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  #751  
Old 05-05-2018
sailove's Avatar
sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default
Bailey caps.
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  #752  
Old 05-05-2018
sailove's Avatar
sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy caps
Sorry don't know the models names.
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01_1.jpg   13 (1).jpg   01_00.jpg  

002.jpg   tumblr_lqqrrwLpgU1qfc2zoo1_500.jpg   2.jpg  

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  #753  
Old 05-05-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default
Models names unknown.
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  #754  
Old 05-12-2018
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Dom Captions
First one is baily, don't know the models in the last 2.
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  #755  
Old 05-14-2018
fligy1021 fligy1021 is offline
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Default
Quote:
Originally Posted by sailove View Post
First one is baily, don't know the models in the last 2.
#3 is Miranda Meadows
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  #756  
Old 05-14-2018
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Not sure of models names.
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  #757  
Old 05-14-2018
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
A couple more.
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  #758  
Old 05-14-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy caps
I don't like the use of the pronoun "him" for a sissy who has obviously gone through a great deal of trouble to make herself pretty, but I do enjoy the photo!
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  #759  
Old 05-15-2018
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default better ...?!
in honour of all sweet asses
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  #760  
Old 05-15-2018
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Howsoon Howsoon is offline
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Default Ooooh
She's right there
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  #761  
Old 05-15-2018
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default Missed a sweet taste ...
would really fancy to suck her dry
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  #762  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default A better world for all
Quote:
Originally Posted by Boss View Post
in honour of all sweet asses
Yes much better!
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  #763  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Tranny captions
Vicky Rickter and the always adorable Patricia Araujo. (sorry if misspelled either of their names, been some time since I've seen them)
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  #764  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Don't know the models names, sorry.
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2.jpg   CAGED.jpg   maids.jpg  

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  #765  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
More caps I've found.
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3_0.jpg   2_0002.jpg   debut.jpg  

3.jpg   never_go_back.jpg  
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  #766  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Caption
Like all of us, I have birthday coming up. "all you need is Vaniity baby"
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  #767  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Kitty captions
I love Kitty's fuck hole.
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9.jpg   every.jpg   xxx_tumblr_ofumvc8joq1s2ykobo1_1280.jpg  

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  #768  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Don't know the models names. I think the 6th is Gia, not sure though.
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22.jpg   4.jpg   2_0.jpg  

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  #769  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy caps
Smooth is good.
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8.jpg   1b88b0e5-ae8d-411a-a456-ccca4265fde3.jpg  
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  #770  
Old 05-15-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy caps
Don't know the models names, but they make me hard.
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tumblr_p03d61m92m1wwr5y6o1_500.jpg   tumblr_p174ox4epf1wio8bro1_540.jpg   tumblr_p15t17rFss1wwr5y6o1_540.jpg  

tumblr_p04n5juhs51uhsv3uo1_1280.jpg   tumblr_p0587mXMrR1wio8bro1_1280.jpg   18.jpg  

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  #771  
Old 05-16-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Cum eating captions
No such thing as too much cum.
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Picture4.jpg   Picture2.jpg   Picture6.jpg  

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  #772  
Old 05-16-2018
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Boss Boss is offline
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default Miran says ....:
boy to play with .....
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miran squeezing.jpg  
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  #773  
Old 05-16-2018
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Boss Boss is offline
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default My favorite Mistress
Playboys must be trained
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' 000 061.JPG  
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  #774  
Old 05-16-2018
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default The battle
How a proud well hung boy will be conquered in the end
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  #775  
Old 05-16-2018
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Howsoon Howsoon is offline
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Default Definitely
What are we waiting for
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  #776  
Old 05-16-2018
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Boner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant future
Default
I've enjoyed these so much I made a couple of my own. I hope everyone likes them!

The models are Ariel Everitts, Alejandra, and Tara Emory
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20775_11.jpg   albj.jpg   tecap1.jpg  

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  #777  
Old 05-16-2018
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Boss is just really niceBoss is just really niceBoss is just really niceBoss is just really niceBoss is just really nice
Default
[QUOTE=Boner;270677]I've enjoyed these so much I made a couple of my own. I hope everyone likes them!

Yes I do like these.
Let's all celebrate fatasy
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  #778  
Old 05-16-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy cap
Don't know the models name, but she does have a nice gape.
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0_01.jpg  
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  #779  
Old 05-17-2018
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Howsoon Howsoon is offline
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Default oooo
Well, I'm not going to argue.
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  #780  
Old 05-18-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
A few more captions. The 4th pic is Hazel Tucker.
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7.jpg   16.jpg   9.jpg  

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  #781  
Old 05-19-2018
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Boner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant futureBoner has a brilliant future
Default
Three of my favorites....Johanna, Jesse, and Kelly Shore!
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  #782  
Old 05-20-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Captions with various themes. Wish I knew the 1st and 2nd girls names. Yum Yum. (Hopefully they aren't fakes)
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001.jpg   07.jpg   5_001.jpg  

007.jpg   001_00.jpg  
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  #783  
Old 05-21-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Sissy caps
Some caps with a sissy theme.
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  #784  
Old 05-22-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Not sure of the first, but the second is Hazel Tucker.
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1.jpg   1_000.jpg  
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  #785  
Old 05-22-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Various captions
Some of the models look familiar, but I can't remember their names.
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CAPS_2095135938.jpg   CAPS_473700758.jpg   z43.jpg  

z44.jpg   z42.jpg   22.jpg  

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  #786  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Not sure if this will upload
A sissy story.
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  #787  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default More captions
I Love captioned pics.
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09.jpg   7.jpg   3 (1).jpg  

24.jpg   05 (1).jpg   10.jpg  

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  #788  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Captions
Some more captions.
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0001_1.jpg   5_0.jpg   02.jpg  

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  #789  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default I love sissies
Sissy captions.
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16.jpg   2 (1).jpg   14.jpg  

5.jpg   3 (2).jpg   01_2.jpg  

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  #790  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Captions
Even more captions.
Attached Thumbnails
cap-sissy-180504-03.jpg   cap-sissy-180504-04.jpg   1_0.jpg  

05.jpg   3_0.jpg  
Last edited by dauls; 05-29-2018 at 07:33 AM.
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  #791  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Captions
Post more captions.
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01_001.jpg   001_0.jpg  
Last edited by dauls; 05-29-2018 at 07:33 AM.
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  #792  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Rectum cock
I have to admit, I Love a cock in my ass.
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  #793  
Old 05-27-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
Default Captions aren't smart by design
One of the stupidest captioned pics I have found. Unbelievably stupid.
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Last edited by sailove; 05-27-2018 at 11:49 AM.
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  #794  
Old 05-28-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Did my best to weed out the fakes.
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  #795  
Old 05-28-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Found a few more caps on my hard drive.
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  #796  
Old 05-28-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Hope I don't dupe any.
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  #797  
Old 05-28-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Let's try a few more.
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  #798  
Old 05-28-2018
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sailove sailove is offline
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Location: NEW YORK USA
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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A few more. THE THIRD PIC I WOULD LOVE TO KNOW HER SHE IS GORGEOUS.
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  #799  
Old 05-29-2018
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Sissies always make me hard
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  #800  
Old 05-29-2018
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sailove sailove is offline
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sailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud ofsailove has much to be proud of
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Various themes.
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