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THE CUCKOLD

COUPLE'S
ACTIVITY GUIDE

100 Sexy activities and challenges


for couples in the cuckold/hotwife
lifestyle
WELCOME!
Welcome to the one stop activity and challenge guide for new
and established cuckold couples! There is something for all
cuckold couples in this guide, whether you are new and looking to
start your adventure together, or you are established and looking
to spice things up.

These activities and challenges range from easy to extreme, and


will certainly push your fantasies forward into this wonderful
lifestyle. Take the activities in stride, make them your own, and
most importantly have fun!

CONSENT REQUIRED:

Consent is required by all parties involved before taking on any of


these activities and challenges. Consent is an enthusiastic &
vocalized YES from everyone involved in the activity. Consent
may change at any time, thus it is important to continually
confirm consent as you move through your activities.

CONSENT MUST ALWAYS BE RESPECTED!!

Disclaimer:
Kink can only explored effectively in a relationship with open
communication and consent. These activities should only be
attempted if you are in a healthy relationship and have strong
communication skills. Embark at your own risk.

Page 1
CONTENTS

25
EASY CHALLENGES
Can be accomplished alone and with your partner. No other man is
involved. The perfect start for the new cuckold couples!

25
MEDIUM CHALLENGES
Will create opportunities to push your cuckold relationship forward into
new territory. Another man may or may not be involved.

25
HARD CHALLENGES
Suited for experiend cuckold couples who dare to push boundaries.
Another man will be mostly required.

25
EXTREME CHALLENGES
Warning! Have real conversations before trying extreme challenges.
Your boundaries and limits will be pushed as a cuckold couple.

HUMILIATION WARNING
Many of these activities and challenges have elements of humiliation
towards the cuck. Having an open conversation about boundaries and
consent is essential to determine the degree to which you include
humiliation.

Page 2
25 EASY
ACTIVITIES
These easy activities will help you to slowly engage in the the cuckolding
lifestyle without unnecessarily crossing boundaries. These activities will create
conversations, moments of intimacy and new possibilities.

To ease you into the lifestyle, these activities revolve around the cuckold
couple, without including another man. You'll encounter activities related to
teasing, dildoes, being out & about, opening your mind and emphasizing the
importance of size in the bedroom.

Page 3
"
You are married to each other's
fantasies, so make them real and enjoy
a happy life together.

Page 4
TEASING TIME

STORY TIME

1
Yes No
Tell your cuck about a really sexy experience you had with
an ex-partner, while giving him a slow and sensual hand
job. Don't let him cum until the story is over.

WHAT ABOUT HIM?

2
Yes No
Be open and casual with your cuck about which men in
your life you would like to sleep with. They could be
friends, coworkers, acquaintances, even celebrities.

PHOTOGRAPHIC MEMORIES

3
Yes No
Show your cuck some sexy pictures of yourself that you
have saved on your devices. Bonus if he's never seen
them, double bonus if another man has seen them.

MIND CONTROL

4
Yes No
Whenever you and your cuck are getting intimate, only let
him cum at the thought of you being with another man.
Have him tell you what he's thinking about.

5
READY, SET, GO! Yes No
Time how quickly you can make your cuck cum while you
talk about having sex with other men. Keep track of the
results and see if he can show improvement over time.

Page 5
FUN WITH DILDOES

SHOW TIME

6
Yes No
Masturbate with a dildo in front of your cuck. Be vocal and
let yourself sink into the immense pleasure. Obviously he's
not allowed to touch himself until you're feeling satisfied.

ORAL EXPRESSION

7
Yes No
Show your cuck your big dick sucking skills on your
favourite dildo. If you want, have him masturbate to the
rhythm of your sucking...you go slow, he goes slow.

SEXY SNAP

8
Yes No
Send your cuck a sexy snapchat of you playing with your
dildo while he's out of the house and won't be back for a
while. Drive him wild from a distance!

ASK FOR ASSISTANCE

9
Yes No
Have your cuck use your favorite dildo on you while you
lay back and enjoy. Be vocal, direct him and let your mind
wander.

10
TWO FOR YOU Yes No
Simulate a threesome using a dildo (preferrably with a
suction cup) with your cuck. Practice having sex while
giving head to prepare for real threesomes.

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OUT & ABOUT

PEOPLE WATCHING

11
Yes No
Spontaneously point out men you find attractive and
would consider fucking while out in public with your cuck
(mall, concert, event, etc.).

