Pending friend request

Jackkink

Extra Jack

Jackkink

22 9

6 Crossdressing, Transexual & Shemales Jan 03, 2024 18:05

All white Jack

Jackkink

19 6

10 Crossdressing, Transexual & Shemales Jan 03, 2024 18:02

Black jack

Jackkink

13 3

9 Crossdressing, Transexual & Shemales Jan 03, 2024 17:59

More Jack

Jackkink

17 2

9 Crossdressing, Transexual & Shemales Dec 30, 2023 20:41

Jacks heart

Jackkink

22 8

6 Crossdressing, Transexual & Shemales Dec 30, 2023 19:36

Jack rare

Jackkink

19 6

8 Males Dec 28, 2023 16:30

Fun for Jack

Jackkink

38 15

7 Crossdressing, Transexual & Shemales Dec 17, 2023 13:01

Sunday Jack

Jackkink

31 9

11 Crossdressing, Transexual & Shemales Oct 29, 2023 16:56

Horny jack

Jackkink

20 9

6 Crossdressing, Transexual & Shemales Oct 09, 2023 16:39

Jacksahorny

Jackkink

41 17

10 Crossdressing, Transexual & Shemales Oct 09, 2023 16:15

Jack in black

Jackkink

33 8

7 Crossdressing, Transexual & Shemales Sep 10, 2023 15:31

Jack please

Jackkink

32 12

5 Crossdressing, Transexual & Shemales Aug 19, 2023 22:20

Jack wants

Jackkink

42 17

6 Crossdressing, Transexual & Shemales Aug 19, 2023 21:41

Jack and ?

Jackkink

32 13

4 Crossdressing, Transexual & Shemales Aug 12, 2023 15:06

Jack wonders

Jackkink

23 6

4 Crossdressing, Transexual & Shemales Aug 12, 2023 14:41

Jack today

Jackkink

23 6

10 Males Jul 29, 2023 15:31

Jacks pleased

Jackkink

30 17

6 Crossdressing, Transexual & Shemales Jun 09, 2022 11:42

Jacks Wednesday mood

Jacks Wednesday mood

Jackkink

37 15

6 Crossdressing, Transexual & Shemales Jun 08, 2022 14:51

Jack seeking attention?

Jack seeking attention?

Jackkink

38 16

6 Crossdressing, Transexual & Shemales Jun 05, 2022 15:03

Jacks fancy

Jackkink

28 9

6 Crossdressing, Transexual & Shemales May 29, 2022 18:40

In the mood

Jackkink

20 6

7 Crossdressing, Transexual & Shemales May 28, 2022 17:38

Jacks In plain sight

Jacks In plain sight

Jackkink

21 7

5 Crossdressing, Transexual & Shemales Jan 22, 2022 20:50

Jacks in black

Jackkink

10 0

7 Crossdressing, Transexual & Shemales Jan 22, 2022 20:45

Jacks daytime fun

Jacks daytime fun

Jackkink

20 3

9 Crossdressing, Transexual & Shemales Jan 22, 2022 20:42

Dry/wet

Jackkink

25 5

15 Crossdressing, Transexual & Shemales Sep 19, 2021 12:55

Jacks playtime

Jackkink

22 9

9 Crossdressing, Transexual & Shemales Aug 25, 2021 10:03

Sunday fun for Jack

Sunday fun for Jack

Jackkink

19 2

7 Crossdressing, Transexual & Shemales Aug 01, 2021 19:06

Jack in poses

Jackkink

18 1

6 Crossdressing, Transexual & Shemales Aug 01, 2021 16:07

Dressing to go out

Dressing to go out

Jackkink

17 5

6 Crossdressing, Transexual & Shemales Aug 01, 2021 15:18

Jacks back

Jackkink

29 12

8 Crossdressing, Transexual & Shemales Jul 27, 2021 18:48

92 items
1
2
3
4