69 Sex Things Every Guy Should Try at Least Once

69 Sex-Related Tasks You Should Probably Do Before You Die

69 Sex-Related Tasks You Should Probably Do Before You Die

Considering how simple sex is at its core — a lot of body parts rubbing against each other — it can be awfully complex.

You can switch up which orifices are being penetrated, what’s being used to penetrate them or even whether any penetration is happening at all. Naked? Semi-clothed? Take your pick. It can be fast, slow, quick or lengthy, too. It can be thrilling or boring (or even both within the same session). You can know your partner intimately or they can be a total stranger whose name you never even learn.

The one thing you hope it isn’t is, well, routine. Some aspects of life are better when they’re predictable, but part of what makes sex fun is the excitement of it being new — whether that’s partners, positions, toys, or simply new approaches.

To help keep your sex life fresh and invigorating, we’ve put together a list of 69 different sex things that we think every guy should try at least once.

What’re you waiting for? Get going.

Masturbate

For many people, sex begins with the self. You begin by masturbating and pleasuring yourself before moving on to sex with other people. Masturbation is an incredible part of life, and the fact that we can make ourselves orgasm with some privacy and five free minutes is an underrated aspect of human existence.

Lose Your Virginity

If you have sex at all, you need to start by having that most likely awkward first time. Everyone has a slightly different experience, and it can range from mind-blowingly awesome to boring and unmemorable. But you can’t start having good sex — the life-changingly passionate sex you want and deserve — until you’ve lost your V-card.

Watch Porn

Porn’s not for everyone. And sure, it has its issues — it can be so deeply unrealistic that watching too much can warp your perception of sex — but there are so many different kinds out there you at least owe it to yourself to experiment with it. A little porn never hurt nobody.

Watch Porn With Someone Else

There’s also mutual porn watching. Whether it’s with a partner, a friend or some other configuration, shifting porn-watching from something you do alone in the dark to something you do with others can reframe how you feel about sex. It is, after all, wildly normal.

Have a Threesome

Sex is great with another person. Threesomes might be tricky to pull off, but with online dating apps and an increasingly sex-positive culture on your side, it might be easier than ever to actually experience the vaunted ménage à trois.

Try Dominant/submissive Sex

Sure, regular sex is nice, but lots of people harbor secret urges either to dominate or be dominated. You won’t know how much you like (or dislike) either until you give it a shot.

Try Bondage

Bondage is often tied up (heh) with domination and submission, but you can do one without the other. Do you want to be tied up? Do you want to tie someone else up? Try it — you just might like it.

8. Try Role-Play

Role-play is a magical tool for experiencing sex that’s radically different from, well, your actual sex life. The ability to act out erotic fantasies can turn good sex into great sex, and it lets you experience all kinds of kinky stuff without actually needing to be, say, a policeman, a teacher or a pizza delivery guy.

Use Lube

If you’re having anal sex, you absolutely need lube. Unfortunately, many straight guys shun lube as something they don’t need for vaginal intercourse as they expect their partner to produce enough natural lubricant to make things work. Pro-tip: It never hurts to have a little extra on hand.

Buy a Sex Toy

Whether for yourself, a stranger or your partner, there’s a whole world of sex toys and accessories out there that the average guy is woefully undereducated about. It wouldn’t kill you to drop some cash on one, would it?

Try a Stroker

A stroker, aka a Fleshlight-like sex toy that you penetrate, is about the peak of modern masturbation engineering for men. Sure, your hand can get the job done, but you don’t know the true power of a stroker until you’ve tried it for yourself.

Get Someone Off With a Sex Toy

There’s a serious gender gap when it comes to sex toys. Women are a lot more comfortable buying, owning, using and discussing them than guys are, and that often means guys are awkward or reticent when it comes to using them on their partners. But there is pretty much nothing hotter than a guy who’s confident enough to welcome something new into bed — especially when it vibrates.

Get Penetrated

Ahhh, the anus — the final frontier of male pleasure. Look, we know there’s a taboo that says you can’t be masculine if you let someone play with your butt, but the people who wrote those rules almost certainly never had their prostate massaged. Don’t knock it ‘til you’ve tried it.

Go Down on Someone

Going down on someone is less and less taboo these days, but by God, you’d better man up and perform some cunnilingus or fellatio if you ever want to be taken seriously as a sexual being. And not just once — a lot.

Eat Ass

Now, regular oral is more or less non-negotiable, but analingus is something you should at least try once (or twice — once giving, once receiving). You’d be surprised at how much fun it is.

