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As you know, I’m a pretty big sissy 💕 so this year I wanted to show you my sissy favorites in hopes you find something new you like!

First up is some of my favorite sissy captions on Tumblr! In no order!

1. @sissymissyxo - Missy’s blog makes me want to fag out with every caption 🫦

2. @celebritytgcaptions Love the longer captioned stories and I’ve submitted to Sissy Confessions multiple times! 🥰

3. @workdatbussy When I’m riding my dildo these are the captions I read! 🥵

4. @megatremendouslysissycollection Has the best gif choice and some of the gayest caps on here! 😋

5. Last but not least all my sissy sisters in @queendestiny6912 Harem. @sissyloren @bambimandi @incognitoelizabeth @goodwitchkylie @andrearose96 @karlie-xox @xxsissycaitlynxx @cutieecassie

I enjoy other Sissy Media too! Here are my 5 favorite Sissy Comics I’ve read! Just keep in mind, my preferences revolve around feminization, degradation and really anything sissy! You can find these on paid sites like Lustomic, but if you google any of these + the word Forum, then you can probably find them for free.

1. Slutistas 1-4 - all four installments are pretty similar. 3 guys are force feminized over night and trained to be sex slaves. 2 are usually traditional hot girls, while the other member of the group has a more extreme feminization. The third transformation can be hit or miss but the other 2 are always great!

2. Sissy Show by Nite Q - Nite Q has a bunch of great comics, with less extreme feminization as something like Slutistas. They definitely nail down the sissy fetish though. ‘Sissy Show’ is the culmination of a bunch of stories and brings the sissies to compete for the title of “Miss Sissy”. I would kill to be in this competition!

3. Kitty Kat Lounge Part 1 & 2 - In part 1 a man is transformed into Brandi the newest Kitten working at the club! In part 2 her friend gets a similar treatment! Working at a club like this is definitely a huge fantasy of mine and this is a great way to experience it second hand!

4. Sissy Porn Star by Victor Serra - Currently this has 3 parts all super hot. Essentially a guy is forced to be a sissy porn star to help him and his wife pay the bills. Really hot art and every sissy wants to be Lollipop! Also would recommend Victor’s Dear Gabby series!

5. Queens by Bea - Bea has made some of my favorite comics from Franny to Sweet Dreams Sissy. Always a big focus on the feminization process which I love! Queens is fun because it shows two sissies, one being feminized by a sweet caring mistress, while the other is feminized by a sadistic mistress! Really hot read with 3 parts as well!

I could talk about comics for hours! But let me know what you recommend!

Next I’d love to talk about my favorite sissy stories or smut! I find most of it on Literotica but open to reading elsewhere!

1. Masculinity Lost by Cdslavejessie - Follows a college guy who is force feminized by his ex gf. Story moves fast and has 36 chapters. Currently ongoing but is very promising! You’ll love it if you like sissy stories focused not only on sex, but on emasculating the sissy!

2. Jack and Jill by Emory Ahlberg - Jack is kidnapped and brought to a secret island to be feminized. Really in depth on the feminization aspect and you really care for the characters. It’s ongoing and has 9 phases with like 15 chapters each. Personally a bigger fan of Nikki in the spin-off Half Sisters but you have to read this first! Technically could be a comic since it has art, but it’s long enough to call a story! Also isn’t on Literotica but Emory has a Patreon (that I sub to) or there’s forums who are a few Chapters behind.

3. College Chronicles by Smutwriter238 - this follows a college freshmen Sam who is transformed into Sami. Really hot sex scenes with one of the hottest guys I’ve ready about in these stories. This hits my feminization kink along with my degradation kink. 20 good length chapters so far!

4. Neighbourhood Terror to Sissy by Fibaro - essentially a guy gets transformed into a sissy by his neighbor. The way he goes about feminizing him is so methodical, it really gives me Trapped and Trained vibes, which is a sissy classic!

5. Big U Cheer Sissies - This is a selfish pick because I can’t find it anywhere anymore, but it was the best sissy story I’ve ever read. A group of freshmen get transformed into cheer sissies and are fucked and feminized beyond belief. If anyone has this story let me know, I miss reading it 😢

Now for the spiciest section! My favorite sissy porn videos! Again if you search the titles you’ll find them! If I link stuff Tumblr will take me down 😅

1. Ella Hollywood Gangbang Sissy - it’s on Spankbank. Ella fucks a ton of guys but what I love is their outfit and how she has condoms full of cum tied to it!

2. Sissy Crossdresser Mariah Love Gets Fucked Raw Uncut - Super hot video! She sucks his bbc so well. I’d give anything to switch places with her!

3. Obedient TS Maid Does What She is Told - Lily Demure is a submissive sissy maid who sucks on command and takes one of the hottest fuckings I’ve seen.

4. Ella Hollywood and Natalie Mars Feminized - love the dynamic of the new sissy being brought home by the mistresses and Natalie wants to proves she’s still the bigger slut.

5. Hailey Doll gets both her holes ruined by BBC - Hailey is supported by her mistress as she sucks and fucks and amazing BBC in the cutest pink outfit!

If you’ve gotten this far, thank you for reading and I hope you can find something you like!! And thank you for all 7,000 of you who follow my blog! Next year I plan on being an even bigger sissy and I hope you come along for the ride!

