1 - 20 of 46 Bookmarked Items in Crossdressing Cloud Strife

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  1. 34

    Breaking through the Clouds by

    Fandoms: Final Fantasy VII (Video Game 1997), Final Fantasy VII Remake and Rebirth (Video Games 2020-2024)  

    22 Sep 2025

    Tags
    Summary

    Cloud goes to rescue Tifa at the Honeybee Inn and it awakens something deep inside him. With Aerith's help he explores a different side of himself and realises who he wants to be. But after the events at the forgotten city Cloud spirals, throwing himself back into his old life, until he finds a reminder from Aerith of what he'd started.

    Cloud goes on a journey of self discovery, sexual exploration and evolving femininity; with the help (and something more) of old and new friends he finds a way to accept his true self.

    Language:
    English
    Words:
    372,949
    Chapters:
    35/35
    Comments:
    79
    Kudos:
    152
    Bookmarks:
    34
    Hits:
    8,293

  2. 4

    Pay for It by

    Fandoms: Final Fantasy VII Remake and Rebirth (Video Games 2020-2024)  

    15 Aug 2025

    Tags
    Summary

    Rufus & Cloud have been casually hooking up on the semi-regular since the night in Junon, and Rufus takes the opportunity to ask Cloud to accompany him to another charity event.

    (Rufus is still terrible at keeping his hands to himself.)

    Series
    Language:
    English
    Words:
    884
    Chapters:
    1/1
    Collections:
    1
    Comments:
    8
    Kudos:
    29
    Bookmarks:
    4
    Hits:
    286

  3. 16

    Sons of Jenova by

    Fandom: Compilation of Final Fantasy VII, Crisis Core: Final Fantasy VII, Dissidia: Final Fantasy, Final Fantasy VII, Final Fantasy VII (Video Game 1997), Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII Remake and Rebirth (Video Games 2020-2024), Final Fantasy VII: Advent Children, Final Fantasy VIII

    05 Nov 2025

    Words:
    655,275
    Works:
    10
    Bookmarks:
    16

  4. 45

    Dangerous Things by

    Fandoms: Final Fantasy VII Remake and Rebirth (Video Games 2020-2024)  

    12 Jun 2024

    Tags
    Summary

    A few years post-Meteorfall, Rufus hires Cloud to be his undercover bodyguard/arm candy for a society event. Shinra will cover everything so all he has to do is wear a dress and be ready in case of trouble.

    Except Cloud should know by now that nothing’s ever that simple when Shinra or the Turks are involved.

    (Rufus sees a plausibly deniable reason to spend an evening with Cloud and grabs it with both hands. The Turks just want their boss to have a nice night out.)

    Series
    Language:
    English
    Words:
    7,606
    Chapters:
    1/1
    Comments:
    11
    Kudos:
    221
    Bookmarks:
    45
    Hits:
    2,874

  5. 2

    Contemplations of Degenerate Wall Market by

    Fandoms: Final Fantasy VII (Video Game 1997)  

    18 Oct 2025

    Tags
    Summary

    She's been high and smitten since it happened.

    Tifa will never forget the night some unexpected company bailed her out of a precarious situation.

    Language:
    English
    Words:
    463
    Chapters:
    1/1
    Collections:
    1
    Comments:
    2
    Kudos:
    3
    Bookmarks:
    2
    Hits:
    88

  6. *

    Dancing Queen by

    Fandoms: Compilation of Final Fantasy VII, Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII (Video Game 1997), Final Fantasy VII: Advent Children, Crisis Core: Final Fantasy VII  

    08 Jun 2024

    Tags
    Summary

    Cloud enjoys his performance at the Honeybee Inn a lot more than he'd like to admit, and with a little push from Aerith, he accepts Andrea's invitation to keep coming back.

    AKA: The one where Cloud gets to actually have some fun for once and learn to love himself (and someone else along the way), everyone makes their own family, and none of our heroes die.

    Series
    Language:
    English
    Words:
    224,126
    Chapters:
    66/?
    Collections:
    1
    Comments:
    464
    Kudos:
    745
    Bookmarks:
    163
    Hits:
    32,367

  7. 11

    (Ex-)SOLDIER in the Streets, Lady in the Sheets by

    Fandoms: Final Fantasy VII (Video Game 1997)  

    22 May 2020

    Tags
    Summary

    His favourite dress of Tifa’s was the golden gown that her father had bought off a merchant from Midgar. In hindsight, it was a little gaudy, with its sequins and shiny beads, but in it, Tifa had looked like… like…

    Like a princess.

