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‘anal sex’ and ‘crossdresser’ stories

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Sandy's Journey Pt. 04

Sandy and Kim get closer.

by PRTNDR in Transgender & Crossdressers 05/01/2024
NEWH
4.54
927
4
1
5

Pleasing Mr. Wilson Pt. 07

Mr Wilson invites a horny friend over.

by simplysissy17 in Transgender & Crossdressers 04/24/2024
H
4.73
4.7k
14
2
21

Pleasing Mr. Wilson Pt. 05

Mr Wilson encourages me to go on a date with Stan.

by simplysissy17 in Transgender & Crossdressers 04/14/2024
H
4.89
6.3k
20
4
21

Sandy's Journey Pt. 02

Sandy spends more time with Kim and meets her friends.

by PRTNDR in Transgender & Crossdressers 04/06/2024
H
4.72
2.1k
5
1
9

Pleasing Mr. Wilson Pt. 04

Mr Wilson gives me 'guidance' in new relationships.

by simplysissy17 in Transgender & Crossdressers 04/05/2024
H
4.78
8.2k
15
7
18

Sissy Date Night with Danny

Last minute plan change leads to a good sissy fucking!

by myjennyside in Transgender & Crossdressers 04/05/2024
H
4.59
9k
14
4
26
0
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