Robin's TG Captions: #wedgie

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 #wedgie. Show all posts

Friday, February 6, 2026

Swap Class - Crosby

By Howelling_Robin at February 06, 2026 No comments:

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Labels: #before_and_after, #bodyswap, #bully, #captor, #classmate, #highschool, #humiliation, #panties, #punishment, #revenge, #SFW, #show-and-tell, #sissy_caption, #swap_class, #wedgie

Wednesday, October 15, 2025

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

Friday, March 7, 2025

No Panty Sharing

By Howelling_Robin at March 07, 2025 No comments:

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Labels: #before_and_after, #brother, #bully, #caught, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #panties, #punishment, #revenge, #SFW, #sibling, #sissy, #sissy_caption, #sister, #sisters_friend, #wedgie

Sunday, December 22, 2024

30 Days of Captions – Day22_Unfair

By Howelling_Robin at December 22, 2024 No comments:

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Labels: #30_DoC, #before_and_after, #betting, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #friend, #humiliation, #panties, #punishment, #set_up, #SFW, #show-and-tell, #sissy_caption, #sissy_situation, #SP, #wedgie

Friday, July 19, 2024

What Else Should I do

By Howelling_Robin at July 19, 2024 No comments:

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Labels: #Amelia, #bully, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #panties, #pic, #roommate, #SFW, #sissy_caption, #sister, #SP, #wedgie

Wednesday, June 5, 2024

30 Days of Captions – Day5_Precedent (CS) v2

By Howelling_Robin at June 05, 2024 No comments:

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Labels: #30_DoC, #bondage, #Camp_Sissywalka, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #Mr.X, #panties, #punishment, #SFW, #show-and-tell, #sissy_caption, #sissy_situation, #wedgie

Sunday, December 10, 2023

30 Days of Captions – Day10_Lease

By Howelling_Robin at December 10, 2023 No comments:

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Labels: #30_DoC, #acceptance, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #landlord, #MyFave, #panties, #pic, #punishment, #SFW, #show-and-tell, #sissy_caption, #sissy_situation, #spicy, #wedgie, #willing

Saturday, December 2, 2023

30 Days of Captions – Day2_Guard

By Howelling_Robin at December 02, 2023 2 comments:

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Labels: #30_DoC, #brother_to_sister, #christmas, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #MyFave, #panties, #punishment, #SFW, #show-and-tell, #sibling, #sissy_caption, #wedgie, #willing

Friday, September 22, 2023

Pirate Pix

By Howelling_Robin at September 22, 2023 No comments:

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Labels: #before_and_after, #blackmail, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #MyFave, #panties, #SFW, #show-and-tell, #sissy, #sissy_caption, #SP, #wedgie

Friday, March 31, 2023

Cheap Price

By Howelling_Robin at March 31, 2023 1 comment:

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Labels: #before_and_after, #college, #feminization, #halloween, #magic, #panties, #SFW, #show-and-tell, #sissy_caption, #transformation, #wedgie

Monday, October 24, 2022

30 Days of Captions – Day24_Mug

By Howelling_Robin at October 24, 2022 No comments:

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Labels: #30_DoC, #bad-boy, #before_and_after, #feminization, #forced, #forced-feminization, #humiliation, #magic, #punishment, #sissy_caption, #transformation, #wedgie

Friday, April 22, 2022

The Broken Thong

By Howelling_Robin at April 22, 2022 1 comment:

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Labels: #brother_to_sister, #bully, #coerced, #crossdress, #feminization, #forced, #forced-feminization, #humiliation, #panties, #pic, #punishment, #revenge, #SFW, #show-and-tell, #sibling, #sissy_caption, #sister, #sisters_friend, #wedgie

Friday, March 26, 2021

Spring Break Bucket List

By Howelling_Robin at March 26, 2021 No comments:

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Labels: #before_and_after, #bodysuit, #coerced, #college, #feminization, #makeover, #MyFave, #SFW, #show-and-tell, #sissy_caption, #transformation, #wedgie, #willing, #wish

Sunday, March 14, 2021

Pain Is Needed To Make Money

By Howelling_Robin at March 14, 2021 No comments:

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Labels: #before_and_after, #crossdress, #feminization, #makeover, #MyFave, #panties, #pic, #SFW, #show-and-tell, #sissy_caption, #sissy_situation, #sister, #wedgie, #willing

Sunday, February 21, 2021

Attempt At Mending

By Howelling_Robin at February 21, 2021 No comments:

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Labels: #before_and_after, #brother_to_sister, #bully, #feminization, #hormones, #humiliation, #makeover, #panties, #permanent, #SFW, #show-and-tell, #sibling, #sissy_caption, #sister, #transgender, #wedgie, #willing

Sunday, January 10, 2021

A Whale Of A Time

By Howelling_Robin at January 10, 2021 No comments:

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Labels: #brother, #caught, #crossdress, #discovered, #forced, #humiliation, #panties, #SFW, #sibling, #sissy, #sissy_caption, #sissy_situation, #teenager, #wedgie

Monday, September 21, 2020

A Sisterly Fix

By Howelling_Robin at September 21, 2020 No comments:

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Labels: #acceptance, #bra, #brother, #brother_to_sister, #crossdress, #discovered, #feminization, #MyFave, #panties, #SFW, #shopping, #sibling, #sissy, #sissy_caption, #sissy_situation, #sister, #wedgie, #willing

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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.

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Breaking In A Sissy

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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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Disclaimer

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.

Pages

Friday, February 6, 2026

Swap Class - Crosby

Wednesday, October 15, 2025

30 Days of Captions – Day14_Shady

Friday, March 7, 2025

No Panty Sharing

Sunday, December 22, 2024

30 Days of Captions – Day22_Unfair

Friday, July 19, 2024

What Else Should I do

Wednesday, June 5, 2024

30 Days of Captions – Day5_Precedent (CS) v2

Sunday, December 10, 2023

30 Days of Captions – Day10_Lease

Saturday, December 2, 2023

30 Days of Captions – Day2_Guard

Friday, September 22, 2023

Pirate Pix

Friday, March 31, 2023

Cheap Price

Monday, October 24, 2022

30 Days of Captions – Day24_Mug

Friday, April 22, 2022

The Broken Thong

Friday, March 26, 2021

Spring Break Bucket List

Sunday, March 14, 2021

Pain Is Needed To Make Money

Sunday, February 21, 2021

Attempt At Mending

Sunday, January 10, 2021

A Whale Of A Time

Monday, September 21, 2020

A Sisterly Fix

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