A Sissy in the Making @sissyinwaiting - Tumblr Blog

Would you donate $ for me to help feminize myself? Depending how much I receive, we’re talking about heels, more femme clothing, wigs, weight loss, laser hair removal, makeup, HRT

yes

no

Voting ended onMay 11

sweetsubmissivegirly3-deactivat

sissyinwaiting

🫣😳

Text me now

No.

deniedbetahusband4

pussyfreefootcuckold

yes I am

sissyinwaiting

Easily. I much prefer to eat pussy because I can please that way. My clitty might not even get hard enough to penetrate so it’s best that I don’t try.

velvetdependence

You can't lie to girls.

sissyinwaiting

This would be SO FUCKING HOT. I would crumble upon opening that text. Absolute tailspin.

Going to bed in girl mode is so much better.

Cute panties.

Perfume.

Lotioned up.

Plug in.

Girl mode is so much better.

sweetsubmissivegirly3-deactivat

Okay I’m gonna be honest

I lasted 3 whole days into 2026 without jacking off. Then on the 4th I was teasing myself and went too far. I underestimated how fast I would cum and had a very intense, VERY guilty orgasm.

And then I kinda gave up on being anal-only for a while because I felt like a failure. But I really want to try again so I’m going to try.

goddesscirlla

Merry Christmas and happy new year…..I’m sure you had fun with family and all but it’s over now and it’s time to start coming back to your owner

sissyinwaiting

🥴🥹🥵

If anybody actually keeps up with this:

The last domme didn’t work out.

There were valid reasons and some misunderstandings. I hate that it didn’t go more smoothly. I take responsibility but it kills me that she won’t even talk to me anymore.

It’s been many months now and I’m not really over the whole situation. I have no closure. I still yearn.

In other news, it’s New Year’s Day 2026. I hate my life and I’m miserable.

I have been realizing recently that I think I’ve been addicted to jerking off. I certainly do it way more than I should and to the detriment of myself. So my New Year’s resolution currently is that I’m not going to allow myself to jerk off.

It’s been years since I went more than a few days in a row without jerking off. Realistically, it’s been a lot of years. I was probably a preteen the last time I went a whole week without. I remember about 12 years ago I had a domme who didn’t allow me to for a few days and that felt like eternity.

But I really feel like I need to see if I can do this.

I have decided that I can still masturbate but only anal play. I’ve fantasized for years about being locked in chastity and forced to turn anal-only. Maybe this will help start me down that path.

I’m scared to find out where this path leads.

At this point I’m pretty much equal parts

Beta x Sissy x Gooner x Loser

I don’t even know what my identity is now

I’m ruined as a person. I need someone who will direct me and mold me into something useful. I can’t figure this out on my own and it has destroyed me.