Hot Past Captions | page 4 of 25

Her Ex was fucken huge!'

Her Ex was fucken huge!

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What does it take for them to realize we want the truth? All of it. Every detail they can remember. Because we like it.'

What does it take for them to realize we want the truth? All of it. Every detail they can remember. Because we like it.

Hot Past Captions

God I bet she was so pretty and sexy when it happened.'

God I bet she was so pretty and sexy when it happened.

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With my hand on his cock I can tell him everything!'

With my hand on his cock I can tell him everything!

Cheating Snaps Hot Past Captions

On paper she was a good little christian. Outside of church youth group though was a different story.'

On paper she was a good little christian. Outside of church youth group though was a different story.

Hot Past Captions

Whatever she's told you, it's only half the truth.'

Whatever she's told you, it's only half the truth.

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She loved college!'

She loved college!

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I had assumed my girl was a virgin based on her religion. Then we fucked and I realized that was definitely not the case.'

I had assumed my girl was a virgin based on her religion. Then we fucked and I realized that was definitely not the case.

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I wish the stories she's told me weren't just mental movies.'

I wish the stories she's told me weren't just mental movies.

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Has her bodycount number went up the more she's told you about her past?'

Has her bodycount number went up the more she's told you about her past?

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My girl hates condoms so I think every guy that fucked her heard this.'

My girl hates condoms so I think every guy that fucked her heard this.

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His guilt from bullying my wife in high school was real. He reached out to meet up and apologize. She said they both got the closure they needed.'

His guilt from bullying my wife in high school was real. He reached out to meet up and apologize. She said they both got the closure they needed.

Cuckold Captions Hot Past Captions

I love doing caption requests for redditors. Especially when they send me personal pics.'

I love doing caption requests for redditors. Especially when they send me personal pics.

Hot Past Captions

Another caption request fulfilled!'

Another caption request fulfilled!

Hot Past Captions

A caption for another redditor using one of their own pics!'

A caption for another redditor using one of their own pics!

Hot Past Captions

'Sorry, was that too much information?''

'Sorry, was that too much information?'

Hot Past Captions

She was a young and impressionable slut and having the time of her life.'

She was a young and impressionable slut and having the time of her life.

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Escalation. She eventually became a slut for the things she was originally nervous about.'

Escalation. She eventually became a slut for the things she was originally nervous about.

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Another redditor caption request fulfilled!'

Another redditor caption request fulfilled!

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College was so much fun!'

College was so much fun!

Hot Past Captions

So many of my wife’s college stories are some variation of this theme…'

So many of my wife’s college stories are some variation of this theme…

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She used to play wild games in her past….'

She used to play wild games in her past….

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My hubby loves when I tell him how many have seen me on all fours ❤️😘'

My hubby loves when I tell him how many have seen me on all fours ❤️😘

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My first caption request from another redditor'

My first caption request from another redditor

Hot Past Captions

An actual story she told me'

An actual story she told me

Hot Past Captions

What comment did she let slip in the moment? Because this was the one that got me hooked on her past.'

What comment did she let slip in the moment? Because this was the one that got me hooked on her past.

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It's amazing how a single phrase or comment can make us men cum so hard.'

It's amazing how a single phrase or comment can make us men cum so hard.

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I'm getting her to a point that she gets off seeing me get off from her stories.'

I'm getting her to a point that she gets off seeing me get off from her stories.

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Has she shared any of her ex's kinks?'

Has she shared any of her ex's kinks?

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She wasn’t always your wife and do you doubt the amount?'

She wasn’t always your wife and do you doubt the amount?

Hot Past Captions

He never last when I tell him 😉'

He never last when I tell him 😉

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My wife was a college slut!'

My wife was a college slut!

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Your buddies girl studied at CSU, you wish yours did too'

Your buddies girl studied at CSU, you wish yours did too

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How adorable was she when she sucked dick for the first time?'

How adorable was she when she sucked dick for the first time?

Hot Past Captions

How she would cum on their cocks now makes you cum.'

How she would cum on their cocks now makes you cum.

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She's just trying to spare your feelings.'

She's just trying to spare your feelings.

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You know you want to finish the story 😉'

You know you want to finish the story 😉

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No matter what'

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For some reason it was hotter to her when he did it.'

For some reason it was hotter to her when he did it.

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Sweet little lies'

Sweet little lies

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We have to keep asking you ladies because you're not telling us the whole story'

We have to keep asking you ladies because you're not telling us the whole story

Hot Past Captions

He got more experiences with her in a shorter timeframe'

He got more experiences with her in a shorter timeframe

Hot Past Captions