Here is a list of 20 hot and wild hotwife dares and challenges tailored for a hotel visit or stay. Some are subtle while others are bold and risqué. Hotels offer a variety of private and public places. Including hotel rooms, lobbies, hallways, bars, lounges, pools, and more. This makes hotels a fun place for an adventuresome hotwife and affords her places to be as discreet or as bold as she dares.
This list of hotwife challenges and dares assume a high comfort level with risk, and exhibitionism. They also may push your boundaries while leveraging the unique spaces hotels have to offer.
Why not read over these hotwife hotel challenges and dares and see if they help you to design the perfect hotwife dare or challenge for your next hotel visit. Just keep safety, appropriateness, and consent in mind when planning a hotwife challenge or dare. Now, just go have fun!
The Hotel Lobby Hotwife Strut
This hotwife dare is very easy to do. Especially for the hotwife just getting started in the hotwife lifestyle. Just dress in something very sexy and revealing, like a very short and tight black dress. Do your hair and makeup to the max. Put on a sexy pair of high heel shoes and adorn your body with some sexy jewelry. You want to look like you are looking to get noticed and pick up a man or two.
Once you are ready, head down to the hotel lobby and walk across the lobby very sexy like you own it. Now, count the number of guys that check you out.
Optionally, you could have your husband either go down to the lobby ahead of you, or trail behind you at a distance as you strut across the hotel lobby. He can then tell you how many heads you turned.
If the hotel lobby has a bar in the lobby, even better. If the hotel lobby is not very busy, head out to the front door of the hotel and walk outside and just look around like you are waiting to be picked up. Smile at any hot guys that walk by or walk towards the hotel front door.
The Hotwife Key Card Drop Challenge
This one is actually very easy to do and is great for new and seasoned hotwifes. It’s also a great challenge that could give the hotwife an advantage later in the evening at the hotel bar.
Dress super sexy in an outfit that is a little on the revealing side. If you have ample boobs, make sure the outfit shows plenty of cleavage. A super short dress or skirt works well also for this hotwife challenge. Just make sure you wear panties under it that are a contrasting color.
Now that you are looking all sexy, go explore the hotel and when you see a hot guy that gives you some tingles, walk towards him and act like you are looking through your purse. Now, right before you get to him, act like you accidentally dropped your hotel room key card. Smile at him and then squat down or bend over to pick it up. But do this slowly. When you go to stand back up, look him in the eyes and smile. You could also say something like, “I’m such a klutz at times.” If all goes well, this may spark a little flirty exchange between the two of you.
Remember how I said this hotwife challenge could give you an advantage later in the evening at the hotel bar? Make sure you go to the hotel bar after dinner for a drink or two. If you see one of the guys you pretended to drop your key card in front of, walk right up to him and remind him of the encounter the two of you had earlier. You could even act like you are a little embarrassed.
The Hotwife Bar Stool Accidental Slip Dare
Here is a great hotwife dare that could easily lead to flirting. Or possibly to the guy being extremely embarrassed. Either way, it’s a fun little dare for any hotwife. Let me explain how the hotwife bar stool accidental slip dare works.
Get dressed up very sexy and head down to the hotel bar. Make sure you bring your purse and a handful of condoms. Also, a little sexy toy can work well for this dare, too. Now find a convenient open barstool at the bar and take a seat.
When a sexy guy goes to walk past the barstool you are sitting at, hopefully showing a lot of thigh, pretend you are going through your purse and “accidentally” drop a few condoms onto the floor. Hopefully the sexy guy will be a gentleman and bend down to pick up what you dropped. When he realizes they are condoms, act all shy and submissive for a moment. Then start flirting with him. You could also “accidentally” drop the small sex toy instead of the condoms.
You also turned towards the guy as he picks up the condoms or sex toy, and as he stands back up, spread your legs a little to “accidentally” flash him your panties, or lack of panties. You could quickly act like you realized what just happened and apologize for flashing him. Then move on to flirt with him.
The Hotwife Unsuspecting Bartender Challenge
If the bartender in the hotel bar is hot, this hotwife challenge is perfect for any hotwife. Definitely give this one a try. Here is how the hotwife unsuspecting bartender challenge works.
