First Steps

3 years ago by 3hrtd to c/sissy

Last week, I saw that an online adult toy shop had a prostate massager for sale, and I was curious, so I bought that, along with 3-size training set of buttplugs, and some very skimpy thongs.

It all arrived today, and I spent some time getting all cleaned up. I'd never done anything with my ass before, so I was expecting even the smallest of the plugs to hurt, but to my surprise it was much easier to insert.

Fast forward about 15 minutes, and now I've got the middle one inside me as I'm writing this. Sitting down on my chair pushed the plug even further, and grinding my ass back and forth feels oddly nice. My cock is the hardest it's been in ages and leaking into the thongs.

I think I might be getting a cage next.

3hrtd 5 points 3 years ago

Update: I've now moved onto the largest plug and it makes me feel so full when I sit on it. Also had to put a condom over my cock because I was leaking too much..

path: 0 434564, hotness: undefined, score: 5, children: 2
StrongSuspect4913 3 points 3 years ago

Well done. Though I think you should remove the condom again and continue leaking into the thong ;)

path: 0 434564 435875, hotness: undefined, score: 3, children: 0
itsame 3 points 3 years ago

Yuck. Forget the condom. Just scoop it up and eat it as it leaks off the tip.

path: 0 434564 438666, hotness: undefined, score: 3, children: 0
individualpark 4 points 3 years ago

smiles Good sissy.

path: 0 433306, hotness: undefined, score: 4, children: 0
snake_case_guy 3 points 3 years ago

Remember to be careful with the plugs. They can be sucked up it the base doesn't have the appropriate width.

path: 0 440736, hotness: undefined, score: 3, children: 0
EyesDown 2 points 3 years ago

Get the cage. Make sure not to go too big to start, easiest mistake.

I would recommend a kink3d cobra knock off for around $20 (AliExpress) as a good starting point because they fit well, are light (in plastic), come in black or pink, and include a variety of rings so you can experiment with size. I wear the baby/nub size and it's very comfy!

path: 0 1326177, hotness: undefined, score: 2, children: 0
sissy
sissy

@lemmynsfw.com

login for more options
1827
103
1

A safe place for sissies and those interested in sissy culture to talk about all things sissy!

18+ Only

c/sissy is a safe place for sissies and those curious about sissy culture to talk about all things sissy!

Ask questions or discuss about anything sissy related :)


Sister subs:

for sissy captions !sissycaptions@lemmynsfw.com

for sissy hypnos !sissyhypno@lemmynsfw.com

for sissies to share pictures of themselves !sissies@lemmynsfw.com

for sissies to make hookup requests !sissypersonals@lemmynsfw.com

for pictures of sissies in chastity !sissychastity@lemmynsfw.com


Rules:


1. 18+ only

2. Be kind

  • Please contribute to the community in a positive manner. Avoid using things like hate speech or bringing up politics unnecessarily

3. No blackmail or lost bets or anything that has any potential to be without consent.

4. No selling, spam, "upvote if" posts/comments of any kind.

  • All selling or spam type posts will be banned permanently.

5. No advertising unless mod approved. Read description for how to get approved.

  • Unless you get an advertisement approved, no advertising is allowed, including directing users to your profile

  • If you have something that you think is relevant to the sissy community (meaning support, help getting started, resources, etc.) message the mods before posting to request a mod approved advertisement. (Currently there is no modmail so just message one of the mods directly)

  • After reviewing the mods will approve or deny your request.

6. No personal information of any kind

7. No Task/DM Requests,

8. All interactions have to be in English

  • We want everyone to be able to read and take part in the conversations. So please write English!

go to feed...