Yeah don’t worry I know what those dribble marks are.

Yeah don’t worry I know what those dribble marks are.

C’mon baby, you’re almost there!  You only have to swallow the

C’mon baby, you’re almost there!  You only have to swallow the

Good morning, honey! How’s my little sissy doing today?  I

Good morning, honey! How’s my little sissy doing today?  I

See, baby?Told you I’d finally let you cum in my mouth.Aren’t

See, baby?Told you I’d finally let you cum in my mouth.Aren’t

Mmm… don’t these big, round tits look amazing? I bet

Mmm… don’t these big, round tits look amazing? I bet

Hi daddy! I’m going to need to borrow some condoms for tonight.It’s

Hi daddy! I’m going to need to borrow some condoms for tonight.It’s

I hope you’ve built up a huge load since I’ve locked you

I hope you’ve built up a huge load since I’ve locked you

I bet you one month in chastity you won’t last five minutes.

I bet you one month in chastity you won’t last five minutes.

Fulfilling a bet is one thing. Everyone would understand that.

Fulfilling a bet is one thing. Everyone would understand that.

I bet you can’t wait until you have the perfect, hair, and

I bet you can’t wait until you have the perfect, hair, and

Submitted as you requested. I will delete after clicking submit.

Submitted as you requested. I will delete after clicking submit.

My sissy clit is so small that I can easily fit into these lovely

My sissy clit is so small that I can easily fit into these lovely

I’ll bet he doesn’t have quite as much to say as

I’ll bet he doesn’t have quite as much to say as

Bet this would improve Craigslist ads as well.

Bet this would improve Craigslist ads as well.

She’s doing her homework after you asked her to be your

She’s doing her homework after you asked her to be your

I think she’ll be in some money soon.

I think she’ll be in some money soon.

od2be2003:  Metal cage - bet erections are painful in this device!

od2be2003: Metal cage - bet erections are painful in this device!

pegginglover13:  That’s a good Boi. I bet you want to cum don’t

pegginglover13: That’s a good Boi. I bet you want to cum don’t

Request for more Miranda: Do you take her bet?

Request for more Miranda: Do you take her bet?

I bet it’s much, much shorter. Isn’t this how these kind

I bet it’s much, much shorter. Isn’t this how these kind

I bet that she’s fully functional, if you get what I mean,

I bet that she’s fully functional, if you get what I mean,

What’s the worst that could happen? She looks nice and friendly,

What’s the worst that could happen? She looks nice and friendly,

I bet he deliberately misplaced the key himself.

I bet he deliberately misplaced the key himself.

If three brothers set out to complete a quest, you can bet that

If three brothers set out to complete a quest, you can bet that

Usually in this kind of story, the man bets his freedom and looses.

Usually in this kind of story, the man bets his freedom and looses.

There you are. Amy’s little toy. I heard she was keeping you

There you are. Amy’s little toy. I heard she was keeping you

lockedandlovingit:  i bet you didnt think you could get that

lockedandlovingit: i bet you didnt think you could get that

You Bet Your Dick!!! Sharks vs Flames Hockey Game Chastity Bet

You Bet Your Dick!!! Sharks vs Flames Hockey Game Chastity Bet

I finally won my footjob bet and proved that it was actually

I finally won my footjob bet and proved that it was actually

You Bet Your Dick - Chastity Card Game AliceInBondageLand POV

You Bet Your Dick - Chastity Card Game AliceInBondageLand POV

You Bet Your Dick Chastity Card Game FemDom Mistress

You Bet Your Dick Chastity Card Game FemDom Mistress

Chastity Makes Me SmileI’m so cute. And probably look innocent.

Chastity Makes Me SmileI’m so cute. And probably look innocent.

Got so tired of all the cat-calls and “hey baby”s and staring.

Got so tired of all the cat-calls and “hey baby”s and staring.

Bet you wanna see my tits. But do you know what my tits want?

Bet you wanna see my tits. But do you know what my tits want?

You bet me that you’d last a week in chastity without begging

You bet me that you’d last a week in chastity without begging

Hey, can you help settle a bet?I told my friends I can spot subby

Hey, can you help settle a bet?I told my friends I can spot subby