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‘sissy girl’ stories

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The Lecture

A sissy girl is lectured on her shame and guilt.

by keptsissy in Fetish 08/08/2023
H
4.77
4.1k
16
9
24
0

The Agency Ch. 03

Week 2 at work, Michelle's transformation intensifies.

by Ms_Allison in Transgender & Crossdressers 02/24/2021
H
4.64
33.8k
43
12
56

The Man That Owns Me Ch. 04

A sissy is taken to a new level.

by keptsissy in Transgender & Crossdressers 12/22/2016
H
4.63
51.7k
39
4
49

A Very Big Man!

My all-the-way-rock-hard 11" boyfriend.

by keptsissy in Gay Male 12/31/2015
H
4.62
101.9k
92
5
114
0

The Agency Ch. 04

Michelle's training intensifies while Babette is away.

by Ms_Allison in Transgender & Crossdressers 03/10/2021
H
4.58
26.4k
29
9
40

Submitting To My Roommate... Ch. 02

Chris shows him who's in charge.

by chriscili in Gay Male 12/31/2003
H
4.56
201.9k
59
25
69

The Visitor Ch. 09

My Hateful Visitor forces me into humiliating gay sex.

by Leanne_sissy in Transgender & Crossdressers 07/30/2015
H
4.54
40.8k
20
4
23

A Night to Remember

My first cock while dressed as a woman.

by VickieTGirl in Transgender & Crossdressers 08/15/2010
H
4.52
128.5k
43
18
52
0

Little Sex Toy Ch. 07

A sissy girl's first fraternity 'party'.

by keptsissy in Gay Male 06/18/2015
4.49
59.9k
41
3
52

Outed and Married Ch. 03

A sissy displeases 'her' husband, but will make up for it.

by keptsissy in Transgender & Crossdressers 06/21/2016
4.41
48.9k
28
1
32

A Very Dirty Little Sissy 'Girl'

A driven sissy girl sex addict speaks.

by keptsissy in Gay Male 08/01/2017
4.4
52.1k
30
4
38
0

Outed and Married

A sissy is exposed completely.

by keptsissy in Gay Male 12/16/2015
4.24
128.6k
77
9
103

My Little Slut Ch. 02

Sissy boy wants things to go further....

by Sweetblood03 in Fetish 08/29/2012
4.18
62.4k
8
0
10

A Working Sissy Girl

A sissy girl does what she has to do to please a client.

by keptsissy in Transgender & Crossdressers 07/27/2011
4.1
117.8k
23
2
34
0

Sissy Gets Punished

Bad sissy learns her lesson.

by MsMorrigan in BDSM 11/19/2015
3.88
76k
20
1
26
0
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