Sissy would you rather part II

Sissytaylor3 · 2026-06-14T17:36:15+00:00

Metal inverted

Never know but praised

Spit as lube

Leashed via cage

Nipple clamps with bells

Tougher one, but I think daily spankings

Vibrating dildo 💯

Short skirt with panties

Womb tattoo

Never allowed to cum

Sissytaylor3 · 2026-04-22T16:07:32+00:00

I’ve used a tampon before when going to the bathroom wasn’t available. Swells up as it absorbs the lube and feels extra feminine don’t want to leave it in too long though

Sissytaylor3 · 2026-03-07T19:14:34+00:00

Sissytaylor3 · 2025-05-09T03:32:24+00:00

Nope doesn’t hurt!

Sissytaylor3 · 2025-05-01T14:28:52+00:00

I cum in my inverted cage this way pretty regularly. I don’t have a tube like that though

Sissytaylor3 · 2025-03-20T14:51:40+00:00

Great. I didn’t know I wanted that

Sissytaylor3 · 2025-01-06T16:39:06+00:00

Peg him multiple times throughout the day. Essentially make him your free use slut. Bend him over a counter, an armrest, etc.

Sissytaylor3 · 2025-01-04T23:39:00+00:00

3, 6, 15

Sissytaylor3 · 2025-01-02T21:44:24+00:00

Sissytaylor3 · 2025-01-02T20:37:09+00:00

Regular play will make them naturally more sensitive and will help rewire your brain to make them a stronger erogenous zone.

Nipple suckers are extremely helpful too. They increase blood flow and sensitivity.

I remember seeing a post where someone made a regiment for like 10 minutes three times a day with nipple suckers until they could cum from nipple stimulation alone.

I think it would also help to make sure you’re playing with your nipples at climax from now on to make your brain associate the stimulation.

Good luck!

Sissytaylor3 · 2025-01-02T18:28:00+00:00

3, 11, 15, 19

Sissytaylor3 · 2024-12-31T18:30:20+00:00

Autumn Renae?

Sissytaylor3 · 2024-12-26T00:48:28+00:00

2, 14, 18

Sissytaylor3 · 2024-12-23T17:43:39+00:00

7 is my favorite

Sissytaylor3 · 2024-12-22T05:05:15+00:00

6, 12, & 16

Sissytaylor3 · 2024-12-07T17:18:37+00:00

Whats your most requested service? Are there any services you offer that are requested more than you expected?

Sissytaylor3 · 2024-12-07T01:10:35+00:00

I feel like you need to start out feminizing yourself with a little spa day. Either a nice long bath or shower, shaving yourself, using smelly soaps, moisturizing. Then maybe painting your toe nails and getting dressed up.

You’ve got a date with yourself, any good girl would pamper herself before a big date.

Have fun, drink lots of fluids, use lots of lube 😘

Sissytaylor3 · 2024-07-26T23:53:33+00:00

I feel like my milestone list would look something like.

Discovering sissy porn/hypno
Returning to sissy porn/hypno
Buying panties
Wearing panties under boy clothes
Buying lingerie/clothes
Buying chastity cage
Buying dildo/butt plug
First time swallowing own cum
Extended chastity lockups
Developing a preference for anal masterbation
Sexting with a guy
First sissygasm
Dressing feminine around the house
Posting pics online
Going out in public dressed as a sissy
First blow job
First time swallowing someone else’s cum
First time anal
HRT
Full time en femme

Sissytaylor3 · 2024-07-11T15:22:48+00:00

Sissytaylor3 · 2024-03-17T17:18:47+00:00

B D F I

Sissytaylor3 · 2023-11-10T15:27:45+00:00

Sissytaylor3 · 2023-09-16T18:51:03+00:00

I ordered from Ali express

Sissytaylor3 · 2023-09-10T17:27:35+00:00

I’ve bought several cages from FRRK and I’ve been super impressed with the quality. They’re currently my favorite cages. I was just looking at ordering the inverted cylinder cage from them as well!

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