Have Tantric Sex

All kinds of studies have suggested that the average sex session is only a handful of minutes long. At some point in your life, buck the trend and shoot for a multi-hour marathon roll in the hay (with breaks to hydrate, of course).

Have a Quickie

Long, passionate, slow sex is great, but sometimes you need to look at your partner, realize you only have 10 minutes and still go for it.

Have a Lost Weekend

It doesn’t need to take place on a weekend per se (depending on your schedules), but at least once in your life, we hope you get to just spend a day or two deep in a haze of sex and cuddling. What constitutes a ‘lost weekend’ is flexible, but the principle is when you’re done, you feel like you’ve just been getting it on for 48 hours straight without even a break to eat.

Have Vacation Sex

Many people feel hornier on vacation, and whether you’re hooking up with a local, a fellow tourist or the person you came with, getting it on in a wildly new context can feel deeply free and erotic — like a short skirt blowing in the wind.

Have Hotel Sex

Even if it’s in your own city, booking a night somewhere and going to town on a nice bed whose sheets you’ll never have to fold or wash — and then getting post-coital room service — is a must at some point in your life.

Hook Up With a Stranger

The thrill of having sex in a fit of passion with someone you’ve only just met that day and barely know anything about can be incredibly powerful.

Hook Up With an Ex

On the other end of the spectrum, having sex with someone you know well — all too well, in fact — can be deeply special. However, be careful with this one as not all exes are good fits for something like this. If you have an ex you’re on good terms with, hooking up one last time for old times’ sake can be one of the most fun walks down memory lane you’ll ever have.

Hook Up With a Friend

Somewhere between brand new acquaintance sex and old flame sex you have friend sex — sleeping with someone you know quite well, but not in a sexual context. This, too, can be tricky, but realizing you’ve always had a little bit of a flirt going on, and then making good on it, is intensely hot.

Explore a Totally New Kink

Whether it’s something a partner is into or something you’ve read, trying out a wild fetish just for fun is a must here and there. Who knows? You might just discover a new favorite.

Open Up About Your Secret Kinks

For some people, having kinky desires can feel deeply lonely. You might feel like you’re the only one with your particular rare fetish, but realistically, there are lots of people out there who get off to the exact same thing as you. If you don’t feel comfortable with a face-to-face conversation, the internet is a great starting point to discover others who share your desires.

Interrogate Your Desire

Desire isn’t necessarily easy to control, but that doesn’t mean it’s carved in stone. It’s worth thinking critically about your desire at times and seeing how it makes you feel, and how it makes other people feel, too. If you’re aroused by things that are illegal, immoral or that make your partner feel uncomfortable, it’s worth thinking long and hard about them — where those desires came from, how they impact you and others and how much room you want to grant them in your life.

Go to Sex Therapy

Sex therapy isn’t just for old, married couples in relationships where the passion has dried up. Being able to talk about your desire can be difficult, and acknowledging when things aren’t working is an incredibly mature and commendable thing to do. If there are aspects of your sex life that you’re struggling with, talking to a professional about it is one of the best approaches you can have.

Get Tested

Psychologists aren’t the only people you should check in with when it comes to your sex life. You should also be getting tested for sexually transmitted infections regularly, whether you have a single partner or hundreds. You don’t want to be the one having to call all your past partners when the symptoms finally show up.

Fulfill One of Your Fantasies

While some fantasies are better left in your head, you can probably make at least one outlandish sexual dream of yours come true — or cum true, if you will.

Fulfill Someone Else’s Fantasy

By the same token, you should also be that willing and generous partner for someone else. Put your own desires to the side for a night and give yourself over to making someone else’s dreams come true. They just might thank you by returning the favor.

Visit a Sex Shop

Whether you’re buying or just looking, being able to go into a sex shop and browse without feeling ashamed is something that every man should work on. It might not seem like it, but being able to buy sex toys and accessories in your own city is huge, and having an expert talk you through your purchase decision is something most online sex shopping simply can’t provide.

Visit a Strip Club

Yes, they’re stereotypical bachelor party fodder, but whether you’re going to celebrate, ogle or just unwind, at some point, you should go just to experience it. Be sure to pay the strippers, too.

Visit an XXX Theater

They might be less and less popular now, but hell, porn is (technically) cinema. You wouldn’t watch every single Hollywood movie you see on a tiny little screen, so why should you settle for the same in the case of porn?

Visit a Sex Museum

Sex isn’t something you can only experience in the context of being horny. Whether it’s the Sex Museum in New York, the Penis Museum in Iceland or a sex-themed exhibit somewhere, experiencing the reality of sex in a curated, serious context can really change the way you look at the subject.