Dress like you are out to get picked up and fucked all night long. Make sure your hair and makeup is giving off the come fuck me vibe. Now, head down to the hotel bar and find an empty barstool at the bar and sit down.
Try to chat with the bartender a little each time you order a drink. If it feels right, do a little light flirting with him. Slowly ramp up the flirting each time you chat with him.
When you feel ready to leave the bar and return to your hotel room, make sure you have some of your drink left. Now, generously tip the bartender when you pay your bar tab. Also slip in a note that says something like, “I’m in room ###. Want to join me?” Or something a little less bold, like, “Call me. ###-###-####” Or, even something like, “Am I your type?”
Now take your time leaving the bar. Slowly finish your drink and watch his expressions and actions when he reads the note. If, for some reason, he does not read it or sets it aside, make sure you come back to the bar the next night. Hopefully he will be working, and you can see how he is acting. Of course, start flirting with him again.
The Hotwife Ice Machine Encounter Dare
This hotwife dare can be done just about any time you are at the hotel. No need to dress up all sexy either. Just put on some skimpy shorts that easily show off your butt cheeks and a crop top tee. Or wrap your hair in a towel and then wrap a towel around your body like you just got out of the shower. You could also just put on some sexy but skimpy lingerie.
Ready? Grab the hotel room ice bucket and head to the ice machine or ice machine room. When you get there, just hang out a bit and wait for a hot guy to walk by or come to the ice machine to get his own ice. When he gets close you can bend over to fill your ice bucket and give him a grand view of your sexy butt cheeks. Then act all surprised when you turn around and see him. You could even say something like, “Oops, you caught me. I was trying to sneak down for ice without being spotted.” Then start up some light flirting. If you are lucky, you may just get to take him back to your room for a little one-on-one fun or at least make a date to meet in the hotel bar later.
This hotwife ice machine encounter dare can also be done at hotel snack machines or drink vending machines. The main thing is that they need to be a little secluded. Not one in the hotel lobby. You may also have to repeat this hotwife dare a few times to finally run into that sexy guy.
The Hotel Room Window Hotwife Tease Dare
This fun hotwife dare can be done anytime without even having to leave your hotel room. The basic idea is to sexually tease people that could possibly see you through your hotel window. Here are some ideas to get you started and have a little fun in a sexual way.
If your hotel room has an inner sheer curtain, open the main curtain and stand nude in front of the window. This works best when it is dark outside. Just make sure there is a light on behind you. You can even pose a little provocatively if you desire. People looking towards your hotel window will see something similar to a shadow box displaying your sexy nude figure. Be careful though, too much light behind you will show a lot more than your silhouette.
You could walk around your room wearing just a towel like you just got out of the bath. You just accidentally forgot to close the hotel room curtains.
Put on some very sexy and revealing lingerie while in the bathroom. Now walk out to the main room where you have the curtains already wide open. Once you see someone looking your way, run over to the curtains like you are all embarrassed and close them while you smile at whoever is looking at you.
If it’s nighttime, you can open the curtains but only have a small light on that is further from the window. It should be very dim for this one to work. Now walk around the room, or lie in the bed, or even just stand in front of the window like you are taking in the view. Dress as sexy or daring as you desire. You could even do this one totally nude if the light is dim enough to not show too much.
You could put on a very short skirt or dress and then stand in the open window looking out. When you see someone looking your way, turn around and act like you dropped something. Then bend over to pick it up showing the onlooker a great view of your sexy ass. Then quickly stand up, turn around, and pull your dress or skirt down with an oops look on your face.
You could also just wear some sexy panties and a bra to do some of these hotel window hotwife tease ideas. A very tiny and revealing thong bikini would also work well. Maybe even a see-thru dress with nothing on under it? Or a very tiny thong of a contrasting color under it? Use your imagination and just have fun picking out what to or what not to wear.
Optionally on most of these window tease hotwife dares you could pretend you are checking out what you are wearing or not wearing in the reflection of the glass. Or pretend you are teasing someone that is in the room with you. For example, tease your husband that is sitting in a chair or on the bed.