    Series
    Language:
    English
    Words:
    3,012
    Chapters:
    1/1
    Collections:
    1
    Comments:
    12
    Kudos:
    74
    Bookmarks:
    11
    Hits:
    942

  8. 15

    Jessie’s Little Sissy by for dalekofchaos

    Fandoms: Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII (Video Game 1997)  

    03 May 2022

    Tags
    Summary

    Cloud decides to visit Jessie at her home. He hopes this will put an end to her constant flirting so he can continue being a loner. He expects to spend the evening sampling Jessie’s cooking, but Jessie has other plans for him. She wants to break him down and make him into her total sissy slut! Will she be able to unlock the dark desires that Cloud hides just beneath the surface? Or will Cloud resist and deny himself the pleasure of submitting to Jessie?

    Series
    Language:
    English
    Words:
    4,665
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    59
    Bookmarks:
    15
    Hits:
    9,746

  9. 5

    The 'Lucky' Winner. by

    Fandoms: Compilation of Final Fantasy VII, Final Fantasy VII (Video Game 1997), Final Fantasy VII: Advent Children, Final Fantasy VII Remake and Rebirth (Video Games 2020-2024)  

    22 Mar 2025

    Tags
    Summary

    An alternate universe story that puts Cloud and the girls in the hands of a vile, deplorable and degenerate villain.
    I'm sure there's better takes on this story. But this one is mine.

    I wanted to be in a decent frame of mind for this so have put it off for a while but here you go.

    Much love, be kind.
    ALT. xx

    Language:
    English
    Words:
    16,270
    Chapters:
    4/4
    Kudos:
    18
    Bookmarks:
    5
    Hits:
    2,290

  10. 2

    Golden Engagement by

    Fandoms: Compilation of Final Fantasy VII, Final Fantasy VII (Video Game 1997)  

    01 Jan 2025

    Tags
    Summary

    Aerith proposes to Tifa and all of Avalanche is invited to the engagement party.

    Cloud finds out the hardway, that the abandoned church lacks the facilities for a long night of drunken revelry

    Language:
    English
    Words:
    1,957
    Chapters:
    1/1
    Kudos:
    15
    Bookmarks:
    2
    Hits:
    918

  11. 86

    Soldiers and Monsters by

    Fandoms: Final Fantasy VII, Crisis Core: Final Fantasy VII, Compilation of Final Fantasy VII, Final Fantasy 7  

    06 Dec 2020

    Tags
    Summary

    Dear reader, have you tired of grinding through enemies for plot? I instead invite you to wade through endless, kink-heavy, shameless smut for plot and character development for your pleasure.

    Cloud has his first time with Sephiroth under unexpected circumstances. He gets admitted into the SOLDIER programme, and his friendship with Zack turns into romance. Though conflicted, Cloud just can’t put Sephiroth out of his mind. The three of them tread uncertainly, fumbling to support each other in their struggle to fulfil their roles in Shin-Ra.

    AU roughly parallel to Crisis Core. Contains detailed descriptions of sex and violence, on the side of angst. C/S chapters are kink-heavy w. general dubcon. C/Z is light and fluffy in contrast.

    Here is a kink-guide:

    1. C/S rape, tentacles, humiliation
    2. C/S fisting
    5. C/Z Z bottoms
    7. C/S play piercing
    9. C/Z date w. BJ
    10. C/Z C bottoms
    11. C/Z BJ
    12. C/S BDSM
    14. C/Z phone sex
    15. C/S humiliation
    16. C/Z sad sex
    18. C/Z dildo
    19. C/S gag
    21. C/S blood play
    23. C/S C fucks with love
    26. C/Z BJ, fisting
    27. C/S/Z abusive sex / rape
    30. Afterwords/ discussion

    Language:
    English
    Words:
    158,314
    Chapters:
    31/31
    Comments:
    159
    Kudos:
    567
    Bookmarks:
    86
    Hits:
    42,634

  12. *

    Our Living Legacy by

    Fandoms: Crisis Core: Final Fantasy VII, Compilation of Final Fantasy VII, Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII: Advent Children, Final Fantasy VII (Video Game 1997)  

    30 Oct 2022

    Tags
    Summary

    What was more terrifying? Facing off (again) against the living nightmare that was named Sephiroth or being responsible for raising his progeny while hiding said child from Hojo, Shinra, and the man himself?

    Alternative Timeline/Time-Traveling Fix-it
    Includes: ExhaustedDad!Cloud, AwkwardbutTryingtobePresent!Vincent, Grandma!Lucrecia, DelightfulbutBratty!Yuffie, Gleeful!Genesis, Peacekeeper!Angeal, Enabler!Aerith, and Sephiroth trying to figure out how he should feel about his son and the blond man who came out of nowhere to turn his (much less than idyllic) life upside down. And he can't seem to mind it either way.

