Robin's TG Captions: #bad-boy

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

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Showing posts with label #bad-boy. Show all posts

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

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

Wednesday, October 8, 2025

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, #party, #set_up, #SFW, #show-and-tell, #sissy_caption, #sorority

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

Thursday, October 2, 2025

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

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

Saturday, December 21, 2024

30 Days of Captions – Day21_Lock

By Howelling_Robin at December 21, 2024 No comments:

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Labels: #30_DoC, #bad-boy, #before_and_after, #bondage, #boyfriend, #caught, #cheating, #crossdress, #ex, #feminization, #forced, #forced-feminization, #girlfriend, #humiliation, #panties, #punishment, #SFW, #show-and-tell, #sissy, #sissy_caption

Friday, December 20, 2024

30 Days of Captions – Day20_Compliance

By Howelling_Robin at December 20, 2024 No comments:

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Labels: #30_DoC, #bad-boy, #before_and_after, #bra, #bully, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #parents, #pic, #SFW, #sissy, #sissy_caption

Sunday, December 8, 2024

30 Days of Captions – Day8_Duty

By Howelling_Robin at December 08, 2024 No comments:

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Labels: #30_DoC, #bad-boy, #blackmail, #bully, #crossdress, #feminization, #forced, #forced-feminization, #highschool, #humiliation, #panties, #pic, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy_caption, #sister, #teenager

Saturday, December 7, 2024

30 Days of Captions – Day7_Chart

By Howelling_Robin at December 07, 2024 1 comment:

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Labels: #30_DoC, #bad-boy, #crossdress, #feminization, #forced, #forced-feminization, #highschool, #humiliation, #parents, #punishment, #SFW, #sissy_caption

Sunday, December 1, 2024

30 Days of Captions – Day1_Flour

By Howelling_Robin at December 01, 2024 1 comment:

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Labels: #30_DoC, #acceptance, #bad-boy, #crossdress, #feminization, #girlfriend, #SFW, #sissy_caption, #willing

Tuesday, August 6, 2024

Camp Sissywalka – Harlan v2

By Howelling_Robin at August 06, 2024 No comments:

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Labels: #bad-boy, #bully, #Camp_Sissywalka, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #MyFave, #panties, #punishment, #SFW, #show-and-tell, #sissy, #sissy_caption

Saturday, June 29, 2024

30 Days of Captions – Day29_Dependence (CS) v2

By Howelling_Robin at June 29, 2024 1 comment:

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Labels: #30_DoC, #bad-boy, #bikini, #Camp_Sissywalka, #caught, #crossdress, #feminization, #forced, #forced-feminization, #MyFave, #punishment, #set_up, #SFW, #sissy, #sissy_caption, #SP, #spicy, #swimsuit

Thursday, June 13, 2024

30 Days of Captions – Day13_Investment (CS) v2

By Howelling_Robin at June 13, 2024 1 comment:

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Labels: #30_DoC, #acceptance, #bad-boy, #bully, #Camp_Sissywalka, #crossdress, #feminization, #MyFave, #set_up, #SFW, #sissy, #sissy_caption, #sissy_situation, #willing

Friday, May 3, 2024

Camp Sissywalka – Harlan

By Howelling_Robin at May 03, 2024 No comments:

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Labels: #bad-boy, #before_and_after, #bully, #Camp_Sissywalka, #caught, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #MyFave, #panties, #punishment, #SFW, #show-and-tell, #sissy, #sissy_caption

Friday, February 23, 2024

Peeking Ex

By Howelling_Robin at February 23, 2024 1 comment:

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Labels: #bad-boy, #caught, #college, #crossdress, #discovered, #ex, #girlfriend, #humiliation, #panties, #punishment, #revenge, #set_up, #SFW, #show-and-tell, #sissy, #sissy_caption, #sissy_situation

Tuesday, December 12, 2023

30 Days of Captions – Day12_Water

By Howelling_Robin at December 12, 2023 1 comment:

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Labels: #30_DoC, #acceptance, #aunt, #bad-boy, #bikini, #christmas, #crossdress, #discovered, #feminization, #forced, #forced-feminization, #SFW, #sissy_caption, #sissy_situation, #swimsuit, #vacation

Friday, September 8, 2023

All I Could Spare

By Howelling_Robin at September 08, 2023 1 comment:

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Labels: #acceptance, #bad-boy, #before_and_after, #bra, #crossdress, #ex, #feminization, #forced, #forced-feminization, #girlfriend, #humiliation, #MyFave, #neighbor, #SFW, #sissy, #sissy_caption

Saturday, November 12, 2022

Change In Point of View

By Howelling_Robin at November 12, 2022 No comments:

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Labels: #bad-boy, #before_and_after, #bodyswap, #coerced, #feminization, #humiliation, #punishment, #revenge, #set_up, #SFW, #sissy_caption, #transformation

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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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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.