And if you ever wanted to put a face to the blog this is me 💞 have a great 2025 Sissies!

"You look happy," Amy said to her friend Pam, looking from woman to woman.

"Do I?" Pam asked, Pam taking a sip of her coffee. The third woman, Vivian, giggled, touching her hair.

"What are you two giggling about?" Amy asked. "What were you up to last night, Pam?"

"Nothing," Pam answered.

"Don't nothing me, the two of you, you're giggling like something big happened."

"Oh, it was big," Vivian chuckled.

"Pam, what?" Amy asked.

"Can I tell her?" Vivian asked.

"I suppose," Pam said, face red.

"She squirted last night...caged."

"What???" Amy exclaimed, "you did not!"

Pam nodded. "I...I did," she said.

"Why? How? Dammit, Pam, tell me!"

"I don't know, he was just in a mood...he bought me a sexy negligee and some new stockings...so I was in a mood and...well...I squirted."

"While he was inside you?"

"Yes," Pam whispered.

"Caged...you were caged?"

"Yes," Pam said again.

"Pam! My god, this is huge. How long...how long has it been since he unlocked you?"

"Three months," Pam said.

"And you squirted...while he was..."

"Inside me," Pam said.

"My god, so...so it's permanent now?" Amy asked, looking down at her friend's midsection. "Was he...happy?"

"Thrilled," Pam said, "he said he was going to switch me to the smaller cage this weekend and that once that went on, it was never coming off."

"Pam, you're so lucky," Amy said, "no more swelling, no more erections, no more boy things. Wait, was it...pleasurable?"

For EVERY 10 notes, she’s adding ONE HOUR ⏳ to her digital timer padlock that keeps her all locked up in her precious little dress & diaper! 👗🍼 Like seriously, how CUTE is that?! 😍💖 So 10 notes = 1 hour, 50 notes = 5 hours, 100 notes = 10 hours!! 🕰💖✨ And don't worry—those diapers will come in handy for bathroom breaks 💦😂 Plus, it looks so cozy she can sleep in it all night long 😴✨

BUT WAIT!! 😏💖 If we hit the MAX of 99 HOURS (which I’m sooo hoping for!! 🤞💖), then SHE’S given me permission to pick ANY forfeit I want!! 😱✨ Like, can you even imagine her going out on a shopping trip or to get ger nails done like that?! 👗💖 Ugh, it would be sooo perfect!! 😘💖🌸

LET'S MAKE THIS HAPPEN!! 🎀💖✨👗💅💖 Let’s see how long we can keep her all locked up and looking absolutely GORGEOUS! ✨💖

I’m already blushing just thinking about how long this could last… 😅💖 5 notes for an hour isn’t too bad... right? But 99 HOURS??? 😱 The thought of being stuck in this sissy outfit and not being able to get out… 😳😰 I don’t know if I should be excited or totally terrified!!! 😅💖

And omg, if this actually goes over 99 hours and you get to pick ANY forfeit you want… ✈️👗😱 I can’t even think about that right now! 🙈

I guess we’ll see what happens... but please don't go TOO crazy on those notes... maybe? 😳💖 *nervous giggle* 🌸✨

Oh, hehe, hi honey… uhh… listen, it’s not what it looks like…

I can see you’re shocked to see me like this… I mean, being so submissive, down on all fours, collared and leashed by a powerful alpha male, especially when I’m always taking the lead and being so dominant with you? Please, have a seat, lemme explain…

Well first, let me say, I didn’t want you to find out this way, but I’ve been seeing this man for quite awhile now. You see, it may look like I’m being abused or forced to something against my will, but that’s not true at all. I chose this. I wanted him to capture me and take control, and he’s done it so thoroughly, so expertly, that I’m afraid to say, things have gotten really serious. Yes, I’ve fallen in deeply love with him.

Now before you say anything, I want you know that I still love you too! Just in a very different sort of way. You’re always so kind and respectful to me, and you’ve always been so gentle and shy and deferential with me. So, being more confident and assertive than you, I’ve naturally led every aspect of our relationship, which, don’t get me wrong, I truly enjoy. There’s just one aspect though that has always left me… wanting. Unsatisfied. Unfulfilled. The physical aspect. See honey, I’m a woman, and like all women, I want a man who takes charge in the bedroom. A strong, confident lover, an animalistic bull, who devours and conquers, and has the physical…umm… attributes… that a man needs to fully satisfy a woman. And sweetie, that’s just not you.

But I want you to know that we’ve discussed it, and we’ve planned for the eventually of you finding us out, and he has graciously agreed that you can be his slave too! Isn’t that exciting! We can both wear his collar and leash, serving at our Master’s feet together! Of course, you’ll have to be trained, like I was, and you’ll have learn his rules, and agree to abide by them, and, fair warning- he’s really strict, and his training can be, umm, sometimes, difficult to endure, but I really think once you get through it, you’re gonna love submitting to him as much as I do. Believe me, it is a true privilege that he’s willing to own us both, and let us both be his property!

-----

A concept:

Teaching him just how I like my pussy eaten out by making him practice on his fleshlight and a silicon fuckdoll, while I play moaning audios on my phone.

A paddle in my hand, ready to punish his ass if he stops licking for a second. Also something else to make him cry :)