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Search Results: wearing

Wearing a Pink Mask
Wearing a Pink Mask
 
littlemature
74 14
6 Milf Oct 03, 2021 08:55
me wearing wifes bra a knickers and stocking
me wearing wifes bra a knickers and stocking
 
oldman63
23 12
6 Crossdressing, Transexual & Shemales Jul 02, 2025 04:16
Some old gym pictures. Love wearing tights.
Some old gym pictures. Love wearing tights.
 
Bikinisunbather
3 1
9 Males Oct 31, 2023 14:31
Crotchless panties
Crotchless panties
 
CraigWeston
30 10
13 Crossdressing, Transexual & Shemales Aug 03, 2025 21:14
Which do you prefer, wearing stockings or not, wearing underwear or not
Which do you prefer, wearing stockings or not, wearing underwear or not
 
dd128
48 9
13 Lingerie & Stockings Oct 15, 2024 11:44
Tom Wearing His Cock Pouch and more 3 for 31 Mar 2025
Tom Wearing His Cock Pouch and more 3 for 31 Mar 2025
 
amc3412
18 9
20 Males May 21, 2025 01:50
Tom (2) from the Past -Stretching Balls, Wearing Cock Ring
Tom (2) from the Past -Stretching Balls, Wearing Cock Ring
 
amc3412
3 0
8 Males Jul 05, 2025 20:45
Wearing white
Wearing white
 
PorterMAss
163 20
10 Milf Jan 19, 2021 17:33
Wearing the wifes knickers
Wearing the wifes knickers
 
hornyjaime
152 60
5 Crossdressing, Transexual & Shemales Mar 06, 2024 07:53
Wearing Red, White, and Blue
Wearing Red, White, and Blue
 
Creativewriter76
288 67
8 Lingerie & Stockings May 27, 2024 15:56
Wearing womens sexy panties
Wearing womens sexy panties
 
sexylaura216
22 13
4 Crossdressing, Transexual & Shemales Jun 17, 2024 09:40
Wearing panties and bras on my gay sissy body.
Wearing panties and bras on my gay sissy body.
 
flguy101959
24 11
5 Crossdressing, Transexual & Shemales Aug 03, 2025 03:15
Wearing Lingerie
Wearing Lingerie
 
Carolanena05
77 23
4 Gay Jan 15, 2023 15:49
Wearing white
Wearing white
 
Kiser
3 0
15 Studs Jan 18, 2015 05:08
Wearing red.
Wearing red.
 
TrixieCD
42 15
4 Crossdressing, Transexual & Shemales Jul 06, 2024 13:02
Wearing her Pink sleeping clothes
Wearing her Pink sleeping clothes
 
littlemature
76 12
9 Lingerie & Stockings Jul 08, 2023 08:48
Just having naked fun wearing my necklace
Just having naked fun wearing my necklace
 
Carmen35Play
43 4
00:35 Milf Sep 30, 2024 10:16
Annie in all white
Annie in all white
 
blackirish
117 26
12 Lingerie & Stockings Sep 16, 2025 14:32
Glasses Facial
Glasses Facial
 
asianmotherofthree
17 1
10 BlowJob & Cumshots Oct 12, 2025 16:49
wearing silver
wearing silver
 
saqure
15 3
10 Seniors Sep 14, 2020 15:37
showing off
showing off
 
EREVOS
135 13
10 Art Nov 07, 2023 07:24
wearing my wedding ring never stopped her
wearing my wedding ring never stopped her
 
harryjones1
52 13
11 Cuckold Jan 25, 2025 13:10
wearing brown nylons
wearing brown nylons
 
tvulrike
37 5
11 Crossdressing, Transexual & Shemales Jan 12, 2023 09:05
Just want it
Just want it
 
Ebollo
54 14
5 Crossdressing, Transexual & Shemales Jul 17, 2025 01:07
so hot wearing hers
so hot wearing hers
 
terrybaker
32 6
07:40 Crossdressing, Transexual & Shemales Nov 22, 2022 14:03
Lingerie
Lingerie
 
Paulnor1
18 3
4 Crossdressing, Transexual & Shemales Aug 26, 2025 12:52
Peckey wearing leggings
Peckey wearing leggings
 
analboyinpink
19 4
9 Crossdressing, Transexual & Shemales Dec 03, 2022 12:53
nude just wearing panties
nude just wearing panties
 
WALLYISNUDE
5 3
02:31 Gay Jan 28, 2023 14:36
Amanda in stockings
Amanda in stockings
 
amandaco
166 43
5 Lingerie & Stockings Sep 01, 2025 11:21
Not Wearing Much, Am I?
Not Wearing Much, Am I?
 
FreakyBoy80
5 3
20 Males Nov 17, 2019 22:46
wearing Gold part 2
wearing Gold part 2
 
saqure
19 4
20 Indian Mar 25, 2016 19:01
Love Tights 2
Love Tights 2
 
Crossdresser69
6 0
18 Crossdressing, Transexual & Shemales Apr 17, 2021 22:29
Moms swimsuit
Moms swimsuit
 
suze
2 2
00:16 Crossdressing, Transexual & Shemales Sep 27, 2025 07:32
In my wife’s underwear
In my wife’s underwear
 
Kinkiest
70 27
12 Crossdressing, Transexual & Shemales Dec 19, 2023 23:06
Wearing lingerie up the stairs.
Wearing lingerie up the stairs.
 
Carmen35Play
31 3
00:34 Latina Feb 20, 2024 12:31
Peckey wearing black
Peckey wearing black
 
analboyinpink
21 6
12 Crossdressing, Transexual & Shemales Dec 06, 2022 10:15
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