Robin's TG Captions: 2025

Hello, I'm Robin! Being a consistent reader of TG and sissy captions, I thought I'd contribute to the communities, which provided many great stories through the years. My posts will vary on topic, but they will always contain sissy, forced feminization, body swapping, and varying TG topics. I post every week. If you like what you see, give my blog a follow and comment because feedback is appreciated. I hope you enjoy. Etc. 18 - 07 - 2020

Monday, October 27, 2025

30 Days of Captions – Day27_Bite

By Howelling_Robin at October 27, 2025 No comments:

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Labels: #acceptance, #before_and_after, #bra, #captor, #coerced, #college, #crossdress, #feminization, #forced-feminization, #friend, #halloween, #humiliation, #MyFave, #nsfw, #panties, #set_up, #sissy_caption, #sissy_situation, #spicy

Sunday, October 26, 2025

30 Days of Captions – Day26_Slant

By Howelling_Robin at October 26, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #coerced, #costume, #crossdress, #feminization, #halloween, #humiliation, #online, #pic, #SFW, #sissy, #sissy_caption, #sissy_situation

Saturday, October 25, 2025

30 Days of Captions – Day25_Margin

By Howelling_Robin at October 25, 2025 1 comment:

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Labels: #30_DoC, #boyfriend, #bra, #crossdress, #date, #feminization, #forced, #forced-feminization, #girlfriend, #girlfriends_friend, #humiliation, #panties, #set_up, #SFW, #sissy, #sissy_caption, #sissy_situation

Friday, October 24, 2025

30 Days of Captions – Day24_Gallery

By Howelling_Robin at October 24, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #boyfriend, #crossdress, #ex, #feminization, #friend, #girlfriend, #humiliation, #lingerie, #pic, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation

Thursday, October 23, 2025

30 Days of Captions – Day23_Tempt

Big news coming November 1st, and it's going to be a big benefit for both of us. I'm excited to share what I have in mind.

By Howelling_Robin at October 23, 2025 4 comments:

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Labels: #30_DoC, #acceptance, #boyfriend, #bra, #cheating, #crossdress, #feminization, #friend, #girlfriend, #lingerie, #makeover, #MyFave, #panties, #set_up, #SFW, #show-and-tell, #sissy_caption, #spicy

Wednesday, October 22, 2025

30 Days of Captions – Day22_Decorative

By Howelling_Robin at October 22, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #bondage, #captor, #coerced, #college, #crossdress, #feminization, #forced-feminization, #halloween, #humiliation, #makeover, #SFW, #sissy_caption, #sissy_situation, #spicy

Tuesday, October 21, 2025

30 Days of Captions – Day21_Enemy

By Howelling_Robin at October 21, 2025 1 comment:

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Labels: #30_DoC, #acceptance, #classmate, #college, #costume, #crossdress, #feminization, #halloween, #lingerie, #makeover, #MyFave, #pic, #set_up, #SFW, #sissy, #sissy_caption, #willing

Monday, October 20, 2025

30 Days of Captions – Day20_Stun

By Howelling_Robin at October 20, 2025 No comments:

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Labels: #30_DoC, #caught, #college, #confession, #crossdress, #discovered, #feminization, #humiliation, #MyFave, #panties, #pic, #roommate, #SFW, #show-and-tell, #sissy_caption, #sissy_situation, #spicy, #text, #willing

Sunday, October 19, 2025

30 Days of Captions – Day19_Cold

I have recently discovered the 30_DOC are printed on the original dark background. In the coming weeks, I'll be updating them to reflect the newer light blue, so it's easier to read. I'm also painstakingly updating the tags and adding a few as we speak. Hoping to have them all updated by next week, so right now my blog is a bit of a mess! Pardon the pixie dust.

By Howelling_Robin at October 19, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #bodyswap, #feminization, #MyFave, #panties, #pic, #SFW, #show-and-tell, #sissy_caption, #the_shift, #transformation

Saturday, October 18, 2025

30 Days of Captions – Day18_Handy

By Howelling_Robin at October 18, 2025 2 comments:

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Labels: #30_DoC, #before_and_after, #college, #crossdress, #feminization, #forced, #forced-feminization, #fraternity, #halloween, #humiliation, #panties, #SFW, #show-and-tell, #sissy_caption, #spicy

Friday, October 17, 2025

30 Days of Captions – Day17_Aid

By Howelling_Robin at October 17, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #bondage, #captor, #caught, #crossdress, #feminization, #forced, #forced-feminization, #kidnap, #set_up, #SFW, #sissy_caption