Quit Watching Porn

Look, porn is awesome. If your ancestors knew that in the future you’d have incredibly easy and free access to the amount of porn that currently exists, they’d spit on their own graves. Still, it’s worth taking a breather from it every now and then. Porn addiction is a real thing, and watching too much porn can negatively impact your sex life with real, actual people.  

Quit Masturbating

Masturbating is so much fun, but like any good thing, you can have too much of it. As much as it’s healthy and normal to masturbate, it’s not a bad idea to take a little break just so you know you can.

Have a Summer of Love

It doesn’t need to be the summer per se, but summer is the perfect time to sleep around a little bit. Everyone’s out and about, wearing less and less clothing to show off their sun-kissed skin. Just make sure you’re clear that you’re not looking for anything serious first.

Go Celibate

When you’re single, taking a voluntary break from sex can seem like a deeply foolish move, but constantly chasing after fleeting physical pleasures is a good recipe for disappointing or hurting someone (or lots of people) along the way. Being able to step back and say “no” is an incredibly mature move.

Have Bathroom Sex

Bathrooms are probably the second sexiest room after bedrooms, so when bedroom sex is starting to get stale, it might be time to suggest a shared bath or shower. Who can say why bathrooms are so sexy, but the presence of locks, mirrors and (in some cases) shower heads might have something to do with it.

Have Sex in the Water

Whether a pool, hot tube or seaside, being in the water typically means being next-to-naked, if not fully nude. And, well, one thing leads to another, so go with it. Just make sure to take the adequate protections so that water sex doesn’t turn into a drowning scare.

Have Sex at a Party

Don’t tell us you’ve never fantasized about discreetly sneaking away with someone to find a secluded spot you can get it on in. Yeah, thought so.

Masturbate Non-Traditionally

You probably have a go-to move, a preferred hand or an ideal spot, but it doesn’t hurt to switch things up every once in a while. Do it without porn, do it with your other hand or even with a toy. Try any number of alternate masturbation techniques. Change things up and see how you like it — you might be pleasantly surprised.

Make Porn

You mean to say you’ve never wanted to know what you and your partner look like while you’re having sex? To be safe, you should probably delete it immediately afterward, but still.

Read Erotica

Some of the best erotic experiences you can have are the ones you cook up in your head while reading someone else’s sexy thoughts. Thanks to the internet, good quality erotic is free, bountiful and exists for basically every kink, fetish and desire out there.

Love Your Genitals

Men obsess over penis size, but women barely care about it. There’s so much you can do to please a partner, regardless of gender, without your dick ever entering the conversation. You only have one — you should work on loving it (or at least accepting it).

Love Your Body

That goes for the rest of your body, too. You don’t need to be 100 percent satisfied with your appearance at all times, but being able to flush some of the societal messages about how you’re supposed to look out of your brain will make it a lot easier to enjoy being in your body and the sex you have.

Talk Dirty During Sex

Sure, sex is physical, but the trope about the brain being the largest sex organ is true. After all, if your mind isn’t aroused, good luck with getting it on. That’s why sex with some dirty talk is so awesome — you get to explore not just what’s happening with your bodies, but what’s happening in your head, too.

Sext With a Partner

While dirty talk is nice, it’s only feasible in a relatively limited context. Sending sexy texts, however, is a little more freewheeling. You can do it from the other room or another continent. Your partner can bring you to a body-rocking orgasm without either of you ever looking away from your phone screens. Who said technology was a bad thing?

Sext With a Stranger

As nice as it is to explore your desires in a textual sense with someone you know, sexting with someone you don’t can be even more thrilling. Thanks to the internet, as well as hookup sites and apps that allow for this kind of thing, it’s literally never been easier to find people to sext with.

Take Nudes

You don’t have to send them to anyone. In fact, unless anyone asks, you shouldn’t send them to anyone. But considering your naked body — how it looks, how it moves — and taking a picture of it is a powerful act, not only of erotic potential but also of self-love and acceptance. Plus, practice makes perfect.

Cum With a Partner

The sex we see in the movies — whether Hollywood or internet porn — often lies about when and how people cum. In truth, cumming at the same time as your partner is hard; pinning down even one person’s orgasm can be tricky enough without trying to match up two separate moving targets. But when you pull it off, it’s amazing — and if you have sex enough times, you’re sure to get there.

