Pending friend request

Jackkink

Jack dressing

Jackkink

17 3

7 Crossdressing, Transexual & Shemales Jan 01, 2025 16:48

Jack secrets

Jackkink

23 5

8 Crossdressing, Transexual & Shemales Dec 15, 2024 16:55

Jack before

Jackkink

21 4

8 Males Dec 15, 2024 16:51

Jack all white

Jackkink

26 7

8 Crossdressing, Transexual & Shemales Nov 17, 2024 18:25

Jack’s a horny tonight

Jack’s a horny tonight

Jackkink

14 5

7 Crossdressing, Transexual & Shemales Nov 17, 2024 18:22

Jack in white

Jackkink

33 11

7 Crossdressing, Transexual & Shemales Nov 07, 2024 21:15

Jack’s black afternoon

Jack’s black afternoon

Jackkink

23 9

11 Crossdressing, Transexual & Shemales Nov 03, 2024 18:59

Jack evening delights

Jack evening delights

Jackkink

30 8

9 Crossdressing, Transexual & Shemales Aug 31, 2024 19:33

Jack overnight stay

Jack overnight stay

Jackkink

26 10

7 Crossdressing, Transexual & Shemales Aug 30, 2024 22:46

Bonus Jack

Jackkink

30 13

7 Crossdressing, Transexual & Shemales Jul 24, 2024 13:43

Jack in the afternoon

Jack in the afternoon

Jackkink

22 6

5 Males Jul 22, 2024 16:28

Jack and some panties

Jack and some panties

Jackkink

26 11

7 Crossdressing, Transexual & Shemales Jul 22, 2024 15:39

Jack and pantyhose

Jack and pantyhose

Jackkink

19 4

4 Crossdressing, Transexual & Shemales Jul 22, 2024 15:37

Various Jack

Jackkink

22 10

8 Crossdressing, Transexual & Shemales Jun 24, 2024 18:18

Jacks in the mood

Jacks in the mood

Jackkink

26 9

5 Crossdressing, Transexual & Shemales Jun 24, 2024 14:58

Jack dress up

Jackkink

17 3

5 Crossdressing, Transexual & Shemales Jun 24, 2024 14:56

Jacks back

Jackkink

27 18

13 Crossdressing, Transexual & Shemales May 27, 2024 15:15

Jack dilemma

Jackkink

37 10

6 Crossdressing, Transexual & Shemales Apr 21, 2024 20:36

Help Jack

Jackkink

17 2

8 Crossdressing, Transexual & Shemales Apr 21, 2024 20:32

Jack undecided

Jackkink

22 3

5 Crossdressing, Transexual & Shemales Apr 21, 2024 20:30

Jack decides

Jackkink

26 6

4 Males Apr 21, 2024 20:27

Naked jack

Jackkink

17 8

7 Males Mar 26, 2024 19:00

Jack needs

Jackkink

43 13

6 Crossdressing, Transexual & Shemales Mar 05, 2024 17:50

Black Jack Naughty

Black Jack Naughty

Jackkink

36 9

6 Crossdressing, Transexual & Shemales Mar 05, 2024 16:59

Jack’s in black

Jack’s in black

Jackkink

23 6

5 Crossdressing, Transexual & Shemales Mar 05, 2024 16:49

VD Jack!

Jackkink

30 11

7 Crossdressing, Transexual & Shemales Feb 14, 2024 21:06

Jack nine

Jackkink

23 5

9 Crossdressing, Transexual & Shemales Feb 14, 2024 20:35

Cheer up Jack

Jackkink

32 13

5 Crossdressing, Transexual & Shemales Feb 14, 2024 20:29

Jack popped

Jackkink

13 2

8 Crossdressing, Transexual & Shemales Feb 06, 2024 19:38

Explain Jack

Jackkink

25 8

6 Crossdressing, Transexual & Shemales Feb 05, 2024 17:06

109 items
1
2
3
4