Hotwife/Girlfriend Challenges

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Thadsgood
Thadsgood
647 Followers

73) Find a black guy (or two or three...) and let them fuck you as often as they want, for a period your guy decides on, and tell them it's because you believe in the cause, black lives matter, and you have white guilt, so you want them to use you to make themselves feel good. Maybe do it as often as you can in Black History month and use that as an excuse to get a lot of black cocks.

74) Suck someone and send your guy the picture of their dick in your mouth, or with the dick in and cum dripping out of the sides of your mouth. Make him guess who it is. You tell him that for every wrong guess you'll blow a different guy, and ask the same question. You'll do that until he finally guesses right, and the penalty is, as long as he keeps guessing wrong, you won't blow him until I get it right. (extra bonus*) Make it nearly impossible sometimes by blowing someone who he'd have no reason to know you were sucking. Hold your guy to the rule, do NOT blow him until he's guessed right, even if it takes weeks,...or...shudder, months.

75) Regarding the internet site where you have a "Dare" theme. Pick one out a day and do them. Like, "dance naked for us," or, "walk around the house naked," things like that. However, use some of these challenges to give them better ideas, like, act like you got a dare from them, but it is one of these instead, like exposing yourself to a food delivery guy. Then selfie a video of yourself doing it. See if they get bolder. Then, once a month, pick out the one with the best suggestion and do his favorite fantasy, like seeing you fuck a black guy, then do it, for him, on camera. IF the winner is local, then offer yourself as the prize and let him do the winning suggestion TO you

76) Go on a long weekend out of town with one of your lovers (there should be some by now that know that your man is aware of your activities.)

77) Have a complete stranger's dick in your mouth within ten minutes of meeting him (to make it more difficult, not a delivery person or handyman). *(Bonus)- Have him cum in your mouth without you ever knowing his name.

78) If you have a hotwife ankle bracelet, add charms to it, like the queen of spades, if you've fucked a black guy. Each charm will represent one of your escapades. *(Bonus) Offer a blowjob to anyone that calls you on it.

79) Join a club, exercise class, hobby enthusiast group or the like and have sex with at least two of the other members (women count, too!)

80) Depending on how far along you are with any of the other dares, invite one of your lovers over for a weekend to your house (who knows that you are "attached" but that it's still ok.) Tell him you are his and only his for the weekend and that he's free to take you anywhere, anytime during the whole weekend. Then, spend the night in bed with him while your guy sleeps in the guest room, make as much noise as you want, then give him a blowjob under the kitchen table as you all have coffee in the morning. Take your showers with him.

81) Playfully tell one of the guys you are blowing regularly that you need to start charging him for it...jokingly say something really crazy low like 5 or 10$. As motivation, tell him it makes you extra horny thinking of getting paid like that. Then, if he starts to contribute, see if you can get his friends involved in it. See how much money you can make doing it. *(Bonus)- use all the money you make to buy things like lingerie or sex toys which you, of course, will only wear or use with your lovers.

82) Ask one of your "Oral" friends if you give the best blowjobs he's had. If he's smart and says no, or refuses to answer, ask him what you need to do to make it better for him, then beg him to let you "practice" on him as long as needed to make it "the best" by wearing lingerie, or nothing, swallowing, sticking a finger in his ass, whatever he likes and whatever it takes.

83) Ask one of your girlfriends, the one who bitches about sex and hates it the most if you can "stand in" for her. Tell her she can blindfold her husband or boyfriend and you'll suck or fuck him in any of the ways she won't.

84) Offer at least one guy at work that you'll be his "stress relief." Meaning, you'll drain his balls whenever he feels the need. Since it's a standing offer, let him swing by, like before work, to get his cock sucked in the entryway to get his mind off of the work day ahead. (Yes, he'll know that your man will know).

85) (From above). Make the list of hotwife fantasies including the most extreme and put it on a USB. Then, leave it somewhere you know it will be found by either our friends or coworkers. On it will also be a few nude pictures of you, face clearly visible. If the person that finds it links it back to you do what is necessary to negotiate its return.

Extreme dares- (only for the bold and hotwife insane who have checked off all the other ones and just can't get enough).

86) Make a "dare jar" with slips of paper. Have three columns, numbered one to six. Column one, a place. Column two, a person. Column 3, an activity.

For example: (Just examples, can be whatever you want them to be).

Column 1-Place

1) A bar

2) At work

3) Outside

4) Out of town motel

5) Our backyard

6) In a shopping center parking lot (like Target)

Column 2- A person

1) A friend

2) A coworker

3) A stranger

4) One of your exes

5) A college aged guy OR a guy over 50

6) A black guy

Column 3- Activity

1) Oral only

2) Pussy, legs spread as wide as possible

3) Doggy style, with spanking

4) Anal

5) 1,2,3 or 4 With bondage

6) Guy's choice

Then, on a designated "hotwife/girflriend" night, let your man pick one from the jar and spin the die for each category. An example, say, 4, 5, 6 so you'd have to rent a motel, find a guy of college age or AARP age, and give him the choice how he wants to use you.