Thursday, October 16, 2025

30 Days of Captions – Day16_Bride

By Howelling_Robin at October 16, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #bully, #crossdress, #feminization, #SFW, #show-and-tell, #sissy_caption, #sister, #sisters_friend, #spicy

Wednesday, October 15, 2025

30 Days of Captions – Day15_Proper

By Howelling_Robin at October 15, 2025 No comments:

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Labels: #30_DoC, #bad-boy, #before_and_after, #brother_to_sister, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #makeover, #pic, #punishment, #revenge, #set_up, #SFW, #sibling, #sissy_caption, #sister, #sisters_friend

30 Days of Captions – Day14_Shady

By Howelling_Robin at October 15, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #bully, #caught, #crossdress, #feminization, #forced, #forced-feminization, #friend, #girlfriend, #humiliation, #MyFave, #panties, #punishment, #set_up, #SFW, #show-and-tell, #sissy_caption, #sister, #wedgie

Monday, October 13, 2025

30 Days of Captions – Day13_Harbor

By Howelling_Robin at October 13, 2025 No comments:

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Labels: #30_DoC, #acceptance, #bad-boy, #before_and_after, #caught, #crossdress, #feminization, #halloween, #highschool, #humiliation, #MyFave, #panties, #punishment, #SFW, #show-and-tell, #sissy, #sissy_caption, #sister, #spanking

Sunday, October 12, 2025

30 Days of Captions – Day12_Ample

By Howelling_Robin at October 12, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #college, #crossdress, #feminization, #friend, #girlfriend, #set_up, #SFW, #sissy, #sissy_caption, #wholesome

Saturday, October 11, 2025

30 Days of Captions – Day11_Fair

By Howelling_Robin at October 11, 2025 No comments:

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Labels: #30_DoC, #Amelia, #before_and_after, #bondage, #co-worker, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #makeover, #set_up, #SFW, #show-and-tell, #sissy_caption, #sissy_situation

Friday, October 10, 2025

30 Days of Captions – Day10_Pity

By Howelling_Robin at October 10, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #bondage, #discovered, #feminization, #magic, #SFW, #sissy, #sissy_caption, #transformation

Thursday, October 9, 2025

30 Days of Captions – Day9_Thread

By Howelling_Robin at October 09, 2025 2 comments:

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Labels: #30_DoC, #before_and_after, #bondage, #college, #crossdress, #cuck, #feminization, #forced, #forced-feminization, #girlfriend, #halloween, #humiliation, #MyFave, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption

Wednesday, October 8, 2025

30 Days of Captions – Day8_Aquarium

By Howelling_Robin at October 08, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #co-worker, #college, #crossdress, #feminization, #SFW, #show-and-tell, #sissy_caption, #swimsuit

30 Days of Captions – Day7_Custody

-I'm sorry I'm late. I was busy yesterday. Friday I'll set up auto posting so I don't forget-

By Howelling_Robin at October 08, 2025 No comments:

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Labels: #30_DoC, #bad-boy, #blackmail, #bondage, #caught, #cheating, #college, #confession, #crossdress, #feminization, #forced-feminization, #girlfriend, #humiliation, #panties, #punishment, #revenge, #SFW, #show-and-tell, #sissy, #sissy_caption

Monday, October 6, 2025

30 Days of Captions – Day6_Pound

By Howelling_Robin at October 06, 2025 No comments:

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Labels: #30_DoC, #bad-boy, #before_and_after, #blackmail, #bully, #college, #costume, #crossdress, #feminization, #forced, #forced-feminization, #halloween, #humiliation, #MyFave, #set_up, #SFW, #show-and-tell, #sissy_caption, #sorority

Sunday, October 5, 2025

30 Days of Captions – Day5_Minimize

By Howelling_Robin at October 05, 2025 No comments:

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Labels: #30_DoC, #acceptance, #before_and_after, #boyfriend, #crossdress, #feminization, #forced, #forced-feminization, #girlfriend, #halloween, #humiliation, #punishment, #set_up, #SFW, #sissy, #sissy_caption

Saturday, October 4, 2025

30 Days of Captions – Day4_Difficult

By Howelling_Robin at October 04, 2025 1 comment:

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Labels: #30_DoC, #acceptance, #bad-boy, #caught, #college, #confession, #costume, #crossdress, #feminization, #halloween, #MyFave, #SFW, #sissy, #sissy_caption, #sissy_situation, #sister

Friday, October 3, 2025

30 Days of Captions – Day3_Whisper

By Howelling_Robin at October 03, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #blackmail, #caught, #college, #confession, #crossdress, #discovered, #feminization, #forced-feminization, #humiliation, #panties, #pic, #punishment, #revenge, #SFW, #show-and-tell, #sissy_caption, #spicy

