​Pleasure Personalities: Holiday Sex Toy Gift Guides

THIS ENTRY WAS POSTED ON November 28, 2022 BY The Pleasure Chest.

The Pleasure Chest Holiday Sex Toy Gift Guides

Sex toys are not something you can gift just anybody. If the gift recipient is one of your family members, coworkers, or acquaintances, miscellaneous mystery grab bags may be better off without a Magic Wand vibrator or anal beads included. However! Sex toys are great for gifting yourself, your partner(s), your sex-positive friends and anyone on your nice list who would welcome a naughty present in their pile of goodies. And for those who do receive sex toys as gifts, well, they’re the lucky ones!

Sex toys are the gifts that keep on giving. If you pick the right ones, they’re not something you use just once (hopefully!). You get to use them over and over again and experience O after O. Sex toys bring on a whole new meaning to joy to the world!

We got creative with our holiday sex toy gift guides this year. To help you pick the perfect sex toys for solo play or for partnered sex, we have 5 gift guides based on 5 different Pleasure Personalities. We wanted to honor everyone’s differences in their pleasure practices and inspire more play while encouraging y’all to remain true to who you are.

Pleasure Chest 2022-2023 Sex Toy Holiday Gift Guides

What's your pleasure personality?

What's your Pleasure Personality?

The Rookie: a curious beginner new to the world of sex toys who's excited try a little bit of everything.

The Sexpert: an intellectual sex toy enthusiast who's inspired by attention to detail and indulges in luxury (as long as it’s worth the hype!).

The Kinkster: a proud experimentalist who calls the BDSM world their home and is well on their way to building their own sex room.

The Adventurer: person who's been there, done that, loves to push boundaries and goes from one sensual extreme to another.

The Power Couple: a couple that values connection and collaboration above all else.

Whether you relate to one Pleasure Personality or see yourself in all of them, there’s something here for everyone. This blog details just a handful of toys in each guide's gift list—follow the links included to learn more about specific products and go to their respective gift guide pages to see what other sex toys match up to your Pleasure Personality!

Pleasure Personalities Gift Guides: The Rookie

Holiday Sex Toy Gift Guides Rookie illustration "curious, enthusiastic, lighthearted"

If you’re a Rookie, or you’re shopping for one, you may be confused on where to start or what to get someone who doesn’t know what they like just yet. There’s beauty in the journey of exploration; even if you purchase a sex toy that you don’t end up liking, you still end up learning something about yourself! And the same will go for whoever you’re gifting a Rookie sex toy to.

The sex toys in our Rookie holiday gift guide are great for beginners, made with high-quality materials that are easy to clean and maintain, and fall between a low to mid price point. This collection ranges from dual-stimulating rabbit vibrators to G-spot vibes to air suction oral simulating sex toys and penis stroker options. There’s a lot to choose from, and they’re all good places to begin your pleasure practice.

Bunny & Clyde Rabbit Vibrator – for the person who wants stimulation everywhere

Love to Love Bunny & Clyde Rabbit Vibrator held in handIf you’re confused about which sex toy to start with, why not get yourself one that does a little bit of everything? A dual-stimulator (usually called rabbit-style) like the Bunny & Clyde Vibrator from Love to Love is a versatile option that lets you choose your own adventure! This one in particular has two motors, one vibrating external motor for clitoral stimulation and one tapping motor for pinpointed G-spot stimulation. You can use the tapping motor externally, with the tapping motor mimicking a tongue-like motion, or use it internally paired with the vibrating motor on the clitoris for all-over stimulation. Dual-stimulators are also usually anal-safe, so you can insert the larger end anally and place vibration on the perineum to stimulate the external nerves surrounding the anus.


Dame Aer – for the person who finds vibration overstimulating

Dame Aer suction toy held in hand

Air pressure toys (or suction vibrators) provide stimulation without making direct contact, preventing overstimulation and allowing you to go for O after O! Suction toys mimic the sensations you’d feel from oral sex; tongue-like flicks and air pulsation are the signature traits of these kinds of toys. If you haven’t found a standard vibrator that meets your expectations, an air pressure toy like the Dame Aer might be a good option for you. This one is quiet, small, travel-friendly and at a mid price point compared to luxury versions and intro, battery-powered versions. While suction toys come in tons of shapes and sizes (the iconic and viral Rose being one of them), the Aer has a sleek and sophisticated look that may be preferred by those who like to keep it simple.


