in-training that they did a bad job, and they’ll never want to try again; tell them they did [a, b, c] right but could improve monumentally by working on [x, y, z], and they’ll be eager to give it another shot.

 

Have you ever taught a kink newbie to enter the life less vanilla with you? How did you do it? How did it go over? Got any tips?

Pretty, Polite, & Pumped As Hell: How to Rock a First Date

I wore this in 2011 on my first date with the man who would become my first serious boyfriend. Aw, baby Kate.
I wore this in 2011 on my first date with the man who would become my first serious boyfriend. Aw, baby Kate.

Oh, first dates. Is there any situation more nervewracking, or more filled with potential?!

I get freaked out every time I go on a first date, even if it’s with someone I’m not especially excited about. I’ve been known to send panicked last-minute texts to friends while putting my outfit together: “What if he thinks I’m ugly or boring?!” “What if he’s a serial killer?!” “What if he wants to do [x sex act] and I’m bad at it?!”

However, once the jitters are sorted out and I’m on my way, I usually have a pretty good time. Whether a first date ends in passionate sex or a chaste cheek-kiss, whether it leads to something more or nothing whatsoever, it’s still an interesting opportunity to get out of your comfort zone and go on an adventure of sorts.

Here are my guiding principles for a successful first date. Of course, you could follow these to a T and still have a disastrously bad time… but at least if you do, it’ll be the other person’s fault and not yours!

1. Be on time. Lateness is the height of rudeness. A first date is like a sexy job interview: your aim should be to put your best foot forward and project the absolute best possible image of yourself. That means being polite and respectful, including in the way you manage your time. It’s good manners to be 5 to 10 minutes early for any appointment, but especially one as emotionally precarious as a first date. If you find yourself running late for any reason, notify your date ASAP, apologize, and keep them updated on your ETA. I know you’re not a jerk, so don’t act like one!

2. Dress well. Back in March, I wore a shirt with a hole in it on a first date. I’m not saying that’s why the relationship ended in bitterness and confusion, but I’m not not saying that, either. Look, I just think it’s a good omen to put effort into your appearance for a first date, both because it helps impress the other person and also because the spiffier you feel, the suaver you’ll behave. Your outfit should be setting-appropriate (probably don’t wear a church dress to a punk show, or a crop top to the symphony) and should make you feel badass and foxy. Bonus points if it includes at least one “conversation piece” (I like to wear my vulva ring on first dates, because, well, if someone’s not cool with that, there probably won’t be a second date).

What I wore on my "date" with Kidder.
What I wore on my “date” with Kidder.

3. Know what you want and be honest about it. Granted, not all first-date conversations meander to heavy topics like “What are you looking for?” or “Why did you decide to go on this date?” but if yours does, you should be prepared for that convo. If you’re only out for some casual fun, don’t tell your date you’re looking for something meaningful to pacify them; likewise, if you have your heart set on (eventual) commitment, don’t act like the Captain of Chill. It can be terrifying to frankly state what you want, but hey, dating is always a gamble. You’re far likelier to get what you crave if you’re able to ask for it. (And by the way: if you don’t know what you want at the moment, it’s okay to be honest about that, too.)

4. Have a solid pre-date ritual. This is crucial for me, as a person with anxiety. I need a Pavlovian get-pumped-up pre-date routine to banish anxiety and summon my best self. Mine involves loud, peppy music, lots of time spent on my makeup and hair, and texting with supportive friends. Get your prep on point and the rest of the evening will feel smoother for it.

5. Limit your substance intake. If you regularly partake of alcohol or drugs, I recommend you cool it on first dates. Even if your date matches you drink-for-drink, it probably won’t lead to good places: carrying on sharp conversations is harder when you’re blitzed, you don’t retain information as well, and you act different from how you normally would. If things get sexy, intoxicated consent is a fraught issue, especially with a new partner whose body and tastes you don’t know. Plus, if your date is someone from the internet or who you just don’t know very well, it’s safest to keep your wits about you, just incase. I know those soul-searching, three-beers-in conversations can be great fun – mulling over life’s big questions together while getting progressively flirtier – but maybe save those until you know this person a bit better, mmkay?

6. Pick a place where you can talk. In my experience, lots of folks get nervous about not seeming “cool” or “fun” enough to a new potential partner, so they’ll try to take you to some Mega-Awesome Thing like a stand-up comedy show or a drive-in movie theatre. It’s my staunch opinion that all first dates should be “let’s talk and get to know each other” dates. It’s best if this is a low-commitment situation like coffee or a drink – as opposed to a full meal, where you’re stuck in your seat for at least an hour even if the two of you end up hating each other. All my best first dates have involved going out for some kind of beverage together and talking for hours. If your conversation crackles and flows, that’s hugely useful information that you totally wouldn’t have found out if you’d met at a loud punk bar or arthouse cinema.

