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Bets and Gambles

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Created by
lestermo
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77 more followers
52 104 1
Cleared a debt and came while watching.
Cleared a debt and came while watching.
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46 132 0
Sister slave
Sister slave
202 520 3
Throatfucked into Sissy Submission
Throatfucked into Sissy Submission
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My boyfriend lost a bet
My boyfriend lost a bet
43 146 0
She kept asking for this challenge, but also kept losing
She kept asking for this challenge, but also kept losing
35 92 1
Admitting my roommate
Admitting my roommate
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Team player
Team player
135 321 2
Lost bet leads to sissification
Lost bet leads to sissification
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97 206 3
Sore loser
Sore loser
15 37 1
Prejac cum
Prejac cum
32 47 0
SISSY
SISSY
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She was already exhausted, but she didn't give up, because according to the rules of the bet, she had to serve two more guys.
She was already exhausted, but she didn't give up, because according to the rules of the bet, she had to serve two more guys.
38 105 0
clenching her teeth and sheet with her fists she tried to hold back moans of pleasure, she was ready to cum, which meant she had lost
clenching her teeth and sheet with her fists she tried to hold back moans of pleasure, she was ready to cum, which meant she had lost
219 693 3
When he tied her up, his friend with a hard-on entered the room. she didn't know that he had traded his debt for a long night with his girlf
When he tied her up, his friend with a hard-on entered the room. she didn't know that he had traded his debt for a long night with his girlf
7 17 0
Party Sex Friday Caption
Party Sex Friday Caption
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Krissy told him "it felt pretty big, but it's probably not the biggest in the whole world", he said they should check again to be sure
Krissy told him "it felt pretty big, but it's probably not the biggest in the whole world", he said they should check again to be sure
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141 362 5
roommate bet
roommate bet
38 95 0
Playful Games
Playful Games
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I'm glad it was a good one
I'm glad it was a good one
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x change poker
x change poker
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morph,sissy,shemale
morph,sissy,shemale
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413 720 4
This is what happens when you lose at ping pong
This is what happens when you lose at ping pong
27 100 1
You fuck your sexy bullies silly
You fuck your sexy bullies silly
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293 664 6
hubby loves losing bets with the neighbor
hubby loves losing bets with the neighbor
174 286 13
Hot & Sexy... Would Love To Do This To You...
Hot & Sexy... Would Love To Do This To You...
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They're not looking at the timer
They're not looking at the timer
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Party Sex Friday Caption
Party Sex Friday Caption
40 57 0
Slut Girlfriend / Slutwife
Slut Girlfriend / Slutwife
7 16 0
Slut Girlfriend / Slutwife
Slut Girlfriend / Slutwife
119 373 2
Bet gone wrong
Bet gone wrong
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Hot babe lost a bet in poker!
Hot babe lost a bet in poker!
48 131 1
I lost a bet, I had to answer the door totally nude
I lost a bet, I had to answer the door totally nude
154 386 3
The kind of bets I’m trying to make (and hopefully I lose)
The kind of bets I’m trying to make (and hopefully I lose)
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Losing a Bet
Losing a Bet
259 425 7
Maybe betting her wasn't so smart.
Maybe betting her wasn't so smart.
221 526 5
You lost a bet with the neighbor and now your wife is enjoying it. I mean she paying it like the good wife she is, just for you hubby.
You lost a bet with the neighbor and now your wife is enjoying it. I mean she paying it like the good wife she is, just for you hubby.
398 1040 7
Lost a bet, have to wear this dress to a party, no underwear
Lost a bet, have to wear this dress to a party, no underwear
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Betting gf at the gym
Betting gf at the gym
71 140 5
my hubby has lost a bet again
my hubby has lost a bet again
42 69 0
She's supposed to run around the house naked or ...
She's supposed to run around the house naked or ...
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61 123 0
No panties
No panties
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The videos they took of her went viral in less than an hour
The videos they took of her went viral in less than an hour
55 120 0
Tough Bet
Tough Bet