Anal Autumn
 

Welcome to Anal Autumn!

This year, you are invited to join me in celebrating meteorological autumn (1 September to 30 November) with an entire season devoted to anal play.

Let's do it! Who's up to the challenge?

What participants can do:

• Attempt to go anal-only all autumn
  OR tease in other ways, but commit to orgasming only with anal activity of some sort
• Post potential rules and challenges in this thread
• Adopt rules and challenges to set up an individual plan
• Encourage other participants along the journey

What you get from joining this thread:

• A unique experience
• Ideas
• Peer support
• Credit for your efforts
• Door prizes for great contributions

Minimum rules to join:

• Choose your rules and your goal, and post it in the thread. This is your individual plan, which you will complete to the best of your ability. You may add shorter-term goals or rules as you see fit during the challenge.
• Post your commitment to celebrating an Anal Autumn in your signature and/or a blog post.
• If you slip up but want to continue, that's fine! Just be honest. If you feel you need to stop, likewise, please be honest and let us know. There's no shame in a learning curve.

Participation perks:

• Each person participating in the challenge is invited to offer rewards for meeting goals, or for contributing! Post these with your individual plan.

My personal rules are in the first post below, and will be updated in my signature or blog if they change over the course of the challenge (when the introductory post is past the point of editing).

Note: Anal Autumn begins September 1st, so be sure to get all your other fun out of the way before then!

Hello lovely Kat. I unfortunately won't be joining this endeavor but I wanted to say that I'm thrilled that you're doing this and I hope others join as well. :)

Sounds like a great idea. Love your rules and wish you a lot of fun with them :)

Hope some others will join you for this challenge.

Ooh I really love the idea of this! Two months seems intense, but since I’ve really been getting into that sissy mindset I love so much, being in a communal thread all about the enjoyment of anal seems like a great way to keep myself motivated to keep that up.

Filthycumguzzler’s Anal Autumn Rules:

1. Anal Only:
Only anal orgasms will be allowed for all of autumn. I want to take this as an opportunity to practice being a better sissy, and that involves keeping myself horny through denial, putting a greater importance of using anal for pleasure, and less of an importance on my cock.

2. Plug Training:
I want to keep my ass nice and ready for some good anal fun, so that includes keeping it plugged for long periods of time! As ambitious of a goal as staying plugged 24/7 would be, I don’t think that’s reasonable. Instead, the month of September, I’ll keep myself plugged for 20 hours every week during the day, and for October, that’ll be upped to 30 hours a week. So, I’ll start out with two full days plugged a week, and then 4 full days plugged a week.

3. A Good Fucking:
At least once a week in September and twice a week in October, I’ll have a good half hour masturbation session with my dildo. I’ll be able to have as much fun as I want with it, but whenever I have a session I must take it balls deep at least once.

Filthycumguzzler’s Reward Offerings:

1. Nighttime Plugging:
For each person that participates, that will be another night during the week during the duration that I must go to bed plugged. This time will not contribute towards my 15/30 hours plugged per week. Since kurious kat, as of now, is the only other participant, that means I have, as minimum, one night a week plugged.

2. Compounding Plugging:
For each post, I will add another 15 minutes of time to my weekly plugging. Just to make the calculations easier on myself I won’t include my own, meaning, as of now, I’ll need to add an extra hour to the time.

3. Sexy Showoff:
For each participant that asks, I’ll send them a sexy photo of myself. Depending on what the participant asks for, it could be a pic I’ve already taken of myself or something taken for them. This will be highly subjective to what I’m comfortable with, however, and face is a hard limit.

4. Anal Encouragement:
At the beginning of each week during Anal Autumn, I’ll send each participant a personalized PM of encouragement to keep having fun and stay dedicate to the challenge! With each PM, I’ll throw in a porn video that encourages some good anal fun.

So…. Yeah! Those will be my rules and rewards this Anal Autumn! I’m super excited to trying it out. I wanna send out a huge thanks to Kat for coming up with such a fun idea, and a massive good luck to any other participants out there!

Anal autumn application
 

My Mentor, Master Skorpio suggested me this morning to join the “Anal Autumn” Program, sure that this will be a precious help in my training process.