See a guy checking you out that gives you the tingles? Smile and wave at him. Flirt with him through the window and see where things go.
Another fun thing you could do is once you see someone looking at you, close the curtains quickly with just your smiling embarrassed face looking out at them.
This is a great dare to do at swinger lifestyle hotel takeovers. You can get a lot bolder with the hotel room window hotwife tease dare.
For extra fun, have your husband outside watching anyone that looks at the window and report back to you, their reactions.
Late-Night Hotwife Accidentally Locked Out of Hotel Room Dare
Are you good at acting like a damsel in distress? If so, then this dare may be perfect for you. Let me explain how the late-night hotwife accidentally locked out of hotel room dare works.
This hotwife dare is best performed late at night. Put on some sexy lingerie or wrap a towel around yourself like you just got out of the shower. You could even go as far as wrapping a towel around your hair.
Now grab your hotel room key and hide it from sight and then go out in the hallway. Wait for someone to see you and pretend that you accidentally locked yourself out of your room. Act all embarrassed and say things about going to the snack machine to see if anything looked interesting and you thought it was late enough that nobody would be around to see you. You could even say that you quickly realized what you were wearing and went to go back into your room to put on a robe and then noticed you forgot your key and could not get back in.
Once you have a guy attempting to help you out, you have two paths you can take your interaction with him.
After talking to him for a bit, and hopefully the two of you have been doing a little flirting, suddenly find your hotel room key. Now, act all embarrassed again, and possibly even invite him in for a drink for stopping to help you.
Another path you can take is to ask him to go to the front desk and see if they can give him a key to bring to you or if they can bring you a key. Continue to act all embarrassed when the guy or the hotel employee brings a key to get you back in your hotel room. Of course, you can always offer him or them a drink for saving you.
The Hotwife Balcony Exposure Dare
If you are on an upper floor in the hotel, and your room has a balcony, why not try this hotwife dare? This one is easy to do and can be a little fun. Here is how the hotwife balcony exposure dare works.
Dress up in sexy but skimpy lingerie, or less if you dare. Now walk out onto the balcony and pose for your husband while he takes photos of you. Now, just enjoy the risk of knowing someone may see you from below.
Optionally, instead of taking photos, you could just act like you are enjoying the view from the hotel balcony.
The Hotwife Hotel Bar Prowl Challenge
Dress as sexy as you can. For this hotwife challenge to work the best, you need draw sexual attention to yourself in the hotel bar. Once you are all sexy, head down to the hotel bar and sit alone in the bar. You could try sitting at the bar, or at a table. Just make sure you sit in the area of the bar that has the most single men. You could even walk around the bar smiling at men as you pass them.
The idea is to flirt with as many men as you can. Just strike up conversations with complete strangers and see how long you can keep them hooked and flirting with you. If you dare, you could possibly invite one of the men you are flirting with back to the room for a nightcap. Or maybe invite two?
Optionally, your husband could go down to the hotel bar ahead of you and pretend that he does not know you. He could then enjoy watching you flirt with other men from a distance. You could even flirt with him and a stranger and hint that you really want to have a threesome. If the stranger agrees, just pretend that your husband is also a stranger.
If you do have a threesome with a stranger and your husband, it’s usually best if both guys leave at the same time. You can then text your husband after a little while to return to the room.
Another option you could do with this hotwife challenge is to see how many telephone numbers you could collect while flirting with the single guys in the hotel bar.
The Hotwife Hotel Hallway Nude Dash Dare
This hotwife dare can be done fairly quickly. That is, if you can run fast. Strip down to the point that you are 100% naked. Now, open the hotel door and run as fast as you can down the hall, and then run back.
You could carry a towel with you and if you are spotted, drop it on the floor and pretend that it fell off. Then pick it up and cover yourself while you smile and act embarrassed.
The hotwife hotel hallway nude dash dare is great to get your heart pumping and your adrenalin flowing. Once you are safely back in the hotel room, you may even break out in laughter.
To make this dare even more exciting, have your husband film you from the hotel room doorway.
The Hotwife Exhibitionist Open Door Play Dare
This hotwife dare works extremely well at swinger lifestyle hotel takeover parties. But it could also work well at hotels that cater to business travelers. Here is how the hotwife exhibitionist open door play dare works.
