Chapter 2
by
CosmoWrite
What's next?
I call this game "Dating Surrogate"
I'm sitting in the mall, looking for my target. I've been waiting for this one to turn 18. Yeah, I do many questionable things to people, but I don't mess with women until they are at least 18.
Sydney Anderson is a stunning beauty. 5'1" tall, long blond hair, blue eye, an angelic face with a cute button nose. Her body is unreal. She is curvy, she toned legs, a flat belly, a nice, shapely ass and tit that look massive on her small frame.
But she's not my only target for this adventure. Her mom Christina is a complete MILF. Tall, 5'8", shoulder length red hair and a porn star body with huge tits, slim waist and nice, curvy hips.
I saw them months ago walking into a church with Christina's husband Bob. Both ladies in very conservative dresses that try to cover up their incredible bodies, but just couldn't handle the job.
I was in the middle of another game at the time, involving 2 lawyers and an executive assistant at a top firm at the time, but I did get their names and some basic info. I found out when Sydney tuned 18 and made my plans.
Here she was on her birthday, shopping with 2 of her friends. One of her friends, Hillary, I had had fun with her and her hot mom 6 months ago. With them I played a "Photo Shoot" game where I ended up fucking both while taking many pictures. They were fun.
I let them do some shopping for a bit, then I bumped into them at a clothing store.
"Hey Hilary, how have you been?"
She hugged me "Matt, it's so nice to see you. These are my friends Natalie and Sydney"
I shook their hands "Matt is the best photographer in town. He did several shoots with me."
"And your mom. Great duo."
"Yeah, mom did some shoots too. Anyways, it's Sydney's birthday, so we are taking her shopping."
"Oh, that's so nice. Tell you what, I was about to get some lunch, why don't treat you all."
They all agreed. Now Natalie was a very cute brunet, who I might fuck with at a later time, but right now my focus was on Sydney... and her mom.
We had a nice lunch, lots of conversation, where I flirted with Sidney. Before we finished I asked her out on a date.
"I'd love to, but my parents are very strict when it comes to me dating. They insist on meeting the boys before we go out."
"Not a problem. How about I pick you up at 7 tonight and I can meet your folks before hand."
She beamed, it was a date.
Meet the Parents
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How I Entertain Myself
Sometimes you have to make your own fun.
Matt can be very, very persuasive!
Updated on May 6, 2026
by CosmoWrite
Created on Apr 3, 2026
by CosmoWrite
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