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34 84 0
She feels like she sullied herself for you
She feels like she sullied herself for you
Caption Cuckold Hotpast
14 60 0
He sent you the pic on your first date to mock you.
He sent you the pic on your first date to mock you.
Caption Creampie Cuckold
12 57 0
She's out of your league, of course you'd never pop her cherry.
She's out of your league, of course you'd never pop her cherry.
Big Tits Caption Cuckold
10 55 0
Quite frankly you were lucky she didn't have his cum still inside her pussy
Quite frankly you were lucky she didn't have his cum still inside her pussy
Caption Cuck Cuckold
15 48 0
She's glad you'll still wait for marriage even though she can't.
She's glad you'll still wait for marriage even though she can't.
Bbw Caption Cuckold
17 41 1
It's drunk, so you can't blame her (still counts though, sorry)
It's drunk, so you can't blame her (still counts though, sorry)
Caption Cheating Cuckold
7 41 0
It riles you up to know how many men took her that night
It riles you up to know how many men took her that night
Caption Cuckold Hotpast
9 36 0
And yes, it was special to her.
And yes, it was special to her.
Caption Creampie Cuckold
13 32 0
She'll never forget the feeling of her first time.
She'll never forget the feeling of her first time.
Caption Cuckold Hotpast
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11 33 0
A lot of his friends have this photo too.
A lot of his friends have this photo too.
Caption Cuckold Hotpast
8 34 0
He didn't even pull out like he promised.
He didn't even pull out like he promised.
Caption Creampie Hotpast
11 28 0
Do you even want to know how many men had her?
Do you even want to know how many men had her?
Caption Cuckold Hotpast
8 32 0
She moaned his name on accident, too.
She moaned his name on accident, too.
Caption Cuckold Hotpast
10 29 1
All her special moments belong to other men now.
All her special moments belong to other men now.
Caption Cuckold Cumshots
11 27 0
She woke up naked with a sore pussy.
She woke up naked with a sore pussy.
Caption Cuckold Hotpast
12 26 0
She dumped him and was much more sexually open.
She dumped him and was much more sexually open.
Caption Cuckold Hotpast
9 29 0
Honestly she's so out of your league nothing could make you reject her.
Honestly she's so out of your league nothing could make you reject her.
Caption Cheating Cuckold
9 29 1
She didn't tell you until right before the wedding, though...
She didn't tell you until right before the wedding, though...
Caption Cuckold Hotpast
7 31 0
She still moans his name some nights
She still moans his name some nights
Caption Cuckold Hotpast
7 31 0
It's a permanent reminder he owns a part of your woman
It's a permanent reminder he owns a part of your woman
Caption Cheating Cuckold
8 30 0
She's changed her ways, she deserves a man who'll wait for her.
She's changed her ways, she deserves a man who'll wait for her.
Caption Cuckold Hotpast
9 27 0
You're used to chasing off other men you caught her with.
You're used to chasing off other men you caught her with.
Caption Cheating Cuckold
9 24 0
Not how she wanted to lose it but can't change the past.
Not how she wanted to lose it but can't change the past.
Caption Cuckold Hotpast
6 27 0
She was still your first, of course
She was still your first, of course
Caption Cuckold Hotpast
6 27 0
The moment she realized you were destined to be her cuck
The moment she realized you were destined to be her cuck
Caption Cuck Cuckold
5 24 0
She never gave you a straight answer, and she still has his photos...
She never gave you a straight answer, and she still has his photos...
Caption Cuckold Hotpast
8 20 0
You'll still raise it, of course
You'll still raise it, of course
Caption Cuckold Hotpast
4 23 0
You were the laughing stock on campus afterwards.
You were the laughing stock on campus afterwards.
Caption Cheating Cuckold
4 21 0
You'll stay cause you love her. But it'll always make you jealous.
You'll stay cause you love her. But it'll always make you jealous.
Caption Cheating Cuckold
4 20 0
She woke up with another man's cum inside her...
She woke up with another man's cum inside her...
Caption Cuckold Hotpast
2 20 1
She did you a favor, she's out of your league anyways.
She did you a favor, she's out of your league anyways.
Caption Cheating Cuckold
2 20 0
She's always wanted to be someone's first, and now she can.
She's always wanted to be someone's first, and now she can.
Caption Cuckold Hotpast
3 18 0
He lives in her mind whenever you make love now.
He lives in her mind whenever you make love now.
Caption Cuckold Hotpast
4 17 0
He was way more handsome and charismatic than you.
He was way more handsome and charismatic than you.
Caption Cheating Cuckold
5 16 0
He got everything you ever wanted and he'll always be etched in her mind.
He got everything you ever wanted and he'll always be etched in her mind.
Caption Cheating Cuckold
4 16 0
She says she doesn't count them but she's lied to you before
She says she doesn't count them but she's lied to you before
Caption Cuckold Hotpast
2 16 0
At least she looks hot when she's pregnant
At least she looks hot when she's pregnant
Caption Cuckold Hotpast
5 12 0
Surely it'll be as special as the first.
Surely it'll be as special as the first.
Caption Cuckold Hotpast
3 14 0
He'll always be in her heart now, no matter what you do.
He'll always be in her heart now, no matter what you do.
Cuckold Cumshots Hotpast
2 14 1
You didn't get any of her firsts, and it makes you jealous.
You didn't get any of her firsts, and it makes you jealous.
Anal Caption Cuckold
4 12 0
He always got what he wanted from her
He always got what he wanted from her
Caption Cheating Cuckold
1 14 0
Not his fault he's more suave than you.
Not his fault he's more suave than you.
Caption Cheating Cuckold
1 13 0
It's probably for the best, you wouldn't have been an impressive 'first time' yknow?
It's probably for the best, you wouldn't have been an impressive 'first time' yknow?
Caption Cheating Cuckold
2 10 0
She was drunk, you can't really blame her.
She was drunk, you can't really blame her.
Caption Cheating Cuckold
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1 9 0
She's a sweet innocent flower in your heart. To her home town, she's a cumdump/
She's a sweet innocent flower in your heart. To her home town, she's a cumdump/
Caption Cheating Cuckold
2 5 0
It's a secret the two share and bond over. They'll neve rat each-other out.
It's a secret the two share and bond over. They'll neve rat each-other out.
Caption Cheating Cuckold
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