“Accidentally” leave your hotel room door slightly open. If you are really brave, you could open the door further or even completely open. If someone questions it, you can always pretend that the door apparently did not latch when you closed it, and it must have opened up a little.
Have the door slightly ajar or open? Now it’s time to put on a little exhibitionist show for anyone passing by. Make sure you are vocal enough to draw attention to the partially or fully open door. Here are some ideas you could use for this dare.
Have your husband or bull slowly undress you while you let out moans and maybe even talk dirty to him.
Walk around the room totally naked humming or singing.
Sit down in a chair or lay on the bed and pleasure yourself. Just make sure the location you choose can be seen from the open door.
Have your husband or bull have sex with you on the bed, or while you are bent over a chair or couch.
I’m sure you are getting the idea. Just put on a little sex show that can be seen from the open or ajar door.
If you notice someone spying on you through the open door, just smile at him and pretend you are a little embarrassed and did not realize the door was open.
Or you could invite him or her in to join you. If you are at a swinger hotel takeover, just invite them in to watch or join you. Who knows, you may even get an orgy going. Or, if at a business hotel, a hotwife gangbang.
The Hotwife Hotel Room Service Flirt and Seduction Challenge
Here is a hot hotwife challenge that can be done without even leaving your hotel room after you have done earlier preparations. Early in the day or evening, walk around the hotel and check out all the guys that are delivering room service to rooms. When you find a hot guy you like, be personable and ask him his name. Find out how late he works and just flirt a little.
Now that you have picked a room service guy you are sexually attracted to, put on some sheer lingerie, or just wrap up in a towel that is a little too short. This hotwife challenge can also be done totally naked if you are brave enough.
Once you are ready, order room service and request that whatever you are ordering be brought to your room by the room service guy you thought was hot. Now, just sit back and sip on a nice drink while you wait for him to arrive.
Once he arrives at your room, open the door and greet him. Watch his facial expressions and how he reacts to you being dressed all sexy or totally naked. Once his initial shock has worn off a bit or has transformed into nervousness, ask him if he could please put the tray down on the desk, or table.
Now it’s time to start doing some major flirting with him. See how far you can take things. Can you get his number? How about getting him to sexually flirt back with you? How handsy can you get with him? Can you get him to stay and have sex with you? Or, how about setting up a date with him after he gets off work?
The Hotwife Group Flirt Hotel Bar Challenge
If you love the sexual attention from a lot of guys at the same time, this may be a great hotwife challenge for you. Here is how the hotwife group flirt hotel bar challenge works.
Get dressed up nice and sexy, the skimpier the better. You want your dress or skirt to be short enough to do a little flashing and thigh flirting. The more thigh you can show the better. Also, put on a thong that is a contrasting color of your dress or skirt. If you accidentally flash a crotch shot, you want it noticed easily.
You all dressed up and ready? Head down to the hotel bar. If the bar has a hotel lobby bar, all the better. Once you arrive at the bar, look for a group of guys partying together. Look for bachelor parties, a group of business travelers, a group of guys that are attending a business meeting or convention event, or the like.
Once you have spotted a large group of guys, go place yourself very near them, or if possible, in the center of them. If they are at the bar, casually ask if a particular barstool is taken. Even if it is, they will most likely offer it to you. Now sit down or stand if not by the bar and start acting a little submissive. After a few moments, start showing a lot of thigh and, if possible, a crotch shot or butt cheek flash. The idea is to get all of their attention on you.
Once you have their attention, start flirting with several of them. Try to get one of them to buy you a drink. This could easily be done by just asking the crowd of guys what drink they would recommend. That should quickly get you and offer to buy you a drink. Take them up on the offer.
Now, just flirt with them, ramping up the flirting as time passes. You could even occasionally whisper something suggestive in a guy’s ear. Then quickly move your attention to another guy in the group.
After you have the guys all hot and bothered, why not invite one or more of them to your hotel room? If you decide that you don’t want to take things to the next level, simply stand up, smile at them, thank them for a nice time, and then seductively walk away.
