Chapters tagged first time anal

Emma tells Meghan she needs to let you fuck her up the ass by olly

Chapter 24

"It's OK, dear, don't worry," Emma caresses Meghan and tells her matter-of-factly, "You'll just have to let {first\_name} fuck your ass." "What?" Meghan says surprised. "Well that's what girls who want to stay virgins do. They let boys, or in this case, men, fuck their asses,"...

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Meghan agrees to anal sex to save her virginity by olly

Chapter 25

"Ok, if you promise I'll like it," Meghan reluctantly agrees. "Oh you will, now just relax and let us do all the work. Now lay down on your front and stick that big booty in the air!" Emma orders the beautiful teen. Emma kneels next to Meghan, grabs her butt cheeks, and spreads...

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Your daughters are all kneeling on the bed with furry tails plugged into their butt holes by olly

Chapter 96

“We all decided,” Taylor Swift explains, “That Father’s Day would be a great day for you to take your daughters up their asses for the first time.” “But…” everyone giggles at the unintentional pun as Taylor Swift continues “the girls wanted to add a twist. So Baby Girl suggested...

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You remove Baby Girl’s tail by olly

Chapter 97

As soft as Baby Girl's tail is, you need access to all of her holes. You slowly slide your eldest daughter’s tail out. You know she’s been waiting a long time for this moment. Her asshole is gaping once the butt plug is removed. ![](https://images.sex.com/images/pinporn/2015/08...

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You return your cock to Baby Girl's ass while your other daughters are prepared for you by their mothers by olly

Chapter 99

Baby Girl is thrilled when you grab her by the hips and penetrate her ass again. You under estimate how much her elastic hole has already tighten though and fill her up faster than you should have. She takes it like a champ though, daddy’s rough cock up her ass is better than her...

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You take Sophia Jr.’s anal virginity next by olly

Chapter 100

You think Sophia Jr. looked particularly cute with her tail. She still has the headband with the ears and a collar on, but what you are even more excited about is how puffy her nipples are today. Sophia Jr. is your small-titted daughter, he breasts have just started developing. T...

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5,532 Views

Sophia Jr. cums with your cock up her butt by olly

Chapter 101

“You’re so big, daddy!” Sophia Jr. says. It’s something every woman in this room has told you a million times – it would be a cliché if you all didn’t know that Sophia Jr. is being completely sincere. Having her father’s ginormous cock up her teeny teenage butt is completely over...

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You choose which remaining daughters' anal virginity to take next by olly

Chapter 102

When you pull out of Sophia Jr.’s asshole she feels like a woman. She may still have basically no tits, but finally her father has deemed her mature enough to take her ass. Her ass is burning, but she feels great. She goes and sits next to her sister Baby Girl and your two ass-fu...

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5,372 Views

Three anal virginities down and one to go - it's Taylor Jr.'s turn by olly

Chapter 103

You turn your attention to your final daughter with her anal virginity intact: Taylor Jr. Taylor Swift has continued to finger fuck and lick her daughter's ass. She's worked three of her fingers knuckle-deep into Taylor Jr.'s anus, but she happily removes them and steps aside fo...

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You choose Vina's virgin ass by olly

Chapter 101

"I'm sorry, Jasmine, but Vina's tight virgin ass just looks too good to pass up," you say. "You can help get me ready to take your sister, but sucking my dick." Vina tries to hold back her glee - not wanting to rub it in her sister's face - as Jasmine takes your cock into your m...

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