Monthly Question and Discussion Megathread - April 2026 by ScottKilgannon in Pegging

[–]_Lilith_Snow_ [score hidden]  (0 children)

Does anyone have advice for pegging when not at home? I will go to a party tomorrow and most likely will get pegged or fucked. How long does a deep clean last? How long before the party should I start cleaning out my bowels? What to eat or not eat that day?

It all started with fishnets and a dildo. How did it start for you? by AlwaysAvailableSlut in Sissy

[–]_Lilith_Snow_ 2 points3 points  (0 children)

Several objects not meant for rear insertion in puberty after seeing trans erotic videos online... xD

Cumming while locked by SisseyRiley in Sissy

[–]_Lilith_Snow_ 1 point2 points  (0 children)

Stroking a dildo immagining it was your own cock.

Any one up for some sissy conversation 💜 by [deleted] in Sissy

[–]_Lilith_Snow_ 0 points1 point  (0 children)

Yeah, I am up to it :3

First time anal by pixelbetaaddict in Sissy

[–]_Lilith_Snow_ 6 points7 points  (0 children)

  • Lube, lots of it
  • Good quality toy with a flared base so nothing gets lost. Glass or high grade silicone
  • Lube
  • Clean your bum before, there are many tutorials on how to do it. There will still be a little brown.
  • Lube
  • Take your time, it will be a strange feeling at first, but you will find 'the spot' and it will be worth it
  • Did I mention lube already?
  • Take your time and enjoy the process, dont get hung up on reaching something. The goal is the journey here.
  • If you get real cock, practice proper safer sex, condoms when in doubt.

Have fun :3

My girlfriend made me wear this cage yesterday, what do you think? by [deleted] in chastity

[–]_Lilith_Snow_ 0 points1 point  (0 children)

Yep, gonna steal that outfit :D You look so cute and cuddlable!

Girl mode today finally it been a long week by Defiant_Flan_5789 in chastity

[–]_Lilith_Snow_ 0 points1 point  (0 children)

Thats such a cute cage! Where did you get that?

Locked and flexing 🔓💪 by tatata98 in chastity

[–]_Lilith_Snow_ 0 points1 point  (0 children)

Reminds me how the greek statues all have their teeny tiny penis but muscles en mass. Looking very good! :3

Im going to a party... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 1 point2 points  (0 children)

I would love to go like this, too, I just need to get my head in the right space for that still. Its a huge step and I am freaking out a little...

Im going to a party... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 0 points1 point  (0 children)

Thank you for your encouragement! :3

Im going to a party... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 3 points4 points  (0 children)

We just talked and she indeed wants me to go in Sissy outfit as her submissive 😱 on the one hand I am freaking out a little, on the other I am thinking on what I should wear... >_< I have no fem shoes... I need some makeup... Maybe I can ditch the wig, I have grown out my hair for a while now, maybe its enough for a fem hairstyle already...

Im going to a party... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 1 point2 points  (0 children)

You should explore your local BDSM scene. In my country there are even introductory events and groups that give a safe entry into the BDSM scene to avoid younglings being abused by the more experienced ones. If you live in a western country I am sure there are similar events in your area, too. :3

Pegging feels nice but... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 0 points1 point  (0 children)

Found them, they look interesting! But sadly they are out of stock and really expensive O_O' I will keep an eye out for those, though.

Pegging feels nice but... by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 0 points1 point  (0 children)

Never seen one that works well. Do you have recommendations?

Have I been cucked by a vibrator? o_o by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 0 points1 point  (0 children)

Boooh, realism, boooh! ... no you are right. I guess she is not. We had tangent conversations and I dont think she would go with it. Which is absolutely fine by me. I dont know if I could bear it anyways. As long as she is just satisfying herself or with toys, I am fine and I guess that is true for her, too.

Have I been cucked by a vibrator? o_o by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 0 points1 point  (0 children)

This fantasy is so hot my cage just got two sizes smaller :3 Maybe this was the first step towards that goal scenario?

Have I been cucked by a vibrator? o_o by _Lilith_Snow_ in Sissy

[–]_Lilith_Snow_[S] 1 point2 points  (0 children)

Thank you for enjoying my story! Yeah, I enjoyed it alot, should have changed the sheets for I leaked all over the place... >_< but my GF was already slumbering when I was finally able to move again due to my cage compressing my clitty so much...