The Hotwife Stranger’s Hotel Room Door Knock Dare
This hotwife dare could easily lead to a night full of wild sex. Here is how the hotwife stranger’s hotel room door knock dare works.
While you are wandering around the hotel, having breakfast or lunch, or even while you are at the hotel bar, keep an eye out for any hot guys that give you some major tingles. When you spot one, say hi to him, and strike up a little flirty conversation with him.
While casually flirting with him, ask him how long he is staying at the hotel. Then ask him what floor he is on and if the views are any good. Now casually ask him what room he is in.
The idea of the flirty conversation with him is to get his room number. Do that anyway you feel comfortable with when talking to him. Once you have his room number, tell him you enjoyed chatting with him and that you enjoyed meeting him. Now continue your day and wait until the evening has come.
Once it is evening, get dressed up nice and sexy, like you are going to a bar to strut your stuff. Or you could put on sexy lingerie and put on an overcoat. If you are really daring, just put on sexy high heels and an overcoat with nothing under it but your sexy naked body.
Now, go to his room and knock on the door. When he answers, start flirting with him, or you could even open the long coat and flash him what you are or are not wearing.
Take the encounter as far as you want. You could leave after flashing him or get him to invite you in for a fun filled sexual night.
The Hotwife Hotel Poolside Flash Dare
If you like sunbathing and hanging out at the poolside, this dare may be for you. Here is how the hotwife hotel poolside flash dare works.
Put on a tiny string bikini. You know, the ones with the string side ties. Now grab your suntan lotion and head down to the hotel pool. You may need to check out the pool at different times to see when the most single men are there.
Once you arrive at the pool, first walk around the entire pool area to make sure all the single guys see you. Smile and maybe even look a little submissive while doing this.
Now, find an empty pool lounge chair and sit down. Apply your suntan lotion and then lay down to get some sun. Start out laying down face up. When you are ready for the dare, here are some ideas you can use to “accidentally” flash a stranger.
Lay down face down and untie your bikini top so you don’t get tan lines. When you spot a hot guy near you, or looking your way, get up on the chair doggy style and then act all embarrassed as you grab your bikini top and fumble to cover up.
Lay down on your back and untie your bikini bottoms. When a hot guy walks by and looks your way, sit up and straddle the lounge chair letting the front of your bikini fall and expose your pussy mound a little. Smile at the guy and then act like you just realized you are flashing him. Fumble with the side ties of your bikini bottoms and act all embarrassed.
If you’re brave enough, you could stand up and let the bikini bottoms fall to the ground and then quickly bend over to pick them up. Then fumble around trying to put them back on. Just keep looking at the guy with a smile on your face. Same works for your bikini top.
If you like to swim, you could tie your bikini bottoms very loosely. Then go to get out of the pool by pushing up on the side of the pool. The force of the water should pull your bikini bottoms down or possibly off. Just come up out of the pool in front of a hot guy. Act surprised and embarrassed when you “accidentally” flash him.
Optionally, when you do this hotwife challenge, you could quickly cover up with a towel instead of pretending to fumble with the bikini top or bottom that “accidentally” fell off.
The Hotwife Hotel Elevator Striptease Dare
If you like the thrill of possibly getting caught being naughty, this hotwife dare may be perfect for you. Let me explain how the hotwife hotel elevator striptease dare works.
Get dressed however you like and head for the hotel elevator. Go down to the first floor and then push the top floor elevator button. Once the doors close, quickly remove an article of clothing. Be as daring as you desire. You could start off with just removing your panties. Then the next time you try this hotwife dare, remove something more revealing, like your top or skirt.
Now when the elevator gets to the top floor and the doors open, push the lobby elevator button and put the article of clothing you took off back on as the elevator descends.
You should get a rush of adrenaline flowing the moment the elevator doors open on the top floor. Will someone be there in the hall. Will the elevator stop on a different floor unexpectedly? Will you be seen? Not knowing if you will get caught can be very thrilling.
If you do get caught, you could always pretend like you are in a hurry and were trying to change in the elevator. But you did not expect the elevator doors to open before you got completely changed. Just act all embarrassed.
