Crossdressing

Usually men in women's clothing, but may also be the other way around. For the latter, it should only be tagged if there's a clear intent to make the woman dress like a guy.

90 results

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open office hentai bdone

Open Office

2.8

17 Pages August 16, 2023

08 Pages January 30, 2023

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Red Riding Hood

3.3

Oneshot June 30, 2023

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New Hobbies (Guilty Gear)

2.3

Oneshot June 12, 2023

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The Haunting of Prissy Sissy Pants

3.3

Oneshot June 7, 2023

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Riley Comic

3.1

Oneshot May 27, 2023

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An Acceptable Dick

3.2

Oneshot May 20, 2023

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Step-Milf, Step-Sissy

2.5

Oneshot April 19, 2023

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My Dress Up Darling Reverse (My Dress-Up Darling )

3.2

Oneshot February 19, 2023

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Fanny – Bad Cheerleader

2.7

Chapter 01 January 9, 2023

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The Bet Ch. 3

3.3

25 Pages December 6, 2022

16 Pages October 21, 2022

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My Mother Gave Me a Stepfather

3.1

27 Pages December 6, 2022

10 Pages May 16, 2022

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Sissy Buddies

3

Chapter 02 October 29, 2022

Chapter 01 October 29, 2022

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Swiped Wrong

2.5

Oneshot October 23, 2022

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Intimates

3.8

48 Pages September 24, 2022

45 Pages September 7, 2021

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Stepbro Caught Me Crossdressing!

3.3

24 Pages September 3, 2022

08 Pages January 8, 2022

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I Love Married Men

3.3

17 Pages July 16, 2022

6 Pages May 9, 2021