Sissy Olivia @sissygirl-olivia - Tumblr Blog

junglebunnylola-deactivated2025

sissykendra44

Would so love to trade her spots

1blossom70

Hypnotize me like that

Sissygasm Challenge. This roulette is inside the Sissy category.

#feminizationtraining #sissy tasks #bbc sissy #bimboification #ferminization caption #sissy caged #findom goddess #findom princess #findom humiliation #chastity training

chloe976-deactivated20260312

twilightmirroragent

So, what will it be?

favouritefemdomcaptions

i'd definitely sign up to this

Sissy task challenge! I have a few for you 🤭

First task: comment a sissy task

Second task: comment your favorite toy

Third task: repost this to get more tasks

Fourth task: send me a pic you’d like me to masturbate to (BBC recommended)

Last task: send your favorite clothing recommendation!

#feminizationtraining #sissy tasks #bbc sissy #bimboification #ferminization caption #faggot training #feminization hypnosis #feminizationcaptions #sissi for bbc #black cock faggot #crossdressing captions #sissy encouragement #queer #transfem #sissy fendom #femdxm

Time to show what we’ve been practicing 😋

#feminizationtraining #sissy tasks #bbc sissy #bimboification #ferminization caption #faggot training #feminization hypnosis #feminizationcaptions #sissi for bbc #black cock faggot #feminine sissy #female dominance #feminize me

pinkfemgurl

"You look sooooo passable with all the makeup we did on you! Just like a slutty girl! But hmmm.. we're going to have to do something about that..." They point at your increasingly large bulge inside the tight bunny suit "I know!" One of your friends gave the other an evil smile. "Be a good girl and let us record you while we lock you in this extremely small pussy shaped chastity cage!~ The only bulge you'll be making is a nice puffy cameltoe with this on!" They take their cameras out again as one girl wraps the tight cage around your cock, you feel it being pushed into your body as the key turns in the lock.

They stop recording for a second to give you directions. "Now I want you to look at the camera and smile as you flash your cage from underneath the bunny suit. Then beg to let us put a nice long tail plug up your ass because you're such a hardcore role-player and want to emulate what it's like to be a bunny in heat all the time, while doing that turn around and bend over to the camera like a good girl~"

"And remember girly, if you don't the video of you letting us dress you up in this costume as well as this newest video of letting us put on this cage will be spread around the party! Remember~ You... Let... Us.. Do... This... The only person to blame is yourself!" The girls giggle after saying this.

The next thing you realize what's happening is the sensation of 10 thick anal beads being shove in your ass, the girls alternating between each other popping one bead in after the other as a phone is propped up recording the entire scenario. After the 10th bead got shoved in you, you notice and feel a small bulge in your stomach as the girls push the tail end of the anal beads outside of your suit to display a nice big fluffy bunny tail. To the unsuspecting eye it looks like a regularly placed bunny tail on the bunny suit, but to the girls, you, and the phone recording... thats another story.

One girl begins to get their keys, "come on girlies we're going to be late to the party!" And the other girl shoves you out of the door.

Hope you enjoyed this Halloween themed long story made by @pinkfemgurl!

pinkfemgurl

"The girls and I felt a little bad though... we all wanted you to experience everything that happens at a girls sleepover but since you're all tied up we can't..." "Oh I know!" One of the girls perked up and dug in the closet looking for something

After a while they found what they were looking for and hid it behind their back with a devilish smile. The other girls that saw what she was holding also began to smirk giggle to each other She slowly walked up to you until she was inches in front of you and showed what looked to be a giant pink dildo, you couldn't tell how large it was but you think it might be around 10-11 inches long...

"Let's have our little girly sit on this for the rest of the night~" "By morning I think she'll be ready to take some of the larger toys in the closet..." She said with a smirk plastered on her face, all the other girls laughed as they began to untie some of the ropes from the chair and prop the dildo under you

As they lowered you slowly onto the dildo one of the girls noticed that there was precum dribbling out of your pussy cage, "awww I think she really is a girl if she's getting exciting by all of this~ I think we should keep her like this even after the sleepover ends!"

With that comment you were completely tied down to a chair again but with the dildo fully invading your body. All of the girls went back to what they were previously doing when suddenly you felt the dildo begin to vibrate "I almost forgot! The girl that found the dildo said, "If you're going to be stuck like that all night we might as well make sure that dildo is keeping you from being bored!" And with that, the dildo began to vibrate relentlessly a the rest of girls begin to giggle as they snapped pictures of you

After what feels like hours of being tied to that chair you didn't even notice that the keys to your cage has been passed around a few times. You have no idea who owns the keys now and you realize that there's no escaping this group of girls after the sleepover ends...

I hope you enjoyed my little sleepover story~ Picture provided by @queendestiny6912! If you liked this story please let me know! -Pinkfemgurl

pinkfemgurl

"B-but that means you can decide that I didn't pass the test yet after I've been fucking my ass for months!" "That's toooo bad~ It's up to you to convince me that you're not gay and the only way I'll be convinced is if you don't cum while fucking your ass with this big~ thick~ dildo I got you~ You're the one that wants to date me so you better try your best!"

She hands me what looks to be a giant 12 inch cock

"Oh by the way cutie~ You'll have to give me your chastity keys so I know you're not cheating on the test. AND you'll go allll the way down on that toy to convince me that you're not chickening out!

I hope you enjoyed this lil gay test scenario~ -Pinkfemgurl