videos / sissydressing vid #4209841

original post: https://redd.it/kzxfe7

Winning a Bet - Pro Sissy way

sissydressing by redwhale1598

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NSFWdistributor vid #1849665 Janice, Winning a Bet and a Little Bit More (/r/XChangePill)

Janice, Winning a Bet and a Little Bit More (/r/XChangePill)

sissycaptions vid #7434930 Get that promotion, the sissy way!

Get that promotion, the sissy way!

XChangePill vid #12243240 Darren, now Darla. Winning the bet? [THEME][BET GONE WRONG]

Darren, now Darla. Winning the bet? [THEME][BET GONE WRONG]

Roleplaybuddy vid #12623169 [F4M] winning a bet vs your girl best friend and now she’s

[F4M] winning a bet vs your girl best friend and now she’s

CheatingCaptions vid #16745022 Winning a bet is sometimes really hard

Winning a bet is sometimes really hard

Sissy_humiliation vid #18074885 Way too horny to think about a caption right now 🥴💖

Way too horny to think about a caption right now 🥴💖

sissy_hypno vid #20696587 Sissy hypnosis for my sissygasm sluts out there,who know dick

Sissy hypnosis for my sissygasm sluts out there,who know dick

gifsgonewild vid #23906798 I'm not a spring chicken anymore but I bet I fuck way better

I'm not a spring chicken anymore but I bet I fuck way better

SPHBETAS vid #29529937 I bet you’re way smaller than my fat cock! And if so the loser

I bet you’re way smaller than my fat cock! And if so the loser

bangmybully vid #34753196 POV: Your bully winning another bet that makes your GF submit

POV: Your bully winning another bet that makes your GF submit

Sissy_humiliation vid #35759837 Bet you can't handle me even if I'm only 19, I grip tight and

Bet you can't handle me even if I'm only 19, I grip tight and

HotStuffNSFW vid #36843085 Cum play baby… I bet I am way nastier than your gf

Cum play baby… I bet I am way nastier than your gf