87) Pick out one of "his" friends, one in his "inner circle." Let him know that you've always wanted to suck his cock, and that if he's willing, you'll do it anytime, anywhere. When he takes you up on it (and he will) do it whenever you can, whether it's meeting him in the car in his work parking lot, or in the back hallway of the bar you, your man, and your friends are all at, or even if it's at you house during a party, if he wants to sneak off and get his cock sucked, it's your job to do it. Then, tell your guy about it each time, surprise him with how often, and the places you've sucked his dick, BUT, don't tell him who it is, make him guess every time he sees his friends. He'll never know which guy has been cumming down his girl's throat. *(Bonus)- Make it a "forever" thing if you want, give him that access without an end date, and never tell him who it is, if you choose. Eventually, you'll be fucking him too, no man could resist that, especially after getting all that head. Again, only tell him the details to write in your journal, make him jealous wondering who is getting all the sexy loving.

88) At a big party or blowout, after everyone has left except the one or two stragglers that usually have that crash on the couch for the night (if it isn't your house it COULD be you and your husband). Walk to the kitchen in just your husband's shirt which won't even cover your bare ass. Then check to see if the others are awake and "need anything." Give them whatever they suggest they "need." Your husband could pretend to be passed out on the couch. He can peep you getting, sweaty, rug burned and filled.

(Extra bonus*) (Again, assuming only a few people left sleeping on sofas). At a Halloween party, with your wonder woman outfit, (or something overtly sexual), On your walk to the kitchen and you asking them if they "need" anything, have your "golden lariat" out and let them tie your hands with it (on your suggestion). Tell them you have to tell the truth to whatever they say. If they ask you why you came down dressed like that, tell them the truth, that you are there to please them. (It doesn't have to be Wonder Woman themed!)

(Extra bonus #2) in the Christmas party scenario, make sure there's mistletoe up somewhere, like over the couch. Then when the drunk guy(s) see you barely covered in your nightshirt, step under the mistletoe. when they ask what you are doing, tell them since you are under the mistletoe, they are allowed to kiss you anywhere they like, then drop the shirt on the ground. Again, be loud enough so your man gets to hear grunting and moaning for hours until you stumble back to to him.

89) Find a guy that your man really really cant stand, not because he's some weird psycho asshole or something, you know the kind, cocky, overly self assured, full of himself, but usually with reason, because he's good at sports, good looking. No doubt has a big dick, brags about all his sexual conquests, whatever the reasons are. Take him aside at one of your get-togethers and blow his mind (and his cock), letting him know that he made you a slut, right under your bf's nose. *(Bonus)- feed his huge ego by telling him he has the best cock you've ever had (even if it isn't). * (Extra bonus).. He'll no doubt pressure you for repeats, allow it, including letting him fuck you in your own bed. (Extra extra bonus*) Send texts and pictures of you getting fucked, or covered in his cum, in our bed, while your man is at work. Then send a smiley face and say, "He is INSATIABLE today, don't hurry home!"

90) Have "anniversary" dates from your diary. Like the tenth blowjob, or tenth fuck your man has to buy you something special, like lingerie you'll wear for one of your next lovers. (extra bonus*) Don't ever let your man fuck you in the lingerie until someone else does first. He buys it, they get to enjoy it. (Extra bonus*) while you and your bf are out at the bar "celebrating" the anniversary, make him read to you the highlights of the ten blowjobs, or the fucks, whatever it was. He'll of course try to speak softly, but you keep asking, "what?" I can't hear you?" to make other people around you aware. If he doesn't do it right, you take the waiter or bartender out back and let him fill you with his cum, however he wants. (extra extra bonus*) should your guy forget one of the anniversaries, the penalty is, that you get to do another ten blowjobs, or fucks, before he gets any again. That'll definitely keep him motivated to keep up on the diary.

91) At a party or get together with your husband and a large group, take one of your lovers aside and let him bang the shit out of you, somewhere where other people are aware of what's going on behind the door of the bathroom, or bedroom. *(Bonus) have it be one of your lovers from outside the group, like someone none of them know, like one of your coworkers or boss. You'd introduce him as "a family friend" or something.

