30 Days of Chastity

Based on the popular “30 Days of Kink” we’ve put together a new set of challenge questions specifically about chastity… “Thirty Days of Chastity”. The questions are available on this page and as a PDF download so that you can view them when you’re away from your internet connection.

Thirty Days of Chastity – All the Questions

We’ve designed the questions so that you can answer them whether you’re currently locked in chastity, are waiting for that initial chastity experience, or if you’re a keyholder. They are applicable if your a woman in a chastity belt, a man wearing a chastity device and male or female keyholders too.

If you’d like to share your experience and answers with others we’ve also set up an area of our forum especially for the 30 Day Challenge.

Link to the PDF full set of questions.

DAY 1: YOU…
What does Chastity mean to you? Give us an idea of how it shapes you and your relationships. Are you in Chastity or is your partner?

DAY 2 : YOUR CHASTITY…
What sort of device or belt do you (or your partner) wear. What are your likes and dislikes about it. If you don’t currently wear a chastity device or belt what design would you like and why?

DAY 3 : BEGINNINGS…
How did you get into Chastity? Write about any experiences that, in retrospect, hinted at your kinks.

DAY 4 : PARTNERS…
Did you suggest that you be locked in chastity to your partner, or did she/he suggest it to you? Write about that first conversation.

DAY 5 : YOUR FIRST TIME…
What was your first time in Chastity like? How long were you locked in? What did it feel like and what happened on your release? If you are the Keyholder, what was it like for you?

DAY 6 : FANTASIES…
Describe your weirdest/most interesting Chastity fantasy.

DAY 7 : YOUR TOYBOX…
What’s your favourite toy or item of equipment (excluding your chastity belt or device) that you use during chastity play?

DAY 8 : LOOK!
Post a Chastity image you find erotic. Briefly describe what arouses you most in the image or why it represents chastity to you.

DAY 9 : LISTEN…
Post a Chastity related song or music video you enjoy. If it isn’t directly chastity related then explain what it means to you? Is it part of your Chastity ritual?

DAY 10 : HOW LONG…
What’s the longest you (or your partner) have been locked in? What’s your goal?

Day 11: WHAT DO YOU THINK ABOUT…
What are your views on Chastity as a lifestyle choice? Would you advocate it, or is it purely an element of play for short periods only? Which is best for your life-style?

Day 12: “I THOUGHT YOU HAD THE KEYS…”
Write about a humorous chastity experience you’ve had. If you haven’t had one, write about aspects of kink/BDSM you find funny.

Day 13: TRUST…
Have you ever broken out of your device without permission, or before the agreed time? If you’re the keyholder did your partner do this? What happened and and how did you feel about it?

Day 14: DISCRETION…
How do you keep your Chastity Lifestyle or play from family, friends and colleagues? Has anyone found out? What happened?

DAY 15: FIDELITY…
Has disloyalty, either through infidelity or unauthorised masturbation, played a part in your Chastity relationship? How?

DAY 16: DIFFICULTIES…
What are, for you personally, the most difficult aspects of having a life-style or relationship that involves chastity?

DAY 17: “IT’S NOT LIKE THAT …”
What misconception about chastity would you most like to clear up? How do you think the general population understand chastity?

DAY 18: GOING BACK…
Could you (or your partner) ever go back to a relationship without some form of Chastity?

DAY 19: LIFE CHANGING…
Are there any unexpected ways Chastity has improved your life? If so, what are they?

DAY 20: JUST CURIOUS…
What tips and advice would you give to someone you had just recently become interested in Chastity and a Chastity Lifestyle?.

Day 21: KEYS ON ICE…
How do you deal with the need for key access in an emergency? Wax? Ice? Left-Luggage Locker? If you’ve ever had to use your emergency key write about what happened.

DAY 22: RELATIONSHIPS…
What do you think is important in keeping a Chastity relationship healthy? Would this be any different in a non-Chastity relationship?

DAY 23: PERSPECTIVES…
Since you first developed an interest in Chastity has your outlook on life changed? Are these changes good or bad?

DAY 24: PARTNERS…
How has Chastity changed your view of your partner? What about your feelings for them?

DAY 25: “ACTUALLY, I’M IN TO…”
How open are you about your chastity and being locked up?

DAY 26: CONFESSIONS…
What’s the worst Chastity transgression you or your partner have ever had to admit to?

DAY 27: “WELL, IT’S NOT GOING TO LICK ITSELF, IS IT? !…”
How do you like to be serve/be served? What really turns you on in Chastity games?

DAY 28: “OOOH SUIT YOU!…”
How do you keep your device discreet under clothing? Any embarrassing moments at airports etc?

DAY 29: FUN AND GAMES…
What is your favourite Chastity Game? What does it involve, and how often do you play it?

DAY 30: LETTING YOU OUT…
OK, the padlock’s off now. Write about any Chastity related subject you like. Or create a list of chastity related things.