What I wore on a Tinder date in Minneapolis.
What I wore on a Tinder date in Minneapolis.

7. Be prepared for sex. Responsible adults know that dates might lead to sex and sex carries risks. If you’re going on dates without safer-sex supplies in your bag/pockets/car, what are you even doing?! In addition to condoms and whatnot, you should also prep your body and mind in whatever ways make you feel sex-ready – you don’t want to be in bed with your gorgeous new lover later tonight and find yourself unable to focus on anything but your prickly legs and musky junk.

8. …but don’t feel obligated to get sexy. There are all kinds of “rules” about sex on first dates. Some say it ruins a budding relationship; some say a sexless first date is a disastrous omen. The truth is, there are no set-in-stone timelines for how dates or relationships are “supposed” to go. If both people want to have sex and are emotionally and physically prepared to do so, there’s no reason why they shouldn’t – but there’s no rush, either. You do what feels right for you and don’t let anyone shame you. If your date is The Right Person, they’ll be on the same page as you about sex stuff – or they’ll be willing to get on the same page as you.

9. Ask them about them. My number-one complaint about most boys on Tinder is that they’re terrible conversationalists. Don’t be that guy. Be interested in your date, ask questions and then follow-up questions, and really listen to what they say. Strangers often seem boring until you discover what’s interesting about them. Give them the opportunity to show you that, by asking them about themselves. (This has the added effect of making you appear to be extremely charming and socially skilled. Yay!)

10. If it sucks, leave. Like Alana Massey says: “Stop wasting your time on bad first dates.” If someone is rude, or boring, or wants different things than you do, or you just don’t find them as attractive as you thought you would, you are not obligated to continue with the date. Be polite and respectful (if you can) when you duck out, but don’t let yourself be guilted into prolonging an encounter that’s absolutely not working for you. Those of us raised female (or Canadian) are especially prone to feigning enthusiasm for the sake of politeness, but you don’t have to do that. You deserve better than that.

What are your first-date commandments? What are some of the best and worst first dates you’ve been on?

5 Kinda-Sexy Things to Do When You Don’t Feel Sexy

C’mere, I’m gonna tell you a secret. It should be an obvious fact, but it’s still weirdly taboo and many people don’t accept it. Here’s the thing… There will be times in your life when your sex drive will wane. Even if you are typically a pretty libidinous person. And that does not necessarily mean there’s anything wrong with your body or your mind.

Granted, sometimes it does. As I’m sure you know, certain health conditions and life circumstances can contribute to a sag in passion. Sometimes it has to do with the expectations a partner places on you, or that you place on yourself. (Emily Nagoski has a lot to say about that in her book.) Sometimes your relationship structure doesn’t excite you, and that affects your lust levels. (In which case, I prescribe Esther Perel’s book and some soul-searching.)

But sometimes it just happens for no damn reason. And that’s okay too.

I’ve been singing “Where did my sex drive go?” for the past week. A week wouldn’t seem like a long time to go without desire or orgasms for some folks, but for me, it’s suspicious. I’m chalking it up to a combination of things: a confusing crush that’s occupying a lot of my heart-space, a recent disastrous encounter that left me feeling resistant to touch, and just general life-busyness. It’s all added up to me feeling pretty unsexy, and unmotivated to do much about it.

But there are things you can do to reactivate your appetite for the sensual, even if you’re still avoiding the sexual. I have some suggestions for you; they might make you want to have sex again, or they might not. But either way, they’ll be the gentle self-care you need at times like these, and they’ll help you get out of your head and into your body a little more. And that’s something we all need!

 

Moisturize and massage your body

Hey, the saucy definition of “touch yourself” isn’t the only definition!

Moisturization can be a meditative practice if you let it. Scoop up some coconut oil, cocoa butter, or other loveliness of choice, and start rubbing it into a part of your body that needs some love. Make it your goal to cover your whole body, slowly but surely.

You can make this a very focused, present practice by thinking about each body part as you moisturize it – what you like about that part of yourself, what achievements that body part is capable of, what it means to you. Or you can kind of zone out, by listening to some music during your self-massage and just letting your mind wander. Do what feels needed.

Meditation is proven to make you happier, and this is a low-pressure, easy way to do it. Self-massage also helps you get back in touch with your body, literally and figuratively. And hey, even if you don’t notice any of those benefits, at least you’ll have super soft skin by the time you’re done.

 

Exercise

It’s common wisdom that cardio can boost your libido, but of course, there are other reasons to do it.

For one thing, in the absence of sex or masturbation, you might be feeling antsy and full of stymied energy. While you could force yourself into not-fully-wanted sexual activity to help burn off that bounce, that might not be the best option for you right now. Exercise can help.