Juno Flex – for the person who wants to achieve a G-spot orgasm

Je Joue Juno Flex G spot vibrator held in hand

The ever-elusive G-spot orgasm is something many would like to achieve but may find difficult. The key is to find a sex toy that is able to apply a good amount of pressure and keep that pressure consistent throughout play. The Juno Flex from Je Joue is a great example of this, and it also features something most G-spot toys lack: customization. The Juno Flex has a bendable internal core that allows you to flex the toy into your preferred angle, not only making it more user-friendly but also making it easier to achieve targeted G-spot stimulation!


Densa Bullet - for the person who craves intensity

Femme Funn Densa Bullet held in hand

Being new to sex toys doesn't mean you can't crank the intensity up to 11, right? The Densa Bullet from Femme Funn is a versatile vibe you can use internally or externally and it comes with a power-packed motor complete with 8 vibration levels and patterns. It even features a booster button which, when pressed, delivers 10 seconds of highly intense and targeted vibration. You could compare this insertable sex toy to a wand massager--that's how powerful it is. Proceed with caution!


Pleasure Personalities Gift Guides: The Sexpert

Pleasure Chest Holiday Sex Toy Gift Guide Sexpert "luxurious, intellectual, enlightened"

The Sexpert in your life may be difficult to shop for; they’re the first ones to get toys with the latest technology and every time you think you’ve found the perfect toy for them, they already have it in multiple colors! So, what sex toy do you get someone who already seems to have everything? Something with tons of bells and whistles? Something more standard they might’ve overlooked?

Our Sexpert Gift Guide features toys from both luxury brands and brands that have been around for decades creating well-loved classics. The toys in this guide are tried and true, having been highly rated by sex toy connoisseurs all over the world. These sex toys are of the highest quality, made with the safest materials and come with long warranties, guaranteeing longevity and durability—everything a Sexpert looks for when shopping for additions to their coveted collections!

Lelo Enigma – for the person who is hard to please

Lelo Enigma dual stimulating suction toy held in hand

An internal G-spot vibrator and an external clitoral suction motor are what make up the Enigma from Lelo, a brand known for luxury and innovation in sex technology. The Enigma combines air pressure and vibration in a lightweight dual-stimulator with a seamless design. The external suction motor mimics the shape and settings of their Sona suction toy while the internal arm mimics the shape of their Soraya G-spot toy, creating one sex toy that does a little bit of everything!


Lelo Gigi 2 – for the person who wants the job done right

Lelo Gigi 2 g-spot vibrator held in hand

Another vibrator from Lelo, the Gigi 2 is a classic that many brands have attempted to copy since it was created nearly 20 years ago. It’s the world’s bestselling G-spot toy for a good reason! The shape is short and the curve is slight and features a bulbous yet flat head so you can apply firm pressure across the entire G-spot. The Gigi 2 can also be used externally as a clitoral vibrator, offering stimulation similar to the kind wider egg-shaped toys provide. The Gigi 2 is an essential standard that belongs in everyone’s sex toy stash!


Hera Flex – for the person who needs to have control

Je Joue Hera Flex rabbit vibrator held in hand

The Hera Flex from Je Joue is the dual-stimulator version of the Juno Flex that has a posable core in its internal arm. You can twist, turn and angle the internal arm however you want and it will hold its shape and stay put against any pressure you apply, making it great for G or P spot stimulation. The Hera Flex is covered in Je Joue’s signature luxurious silicone and houses their traditional long-lasting rechargeable motor.


b-Vibe UV Sterilizer Pouch - for the person who loves toys but hates cleaning them

b-Vibe UV Sterilizer Pouch with hand pressing button

The only downside to being a sex toy collector is all the cleaning involved in taking care of your toys. It's not everyone's favorite part of the process; most of us would rather keep playing! Either that, or after we've had a few orgasms, we're just too tired to roll out of bed to bring our toys to the sink. Well, with tech-advanced products like the b-Vibe UV Sterilizer Pouch, that's no longer a problem! Simply put your toy in the pouch, turn it on, and let the UV light erase 99% of the bacteria on your toys! Not only do you barely have to lift a finger, it also cleans them at lightning speed. 3 minutes is all it takes to get your toys back to their sparkly clean states so you can get down and dirty once again!


Pleasure Personalities Gift Guides: The Kinkster

Pleasure Chest Holiday Sex Toy Gift Guides the Kinkster "experimental, unconventional, transgressive"

If it’s inappropriate to gift just anyone a sex toy, then that probably goes double for BDSM gear. But if you’re able to find someone who would appreciate a kinky present (or if you’re that person) then you definitely want to deliver! You do have to be careful—you wouldn’t want to get someone new to the kink world anything too extreme, and you wouldn’t want to get a seasoned kinkster anything too boring.