Try Mutual Masturbation

Whether you manage to cum at the same time during sex or not, mutual masturbation is a great way to experience simultaneous (or nearly simultaneous) orgasm without actually engaging in penetration. Being erotic together without going all the way can be a unique and deeply arousing experience.

Be Someone’s First

This is one you absolutely shouldn’t force, but being there for someone’s first time and getting to walk them through the act of losing their virginity can be a magical, sexy, and romantic experience.

Be Someone’s Best

Your record might not stand for all time, but being breathlessly told, “That was the best I’ve ever had” is a goal that every guy should strive for. It means not only do you care about the other person’s pleasure, but you’re damn good at it, too.

Find Your Favorite Position

Sure, sex is great, but how many positions have you even tried? There are so many positions out there, and different ones will work for (and appeal to) different people. Don’t settle for sub-par sex just because you haven’t tried enough different positions yet.

Try a Complicated Position

That being said, not all positions are created equal. Frankly, some sex positions are advanced enough to count as expert-only with legs going in all different directions and bodies bending in difficult ways. Tread lightly.

Have Blindfolded Sex

Whether it’s you or your partner wearing the blindfold, think of it as vision-bondage — not being able to see things means you have to focus on the other senses — like touch, hearing, smell, and, er, taste.

Have Phone Sex

Another way to explore sex without the visuals? Phone sex. Although modern technology means you can watch each other masturbate while on the phone together, restricting it to just the audio can be a lot of fun, too. There’s something deeply erotic about hearing the way the other person’s voice and breathing patterns change as they get closer to climax.

Have Food Sex

Bringing sex into the kitchen can be fun, but what about bringing the kitchen into your sex life? Have you ever licked whipped cream or chocolate sauce off a naked body? Traced an ice cube around a nipple? Spoon-fed someone exotic honey while caressing them? Aside from all the aphrodisiac qualities of some foods, there’s much more to the crossover of food and eating than just slang terms for oral sex.

Have Morning Sex

You wake up, open your eyes, roll over and bam! The object of your affection is right there next to you. Sure, morning breath can be gross, and no one’s looking their best when they’ve just woken up, but if you never transition from sleepy cuddling to slow, sensual morning sex, you’re seriously missing out.

Have Sex to Music

Not all music is sex music — but some music is definitely sex music. Putting on some sensual tunes while you’re in the middle of the act can unlock a whole new dimension of erotic fun for you and your partner. Plus, it can help hide the sounds you’re making from your neighbors.

Have Mirror Sex

If making porn is a no-go for you and your partner, one good way to watch it happen is with the use of a judiciously placed sex mirror. Which is to say, that’s any mirror that allows you to watch yourself and your partner while you’re going at it.

Have Sex in Public

That doesn’t mean where people can see you — although experimenting with voyeurism can be hot — but it means doing it outside of your home. It can be in a parking lot, movie theater, stairwell, alleyway or in your office after hours. Getting it on somewhere you know you’re not supposed to is very naughty and thus, very exciting.

Have Sex in Nature

Even better than plain old public sex, though, is sex in nature. This could be in a public park after dark or in a field in the middle of nowhere. Having sex in nature is a truly cool and liberating experience that can make you feel like what it must have felt like to have sex as a prehistoric human.

Have Protected Sex

The fact that good condoms are cheap, reliable and easily accessible is a miracle of human innovation that we should all be deeply appreciative of. Condoms are great! They protect us from disease and unwanted pregnancies, and we are deeply grateful.

Have Unprotected Sex

That being said … having unprotected sex is, admittedly, a lot of fun, too. It’s something you should only do with a consenting partner and with someone you trust, but if you do get the opportunity, the sensation is unrivalled.

Try Edging

Edging just means pulling back right before you orgasm only to restart the process. The idea is that stacking a bunch of separate sexual buildups on top of each other will produce a seriously powerful orgasm at the end. You can do it by yourself, have a partner do it to you or do it to a partner.

Explore Your Sexuality

Sexuality is a spectrum, not a binary, which means if you think you’re only attracted to one gender, there’s a decent chance that’s not the whole truth. That doesn’t mean you should go out and try to sleep with someone on a whim just to see if you’ll like it, but it does mean being open to the possibility that you can be attracted to more people than you thought if you give it a try.

Have a 69

You didn’t really think this list would end with anything else, did you? The 69 position is a bit of a controversial one — people can’t seem to decide whether it’s overrated or underrated, but it is remarkably famous. It’s also the only position where both partners are receiving the exact same thing at the exact same time. And sure, it may be harder to climax while 69ing, but you’ve got to try it before you can decide whether it really is “nice” or not.

Source: AskMen