SUBTLY OBVIOUS

12
Yes No
Get your cuck to buy you a hotwife anklet, and wear it
openly in public. Subtly advertise your new lifestyle to the
public. Don't worry, people probably won't notice.

OOPS, I FORGOT

13
Yes No
Purposefully go out in public with no panties under your
dress or skirt. Only tell your cuck when you are already
out and about.

SLIP OFF

14
Yes No
Take off your panties in public next to your cuck. For
example, before you get out of the car, slip them off and
hang them on his rear view mirror.

15
BUZZ BUZZ Yes No
Wear a remote control vibrator while out in public and
give the controller to your cuck to tease you throughout
your outing.

Page 7
OPEN YOUR MIND

NORMALIZE IT

16
Yes No
Openly discuss your lifestyle, your sex lives and other men
together. Talk about your fantasies without it leading to
sex, let the tension and energy build!

LET HIM IN

17
Yes No
Next time you're masturbating, let yourself fantasize
about another man, let him into your mind and allow your
imagination to take off.

COMMANDMENTS

18
Yes No
Take some time to write out your rules and relationship
dynamics on a piece of paper that can be easily accessed.
Get creative on how you display this document.

PERMISSION NEEDED

19
Yes No
Specifically for the cuck, begin asking your hotwife
permission to masturbate. This will help you create a
deeper power exchange.

20
EDUCATE YOURSELF Yes No
Each of you go find at least 5 different educational,
informative and professional cuckolding resources and
share them with each other.

Page 8
SIZE DOES MATTER

MOVIE NIGHT

21
Yes No
Watch porn with your cuck that involves men with large
cocks, be sure to vocalize your admiration for what you
see. Instead of having sex, masturbate next to each other.

MAKE IT KNOWN

22
Yes No
Verbally teasing your cuck about his cock size should
become a normal topic of discussion. Make it light and
playful or serious and humiliating.

DICKS GALORE

23
Yes No
Buy a variety of differently sized dildoes and regularly
include them into your sex life with your cuck. Bonus, give
them names and refer to them as you play together.

SILENCE IS SEXY

24
Yes No
Be much quieter when you fuck your cuck than with your
larger dildoes. Lovingly admire your cuck as he works hard
to pleasure you even though he is limited.

25
TIME FOR AN UPGRADE Yes No
Add size wariety to your sex life and have your cuck wear
a cock extender. Let him fuck you without it afterwards,
and see how small he feels.

Page 9
25 MEDIUM
ACTIVITIES
After setting boundaries and discovering what you like with the easy activities,
you will now be faced with ideas that will push your fantasies forward. These
activities and challenges will emphasize your sexual exploration and expansion
into new horizons.

These activities will begin to incorporate another man without taking it straight
into the bedroom. You'll encounter challenges related to jobs for the cuck,
owning your sexuality, roleplaying, networking and developing new power
dynamics.

Page 10
"
These things are not about cheating or
being unfaithful. They're simply about
being & discovering.

Page 11
CUCK'S JOB

ERRAND BOY

1
Yes No
Ask your hotwife about her errands, and complete them
for her while she enjoys quality time at home. Bonus if you
pick her up a small gift.

MASSAGES

2
Yes No
Offer to give your hotwife massages whenever she wants.
Focus on her feet, legs and shoulders. Compliment her
body as you rub her.

ORAL EXPRESSION 2.0

3
Yes No
Pleasure your hotwife orally before engaging in any
penetration. Her pleasure should be your priority, and so
make sure she is highly stimulated before sticking it in.

SHOPPING SPREE

4
Yes No
Go out alone and buy sexy clothing for your hotwife. This
could be clothing she will wear for you, or for someone
else. Be sure to always pick up some sexy underwear.

5
LETTER OF ADMIRATION Yes No
Write a sexy and intimate letter of admiration to your
hotwife, and read it out loud to her. Make sure to include
a piece about her sexual empowerment.

Page 12
OWN IT!

MAGIC WARDROBE

6
Yes No
Start to expand your wardrobe into more revealing outfits,
subtlely or explicitely showing off more of your body and
only wear underwear when needed.

SMILES ALL AROUND

7
Yes No
When you're out with your cuck, smile at other men you
find attractive and see where it takes you. If any smile
back, make sure your cuck knows.

BOUDOIR FOR YOU

8
Yes No
Have a session with a professional photographer to create
a sexy photo album for your memories. Have it on display
in your house as a coffee table book.