Shopping for the kinkster in your life is truly a delicate balance, which is where our Kinkster Gift Guide comes in! This holiday sex toy guide includes sensation play candles, position aids, metal paddles and BDSM sets that offer a little bit of everything. The Kinkster Gift Guide will help you bring your kinkiest fantasies to life and help your kinky friends do the same.

Sex & Mischief Amor Beginner Bondage Kit – for the person who practices kink on-the-go

Sex & Mischief Amor Beginner Bondage Kit with blindfold, silk ties and feather nipple clamps

Perfect for kink newbies or for regular kink practitioners who need some BDSM travel goodies, the Amor Beginner Bondage Kit from Sportsheets is inexpensive, versatile and cute to boot. This set comes with a soft satin blindfold, two long silk ties and a pair of nipple clamps with feathers that double as ticklers. Practice sensation play, bondage, and sensory deprivation in your home or on the go all with this travel-friendly kit!


Em.Ex. Knit Jock Harness – for the person who likes to keep it spontaneous

Em. Ex. Knit Jock Harness

There’s nothing inherently kinky about this jock-style underwear harness, but the day-to-night, hidden-under-clothes aspect it offers provides endless kinky fun! The Em.Ex. Knit Jock Harness from Sportsheets is as comfortable enough to wear underneath clothes as regular underwear so you can follow through on those spontaneous moments of arousal without having to stop to put on a harness.


Le Wand Necklaces – for the secret Kinkster

Le Wand Vibrating Necklace held in handWe’ve heard of wearing your heart on your sleeve, but wearing your vibrator around your neck? That actually sounds better, sign us up! The all-new Vibrating Necklace from Le Wand is perfect for Kinksters who like to take their play on the go but don’t like to be too obvious about it. This vibrating bullet necklace is strong yet quiet and wearable yet discreet. No one would suspect a thing!


Femme Funn Cora - for the person who believes the more, the merrier

Femme Funn Cora held in hand

Versatility is a must when it comes to a Kinkster's toy collection. A crop that doubles as a tickler, a flogger that doubles as an aftercare tool--these are just a few examples of BDSM gear that can be used in more ways than one (which is not only convenient for travel but also for your wallet!). When you need a sex toy that delivers on versatility, the Cora from Femme Funn fits the bill. The Cora dual-stimulator provides clitoral, G-spot, prostate and penetrative stimulation all in one with two motors: one external vibrating and one internal 'thumping' that taps firmly on the G or P spot, doing all the work for you!


Pleasure Personalities Gift Guides: The Adventurer

Pleasure Chest Holiday Sex Toy Gift Guides the Adventurer "explorative, playful, imaginative"

If you, your partner(s) or your friends are the adventurous type, chances are they’ve done it all and you have no idea what toys are even left for them to try! Always experimenting and never boring, the Adventurers in our lives are sensation seekers that keep us on our toes. They love to watch us try new experiences and they encourage us to push our boundaries. How can we ever thank adventurous folks for keeping our lives so fun and interesting?

We just have two pieces of advice to keep in mind when shopping for an Adventurer: go big or go home! The products featured in our Adventurer holiday gift guide are stronger, sleeker, bigger and bolder than any of the toys in our other collections. These toys are built to last and made for daring souls who crave new experiences and push themselves to their limits. If you get a sex toy for the Adventurer in your life, it should be as big and bold as they are!

Next Level Sex Set – for the person who wants to introduce something new to the bedroom

Fun Factory Next Level Sex Set with NOS cock ring Bootie butt plug and packaging

The Next Level Sex Set from Fun Factory will level up the versatility of your play with two simple yet effective toys: the NŌS, a vibrating cock ring with ticklish bunny-like ears, and the Bootie, a small, curved butt plug angled perfectly for prostate stimulation. You can use each toy separately, combine them to explore multiple sensations at once, or place the NŌS over a stationary sex toy to create an insertable vibrator! An Adventurer likes to have many options available to them, and this set does just that.


Vector + - for the person that says no toy is strong enough

We Vibe Vector Plus held in hand

The new and improved Vector + from We-Vibe is an updated version of the OG Vector with an upgraded flexible shape and remote control. The motor in this prostate massager is not for the faint of heart; it could even be compared to the strength and power of a large wand vibrator! This anal toy is sure to please any Adventurous folks who desire strong rumbly vibrations with the simple click of a button. Little effort + big pay off = the Vector +!


