Sissylover
@sissyloverhq.bsky.social
Your supportive Teacher, Mistress and Academy for becoming the most perfectly feminine sissy 💋✨
Locktober Anatomy 101 - Where is your pleasure spot? ⭐️In less than 15 days, we will give attention to all of your pleasure points and push the buttons that make you feel like a real slut! 😉 Don't forget to sign up!
September 17, 2025 at 11:27 AM
Locktober Anatomy 101 - Where is your pleasure spot? ⭐️In less than 15 days, we will give attention to all of your pleasure points and push the buttons that make you feel like a real slut! 😉 Don't forget to sign up!
The goal of Locktober has stayed the same, but the experience of it is truly unique for each student ✨ The Academy gathered up confessions, stories, and data, and now it’s time for me to reveal what really happened during those 31 days of Locktober. sissylover.com/blog/inside-...
Inside Locktober 🔐 The Locktober Research Report | Sissylover
Some of you already know that I decided to take a deep dive into our students’ previous Locktober experiences. Our team gathered up all their confessions, stories, and data, and now it’s time for me t...
sissylover.com
September 16, 2025 at 7:38 PM
The goal of Locktober has stayed the same, but the experience of it is truly unique for each student ✨ The Academy gathered up confessions, stories, and data, and now it’s time for me to reveal what really happened during those 31 days of Locktober. sissylover.com/blog/inside-...
As you know, it is officially Locktober season in the Academy! To get us all started, I want you to share in the comments your clitty locking and Locktober wisdom with other students: What are your best chastity tips? 💜 www.redgifs.com/watch/humili...
Chastity OnlyFans Orgasm Ruined Orgasm Sissy Sissy Slut Porn GIF by chastitybbgirl
Watch this GIF on RedGIFs.com, the best porn GIFs site. RedGIFs is the leading free porn GIFs site in the world. Browse millions of hardcore sex GIFs and the NEWEST porn videos every day!
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September 4, 2025 at 11:04 AM
As you know, it is officially Locktober season in the Academy! To get us all started, I want you to share in the comments your clitty locking and Locktober wisdom with other students: What are your best chastity tips? 💜 www.redgifs.com/watch/humili...
⚡️ Time to claim your sissy superpower! ⚡️ Tell me what your sissy superpower is! Don't get too greedy, a hero has only one superpower! 🦸♀️💗
August 5, 2025 at 10:40 AM
⚡️ Time to claim your sissy superpower! ⚡️ Tell me what your sissy superpower is! Don't get too greedy, a hero has only one superpower! 🦸♀️💗
Mouth Open, Brain Off, Throat Ready 💗👅
www.redgifs.com/watch/nextsp...
www.redgifs.com/watch/nextsp...
Chastity Cum Cumshot Femboy Feminization Sissy Sissy Slut Slutty cumslut sissycaption Porn GIF by sissylovercd
Watch this GIF on RedGIFs.com, the best porn GIFs site. RedGIFs is the leading free porn GIFs site in the world. Browse millions of hardcore sex GIFs and the NEWEST porn videos every day!
www.redgifs.com
July 21, 2025 at 10:01 AM
Mouth Open, Brain Off, Throat Ready 💗👅
www.redgifs.com/watch/nextsp...
www.redgifs.com/watch/nextsp...
Don't keep me waiting for too long, or I might rethink the orgasm part! 😈
July 12, 2025 at 6:09 PM
Don't keep me waiting for too long, or I might rethink the orgasm part! 😈
My dear Assistant Lucy was asked to put together some of her favorite sucking tips 👅 Over the past few years (and even last week!), she has had some good practice with sexy Viking guys, so there is truth behind her words! sissylover.com/blog/lucys-s...
Lucy’s Secrets: Blowjob Tips Every Good Girl Should Know About | Sissylover
I remember the first time a guy asked me to give me a blowjob. Deep down I was far from ready for it, full of hesitation, trying to remember every tip I’d ever read about blowjobs from my older sister...
sissylover.com
July 9, 2025 at 10:45 AM
My dear Assistant Lucy was asked to put together some of her favorite sucking tips 👅 Over the past few years (and even last week!), she has had some good practice with sexy Viking guys, so there is truth behind her words! sissylover.com/blog/lucys-s...
Take a close look and tell me in the comments where you’ll be putting your little butt, or ask to be assigned a spot! It’s time for a fun summer outing at the Academy! ☀️🚌
June 27, 2025 at 5:07 PM
Take a close look and tell me in the comments where you’ll be putting your little butt, or ask to be assigned a spot! It’s time for a fun summer outing at the Academy! ☀️🚌
Reposted by Sissylover
Doing a little research for a secret project 😉 Tell me in the comments - what makes you feel the sluttiest? Is it something you do? Something you watch? A someone special … or something? I want to know now, and I do not want any boring/shy answers!
