A Sissy's Rabbit Hole

My latest attempt to stay here on tumblr. Formerly sweetharlot2. If you followed me then, follow me now (please). This blog is gender bending friendly and a safe place for trans, nonbinary, cd and other genderfluid people.

[billiesfemspace]

[alwayscute]

[ropeprincesss-deactivated202504]

[morelasissy3]

Couldn't someone make it so easy for me?

[stacysutton01]

[gymbunnycandiehart]

[alsoashleybarron]

✨ Golden Hour ✨

[dewgirls]

[curiouskinkycpl2]

Teaching the maid her full duties and responsibilities.

[xxcheriesparlourxx-deactivated2]

[forciblyfeminised]

Thank you very much Miss Dandy

[darksideoftheloins]

Yes

[felicitycindy]

What a surprise, Chris has been tricked into meeting a man on a date.

He is reluctantly but is made to proceed with the introduction, not knowing if his date knows of his feminisation.

Chris - Forced to live life as a girl and now he is taught how to be as feminine as possible.

Another excellent drawings by Christeen

[kimmipettie]

10/24/20 - 1647 - A girl shouldn’t dally and keep her guy waiting, even when she didn’t know until now that he is her date. Just wait until he sees your adorable hair bow, Chris! Debuted 10/23 on Andy Latex. Thanks Andy and Christeen. Visit Andy at SMOOTHSLICKNSHINY.BLOGSPOT.COM

9/21/24 - The Daily Classic Chris

Chris will be a delightful treat for any guy or girl who gets to greet her.

(42)

[kimmicurls]

8/16/26 - A sultry Chris will now undergo a new experience as a lovely Miss. Her date is salivating just seeing Chris wearing her hair bow, heels and dress.

(68)

[nolongertheman]

It was quite astounding that he’d developed such a range of skills in such a short space of time. She thinks the turning point was getting his ears pierced. From there his natural progression into ruffle collared blouses, intricate hair designs and advanced makeup skills just seemed to accelerate. He doesn’t even notice what’s happening to him now.

[kimmipettie]

12/21/25 - Mother was absolutely thrilled. It had only been a month since she made the decision to petticoat and feminize her son, as that was for the best. Now here is Stephanie all dressed up and her hair in curls mastering crafting and making her Gingerbread house for the Holidays as such a sweet girl.

(15)

[kimmicurls]

8/16/26 - Mom was having such fun transitioning her once son into the dainty daughter of her dreams. Stephanie had so blossomed after but a month living all Miss.

(38)

[destination-girl]

[kimmicurls]

8/16/26 - It's so good to see you again, Lisa!

You don't recognize me? Perhaps that's because you once know me as Gary. But (giggle) I have made some changes, for the better.

Mother thought I was best suited to be a young lady. I resisted, naturally, yet you know how mothers are. Of course, she was right.

(90)

[gay-obedient-sissy-deactivated2]

[becomingrandee]

OMG  YES YES YES !!!!!!!!!!!!!

[kimmicurls]

8/17/26 - I would say yes to a cute skirt but go head over heels with a pretty dress. I love being girly for sure!

(1806)

[felicitycindy]

He will definitely need a bra every day soon.

Chris is so aware that it’s permanent breast implants for him soon.

Chris - Forced to live life as a girl and now he is taught how to be as feminine as possible.

Another excellent drawings by Christeen

[kimmipettie]

6/14/17- CJ First Bra - A boy’s first bra. One of the rights of passage into girlhood- being fitted for a bra. Chris looks none too happy at the prospect of his upcoming implants. Soon he will learn to love his twin girls. Perhaps the bow on his bra will match the adorable pink one in his hair.

______________________________________________________

9/10/24 - The Daily Classic Chris

Once a boy has breasts like Chris, there’s little doubt that henceforth her life will be as a Miss.

This may have been Carole Jean’s first post on her now defunct Christeen board at Pinterest. I don’t recall any Christeen art previously being so direct about Chris having breasts and needing to shop for bras.

(49)

[kimmicurls]

8/17/26 - It’s more inevitable step in the journey to full femininity. When you have grown up wearing panties and flowers in your hair like Chris, the time will soon come to have perky breasts as a full time Miss.

(87)

[asissycalledpoppy]

My dream 🥰

[teriann58]

That would absolutely be fine with me. What I have always dreamed of

[leslye37130]

Where is this woman?????

[kimmi1girl]

3/1/23 - And while you thought of yourself as a regular guy, girlhood has grown on you. Feminization hopefully will be forever.

What a wish for a boy who yearns to be a miss.

This photo is the basis for a wonderful Christeen petticoating poster appearing immediately following!

(439)

[spermopijkadupodajka]

Wymarzony związek :)

[kimmipetty]

2/8/24 - Why not dream of a wonderful feminized life with a girl who prefers you fully feminine?

Becoming a Miss would be sheer girlish bliss! Did you ever imagine having twin girls of your very own?

(457)

[danigirl2023]

Not sissy. Real girl

[kimmipettie]

1/11/25 - Your new feminized life is more than you ever imagined. You are now one of the girls and soon to be a sweet wife for life.

(476)

[kimmicurls]

1/23/26

(498)

[kimmicurls]

8/17/26 - You shuddered with delight when she said "I want you to be fully feminine and become my wife."

(504)

[dominantgoonette34]

[amanda93white]