SPECIAL TIP

9
Yes No
Order something that requires an interaction with a
delivery person (room service, take out, furniture) and
greet them flirtatiously, in very little clothing.

10
BARE IT ALL Yes No
Head over to a nudist beach with your cuck (or with a
friend) and enjoy a day of heat, nudity and swimming.
Incorporate #7 if you want to add something extra.

Page 13
ROLEPLAYING

SEPARATE CHAT

11
Yes No
Start a separate chat together and roleplay different
scenarios. Be bold and create new accounts to change
your names and pictures to add an element of fantasy.

JUST A FRIEND

12
Yes No
Head out to a bar/concert/event but act like you are
friends, not a couple if you encounter anyone. Maybe you
find a new dance partner?

DRESS REHEARSAL

13
Pretend you have a hot date tonight. Cuck, throw her a
Yes No
bubble bath, lotion her body and help her pick out and put
on her outfit. Hotwife, do your hair and make up, have a
cocktail and make yourself feel as sexy as possible. Enjoy!

STRANGERS AT A BAR

14
Yes No
Go to a bar together, but enter at different times. Pretend
you don't know each other and play out a hot one night
stand experience as if you were strangers.

PRETEND BULL

15 Have your cuck act out being a Bull (with cock extender
Yes No
obviously). Call him by a different name, and even behave
differently in bed to really give the impression you are
with another man.

Page 14
NETWORKING

WING WOMAN

16
Yes No
Go out with a single friend, and help her connect with
some guys. Up to you if you want to connect as well, but
either way, get a taste of the dating scene.

SWIPING AROUND

17
Yes No
Download a dating app and have some fun swiping on
some potential matches. Bonus if you swipe while your
cuck is present.

LET HIM SWIPE

18
Yes No
Let your cuck take control of your dating apps and swipe
for you. Wait to see what kind of man he finds attractive
and would like to see you with.

CHAT TIME

19
Yes No
Take the time to chat with some of your matches, this can
be sexting or not. Keep your cuck updated on your
conversations and if any potential dates arise.

20
LET HIM PLEASE YOU Yes No
While you are swiping or texting, have your cuck pleasure
you orally. Just enjoy the sensations while you chat away.
Bonus if you read out the conversations.

Page 15
POWER DYNAMICS

KEEP HIM SCHEDULED

21
Yes No
Keep a schedule of when your cuck can cum, whether
through sex with you or through other means. Keep it
strict and keep him accountable.

2 ORGASM MINIMUM

22
Yes No
Maintain a 2 to 1 orgasm ratio with your cuck where you
cum twice as much as him. This can include masturbation,
or you can only include orgasms from sex.

OOPS WRONG NAME

23
Yes No
While having sex with your cuck, moan out another man's
name as though you had been thinking about someone
else the whole time.

TITLES DO MATTER

24
Yes No
Have some fun with how your cuck addresses you during
play time and stick to it. Mistress, queen, princess?
Whatever you want!

25
LET HER LEAD Yes No
Going against tradition, it's time to open up the
possibilities of a female led relationship. Take the time to
research and discuss this topic.

Page 16
25 HARD
ACTIVITIES
Alright, here we go... These activities are designed to move you right into a deep
and active cuckolding dynamic. The focus will be on your empowerment and
sexual growth while your cuck embraces his new life. New men will be
encouraged and required to complete these activities and challenges. Get ready
for some naughty fun!

These hard activities and challenges promise to push you towards normalizing
your sexual dynamic. You will be faced with activities related to your new life,
chastity, threesomes, other men, and making your cuck watch you play.

Page 17
"
Being a hotwife is all about embracing
the type of pleasure you desire, so ask
for it - demand it - because you are a
sexy goddess who deserves it!

Page 18
YOUR NEW LIFE

TELL A FRIEND

1
Yes No
Open up to a trusted friend about your new relationship
dynamic. Be as open and detailed as you want. Having a
confidant will support you in many ways.

IN DA CLUB

2
Yes No
Head to the club with your girlfriends or cuck and behave
as a single woman who is looking to have fun. Flirt, dance
and misbehave as you see fit.

3
LET'S CHAT Yes No
Give your phone number or socials to another man while
out with your cuck, or out on your own. Let the
conversation go as far as you'd like.

WARDROBE MALFUNCTION

4
Yes No
"Accidentally" have a wardrobe malfunction while around
a man you find attractive. Perhaps a boob pops out,
perhaps your skirt is stuck in your underwear.