June 18, 2025 at 9:39 AM
Doing a little research for a secret project 😉 Tell me in the comments - what makes you feel the sluttiest? Is it something you do? Something you watch? A someone special … or something? I want to know now, and I do not want any boring/shy answers!
I know you're hungry, so let’s get you something! 😉❗️Don’t take all day choosing, or the lunch lady will get grumpy! And remember, 1 lunch per student❗️
May 17, 2025 at 11:57 AM
I know you're hungry, so let’s get you something! 😉❗️Don’t take all day choosing, or the lunch lady will get grumpy! And remember, 1 lunch per student❗️
Think looong and hard about your decision, because Mistress will keep you busy 7 days straight! 💋
And don't get too comfortable with the choosing, it's your rare and lucky privilege to do so.
And don't get too comfortable with the choosing, it's your rare and lucky privilege to do so.
May 9, 2025 at 1:22 PM
Think looong and hard about your decision, because Mistress will keep you busy 7 days straight! 💋
And don't get too comfortable with the choosing, it's your rare and lucky privilege to do so.
And don't get too comfortable with the choosing, it's your rare and lucky privilege to do so.
Let’s see how many of you will get an A+ 😉 Don’t make it too long, and make sure it’s creative if you want to get a good grade. I will be strict!
May 6, 2025 at 3:55 PM
Let’s see how many of you will get an A+ 😉 Don’t make it too long, and make sure it’s creative if you want to get a good grade. I will be strict!
I know you would love to live that sissy bimbo dream life! ✨🎀💅 So, what are we going to schedule for you for the next week?
April 13, 2025 at 4:24 PM
I know you would love to live that sissy bimbo dream life! ✨🎀💅 So, what are we going to schedule for you for the next week?
In case you find it hard to pick cute nail colors, pick one from here! 😉💅Let Mistress know which inspo pic is your favourite.. oh, and besides the color, describe the picture as well as you possibly can!
April 6, 2025 at 11:06 PM
In case you find it hard to pick cute nail colors, pick one from here! 😉💅Let Mistress know which inspo pic is your favourite.. oh, and besides the color, describe the picture as well as you possibly can!
Little tips on how to be the top student 😉🍎
www.redgifs.com/watch/better...
www.redgifs.com/watch/better...
Chastity Cum Cumshot Femboy Feminization Sissy Sissy Slut sissycaption Porn GIF by sissylovercd
Watch this GIF on RedGIFs.com, the best porn GIFs site. RedGIFs is the leading free porn GIFs site in the world. Browse millions of hardcore sex GIFs and the NEWEST porn videos every day!
www.redgifs.com
April 4, 2025 at 10:54 PM
Little tips on how to be the top student 😉🍎
www.redgifs.com/watch/better...
www.redgifs.com/watch/better...
Hey, little ones! I want you to fill in the blanks, I know you’re daydreaming of so many sissy skills but pick out the one that makes you the most excited! Write out the full sentence, and ..you might get extra points for a very creative answer! 😉
April 3, 2025 at 7:27 PM
Hey, little ones! I want you to fill in the blanks, I know you’re daydreaming of so many sissy skills but pick out the one that makes you the most excited! Write out the full sentence, and ..you might get extra points for a very creative answer! 😉
Start your week by taking a step forward. Set aside 10-15 minutes today and work on your gag reflex. Then every time you brush your teeth this week, spend a minute or two making yourself gag. 😮🍆
March 3, 2025 at 9:21 PM
Start your week by taking a step forward. Set aside 10-15 minutes today and work on your gag reflex. Then every time you brush your teeth this week, spend a minute or two making yourself gag. 😮🍆
Happy Valentine's Day! We've made a free, super romantic sissy assignment for you to enjoy on this special day 💝🥰
sissylover.com/blog/valenti...
sissylover.com/blog/valenti...
Valentine's Day Assignment - A Romantic Date with your Dildo | Sissylover
Happy Valentine’s Day darling 💋💋💋 I’m sure you’ve had an eye on the calendar ever since heart-shaped objects and chocolate boxes started appearing on store shelves shortly after Christmas! Eagerly loo...
sissylover.com
February 14, 2025 at 8:21 PM
Happy Valentine's Day! We've made a free, super romantic sissy assignment for you to enjoy on this special day 💝🥰
sissylover.com/blog/valenti...
sissylover.com/blog/valenti...
January may be over but there's still time to commit to the Academy's 25 sissy goals for 2025! 💋
sissylover.com/blog/25-goal...
sissylover.com/blog/25-goal...
25 Goals for 2025: Be Slutty Be Feminine | Sissylover
Happy 2025 sweetie! As I write this we’re already a few days into the New Year and, if you listen very carefully, you can hear those tiny grains of sand slipping through the hourglass. The 365 days we...
sissylover.com
February 10, 2025 at 8:31 PM
January may be over but there's still time to commit to the Academy's 25 sissy goals for 2025! 💋
sissylover.com/blog/25-goal...
sissylover.com/blog/25-goal...