This hotwife dare is actually a great beginner hotwife dare since it can be performed with different levels of nudity or exposure. If you are a new hotwife, you could do this dare late at night when there is less chance of being caught.
If you do get caught by a hot guy, why not head down to the hotel bar later and see if by chance he is at the bar having a drink. The two of you will already have a great conversation starter.
The Hotwife Hotel Elevator Flash Challenge
If you are in a hotel that caters to business travelers or holds business conventions, then this hotwife challenge could be a lot of fun. Here is how the hotwife hotel elevator flash challenge works.
Dress up in sexy lingerie or if you are really daring, nothing except a sexy pair of high heels. You could also dress up in a garter belt and stockings, with a matching bra. Now put on a long coat over your sexy lingerie or totally nude body, and head for one of the hotel elevators.
Now, ride up and down in the elevator until a sexy guy or a group of sexy guys gets in the elevator. Once the door closes, ask one of the guys to please push the button for the next floor. When the doors open, walk out of the elevator. When you hear the elevator doors start to close, turn around and quickly open your coat flashing the guy or guys in the elevator. Give them a big smile and then close the coat as the elevator door closes completely.
Optionally, you can pick a number of guys that you want to flash and ride the elevator or elevators until you have completed your challenge.
This challenge could also be done wearing a robe over top of a tiny bikini, or your nude body. You could pretend that you had been at the pool and were heading back to your room.
For some extra fun, go to the hotel bar that night and see if you can spot any of the guys you flashed. If you see one, just walk by him and smile. Then enjoy his reaction.
The Hotwife Hotel Bar Dance Floor Seduction Challenge
This hotwife challenge should be a fun one. What you want to do is get dressed up very sexy and head down to the hotel bar. Your challenge is to get a stranger to slow dance with you and either grope you or kiss you while the two of you are dancing. Or both.
While the two of you are dancing, be very seductive and let your hands wander a bit all over his body. Look him in the eyes and hold eye contact. Maybe even move your lips close to his and then close your eyes and see if he takes the bait. You could even let one of your hands wander down to his crotch and gently rub his cock through his pants.
If the stranger kisses you or gropes you before the two of you leave the dance, floor, you won the hotwife challenge. If you feel like taking things further, invite him back to your hotel room. Or go to his hotel room. Or you could just smile and walk away, leaving him alone on the dance floor.
The Hotwife Hotel Mens Room Sex With A Stranger Challenge
If you are feeling a little horny and are craving a little sex with a total stranger, then this hotwife challenge may be perfect for you. Here is how the hotwife hotel mens room sex with a stranger challenge works.
Get dressed in a very short skirt or dress. Do not wear any panties under it. Now head to the hotel bar or just walk around the hotel. While out on your hotwife adventure, flirt with any guys that you are attracted to sexually.
The challenge is to seduce one of the hot guys you flirt with and get them to take you to the mens room and have sex. It can be a long sexual encounter if you are brave, or just a quickie. Once you have had sex with a stranger in one of the hotel mens rooms, you won the hotwife challenge.
The Hotwife Hotel Sex In The Parking Lot With A Stranger Challenge
Are you a hotwife that enjoys the thrill and danger of possibly getting caught having sex in a public place with a total stranger? If that sounds fun to you, then the hotwife challenge may be perfect for you. Here is how the hotwife hotel sex in the parking lot with a stranger challenge works.
While at the hotel bar or lounge, seduce a stranger and get him to have sex with you in the hotel parking lot or parking garage. Watch for security cameras though. Or, if you prefer, just ignore them knowing you may be seen having sex on camera.
When you get to the parking lot or garage you can let him bend you over the hood of a car and have his way with you. Or you could lay down on the hood of a car and let him fuck you face to face. Another idea would be to have him lay down on the pavement between cars and then you could squat down on his cock and ride him until he cums.
If the stranger drove his car or a rental car to the hotel, you could have sex in the backseat of his car. Maybe not as thrilling but still thrilling.
Final Thoughts
I hope this list of hotwife hotel challenges and dares sparked some great ideas to help you design the perfect hotwife challenge or dare tailored just for you. Just keep consent, privacy, and hotel rules in mind at all times. You want to have a fun and exciting hotel adventure and not have security knocking!
