Copyright ScottArroy August 01, 2020
https://www.literotica.com/s/practice-date-with-kim
This was my first story written on Literotica. It has been revised for improved reading.
My sister asked me to help out her best friend. Now I have known Kim since she went to kindergarten. She is intelligent, kind and sexy and if she wasn't my sisters bestie she would be on my radar. Kim for some reason doesn't so much like bad guys she just constantly falls into relationships with duds. After twelve heartbreaks in eighteen months she lost all confidence and stopped going out retreating into her shell.
Not that my track record was great either. Treat them mean to keep them keen probably best defines my behaviour. Don't get me wrong that wasn't a deliberate strategy, I just wasn't that into any of them.
I was however into completing university and my work placements. Always accepting any additional work irrespective of any impact that would have, to anyone I was dating.
Her CEO placed great esteem on relationships so Kim was desperate to find out what she was doing wrong.
Becky, my always scheming sister, had suggested and promised a practice date with me would provide her some insight.
So when I say I was asked perhaps it would have been more accurate to say my sister told me I needed to do this favour.
Becky made it very clear that nothing short of me being in a coma in an intensive care unit would suffice for a no show this Friday night.
At precisely six fiftynine I approached Kim's door to collect her for this date.
She answered the door with a hesitant but friendly smile.
That smile evaporated when I said "Surely you don't think you're going on a date with me dressed like that!"
"Don't I look alright?"
"It's smart casual and more than appropriate for a family barbeque but not for a date! If we were dating I'd expect you to be presenting some dazzle with a side split, cleavage or makeup something to make others notice you. For a first date I expect some effort! Show some sort of interest. I'm not asking for a statement piece but please show a little effort."
"I'm sorry Paul. I'll go and change. I won't be long." She let me in, then went into her room to change. Not ten minutes later returning sporting captivating eyes and a body hugging top and jeans with laced sides showing some unattainable flesh.
"Kim you are absolutely stunning. This is a good first date outfit. Hinting sexy but making it clear you're setting the boundaries."
"Thank you. Shall we go?"
"Kim what you should have said was ... Listen fella I'm not here to impress you or others! You're here to impress me! If you don't like who I am just turn around and walk away!"
"Oh!"
"Kim you are special; why don't you value yourself?"
"I do but perhaps I don't illustrate it."
"Let's go then. Your first outfit was nice for just hanging out but this one screams, adorable first date. While you shouldn't have had to change, I do appreciate the adjustments you've made."
She smiled warmly at that and we walked to the car where I opened the door for her. "You know if you just stand at the door for any guy that doesn't offer to open it for you, you'll send a very clear message not to underestimate you."
"Noted!" Again giving me her killer smile. Perhaps this practice date wouldn't be so bad.