Thursday, October 2, 2025

30 Days of Captions – Day2_Security

By Howelling_Robin at October 02, 2025 No comments:

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Labels: #30_DoC, #before_and_after, #bondage, #bra, #bully, #captor, #caught, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #panties, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption

30 Days of Captions – Day1_Acquit

By Howelling_Robin at October 02, 2025 No comments:

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Labels: #30_DoC, #acceptance, #bad-boy, #before_and_after, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #operation, #panties, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #spicy, #transformation

Friday, September 26, 2025

Taste of Sissy

By Howelling_Robin at September 26, 2025 No comments:

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Labels: #acceptance, #before_and_after, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #MyFave, #panties, #pic, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy-roulette, #spicy, #text

Friday, September 19, 2025

Anything For Those Answers

By Howelling_Robin at September 19, 2025 No comments:

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Labels: #acceptance, #before_and_after, #boyfriend, #college, #crossdress, #discovered, #feminization, #girlfriend, #MyFave, #online, #panties, #pic, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #spicy, #text, #willing

Friday, September 12, 2025

Panty Pics for the New Boyfriend

By Howelling_Robin at September 12, 2025 7 comments:

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Labels: #acceptance, #crossdress, #ex, #feminization, #girlfriend, #MyFave, #panties, #pic, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #spicy, #text, #willing

Friday, September 5, 2025

Post-Break Up Hookups

By Howelling_Robin at September 05, 2025 1 comment:

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Labels: #acceptance, #before_and_after, #boyfriend, #confession, #crossdress, #discovered, #ex, #feminization, #girlfriend, #hormones, #panties, #pic, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #stained-panties, #willing

Friday, August 29, 2025

Breaking In A Sissy

By Howelling_Robin at August 29, 2025 No comments:

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Labels: #acceptance, #before_and_after, #bondage, #crossdress, #discovered, #feminization, #forced-feminization, #friend, #girlfriend, #humiliation, #MyFave, #panties, #set_up, #SFW, #sissy, #sissy_caption, #spanking, #spicy

Friday, August 22, 2025

Not What He Meant

By Howelling_Robin at August 22, 2025 No comments:

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Labels: #before_and_after, #bondage, #confession, #crossdress, #cuck, #feminization, #forced, #forced-feminization, #girlfriend, #humiliation, #makeover, #panties, #punishment, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption

Friday, August 15, 2025

Senior Year Pictures

By Howelling_Robin at August 15, 2025 No comments:

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Labels: #acceptance, #before_and_after, #coerced, #confession, #crossdress, #feminization, #forced, #forced-feminization, #highschool, #MyFave, #SFW, #sibling, #sissy, #sissy_caption, #sister, #sisters_friend, #willing

Friday, August 8, 2025

Life Without Thrills

By Howelling_Robin at August 08, 2025 No comments:

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Labels: #acceptance, #before_and_after, #bra, #caught, #crossdress, #discovered, #feminization, #forced, #forced-feminization, #friend, #MyFave, #panties, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #willing

Friday, July 25, 2025

Bikini Car Wash

By Howelling_Robin at July 25, 2025 2 comments:

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Labels: #acceptance, #before_and_after, #crossdress, #feminization, #highschool, #makeover, #MyFave, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #swimsuit, #willing

Friday, July 18, 2025

6 years!

Thank you all for your support these last six years. I've had a lot of fun creating various captions for your enjoyment. While caption frequency has declined over the last year, I still enjoy making them. A lot of things are keeping me busy in real life, so my writing time is severely limited, but I still do my best to push out one a week.

I hope you all continue to enjoy my captions, and here is to another year of Robin's TG Captions! I do plan on experimenting a bit with other genres, so you may see some newer story content than before.

By Howelling_Robin at July 18, 2025 No comments:

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Labels: #sissy_post

Casino Birthday – A Gambler’s Follow Through

By Howelling_Robin at July 18, 2025 No comments:

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Labels: #before_and_after, #betting, #birthday, #crossdress, #feminization, #makeover, #MyFave, #panties, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #spicy, #willing

Casino Birthday

By Howelling_Robin at July 18, 2025 No comments:

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Labels: #acceptance, #before_and_after, #betting, #birthday, #crossdress, #feminization, #makeover, #MyFave, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #willing

Friday, July 4, 2025

Trevor’s Not-Summer Fling

By Howelling_Robin at July 04, 2025 2 comments:

