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Author's Note: Although this story explicitly includes Older Woman/Younger Man, at its heart the story is about a First Time experience, which is the central theme and the impetus for all the action. Please provide constructive feedback, whether positive or negative. Also, please let me know if you want to see the continuation of this story. Thank you.

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"I don't like this idea, Amy. We always said our first times would be with each other. Why do you want to change that?"

"All of my girlfriends had bad experiences their first time. At best, it was awkward and unsatisfying. For Beth, it was actually painful. I want my first time to be amazing, but neither of us knows what we're doing. If you had some experience you could teach me. Would you please do this? Please? For me, Billy?"

"It just seems weird. I want to be with you, not your mom. How did you even think of this crazy idea?"

"I thought our first time together would be better if you could lead me, but that meant you had to know what to do. I thought of how you could get some experience and two ideas came to mind. You could sleep with one of my friends, but they'd talk or try to steal you from me. Plus, ...

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