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My first real date with Allythis story is part of the FanClub (fm:first time, 1652 words)

Author: Patrick O’Connor
Added: Oct 30 2019Views / Reads: 2394 / 1800 [75%]Story vote: 9.50 (18 votes)
Ally has been coming in my bar for a month and we’ve always flirted. I finally found the nerve to ask her out and I’m so glad I did.
 


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As a bartender it's a tricky situation for me to date customers. I've had plenty of encounters with customers but only a few were more than once. Ally had become a regular and the two of us were clearly attracted to one another but in our back and forth banter it was one thing she said while drunk that led to me asking her out. One night I jokingly said,"You know you and I would be an awesome couple, I could make you very happy." Her friend said, "I bet he would make you very happy." As I was walking away I overhear Ally say,"Yeah but can he make me cum?" Now she was pretty drunk so I didn't acknowledge it at the time but it came up at a later time.

We decided to go to another local bar last night and we met there at 9pm. She walked in with jeans and a button down sweater that made me look twice because she left the top button open and for the first time I noticed just how much her tits were pretty much perfect. She made the comment that I looked so different because up until then she had only seen me in shorts and my work shirt. I was wearing jeans and a t-shirt with my intention being as casual as possible. So I told her that I was seeing her in a new light and then she caught me glancing at her chest which made her laugh and say, "yeah the sweater was picked out by my roommate because I didn't know what to wear."

We sat there for over three hours talking about everything from music to our shared love of sports and finally to past relationships. At this point we both were rather drunk and she looked at me and said,"Let's go ...

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