In cases where your flagging libido is related to depression, moving your body can also help by brightening your mood somewhat. It’s not a cure-all, but it might ease your sads a bit.

 

Make yourself look good

I sometimes view lipstick as a prescription for my lethargy. I make myself put it on when I’m sad, even when I don’t really feel like it, because it always lifts my spirits. Not a lot, but maybe enough that I can leave the house.

Sometimes a drop in sex drive can result from feeling undesirable. If that’s how you’re feeling, maybe some gussying-up is in order, to help restore some of your confidence.

Do whatever kind of appearance-finessing is most in line with your gender identity and/or sexual persona. That could be anything from lipstick and winged liner to moustache wax and a bowtie. See if you feel a little hotter once you’re done. And if not, that’s cool too.

 

Lose yourself in music

As Jim Carrey well knows, music can help us connect to our more primal selves. When I’m having a bad day or a bad week, few things work as well to shake off my misery as a night out dancing in a dark bar somewhere. It’s such a physically-focused activity that I really don’t have the energy (or even the desire) to think about whatever’s bugging me.

While dancing might help you for the same reasons I outlined when I talked about exercise above, even just listening to music can have therapeutic effects. If it’s music you love, the familiar comfort and joy of it can lift your mood. And some music is so sexy that it might get your hips grindin’ and your heart poundin’, and we all know where that can lead.

 

Use a vibrator non-sexually

My Magic Wand is the only sex toy in my collection that gets used regularly whether or not I’m feeling sexy. That’s because it can bring pleasure to just about any part of my body, not only the sexual ones. Sore muscles, blocked sinuses, even just the apathetic numbness I get when I’ve been sitting around too much – a strong wand vibrator can ease it all.

If you use a vibe on non-sexual body parts for a while and then decide you want to move it onto your genitals, you might find it more agreeable than using your hands to masturbate. Sex toys can give you some psychological distance from your sexuality that you might prefer if you’re feeling unsexy.

 

What do you do to rekindle a sex drive that’s stopped cold?

Help, It’s a Kinkmergency!: Make Your Own Self-Aftercare Kit

Here’s how you know I’m still relatively new to kink: I didn’t take aftercare seriously until very recently.

I viewed it largely the same way I view those safety presentations that flight attendants give before takeoff: this is something I should be aware of, but it probably won’t apply to my life.

See, I cried after the first time I had sex with a man, but for the most part, sex doesn’t unravel me. I think sex is less tied to emotions for me than it is for the average person, just judging by the questions I sometimes get when I tell friends about my sex life (e.g. “How can you have sex with someone you don’t have romantic feelings for?!” and “What?! You could ‘take or leave’ kissing? Really?!“).

But the thing is, kink is way more emotionally taxing than vanilla sex (at least in my experience), which is part of why aftercare is so important. When I’m just getting fucked or putting genitals in my mouth or whatever, I can roll over and fall asleep immediately afterwards, or start cracking jokes, or get up and leave. I can spend some time decompressing and debriefing, but I don’t need to. Shit’s different with kink.

My partners have normally been wonderful about aftercare. They gave it without me needing to ask for it or even use the word “aftercare.” But last week, I went into a play session feeling a bit psychologically off-kilter already (don’t do this!!), so the extended spanking and biting and slapping that typically would’ve been fine… wasn’t. I felt more shaken up than usual, to the point that I started crying and couldn’t even properly verbalize what my problem was. To make matters worse, my partner said something shame-y to me, and I don’t think he meant to, but I just couldn’t handle it at that moment.

So I did what you’re never supposed to do: I skipped aftercare. I put my clothes on and got the hell out of there, because I felt a strong need to distance myself from that person at that moment. It wasn’t the brightest decision I’ve ever made, but it felt necessary at that time.

The face of someone who needs aftercare.
The face of someone who needs aftercare.

I’m really lucky to have lots of clever and supportive folks following me on Twitter, so when I tweeted about my situation, I received lots of suggestions. Upon arriving home, I munched carrots and hummus while watching a cartoon show on Netflix, while still wearing my winter coat with the hood pulled up because I felt safer that way. After about an hour of sniffling and breathing and crunching and (eventually) giggling, I started to feel less horrible.

It got me thinking about how important it is to have self-care supplies on hand, incase of a kinkmergency like this. Sometimes your partner has to leave right away, and can’t give you the care you need after a scene; sometimes you have a conflict with a partner during sex that leaves you both wanting distance; hell, sometimes you might even do kink stuff by yourself that leaves you feeling vulnerable enough to need some aftercare. Here are some suggestions for items to have at the ready, just incase.

 

Calming media

In my recent time of need, I gravitated toward Mike Tyson Mysteries, because it’s bright, silly, and doesn’t require a whole lotta attention span. I think cartoons, in general, make for good aftercare viewing. Some of my kinky friends swear by Pixar movies or old episodes of Bill Nye the Science Guy.