    Series
    Language:
    English
    Words:
    32,572
    Chapters:
    4/?
    Comments:
    126
    Kudos:
    1,031
    Bookmarks:
    349
    Hits:
    14,345

  13. 7

    Persuasione by

    Fandoms: Compilation of Final Fantasy VII, Final Fantasy VII Remake (Video Game 2020)  

    02 Jul 2021

    Tags
    Summary

    “Cloud.”
    Il suo nome fu un mormorio divertito, saggiato lentamente. La nota di soddisfazione lo umiliò, la sfumatura sensuale lo terrorizzò, ma più di tutto lo atterrì la vicinanza, il luccichio della pelle morbida e umida di una bocca che non avrebbe dovuto vedere ad occhi chiusi. Cloud annaspò e la prima, istintiva reazione che lo animò fu quella di spalancare gli occhi; sperò di poter vedere nuovamente il soffitto, ma le sue pupille si allargarono e misero a fuoco esclusivamente un volto, due occhi verdi e l’argento che li incorniciava.
    «Se—phiroth.»

    Durante una serie di incontri sparsi durante la storia di FF7R, Sephiroth tenta un differente approccio per convincere Cloud ad aiutarlo: il piacere fisico, la dolcezza, la gentilezza - stando ai suoi distorti standard, almeno. Inizialmente è distaccato, eppure qualcosa inizia a cambiare persino per lui; subdolo e impercettibile, ma indubbiamente qualcosa.

    Language:
    Italiano
    Words:
    45,947
    Chapters:
    8/8
    Comments:
    37
    Kudos:
    57
    Bookmarks:
    7
    Hits:
    1,798

  14. 14

    The Dark Knight vs the Hero by

    Fandoms: Compilation of Final Fantasy VII, Super Smash Brothers, Kingdom Hearts (Video Games)  

    31 Oct 2021

    Tags
    Summary

    "You know...you look good in that-"

    "Cease talking."

    Squeal to Miss Cloud and her Dark Knight

    Series
    Language:
    English
    Words:
    2,487
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    132
    Bookmarks:
    14
    Hits:
    2,696

  15. 37

    Miss Cloud and her Dark Knight by

    Fandoms: Compilation of Final Fantasy VII, Super Smash Brothers  

    19 Jun 2021

    Tags
    Summary

    If all Cloud needed to subdue the Calamity was to dress up as a woman and get him laid, he would have done it ages ago.

    Series
    Language:
    English
    Words:
    4,811
    Chapters:
    1/1
    Comments:
    9
    Kudos:
    292
    Bookmarks:
    37
    Hits:
    7,278

  16. 7

    Domme Jessie and Tifa/Sub Cloud by

    Fandom: Final Fantasy VII (Video Game 1997), Final Fantasy VII Remake (Video Game 2020)

    05 May 2022

    Summary

    The world needed Jessie to dominate Cloud Strife. So here are some fics. They are standalone and the dynamic might be different. For instance, in Little Surprises, there’s a more playful, light tone. In Jessie’s Little Sissy she’s more of a classic dominatrix in leather, mercilessly beating and verbally humiliating Cloud. So far Cloud has had a small penis he’s ashamed of. It keeps him from pursuing women. He acts like he doesn’t notice them but he really craves their abuse and comfort.
    I’ve also added a short fic about Tifa teaching Cloud how to increase his sex appeal while wearing a pretty dress. She rewards him with a handjob in an alleyway as some employees of the Honey Bee Inn accidentally catch them in the act.

    Words:
    10,565
    Works:
    3
    Bookmarks:
    7

  17. 6

    The Adventures of Tifa and Aerith by

    Fandoms: Final Fantasy VII  

    17 Jun 2019

    Tags
    Summary

    Random little stories coming from my monologue verse.

    Series
    Language:
    English
    Words:
    2,823
    Chapters:
    4/4
    Comments:
    1
    Kudos:
    11
    Bookmarks:
    6
    Hits:
    1,407

  18. 4

    Dangerous Things by

    Fandom: Final Fantasy VII Remake and Rebirth (Video Games 2020-2024)

    15 Aug 2025

    Summary

    "Dangerous Things" and side-stories.

    Words:
    9,690
    Works:
    3
    Bookmarks:
    4

  19. 6

    The Duality of Man by

    Fandoms: Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII (Video Game 1997)  

    15 Oct 2023

    Tags
    Summary

    Aerith gives Cloud a make-over and he kinda enjoys it. Kinda.

    Language:
    English
    Words:
    5,099
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    48
    Bookmarks:
    6
    Hits:
    1,189

  20. 59

    Zack Crescent Strife Just Wants to Grow Things by

    Fandom: Compilation of Final Fantasy VII, Crisis Core: Final Fantasy VII, Final Fantasy VII (Video Game 1997), Final Fantasy VII Remake (Video Game 2020), Final Fantasy VII: Advent Children

    30 Oct 2022

    Words:
    32,572
    Works:
    1
    Bookmarks:
    59

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