5
HAPPY HOUR Yes No
Go on a brief date with another man, in a public place and
see how you feel. Bonus if your cuck drops you off and
picks you up.

Page 19
LOCK & KEY

LOCK HIM AWAY

6
Yes No
Time to get a chastity cage for your cuck! Make sure you
select a high quality cage that will fit him well. Get a
necklace to be able to keep the key around your neck.

LOCKED & LOADED

7
Yes No
Increase the duration of time your cuck stays in his cage.
hours to days to weeks. Make sure you keep a spare key
in case of emergency, and prioritize hygiene and health!

PICTURE PROOF

8
Yes No
Throughout the time your cuck is locked up, have him
send you pictures proving he is still wearing his cage.
Whether at work, home or out and about.

SHOW A FRIEND

9
Yes No
Consentually show a picture of your cuck's caged cock to
a trusted friend, whether it's another man or a girlfriend.
Try to brag about how much power you have.

10
CAGED CUM Yes No
By using a vibrator or other toys, stimulate your cuck until
he cums while wearing his cage. It's not easy, but its
definitely possible!

Page 20
THREE'S A CROWD

TABLE FOR THREE PLEASE

11
Yes No
Go on a date with another man and your cuck. Sit and
stand between them at all times. Focus your attention on
your new friend.

UBER DRIVER

12
Yes No
After your date, have your cuck drive on the way home
while you sit in the back seat with your new friend. Forget
the driver is even there.

DOUBLE FIST

13
Yes No
Give oral to both your Bull and your Cuck, going back and
forth between them. Make lots of eye contact, let them
feel you up and pick where each will cum.

APPRECIATION

14
Yes No
Give your new friend a mind blowing blow job while your
cuck waits and watches patiently. Make sure you give him
lots of eye contact to tease him.

15
ALL ABOUT YOU Yes No
Have the threesome you've always dreamed about with
your cuck and new friend. Make sure that you are the
center of attention and getting exactly what you want.

Page 21
YOUR MEN

MEASURE UP

16
Yes No
Have your cuck and bull stand side by side and measure
their cocks with a ruler. Make sure your cuck knows his
standing.

SOUVENIR

17
Yes No
Give your panties to your new friend after your date with
him. Bonus if you have your cuck pick which pair you will
give him after your date.

NAUGHTY SELFIES

18
Yes No
Take some selfies with your Bull (or certain parts of his
body *wink wink*). Send these pictures to your cuck to
tease him.

1-900-SEX-TALK

19
Yes No
Have phone sex with another man while you have your
cuck eat you out. Take as long as you want, and make
sure your cuck can hear your friend cum too.

20
NAUGHTY OR NICE Yes No
Keep a detailed list of the men you engage with. Note
down what you did with him, why you liked him, and
maybe even give him a rating.

Page 22
LET HIM WATCH

DANCING LESSON

21
Yes No
Dance with another man at a club while your cuck
watches from a distance. Let your hands and lips wander
with your new partner.

SURPRISE VISIT

22
Yes No
Invite another man to come over for some fun, but don't
tell your cuck until the last minute. Maybe you want him
to hide, or maybe you want him to answer the door bell?

ENJOY THE SHOW

23
Yes No
Have your cuck sit in the corner of the room while you
have sex with another man in your bed. He isn't allowed
to get up or touch himself until you are done.

IN THE CLOSET

24
Yes No
Have sex with a new friend while your cuck is hiding in
the closet. Be loud and vocally expressive to really drive
him wild.

25
ADULTS ONLY Yes No
Go to a sex club together as a couple. This space can
enable you to act authentically and explore your
relationship dynamic freely. Let the good times roll!

Page 23
25 EXTREME
ACTIVITIES
Time to really push your fantasies to new heights. These activities and
challenges will go beyond what you may consider to be appropriate in your
cuckolding relationship, and should be seriously discussed before attempting.
Remember that sometimes a fantasy is better as a fantasy. Attempt at your own
risk!

Here you will encounter activities and challenges related to reconnecting after
an encounter, having wild nights, clean up duties, sexual flexibility and
establishing life long changes together.

Page 24
"
The Euphoric moment when she looks
into your eyes as another man cums
inside her.

Page 25
RECONNECTION

NEW FEEL

1
Yes No
Have sex with your cuck after your bull leaves. Let him
experience how differently your freshly fucked pussy
feels.

2
CAN YOU TASTE IT? Yes No
After giving a sloppy blow job to your bull, give your cuck
a deep kiss. Ask him if he can taste the dick or cum.

