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I first experimented with anal play around six years ago, and it was sort of like the natural progression with my partner at the time. We would add a finger here and there during sex for a bit of extra stimulation.” —Sophie It totally depends on the day and whether I’m by myself or with my partner. But I do always need some form of vaginal or clitoral stimulation while using a plug. I love using plugs, but a plug doesn’t usually get me to the finish line by itself.” —Sophie, 25

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It’s super sexy to watch your S.O. put it in, and it maximizes the size of my orgasm in a big way. So much so that I wanted to do this interview as a PSA for girls still on the fence.” —Lizzie It’s one of those things that just feels right and completely enhances your pleasure in every way. It’s so small and you wouldn’t think it makes a difference, but it absolutely does.” —AarjiI have casually engaged in butt play with three partners, but my current partner of three years and I have experimented more with it. I would say the level of intimacy and vulnerability between us is definitely the reason we’re more experimental.” —Anna Using a butt plug feels strange at first, and it takes some time to get used to, but it’s absolutely worth it! It feels a bit like fingering, although the sensation is slightly different. Go slow—however slow you think slow is, go even slower than that. It shouldn’t hurt at all if you pace yourself, but if you rush things and take too much at once, it can lead to an unpleasant burning sensation. It’s only hurt once or twice for me, when I was starting out and tried to rush through prep before putting in the plug, but with caution and a ton of lube, you shouldn’t feel any pain whatsoever.” —Ruth It was really easy since my girlfriend was already into it. I just told her that I wanted to experience the same sensations she seemed to like so much.” —Aarji If you’re new to anal play, you probably want to start with a beginner-level butt plug without any bells and whistles. Available in a range of sizes, the Bootie plug has an easy-to-insert tapered tip and super soft silicone.

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First, don't neglect foreplay. Instead of going straight for the ass, try a few other activities you enjoy, like oral sex, to get your body turned on and receptive to a new kind of stimulation.Hey is it okay to take dermis from your butt and graft it for your friend in need? I am ass-kin for a friend. It’s way better. I’m not a huge fan of anal sex unless I’m super relaxed and in the right mood, but most of the time, anal sex hurts. The butt plug is smooth and stays in. It’s completely different than anal sex.” —Anna I feel like it intensifies my clitoral orgasms if that makes sense. It’s this whole bunch of sensations down in my lower belly and pubic area. And I’ve had some pretty huge/memorable orgasms with one in while using my vibrator.” —Kennedy To remove a butt plug, gently pull it out while taking slow and steady deep breaths, or have your partner hold the base and slide it out for you. O'Reilly also points out that removal can be easier if you've orgasmed during anal play, as orgasms relax the pelvic floor. What about cleanup?

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Before I even bought my first plug, my partner and I talked a lot about boundaries—what we were comfortable with, what our limits were, and what we each wanted out of the experience. We also use the traffic light safe word system when needed (red for stop, yellow for pause, green for go). They’re into it, I’m into it, and we have a ton of fun together!” —Ruth I like that it’s supposedly ‘taboo,’ and that makes it exciting? I also like that my partner likes it—especially since they suggested them in the first place. It’s not consistent…I would say we engage in butt play once every few months.” —Anna There’s a lot of anxiety about the butt,” she adds. But if you do it well, anal play can be a life-changing experience. I usually just take a shower after and make sure to wash my plug with lots of unscented soap and warm water. Nothing too fancy.” —KennedyBecause my girlfriend was super into butt play, I wanted to see what was so exciting about it too.” —Aarji This tiny little vibrating beauty. Maybe 3ish inches. It was perfect and was my girlfriend’s at the time that we obviously cleaned well.” —Aarji Butt plugs look so cute! My favorite has a big purple gem for the base and it makes me feel so sexy when I show it off to my partner. I also love the little electric sparks of pleasure that come when it shifts slightly as I move.” —Ruth The first time my partner and I talked about it, he told me he ALREADY HAD A SET WE COULD USE. Obviously, I wanted to start fresh, so I made him toss out his old set too for karma reasons. Generally, though, we’re pretty up-front about it. Hey, do you want to use the butt plugs tonight? We’re both into them.” —Lizzie

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We rounded up the best anal beads, butt plugs, prostate massagers, and all the other best anal sex toys on the market, because it can seem like butt stuff has never been more popular. This makes a certain amount of sense: the anus is a universal sex organ that can be enjoyed by everyone. (Though for roughly half of the world's population, a few of the best sex toys for men can make it even more satisfying.) It was actually spur of the moment. I bought a kit that had a silicone one in it from a local sex shop. It was small, around 3 centimeters. The guy I was dating wanted to try it, so we did and I actually enjoyed it. It was small, so it was easy for me at the time, being a beginner. Lots of anal lubricant made it easier!” —Kaley It feels full. I don’t know how else to describe it. It doesn’t hurt, but I do insist on a ton of lube and slow insertion. My partner says it makes me feel tighter.” —Anna Next, start with something smaller than a plug: Lube up your finger, or ask your partner if you can borrow theirs. Circle the anus with the finger, glide it gently in and out of the anus, then add another finger.But even just with a butt plug, there’s still a good deal of prep work that should be done. San Francisco–based sex expert and therapist Celeste Hirschman, MA, cofounder of the Somatica Method of sex, says it’s necessary to clean your butt plug thoroughly before and after use, in accordance with the toy’s instructions. Also, before inserting the butt plug, you or a partner should warm up the anus with plenty of external stimulation, whether it’s with a finger or a tongue. “Analingus is really good, gentle, and relaxing,” she says, and perfect for getting you in the mood. Surprisingly, it’s not as bad as you would think. Make sure you clean your toys with the proper cleaning methods for that particular material and always shower afterward.” —Kaley Be prepared for the possibility of a little ‘surprise’ while cleaning up. Any kind of anal play has the potential for a bit of mess, but putting a towel down on the bed and maybe one on the floor next to the bed to put your plug on after removal is a good idea. And always use an antibacterial toy cleaner afterward!” —Sophie Once you experience an orgasm with a butt plug in, you never want to have an orgasm without one in.” —Aarji This list of butt punsis open to contribution. If you’d like to add a butt pun to it, please submit it to us using the comments section below.