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Labels: #acceptance, #before_and_after, #bikini, #college, #confession, #crossdress, #feminization, #girlfriend, #set_up, #SFW, #sissy, #sissy_caption, #sissy_situation, #swimsuit

4th of July Pageant Show

By Howelling_Robin at July 04, 2025 No comments:

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Labels: #acceptance, #before_and_after, #college, #crossdress, #feminization, #makeover, #SFW, #show-and-tell, #sissy, #sissy_caption, #willing

Friday, June 27, 2025

Boys-Only College

By Howelling_Robin at June 27, 2025 No comments:

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Labels: #acceptance, #before_and_after, #bondage, #captor, #caught, #coerced, #college, #crossdress, #feminization, #forced, #forced-feminization, #MyFave, #SFW, #sissy, #sissy_caption, #sissy_situation

Friday, June 20, 2025

Vengeful Ex

By Howelling_Robin at June 20, 2025 No comments:

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Labels: #before_and_after, #boyfriend, #bra, #caught, #coerced, #crossdress, #ex, #feminization, #girlfriend, #girlfriends_friend, #humiliation, #MyFave, #panties, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption

Friday, June 13, 2025

Don’t Care Attitude

By Howelling_Robin at June 13, 2025 No comments:

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Labels: #before_and_after, #crossdress, #cuck, #ex, #feminization, #forced, #forced-feminization, #girlfriend, #humiliation, #MyFave, #panties, #pic, #punishment, #roommate, #SFW, #show-and-tell, #sissy, #sissy_caption, #spicy, #stained-panties

Friday, June 6, 2025

Just Like His Girlfriend

By Howelling_Robin at June 06, 2025 1 comment:

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Labels: #acceptance, #before_and_after, #boyfriend, #crossdress, #discovered, #feminization, #girlfriend, #MyFave, #panties, #SFW, #show-and-tell, #sissy, #sissy_caption, #spicy

Friday, May 30, 2025

Scam Artist

By Howelling_Robin at May 30, 2025 No comments:

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Labels: #before_and_after, #captor, #caught, #coerced, #feminization, #forced, #forced-feminization, #hormones, #humiliation, #intruder, #MyFave, #punishment, #SFW, #show-and-tell, #sissy_caption

Thursday, May 22, 2025

Unpaid Debts

By Howelling_Robin at May 22, 2025 No comments:

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Labels: #before_and_after, #blackmail, #bondage, #captor, #caught, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #kidnap, #MyFave, #online, #punishment, #SFW, #show-and-tell, #sissy, #sissy_caption, #spicy

Thursday, May 15, 2025

Redue Date

By Howelling_Robin at May 15, 2025 1 comment:

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Labels: #acceptance, #before_and_after, #crossdress, #ex, #feminization, #forced, #forced-feminization, #friend, #makeover, #MyFave, #panties, #pic, #SFW, #show-and-tell, #sissy, #sissy_caption, #text

Thursday, May 8, 2025

Caught By An Aunt

By Howelling_Robin at May 08, 2025 1 comment:

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Labels: #acceptance, #aunt, #before_and_after, #caught, #confession, #crossdress, #feminization, #panties, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation

Thursday, May 1, 2025

Extra Skin

By Howelling_Robin at May 01, 2025 No comments:

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Labels: #acceptance, #bad-boy, #before_and_after, #bikini, #crossdress, #feminization, #girlfriend, #MyFave, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation, #swimsuit, #willing

Friday, April 25, 2025

Lying Resume

By Howelling_Robin at April 25, 2025 2 comments:

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Labels: #acceptance, #before_and_after, #co-worker, #crossdress, #discovered, #feminization, #forced, #forced-feminization, #makeover, #pic, #SFW, #sissy, #sissy_caption, #sissy_situation

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Weekly Captions!

I am still developing as a writer, so any constructive feedback, complements, and story ideas, please post them in the comments! Also let me know if there are certain captions or tags you'd like to see more of in the future.

About Me

Howelling_Robin: I'm Robin Howell! I like crossdressing, wedgies, spankings, & embarrassment. I write when the time permits and I look forward to publishing content soon!

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Thank you all for your support these last three-plus years. I have enjoyed creating caption stories for such a wonderful community, which ...
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First off, thank you for the support the last few months, I appreciate it. We're so close to hitting 100k blog views, and I can't wa...

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All images used in this blog are used under "fair use" doctrines. I do not claim any copyright ownership of the pre-existing material. All images obtained are found on other public photo websites. If you are the owner of an image and would like for the selected content to be removed, send a note and it will be removed immediately. This content on this blog is not intended for any other use other than transformation fiction ideology and entertainment. None of the stories are intended to reflect said models.

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