# September Double Anal **URL:** \ **Category:** Challenges\ **Created:** [September 3, 2025, 11:13pm UTC](https://www.analonlylife.com/t/september-double-anal/893 "2025-09-03T23:13:06Z")\ **Posts on this page:** 13\ **Page:** 1
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 3, 2025, 11:13pm UTC](https://www.analonlylife.com/t/september-double-anal/893/1 "2025-09-03T23:13:06Z")
My challenge is that I will only have anal sex if I have at least 2 cocks in my ass. It will make me desire my weekend escapades even more. My beloved supports me on this however he will be on my ass like a crazy guy on Friday! ---
**Author:** ![Jennanymph](https://www.analonlylife.com/user_avatar/www.analonlylife.com/jennanymph/32/426_2.png) [@Jennanymph](https://www.analonlylife.com/u/Jennanymph)\ **Post date:** [September 4, 2025, 12:14am UTC](https://www.analonlylife.com/t/september-double-anal/893/2 "2025-09-04T00:14:09Z")
Good luck and have fun! I’ll be honest, it’s still mind blowing to me to know there are real people that can do DAP, you girls are like mythical unicorns in my mind. ---
**Author:** ![AnalLover](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/22d042/32.png) [@AnalLover](https://www.analonlylife.com/u/AnalLover)\ **Post date:** [September 4, 2025, 5:12am UTC](https://www.analonlylife.com/t/september-double-anal/893/3 "2025-09-04T05:12:11Z")
Surely some people (men and women) are just naturally more “stretchy” in the anal department. I envy them. However, I can attest that, at least for me, it just took practice and time working with **multiple** toys of various incremental sizes so that the increase in total girth can be gradual (i.e. going from 1.0 to 1.25 to 1.5 to 1.75, etc., etc. by using different combinations of toy sizes). I suggest using high-quality, but **soft** silicone toys rather than harder materials. Just the same, each time it requires going to ones personal limit (into the “discomfort” range, but not pain). Keep the toys in place for several minutes if you can. Then do it again and again. Sometimes it means backing down a little bit in size for a while – the body has its own moods about this. Do that many times and you too can be a “unicorn”. I predict that you will surprise yourself! Once one reaches “unicorn” status, even more opportunities for stretching “open up”, so to speak. And different toy and/or penis combinations, of different girth, length, materials, etc., and moving in different ways, all create different sensations. ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 4, 2025, 2:58pm UTC](https://www.analonlylife.com/t/september-double-anal/893/4 "2025-09-04T14:58:33Z")
Ha ha thank you for making me giggle. 18 months ago I would have thought the same. ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 4, 2025, 4:42pm UTC](https://www.analonlylife.com/t/september-double-anal/893/5 "2025-09-04T16:42:56Z")
I am in agreement that it doesn’t happen overnight. It does take confidence and ‘training’. They ability to stretch is unique for everyone. I have friends who have tried to train but still can’t allow 2 cocks in her ass. I also have 2 friends who happily fit 3!! I’ve had 3 but not for a long time and didn’t find it as pleasurable as 2. We have 4 guys in our little group and Tiff (who used to be a member on the old site) is adamant to take all 4, just to say that she did. She is unique. To look at her would would think she was still innocent because she is 4’10”. She is far from it. She’s the reason I’m talking here now!! ---
**Author:** ![Anal-is-Art](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/e9a140/32.png) [@Anal-is-Art](https://www.analonlylife.com/u/Anal-is-Art)\ **Post date:** [September 5, 2025, 1:56am UTC](https://www.analonlylife.com/t/september-double-anal/893/6 "2025-09-05T01:56:08Z")
I am sure she will ! I think you need one guy behind Tiff, another above and two others on the sides. Maybe it is better to choose the longer penises on the sides so they can still manage penetration 🙂 ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 5, 2025, 12:16pm UTC](https://www.analonlylife.com/t/september-double-anal/893/7 "2025-09-05T12:16:58Z")
Triple does require our men to be amazing contortionists! It helps with having all 3 over 7 inches. Tiff can take 2 side by side and the third in over the top. which I can’t. She loves this way although as I said before, double is my favourite! ---
**Author:** ![Anal-is-Art](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/e9a140/32.png) [@Anal-is-Art](https://www.analonlylife.com/u/Anal-is-Art)\ **Post date:** [September 6, 2025, 12:26am UTC](https://www.analonlylife.com/t/september-double-anal/893/8 "2025-09-06T00:26:46Z")
Hello, I am not sure to understand the described positions. It is written “o o o” the two times. Maybe a display issue ? By the way, how was this first session of DAP September ? 🙂 ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 7, 2025, 9:17am UTC](https://www.analonlylife.com/t/september-double-anal/893/9 "2025-09-07T09:17:55Z")
Lol Sorry it didn’t turn out the way it looked when I was typing. Its essentially one from underneath, one in the middle and one going in at the top. Tiff had that various incarnations of that position last night. ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 7, 2025, 9:22am UTC](https://www.analonlylife.com/t/september-double-anal/893/10 "2025-09-07T09:22:36Z")
My weekends have just been the same pleasure I normally get however at home, Dale is using a dildo with his perfect cock. I thought about Daily Double Anal September but that would be too much of a commitment. ---
**Author:** ![Anal-is-Art](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/e9a140/32.png) [@Anal-is-Art](https://www.analonlylife.com/u/Anal-is-Art)\ **Post date:** [September 7, 2025, 11:28am UTC](https://www.analonlylife.com/t/september-double-anal/893/11 "2025-09-07T11:28:57Z")
Good idea ! It is better than not being able to have anal sex all week long 😅 I hope you will end up satisfied at the end of the month ! ---
**Author:** ![AbbiT05](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/a88e4f/32.png) [@AbbiT05](https://www.analonlylife.com/u/AbbiT05)\ **Post date:** [September 7, 2025, 12:57pm UTC](https://www.analonlylife.com/t/september-double-anal/893/12 "2025-09-07T12:57:07Z")
My ass had a lot of fun last night! I had all 4 in me at the same time. My vagina got a shock lol. I just wanted to feel very full. Kaz and Tiff kept their vagina’s untouched!! ---
**Author:** ![Anal-is-Art](https://www.analonlylife.com/letter_avatar_proxy/v4/letter/a/e9a140/32.png) [@Anal-is-Art](https://www.analonlylife.com/u/Anal-is-Art)\ **Post date:** [September 7, 2025, 2:07pm UTC](https://www.analonlylife.com/t/september-double-anal/893/13 "2025-09-07T14:07:29Z")
4 at the same time, good job haha. How many in your vagina and how many in your ass ?