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Chapter 3 by Tip Tip

What's next?

Taylor's date

Michael helps Taylor get ready for a date; she's wearing a green top and a skirt. As she gets ready, Michael heads out to her limo in his usual dress, a simple white t-shirt and a pair of sweatpants, no underwear, all for ease of use. Taylor gets into the car and immediately starts her typical pre-date routine, which is making out with Michael to ease some tension. While kissing, Michael rubs and eventually fingers Taylor's pussy. Once it's significantly wet, Taylor moves down to the ground with her ass in the air.

Michael moves down behind her, lifts her skirt and pulls down her underwear before putting his cock inside her. Taylor laughs to herself as she's gotten used to his cock and can now take the entire thing in one motion. She immediately starts fucking him back. As the two continue to fuck until they get in sync, Michael feels her pussy tighten up as she starts moaning.

When the driver announces that they are three minutes away from the restaurant, Taylor yells at Michael to cum inside her. Michael moves himself on top of her back and cums inside of her while kissing up and down her neck. He gives her a final kiss on the cheek before saying, "Thank you as always, Ms. Swift."

As Taylor stays there in quiet bliss, Michael moves back to put her underwear back in place and to lower her skirt. Taylor gets onto the back couch and starts on her phone while Michael moves to the front side to stay hidden. They reach the restaurant and Taylor leaves to go on her date amid an explosion of photographers. Michael sits back with no idea who it is, some musician or actor he guesses, but he just sits and waits while watching tv on the limo screen.

After about two hours, the limo moves to the front of the restaurant where Michael hears a commotion already outside. The door opens and Taylor returns. When she closes the door, she immediately moves across the limo to Michael while removing her panties.

Michael figures she doesn't want to talk yet so he silently pulls down his sweats and Taylor nods in approval of his already hardened cock. She places her legs outside of Michael and he grabs her hips. He aims her pussy above his cock but she leans back and says, "You know what, let's go with the ass." Michael smiles and then starts pushing his cock into her rosebud.

Taylor raises her head and moans at the first insertion. She still hasn't gotten used to Michael's cock dry fucking her ass yet but she's trying. Michael is curious how the date went but doesn't ask questions and just focuses on moving his cock further down her ass while she just lightly moans and bobs her head.

Once Michael finally get his entire cock into her ass, Taylor lets out a huge moan and starts using her hands to raise herself up and down his entire cock. As she starts ramming her ass into him, Taylor leans back and kisses Michael. She then moves her head forward and says, "Oh, I love how your cock feels when it's all the way in my ass. Now, would you believe he tried to kiss me? On the first date no less? I mean, what kind of a -- oh, that's good, fuck my ass right there, a little harder - what kind of a girl - harder - does he think I am? - harder - I mean, the first date no less?"

Michael smiles, starts forcibly fucking Taylor harder and leans back to kiss Taylor again before saying, "Geez, first date was that bad, huh?" Taylor continues, "Well, the date wasn't terrible. He's nice but the kiss thing, that bothers me, a guy needs to go slow - go faster - slow I mean, - faster - he can't expect a girl to put out on the first date, let alone - oh, god, that's right, fuck it right there - let alone a kiss - oh, I love this feeling...."

Taylor pauses again to close her eyes and just feel Michael's cock deep in her ass. She then pops off Michael's cock, gets on the floor on her back and tells him, "Get down here. I want to look into your eyes while you're fucking my ass." Michael jumps down and goes with full **** into and out of her ass before giving her a deep kiss. As Michael continues kissing her, he feels her asshole tighten and loosen while she tries to pull back to moan. Michael pulls back but keeps up the ass fucking and Taylor smiles before starting again, "So before he tried the kiss, at dinner, you wouldn't believe this, he actually said ...."

Michael spends the rest of the ride home buried deep in Taylor's ass. Michael cums in her ass as the car parks in her house before the two of them head up to her bedroom for another late night.

What happens next?

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