They-ology 5-Piece Anal Training Set - for the simple & straightforward Adventurer

They-ology 5-Piece Anal Training Set with size 1 held in hand

If you like to keep your adventurousness to your play and keep your toys easy to use with simple instructions, then this set is right up your alley. This 5-Piece Anal Training Set is perfect for anal training; it includes 5 plugs in graduating sizes so you can go from beginner to advanced with just one kit. These smooth body safe silicone toys are easy to insert and the plugs are firm enough to stay in place and apply pressure just where you need it. No added unnecessary bells and whistles--just intuitive, effortless tools for anal play!


b-Vibe Masster's Degree Anal Education Set - for advanced anal Adventurers

b-Vibe Masster's Degree Anal Education Set

This complete kit features everything an anal aficionado would need--a set of beads, b-Vibe's Rimming XL Plug, their size 6 weighted Snug Plug, an enema bulb, a lube shooter and a hollow cone marked with measurements so you can track your training progress. This kit would make the perfect gift for well-experienced anal Adventurers or for those who are looking to level up their anal play with larger toys without having to worry about the size. If the phrase "Go big or go home," was a sex toy gift set, it'd definitely be the Master's Degree Anal Education Set!


Pleasure Personalities Gift Guides: The Power Couple

Pleasure Chest Holiday Sex Toy Gift Guides the Power Couple "collaborative, dynamic, connection"

We all know couples that are attached at the hip, who do everything together; couples who have been together long enough that gifting them something as a unit makes more sense than shopping for them separately. Finding a great gift for these couples can be hit or miss. Generic gifts for couples can be underwhelming or cheesy. Anything too sexual might be offensive depending on how well you know the couple.

Our Power Couple Gift Guide is full of couples sex toy options that encourage play and collaboration between couples. Whether it be through building connection on a deeper level with remote controls and app-capable toys or through inspiring creativity with new ways to indulge in pleasure, this collection of sex toys stays true to the classic expression: the couple who plays together stays together!

Ride & Vibe Set – for the couple who gets bored easily

Fun Factory Ride and Vibe Set with NOS cock ring and Limba Flex M Dildo

Versatility is a key facet in maintaining a healthy sex life, so it should also be a key facet in your sex toys! The Ride & Vibe Set from Fun Factory includes two toys: the NŌS vibrating cock ring and the Limba Flex M, a firm posable dildo. Place the cock ring on the base of the shaft and feel the powerful vibrations on the clitoris during penetration. Use the Limba for G or P-spot stimulation or place it on flat surface for hands-free play. The toys can also be used together to create a vibrating dildo! The possibilities are endless with this versatile sex toy set.


Tease Us Sets – for the couple who likes to take their play outside the bedroom

We Vibe Tease Us Sets with Moxie panty vibe and Bond vibrating cock ring

For adventurous folks, curious couples and world-travelers, the Tease Us Sets from We-Vibe are perfect for playing in any situation you find yourself in. These special edition sets come in three options: two Moxie clitoral panty vibrators, two Bond cock ring vibrators, or one of each! The We-Vibe Moxie and Bond are both quiet, wearable app-compatible vibrators with strong motors. They can be controlled via discreet remote control or via We-Vibe’s app, which allows even long-distance couples to play together!


Strap-On-Me Multi Orgasm Bendable Strapless Dildo – for the couple that plays all day

Strap-On-Me Multi Orgasm Bendable Strapless Dildo with remote

If you’d prefer to never leave the house and stay in play mode with your partner all day, then this one’s for you. The Multi Orgasm Bendable Strapless Dildo from Strap-On-Me features three (yes, three!) motors: one vibrating motor in the tip, one vibrating motor in the internal bulb and one suction motor at the base of the shaft. All three motors can be controlled via convenient remote so there’s no need to remove or readjust your toy once it’s in place. Simply insert the toy, turn it on and play all day!


Dame Fin - for the couple who like to keep it hands-free

Dame Fin finger vibe worn on hand

Playing with toys together is one of the great activities any Power Couple can do. But sometimes it can feel like our toys get in the way or feel awkward to use depending on their shapes and sizes. The Dame Fin aims to squash that reputation with an intuitive grip and lightweight motor that, once put on, feels like a natural extension of your hand. It's excellent for solo or partner play, fitting between bodies or even wrapped around other toys or combined with massage oil. The Fin finger vibe is as versatile as it is convenient and would be a nice addition to any Power Couple's play.


Sexy Gifts Make the Best Gifts

If you’re browsing this list for your partner(s) or your friends, one thing is for sure: being the one to buy the sex toys makes you the best friend and partner a person could ask for! If you’re browsing for yourself—you know how to treat yourself right, and that’s more than most can say. We hope your holiday season is merry, bright, and filled with the pleasure you want and deserve.

Go to our main Holiday Sex Toy Gift Guide page to browse all our sex toy gift guides. Happy holidays!