If you’re more inclined toward grown-up media, you could watch something you’ve seen a zillion times already. (SherlockThe OfficeDead Poets Society?) Depending on how you’re feeling, it could be something funny or lighthearted, or something sad enough to induce some cathartic crying. Either could be helpful.

In addition to things to watch, you should also have things to listen to, incase that’s more the mood you’re in. I recommend quiet, soothing music (e.g. Jeremy Messersmith’s “Paper Moon,” Jim Guthrie’s Indie Game soundtrack, the Peaceful Piano playlist on Spotify) or something you’ve listened to so many times that you practically have the whole thing memorized (for me: Jeremy Larson’s “They Reappear” and the self-titled Fleet Foxes album). You could even make yourself a playlist of specific songs that reliably calm you down, and sync it to your phone/MP3 player/tablet/cloud, so you’ll have it at your fingertips whenever you need it.

Depending on your disposition and tastes, it can also be really calming to listen to well-spoken folks reading poems, monologues and such. For example, here is Benedict Cumberbatch reciting poetryTom Hiddleston reading a Shakespearian sonnet, and John Krasinski performing The Gingerbread Man.

 

Warm and cuddly things

Some people get overheated when overwhelmed by kink-related feelings; obviously you should listen to your body and do what feels best. But most people I speak to about this topic seem to say that they feel cold and/or shivery and need additional warmth after emotionally intense play.

To combat this, you can keep on hand some blankets, sweaters, coats, scarves, shawls, hats, socks, slippers, and/or mittens. In emotionally fragile times, I especially like to wear things that remind me of someone I love: a shawl my grandmother knitted, a jacket a friend gave me, some mittens my mom bought me.

You can also get warm by making yourself (or having someone else make you) some tea or hot chocolate, or by drawing a nice hot bath, ideally with some good-smelling stuff in it.

If you have access to a friendly pet, cuddle it. If not, a stuffed animal is almost as good. You can also try cuddling with real-live people if there are any around, and if that appeals. (It’s okay if it doesn’t. Sometimes the comedown from kink involves wanting your distance from other humans for a little while.)

 

Tools of self-expression and self-reflection

This will differ a lot from person to person and even from moment to moment, but you may want a way to process what just happened to you and what you’re feeling. You can keep it simple and just talk out loud about your feelings (I love to do this while sitting in a bath), or you can get a bit more involved and write in a journal, paint a picture, make some music, etc.

For stream-of-consciousness writing that I may or may not want to see ever again, I love 750Words.com. Sometimes typing is easier than writing by hand, physically and maybe emotionally too, since you don’t have to focus quite so much on what you’re writing as you write it. A service like 750Words is also more secure than a physical journal, which might be important to you if you’re writing about sensitive topics and difficult feelings.

 

Aromatherapy

I like the smell of bath products from Lush, scented candles from Bath & Body Works, and lavender essential oil. Figure out what smells you like and keep ’em around if you can. You may want to put on a perfume that reminds you of a happy time in your life. (Bonus happy-hibernating-turtle points if you spray this into the front of a cowl or scarf and then pull it up over your nose.)

 

Grounding snacks and drinks

I’m finding that I really like cold, crunchy foods when I’m coming down from subspace or a sex-high. Fruits and veggies give me enough sensory stimulation to ease me back to earth, and they’re also full of nourishment and hydration, which are important when you’ve just endured something intense.

A friend of mine keeps ice cream around for aftercare purposes. Another friend likes to pick up donuts on the way to a sex-date so they’ll be available for consumption afterward. It might be useful to think in advance about your own food-related proclivities, so you can avoid foods that will make you feel anxious or gross and choose only the ones that’ll make you feel good and happy.

It’s also really important to re-hydrate after a kink scene, or any kind of sex. You lose a lot of fluids through sweating, coming, and (maybe) crying. Load up on water, tea, juice, sports drinks, or whatever other beverages your body is calling out for. (Alcohol’s probably not a great idea at this time, though.)

 

Kind words and feel-good memories

imageThis one’s a bit more abstract, but still important, I think. Start keeping a file or folder – whether digital or physical – that contains all the compliments you receive from friends, family, and even strangers. It’s so easy to forget the nice things people say about you, because they’re often outweighed by negative comments that stick in your head more easily.

If you’re having trouble coming up with material for this “compliment bank,” ask 10 of your closest pals what they think your 3 best qualities are.

You could also keep an ongoing jar of happy memories/good things, like Penny does, to leaf through when you need a pick-me-up. For aftercare purposes, it might be best if this is a physical object rather than just a digital list; the visceral quality of paper in your hands can help re-ground you.

 

What do you do when you need to provide your own aftercare? Or when you need to do self-care in general?

How to Prepare For a Casual Sex Date

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!

 

image

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!