3
BUTT DIAL Yes No
Call your cuck while you're in the middle of sex with your
bull. Don't speak to him, just let him listen on. Bonus if
he's somewhere where he can't do anything about it.

HOME MOVIES

4
Yes No
Film yourself having sex with your bull, and watch it
together with your cuck. Give him a lovely blow job or
jerk him off while he watches.

5
IN THE MORNING Yes No
After sex with your Bull, deny your cuck sex until the
morning and claim to be too "sore". In the morning, give
him his reward for being so good.

Page 26
WILD NIGHTS

SECRET ADMIRER

6
Yes No
Organize a date for your hotwife without telling her.
Whether you send her out, or have someone come over,
be sure to take the time to pick the right man.

AGE GAPS

7
Yes No
Have sex with a man at least 20 years older or younger
than you (whichever applies). Make sure your cuck enjoys
how you please men of different generations.

8
DOUBLE DATE-ISH Yes No
Organize a double date with another kinky couple. When
the time comes to have some fun, enjoy a hot threesome
with them while your cuck sits and watches.

ENTERTAINMENT

9
Yes No
Organize a night where you will be entertaining multiple
men at once (poker night, sports game, etc.). The goal is to
have them all fuck you together.

10
CHOO CHOO Yes No
At a sex club, or at a private event, have multiple men play
with you back to back to back until you are exhausted
from having so much sex. Your cuck can sit and watch.

Page 27
CLEAN UP DUTIES

STAINS

11
Yes No
Have another man cum on your clothes and have your
cuck do your laundry. Bonus if you let him find the cum
stained clothes on his own.

SPECIAL KISS

12
Yes No
Have your Bull cum in your mouth, and then give your
cuck a passionate french kiss before swallowing his juices.
Let your cuck taste what you taste.

13
FEW HOURS OLD Yes No
Have great sex with another man, have him cum inside
you, and get your cuck to lick you clean when you come
back home a few hours later.

FRESH SERVING

14
Yes No
Have great sex with another man while your cuck
watches and get him to cum inside of you. Get your cuck
to lick you clean.

15
FROM THE SOURCE Yes No
Have another man cum on your cuck, wherever you want.
Now it's your turn to return the favour and lick him clean
like he does for you.

Page 28
FLEXIBILITY

TAKE IT ALL OFF

16
Yes No
Have your cuck undress another man for you before you
hook up together. Bonus if you get your cuck to take off
his pants and underwear while on his knees.

TWICE THE FLAVOUR

17
Yes No
Give oral to your cuck and another man at the same time,
taking both cocks in your mouth together. Emphasize
rubbing both cocks together as you play.

18
MASTER FLUFFER Yes No
Have your cuck orally please another man while you take
a break from a hot sex session. This will keep your cuck in
his place and your other man stimulated.

SEND IN THE SUB

19
Yes No
Invite another man over for some fun, but let him know
you're feeling sore and so your cuck will take over for you
in bed while you sit and watch.

20
FULLY INVOLVED Yes No
Have a full on bisexual threesome with your cuck and
another man. The focus of the event should be on your
cuck having sex with another man while you enjoy.

Page 29
LIFE LONG CHANGES

PRIMARY OR SECONDARY

21
Yes No
Discuss with your Cuck who should be your primary
sexual partner, him, or your Bull. How you define primary
is up to you both!

TATTOO TIME

22
Yes No
Get tattoos that permanently symbolize your cuckold
relationship. Get creative and personal. Bonus if they are
visible!

23
WEDDING NIGHT Yes No
After the ceremony and reception is all said and done, go
back to your bridal suite with another man waiting to
consumate your marriage for you.

2 FUCK MINIMUM

24
Yes No
Make sure you maintain a 2 to 1 sex ratio with your cuck,
where he can only have sex with you after you've had sex
2 times with someone else or different people.

25
QUEEN BEE Yes No
Have a long term partner move in to your home, part time
or full time. Assume your natural roles as they come out.
Up to you if you all share the bed or sleep separately.

Page 30
THANK YOU!

Thank you for purchasing and participating in the cuckold couple's activity and
challenge guide! I hope this guide provided you with ample opportunities to
explore your deepest fantasies and to fully participate in your cuckolding
dynamic, however it takes shape. Remember that sexual development is a
lifelong adventure, and by being open minded, having good communication and
focusing on your love for each other, nothing will stop you from realizing all of
your fantasies!

Page 31

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