I hope my goal is not too ambitious, I promise to be honest and commit to this program obediently

GOAL BY THE END OF NOVEMBER
Reaching the "sissygasm" by stimulation alone given by anal penetration using sex toys

RULES
1) any anal sexual activity will be defined by my Mentor, Master Skorpio. He will define the toy, the duration and the way in which I will have to make love and on which days
2) as soon as I have the chastity cage, I promise that any anal sex activity I will do with the cock locked into chastity cage
3) I promise to buy a jewel buttplug, which I will also wear for long periods according to the will of my Mentor, Master Skorpio.
4) DEROGATION FROM THE "ANAL AUTUMN" PRINCIPLES GRANTED BY MY MENTOR MASTER SKORPIO:
once a week I am allowed to rub my sex on a soft pillow and try to have a traditional orgasm only and only as long as I am dressed as a girl or at least in lingerie, with a dildo in my ass held by panties and I will have to rubbing myself making sure that the dildo enters and exits my ass, focusing more on the sensations given to me by the toy inside me, than those of the rubbing of my sex. I also promise that if I cum, I will make sure that all the fruit of my pleasure ends up on my face, which I will then clean by licking my fingers and swallowing everything.
I am also allowed to caress my sex with my palm or two fingers, wearing
panties or thong for a maximum of 10 times a month, then informing him if I managed to reach orgasm. If that will happen, all cum will go on my face like described above.

ADDITIONAL INFO
my Mentor, Master Skorpio reserves the right to add other rules in the future at his discretion

I'm joining in on the Anal Autumn... *cough cough*

Rules for myself
1. I must have something in my butt to touch or to hump.

2. Orgasms require my biggest plugs or a dildo in my butt

3. I must practice using my glass plug 3 to 4 times a week

4. For 3 consecutive days of being plugged, I earn 2 free orgasms. Each day I continue to be plugged after, I earn 2 orgasms. I may use these orgams anytime I want

Rure's Reward Offerings
I will have monthly sessions of which I will write up a report on and share with this thread. It will be anal related.

Aw hi! Fil is definitely a cute nickname I like a lot, so that sounds good to me!

And yeah, I’m super excited for this! It’ll be such a fun way to train myself and give back to the kinky community that’s coming along for the ride. Like you said, this will totally be a great Autumn to remember!

Oh! I’d also love a Thank You card once this kicks off :3

Pressured to join by SexyPlant and Aragon <3

My rule is very simple. For all of autumn, I'm only going to cum with something inside of me. I can't cum by myself from anal orgasms, but I can make sure I'm filled when I do cum <3

Also in November for Cyber Monday, I'm gonna get a high quality butt toy that'll (hopefull) let me have anal orgasms by myself!!

Dear yarn, If can be consolation, I begin this in same condition of you: incapable of cum from only anal, but I try this Autumn for inner growth.

Practice improve our skill and enlarge our horizons

Belated Anal Autumn Application
 

I know it's September 1st, but I wanted to join and give my support. My Master and I were trying to figure out how to personalize it for me. When I suggested it to him, I was told immediately that I should join. We both think it will help with my training.

RULES
1) Until Master says otherwise namely (playtime, bathroom, shower, periods being exceptions), I am to wear a crotch rope. That includes wearing it when I am working and when I go outside.

2) Since my Master is big on denial, I am not allowed to cum by anal. This will be a challenge, because my nerves in my ass find anal stimulation to be very pleasurable, so holding onto control will be hard. I am allowed to edge though!

3) I will be allowed to pleasure myself, but only through my ass. I am allowed to play with my smallest dildo (4 inches long and 3/4 inch wide) for 15 minutes minimum each day.

4) Going with rule number three, I am only allowed to edge from stimulations from my ass. I can't let myself go over, and if I ruin or orgasm too early, see rule number 6 and 7, I will have a punishment or my rules will be modified.

5)I am to kiss every surface that my ass makes contact with. As I am always naked in my home, this is not an impossibility.

6) I am to be rewarded with one ruin orgasm at the end of this challenge. This ruin would be from ass stimulation. If I don't reach the ruin by the end of the event, I am to wear clothing in the house for one week as punishment.

7) Modifications and punishments will be at the discretion of my Master as we go along. Examples that would involve modifications or punishments would include.

• Ruining too early (aka) before the end of the event.
• Edging right at the start of the challenge.
• If I need more incentive/challenges.
• If my Master thinks I need more incentive/challenges.
• Stimulating my pussy in any way without my Master's permission.

Rewards
Watch my blog for some anal-themed entries as I participate in Anal Autumn.