92) to indulge YOUR submissive side, text some of your lovers, from any of the above. Tell them that you've always wanted to be dominated and taken roughly. Ask them what they'd do to you if they had you for a weekend. Tell them to be specific and include the types of "toys" they'd use. Then, pick the best one and text him that you are all his for the weekend. Then, you and your guy will go to an adult shop and get all the toys needed. Tell him to expect you to come back with your pussy and ass worked OUT, and bruises and welts all over your ass. *(Bonus)- Make sure you tell the guy you like your tits switched/slapped too. Have him take pictures and you send them to your guy every couple hours, to keep him in suspense.

93) Start a text thread with one of "his" friends. Let him know you are texting your guy at the same time. Let him know that he's working late to give him enough time. Then "accidentally" send him a picture instead of to me. Have it be a picture of you ass up, face down on your bed, blindfolded and cuffed (on a timer of course), with the text: I'm horny and am going to be helpless, don't work TOO late! I can't stop whatever you want to do." Pick a guy who you KNOW wouldn't pass up that opportunity, even with the risk. Have your man make sure he gives the guy all the time he needs, maybe leaving a message on your answering machine (that the other guy can hear while fucking you) that your guy is going to be REALLY late.

94) Go to a frat party (you know how frat guys love MILFS like you) and see how many of them will let you suck their dicks. Again, it has to be one at a time...ok, maybe two, this time. But see if word gets around about some whore sucking everyone's dick see how many you have to suck before you stagger out of there. *(Extra bonus*) If you are particularly horny when your guy comes to pick you up, have him tongue you in the car and get you to the edge over and over, then have him send you back in without panties to find your "favorite" cock and let him bang you all night long. Be naked when he come to pick you up again the next day. Let the others see you "slut walk" out of their frat house. **(Extra extra bonus only for the ones totally lost in the lifestyle). After one of your frat house episodes, suggest to the house leader that they should have some sort of room with a gloryhole. Volunteer to be the first one to debut it.

95) Do the boss "double." Have sex in some way (head or otherwise) with both "his" boss, and YOUR boss. * Bonus- if it's his boss, suck him off in his office on a day when your man is there, then stop by and leave me him lunch and give him a big kiss before swaying out the door.

96) Call an ex, make it one who you totally doubt would do anything with you again. Tell him that you "aren't getting your needs met." If he is interested himself, then offer FWB opportunities. If, as expected, he can't or won't because he's in a relationship, ask him if one of his friends would be willing, then offer the same to him. Let the ex hear all about it.

97) Find a neighbor, (probably one of the ones who has been able to peep you the most when you are nude sunbathing) and have a sexual relationship with them often enough where it's normal for you to show up at their door in just a nightie in the middle of the night for an extended fucking. (With some lie like your guy is a heavy sleeper or that he had too much wine or something).

98) Let someone "blackmail" you. After doing one of the advanced sex dares where you let someone take pictures of you or video you, let them threaten to show your guy and then do whatever they want you to do to keep it quiet. *(Bonus)- after "negotiating" a settlement where you please them, allow them to also videotape THAT, which gives them even more blackmail material). *(Extra extra bonus)- as a final negotiating ploy offer to let him and his friends gang bang you (which no doubt they will also videotape!).

99) Do a blow bang (not at a gloryhole) while blindfolded. Have your husband pick out any number of guys he chooses from your burner phone list of "possibles." You'll never know who you've sucked, or how many (because some will have repeats).

100) (From above). Make the hotwife fantasy document for a USB, including nudes and small stories of the things you've already done. Highlight all the elements regarding blackmail type things. Then, hide it or "lose it" in public, like at a Starbucks or a place or time where mostly guys hang out. Include a phone number/and or an email address. If the guy presses, especially the blackmail elements, tell him you'll do "anything" if he just destroys it.

BONUS #101) At least once a year, Go to a busy bar where there's a deserted back alley. Inside, your husband will tell a number of guys about a "slut out back sucking cocks." You'll wait back there with your tits out and garters and stockings and suck off whoever comes out, even guys he didn't sent out (like friends of guys who told their friends when they came back in).

Enjoy! There are tons of others, including infinite permutations of the same themes. I'd love to hear some of them. If I come up with another list someday, maybe I'll publish it.

Thadsgood
Thadsgood
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  • COMMENTS
6 Comments
dez84dez84over 2 years ago

Love this. I need to meet a Girl that will be happy to do this entire list and more

26thNC26thNCover 3 years ago

Scores indicate that.most readers like this more than I did.

yowseryowserover 3 years ago

Something different

Overheated perhaps, not enough radiator to handle the boiling overflow.

AnonymousAnonymousover 3 years ago
Interesting

Interesting list. Not as extreme as I expected, but some good ideas.

I miss some of your old stories such as Erin's World. I was sad when you took them down.

wulferwulferover 3 years ago
Fun list !

Good stuff, enjoyed the list. I think #2 needs clarified, is it related to #1? otherwise why would men look at her differently ?

Have accidentally on purpose done #11 & #13, led to fun story telling between us.

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