Let It Bleed — Nothing Ventured

8EA80C5A-C313-4377-AE3C-918E3197884C“I don’t know,” Jon said to Angela, his older sister. “I feel really awkward.”

“You can do it,” she whispered. “I heard her talking to Sarah and she told her that she thinks you’re cute.”

“But she’s never even said hello to me,” Jon countered. “I don’t think she even knows that I exist.”

A look of frustration crossed Angela’s face. “Don’t be such a wuss,” she said. “She’s right over there on the bench sitting all by herself. Go talk to her, ask her out. What’s the worst that could happen, Jon?”

“She’d turn me down flat and I’d be devastated,” Jon said. “And then she’d tell all of her friends and soon I’d be the laughing stock of the school.”

“That could happen,” Angela admitted. “But think of the risk-reward ratio. Take a risk and ask her on a date. If she says yes, think how rewarding that would be.”

“But I’m also risking being rejected when she says no,” Jon said.

Trying to encourage her brother, Angela said, “Nothing ventured, nothing gained.”

“I choose nothing ventured,” he said.

Angela was pissed at her brother about his lack of self-confidence. She walked over to the bench where Sally was sitting and started talking with her. The two girls looked over to where Jon was standing. Angela signaled for Jon to join them but he couldn’t. He just stood there, frozen.

He saw Sally stand up and walk towards him. He felt his stomach tie up into knots. “Hi Jon,” Sally said when she reached him. She stuck out her hand for him to shake. “Angela says that you would like to ask me for a date but you’re afraid I’ll say no.”

Jon hemmed and hawed for a second before finally finding his voice. “Well,” he said, “I’m sure you’ve got lots of guys wanting to go out with you.”

“You’re right, I do,” she said, smiling brightly. “But you’re smart and kinda cute and way too shy. So since you seem reluctant to ask me out on a date, I hope you won’t find it too awkward if I ask you to go out with me.”

“Not at all awkward,” Jon said. “I’m glad you asked.”

“You know what they say, Jon,” Sally said, grabbing both of Jon’s hands. “Nothing ventured, nothing gained.”


This is a twofer, written for today’s one-word prompt, “awkward,” and the this week’s Let It Bleed prompt, where the phrase, “You can do it,” she whispered appears in the post.

13 thoughts on “Let It Bleed — Nothing Ventured

  1. baddadcartoons101 May 22, 2018 / 1:42 am

    Something tells me Jon isn’t going try for even a kiss on this date when in fact, Sally was willing to go much further.

    Liked by 1 person

  2. Saumya Agrawal May 27, 2018 / 10:06 am

    this is cute 🙂

    Liked by 1 person

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